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$1,490,000
5 Beds 4 Baths Keenes Pointe SubDv. 34786 Zip Code
Luxury Pond-View Home in Keene’s Pointe – Windermere Located in the highly sought-after gated golf community of Keenes Pointe, this beautiful 5-bedroom, 4-bathroom residence offers an exceptional combination of space, comfort, and scenic surroundings. The home features a thoughtfully designed floor plan with a private den/office, formal living and dining rooms, and expansive living areas perfect for both everyday living and entertaining. Large windows and sliding doors allow natural light to flow throughout the home while showcasing the peaceful pond views. The spacious kitchen opens to the family room and overlooks the outdoor living area, creating the perfect setting for gatherings and family time. Step outside to enjoy your private screened pool and spa, ideal for relaxing while enjoying the tranquil waterfront setting. Additional highlights include: 5 spacious bedrooms 4 full bathrooms Private den / home office Formal living and dining rooms 3-car garage Beautiful pond views Private pool and spa Brand new roof (2024) Situated in the prestigious Keenes Pointe community, residents enjoy 24-hour guard-gated security, tree-lined streets, and proximity to world-class golf, shopping, dining, and top-rated schools. This is a rare opportunity to own a spacious home with water views in one of Windermere’s most desirable communities.

11339 Camden Park Drive, Windermere

$1,290,000
5 Beds 4 Baths Westside Village SubDv. 34786 Zip Code
Luxurious contemporary residence featuring 5 bedrooms, including the primary suite on the main floor. The main level with porcelain tile and marble staircase add sophistication, while the upper level with luxury vinyl flooring provides comfort and durability. Gourmet kitchen with custom cabinetry, waterfall island, premium stone countertops, and Samsung appliances. Walk-in closets in every bedroom and spa-inspired bathrooms with custom vanities, frameless glass showers, rainfall showerheads, and matte-black fixtures. Dramatic double-height entry with modern chandelier and glass railing. Staircase with motion-activated LED lighting. Elegant wine bar perfect for entertaining. Resort-style outdoor living with heated pool, spa, and screened lanai, offering privacy, relaxation, and style.

12640 Salomon Cove Drive, Windermere

$4,500,000
5 Beds 6 Baths Chaine Du Lac SubDv. 34786 Zip Code
Under contract-accepting backup offers. Extraordinary Lake Butler views abound from this classically elegant yet recently updated Chaine du Lac estate residence. Cradled in a private cove on Windermere’s signature lake on The Butler Chain, this showplace address stands supreme for its majestic presence, distinguished features and updates, and unsurpassed outdoor resort-style entertainment and living areas. Boasting a new roof, new reimagined primary retreat with a completely renovated bathroom and spa-like shower, new summer kitchen, refreshed game room/theater, and $100,000 designer lighting package by Lightstyle Orlando, this grand residence epitomizes glorious lakefront living. Inspired by tranquil golden sunsets, sparkling lake vistas, and elevated living, every detail has been crafted to create seamless living in a luxurious setting. The sumptuous living and dining rooms are highlighted by soaring ceilings and a dramatic double-sided fireplace, while the spacious family room and breakfast nook seamlessly connect to the kitchen and open to serene water views. The primary suite is masterfully updated with modern appointments including beautiful vanities, an oversized walk-in shower, and a freestanding tub. The primary suite also features a gas fireplace and a private den, offering a quiet escape. A thoughtfully designed guest suite with its own sauna is also located on the main level. Upstairs is a game room with full-bar, half bath, restaurant-grade smoke filtration system, and private balcony. A separate staircase leads to three ensuite bedrooms and newly unveiled recreation room with TV, table games, and built-in bar with beverage cooler. Across the pool deck is a flexible cabana space that can be used for a sixth bedroom, gym, or craft room. The outdoor living spaces are equally impressive, anchored by a spacious sundeck completely overhauled within the last few years that wraps around a shimmering pool accented by elegant fire pits. A newly updated summer kitchen sets the stage for effortless entertaining, while a grand pergola—complete with a loveseat swing and fireplace—offers a serene retreat. The property also features an immaculate sandy beachfront and a private double-slip boat dock keeping water toys within easy reach. A whole-home generator, 4-car garage, and high-energy HVAC units top the wish list of any home seeker. Experience the best of refined lakefront living in this iconic and move-in ready residence in one of Windermere’s most sought-after locations.

12540 Park Avenue, Windermere

$930,000
5 Beds 4 Baths Windstone SubDv. 34786 Zip Code
Virtually Staged. Rare Privacy. Exceptional Space. The Windermere Lifestyle You've Been Waiting For. Experience one of Windermere's most unique opportunities to own a spacious, modern home with a level of privacy rarely found in today's market. Situated on a premium homesite with no rear neighbors, no front-facing neighbors, and no neighbor on the left side, this beautifully designed residence offers the perfect balance of comfort, flexibility, and tranquility. Inside, you'll discover over 3,800 square feet of thoughtfully designed living space featuring 5 bedrooms, 4 bathrooms, and two bonus rooms, including a dedicated media room ideal for movie nights, gaming, fitness, or a home office setup. The heart of the home is a gourmet-inspired kitchen that seamlessly connects to the expansive living and family rooms, creating an inviting space for entertaining and everyday living. Natural light fills the open-concept layout, while generously sized bedrooms and walk-in closets provide comfort and functionality for every member of the household. A private guest suite with its own en-suite bath offers an ideal setup for visiting guests, extended family, or multi-generational living. Step outside to an oversized backyard with endless possibilities. Whether you're envisioning a resort-style pool, outdoor kitchen, firepit lounge, or lush garden retreat, this outdoor space is ready to become your personal oasis. Located in the desirable Windstone community, just minutes from Disney, world-class attractions, shopping, dining, and top Central Florida conveniences, this home offers the rare combination of privacy, location, and room to grow. More than a home, this is the lifestyle upgrade you've been searching for.

6752 Trellis Vine Loop, Windermere

$7,250,000
5 Beds 7 Baths Isleworth SubDv. 34786 Zip Code
A masterfully reimagined golf-front estate, this residence offers an unparalleled standard of luxury within the acclaimed guard-gated community of Isleworth. Completely reimagined and expanded, the residence offers over 7,000 square feet of refined living space, including a 2,400+ square-foot second-story addition designed by acclaimed architect Mark Nasrallah. Situated on over half an acre, the two-story home features 5 bedrooms, 6.5 bathrooms, and a seamless blend of timeless modern design and resort-style living. A striking 10-foot custom pivot door welcomes you into light-filled interiors, where elegant European porcelain tile and expansive open living spaces create a bright, elevated ambiance. Designed for both entertaining and everyday living, the main living areas flow effortlessly through expansive sliding glass doors to a stunning outdoor retreat, complete with a fully retractable screen enclosure. The chef’s kitchen serves as the centerpiece of the home, appointed with top-of-the-line appliances, custom European cabinetry, designer countertops, and an oversized island. A hidden chef’s pantry and temperature-controlled wine cellar enhance both functionality and style. The main-level primary suite offers a private, resort-inspired retreat, featuring a custom walk-in closet, a versatile bonus room ideal for fitness or wellness, and a dedicated in-home spa room. The spa-like primary bath includes a soaking tub, expansive walk-in shower, and a tropical outdoor shower, creating a tranquil escape. Upstairs, the newly constructed addition includes a secondary primary suite with a luxurious bath and walk-in closet, additional en-suite bedrooms, a spacious game room with access to a grand balcony overlooking panoramic golf course views, and a refined home theater. Outdoor living is equally impressive, featuring a sleek pool and heated spa, outdoor kitchen, wet bar, surround sound, and lush, manicured landscaping designed for privacy and enjoyment. Additional highlights include a fully integrated Crestron smart home system controlling lighting, audio, climate, and security, as well as a brand-new Generac generator for uninterrupted comfort. Fully remodeled and upgraded throughout, this residence presents a rare opportunity to own a like-new luxury estate in one of Central Florida’s most prominent communities.

5074 Isleworth Country Club Drive, Windermere

$639,000
5 Beds 3 Baths Windermere Terrace SubDv. 34786 Zip Code
Wonderful home in desired Windermere. This two-story home features five large bedrooms and 3 bathrooms and a spacious 2 car garage. Designed with an open floor plan has a large living and dining area and a kitchen with lots of cabinets and pantry. The main floor offers 2 first-floor bedrooms for added convenience and flexibility, for guests or multipurpose room/office plus pantry and storage space a, a mud-room and a large designated laundry room. From the living room you step outside to a covered porch and to the fenced and private patio/backyard. Upstairs, a large upper-floor loft, a large owner’s suite, bathroom with double sink, walking in closet and linen closet and the two other bedrooms with walk in closets and jack&jill bathroom. Subdivision has community pool, recreational trail for walking or biking around the pond. Fantastic location near shopping, dining, attractions and great schools. The best of Windermere!

13232 Longacre Drive, Windermere

$779,900
5 Beds 3 Baths Summerport Ph 05 SubDv. 34786 Zip Code
This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space, with brand New beautiful Gray Travertine throughout all countertops, that provides the perfect entertaining opportunity! A freshly painted neutral color palette, additional recessed lighting added downstairs, and luxury vinyl flooring in all the entertaining areas are just some of the exceptional design elements. Natural gas range and stainless-steel appliances, coffee/wine station, and a huge center island with breakfast bar creates a gourmet kitchen. Large windows and sliding glass doors allow for an abundance of natural lighting and beautiful views overlooking a screen enclosed Lanai with a gazebo to enjoy relaxing evenings. Upstairs are four of the five bedrooms and two full baths, completely Renovated with Galaxy stones From. floor to ceiling, and other bathroom renovated also with High technology toilet flushing by itself ; the fifth guest bedroom is located on the first floor with direct access to the third full bathroom. All Flooring New and recently changed upstairs. The Primary Suite boasts an enormous walk-in closet, and en-suite with double bowl vanity, private water closet, a large soaking tub and separate shower stall. The upstairs Theater with 4 cinema chairs is a great place for movies and popcorn with an oversized 9' projection screen! 2 New Air Conditioners-1 replaced in 2021, 2nd unit replaced in June 2022. Brand New Roof Sept /2023 (Lifetime warranty) Summerport residents enjoy the beautiful community Clubhouse with an oversized swimming pool, tennis/pickleball and basketball courts, workout room, and walking/jogging paths. Located in TOP RATED school zones, this fabulous home is close to all major shopping and boutiques, fine dining as well as Disney attractions with easy access to Downtown Orlando and the Orlando International airport.

4415 Blue Major Drive, Windermere

$1,830,000
5 Beds 5 Baths Lake Crescent Reserve SubDv. 34786 Zip Code
PRICE IMPROVEMENT! Rarely available property featuring a separate GUEST HOUSE! Recently appraised - Pricing adjusted to reflect current appraised value. This beautiful and elegant courtyard-style estate, complete with a PRIVATE GUEST HOUSE/IN-LAW SUITE, offers the ideal retreat for multi-generational living within one of the most exclusive gated communities in the Town of Windermere. Designed for comfort, refinement, and privacy, this home embodies Florida luxury living at its finest, where indoor grace meets outdoor serenity. The split floor plan offers a grand entry foyer, bedrooms on one side and open living/entertaining areas on the other, all wrapped around the screen-enclosed, completely private pool with a built-in summer kitchen. Through the courtyard, you’ll find the spacious guest house, complete with its own living room, bedroom, bathroom on the main floor, and a large upstairs flex room with a screened balcony overlooking the expansive backyard. This property has just undergone a modern renovation, featuring: * A brand-new primary bathroom with dual vanities, oversized shower, dedicated makeup/dressing area, and a custom walk-in closet. * A remodeled kitchen with new flooring, cabinetry, and striking quartz countertops. * Fresh interior and exterior paint, new flooring throughout half the home, and the guest house. * Additional Highlights: • 4.5 bathrooms • Generator • Water softener system • New pavers (front and pool area) • Two new A/C units — 2023 and 2025 • Plantation shutters on all windows • New paint inside & out • Two-car garage • Outdoor summer kitchen • Guest house with full kitchen. This residence is walking distance to Windermere Elementary and the Windermere Recreation Center, offering the best of both convenience and community. The guest house has been virtually staged to illustrate its potential.

2958 Marquesas Court, Windermere

$9,750,000
5 Beds 3 Baths Na SubDv. 34786 Zip Code
DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage—ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida’s most desirable luxury corridors. Also listed as Residential MLS #6367852.

4226 Downeast Lane, Windermere

$680,000
5 Beds 4 Baths Lakes Windermere Ph 01 49 108 SubDv. 34786 Zip Code
With timeless curb appeal and a front porch built for slow mornings, this Windermere home blends classic charm with the upgrades that make everyday life easier. Step inside and the ceilings rise, sunlight floods through, and hardwood floors (2021) lead you through open living and dining spaces that flow seamlessly into a remodeled kitchen with quartz countertops, updated cabinetry, and dual pantries that actually hold it all. The primary suite sits privately on the main floor with with a large walk in closet, and ensuite, while three additional bedrooms offer room to spread out — perfect for guests, a home office, or both. The main-level guest bath keeps accessibility in mind with a sleek zero-entry shower, while a nearby half bath makes life easier for everyday traffic. Upstairs, a full suite with its own bath creates the ideal spot for visitors, multi-generational living, or a tucked-away retreat when you need a breather. Covered porches in both the front and back extend your living outdoors, while a rear-entry two-car garage keeps the curb appeal clean. Inside the garage, a wheelchair ramp provides easy access from the garage — and can be removed by the seller if not needed. Major updates are already handled: newer roof (2021), water heater (2018), and one of two HVACs replaced in 2021. Low HOA dues get you high-return perks — a resort-style pool, lake pier for fishing and star-gazing, tennis, volleyball, basketball, playgrounds, and open green space for everything else. All of it just minutes from Windermere’s shops, dining, and top-rated schools. High ceilings, natural light, updates for modern comfort — this is the Windermere vibe, done right.

6712 Thornhill Circle, Windermere

$4,276,160
5 Beds 7 Baths Saddlecrest At Windermere SubDv. 34786 Zip Code
Pre-Construction. To be built. Discover an unparalleled opportunity to acquire a sovereign 1.16-acre estate homesite in the heart of Windermere. This meticulously positioned property, oriented east-west for optimal light, is ensconced within a private setting and borders a permanent conservation area, ensuring absolute privacy and serene, unimpeded vistas. The absence of an HOA affords complete architectural freedom, making this the premier canvas for a discerning clientele to realize a fully bespoke residence. The Homesite Poised in an exclusive and tranquil setting, the estate offers a retreat-like atmosphere while maintaining proximity to Windermere's finest amenities. The lot guarantees no rear neighbors, creating a timeless backdrop of natural beauty. Esteemed schools, luxury shopping, gourmet dining, and major transportation corridors are merely moments away, striking a perfect balance between seclusion and convenience. A Vision of Refined Living is presented with the unique privilege of complete customization. The client is invited to curate every detail, from structural enhancements and premium Design Center selections to the seamless integration of a custom-designed pool and spa complex. Architectural distinction begins at the two-story covered entry, which introduces a grand foyer and an impressive volume of space. The principal living areas are artfully designed for both large-scale entertaining and intimate daily life, featuring:An elegant foyer and formal dining room. A magnificent living room with detailed coffered ceilings, opening to a spacious lanai for seamless indoor-outdoor Florida living. A chef-inspired kitchen overlooking a sunny casual dining area, equipped with a large center island breakfast bar, ample counter space, and a huge walk-in pantry. Retire to the palatial primary bedroom suite, a true owner's retreat featuring a coffered ceiling, a relaxing sitting area, dual walk-in closets, and a deluxe primary bath with dual vanities, a luxe shower, and a private water closet. All secondary bedrooms feature walk-in closets, with two offering private baths and one utilizing a well-appointed hall bath. First-Floor Bedroom Suite: Perfect for guests or multi-generational living. A secluded first-floor office for productivity. Powder room, everyday entry, and a centrally located laundry room. We invite qualified buyers to schedule a private consultation to review detailed architectural plans, finish selections, and customization options. Our team of professionals will guide you through every aspect of creating your Windermere estate. Contact our exclusive listing team to arrange a comprehensive property review and begin the customization process for your Varen estate.

1821 Windermere Road, Windermere

$1,151,000
5 Beds 5 Baths Keenes Pointe SubDv. 34786 Zip Code
Under contract-accepting backup offers. Virtually Staged. "UNDER CONTRACT" & "ACCEPTING BACK UP OFFERS"- Nestled within highly sought after guard gated community, this exceptionally maintained two-story residence combines timeless elegance offering the ideal blend of style, comfort, and functionality. The home features 5 spacious bedrooms, 4.5 bathrooms, dinning room, separate living room from family room and a generously sized loft—ideal for a secondary living area, media room, or playroom. The owner’s suite is conveniently located on the first floor, providing privacy and easy access, one bedroom can be used as an office located in the first floor, while the remaining three bedrooms are upstairs, offering ample space for family or guests.Step inside to soaring high ceilings and luxurious travertine tile flooring that flows throughout the main living areas on the first floor, creating a seamless and elegant look. The master bedroom is carpeted for added warmth and comfort.The gourmet kitchen overlooks the open-concept living and dining spaces, making it perfect for entertaining. From the living area, step out onto the covered lanai, ideal for year-round outdoor enjoyment. The fenced backyard provides a secure and private retreat with room for pets, play, or future swimming pool or outdoor enhancements. New roof was just replaced (June 2025), new AC units replaced in 2023. Laundry room with cabinetry and utility sink. Residents of Keenes Pointe enjoy access to world-class amenities including The Golden Bear Club featuring a Jack Nicklaus-designed golf course, clubhouse, dining, fitness center, and lakeside parks. The community is zoned for top-rated schools and is conveniently located near Windermere, Winter Garden Village, major highways, and theme parks.

11333 Camden Park Drive, Windermere

$3,999,999
5 Beds 8 Baths Metcalf Park Rep SubDv. 34786 Zip Code
Price Adjustment! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.

11002 Lake Butler Boulevard, Windermere