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$5,999,000
5 Beds 5 Baths Aladar On Lake Butler SubDv. 34786 Zip Code
Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

800 W 2nd Avenue, Windermere

$7,500,000
6 Beds 8 Baths Windermere SubDv. 34786 Zip Code
Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

724 W 2nd Avenue, Windermere

$2,800,000
6 Beds 8 Baths Bellaria SubDv. 34786 Zip Code
Exceptional custom estate in the exclusive guard-gated community of Bellaria featuring 6 bedrooms, 7 full bathrooms, 1 half bath, and a floor plan designed for both everyday living and entertaining. Positioned with pond views and no front neighbors, this residence has been recently painted inside and out and offers quality craftsmanship throughout. The main living areas showcase travertine flooring, while the gourmet kitchen is appointed with custom Bosby cabinetry, stone countertops, a paneled built-in refrigerator that blends seamlessly with the cabinetry and an oversized walk-in pantry with direct access to the interior laundry room. The custom Bosby cabinetry continues into the family room, creating a cohesive, high-end design. The thoughtfully designed layout provides exceptional privacy, with no bedrooms sharing a common wall. The spacious primary suite is located on the first floor fqacing the pool/backyard with a spaccious walk-in closet, upstairs you'll find 2 bedrooms and a dedicated movie theater, with the theater seating conveying with the sale. The outdoor living space is designed for year-round enjoyment, featuring a resort-style pool, covered lanai, summer kitchen, and a bedroom overlooking the pool, ideal for guests or multigenerational living. Mature privacy hedges surround the backyard, creating a secluded outdoor setting. Located just minutes from Winter Garden Village, major highways, top-rated schools, restaurants, shopping, and Orlando's world-class attractions, this exceptional home offers luxury, privacy, and convenience in one of Windermere's most desirable communities.

13250 Bellaria Circle, Windermere

$1,595,000
4 Beds 4 Baths Casa Del Lago-Replat SubDv. 34786 Zip Code
Welcome to this impeccably designed, all-on-one-floor luxury custom home located in one of the most sought-after gated communities of Windermere, Casa Del Lago, where timeless Mediterranean architecture meets refined Florida living. This exceptional home offers four bedrooms and four full bathrooms and is thoughtfully designed with custom details, designer features, modern décor, graceful indoor-outdoor flow, and resort-style outdoor living. From the moment you arrive, the home makes a lasting impression with its classic barrel tile roof, stone-accented exterior, brick-paved driveway, lush landscaping, and charming private courtyard entry. Inside, you are greeted with style and elegance, welcomed by soaring ceilings, elegant archways, rich crown molding, designer lighting, beautiful travertine flooring throughout the main living areas, and hardwood flooring in the bedrooms. The bright and inviting formal living and piano room features tray ceiling details and expansive sliding glass doors that open to the covered lanai and pool area, creating a seamless connection between indoor comfort and outdoor relaxation. The open layout flows beautifully into the family room, making it ideal for everyday living and entertaining. The family room showcases a beautiful onyx wall with an electric fireplace and built-in surround sound system, creating a warm and elegant focal point for the home. The gourmet kitchen offers granite countertops, custom cabinetry, premium appliances, a built-in oven, microwave, refrigerator, dishwasher, disposal, gas cooking, kitchen exhaust hood, and a water filtration system. It connects to the butler’s area, which leads to the formal dining room. The private owner’s suite is thoughtfully separated from the secondary bedrooms, offering a sense of personal sanctuary and a peaceful retreat with generous space and a luxurious bathroom featuring dual vanities, a garden tub, and a frameless glass shower. Additional bedrooms provide comfort and flexibility for family, guests, or a home office. The home also features custom built-in closet shelving, providing excellent storage and organization. The outdoor living area is truly special, featuring a screened covered lanai with rich wood ceiling detail, built-in surround sound system, gas grill, outdoor vent hood, dining area, and lounge space overlooking the sparkling heated pool and jacuzzi/spa. Surrounded by tropical landscaping, palm trees, privacy walls, fencing, water features, and multiple seating areas, the backyard creates a private resort-style setting perfect for relaxing, entertaining, and enjoying beautiful Florida evenings — with the added charm of being close enough to enjoy Disney-area fireworks. Additional upgrades include a Tesla charger connection and thoughtful custom features throughout the home. This home offers convenient access to Disney theme parks, world-class entertainment, shopping, restaurants, major highways, and some of the area’s top public and private schools, including nearby Windermere Preparatory School. A rare opportunity to own a custom luxury home with timeless design, elegant finishes, privacy, and exceptional indoor-outdoor living in one of Central Florida’s most desirable locations. This home is truly a dream come true.

12417 Montalcino Circle, Windermere

$1,050,000
5 Beds 4 Baths Windermere Isle Ph 2 SubDv. 34786 Zip Code
Experience the perfect blend of elegance, comfort, and modern convenience in this exceptional 5-bedroom, 4-bathroom home in the highly sought-after Windermere Isle community. Enjoy nightly Disney fireworks from the second floor! A charming covered front porch welcomes you inside, where the foyer showcases beautiful wood-look tile flooring that flows seamlessly throughout the main living areas. Thoughtfully designed with both functionality and flexibility in mind, this home offers space for a variety of lifestyles. Just off the entry is a spacious first-floor bedroom with a large walk-in closet and convenient access to a full bath, making it ideal for guests, a home office, fitness room, or creative space. The elegant formal dining room with tray ceiling is ready to host everything from holiday gatherings to intimate dinners. Designed to impress, the chef’s kitchen features quartz countertops, sleek gray shaker cabinetry, stainless steel appliances, built-in double convection ovens, a 5-burner gas cooktop, French door refrigerator, stylish subway tile backsplash, a spacious island with seating, and plenty of room for casual dining. A butler’s pantry and oversized walk-in pantry provide exceptional storage. Step outside and discover your own private Florida oasis. The heated saltwater pool and spa, panoramic screen enclosure, summer kitchen, extended paver patio, and oversized fenced backyard create the perfect setting for entertaining, outdoor dining, or simply relaxing in the Florida sunshine. The staircase with modern metal balusters leads to an expansive loft that provides additional living space perfect for movie nights, gaming, hobbies, or a quiet retreat. The luxurious primary suite offers two generous walk-in closets and a spa-inspired bath featuring dual vanities, a freestanding soaking tub, and a separate glass-enclosed shower. Three additional spacious bedrooms, all with walk-in closets—including one with a private en-suite bath—complete the second floor. Engineered hardwood flooring installed throughout the upper level in 2024 adds warmth, style, and durability. Additional highlights include overhead garage storage, a side-by-side refrigerator, bike racks, a convenient drop zone, and a washer and dryer that convey with the home. Fully paid whole-house solar panels were added in 2024, along with a Westinghouse whole-house water softener, filtration system, and drinking water purification system. Outside, you’ll enjoy beautifully landscaped gardens, mature lemon and orange trees, and generous green space. Community amenities include a resort-style pool with cabana and playground. HOA dues include lawn fertilization and mowing for both front and rear yards, pest control, cable television, and high-speed internet. Located just minutes from Walt Disney World, with approximately 11 minutes to the Magic Kingdom parking lot and 13 minutes to EPCOT, this home also offers convenient access to exceptional shopping, dining, entertainment, and highly rated schools. This is more than just a beautiful home—it’s a place to relax, entertain, and create lasting memories. Home is where your story begins… let me help you start your story.

8254 Procida Isle Lane, Windermere

$1,114,900
4 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. This is your opportunity to own a home in Keene's Pointe, a 24-hour guard-gated golf community on the Butler Chain of Lakes and home to the Golden Bear Club. Built by David Weekley and proudly offered by its original owner, this 4-bedroom, 4-bathroom home offers 3,646 square feet of flexible living space, including a dedicated home office, a flex room, and a spacious upstairs bonus room that could serve as a potential fifth bedroom, media room, or game room. Upstairs is also equipped with a full bathroom. A tandem three-car garage provides room for multiple vehicles, a golf cart, additional storage, or a workshop area. A brand-new roof is scheduled to be installed in early August. Inside, the thoughtfully designed floor plan begins with a formal dining room and dedicated home office just off the foyer. A secondary bedroom and full bathroom are conveniently located near the front of the home, while the open-concept family room and kitchen create the heart of the home. The kitchen features a center island, cabinetry, and countertop space. There is an existing electric range, but the community is connected to natural gas, offering the option to convert the existing electric range. Sliding glass doors open to the covered lanai and private backyard, extending the living space outdoors. The spacious first-floor primary suite offers plenty of room for a sitting area or reading nook. The primary bathroom features dual vanities, a walk-in shower, garden tub, and a spacious closet. Two additional bedrooms are privately situated on the opposite side of the home and are separated by a flex room, making it ideal as a study area, hobby space, or additional sitting room. A full bathroom with direct access to the covered lanai completes this wing of the home. Residents of Keene's Pointe enjoy private boardwalks to Lake Tibet of the Butler Chain of Lakes, community boat ramp to Lake Burden, four playgrounds, scenic green spaces, and neighborhood events. Optional membership to the Golden Bear Club offers championship golf course, tennis, a swimming pool, fitness center, dining, and an active social calendar. In order to utilize these amenities, a Golden Bear Club membership is needed. Conveniently located near Walt Disney World, shopping, dining, everyday conveniences and services, this home offers an opportunity to enjoy the lifestyle and amenities of Keene's Pointe. Disclosure: Artificial Intelligence has been utilized in public remarks and removal of some personal property.

8344 Bowden Way, Windermere

$1,595,000
5 Beds 4 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Welcome to The Reserve at Lake Butler Sound, one of Windermere's most prestigious 24-hour guard-gated luxury communities, where estate homes, tree-lined streets, and access to the renowned Butler Chain of Lakes create an unmatched lifestyle. Perfectly positioned on over half an acre at the end of a quiet cul-de-sac, this impeccably maintained 5-bedroom, 3.5-bath residence offers more than 3,750 square feet of thoughtfully designed single-story living with timeless architecture and sophisticated modern finishes. A paver driveway, mature tropical landscaping, and stately columns create an unforgettable first impression. Inside, grand beveled-glass French doors open to soaring ceilings, elegant architectural details, and expansive sightlines that lead directly to the screened pool and spa with a beautiful ceramic tiled deck, creating a seamless connection between indoor and outdoor living. Designed for both everyday comfort and elegant entertaining, the executive open-concept floor plan features formal living and dining spaces accented by tray ceilings, custom lighting, and graceful archways. Rich wood flooring, abundant natural light, and refined finishes elevate every room. At the heart of the home, the chef's kitchen is as functional as it is beautiful, featuring granite countertops, generous prep space, a large breakfast bar, natural gas counter top and a bright breakfast nook overlooking the outdoor pool and living area. The kitchen flows seamlessly into the spacious family room, where a cozy natural gas fireplace creates the perfect gathering space for family and guests. Privately tucked away, the owner's suite serves as a luxurious retreat with travertine flooring, dual custom walk-in closets, and a spa-inspired bath complete with dual vanities, an oversized walk-in shower with dual shower heads, and a convenient wet bar. An adjoining flex space offers endless possibilities as a private office, fitness room, reading lounge, or nursery. The secondary bedrooms are thoughtfully positioned for privacy and functionality, featuring a Jack-and-Jill bathroom, an additional full bath, and spacious accommodations for family or guests. A dedicated office at the front of the home functions as a fifth bedroom, providing exceptional flexibility for today's lifestyle. Step outside to your private backyard oasis, where the screened pool and spa are surrounded by lush landscaping, ambient lighting, and an expansive covered lanai—perfect for entertaining year-round or enjoying peaceful Florida evenings. Living in Lake Butler Sound means more than owning an exceptional home—it's embracing one of Central Florida's most coveted luxury lifestyles. Residents enjoy 24-hour guarded security, a private community fishing pier on Lake Butler, beautifully maintained parks and green spaces, and proximity to the Butler Chain of Lakes, one of Florida's most desirable chains for boating, skiing, paddleboarding, and waterfront recreation. The community is also zoned for top-rated schools and is just minutes from downtown Windermere, Restaurant Row, world-class golf, major highways, Orlando's premier attractions, and an exceptional collection of luxury shopping and dining. This is a rare opportunity to own an elegant estate in one of Windermere's most sought-after luxury communities, where privacy, location, and lifestyle come together in perfect harmony.

6533 Cartmel Ln, Windermere

$15,900,000
7 Beds 9 Baths Keene's Point SubDv. 34786 Zip Code
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half baths plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

$2,500,000
6 Beds 4 Baths Gotha Town SubDv. 34786 Zip Code
Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando’s renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

1629 Hempel Avenue, Windermere

$3,250,000
4 Beds 5 Baths Bellaria SubDv. 34786 Zip Code
BREATHTAKING WINDERMERE ESTATE!!! Situated on nearly 1.5 acres in the gated/guarded community of Bellaria, this custom built 4BR/4.5BA pool residence is the pinnacle of detail and design. Follow the long drive winding amongst the towering Italian Cypress to your expansive motor court and magnificent entry. Upon opening the massive custom double doors, you will see elegance, functionality, and breathtaking detail in every corner. Features include: over 5500SqFt of living area, soaring ceiling heights, top-notch molding and finish work, travertine floors, NEW carpet, NEW interior paint, massive kitchen with bar seating and island, walk-in pantry, game room with full bar and refrigeration, over 3000SqFt of rear pool and patio space with hot tub, outdoor bar/kitchen with vent fan and refrigeration, patio shower, multiple gas fireplaces, corner sliding pocket doors opening onto patio, NO REAR NEIGHBORS, gigantic privacy hedge, spacious primary suite with seating area and pool access, dual walk-in closets, exquisite primary bath with enormous soaking tub, spacious guest bedrooms and beautifully appointed guest bathrooms, sauna, three car garage with a hydraulic lift for a fourth vehicle, generous utility room, 22kw natural gas generator installed in 2021, office with built-ins and fireplace, fully equipped theatre with elevated seating, A BRAND NEW TILE ROOF, ample storage opportunities, and the list goes on!!! This is all just minutes from Winter Garden Village with easy access to SR429, downtown, and all the attractions!!! Schedule your showing and prepare to be amazed, this property is special. Call today!!!

13431 Bellaria Circle, Windermere

$6,700,000
8 Beds 10 Baths Keenes Pointe SubDv. 34786 Zip Code
Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.

8342 Boyla Court, Windermere

$1,300,000
5 Beds 5 Baths Casa Del Lago-Replat SubDv. 34786 Zip Code
Tucked away within the private gates of Casa Del Lago, one of Windermere’s most desirable communities, this exceptional home offers a rare opportunity to enjoy luxury living just moments from everything Central Florida has to offer. With only 88 residences surrounding the shores of Lake Burden, Casa Del Lago provides an intimate neighborhood setting close to top-performing schools, major roadways, Orlando International Airport, upscale shopping, dining, and the area’s famous attractions. Crafted by renowned builder David Weekley Homes, this impressive residence spans almost 4,000 square feet and has been designed with both comfort and functionality in mind. The main level features four generously sized bedrooms, including a unique wing where two bedrooms are connected by a versatile flex space, perfect as a playroom, study area, or media room. Each bedroom benefits from its own private bathroom, providing comfort and privacy for family members and guests alike. The heart of the home is the open-concept living area, complemented by a dedicated office for remote work and a formal dining room for special occasions. A conveniently located pool bath provides easy access from both the interior living spaces and outdoor entertaining areas. Upstairs, you’ll find an expansive bonus room that can serve as a game room, home theater, fitness space, or second living area. Also on this level is a private guest suite complete with its own full bathroom, ideal for visitors, older children, or extended family. Step outside to your own backyard oasis where a screened swimming pool, oversized paver deck which could be a great basketball or play area, and maintenance-free turf create the perfect environment for relaxing or entertaining throughout the year. For added convenience and security, the home is equipped with an extensive CCTV system featuring 21 cameras. Residents of Casa Del Lago also have the option to join the nearby Golden Bear Club at Keene’s Pointe, offering championship golf, dining, social events, and premium recreational amenities. With homes in this sought-after community seldom available, this is a chance to secure a property in one of Windermere’s most coveted gated neighborhoods.

7231 Sangalla Drive, Windermere

$1,795,000
4 Beds 4 Baths Keene's Pointe SubDv. 34786 Zip Code
Something unexpected! Something unique! An amazing space! Welcome to 6241 Blakeford Drive, where the charm, character, and glamour of this custom-built jewel box home are sure to impress. Designed to capture natural light and stunning water views, this residence offers a floor plan that is both functional and unforgettable. At the heart of the home is a spectacular Great Room featuring soaring 30-foot ceilings and dramatic picture windows that frame breathtaking views of the pool, pond, and colorful Florida sunsets. Abundant natural light fills the space, creating an inviting atmosphere that seamlessly connects the main living areas. The thoughtfully designed split floor plan places the spacious primary suite in its own private wing, complete with French doors opening to the pool and a luxurious spa inspired bath showcasing exquisite custom tilework that is truly a work of art. On the opposite side of the home, you'll find a bright office or fifth bedroom with adjacent full bath, an additional guest bedroom, and a rear bedroom overlooking the garden and water, also with convenient pool access. The boutique-style kitchen is a showpiece, highlighted by a dramatic stacked-stone exhaust wall that beautifully complements the matching stone fireplace in the great room. Together, these elements create a warm and cohesive gathering space perfect for everyday living and entertaining. The formal dining room offers flexibility as a sitting room or entertaining space, while the breakfast nook is perfectly positioned to enjoy tranquil pond views and unforgettable sunsets. Upstairs, a spacious bonus room, fourth bedroom, full bath, and stackable washer/dryer closet create a private retreat ideal for guests, extended family, or multigenerational living. Situated on just over one-third acre with 90 feet of waterfront frontage, the property enjoys long pond views and stunning sunset vistas. The oversized three-car garage and prime location just steps from the Golden Bear Clubhouse add to the home's appeal. Move-in ready and worry free with new ACs and roof (2024) new quartz countertops (2023 & 2026), new flooring (2023) and newly painted exterior (2025).

6241 Blakeford Drive, Windermere

$1,200,000
4 Beds 3 Baths Windermere Downs SubDv. 34786 Zip Code
Nestled within the highly sought-after Windermere Downs community this Lake-Access Residence, sitting on .74 acres, offers the ultimate Florida lifestyle surrounded by canopy-shaded, oak tree-lined streets. A walkway lined with custom pavers leads to the front door, where you're welcomed by the formal living and dining rooms on the right. Large bay windows let in plenty of natural light, creating a bright and inviting space. A barn door opens to the kitchen, which features travertine flooring, a gas stove, and stainless steel appliances—great for home cooking or entertaining. The living room is a cozy gathering space, with three skylights bringing in extra light and an Authentic Old Chicago Brick fireplace that adds warmth and character. The primary bedroom is spacious, with French doors that open to the screened-in pool lanai, offering easy access to outdoor living. The primary bathroom includes a Kohler clawfoot tub and Kohler fixtures, adding a touch of quality and comfort. Out back, the screened-in pool with travertine deck and patio provides a great spot to relax, while the larger open travertine patio off of the kitchen is perfect for hosting family and friends. The backyard is full of greenery, offering both beauty and privacy and an irrigation well. Home includes a 1,000 Underground Large Gas Tank and Full House Propane Generator and a hybrid water heater. A two-car attached garage is complemented by a large detached deep second two-car garage, perfect for extra parking, storage, or keeping your favorite lake-living toys. Living in Windermere Downs means access to a private community boat ramp, where you can launch your boat and explore Lake Down and the Butler Chain of Lakes. The community amenities include a dock with a roped-off swim area, tennis courts, pickleball courts, community park, playground—plenty of options for outdoor fun. Recent updates include whole house re-pipe (2026), freshly painted exterior and new soffit (2026).

2009 Woody Drive, Windermere

$1,190,000
4 Beds 3 Baths Manors At Butler Bay Ph 02 SubDv. 34786 Zip Code
Welcome to a rare opportunity in the highly sought-after The Manors at Butler Bay, in the heart of Windermere. This custom-built home is situated on nearly three-quarters of an acre and a corner lot. This impressive single-story residence offers 3,478 square feet of thoughtfully designed living space with 4 bedrooms, 3 full bathrooms, a side-entry 2-car garage, an extended driveway, and a screen-enclosed pool and spa. Step through the front door into a grand foyer that opens to a spacious, flowing floor plan. The formal living room sits adjacent to the formal dining room, creating ideal space for entertaining. The expansive family room features soaring ceilings, a cozy wood-burning fireplace, and french doors that lead to the fully enclosed florida room. The oversized primary suite is a true retreat, featuring double-door entry, high ceilings, ample room for a sitting area, a walk-in closet, and french doors opening to the florida room. The spacious primary bath was remodeled approximately four years ago and offers dual vanities, a garden tub, separate shower, and a private toilet room. The open layout provides privacy and flexibility. Two secondary bedrooms share a full bathroom, while the fourth bedroom is tucked away on the opposite side of the home with its own ensuite bath, ideal for guests or multigenerational living. The kitchen is designed for both everyday living and entertaining with granite countertops, a center island with cooktop, built-in oven, dinette area, and more french doors leading to the florida room. The laundry room includes a utility sink and built-in cabinetry for added convenience. Wood-look tile flooring extends throughout the home, with carpet only in the enclosed florida room. One of the home's standout features is the expansive L-shaped florida room that wraps around the side and rear of the home, creating an abundance of bright, versatile space perfect for relaxing, entertaining, a home office, hobby room, fitness area, or additional living space, all while enjoying year-round comfort. Additional updates include an approximately 4-year-old HVAC system and 7-year-old roof, offering peace of mind for the next owner. The Manors at Butler Bay is an intimate community nestled along the shores of beautiful Lake Crescent in southwest Orange County. Residents enjoy a low HOA, golf cart friendly streets, a park with picnic area and access to Lake Crescent for launching non-motorized watercraft such as kayaks and canoes. As a resident of the Town of Windermere, you'll also enjoy access to town amenities including tennis courts and the Lake Butler boat ramp, providing entry to the renowned Butler Chain of Lakes (also known as the Windermere Chain), a 5,000-acre network of 13 interconnected lakes. Renowned for crystal-clear waters, prime bass fishing, luxury waterfront estates, and connects via 32 navigable canals for boating and water sports. The home is conveniently located within a top-rated school district and close to shopping, dining, and major roadways. This exceptional home offers the perfect combination of space, location, and lifestyle. Don't miss your opportunity to own this rare one-owner home in one of Windermere's most desirable communities!

2512 Tryon Place, Windermere

$1,649,000
4 Beds 4 Baths Butler Bay SubDv. 34786 Zip Code
Rare opportunity to own one of the most private lakefront settings on Lake Crescent in Windermere, featuring approximately 165 feet of shoreline, breathtaking water views, and a resort-style waterfront lifestyle on a private ski lake known for its exceptional water quality. This beautifully designed custom residence offers approximately 3,086 square feet, 4 bedrooms, and 4 bathrooms, thoughtfully positioned to maximize natural light, privacy, and panoramic lake views from nearly every main living space. From the moment you arrive, the setting speaks for itself, tranquil water vistas, expansive outdoor living, and an immediate sense of calm that defines this exceptional waterfront property. A grand entrance with custom glass double doors opens into a spectacular great room where soaring vaulted ceilings and a dramatic wall of windows frame uninterrupted panoramic lake views, filling the home with natural light and creating a stunning first impression that defines the entire residence. The open concept layout seamlessly connects the living room, dining area, and spacious kitchen, creating an inviting flow ideal for both relaxed everyday living and effortless entertaining, all while the lake remains the backdrop from nearly every main living space. A truly distinctive feature of the home is its extraordinary collection of handcrafted stained glass art installations. Rich jewel tones and custom artistic designs transform sunlight into ever changing displays of color throughout the home, adding a level of artistry, warmth, and individuality rarely found in lakefront properties. The primary suite is positioned as a private sanctuary, offering soaring ceilings, peaceful lake views, and direct visual connection to the covered, screened lanai and lake beyond. The spa-inspired bath is designed for comfort and relaxation, featuring generous space and soft natural light. The expansive screened lanai overlooks the sparkling pool, spa, and poolside summer kitchen, creating a seamless indoor-outdoor living experience designed for year round Florida enjoyment. Whether entertaining guests, enjoying quiet mornings, or unwinding at sunset, this outdoor space becomes an extension of the home itself. A private dock offers direct access to Lake Crescent, where boating, skiing, paddleboarding, kayaking, and fishing become part of everyday life. Set on a beautifully landscaped homesite offering privacy and exceptional waterfront exposure, this property combines single-story convenience with one of Windermere’s most captivating lakefront settings. Located just minutes from downtown Windermere, boutique shopping, dining, golf, and top-rated schools, it offers both seclusion and convenience in one of Central Florida’s most sought after communities. Rare opportunities on Lake Crescent are limited and homes offering this level of waterfront frontage, architectural character, artistic detail, and true resort-style lake living are seldom available. This is more than a home, it is a lakefront lifestyle designed to be experienced.

2617 Butler Bay Drive N, Windermere

$1,499,000
3 Beds 3 Baths Davis Shores SubDv. 34786 Zip Code
Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.

20 Oakdale Street, Windermere

$2,960,000
5 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Located within the prestigious guard gated community of Keene’s Pointe, this extraordinary estate offers a rare combination of luxury, privacy, and breathtaking views. Positioned on a premier lot with combined water and golf course frontage, this one-of-a-kind residence captures stunning vistas from every angle. On arrival, the expansive, multi-car, circular driveway provides ample parking for all, blending grand scale with ultimate convenience and estate-style privacy. Enter through custom wrought-iron gates into a private courtyard oasis, which makes for an unforgettable first impression. Boasting nearly 6,000 square feet of thoughtfully designed living space, the home features 5 bedrooms, including a detached casita/in-law suite with separate entrance, full bathroom, fridge and microwave. In addition, there is an equipped media room with half bathroom, also with microwave and fridge. A bonus room that can be used as a home office or gym is located off the downstairs primary suite. The gourmet kitchen is the heart of the home, showcasing custom cabinetry, granite countertops, premium appliances including a built-in Miele coffee machine, Wolf range, double oven, an incredible center island, wine cellar and generous gathering spaces. Expansive living and dining areas, with soaring ceilings, exquisite features such as, Venetian plaster, travertine floors, wood beams and custom built ins. The luxurious primary suite offers a private sanctuary with elegant finishes, dual custom closets, one with an additional washer and dryer set, a beautifully designed bathroom and private access to the office/gym/bonus rm. Three 2nd floor guest rooms include a potential second primary suite which provides exceptional accommodations for multigenerational living or visiting guests. Recently remodeled, this spacious suite has a full bathroom, walk-in closet and double door access to the balcony with its glorious golf course and water views. Outside, an oasis awaits. Floor to ceiling glass sliders in the living room offer uninterrupted views and provide access to the resort-style screened lanai featuring an expansive pool, sauna and outdoor fireplace. Indoor/outdoor speakers, security cameras, app controlled pool system with multi light show. A private sports court further enhances the lifestyle offered by this exceptional property. Keene’s Pointe is in the heart of Windermere and offers 24-hour manned security, access to the community boat ramp and optional membership to the Golden Bear Golf & Country Club, where golf, tennis, pickleball, gym, restaurant and events are included in the membership fee. Close to state-of-the-art medical facilities, theme parks, shopping, restaurants and high achieving schools, this exceptional estate represents a rare opportunity to own one of Windermere's most distinctive luxury residences.

6417 Lake Burden View Drive, Windermere

$2,099,900
4 Beds 6 Baths Reserve At Belmere Ph 02 48 144 SubDv. 34786 Zip Code
Stunning Lakefront Mediterranean Retreat on Lake Whitney! Discover this spacious, breathtaking lakefront home nestled along the banks of Lake Whitney. Enjoy spectacular views from your private dock, deck, boat lift, & open-air boathouse, perfect for water sports, lake-side entertaining, BBQs, & catching mesmerizing sunsets. Ski friendly Lake Whitney is a great spot for wakeboarding, jet skiing or water skiing. Designed for the ultimate lake lifestyle, this home features Tuscan-inspired landscaping, an infinity pool & spa, plus expansive outdoor entertaining areas. Host unforgettable gatherings with an outdoor grill & kitchen, patio dining, outdoor fireplace, & comfortable seating, all under a screened enclosure for year-round enjoyment. The gourmet kitchen is a chef’s dream, equipped with ultra-premium Viking appliances; including a double oven, dishwasher, gas cooktop, refrigerator, & wine cooler. Granite countertops, a spacious island, walk-in pantry, dual sinks, & open layout seamlessly connect to the living & dining areas. A full-size laundry room with front-loading washer and dryer, sink, & tall cabinets adds convenience. The ground level offers a formal dining room & an office/library with built-in shelving. The massive primary suite boasts stunning lakefront views, while the luxurious master bathroom features a walk-in closet, granite countertops, dual garden baths with massage jets, a sauna, and privacy toilet and bidet. Elegant French doors lead into a welcoming foyer, with soaring ceilings and a grand staircase leading upstairs. The 2nd floor includes 3 bedrooms, 3.5 bathrooms, & a versatile game room or theater with built-in entertainment & a microwave. Three bedrooms have private baths, & an elevated outdoor covered patio offers additional lake views with ceramic tile flooring. An oversized three-car garage with electric doors, double water heaters, & ample storage completes this exceptional home. Experience the charm of Tuscany combined with the luxury of lakefront living in Central Florida! Schedule your private tour today and make this dream home yours! Sold as-is, where-is. No Seller’s disclosures. Seller is making no warranties or representations of property condition. Room dimensions are approximate & should be independently verified. Proof of funds/pre-approval letter required with all offers. Buying party is responsible for verifying whether property condition will qualify for buyer’s specific loan program. If applicable, HOA or Condominium monthly dues may be subject to changes, special assessments & must be verified by buyer. Monthly dues often adjust on January 1st of each year. Some condominiums may also charge an initial “Capital Contribution” payable at closing. MLS information deemed reliable, but not guaranteed. Parties are advised to verify. The seller requires a 10 DOM holding period prior to entertaining any offers. *Per our seller, please ensure all potential buyers view the interior of the property prior to submitting offers. Agents must always accompany buyers during showings. Seller will not entertain sight-unseen offers. Please factor any repair estimates into the offer.* There's a 7-minute interior video walk-through available under Virtual Tour in MLS.

1238 Lake Whitney Drive, Windermere

$6,500,000
5 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
Virtually Staged. An exceptional new construction offering within The Gardens of Isleworth, this newly completed residence by premier custom homebuilder Goehring & Morgan presents a rare opportunity to enjoy the ease of modern luxury within one of the world's most distinguished golf club communities. Thoughtfully designed and never lived in, the home combines timeless architecture with professionally curated interiors by Design Specifications, creating a refined retreat where every detail has been carefully considered. Spanning more than 5,400 square feet, the five-bedroom residence unfolds through a series of light-filled living spaces distinguished by bespoke millwork, tailored cabinetry, and a sophisticated palette of designer-selected finishes. Clean architectural lines and expansive gathering areas create an atmosphere that feels both grand and inviting, while thoughtfully integrated design elements elevate everyday living. Throughout the home, custom cabinetry conceals a fully integrated Sub-Zero, Wolf, and Cove appliance suite, allowing the chef's kitchen to maintain its beautiful aesthetic while delivering professional-grade performance. Well-appointed entertaining spaces nearby transition effortlessly from intimate family gatherings to larger celebrations.Private bedroom retreats offer comfort and tranquility, while spa-inspired baths showcase carefully selected finishes, fixtures and materials that evoke exceptional craftsmanship. The primary suite serves as a sanctuary unto itself, complete with a private beverage bar and thoughtfully designed spaces that encourage both relaxation and retreat.Beyond the interiors, walls of glass open to an inviting outdoor environment designed for year-round enjoyment. A fully equipped summer kitchen anchors the outdoor living experience, creating a natural extension of the home's entertaining spaces and providing the perfect backdrop for gatherings beneath Florida's sunshine and tropical climate.Surrounded by lush landscaping, sparkling water features, and the natural beauty that defines The Gardens of Isleworth, the residence enjoys a setting that feels both private and refined. Residents of Isleworth enjoy access to a lifestyle renowned for championship golf, world-class amenities, exceptional service, and a level of privacy rarely found. Combining the freshness of brand-new construction with the prestige of an established luxury community, this is more than a home, it is an opportunity to experience Isleworth at its finest.

9316 Gladys Garden Ct, Windermere

$1,075,000
4 Beds 3 Baths Willows At Lake Rhea SubDv. 34786 Zip Code
In Windermere homes can be renovated. Locations like this cannot be recreated. Set on more than half an acre with tranquil water views and exceptional privacy, this beautifully renovated residence offers a lifestyle that’s increasingly difficult to find. Spend weekends boating on the Butler Chain of Lakes, enjoying a match of tennis or pickleball, or unwinding by your private pool as peaceful water views become the backdrop to everyday life. Just a golf cart ride from downtown Windermere’s beloved Farmers Market, waterfront parks, dining, and community events—and with Windermere Elementary and many of Central Florida’s premier public and private schools nearby—this is a home that blends convenience with an unmatched sense of place. Inside, thoughtfully reimagined interiors pair contemporary finishes with effortless livability, creating a turnkey home where the lifestyle is every bit as compelling as the home itself. Residents of The Willows enjoy an outstanding lifestyle with neighborhood amenities including walking trails, a playground, volleyball, basketball, tennis, and pickleball courts. Windermere Elementary is within walking distance and Windermere High School and many premier private schools close by. Extensively renovated with today's most sought after finishes and design elements and designed for both everyday living and elegant entertaining, the spacious floor plan features four bedrooms and three baths. The private owner's retreat is a true sanctuary, offering direct access to the pool area and peaceful water views. A grand dining room with soaring 12-foot vaulted ceilings creates a sophisticated setting for gatherings, while the inviting living room showcases beautiful outdoor vistas. At the heart of the home, the gourmet kitchen flows seamlessly into the breakfast nook and family room, creating an open and welcoming space that extends to the covered lanai and pool area. Whether hosting guests or enjoying a quiet evening at home, the indoor/outdoor connection embodies the very best of Florida living. The thoughtfully designed split bedroom layout provides privacy and functionality, with two secondary bedrooms with walk-in closets, charming window seats with built-in storage are connected by a Jack and Jill bath. A dedicated laundry room, and abundant storage throughout add to the home's exceptional livability. Additional highlights include a central vacuum system, three-car side-entry garage, and circular driveway with ample guest parking. Convenient access to major roadways, shopping, healthcare, golf, Orlando International Airport, and world-famous attractions further enhances the appeal. Offering an unparalleled combination of location, luxury, recent renovations, and lifestyle, this remarkable property presents a rare opportunity to own one of Windermere's most desirable homes. Schedule your private showing today!

11217 Willow Gardens Drive, Windermere

$1,295,000
3 Beds 3 Baths Windermere Oaks SubDv. 34786 Zip Code
OUTDOOR LIVING, ONE-STORY COMFORT & IN-TOWN WINDERMERE LIFESTYLE COME TOGETHER AT THIS RARE 1.27-ACRE WINDERMERE OAKS PROPERTY. Set within the TOWN OF WINDERMERE, this beautifully maintained one-story pool home offers privacy, space & the lifestyle buyers hope to find, with NATURAL GAS, mature landscaping, a PARTIAL BUTLER CHAIN LAKE VIEW, and exceptional outdoor living that feels like a true extension of the home. The screened pool area is the heart of the property, beautifully finished with brick pavers & designed for everyday enjoyment as well as memorable entertaining. The 35' X 20' IRREGULAR-SHAPED POOL is complemented by multiple water features, a separate step-in spa with bubbler, a custom firepit, and a highly functional summer kitchen with bar seating, grill, ice maker & refrigerator. With approximately 812 SQ FT OF OPEN FINISHED PORCH/LANAI AREA, including a main lanai approximately 62' X 12', there is room to dine, gather, relax, watch the game, host friends, or simply enjoy the peaceful setting in every season. The PRIMARY SUITE is a true highlight of the home, privately positioned and beautifully finished with a spacious bedroom, direct access to the outdoor living area, and a STUNNING PRIMARY BATH that feels calm, elegant & luxurious. Thoughtful details, generous closet space, quality finishes, and a retreat-like feel make this suite stand apart. Inside, the home offers a warm, livable floor plan with NO STAIRS & generous gathering spaces. The main living areas connect comfortably to the outdoor spaces, creating an easy flow for entertaining & everyday life. The kitchen is positioned at the center of the home with generous prep & storage space, natural gas cooking, and a connection to the main living & dining areas that keeps everyone together. Additional bedrooms & flexible rooms provide options for guests, work, hobbies, fitness, or multigenerational living. The ONE-STORY design offers long-term comfort & convenience without sacrificing space or privacy. The setting is what makes this property so special. With 1.27 ACRES inside the Town of Windermere, there is a sense of privacy & breathing room that is increasingly hard to find. Mature trees, established landscaping, and a long residential feel create a peaceful backdrop, while the partial lake view adds a lovely connection to the Butler Chain lifestyle without making the home solely about the view. Life in WINDERMERE OAKS means you are close to the charm of downtown Windermere, weekly farmers markets, community events, local parks, brick streets & the small-town character that makes this area so loved. You are also minutes from top schools, shopping, dining, major roadways & Central Florida attractions, making the location as practical as it is beautiful. This is the kind of Windermere property buyers hope to find but rarely do: 1.27 private acres, ONE-STORY LIVING, NATURAL GAS, exceptional outdoor living, a beautiful PRIMARY SUITE, a PARTIAL BUTLER CHAIN LAKE VIEW, and a setting that makes home feel like the best place to be. It invites you to slow down, gather often, celebrate outside & enjoy the lifestyle that makes the TOWN OF WINDERMERE so special.

516 Jennifer Lane, Windermere

$1,250,000
4 Beds 3 Baths Keenes Pointe SubDv. 34786 Zip Code
Nestled on a quiet cul-de-sac in the desirable Hamilton Village section of Keene's Pointe, this beautifully maintained one-story Golf Villa offers the perfect blend of comfort, elegance, and low-maintenance living. Featuring 4 bedrooms, 3 bathrooms, and nearly 2,900 square feet of thoughtfully designed living space, this residence showcases extensive hardwood flooring, upgraded cabinetry, granite countertops, and an inviting open layout ideal for both everyday living and entertaining. Recent improvements provide peace of mind and exceptional value, including a brand-new metal roof, new a/c unit and fresh interior and exterior paint, enhancing both the home's appearance and long-term durability. The spacious floor plan offers generous gathering areas filled with natural light, while the well-appointed kitchen opens seamlessly to the main living spaces. The private primary suite provides a relaxing retreat, and the guest accommodations are thoughtfully positioned to offer comfort and privacy for family and visitors alike. Step outside to the screened lanai and enjoy Florida living year-round. Complete with a summer kitchen and fenced backyard, the outdoor space is perfect for dining, entertaining, or simply unwinding in a peaceful setting. Additional highlights include a two-car garage plus a dedicated golf cart garage, custom closet storage, and mature landscaping. Located within the 24-hour guard-gated community of Keene's Pointe, residents enjoy access to one of Central Florida's premier golf and lifestyle communities, with optional membership opportunities at The Golden Bear Club. Conveniently located near top-rated schools, dining, shopping, and major roadways, this exceptional Windermere home offers an outstanding opportunity to enjoy the Keene's Pointe lifestyle. Virtual Floorplan available.

6124 Foxfield Court, Windermere

$2,550,000
4 Beds 5 Baths Estates At Lake Clarice SubDv. 34786 Zip Code
Completely renovated in 2025. State-of-the-art showpiece located in the beautiful Estates at Lake Clarice. This updated residence offers an effortless blend of generous living spaces and serene surroundings with re-designed landscaping and updated landscape lighting on a 1-Acre Private Lot! From the moment you enter through the dramatic double 12' iron and glass doors the home makes a bold statement with clean architectural lines. Large format Taj Mahal tile, soaring ceilings and OPEN concept design that feels both impressive and inviting. Formal living and dining, kitchen with eat in breakfast nook and bar, office, four en-suite bedrooms, five full bathrooms and a media room-ALL ON ONE FLOOR! Stunning chef's kitchen appointed with new custom modern premium cabinetry, newly installed high end appliances, new monolithic quartz island featuring a waterfall edge cascading to the floor all seamlessly flows into the main living and dining area-ideal for both intimate gatherings and large scale entertaining. The family room offers a glass wall of expansive sliders which fully retract blurring the line between indoors and out, enhancing the homes bright airy ambiance. The oversized screened in lanai is a, fully enclosed outdoor living space designed for year round enjoyment. This impressive retreat features a spectacular pool, generous lounge and dining areas, an outdoor kitchen and a pool bath! The Primary Suite is a private sanctuary leading out to the pool deck, along with the Spa-like bath, complete with dual vanities, separate Zen inspired soaking tub, inviting shower with multiple shower heads and bench seating. Huge walk-in closet with built-ins, a bespoke 3 way panoramic dressing alcove featuring three full-length 8' mirrors. Thoughtfully designed throughout with substantial updates including newer roof, oversized gutters and three newer air conditioners (one newly installed in the single portico/breezeway garage. Perfect for gym, hobby room or music studio). Newer water heater, two high end smart fireplaces with remotes, custom drapes, plantation shutters, shiplap ceilings and walls, newer high end ceiling fans inside and out, new custom 7 1/2 inch base molding. Just too many upgrades to mention. A must see in Windermere. Ideally located just minutes to Windermere High School, Windermere Prep, downtown Windermere, downtown Winter Garden, Walt Disney World, Universal and the Mall of Millenia.

4205 Clarice Estates Drive, Windermere

$1,569,000
5 Beds 4 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Exceptional value in Lake Butler Sound! Welcome to 11027 Hawkshead Court, a beautifully updated 4-bedroom plus an office, 4 bath residence offering 3,500 square feet on a private 0.4-acre corner lot in the heart of Windermere, complete with 24 hour roving security. With extensive renovations completed between 2022 and 2026, this move-in-ready home combines luxury finishes, timeless design and excellent craftsmanship throughout. The heart of the home is an open-concept kitchen featuring upgraded countertops, a 7-foot built-in Dacor refrigerator with dual ice makers, a 5-burner Dacor gas cooktop, and double wall ovens equipped with advanced features including steam cooking and flexible oven configurations. Cohesive flooring throughout the home creates a seamless flow from room to room. The home features stunning custom built-ins in the living room complete with a rolling library ladder, as well as a striking custom entertainment wall with fireplace and built-in lighting. 12-foot ceilings in the main living areas and primary suite create an airy, elegant atmosphere. The thoughtfully designed split floor plan offers exceptional privacy with the primary suite situated on the opposite side of the home from the secondary bedrooms. A dedicated office with custom built-in shelving provides an ideal work-from-home space. The primary retreat features dual custom closets and a spa-inspired bathroom complete with marble tile, a custom vanity, and a freestanding soaking tub. Custom California Closet systems extend throughout the home, maximizing organization and functionality. Two secondary bedrooms are connected by a Jack-and-Jill bathroom, while the fourth bedroom enjoys access to its own full bath, making it ideal for guests, teens, or multigenerational living. Step outside to your private backyard oasis. The gas heated pool and raised spa are surrounded by multiple gathering spaces, including shaded seating and dining areas perfect for relaxing or entertaining. The fully fenced backyard offers exceptional privacy and features both a turfed side yard with putting green and a separate grassy side yard. Set on a private corner lot bordered by two quiet cul-de-sac roads, the outdoor living spaces feel both peaceful and secluded. Additional improvements include exterior and interior painting, premium Pella doors, a whole-home owned water softener system, new flooring throughout, a new septic drain field, and much more. Located within one of Windermere's most sought-after luxury communities, this home offers privacy, functionality, and refined living. Lovingly maintained and extensively improved, this property provides the opportunity to enjoy Windermere living without the hassle of renovations - simply move in and enjoy.

11027 Hawkshead Court, Windermere

$2,650,000
5 Beds 6 Baths Reserve At Belmere Ph 02 48 144 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Presenting this stunning LAKEFRONT RESIDENCE showcasing spectacular PANORAMIC VIEWS and ideally located within the premier GUARD GATED COMMUNITY of Reserve at Belmere in WINDERMERE. The property is approached by a circular driveway with centerpiece WATER FOUNTAIN set in mature landscaping alongside an adjoining 3 car garage with side entry. Upon arrival, an impressive entryway opens to the foyer and formal living/great room with seamless glass windows framing picture perfect water views. Set over two floors, this CUSTOM-BUILT home (exterior re-painted 2024) perfectly balances grand entertainment spaces with intimate everyday living featuring soaring ceilings alongside rich architectural artistry with its ornate detailing and trim. The sizeable wood paneled EXECUTIVE HOME OFFICE is a masterpiece with its custom cabinetry, wood floor and ceiling treatment. The GOURMET KITCHEN with high-end stainless-steel appliances and granite countertops has an open floor concept flowing effortlessly into a sunlit breakfast nook, countertop seating and spacious family room with focal point fireplace and sliding doors providing direct access to the outdoor area. A formal DINING ROOM, a BILLIARD ROOM with WET BAR also provide further spaces for entertaining both family and guests. The primary bedroom suite is a true RETREAT with sweeping views and sitting area with direct patio access, two large walk-in closets and ensuite bathroom which includes a walk-in shower, tub and dual sinks. A guest bedroom with full ensuite and two further bedrooms with Jack & Jill bathroom suite are also situated on the first floor. Upstairs, the dedicated HOME THEATER with full bar opens up to an adjoining GAMES ROOM with access to a private balcony providing an additional vantage place to avail of the breathtaking sunrises and sunsets. Also on this level is a HOME GYM workout space. [Note: This upstairs area is VERSATILE as could be utilized as a secondary primary suite as there is also a full ensuite bathroom with large walk-in closet]. Nestled on the shores of Lake Whitney and with its own PRIVATE DOCK, enjoy Florida living at its finest in this PRIVATE OASIS with its resort style outdoor area highlighted by a bespoke VANISHING EDGE POOL WITH WATER FOUNTAIN AND INTEGRATED HEATED SPILLOVER SPA (re-surfaced and new pool equipment 2024). There is an expansive covered lanai with plentiful lounge and dining spaces, an outdoor fireplace in addition to a full outdoor kitchen with countertop seating. A GOLF PUTTING GREEN sits to one side of the patio area and a SERENE GARDEN AREA to the other. The residence is in close proximity to the clubhouse and the community’s many amenities which include a fitness center, playground and tennis, basketball and sand volleyball courts. Reserve at Belmere is conveniently located just minutes from historic downtown Windermere, local shops, restaurants, the theme parks, major highways and nearby top-rated schools. THIS ISN’T JUST A HOME, IT’S A LIFESTYLE! Don’t miss out, book your private showing today!

1408 Lake Whitney Drive, Windermere

$1,100,000
4 Beds 4 Baths Palms At Windermere SubDv. 34786 Zip Code
Why wait months for new construction when you can move into this stunning, like-new home today? Located in the desirable Windermere area, this beautifully designed residence offers the perfect blend of luxury, comfort, and convenience. Step through the welcoming foyer and immediately appreciate the thoughtful layout. To the right, you'll find the first spacious bedroom, followed by a full bathroom and a second generously sized bedroom. As you continue through the home, you'll be greeted by an expansive open-concept living area designed for gathering with family and friends. The gourmet kitchen overlooks the living and dining spaces, creating the ideal setting for entertaining and everyday living. The main level features four spacious bedrooms and four full bathrooms, providing comfort and privacy for everyone. The luxurious primary suite serves as a private retreat, complete with a spa-like bathroom designed for relaxation and tranquility. Step outside to the covered lanai and unwind while enjoying peaceful water views. Whether you're sipping your morning coffee or watching the sunset, this serene outdoor space offers the perfect place to relax and recharge. Upstairs, you'll find a versatile bonus room with its own full bathroom, ideal for a guest suite, home office, media room, or playroom. Conveniently zoned for top-rated schools, including Windermere High School, this exceptional home is just minutes from shopping centers, restaurants, entertainment, and world-famous Walt Disney World attractions. Don't miss this incredible opportunity to own a move-in-ready home that offers the benefits of new construction without the wait!

14422 Crest Palm Avenue, Windermere

$1,595,000
4 Beds 5 Baths Waterstone SubDv. 34786 Zip Code
Situated within the beautiful gated community of Waterstone, this impeccably designed custom residence blends timeless architecture, refined finishes, and resort-inspired outdoor living into one extraordinary offering. Encompassing 3,396 square feet, the thoughtfully crafted floor plan features 4 bedrooms, 4 full bathrooms, and 1 half bath, all centered around a stunning private courtyard that creates a seamless connection between indoor and outdoor spaces. Walls of glass flood the home with natural light while framing picturesque views of the pool and outdoor living areas from nearly every room. At the heart of the home, the gourmet kitchen was designed for both everyday living and effortless entertaining. Rich custom cabinetry, exotic stone countertops, premium Bosch stainless steel appliances, a natural gas cooktop, oversized center island, and designer finishes combine to create a space as functional as it is beautiful. The adjacent great room offers a warm yet elegant gathering space, highlighted by exposed wood beam ceilings, a striking gas fireplace, integrated surround sound, and elegant architectural details throughout. The luxurious primary suite serves as a private retreat, featuring direct access to the courtyard and a spa-inspired bath complete with dual vanities, a soaking tub, walk-in shower, and thoughtfully curated finishes. A separate guest suite with its own private exterior entrance offers exceptional flexibility for multigenerational living, extended-stay guests, a home office, or a private retreat. Additional bedrooms are generously sized and well-appointed, providing comfort and privacy for family and visitors alike. Outside, the home's private courtyard transforms into a true resort sanctuary. A screened saltwater pool and raised spa are surrounded by expansive travertine decking and complemented by a beautifully appointed outdoor cabana featuring a masonry fireplace—creating the perfect setting for year-round entertaining or quiet relaxation. Constructed with both quality and efficiency in mind, the residence includes a tankless natural gas water heater, foam insulation, Low-E insulated windows and doors, and high-efficiency HVAC systems. Meticulously maintained and thoughtfully designed throughout, this exceptional Waterstone residence offers an ideal balance of luxury, comfort, and privacy in one of Windermere's most sought-after gated communities.

11832 Waterstone Loop Drive, Windermere

$6,900,000
5 Beds 7 Baths Down Acres Estates SubDv. 34786 Zip Code
A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami coastal specifications, the home was engineered with exceptional attention to quality, durability, and structural integrity while maintaining its striking modern aesthetic. Floor-to-ceiling glass walls frame breathtaking water views and flood the home with natural light, while soaring ceilings and open-concept living spaces create a dramatic yet inviting atmosphere. Every detail has been thoughtfully curated, from the designer finishes and statement lighting to the seamless integration of indoor and outdoor spaces. Luxury wellness amenities, including a steam shower, further enhance the home's resort-inspired appeal. The outdoor living experience is equally impressive, featuring a spectacular pool, expansive covered entertaining areas, and a fully equipped outdoor kitchen designed for gatherings both intimate and grand. Above it all, the rooftop terrace offers panoramic views of Lake Down and the surrounding landscape, creating the perfect setting for morning coffee, sunset cocktails, or evenings under the stars. As night falls, enjoy a truly magical experience as Disney fireworks illuminate the horizon from the comfort of your private rooftop retreat. Whether spending the day on the Butler Chain, entertaining guests poolside, or relaxing while taking in the waterfront views, this residence delivers an unparalleled lifestyle defined by elegance, comfort, and connection to the water. Ideally located just minutes from Restaurant Row, Downtown Orlando, the Mall at Millenia, Disney, Universal Studios, Orlando International Airport, and major thoroughfares including SR-408, this exceptional property combines the serenity of premier lakefront living with unmatched convenience. From sunrise over Lake Down to Disney fireworks dancing across the night sky, this is a home designed to inspire, impress, and elevate everyday living.

9061 Ron Den Lane, Windermere

$1,399,000
4 Beds 6 Baths Keenes Pointe SubDv. 34786 Zip Code
Keene's Pointe gated/24-hour attended home featuring 4 bedrooms, 4 full/2 half baths, formal living and dining rooms, loft/office, and bonus/game room. This spacious home has low maintenance laminate flooring throughout. The primary suite is on the first floor with access to the lanai, walk-in closet with customized shelving and bath with tub, shower and two vanities. The kitchen and family room are centered in the home with multiple doors to the lanai. The family room has a two-story ceiling with gas fireplace and built-ins. Upstairs you will find a loft with built-in cabinetry that can also be a study, bonus/game room over the garage with full bath and three additional bedrooms (one is an en-suite and the other two share a hall bath). The back yard is spacious and has a large pool/spa with fencing, separate half pool bath, and covered lanai. There is also a three car garage large enough to house a golf cart. Shallow well for irrigation, built-in closet shelving, newer roof, AC units, gas water heater, and gutters are just some of the great features of this home. Discover all this community has to offer, including The Golden Bear Club, a private 18-hole golf course designed by Jack Nicklaus offering golf, tennis, swimming, dining and clubhouse. Located close to shopping, dining, expressways and top-rated public and private schools, this home is perfect as a primary home or vacation home. Call today for you private viewing.

8463 Tibet Butler Dr, Windermere

$1,550,000
6 Beds 5 Baths Oxford Moor 47/30 SubDv. 34786 Zip Code
Under contract-accepting backup offers. Welcome to an exceptional residence in the prestlgious gated community of Oxford Moor, where timeless elegance meets modern comfort. This impressive 6-bedroom, 4.5-bathroom estate offers over-the-top space for both refined living and effortless entertaining, complete with a spacious 3-car garage and an expansive, thoughtfully designed floor plan. From the moment you enter, you’ll appreciate the home’s grand scale, abundant natural light, and inviting living spaces designed to accommodate both intimate gatherings and large celebrations. The luxurious primary suite and generously sized secondary bedrooms provide comfort and privacy for family and guests alike. Step outside to your private resort-style oasis, featuring a beautifully redesigned pool and spa completely renovated in 2025, creating the perfect backdrop for relaxation and outdoor entertaining. Meticulously maintained and extensively updated, this home offers exceptional peace of mind with both HVAC systems replaced in 2020, fresh interior and exterior paint completed in 2022, a new water heater installed in 2023, and both the well pump and pool pump replaced in 2026. Perfectly positioned in one of Windermere’s most coveted communities, Oxford Moor offers a serene setting while remaining just minutes from top-rated schools, upscale shopping, fine dining, championship golf, major roadways, and Central Florida’s renowned attractions. A rare opportunity to own a beautifully updated luxury residence that seamlessly combines sophistication, comfort, and enduring value. Experience the lifestyle you deserve—schedule your private tour today.

5741 Oxford Moor Boulevard, Windermere

$3,800,000
5 Beds 5 Baths Lake Butler Estates SubDv. 34786 Zip Code
Welcome to this spectacular 5-bedroom, 5-bathroom custom home offering over 8,000 square feet of thoughtfully designed luxury living—spared no expense and crafted to perfection. Nestled on a sprawling acre-plus level lot, this residence redefines your Florida lifestyle with elegance and comfort. Step inside to discover more than 5,000 heated square feet filled with spacious rooms adorned with wide plank wood flooring, tongue & groove ceilings, and exposed timber beams that create a warm, inviting atmosphere. The impressive 1st floor primary suite features a huge closet offering ultimate storage and style. Guests will enjoy complete privacy in the generously sized 1st floor guest suite. The gourmet kitchen is a chef’s dream, having Natural Gas & equipped with high-end Thermador appliances and crowned by stunning quartz countertops—perfect for preparing meals or entertaining. Step outside to the fully appointed summer kitchen and enjoy the screen-enclosed swimming pool on your expansive wrap-around porch, enhanced by elegant stacked stone columns. Car enthusiasts and hobbyists will appreciate the oversized 42 x 30 - 4 car garage with 10-foot tall doors, providing ample space for all your toys and vehicles. Additional modern comforts include natural gas for efficiency and convenience throughout the home. Laundry Rooms on each Floor - Located on the most sought-after street in Windermere, this masterpiece offers privacy, style, and unparalleled craftsmanship. Truly, this is everyone’s dream home—ready for you to create lasting memories.

11539 Lake Butler Boulevard, Windermere

$13,995,000
6 Beds 11 Baths Lake Down Pointe 50 42 SubDv. 34786 Zip Code
BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed by Mark Nasrallah and curated by Sorenson Construction, every inch of this estate was crafted with intention and the finest materials. Two 4-car garages flank either side of the oversized motor court, offering private entry to both the main house and the attached guest house. Off the main foyer, you'll find the formal dining room with Calacatta marble floors, and geometric coffered ceiling. Just beyond the elevator lies a 17x19 laundry room with an expansive island. The east wing is home to the gourmet kitchen, breakfast room, and family room. The chef's kitchen includes a Wolf six-burner gas stove with a built-in range hood, stacked double oven, and Sub-Zero double-wide refrigerator. Two Calacatta Macchia Vecchia marble islands create the ultimate statement. Beyond the main kitchen, behind a hidden door, is the prep/messy kitchen, with a Monogram 4-burner gas stove, Bosch refrigerator, walk-in pantry and butler's pantry. On the opposite side of the kitchen, the spacious breakfast room is bathed in natural light with access to the summer kitchen and pool deck through glass sliding doors. The open-concept layout flows effortlessly to the family room, where a backlit, custom media wall offers endless entertainment options. At the center of the main house is the expansive living room, the heartbeat of the estate. From the backlit coffered ceilings to the handcrafted millwork, and an overwhelming wall of glass, every part of this room feels larger than life. Rich hardwood flooring, built-in bookshelves, and a custom brass fireplace make it feel as charming as it is expansive. For guests, there is a first-floor ensuite bedroom complete with a separate generous lounge room, all overlooking spectacular lake views. Beyond the custom iron staircase on the first floor is the executive office, with built-in library, wood desk, and beautiful herringbone flooring. Adjacent is a stunning powder bath, followed by the interior guesthouse entry, which opens to a generous living room, a full-size kitchen with a Wolf 6-burner gas stove and a beautiful Arpell Azul mosaic backsplash, its own prep/messy kitchen, and full butler's pantry. The guest house's primary suite is its own oasis, with sweeping lake views, an ensuite bathroom, double vanity, clawfoot tub, and a huge walk-in closet. Two additional ensuite bedrooms — one designed for staff — a full-sized laundry room, and a flex room complete the guest house. Upstairs, the primary suite spans the entire east wing, with handcrafted coffered and backlit ceilings that are mesmerizing, plus panoramic views of Lake Down from the balcony. The master ensuite bathroom boasts a freestanding massage bath, his-and-hers vanities, and Walden Onyx designer wall coverings. The immersive primary walk-in closet will simply take your breath away, featuring designated his-and-hers areas, a center island, custom-built-in cabinetry, and an adjacent laundry room for the upper level. Directly next to the primary suite lies a spa retreat with a sauna room. A media room and entertainment den complete with its own kitchenette boast a flex room directly across the hall as well as an oversized ensuite guest suite. Outside, the limestone pool deck & covered summer kitchen, the disappearing-edge pool and spa with retractable screens provide the perfect retreat.

3057 Porto Lago Court, Windermere

$1,400,000
5 Beds 4 Baths Butler Bay,Windermere Club SubDv. 34786 Zip Code
Welcome to this exceptional luxury residence offering 5 spacious bedrooms, 4 beautifully appointed bathrooms, and 3,929 square feet of refined living space on an expansive homesite of over half an acre. Perfectly positioned in a highly sought-after location, this stunning property combines elegance, comfort, and privacy with resort-style outdoor living. Surrounded by lush, mature landscaping, the home makes a striking first impression and provides a serene setting for everyday living. Inside, thoughtfully designed interiors feature generous living and entertaining spaces, abundant natural light, and sophisticated finishes throughout. The spacious layout seamlessly accommodates both intimate family gatherings and large-scale entertaining. The outdoor retreat is equally impressive, highlighted by a sparkling pool and expansive patio areas ideal for relaxation and year-round enjoyment. The oversized lot offers exceptional privacy while providing ample space for outdoor activities and future enhancements. Residents enjoy access to outstanding community amenities and the convenience of a prime location close to premier shopping, dining, entertainment, top-rated schools, and major transportation routes. Offering an unparalleled blend of luxury, space, and lifestyle, this remarkable property presents a rare opportunity to own a distinguished home in one of the area’s most desirable communities. You're also nestled within a well-established community, this property enjoys an enviable location close to major highways, ensuring convenient access to all amenities. Just minutes away, residents can indulge in excellent shopping opportunities, dine at a variety of luxury and casual eateries, and explore nearby theme parks for entertainment. The neighborhood benefits from proximity to brand-new, state-of-the-art hospitals and a top notch school system, providing peace of mind for residents seeking quality healthcare services and high end education for their family. This vibrant community offers an abundance of options to suit every lifestyle need and preference. Call today to schedule a private tour.

1700 Lake Roberts Court, Windermere

$12,750,000
6 Beds 10 Baths Isleworth SubDv. 34786 Zip Code
Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most well known communities. This statement home features six bedrooms, seven full bathrooms, and three half bathrooms, a newly installed bespoke theater room with custom seating, an infrared sauna and dedicated wellness and fitness area, two full bars, a private pub and game room, an elegant pool and spa, a fully equipped summer kitchen, and multiple levels of outdoor living and lounge space overlooking the lake. Complemented by countless additional spaces designed for both grand-scale entertaining and everyday enjoyment, every room exudes elegance and has been meticulously designed and expertly executed down to the finest detail. Beyond its unmatched location and architecture, the home has benefited from several million dollars’ worth of enhancements and upgrades, further elevating an already impressive estate into something truly magnificent. The result is a residence that blends timeless luxury with modern comfort while offering one of the most desirable waterfront settings in Central Florida. Not all lakefront homes are created equal, and Laurel Valley is a shining example of that. More than a home, 9832 Laurel Valley Drive is a statement. A trophy estate befitting a legacy. A rare opportunity to own one of Florida’s most compelling waterfront properties ever. The home may be negotiated to include select furniture, a brand-new pontoon boat, two new Sea-Doo jet skis, and a golf cart.

9832 Laurel Valley Drive, Windermere

$2,474,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Positioned on a corner homesite along the 18th hole of the Golden Bear Club within the guard-gated community of Keene's Pointe, this thoughtfully updated custom home offers five bedrooms, four full bathrooms, and three half bathrooms, combining exceptional golf-front living with breathtaking views of the golf course, pool, and surrounding landscape. A grand foyer welcomes guests with a soaring 22-foot ceiling, while oversized tile flooring extends throughout the first floor. Expansive windows fill the home with natural light while creating a seamless connection to the outdoor living spaces. The well-designed floor plan features a dedicated office with a coffered ceiling, spacious living and dining areas, and a beautifully appointed kitchen with beautiful cabinetry, granite countertops, a professional-grade gas range, center island, and abundant storage. Just off the kitchen and family room is a spectacular custom entertainment bar featuring extensive cabinetry, generous serving space, and four under-counter refrigerators, creating the ultimate setting for entertaining. The first-floor primary suite serves as a private retreat with direct access to the lanai and pool area. The updated spa-inspired bath features designer cabinetry, quartz countertops, a freestanding soaking tub, oversized walk-in shower, premium fixtures, and elegant floor-to-ceiling tilework. Completing the owner's retreat are two spacious walk-in closets, including a large walk-in closet directly off the bedroom and an additional oversized walk-in closet conveniently located off the bathroom, providing exceptional storage and organization. The secondary bedroom layout offers both comfort and privacy for family and guests. Two bedrooms feature en-suite bathrooms, while two additional bedrooms are connected by a Jack-and-Jill bathroom. The expansive second-floor bonus room serves as a versatile gathering space, ideal as a media room, game room, lounge, or secondary family room. A dramatic vaulted tongue-and-groove wood ceiling creates architectural interest and warmth, while large windows and French doors fill the space with natural light and provide direct access to the covered second-floor terrace overlooking the pool and golf course. A conveniently located half bath serves the bonus room and outdoor terrace, making the space perfectly suited for entertaining family and guests. Designed to embrace Florida's indoor-outdoor lifestyle, the home offers an abundance of covered outdoor living space. The resort-style outdoor area features a covered lanai, summer kitchen, pool, spa, dedicated pool bath, and multiple gathering spaces thoughtfully positioned to capture views of the Golden Bear Club's signature finishing hole. An expansive covered second-floor terrace with a tongue-and-groove wood ceiling is accessible from multiple bedrooms as well as the bonus room, providing stunning views of the pool and golf course. A spiral staircase leads to a private third-story observation deck featuring a wet bar and panoramic views across the fairways and surrounding treetops, creating the perfect setting for entertaining, enjoying evening sunsets, or watching play unfold along the Golden Bear Club's signature finishing hole.

6288 Blakeford Drive, Windermere

$1,150,000
5 Beds 4 Baths Windermere Trls Ph 3b SubDv. 34786 Zip Code
Under contract-accepting backup offers. FREE DISNEY FIREWORKS show nightly with purchase! Perfectly positioned in the highly sought-after community of Windermere Trails, this beautifully updated home overlooks picturesque Lake Reams and offers the kind of lifestyle that makes people fall in love with Central Florida. From the stately elevation featuring stone accents, a tile roof, paver driveway, and elegant color palette, you'll immediately notice the attention to detail. Inside, exquisite marble floors, crown moulding, upgraded lighting, and a dramatic staircase create a timeless first impression. The recently renovated kitchen is truly the heart of the home. Crisp white cabinetry adorned with traditional millwork, glass display cabinets, brushed gold pendant lighting, and an oversized island blend beauty and function effortlessly. Quartzite, granite, and other fine stone finishes have been thoughtfully incorporated throughout, creating a refined yet comfortable atmosphere. Designed for both entertaining and everyday living, the home features a formal dining room, spacious eat-in kitchen, and multiple gathering spaces overlooking the pool and Lake Reams beyond. Two sets of French doors open to the covered lanai, seamlessly connecting indoor and outdoor living. With five bedrooms, four bathrooms, and a dedicated office on the main level, there is flexibility for growing families, remote work, guests, or multigenerational living. Wake up to water views and enjoy evening sunsets from your private backyard retreat featuring a sparkling pool and covered lanai. The upstairs loft also offers the same beautiful view! Residents of Windermere Trails enjoy miles of walking trails, a community pool, playground, picnic pavilion, and some of the area's most desirable schools. Located just minutes from shopping, dining, and approximately 10 minutes from Disney, this location offers convenience without sacrificing the charm and character that make Windermere so special.

8394 Lookout Pointe Drive, Windermere

$2,850,000
6 Beds 7 Baths Weatherstone On Lake Olivia SubDv. 34786 Zip Code
Nestled within the exclusive gated enclave of Weatherstone on Lake Olivia, one of Windermere’s most private and sought-after lakefront communities, this extraordinary estate offers an exceptional combination of luxury, space, and waterfront living. Situated on approximately two acres of dry land with direct frontage on skiable Lake Olivia, this impressive 7,016-square-foot residence is designed to maximize breathtaking lake views from nearly every room. The home features seven spacious bedrooms, including two luxurious primary suites, one conveniently located on the first floor and another on the second level, providing flexibility for multi-generational living or long-term guests. Four additional bedrooms all enjoy picturesque lake views, while the seventh bedroom functions perfectly as a private guest retreat or in-law suite, complete with its own adjoining living/media room and full bathroom. Expansive living spaces flow seamlessly to the outdoor entertaining areas, where a heated swimming pool, oversized patio, and sprawling backyard create the ultimate setting for enjoying Florida’s year-round lifestyle. A large second-floor balcony captures panoramic views of the lake and surrounding grounds, while a circular driveway, three-car garage, and abundant off-street parking provide both convenience and impressive curb appeal. Weatherstone is a boutique gated community comprised of just 13 estate homes, offering a rare level of privacy and exclusivity while remaining just minutes from downtown Windermere, top-rated schools, dining, shopping, and major roadways. This is a rare opportunity to own one of Windermere’s premier lakefront estates.

9656 Weatherstone Court, Windermere

$1,318,000
6 Beds 4 Baths Enclave SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Nestled within the prestigious Enclave at Windermere, this stunning Mediterranean-style residence delivers the Florida luxury lifestyle in every detail — from the moment you step through the rustic wooden front door. Soaring 10-foot ceilings and large-format 24x24 white and grey-veined porcelain tile set the tone for the main level. To the right, French panel doors open to a private home office. To the left, a formal dining room anchored by a grand crystal chandelier flows seamlessly into a butler's pantry outfitted with 42" espresso cabinetry, white granite countertops, and a generous walk-in pantry. The gourmet kitchen is designed for those who take both cooking and entertaining seriously — featuring stainless steel Whirlpool appliances including double ovens, a glass cooktop with a vented stainless hood, built-in microwave, and a Samsung French door refrigerator. Espresso cabinetry is beautifully contrasted by dark grey subway tile and white granite counters, while the oversized island with dual under-counter sinks and a modern Moen faucet doubles as an additional gathering space. The open-concept layout connects the kitchen and breakfast area to the great room, where natural light pours in through double-paned windows, sliding glass doors, and two sets of French doors — all leading to an expansive paver pool deck, ideal for entertaining. A custom accent wall adds warmth to the living area, which also provides access to two carpeted bedrooms and a full bath on the main floor. Thoughtful storage is tucked beneath the staircase, and the two-car garage — complete with epoxy flooring and a laundry sink — opens to a practical mudroom with ample upper and lower cabinetry. Upstairs, a generous loft area creates a natural transition to the private quarters. The primary suite features a tray ceiling and a spa-inspired bath with dual vanities, white granite counters, espresso cabinetry, porcelain tile flooring, a garden soaking tub, and a large walk-in tiled shower. The walk-in closet has been fully customized with a California Closet system. A third bedroom offers en suite privacy with its own walk-in shower. Bedrooms four and five share a well-appointed hallway bath with dual sinks and a tub/shower combination. The upstairs laundry room is equally refined — front-loading washer and dryer on pedestals, a secondary sink, and tile backsplash. Outside, the fully fenced paver deck with a large covered lanai and a modern pool creates the perfect backdrop for Florida living. This is not just a home. It is a lifestyle!

11768 Hampstead Street, Windermere

$1,390,000
4 Beds 4 Baths Lake Down Woods SubDv. 34786 Zip Code
Under contract-accepting backup offers. Stunning Fully Renovated Lake-Access Estate on a Private 1-Acre Cul-de-Sac Lot Welcome to this exceptional 3,444-square-foot residence, perfectly situated on a private, wooded 1-acre lot at the end of a quiet cul-de-sac in the highly sought-after Windermere Downs community. Thoughtfully renovated from top to bottom, this 4-bedroom, 3.5-bathroom home with a spacious bonus room seamlessly blends timeless elegance with modern luxury. A classic wraparound porch creates an inviting first impression and offers the perfect place to relax while enjoying the serene natural surroundings. Inside, you'll find expansive living spaces designed for both everyday comfort and effortless entertaining, highlighted by premium finishes, custom upgrades, and a chef-inspired kitchen featuring Thermador appliances. Step outside to your own private backyard retreat, where a sparkling saltwater pool, putting green, and generous outdoor living areas create the ultimate setting for relaxation and entertaining. Surrounded by mature trees, the property offers exceptional privacy and a true estate-like feel. As a resident of Windermere Downs, you'll enjoy access to an impressive array of community amenities, including a private boat ramp and dock on the Butler Chain of Lakes, tennis and pickleball courts, a playground, community park, and scenic tree-lined streets. Combining luxury, privacy, and lake-access living, this remarkable home offers a rare opportunity to experience the very best of the Windermere lifestyle.

2014 Down Woods Lane, Windermere

$1,125,000
5 Beds 5 Baths Windermere Trls Ph 5a SubDv. 34786 Zip Code
Experience ELEVATED LUXURY LIVING in this exceptional WINDERMERE TRAILS ESTATE, where timeless elegance, and RESORT-STYLE AMENITIES combine to create an unforgettable place to call home. Offering 5 bedrooms, 3 full bathrooms, 2 half bathrooms, a private office, expansive loft, *DEDICATED MOVIE THEATER*, sparkling POOL, and an OVERSIZED 3-car garage, this remarkable residence spans nearly *5,000 SQUARE FEET* of thoughtfully designed living space. From the moment you arrive, the beautiful TILE ROOF and impressive curb appeal set the tone for the sophistication found throughout. Evening views are made even more *MAGICAL with DISNEY FIREWORKS* visible nightly from the front of the home. Inside, you will find SOARING CEILINGS and exquisite coffered ceiling details that guide you through the elegant dining area and into the heart of the home. Designed for both entertaining and everyday living, the expansive open-concept floorplan seamlessly connects the living room, breakfast nook, and gourmet kitchen. The chef-inspired kitchen is a true showpiece, featuring stainless steel appliances, granite countertops, 42-inch wood cabinetry, an oversized center island, breakfast bar seating, and an abundance of cabinet and counter space. The kitchen has also been enhanced with newer appliances, including the refrigerator and dishwasher, offering both style and convenience. The FIRST-FLOOR PRIMARY SUITE is a luxurious retreat, complete with tray ceilings and a SPA-LIKE EN-SUITE bath featuring dual vanities, a soaking tub, walk-in shower, and generous closet space, and HIGH-END newer bidets that add an extra touch of comfort and luxury. A PRIVATE OFFICE and spacious laundry room complete the main level. Upstairs, an EXPANSIVE LOFT provides the perfect space for a GAME ROOM, LOUNGE, or SECONDARY LIVING AREA. The second level is thoughtfully designed to accommodate family and guests alike, featuring four additional spacious bedrooms, including two connected by a CONVENIENT JACK-AND-JILL BATHROOM. The crown jewel awaits behind closed doors: YOUR VERY OWN PRIVATE MOVIE THEATER, delivering a true cinematic experience without ever leaving home. Outside, discover your personal backyard oasis, where a LARGE SCREENED LANAI overlooks the STUNNING RESORT- STYLE POOL with elegant water features, creating the perfect setting for sunset gatherings, weekend entertaining, or peaceful relaxation. The pool has been *UPGRATED SALTWATER CONVERSION SYSTEM*, enhancing the swimming experience while simplifying maintenance. Beyond its luxurious finishes, the home has also been thoughtfully *UPDATED with NEW HVAC UNITS* and a *WHOLE-HOUSE WATER SOFTENER SYSTEM*, providing added efficiency, comfort, and peace of mind for years to come. Perfectly positioned in THE HEART OF WINDERMERE, this extraordinary residence is surrounded by picturesque lakes, premier dining, upscale shopping, renowned public and private schools, and offers CONVENIENT ACCESS TO DISNEY, DOWNTOWN ORLANDO, AND ORLANDO INTERNATIONAL AIRPORT. Combining *LUXURY, CONFORT, AND EXECEPTIONAL LOCATION*, this is a rare opportunity to own one of Windermere Trails' most impressive residences.

9117 Outlook Rock Trail, Windermere

$10,200,000
6 Beds 9 Baths Windermere Town SubDv. 34786 Zip Code
An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water views, spectacular sunrises, and unforgettable sunsets from nearly every major living space. Encompassing 6,457 square feet of heated living area, the home seamlessly integrates architecture and landscape through expansive walls of glass, soaring ceilings, refined finishes, and an abundance of natural light. Every space was carefully oriented to maximize the connection between the interior and the surrounding waterfront setting. The designer chef’s kitchen showcases premium Sub-Zero and Wolf appliances, custom European cabinetry, an oversized waterfall island, Italian marble accents, and contemporary finishes, making it both a stunning focal point and an ideal space for entertaining. Designed for flexibility and comfort, the residence features six private bedroom suites, including two luxurious primary suites—one conveniently located on the main level and another on the second floor. Both primary retreats offer spa-inspired bathrooms with elevated finishes, expansive custom closets, premium TOTO fixtures, and living spaces that blend comfort and sophistication. The home also includes eight full bathrooms, one half bath, a dedicated wine room with elegant Italian marble detailing, wide-plank engineered hardwood flooring throughout, designer lighting, dual laundry rooms, a natural gas fireplace, and fully integrated Control4 smart home automation. Control4 home automation allows seamless control of lighting, audio, security cameras, pool equipment, and HVAC systems, creating a connected living experience. Outdoor living is equally impressive, featuring expansive covered lanais, a summer kitchen, saltwater pool and spa, and a private two-level covered dock equipped with water, electricity, and a boat lift. Designed for the ultimate waterfront lifestyle, the dock accommodates a 25-foot boat and two jet skis while providing direct access to the Butler Chain of Lakes, one of Central Florida’s most sought-after boating destinations. Constructed with exceptional attention to detail, the residence features concrete block construction on the main level, metal-frame construction on the second floor, DensGlass exterior sheathing for enhanced durability and weather resistance, energy-efficient TPO roofing, advanced spray foam insulation, four Daikin variable-speed HVAC systems with a combined 20-ton capacity, and natural gas tankless water heaters with recirculation technology. The garage is also equipped with dual 220V outlets for future EV charging capability. Located within the historic Town of Windermere, residents enjoy a unique golf-cart-friendly lifestyle with access to community parks, tennis courts, playgrounds, private lake amenities, and charming tree-lined streets, and the added benefit of no HOA, all while being just minutes from Orlando’s finest dining, shopping, world-class golf, and top-rated private schools. A rare offering on Lake Butler, where architectural excellence, luxury finishes, advanced technology, and one of Central Florida’s most coveted waterfront settings come together to create an exceptional living experience.

728 Forest Street, Windermere

$1,750,000
4 Beds 3 Baths Butler Bay SubDv. 34786 Zip Code
Set behind the gates of Windermere Club, this lakefront residence delivers everyday comfort with a resort-style backdrop on beautiful Lake Crescent. Offering 4 bedrooms and 3 baths, the home is designed for easy living and effortless entertaining, with bright, open gathering spaces that keep the water views front and center. At the heart of the home, the kitchen pairs generous prep space with a welcoming bar and an adjacent dining area that comfortably seats six, while a separate formal dining room adds flexibility for holidays and special occasions. The main living area is wrapped in expansive windows, filling the home with natural light and framing tranquil lake scenery throughout the day. Step outside to a covered lanai and screened pool area ideal for quiet mornings, sunset dinners, and everything in between. Take a dip in the saltwater pool, now enhanced with a new pool heater and an Aqua Link pool & spa control system for simple, modern management. The primary suite is a private retreat with captivating lake views and a spa-like bath featuring large windows overlooking a secluded courtyard. Three additional bedrooms provide plenty of space for family, guests, or a home office setup. For true lakefront living, enjoy the newer dock with a covered boat lift, perfect for skiing, cruising, kayaking, or paddle boarding whenever the mood strikes. Upgrades and highlights include double pane windows and sliding glass doors, Shark Coating garage floors, a water purifier, Paradise Grill outdoor kitchen with cover and TV, new pool heater, two brand new AC units, a new water heater, plus additional notable improvements throughout. This is the Windermere waterfront lifestyle, refined, relaxed, and ready to enjoy. Be sure to click on the virtual tour links.

2503 Butler Bay Drive N, Windermere

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