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Browse All Winter Garden FL Between $800K - $900K Properties for Sale

2139 Tillman Avenue, Winter Garden
$825,000
4 Beds ⋅ 4 Baths ⋅ Bronsons Landing SubDv. ⋅ 34787 Zip Code
STOP YOUR SCROLL!!! It's not everyday a GORGEOUS home inside the beautiful gated community of Bronson's Landing is available but this Pool Home offers SO MUCH! This 4 bedroom PLUS OFFICE and POSSIBLE 5th BEDROOM home has 4 FULL bathrooms with multiple living spaces, multiple dining areas as well as an extra large 3 car garage. At the heart of the home is the spacious kitchen with an island, perfectly positioned between the main living areas and designed for both everyday life and entertaining. You’ll find granite counter tops, a large center island, double ovens, plenty of cabinetry, and a pantry. One of the best features is that the primary suite and three additional bedrooms are all located on the main floor. The primary bedroom feels like its own private retreat on it's own side of the house with two walk-in closets, dual vanities, a soaking tub, and separate shower. Being a split floor plan, 2 bedrooms share a Jack-and-Jill bathroom that makes this home super functional. This home can easily handle generational living. Upstairs, the over-sized bonus room with its own full bathroom gives you even more possibilities. Use it as a game room, movie room, guest suite, home gym, second office, or even a possible 5th bedroom. There is plenty of flexibility to make the space work for your lifestyle. The backyard is where the Florida lifestyle really shines! Step outside to your own private oasis with a screened saltwater pool, covered lanai, paver deck, and convenient pool bath. The home backs to a beautiful tree-lined green space, giving you extra privacy and a peaceful setting with no home directly behind you. Imagine starting the morning with coffee by the pool, spending the afternoon soaking up the Florida sunshine, and ending the evening relaxing under the lanai. And YES! Location matters! Bronson’s Landing is a sought-after gated community in one of Winter Garden’s most desirable areas, with access to highly regarded schools and an amazing Central Florida location. You’re close to Winter Garden Village, shopping, dining, 429, and all the charm of Historic Downtown Winter Garden. ALSO! Walt Disney World is just a short drive away, making spontaneous trips to the parks, dinner at Disney Springs, or a night watching fireworks that much easier! This home gives you the space of a true family home, the privacy of a beautiful gated community, your own Florida pool, and easy access to everything that makes Winter Garden and the Disney area such a MAGICAL place to live. If you’ve been waiting for a home that offers space, flexibility, privacy with a pool, and a fantastic location, THIS IS THE ONE!

2139 Tillman Avenue, Winter Garden

15023 Guava Bay Drive, Winter Garden
$835,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully 2021-built home offering 4 bedrooms, 3.5 bathrooms, and versatile living spaces designed for modern Florida living! The first floor features tile flooring, a dedicated den ideal for a formal dining room, home office, or playroom, a welcoming family room, and a guest suite. Upstairs, a spacious bonus room provides additional flexibility for a media room, game room, or secondary living area. Step outside to your private, screened-in, heated swimming pool and covered lanai, perfect for relaxing, entertaining, and enjoying Florida’s year-round outdoor lifestyle with a view of Disney fireworks on your backyard. Additional highlights include a 2-car garage with epoxy flooring, an Universal EV charger, and an outdoor summer kitchen. Located in a growing Central Florida area, this home offers an opportunity to enjoy today’s lifestyle while keeping an eye on the area’s future development, including planned residential, commercial, and infrastructure projects that continue to shape the region. Conveniently located near the SR 429 exit toward Tampa, this home in the desirable Watermark community offers easy access to major roadways and every convenience. Across the street is the highly regarded Panther Lake Elementary with the HorizonWest High School right next door, walking distance. Enjoy the proximity with the The Mark, that features a pharmacy, gas station, Starbucks, and restaurants only a mile way. Nearby is the Hamlin Town Center's shopping, dinning, entertainment, brand new Library,and the nearby parks and recreational amenities. This property offers a wonderful combination of convenience, lifestyle, and accessibility.

15023 Guava Bay Drive, Winter Garden

14779 Mcclane Road, Winter Garden
$869,000
5 Beds ⋅ 4 Baths ⋅ Oxford Chase SubDv. ⋅ 34787 Zip Code
Virtually Staged. Discover spacious living and a peaceful setting at 14779 McClane Road in the gated community of Oxford Chase. Built by Mattamy, this five-bedroom, four-bath home offers 3,118 square feet, thoughtfully selected finishes, and a flexible layout with room to gather, entertain, and enjoy privacy. The kitchen anchors the main living area with a waterfall-edge stone island offering seating for four, glass pendant lighting, white cabinetry, and a stainless farmhouse apron sink. A gas cooktop, vented stainless chimney hood, and stainless double wall oven complete the space. The open design connects directly to the great room, while a separate formal dining room features a tray ceiling, bay window, and crystal chandelier. Large stone-look tile creates a cohesive finish throughout the common areas. Details continue in the bathrooms, where floor-to-ceiling shower tile is accented with glass mosaic bands. The first-floor primary suite provides a comfortable retreat, and the main-floor laundry room includes a deep storage closet for added convenience. Upstairs, a generous loft and full bathroom create a versatile second living area. Whether used for extended stays, a media room, a workspace, or a separate place to unwind, this level adds flexibility to the home’s layout. The oversized three-car garage includes an extra-deep bay, providing additional room for storage, hobbies, or a workshop. Outside, the expansive covered lanai overlooks a broad lawn and retention area, with no rear neighbors or homes directly across the view. The yard is prewired for a future pool, offering possibilities for creating an outdoor retreat. A nearby walking trail makes it easy to enjoy time outdoors, and Disney fireworks can be seen from several vantage points throughout the home. The location places everyday conveniences and Winter Garden attractions within easy reach. SunRidge Elementary and SunRidge Middle are nearby, along with AdventHealth Winter Garden, Winter Garden Village, and access to SR 429. Explore the restaurants, shops, and Farmers Market along Plant Street, or enjoy Tucker Ranch’s natural surroundings, trails, and kayak launch on Johns Lake. With generous living spaces, a flexible floor plan, and an open backyard setting, this Oxford Chase home offers plenty to appreciate. Seller is offering a $1,000 paint allowance and a $500 cleaning allowance to the buyer at closing. Schedule your private showing today!

14779 Mcclane Road, Winter Garden

8270 Topsail Place, Winter Garden
$849,900
4 Beds ⋅ 3 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Luxury Single-Story Pool Home in Lakeshore Preserve | 4BR/3BA | Disney Fireworks Views Enjoy luxury living in this heavily upgraded Toll Brothers home in Lakeshore Preserve, featuring a private pool with a brand new pool heater, no rear neighbors, and views of Magic Kingdom fireworks. The light-filled, open floor plan features 12-foot ceilings, 8-foot doors, and upscale lighting throughout the kitchen, dining area, and great room. The gourmet kitchen offers upgraded cabinetry, a butler’s pantry, quartz countertops, stainless steel appliances, a built-in wall oven, and an impressive 12-foot center island. The owner’s suite overlooks the pool and includes two walk-in closets and a spa-style bathroom with dual vanities and a frameless glass shower. The flexible layout includes a dedicated office with a closet that can serve as the fourth bedroom, a private guest suite with an ensuite bathroom and walk-in closet, and a third full bathroom off the hall. Outside, your backyard retreat awaits with a private pool, extended screened lanai, and oversized covered patio pre-plumbed for a summer kitchen. Take in peaceful sunrise views and enjoy Magic Kingdom fireworks after dark. Lakeshore’s resort-style amenities include a lakefront clubhouse, event room, fitness and yoga rooms, meditation room, zero-entry community pool with splash features, summer kitchen, sand volleyball, dock, trails, playgrounds, parks, fire pit, dog park, and kayak launch. Dining, shopping, schools, golf, and area attractions are just minutes away. HOA includes Wi-Fi and lawn care. Minutes to dining, shopping, schools, golf, and area attractions. Available for immediate occupancy; contact for a private showing.

8270 Topsail Place, Winter Garden

13618 Larsen Lane, Winter Garden
$888,000
4 Beds ⋅ 4 Baths ⋅ Glynwood Ii SubDv. ⋅ 34787 Zip Code
Virtually Staged. A true pride-of-ownership home showcasing architectural elegance, extensive upgrades, and the ultimate Florida lifestyle! Welcome to this stunning Winter Garden residence featuring a freshly painted exterior, tropical landscaping, paver driveway, and spacious three-car garage. Inside, soaring 13.5-foot ceilings, architectural arches, double-tiered tray ceilings, and a custom coffered family room ceiling create an impressive atmosphere. The gourmet kitchen features a sprawling granite island with prep sink, 42-inch solid wood cabinetry custom-painted in November 2025, premium GE Profile stainless steel appliances, a cooktop, double ovens, and a separate butler’s pantry ideal for entertaining or a coffee station. Enjoy seamless indoor-outdoor living through 16-foot, four-panel sliding pocket doors opening to a spacious brick-paver, screened lanai. Relax beneath the covered patio with flush-mounted speakers or beside the oversized saltwater pool with a new variable-speed pump installed in October 2025. The private quarter-acre backyard features mature privacy hedging and a convenient pool-access bathroom with a glass-enclosed walk-in shower. The main-level primary suite offers an elegant tray ceiling, a custom walk-in closet system installed in February 2026, and luxury linen and blackout window treatments. More than $100,000 in reported premium upgrades enhance comfort, efficiency, and peace of mind. Improvements include a 2-ton Daikin 15.6 SEER2 HVAC system (September 2025), upgraded R-38 attic insulation (September 2025), zoned 5-ton variable-speed Trane HVAC. Whole house hot water hybrid system: Tankless water heater fed by propane tank as a main source (electric tank can be used as a back-up). Aquasure Harmony whole-house water softener (August 2024), and a roof replaced in August 2016. Smart-home features include pre-wired 7.1 family room surround sound, multi-zone audio, window-tint film, security cameras with hybrid DVR, motion-activated lighting, smart front-door and garage locks, smart thermostats, and a Rachio irrigation controller. The gated subdivision adds another layer of appeal. Located in desirable Glynwood II at StoneCrest, residents enjoy a clubhouse, resort-style pool, playground, tennis courts, and scenic walking trails with pond views, a fountain, and green spaces. Conveniently close to Winter Garden Village, shopping, dining, parks, and the West Orange Trail, the community also offers access to major roadways, Orlando’s employment and entertainment centers, world-famous theme parks, Orlando International Airport, and Florida’s beautiful beaches. Experience exceptional architecture, modern technology, privacy, and effortless entertaining in this remarkable Winter Garden home! Note: The last four photos have been virtually staged.

13618 Larsen Lane, Winter Garden

17590 Japonica Bloom Drive, Winter Garden
$824,000
4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Reduced rate promotion with preferred lender! Welcome to the Eliot design, new luxury home by RockWell Homes in Northlake at Ovation lot 234. Thoughtfully crafted new home offering a balance of comfort, style, and flexibility. This popular floorplan includes 4 bedrooms, 3.5 bathrooms, and a spacious gameroom, with parcel entry. The exterior design enhances curb appeal and functionality, featuring a covered front porch and an oversized covered backyard lanai ideal for outdoor living. The extended entryway leads to a versatile den or home office, creating a flexible space for work or relaxation. The chef-inspired kitchen anchors the home and includes a large island, solid-surface countertops, and stainless-steel appliances including a cooktop, oven, microwave, dishwasher, and vent hood. Additional kitchen features include an undermount sink with a Delta faucet, ceramic tile backsplash, upgraded 42-inch cabinets, a walk-in pantry, upgraded flooring and lighting throughout the main living areas. The open-concept living space is filled with natural light from a 9-foot sliding glass door and dual-pane energy-efficient windows, offering seamless access to the covered lanai. The primary suite is located on the first floor and features a dual-sink vanity, ceramic tile flooring, a tiled shower with glass enclosure, Delta faucets, a lighting package, and a walk-in closet. Upstairs includes a gameroom, pocket office, three secondary bedrooms with walk-in closets, and two secondary bathrooms with ceramic tile flooring and tub shower surrounds, Delta faucets, towel bars, solid surface countertops, upgraded cabinets and undermount sinks. Energy-efficient block construction, full landscaping package, full gutters, a garage door opener, and a 10-year new home structural warranty complete this home. The Eliot design by RockWell Homes offers a luxurious living experience with an array of high-end finishes, ample space, and an elegant layout. Whether you're relaxing in the spacious living areas or enjoying the beauty of the covered lanai, this home is perfect for modern living. Homeowners enjoy quick access to highways, downtown Orlando, Walt Disney World Theme Parks, resort style pool, play park, green spaces, water features, pet areas and walking trails.

17590 Japonica Bloom Drive, Winter Garden

1213 Foltz Loop, Oakland
$859,000
4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code
Come see this BEAUTIFUL, WELL MAINTAINED HOME BUILT IN 2022 WITH A CONSERVATION/PROTECTED PRESERVE VIEW in OAKLAND! This home looks like a MODEL HOME and is located in the HEART of OAKLAND! There will never be homes built across the street from you so in this location you only have homes built on ONE SIDE of the street making this STREET SO SPACIOUS! The home has an OPEN DESIGN and LUXURY VINYL PLANK THROUGHOUT most of the home! This ONE OWNER home has been maintained in pristine, LIKE NEW condition with SELLER ADDING OVER $90,000 IN CUSTOMIZATIONS to this home including being the ONLY HOME IN THE COMMUNITY with a CUSTOM BRICK ACCENT OPTION ON THE FRONT OF THE HOME. Home has a WATER PURIFICATION, FILTRATION, R.O. SYSTEM, CUSTOM CLOSET SYSTEMS, CUSTOM LAUNDRY ROOM, GARAGE FINISHED WITH EPOXY FLOORING AND SHELVING SUSPENDED FROM CEILING FOR TONS OF STORAGE Home also has TANKLESS GAS WATER HEATER AND GAS COOKING! This home has a beautiful kitchen with elegant choices, TONS OF CABINET SPACE, A CUSTOM-FINISHED WALK IN PANTRY, POTTERY BARN DRAPERIES and a CHEF’S DREAM for appliances. The home also has a beautiful covered and inviting front porch to welcome your guests and a large, covered back porch as well with a very private and beautiful backyard that has been IMMACULATELY MAINTAINED. The MASTER BEDROOM has two LARGE WALK IN CLOSETS, A HUGE WALK IN SHOWER IN THE MASTER BATHROOM AND A PRIVATE WATER CLOSET. The second floor has large guest bedrooms and a LARGE BONUS/MEDIA/GAMEROOM! COME LIVE IN THE HEART OF IT ALL YET TUCKED AWAY IN A PEACEFUL QUIET ENCLAVE on a PEACEFUL QUIET STREET. You will be located just steps from the WEST ORANGE TRAIL, a few minutes from HISTORIC DOWNTOWN WINTER GARDEN, 1 mile to the Oakland Nature Preserve, a few minutes to the Town of Oakland and parks, Less than 2 miles to the Florida Turnpike which makes getting anywhere easy, 6 miles to the WINTER GARDEN VILLAGE and steps to shopping, restaurants, boutiques and all! This home is in a HIGHLY DESIRED ADDRESS in the TOWN OF OAKLAND. Come visit this QUIET, FRIENDLY and SMALL NEIGHBORHOOD because you are sure to want to stay forever! Qualified buyers may receive a 1-year interest rate buydown for the first year paid for by the Seller's preferred lender when financing this home (subject to credit approval and program availability)

1213 Foltz Loop, Oakland

10079 Austrina Oak Loop, Winter Garden
$880,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Enjoy spacious living, no rear neighbors, and Disney fireworks views in the sought-after Watermark community of Winter Garden! Built by Meritage Homes, this Maison floor plan offers 5 bedrooms, 3.5 bathrooms, and approximately 3,359 square feet of thoughtfully designed living space. A paver driveway and covered front porch create a welcoming first impression, leading into a foyer that opens to the second floor. The main level features a separate dining room and an open kitchen with a center island, pantry, and butler’s pantry. The kitchen connects seamlessly to the spacious family room, creating an inviting setting for everyday living and entertaining. A downstairs bedroom provides flexibility for guests or a home office, with a half bathroom conveniently nearby. Step outside to the covered lanai and enjoy the added privacy of having no rear neighbors, along with views of Disney fireworks. Upstairs, the spacious primary suite features two walk-in closets and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms and two full bathrooms provide ample space, while the game room offers a versatile area for movies, hobbies, or relaxation. An upstairs laundry room adds everyday convenience, and the two-car garage provides parking and storage. Watermark offers an exceptional collection of resort-style amenities, including a swimming pool with a splash pad, clubhouse, fitness center, tennis courts, playground, park, and outdoor amphitheater. The community’s second-story viewing deck provides another inviting spot to enjoy Disney fireworks. Located in Winter Garden’s desirable Horizon West area near sought-after schools, this home offers convenient access to Hamlin’s shopping, dining, and entertainment, Walt Disney World, and SR-429. Discover a home that brings together generous living space, a versatile floor plan, and outstanding community amenities. Schedule your private showing today!

10079 Austrina Oak Loop, Winter Garden

11815 Shine View Lane, Winter Garden
$833,701
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11815 Shine View Lane, Winter Garden

11079 Sound Shore Drive, Winter Garden
$825,000
5 Beds ⋅ 5 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to your dream home that checks ALL the boxes! This 2023 built block on block construction popular Torrey floor plan has everything you will need with 5 bedrooms, 4 and a half baths, SOLAR panels included in sale price, a formal dining room, DOWNSTAIRS guest room with attached full bathroom, large lanai, bonus room to create a second living area or playroom, gourmet kitchen, and fenced in yard with no direct rear neighbor. This home is perfect for entertaining, having an open concept layout with a kitchen/living open space, while also boasting classic charm with a formal dining room off the kitchen. The stunning kitchen features a built in wall oven and microwave, cooktop with matching stainless steel hood, and large butler’s pantry. The formal dining room could be used for it’s intended purpose or it can easily be closed in with French doors to create a home office, playroom, formal sitting room, or exercise room! Upstairs you will find the remaining 4 bedrooms, 3 full bathrooms, and huge bonus room. The master retreat is true luxury with a soaking tub and fireworks view from the master bedroom! Currently, the downstairs guest room is being used as a dual purpose room with a desk to be used as an office but also has a custom, built in murphy bed that can be used when you have guests in town. This home features a huge 28x10 covered lanai perfect for dining a la fresca and enjoying the peaceful dry retention pond that this home backs up to that is fleeting with wildlife including many different bird species, hawks, and sand cranes. The spacious, fenced in yard is perfect for your furry friends or children. Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, fishing pier on the lake, biking trails, walking trails, tennis courts, pickleball, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. The clubhouse has a robust calendar of events for all ages such as Mahjong classes, exercise classes, kids dance lessons, beer tasting events, and many more! Living in the gorgeous Waterleigh community surrounded by ponds and lakes is all about nature and outdoor living! Love the outdoors but don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle Waterleigh has to offer! Lastly, this well loved house has all the upgrades including: solar panels (sellers will pay off the remaining loan balance at closing), telsa EV charger, motorized blinds in all 4 bedrooms upstairs, (2) alarm security systems, 3 ring cameras, 2 garage ceiling storage racks, and built in attachments in the garage for a kids ninja warrior style obstacle course. Green aspects: solar panels and reclaimed water for watering the grass.

11079 Sound Shore Drive, Winter Garden

14037 Pecan Orchard Drive, Winter Garden
$819,000
5 Beds ⋅ 5 Baths ⋅ Orchard Pk/Stillwater Xing Ph SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully upgraded 5-bedroom, 4.5-bath home in Orchard Park, offering 3,793 square feet of thoughtfully designed living space and an extensive renovation completed in late 2024. Recent improvements include all new appliances, luxury vinyl plank flooring throughout with no carpet, fresh interior paint, new laundry room cabinetry and granite countertop, plus the addition of a 5th bedroom and 4th full bathroom, completed with permits. The spacious, open floor plan is ideal for both everyday living and entertaining. Plantation shutters throughout the home, and a first-floor guest suite with private ensuite bath provides an ideal space for guests or multigenerational living. The open kitchen features granite countertops, an oversized island, abundant cabinetry, and a walk-in pantry, with plenty of space for preparing meals and gathering with family and friends. Upstairs, the expansive owner’s suite features a luxurious bath and an impressive 8' x 14' walk-in closet. Two generously sized bedrooms, each with its own walk-in closet, share a hall bath with double sinks, while the fifth bedroom features its own ensuite bath. A spacious second-floor loft and conveniently located upstairs laundry room complete the upper level, providing exceptional flexibility for a home office, media room, playroom, or additional gathering space. Outdoor living is equally inviting, with a welcoming front porch, fully fenced backyard, and covered rear patio with extended pavers—perfect for relaxing, entertaining, or enjoying the Florida sunshine. An attached 2-car garage provides additional convenience and storage. HOA fees include landscaping, allowing you to enjoy a beautifully maintained yard without the work. Buyer and buyer’s agent are responsible for verifying room dimensions, HOA information, community rules, lease restrictions, and other information deemed important to the buyer.

14037 Pecan Orchard Drive, Winter Garden

14031 Zephermoor Lane, Winter Garden
$800,000
5 Beds ⋅ 3 Baths ⋅ Windward Cay 48 125 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Beautifully renovated 5-bedroom, 3-bath pool home located in gated Windward Cay! This move-in-ready 3,007 sq. ft. home has been thoughtfully updated with high-end finishes throughout, including a renovated kitchen and bathrooms and new luxury vinyl flooring. All major mechanicals have been updated, including the roof (2023), both AC units (2024 and 2026), and water heater (2025). When you enter the home, you are greeted by a gorgeous open space with views straight to the pool through a wall of oversized glass sliding doors. To the left and right, you have bonus spaces that can be used as an office, gaming area, or hangout space. To the right is a large dining room, flooded with natural light. At the foot of the staircase, there is a large storage space that is currently being used as a fun play area to spark imagination. Beyond the dining room is the open family room and renovated kitchen, featuring new hardwood cabinets, quartz countertops, plenty of storage, and a large island that keeps you connected to your guests while you watch the big game! Just beyond the family room, you'll find a large bedroom with a Murphy bed and great storage, next to a full bath, giving guests their own private space and access to the pool area! Upstairs, we have the remaining four bedrooms. The carpet, hallways, and stair spindles are all brand new. The spacious primary suite features a spa-like ensuite with a soaking tub and luxurious walk-in shower, along with two large closets and luxury vinyl flooring. Oversized windows bring in excellent natural light, while the high ceilings, crown molding, and tray ceilings add to the home's open and inviting feel. The other bedrooms are spacious and bright, with a large renovated bathroom featuring dual sinks and new finishes. Outside, enjoy the Florida lifestyle with a screened-in heated salt water pool and spa, perfect for relaxing or entertaining. The home also offers a 3-car garage and sits on approximately a quarter-acre lot. This home also features a water softener and central vacuum. Located in the gated community of Windward Cay, this home is close to Winter Garden's shopping, dining, entertainment, and major roadways

14031 Zephermoor Lane, Winter Garden

16513 Silver Brook Way, Winter Garden
$879,000
4 Beds ⋅ 4 Baths ⋅ Silverleaf Reserve/Hamlin Ph 2 SubDv. ⋅ 34787 Zip Code
Nearly new and ready for you in Horizon West! Built in 2025, this two-story Thoreau floor plan by Meritage Homes in Silverleaf Reserve at Hamlin offers 4 bedrooms, 3.5 bathrooms and 3,424 sq ft of living space. Curb appeal starts at the street with a craftsman-style elevation, tropical landscaping, a paver driveway and a two-car garage. A covered front porch welcomes you in, and a second-floor covered balcony above it gives you a private spot to catch the Florida breeze. Inside, wood-look plank tile runs throughout the entire first floor, with a tray ceiling and column accents framing the entry. To the front, a formal dining room and a flex space work beautifully as a home office, sitting room or playroom. The floor plan then opens up to a bright great room and a bay-window café nook overlooking the backyard, with French doors leading out to the screened patio. The kitchen is the heart of it all, with quartz counters, shaker cabinetry, a subway tile backsplash, glass-front uppers, a stainless vent hood, built-in double oven, walk-in pantry, coffee bar, an oversized island with seating and a single-basin sink. All appliances stay with the home, so there's nothing left to buy before move-in. A powder bath and a built-in drop zone with cabinets and counter space round out the main level. Upstairs you'll find all four bedrooms in plush carpet, the laundry room right where you need it, and a large media/flex room, space most homes this size simply don't have. Make it a theater room, game room, home gym or second living area, and change your mind later without giving up a bedroom. Out back, the oversized lot is nearly 1/4 acre with a huge backyard and open green space beyond the fence, leaving room for a pool, a play set, a garden or big get-togethers. The home also has a whole-house water softener and a reverse osmosis drinking water system on each floor. The location is hard to beat. Hamlin Town Center is right next door with shopping, dining and entertainment. Hamlin Elementary and Hamlin Middle are nearby. SR 429 is minutes away, and so is Orlando Health Horizon West Hospital. The Walt Disney World area, Winter Garden's historic downtown and the West Orange Trail are all a short drive. Schedule your showing today!

16513 Silver Brook Way, Winter Garden

3413 Turningwind Lane, Winter Garden
$829,500
4 Beds ⋅ 3 Baths ⋅ Windward Cay SubDv. ⋅ 34787 Zip Code
$20K PRICE ADJUSTMENT | CHARMING WINTER GARDEN POOL HOME| Located in the highly desirable Windward Cay gated community, 3413 Turningwind Lane provides everyday living feeling like a getaway. This professionally designed 4-bedroom, 3-bath home offers 2,917 square feet of beautifully updated living space and soaring 11'+ high ceilings, a spacious three-car garage with storage, and a private resort style backyard made for entertaining. Inside, the open, split floor plan creates ample spaces to gather while giving everyone a retreat of their own. Bamboo and hardwood flooring, plantation shutters, and crown molding are just a few of the features bringing warmth and character throughout. The Tuscany-inspired chef’s kitchen is truly the heart of the home, featuring an oversized island with seating, breakfast nook, updated glass-front and solid wood cabinetry, a newer Forno six-burner gas stove with a pot filler, and a newer GE Profile refrigerator, not to mention the abundance of space making cooking that much more enjoyable. The coffee and wine bar with refrigeration makes hosting easy and uncluttered, while the large formal dining room sets the stage for memorable meals. A dedicated office offers space to work or create, and the spacious primary bedroom and bath provide a peaceful place to unwind and features his/her closets, a jacuzzi tub and large walk in shower. The large laundry room is equally well considered, with cabinetry, a folding station, sink and a newer washer and dryer. Outside to your own personal oasis, a waterfall featured pool with a new pool heater anchors a resort-style backyard framed by lush landscaping for exceptional privacy. Relax on the large covered patio with privacy screens, enjoy the turf courtyard, and make use of the exhaust hood for your BBQ setup. The entire outdoor area sits beneath a screened enclosure with custom smart lighting integrated into its frame, creating a beautiful setting long after sunset. Thoughtful smart technology continues throughout the property with JellyFish lighting along the front perimeter, Ecobee thermostats, a Reolink security system, Rachio irrigation controls, a Ring doorbell, OmniLogic pool controls, and hardwiring for a home sound system. The roof was replaced in 2021, and the AC was replaced in 2022. Situated near the Windermere and Horizon West borders, this Winter Garden home offers convenient access to West Orange Country Club, Stoneybrook West Golf Club, highly rated schools, SR 429 and SR 535 for easy access, the Butler Chain of Lakes, Lake Apopka, and the entire fleet of the Walt Disney World resorts and theme parks. This is truly a remarkable home with impeccable taste and well maintained. Please don't hesitate to call me for private showings before its gone.

3413 Turningwind Lane, Winter Garden

1021 Huntspoint Street, Winter Garden
$849,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
*** Seller MOTIVATED - Moving Out of State *** RARE opportunity in Oakland Park, a Parade of Homes-winning community: a 2018 home with approximately $145K in owner upgrades that YOU and your family can enjoy at the Seller’s expense, including a premium SOLAR plus whole-home battery system (paid off at closing). This home is PRICED to MOVE. Offering 4 bedrooms, 3 EN-SUITE baths, half bath, and just under 2500 square feet, with a flexible main-floor suite, loft, dining space, tile flooring, newer AC (2024), and a screened balcony, it is built for everyday living, entertaining, and working from home, and is fully fenced for privacy. The main-floor suite is framed by statement doors, with a built-in MURPHY BED and private patio. It works as a 4th bedroom, guest suite, or home office, ideal for multigenerational living. Upstairs, each bedroom enjoys its own en-suite bath, and one opens to the screened balcony. The PRIMARY SUITE includes dual sinks, ample counter space, a soaking TUB, tiled shower, and walk-in closet. The stylish, highly functional kitchen features QUARTZ counters, tile backsplash, custom wood-trim island, and a water filtration system, with APPLIANCES UPDATED in recent years (Bosch dishwasher, LG ThinQ refrigerator, built-in oven and microwave). Just off the kitchen are two pantries, a built-in desk, and extra under-stair storage. CUSTOM finishes add warmth throughout: an electric FIREPLACE with shiplap in the living area, board-and-batten in the primary bedroom, a shiplap accent wall in the secondary bedroom, custom staircase wall, plantation shutters, updated lighting, and a remodeled half bath. Custom closet systems in every bedroom, two linen closets, multiple pantry closets, and added laundry-room cabinetry with a drying rack keep everything organized. The standout garage offers a dedicated mini-split AC, EV charger, epoxy flooring, and abundant built-in storage with an overhead lift system, and connects to the home by a covered walkway, a rarity in the neighborhood. The crown jewel: a premium 12.64 kW solar and whole-home battery system (installed 2024, an approximately $86K value paid off at closing) with 32 Mission Solar panels and four Enphase IQ Battery 5P units (~20 kWh storage) that can power virtually the entire home during outages. Enjoy a monthly energy bill of about $35. A short GOLF-CART ride from Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools, a clubhouse, parks, playgrounds, a dog park, and access to the 22-mile West Orange Trail, with easy reach to interstates, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle.

1021 Huntspoint Street, Winter Garden

402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ East Garden Manor Add 03 Rep SubDv. ⋅ 34787 Zip Code
Rare dual-income opportunity with no HOA, located minutes from historic Downtown Winter Garden. Built in 2021 on an oversized corner lot, this high return opportunity, turn-key property offers two complete, self-contained residences designed for optimal rental income, multi-generational living, or an effortless house hack where the neighboring tenant covers your mortgage. Each residence features its own street frontage, private entrance, separate driveway, and dedicated two-car attached garage for complete tenant privacy and independence—four garage bays total. Across both mirrored units, the home encompasses 2,876 heated square feet, totaling six bedrooms, four full bathrooms, and two powder baths, offering three bedrooms and two and a half bathrooms on each side. The main levels highlight spacious open-concept living and dining areas, well-appointed kitchens, and convenient half baths for guests. Upstairs, each unit features a private primary suite with a walk-in closet and en suite bath, alongside two generous guest bedrooms, a second full bathroom, and dedicated laundry space. Durable hard-surface flooring throughout ensures low turnover costs and easy maintenance. Tenants and owners alike will love being within walking and golf cart distance of Plant Street dining, boutique shopping, local breweries, the West Orange Trail, and the Saturday Farmers Market, while enjoying quick commuter access to SR-429, SR-50, and the Florida Turnpike. Modern, high-cash-flow multi-door assets in this prime Winter Garden corridor are exceptionally rare. Schedule your private showing today.

402 E Maple Street, Winter Garden

11929 Shine View Lane, Winter Garden
$893,021
4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Seacliff. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11929 Shine View Lane, Winter Garden

11397 Bourbon Rose Circle, Winter Garden
$840,000
4 Beds ⋅ 4 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Covered Lanai | 3-Car Garage. New Construction - November Completion! Welcome to the Bainbridge at 11397 Bourbon Rose Circle in Esplanade at McKinnon! This thoughtfully designed single-story home offers four bedrooms, three-and-a-half bathrooms, a dedicated study, and a spacious open-concept layout. At the heart of the home, the gourmet kitchen features a large island overlooking the dining area and great room, creating the perfect space for entertaining. The private primary suite is tucked away at the rear of the home and includes a spa-inspired bathroom and expansive walk-in closet. Two secondary bedrooms share a bath near the front of the home, while a private bedroom suite offers added flexibility for guests. Elegant tray ceilings, crown molding, and 8-foot interior doors enhance the home's appeal, while the covered lanai extends the living space outdoors. Additional Highlights Include: powder bath in place of storage. Photos are for representative purposes only. MLS#O6444985 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11397 Bourbon Rose Circle, Winter Garden

11875 Shine View Lane, Winter Garden
$882,191
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11875 Shine View Lane, Winter Garden

144 Tildenville School Road, Winter Garden
$899,900
3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

3292 Windbeam Court, Winter Garden
$899,000
3 Beds ⋅ 4 Baths ⋅ Estates At Lakeview Preserve SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional Winter Garden residence where refined finishes, thoughtful upgrades, and effortless indoor-outdoor living come together beautifully. Ideally situated in the Estates at Lakeview Preserve, 3292 Windbeam Ct. offers an elevated lifestyle in a beautifully appointed home designed for both everyday living and entertaining. Meticulously maintained and enhanced with nearly $75,000 in upgrades, this residence showcases sophisticated design and exceptional attention to detail throughout. Restoration Hardware lighting, custom millwork, elegant window treatments, plantation shutters, and high-end finishes create a cohesive, polished aesthetic. Beautiful wood-look tile flooring and crown molding flow throughout the main living areas, while custom wall accents in the family room add warmth and architectural character. The stunning Restoration Hardware lighting collection makes an immediate impression, from the dramatic entry chandelier and kitchen pendants to the living and dining room chandeliers, primary bedroom chandelier, and custom picture lighting. The beautifully appointed kitchen combines style and functionality with Statuario quartz countertops and upgraded 42-inch soft-close cabinetry, creating an inviting space for gathering. The luxurious primary suite is a true retreat, featuring a custom Closets by Design walk-in closet and an impressive spa-inspired super shower. A second closet connects directly to the laundry room and is outfitted with upgraded cabinetry, countertops, and sink for exceptional organization and convenience. A versatile enclosed flex room provides the perfect setting for a private home office, study, or additional living space. The split-bedroom floor plan offers generously sized secondary bedrooms, each featuring its own ensuite bath. Pocket sliding doors seamlessly open to the oversized screened-in lanai, extending the living space outdoors and creating an ideal setting for morning coffee, relaxed evenings, or entertaining guests. The outdoor living area features a custom screen enclosure, and plumbing for your new outdoor kitchen, while the fully enclosed yard provides added privacy and functionality. Additional exterior and garage enhancements include gutters, and an epoxy-finished garage floor. Further upgrades include a Puragain whole-house water filtration system with reverse osmosis drinking water, adding comfort and convenience to an already exceptional home. The Estates at Lakeview Preserve is a private section featuring spacious 70-foot homesites and three-car garages, while residents enjoy access to the exceptional amenities of Lakeview Preserve, including a resort-style pool, playground, fitness center, kayak launch, and community dock with access to Johns Lake. Every detail has been thoughtfully selected and beautifully executed, offering the next owner a truly move-in-ready home with an impressive collection of upgrades in one of Winter Garden’s desirable communities. Don’t miss the opportunity to make this exceptional residence your own!

3292 Windbeam Court, Winter Garden

150 Hammock Preserve Loop, Oakland
$879,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Some homes simply sit in a neighborhood. This one feels like it belongs there. Welcome to 150 Hammock Preserve Loop, a 2023 Rockwell Homes residence tucked into the heart of Oakland Park, where the front porch looks out toward mature oak trees and the best parts of the Winter Garden lifestyle are never far from home. Step inside and you’re immediately greeted by a dedicated office to the left of the entry, creating the perfect work-from-home space while keeping it separate from the main living areas. Throughout the home, thoughtful custom updates give each space a personality of its own. The primary suite is conveniently located on the main floor, while the additional bedrooms and spacious loft are upstairs, creating a layout that offers both separation and flexibility. A rare three-car garage provides the extra space that can be difficult to find in Oakland Park, whether you need room for vehicles, golf carts, bikes, storage, or all of the above. Out back, the generous yard offers plenty of room to create your own outdoor retreat, including space for a future pool. But what makes this home especially difficult to replicate is everything beyond the front door. Oakland Park is one of Winter Garden’s most sought-after communities for a reason. Tree-lined streets, front porches, parks, playgrounds, two resort-style community pools, a clubhouse, dog park, waterfront spaces, and miles of trails create a neighborhood designed to actually be enjoyed. Hop on your bike and connect to the West Orange Trail, or grab the golf cart and head toward Downtown Winter Garden for a morning at the Farmers Market, drinks at Crooked Can, dinner along Plant Street, boutique shopping, community events, and everything surrounding Plant Street Market. Here, weekends can start with coffee on the front porch beneath the oaks, turn into an afternoon by the pool or on the trail, and end with a golf cart ride into Downtown Winter Garden. Built in 2023, filled with custom touches, complete with a dedicated office, rare three-car garage, and a backyard ready for what comes next, 150 Hammock Preserve Loop offers more than a beautiful home. It offers the Oakland Park lifestyle that makes this neighborhood so special.

150 Hammock Preserve Loop, Oakland

5416 Golden Apple Drive, Winter Garden
$900,000
5 Beds ⋅ 4 Baths ⋅ Wincey Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 5416 Golden Apple Dr, an exceptional 5-bedroom, 3.5-bath home in WINCEY GROVES, just moments from the heart of Hamlin. The experience begins at the UPGRADED DECORATIVE-GLASS FRONT DOOR, opening to warm wide-plank flooring, statement lighting, clean architectural details, and a contemporary staircase with black metal accents. Continue into the main living space and the home’s personality really comes through. A dramatic CUSTOM WOOD-SLAT MEDIA WALL WITH BUILT-IN CABINETRY anchors the room, while the open kitchen brings everyone together around an expansive island with stone countertops, abundant cabinetry, stainless steel appliances, and modern pendant lighting. Throughout the home, DESIGNER LIGHT FIXTURES, CUSTOM MILLWORK, BUILT-INS, AND MOTORIZED WINDOW TREATMENTS elevate the spaces well beyond standard builder finishes. Behind the scenes, an ALEXA-INTEGRATED SMART HOME SYSTEM provides convenient control of multiple connected features throughout the residence. The floor plan is equally thoughtful, with the PRIMARY SUITE AND MAIN BEDROOMS LOCATED DOWNSTAIRS for comfortable everyday living. Even the primary suite has something unexpected—a CONCEALED ENTRY DOOR that blends discreetly into the wall before opening to an oversized retreat with a bay-window sitting area overlooking the pool and custom walk-in closets. Upstairs feels like its own private destination, featuring a GUEST BEDROOM, FULL BATH, AND EXPANSIVE BONUS LIVING AREA WITH A BUILT-IN BEVERAGE CENTER, WINE COOLER AND MINI REFRIGERATOR—perfect for overnight guests, extended family, movie nights, a game room, or simply having an entire second living space away from the main level. Then the experience moves outside. MOTORIZED RETRACTABLE SCREENS allow the covered lanai to transition from open-air living to a screened retreat at the touch of a button, overlooking a HEATED SALTWATER POOL, expansive paver deck, tropical landscaping, and fully fenced backyard. And when evening arrives, DISNEY FIREWORKS LIGHT UP THE HORIZON from the comfort of your own backyard. The location completes the picture, with HAMLIN TOWN CENTER APPROXIMATELY ONE MILE AWAY and convenient access to dining, shopping, entertainment, SR-429, Horizon West, Walt Disney World, and everything the Winter Garden area has to offer. At 5416 Golden Apple Dr, it isn’t one upgrade that makes the difference—it’s how thoughtfully everything has been brought together. Schedule your private showing and experience it for yourself.

5416 Golden Apple Drive, Winter Garden

14961 Lebeau Loop, Winter Garden
$899,000
4 Beds ⋅ 4 Baths ⋅ Wnding Bay Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful two-story single-family home located in the desirable Winter Garden area. Featuring 4 bedrooms and 3.5 bathrooms, this residence combines generous living spaces with a comfortable and functional floor plan designed for everyday living and entertaining. The well-planned layout creates a natural flow throughout the home, with spacious living areas that provide plenty of room to relax, gather, and enjoy time with family and guests. The two-story design provides excellent separation between common living spaces and private areas, creating both convenience and privacy. Generously sized bedrooms provide flexibility for a variety of needs, including guest accommodations, a home office, or additional living space. With 3.5 bathrooms, the home provides added convenience for residents and visitors alike. Located in Winter Garden, this property enjoys convenient access to shopping, restaurants, entertainment, major roadways, and the many recreational destinations throughout Central Florida. The location provides easy connectivity to surrounding communities while maintaining the residential atmosphere that makes Winter Garden such a sought-after area. With its spacious layout, four-bedroom configuration, and desirable location, this home is a wonderful opportunity for those looking for comfort, functionality, and convenience in Winter Garden. Schedule your private showing today and experience everything this residence has to enjoy.

14961 Lebeau Loop, Winter Garden

1016 Catori Road, Oakland
$800,000
4 Beds ⋅ 4 Baths ⋅ Hull Island/Oakland Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 4-bedroom, 3.5-bath home offering stylish upgrades and exceptional indoor-outdoor living in the charming Town of Oakland. From the inviting covered entry and brick-paver driveway to the bright, open interior, every space has been thoughtfully designed for comfortable everyday living and effortless entertaining. The impressive kitchen features abundant cabinetry, expansive countertops, stainless-steel appliances, a natural gas cooktop, built-in oven and microwave, subway-tile backsplash, and an oversized center island with generous seating. Fabulous pantry features custom shelving and refrigerator. The kitchen flows seamlessly into the spacious living area, highlighted by a dramatic floor-to-ceiling accent wall with a sleek electric fireplace and built-in cabinetry. The formal dining room offers soaring ceilings, abundant natural light, and an elegant statement fixture. The spacious first-floor primary suite provides a peaceful retreat with a tray ceiling and a luxurious ensuite bathroom featuring a large glass-enclosed shower, separate soaking tub, dual-sink vanity, huge walk-in closet and distinctive designer finishes. Upstairs, you will find three additional bedrooms and a versatile bonus room—perfect for a home office, media room, playroom, or additional gathering space. One of the upstairs bedrooms includes a private ensuite bathroom, providing an ideal arrangement for guests. Sliding glass doors open to a private, screened outdoor oasis featuring an extended brick-paver patio, covered dining space, multiple conversation areas, and a relaxing 8-person spa—perfect for enjoying Florida living throughout the year. A privacy fence enhances the peaceful backyard setting. Residents of Hull Island enjoy access to a community pool, dog park, playground, and picnic area. The neighborhood also offers convenient access to the Oakland Nature Preserve, 22-mile West Orange Trail, and downtown Oakland. Enjoy the town’s Thursday farmers market, Arts and Heritage Center, local coffee shop, and Speer Park, with vibrant downtown Winter Garden just minutes away. Conveniently located near major highways, theme parks, downtown Orlando, Orlando International Airport, restaurants, shopping, and hospitals, this exceptional Oakland home combines contemporary style, thoughtful design, and an outstanding Central Florida lifestyle. You're only an hours' drive to some of Florida's finest beaches. Schedule your private showing today!

1016 Catori Road, Oakland

285 Crystal Wood Drive, Winter Garden
$848,270
5 Beds ⋅ 4 Baths ⋅ Winter Grove SubDv. ⋅ 34787 Zip Code
Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Discover the perfect blend of luxury, comfort, and convenience in this stunning Mahogany Grand home. Thoughtfully designed for both everyday living and entertaining, this exceptional two-story residence offers 5 bedrooms, 4 full bathrooms, a loft, and a spacious 3-car garage. The open-concept living area seamlessly connects the gourmet kitchen, café, and gathering room, creating an expansive and inviting space. Soaring ceilings and an elegant tray ceiling enhance the sense of openness, while a large pocket sliding glass door extends the living space onto the covered lanai, filling the home with natural light and creating the perfect blend of indoor and outdoor living. At the heart of the home, the gourmet kitchen showcases stacked soft-close cabinetry, quartz countertops, and built-in Whirlpool stainless steel appliances, including a natural gas cooktop, range hood, and a refrigerator. Whether preparing everyday meals or hosting special gatherings, this kitchen is designed to impress. Privately situated in the back corner of the home, the spacious owner's suite offers a peaceful retreat and features an owner's suite extension, providing additional space for a sitting area, fitness nook, workspace, or whatever best suits your lifestyle. The spa-inspired en suite bath includes a walk-in closet, linen closet, walk-in shower with a rain shower head, and a private enclosed water closet. Three additional first-floor bedrooms and two bathrooms provide comfort and privacy for everyone. Upstairs, enjoy an additional 709 square feet of flexible living space, complete with a generous loft, private fifth bedroom, and full bathroom, making it ideal for a media room, guest suite, home office, or multigenerational living. Completing the home is a spacious 3-car garage with ample room for vehicles, storage, and hobbies. Don't miss the opportunity to tour this exceptional home and experience everything it has to offer.

285 Crystal Wood Drive, Winter Garden

1707 Fullers Oak Loop, Winter Garden
$839,000
6 Beds ⋅ 4 Baths ⋅ Fullers Oak SubDv. ⋅ 34787 Zip Code
Come view this beautiful new Meritage UPGRADE home in FULLERS OAKS at the corner lot and big back yard you can build your dream pool . Perfect opportunity for you to own and enjoy a beautiful energy-efficient home all year long. This home is a SIX -bedroom, four-bath, three-car garage p with lots of natural lighting.a The floor plan includes a gourmet kitchen, granite countertops, a huge walk-in pantry, The beautiful kitchen also includes stainless steel appliances and 42-inch designer cabinetry with crown molding. Also, on the first floor, you will find an oversized office/bonus room and a guest bedroom with a separate full bath. You will love the huge master suite located on the second floor, featuring granite vanities, a glass walk-in shower, garden tub, separate toilet room and a huge walk-in closet. On the second floor, you will love the other three bedrooms, each with huge walk-in closets, two large walk-in closets in the hallway, which gives you plenty of space for everything you own and a huge media room that will be great for family movie night. The possibilities in this home are endless, something you will not want to miss.cAllister Landing is Located just a few minutes from the shops, restaurants and entertainment in Historic Downtown Winter Garden, McAllister Landing offers lakeside living in large, beautiful homes. Community amenities will include a dock on Lake Apopka, parks and walking trails. it is short drive to winter garden village and 5 min to turnpike , at winter garden but without winter garden rush hour traffic 25 min from downtown , 20 min from Maitland come see it yourself

1707 Fullers Oak Loop, Winter Garden

166 Hammock Preserve Loop, Oakland
$850,000
4 Beds ⋅ 4 Baths ⋅ Oakland Parkb-3 SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Under Construction. Rare opportunity to finish a custom AR Homes "Carrabelle" build exactly the way you want it - priced to reflect its current stage. 166 Hammock Preserve Loop is roughly three-quarters complete: framing, block construction, roof, windows, and drywall are in, and the home is currently paused at that stage. What's left is the fun part - flooring, cabinetry, fixtures, paint, and finishes - which means the next owner gets to select every surface in a 3,186-square-foot, four-bedroom, four-bath custom home instead of settling for someone else's choices. The Carrabelle plan delivers a two-story, open-concept layout on a 6,914-square-foot corner homesite in Oakland Park: a first-floor guest suite and flex room, a dramatic 21-foot foyer, an open kitchen and great room with decorative beams, a covered lanai and cabana with an open-air courtyard and fireplace, and a second-floor primary suite with a spa-style bath and walk-in closet. A three-car garage and an optional suite above it round out the plan. Full floor plan available on request. Sold AS IS. The original building permit has expired and is disclosed; a buyer will need to re-permit to resume construction. AR Homes has provided an itemized estimate to complete the home - available to serious buyers - along with the original plan set and specifications, so you're not guessing at scope. This is a straightforward, priced-to-reflect-its-stage opportunity for a buyer (or a buyer working with their own GC) who wants a real custom home in Oakland Park without paying new-construction-complete pricing for it. Located in the sought-after Oakland Park community, with tree-lined streets, walking trails, and community events, close to downtown Winter Garden's shops and dining. Cash, conventional, or construction/renovation financing. Buyer and buyer's agent to verify all information including HOA details, permit status, and completion costs. Seller makes no representations or warranties regarding the condition or completeness of existing work.

166 Hammock Preserve Loop, Oakland

144 Tildenville School Road, Winter Garden
$899,900
34787 Zip Code
The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden

402 E Maple Street, Winter Garden
$825,000
6 Beds ⋅ 6 Baths ⋅ East Garden Manor Add 03 Rep SubDv. ⋅ 34787 Zip Code
SIGNIFIGANT PRICE REDUCTION- SELLER IS MOTIVATED! RARE DUAL-RESIDENCE PROPERTY | NO HOA | MINUTES TO DOWNTOWN WINTER GARDEN Built in 2021 on a prime corner lot, this custom property features two complete attached residences under one roof. Designed for maximum privacy, each home faces a separate street, featuring its own street address, private covered front porch, and dedicated 2-car garage (4 garage spaces total). Ideal for house-hacking, multi-generational living, or long-term dual-rental income. --- KEY PROPERTY SPECS: Total Living Space: 2,876 heated sq ft Total Bed / Bath: 6 Bedrooms | 4 Full Baths | 2 Half Baths Layout: Identical two-story layouts (3 Beds / 2.5 Baths per side) Parking: 4 total garage bays (2 attached 2-car garages) + separate driveways Year Built: 2021 (Block construction, double-pane windows, zoned HVAC) HOA: None — no monthly fees, no restrictive rental caps --- THE RESIDENCES: Wilson Street Unit: Upgraded with luxury vinyl plank flooring, open-concept living, and an upgraded kitchen featuring stone countertops, gas cooking, and French doors leading out to patio space. Upstairs holds a primary suite with walk-in closet and private bath, plus two guest bedrooms and a second full bath. Maple Street Unit: Turnkey and low-maintenance with clean tile and durable laminate flooring. Features an open living/dining layout, powder bath on the main floor, and 3 bedrooms with 2 full baths upstairs. --- THE LOCATION: Minutes to Historic Downtown Winter Garden, Plant Street dining, breweries, and the award-winning Farmers Market Direct proximity to the West Orange Trail Quick access to SR-50, the 429, and Florida’s Turnpike for easy Central Florida commutes Live in one side and offset your mortgage with the other, keep extended family next door, or rent both for strong cash flow. Contact us today to schedule your private tour!

402 E Maple Street, Winter Garden

13112 Dendy Way, Winter Garden
$825,000
5 Beds ⋅ 4 Baths ⋅ Horizon Isle SubDv. ⋅ 34787 Zip Code
Welcome to luxury living in the heart of Horizon West! This stunning Santa Fe floorplan by K. Hovnanian Homes perfectly blends rustic charm with modern elegance, offering space, privacy, and an unbeatable location. Step inside to a bright, airy main living space featuring dramatic vaulted ceilings accented by rich wooden beams and seamless, carpet-free flooring—sleek tile flows throughout the main level, while high-end Luxury Vinyl Plank (LVP) spans the second floor. A designer farmhouse aesthetic carries through the gourmet kitchen and bathrooms, blending timeless style with everyday functionality. The main floor features a peaceful primary suite with a spa-like ensuite bath complete with a standalone soaker tub and separate shower, as well as a massive second guest bedroom with a stylish barn door entrance that works perfectly as a private suite or home office. Upstairs, a spacious loft offers a flexible secondary living area alongside three generously sized bedrooms and two full bathrooms. Outside, the covered lanai overlooks a peaceful, open grassy field, delivering ultimate backyard privacy with no rear neighbors. Positioned just down the street from the shopping, dining, and entertainment of Flamingo Crossings, minutes from Walt Disney World, and within walking distance to the brand-new Ovation Elementary School right outside the neighborhood, this home offers the ideal combination of high-end design, privacy, and everyday convenience. Schedule your private tour today!

13112 Dendy Way, Winter Garden

14776 Magnolia Ridge Loop, Winter Garden
$839,900
4 Beds ⋅ 4 Baths ⋅ Orchard Hills Ph 3 SubDv. ⋅ 34787 Zip Code
Welcome to your Dream home with a private Pool, located in Orchard Hills Community! This stunning residence perfectly blends elegance, comfort, and functionality in Winter Garden's most sought-after neighborhoods. This home offers 4 bedrooms, 3 full bathrooms, and a 1/2 pool bath bath with a bonus /flex room off of the kitchen and thoughtfully designed living spaces ideal for both everyday living and entertaining. A beautifully appointed gourmet kitchen, complete with a large island, elegant granite countertops, and ample cabinetry. The kitchen seamlessly flows into the expansive open-concept living and dining areas, creating the perfect setting for gatherings with family and friends. A charming front porch welcomes you and provides the perfect place to relax. Step through the sliding glass doors and discover your own private outdoor retreat. The backyard features a spectacular covered gourmet outdoor living area and a beautiful private pool, offering the ideal space for entertaining, relaxing, and enjoying year-round outdoor living. Living in Orchard Hills means enjoying an exceptional lifestyle with resort-style amenities, including a clubhouse, fitness center, resort-style swimming pool, dog park, playgrounds, walking trails, and community events throughout the year. Ideally located, this home is just minutes from Hamlin Town Center, Winter Garden Village, top-rated schools, shopping, dining, grocery stores, and major highways, including SR-429 making this Central Florida residence such a desirable place to live.

14776 Magnolia Ridge Loop, Winter Garden

12728 Charmed Drive, Winter Garden
$819,900
5 Beds ⋅ 5 Baths ⋅ Waterleigh Phases 4b And 4c SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. **Highly Motivated Seller ** 2024 CONSTRUCTION • FIRST-FLOOR BEDROOM & FULL BATH • NO CARPET • SCHOOLS APPROXIMATELY 0.2 MILES AWAY • MINUTES FROM DISNEY• WHOLE HOUSE WATER SOFTENER•TESLA CHARGER•REVERSE OSMOSIS IN THE KITCHEN.Welcome to this beautifully designed Torrey floor plan in the sought-after Waterleigh community! This two-story, all-concrete-block-construction home offers 5 bedrooms and 4.5 baths across an open-concept layout built for everyday living and entertaining. A welcoming front porch leads into a foyer flanked by a formal dining room and butler's pantry. The gourmet kitchen features a large island with built-in sink and dishwasher, a walk-in pantry, stainless steel appliances, and a reverse osmosis water filtration system, and overlooks the casual dining area, family room, and outdoor lanai. Hard flooring run throughout the entire first level. Also on the first floor is a bedroom with a full bath — perfect for guests or multigenerational living — plus a convenient powder bath. A whole-house water softener keeps water quality consistent throughout the home, and the garage features a Tesla charger installed by licensed professionals. Upstairs, a loft area connects all four additional bedrooms, including a spacious primary suite with a walk-in closet and ensuite bath featuring a double vanity and separate toilet area. The second-floor laundry room adds everyday convenience, and a Smart Home technology package offers remote and in-home control. Waterleigh's HOA covers professional lawn maintenance and full landscaping care, so residents can truly enjoy a low-maintenance lifestyle. Amenities include two clubhouses with fitness centers, four resort-style pools, a 6-hole mini golf course, tennis/pickleball courts, dog parks, a community garden, walking trails, and an observation pier on Hickory Nut Lake — plus a lifestyle director coordinating community events. Schedule your private showing today!

12728 Charmed Drive, Winter Garden

17418 Honeybell Tangelo Court, Winter Garden
$835,000
4 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Near Walt Disney World Theme Parks! Welcome to the Eliot plan, a luxurious new home offering a perfect blend of elegance, comfort, and functionality with 4 spacious bedrooms, 3.5 bathrooms, and an expansive loft and home office area. This home features a stunning exterior design and is designed to enhance both style and livability, showcasing a covered front porch and a covered backyard lanai - perfect for outdoor relaxation and entertaining. Step into the extended entryway, which leads to a versatile home office area, offering the perfect space for productivity or leisure. The heart of this home is the chef-inspired kitchen, complete with a large island and premium stainless-steel appliances, including an electric cooktop, built-in oven/microwave combo, dishwasher, and vent hood. The luxurious primary suite is located on the first floor for ultimate convenience and privacy. It features a dual-sink vanity, ceramic tile flooring, and a ceramic tile shower with a glass enclosure. Additional touches include Delta faucets, a stylish lighting package, a walk-in closet, and towel bars for added functionality. Upstairs, the three secondary bedrooms each feature walk-in closets, providing plenty of storage space. The secondary bathroom includes ceramic tile flooring, a ceramic tile tub/shower surround, Delta faucets, a lighting package, and towel bars, ensuring both comfort and style for family and guests. This new home also boasts energy-efficient construction with dual-pane energy-efficient windows, a full landscaping package, and a garage door opener for added convenience. Additional features include an 8-foot front door, upgraded flooring throughout, ample storage closets, and a new home warranty for peace of mind. Call today to schedule your showing!!

17418 Honeybell Tangelo Court, Winter Garden

2716 Gorst Rd, Winter Garden
$859,000
5 Beds ⋅ 5 Baths ⋅ Stoneybrook West Ut 4`` SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to 2716 Gorst Rd, a spacious 5-bedroom, 5-bathroom pool home in the sought-after StoneyBrook West community in Winter Garden, offering beautiful water views from the screened-in private pool and an inviting Florida outdoor setting perfect for relaxing, entertaining, and enjoying year-round outdoor living. Inside, the home offers a spacious and flexible floor plan with five bedrooms and five full bathrooms, including multiple bedrooms with private en-suite baths. The kitchen features a center island and opens to the family room, providing a comfortable and functional space for everyday living and entertaining. Major highlights include a new roof installed in 2025 and a spacious three-car garage. School assignments include Whispering Oak Elementary, SunRidge Middle School, and West Orange High School. School assignments should be independently verified with Orange County Public Schools. Located in the StoneyBrook West golf community, this home offers a great combination of space, water views, outdoor living, community amenities, and convenient access to shopping, dining, entertainment, major highways, and the many attractions and conveniences of Winter Garden. With water views, a private pool, five bedrooms, five full bathrooms, and a three-car garage, this home offers an exceptional opportunity to enjoy the Winter Garden lifestyle.

2716 Gorst Rd, Winter Garden

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