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$469,000
4 Beds 2 Baths Wintermere Pointe SubDv. 34787 Zip Code
Opportunity Awaits – 4 Bedroom Pool Home in a Prime Location! Welcome to this spacious 4-bedroom, 2-bath home tucked away on a quiet dead-end street in a highly desirable neighborhood. As you enter the home, you will find a generous open floor plan and a beautiful kitchen. The primary bedroom features an en suite bathroom with a double vanity, separate shower and garden tub. Step out to a large enclosed patio and a fully fenced backyard featuring a private pool- perfect for relaxing or entertaining. There’s also an additional fenced-in area, ideal for pets, gardening, or creating your own outdoor retreat. Conveniently located just minutes from shopping, dining, and everyday essentials, you'll love the balance of peaceful living and easy access to everything you need. With your personal touch, this property can truly shine and become your dream home or a fantastic investment opportunity. Schedule your showing today!

2031 Wintermere Pointe Drive, Winter Garden

$675,000
3 Beds 3 Baths Oakland Park SubDv. 34787 Zip Code
Move-in ready 3-bedroom, 2.5-bathroom single-family home in the Oakland Park community of Winter Garden, Florida. Built in 2022, turnkey condition, full appliance package included, and a low-maintenance 0.05-acre homesite designed for connected daily living without the upkeep. Oakland Park is one of those Winter Garden communities people move to on purpose. Tree-lined streets, walkable sidewalks, and a thoughtfully planned layout keep daily essentials, dining, and recreation close, while the neighborhood itself still feels calm and connected. Morning coffee runs, evening walks, and simple daily rhythms all find an easy place here. Opening the door to 936 Kylee Alley, there's an immediate sense of ease. Natural light carries across the main level as the entry gives way to connected living, dining, and kitchen spaces, creating a layout that works the way life actually happens. With approximately 1,614 square feet of heated living space, this two-story single-family home is scaled for real life. Room to gather, room to retreat, and a layout that stays connected without feeling crowded. The kitchen features white shaker cabinets, quartz countertops, a kitchen island with bar seating, black pendant lighting, and stainless steel appliances including a refrigerator, range, built-in oven, microwave, and dishwasher. The open dining area sits adjacent with a sputnik-style chandelier and large windows filling the space with natural light. Hardwood-style flooring runs through the main level. Upstairs, all three bedrooms including the primary suite are grouped together, creating a quieter, more private living area away from the main floor. The primary suite includes a walk-in closet, double vanity, and a tiled shower. A shared full bathroom serves the two additional bedrooms. The upstairs laundry room with washer and dryer included keeps the daily routine on one level. Carpeted bedrooms and ceiling fans throughout add comfort. The private courtyard-style patio offers outdoor entertaining space. Scaled for morning coffee, evening drinks, or a few favorite plants without the yard work. The attached two-car garage and compact lot reinforce the low-maintenance lifestyle this Oakland Park home is designed to support. Located in Oakland Park in Winter Garden, this home provides convenient access to downtown Winter Garden, the West Orange Trail, Hamlin Town Center, SR-429, and SR-50. The Florida Turnpike, Orlando's theme parks, and the broader Central Florida corridor are all within reach. Shopping, dining, and commuter routes sit close by in a well-maintained, association-managed community. If you are looking for a move-in ready single-family home with 2022 construction, a practical two-story layout, and a connected Winter Garden lifestyle, 936 Kylee Alley in Oakland Park is best experienced in person. Winter Garden, FL 34787. Schedule your private showing today or request additional details to take the next step.

936 Kylee Aly, Winter Garden

$750,000
5 Beds 3 Baths Waterside/Johns Lk-Ph 2b SubDv. 34787 Zip Code
Stunning lake-view home in Waterside at Johns Lake, overlooking Lake Avalon in Winter Garden! This spacious 5-bedroom, 3-bath residence offers 3,196 sq ft of open-concept living with a desirable downstairs primary suite featuring a spacious, well-appointed bathroom along with a customized walk-in closet. A second downstairs bedroom is paired with a beautifully RECENTLY renovated full bath showcasing a newly upgraded walk-in shower—ideal for guests or multi-generational living. Step inside to a welcoming entry that opens to a versatile sitting area—perfect for a home office or library—leading into a large family room, dining area, and well-appointed kitchen with natural gas range—perfect for entertaining. Enjoy the clean, modern feel of a completely carpet-free interior with durable vinyl flooring throughout the main living areas. The highlight of this home is the oversized screened lanai, perfectly positioned to capture serene Lake Avalon views—an ideal space for morning coffee, outdoor dining, or relaxing sunset evenings. Upstairs features a versatile loft, three additional bedrooms, and a full bath. Residents of Waterside at Johns Lake enjoy resort-style amenities including a lakeside pool, clubhouse, fitness center, scenic walking trails, playground, and community dock. Conveniently located just minutes from Winter Garden Village with easy access to 429, Florida’s Turnpike, downtown Orlando, theme parks, and Orlando International Airport.

17326 Bal Harbour Drive, Winter Garden

$515,000
4 Beds 3 Baths Silverleaf Reserve/Hamlin Ph 2 SubDv. 34787 Zip Code
Built in late 2024, this like-new home is located in the sought-after Silverleaf Reserve at Hamlin! This beautifully designed two-story residence features 4 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, with a charming garden view and ample parking. Thoughtfully upgraded throughout, the home showcases a gourmet kitchen with a built-in oven and microwave, vented hood, stainless steel appliances, and 42” cabinetry. The first floor features luxury vinyl flooring, combining style and durability. The open-concept layout seamlessly connects the kitchen, dining area, and great room, creating a functional and inviting living space. Upstairs, a versatile loft provides additional flexible living space. The spacious primary suite includes an oversized walk-in closet, dual vanities, and a walk-in shower. On the opposite side of the loft, you’ll find three additional bedrooms, a full bathroom, and a conveniently located laundry room. Silverleaf Reserve at Hamlin features future amenities including a resort-style pool, walking trails, and a playground. Ideally located in the heart of Winter Garden, with easy access to top-rated schools, shopping, dining, and entertainment. Hamlin Elementary and Middle School are approximately 1 mile away.

4878 Coral Bean Alley, Winter Garden

$900,000
4 Beds 4 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
Winter Garden’s finest — a spacious 4-bedroom, 3.5-bathroom home with a 3-car garage, pool, outdoor kitchen, and breathtaking pond views. This exceptional home is filled with custom upgrades throughout, including custom beams, a striking stone entry wall, built-in dining seating, an expanded drop zone with additional cabinetry, and a custom bar area complete with a wine refrigerator. The gourmet kitchen features 42-inch white cabinets, stainless steel appliances, a large farmhouse sink, and an oversized pantry/storage area. A first-floor den/office offers the perfect flex space for work or relaxation. Upstairs, the primary suite is a true retreat with a custom-designed bath, wood-trimmed tray ceiling, private balcony overlooking the pond, and custom built-ins in the walk-in closet. The adjacent bedroom has been transformed into a dream walk-in closet with shoe storage and a lighted vanity, but can easily be converted back into a bedroom upon request. Two additional bedrooms complete the second floor, including one with its own private ensuite, while the open loft with custom beams creates the perfect setting for a cozy movie night. A second-floor laundry room adds everyday convenience. Step outside into your private resort-style oasis, featuring stunning pond views, a tongue-and-groove stained ceiling, built-in seating, and a fully equipped outdoor kitchen with sink, grill, pizza oven, refrigerator, and stainless hood. The heated UV-filtered pool, connected to the home’s water softener system, is enhanced by a beautiful stone waterfall. A sauna and cold plunge complete this extraordinary outdoor retreat — truly an at-home resort experience. Lush landscaping surrounds the patio and pool area, creating a tropical and private escape, complemented by thoughtfully added rock garden beds and light paver stone walkways along the side of the home that enhance both beauty and functionality. Beyond the pond, a wooded area owned by Disney provides a protected natural backdrop that will never be developed, preserving both privacy and tranquility. The 3-car garage is equally impressive with custom built-ins, overhead storage racks, and a metallic epoxy floor. New exterior painting is currently in progress. Life here extends beyond the home. Morning walks along tree-lined sidewalks, friendly neighbors, nearby parks, and resort-style community amenities create a rhythm that feels both relaxed and vibrant. Residents enjoy access to a resort-style pool, oversized cabana, sports fields, playground, sidewalks, and two dog parks. Located in an area known for top-rated schools, with convenient access to shopping and dining, and just minutes from Walt Disney World Resort, this home perfectly blends Central Florida convenience with the feeling of being tucked into something truly special. More than a house — this is a place to settle in, build memories, and truly feel at home in Winter Garden.

15324 Gilligan Court, Winter Garden

$235,000
1 Beds 1 Baths Southern Pines Condo SubDv. 34787 Zip Code
Welcome to Southern Pines in the heart of Winter Garden. This well-maintained 1-bedroom, 1-bath upper-level condo offers a bright and functional layout with abundant natural light. The kitchen features granite countertops, ample cabinetry, and a practical layout that connects to the living and dining areas, creating a comfortable flow for everyday living. The open layout and high ceilings help maximize the space and give the unit an airy feel. The bedroom is comfortable and well-sized, offering a quiet and private retreat. This unit also includes an attached 1-car garage and additional storage, a valuable feature within the community. Southern Pines is a gated community with resort-style amenities including a pool, fitness center, tennis courts, basketball, racquetball, sand volleyball, playground, and clubhouse. The HOA covers lawn care, water, cable, and internet for added convenience. Ideally located near Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail, with easy access to SR-429, Florida Turnpike, SR-408, and SR-50. Daily conveniences are just minutes away, including Publix (approx. 3 minutes) and Costco (approx. 8 minutes). Make this property your home today.

131 Southern Pecan Circle Unit 201, Winter Garden

$765,000
4 Beds 4 Baths Reserve/Carriage Pointe Ph 1 SubDv. 34787 Zip Code
Under contract-accepting backup offers. Virtually Staged. Welcome to 15558 Sandfield Loop, a refreshed residence offering a turn-key lifestyle within one of Winter Garden’s most exclusive and hard-to-find GATED community. This house has been freshly updated from top to bottom, including new interior and exterior paint that makes the whole place feel brand new. The first thing you'll notice when you walk in is the massive, two-story high ceiling in the living area—it brings in tons of natural light and gives the home a great, airy feel. The kitchen has been fully redone with modern two-tone cabinets and beautiful quartz countertops. Throughout the home, you will find fresh paint and new flooring that perfectly complement the contemporary aesthetic. Situated within a highly-rated school zone, this MOVE IN READY property combines the security of a premier gated community with grand architectural features and stylish updates.

15558 Sandfield Loop, Winter Garden

$1,175,000
5 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Unique Opportunity to Enjoy an Outdoor PARADISE with STUNNING LAKE, CONSERVATION & SUNSET Views! The HOA is Allowing Docks on these Special Lots – Relax, Fish or Kayak! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage. The OUTDOOR LIVING Space is SPECTACULAR - $200,000 to Duplicate! Generous COVERED Patio PLUS additional Covered CABANA SPACE is 34 FEET LONG! DELUXE Heated POOL and SPA with Upgraded Pavers, PANORAMIC SCREEN, Large SUN SHELF with Bubblers, PEBBLETEC Surface, Mosaic Accent Tile, SALT SYSTEM, LED Lights and FULLY AUTOMATED SYSTEM for Chemicals! PLUS Ledge Loungers and Basketball Hoop are Included! This MODEL PERFECT Home has a GOURMET KITCHEN with 42” Cabinets, Large Island with QUARTZ COUNTERS, Upgraded Subway Tile Backsplash, NEW PENDANT LIGHTS, Large SINGLE SINK, SS APPLIANCES including BUILT-IN OVEN and COOK TOP with VENT HOOD and FRENCH DOOR Refrigerator. ! Large Pantry and Butler Pantry add Storage! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with CUSTOM CLOSET has a Bath that Features DOUBLE Vanities, OVERSIZED SHOWER and Garden Tub. FLEX Space can be Dining Room, Office or Living Room. Convenient Powder Bath and FULLY Remodeled Laundry Room with Cabinetry, Utility Sink and RO Water System Complete the First Floor. Entire First Floor has WOOD PLANK Porcelain Tile, 8’ Doors and 5 ¼ Molding. Stairs are Engineered Wood with Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK IN Closets – but Bedroom 3 has a CUSTOM CLOSET. Bedrooms 2 and 3 share Full Bath 2 and Bedrooms 4 and 5 Share a Jack-and-Jill Bathroom. These Owners Thought of Everything! Paver Path to Store Trash Bins, Gutters with LEAF GUARD, Salt Free Water Filtration System, Custom Valances, Interior Painted with QUALITY paint, AC with Ultraviolet Sanitizing, Upgraded PRIVACY Landscaping, Garage with EPOXY FLOOR, Overhead Storage Racks and CUSTOM Storage System! Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX!

8978 Sonoma Coast Drive, Winter Garden

$399,000
3 Beds 3 Baths Hawksmoor-Ph 3 SubDv. 34787 Zip Code
Located in the desirable Hawksmoor community in Winter Garden, this well-designed two-story townhome offers a functional layout paired with clean, move-in ready finishes. The main level features a defined entry leading into a dining space that flows into a spacious kitchen equipped with granite countertops, stainless steel appliances, and an oversized island ideal for everyday use and entertaining. The kitchen opens directly to the gathering room, creating a natural connection between spaces while maintaining distinct areas. Just off the living area, a private paver courtyard provides a low-maintenance outdoor setting, perfect for relaxing evenings or hosting guests. Upstairs, the primary suite features a tray ceiling, generous layout, and a well-appointed en suite bath with dual sinks, granite counters, and a glass-enclosed shower. Two additional bedrooms offer flexibility for guests, a home office, or everyday living and share a full bath. Residents of Hawksmoor enjoy access to a clubhouse, community pool, splash pad, fitness center, playground, and a recreational field with full-sized soccer goal posts, enhancing the overall lifestyle experience. Conveniently located near shopping, dining, major roadways, and everything Winter Garden has to offer, this home delivers comfort, convenience, and a strong sense of community.

16209 Prairie School Drive, Winter Garden

$409,990
3 Beds 3 Baths Waterleigh Ph 3b 3c & 3d SubDv. 34787 Zip Code
Rare opportunity to own one of the largest townhome lots in the highly sought-after Waterleigh community in Horizon West. This beautifully maintained 3-bedroom, 2.5-bath IBIS model townhome, built in 2020, offers 1,568 sq ft of thoughtfully designed living space and sits on an oversized lot of approximately 4,100 sq ft — nearly double the lot size of many newer townhomes in the community. One of the most exceptional features of this property is the extended driveway with space for up to 6 vehicles, in addition to the 1-car garage — a rare and highly desirable feature among townhomes in Waterleigh, perfect for families and guests. Inside, the home features a bright open-concept layout with a modern kitchen, spacious living and dining areas, and abundant natural light throughout. Upstairs, you’ll find well-sized bedrooms, including a comfortable primary suite with walk-in closet and private bath. Step outside and enjoy the added outdoor space that truly sets this property apart — ideal for relaxing, entertaining, or simply enjoying extra privacy. Waterleigh offers resort-style amenities including multiple pools, clubhouse, fitness areas, parks, walking trails, and top-rated schools nearby, all within one of the fastest-growing areas of Horizon West.

16209 Admirals Cove Lane, Winter Garden

$347,500
3 Beds 3 Baths Tucker Oaks Bldg 5 SubDv. 34787 Zip Code
Welcome to this spacious 3 bedroom 2.5 bath home situated on a quiet cul-de-sac with no rear neighbors and low HOA in the highly desirable Winter Garden area! This well maintained property features an open and functional floor plan with generous living spaces and abundant natural light, ideal for both everyday living and entertaining. The kitchen offers ample cabinet and counter space, flowing seamlessly into the main living areas. The primary suite provides a comfortable retreat with a private bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy a private screened patio perfect for relaxing or hosting gatherings. Prime location, just minutes from everything Winter Garden has to offer! Conveniently located near shopping, dining, and entertainment with easy access to Highway 50 and the Florida Turnpike. Don’t miss this opportunity, schedule your private showing today!

15353 Oak Apple Court, Winter Garden

$940,000
6 Beds 4 Baths Cypress Reserve Ph 2 SubDv. 34787 Zip Code
Rare opportunity to own a 6-bedroom, 4,181 sq ft home with water views in Winter Garden's Cypress Reserve community. Built in 2019, this spacious residence sits on a premium homesite with expanded distance from neighboring properties, providing privacy rarely found in newer construction neighborhoods. The home features a gourmet kitchen with two oversized islands, ideal for entertaining and everyday living. The open-concept layout flows seamlessly into large living and dining spaces filled with natural light and scenic water views. With six bedrooms and 3.5 bathrooms, this home offers exceptional flexibility for multigenerational living, guest accommodations, or dedicated work-from-home spaces. Located just minutes from Downtown Winter Garden, residents enjoy easy access to award-winning restaurants, boutique shopping, the popular Winter Garden Farmers Market, and miles of outdoor recreation along the West Orange Trail. The property is also near the highly anticipated Tucker Ranch Park development, which will bring new green spaces, trails, and community amenities to the area. Homes offering over 4,000 square feet with water views in Winter Garden are rarely available, making this an exceptional opportunity in one of Central Florida’s most desirable communities.

14187 Jomatt Loop, Winter Garden

$430,000
3 Beds 3 Baths Watermark Ph 1b SubDv. 34787 Zip Code
Virtually Staged. PRICE REDUCTION - SELLER SAYS "BRING OFFERS" Experience the perfect blend of modern upgrades and an unbeatable location in this move-in-ready 3-bedroom, 2.5-bathroom home within the premier Watermark community. This residence has been meticulously maintained, boasting exterior paint (2023), a new garage lift (2024), and a brand-new water heater (2025). The home welcomes you with a huge covered front porch and an open-concept first level featuring tile flooring throughout, a chef-inspired kitchen with stainless steel appliances, rich cabinetry, and a breakfast bar. Upstairs, a versatile loft and convenient laundry room connect the primary suite to two generously sized guest bedrooms. Residents enjoy world-class community amenities including a resort-style pool, fitness center, tennis courts, and playground, all while being walking distance to the brand-new "The Mark" shopping center. Perfectly situated for families and commuters alike, zoned for Top Rated Schools, and just minutes from Hamlin Town Center, the 429 expressway, and Disney property. With alley-access parking and easy access to Winter Garden’s unique charm, this home offers the ultimate Horizon West lifestyle. Tour today! SOLAR PANELS ARE PAID IN FULL!

9355 Tyrella Pine Trail, Winter Garden

$850,000
4 Beds 3 Baths Winters Lndg Ph 01 A D F & G SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to your own private retreat in one of West Orange County’s most sought-after areas. This completely renovated 4-bedroom, 3-bathroom home offering 2,850 square feet of beautifully updated living space, with a new roof (2025), and drain field (2024), located in the heart of Oakland is just minutes from downtown Winter Garden. From the moment you step inside, you’ll appreciate the thoughtful design and elevated finishes throughout. This spacious home features a dedicated office, formal dining room, and formal living room—perfect for entertaining or creating flexible living spaces to fit your lifestyle. The open-concept layout seamlessly connects the kitchen and family room, complete with a cozy breakfast nook ideal for casual dining. The fully renovated interior showcases wood-look tile throughout the main living areas and plush carpet in all bedrooms. Shiplap accent walls and plantation shutters add warmth, character, and timeless charm. Each of the three bathrooms has been uniquely designed, offering its own distinct style and personality. Step outside to your private, fully fenced backyard that backs to a conservation area—ensuring no rear neighbors, ever. Enjoy peaceful views and added privacy in a serene natural setting. This home is less than a 2-minute walk to Oakland Avenue Charter School and sits within the highly desirable golf cart district of downtown Winter Garden—making it easy to enjoy local shops, dining, and community events. **Some of these photos have been virtually staged**

8 Winters Landing Drive, Oakland

$469,900
3 Beds 2 Baths Waterleigh Ph 3b 3c 3d SubDv. 34787 Zip Code
Unique financing opportunities make this Waterleigh home a standout. Buyers can take advantage of a 2-1 buy-down paid by the seller’s preferred lender for added affordability and potential monthly savings in today’s market. Plus, the sellers are now offering $5,000 in concessions! This beautifully maintained 3-bedroom, 2-bath home features a bright, open-concept layout designed for both everyday living and easy entertaining. The spacious kitchen is the heart of the home, complete with stainless steel appliances, a walk-in pantry, and a large center island. The private owner’s suite offers a relaxing retreat with a generous walk-in closet and en-suite bath. Located in highly sought-after Waterleigh in Winter Garden, this home offers the lifestyle buyers are looking for, with golf cart-friendly streets, resort-style amenities, breathtaking Disney fireworks views, and the added convenience of a pool and playground directly across the street. Two schools are also located within the community, making this location as practical as it is desirable. Schedule your private showing today!

16385 Admirals Cove Lane, Winter Garden

$975,000
5 Beds 5 Baths Hamlin Reserve SubDv. 34787 Zip Code
Welcome to Hamlin living—where incredible dining, entertainment, and waterfront experiences are just a short walk from your front door. This stunning and well-maintained home offers 5 bedrooms, 4.5 bathrooms, and over 3,775 sq ft of thoughtfully designed living space—perfectly blending comfort, luxury, convenience, and entertainment. Step inside to a breathtaking high-ceiling living room featuring elegant wall paneling and an open, airy feel that makes a lasting first impression. The home’s layout is ideal for modern living, including a full suite on the first floor, perfect for in-laws, guests, or multi-generational living. Out back, unwind in your screened-in pool with no rear neighbors, offering privacy, peace, and a serene open backdrop that creates a true escape right at home. Located in the heart of Winter Garden, just minutes from Hamlin Town Center, major highways, and Disney attractions, this home offers unmatched access to everything Central Florida has to offer—while still providing a quiet, private retreat. Whether you're entertaining, relaxing, or enjoying the vibrant Hamlin lifestyle, this home truly has it all.

6155 Hamlin Reserve Boulevard, Winter Garden

$1,499,999
5 Beds 7 Baths Canopy Oaks Ph I SubDv. 34787 Zip Code
BOM. Buyer decided against stairs. There is a specific kind of silence that exists only within the gated sanctuary of Canopy Oaks. It is the sound of ancient oak leaves stirring in a gentle breeze & the distant, rhythmic splash of a stone fountain. Here, the recipient of the Parade of Homes Grand Award stands as a magnificent testament to what happens when timeless Italian architecture is reimagined for a modern lifestyle. This is not merely a residence. It is a legacy of vertical liberation, a home that breathes with you, scales with your ambitions, and cradles your quietest moments in an embrace of stone and iron. Your journey begins at the threshold of 8-foot, solid double-entry doors. As they swing open, the frantic pace of Central Florida fades, replaced by a two-story foyer that commands immediate respect. A hand forged iron staircase sweeps upward in a graceful arc, mirrored by the delicate charm of a Juliette balcony that suggests a life lived with a touch of Mediterranean flair. Every inch of this grand entrance is a curated experience, designed to transition you into a realm of meticulously crafted prestige where every shadow and light well has been considered. For those who view cooking as a performance art, the professional-grade kitchen is your stage. High-end Kitchen Aid appliances and a natural gas cooktop meet the warmth of artisanal design. The 42-inch upper cabinetry and a hidden walk-in pantry ensure the visual continuity remains unbroken. At the center sits a massive prep island with integrated beverage refrigeration, designed specifically for the art of hosting. Here, the boundary between chef & guest is delightfully blurred. Nearby, the home reveals its most enchanting secret, the drop-down wine cellar. Behind a hand-forged iron gate lies a space that transports you directly to a cobblestone alleyway in Tuscany. With label-forward shelving casting a museum-quality glow & a quaint bistro table within, it evokes the feeling of a private corner in a centuries-old Italian eatery. It is the ultimate setting for an evening pour, a space where time slows down & the modern world feels a thousand miles away. The first-floor owner’s suite is a masterclass in personal seclusion. By design, this space serves as a dedicated haven of quietude, featuring soaring tray ceilings & an atmosphere of total stillness. The spa-inspired bath, featuring a frameless glass walk-through shower & a free-standing soaking tub, offers a daily ritual of total restoration. As you ascend, the lifestyle shifts toward entertainment. The dedicated theater room stands ready for premiere nights, offering a dark, immersive escape. Adjacent, the versatile gathering room opens onto a private balcony overlooking the shimmering resort-style pool & the vast, permanent conservation area. With no rear neighbors, your view is an unbroken tapestry of natural beauty. The outdoor living area features a resort-style pool & spa framed by water/fire bowls & a rainfall pergola. With a full summer kitchen & a backyard that merges into conservation, your privacy is absolute. Enjoy the nightly glow of nearby fireworks from your peaceful terrace, surrounded by the scent of night-blooming jasmine. Strategically along the medical corridor, you are minutes from AdventHealth, Orlando Health & the soul of Winter Garden. Backed by a whole-house natural gas generator & water purification, this home offers security & beauty. Welcome home. Check out the video tour!

743 Canopy Estates Drive, Winter Garden

$630,435
3 Beds 4 Baths Avalon Woods SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Avalon Woods! Discover the newest community in highly sought-after Hamlin, Winter Garden. Welcome to the Carter, a thoughtfully designed bungalow that combines style, comfort, and modern functionality. This brand-new home offers 4 bedrooms, 3.5 bathrooms, and 2,520 sq. ft. of living space. The inviting front porch creates charming curb appeal, while inside, abundant natural light enhances the open-concept layout. The first floor features a bedroom with a private bath, perfect for guests or multi-generational living, while the upstairs showcases spacious secondary bedrooms and a well-appointed primary suite. Outdoor living shines with a covered breezeway and private courtyard, ideal for gatherings, dining, or quiet relaxation. Located in Avalon Woods, residents will enjoy proximity to top-rated schools, Hamlin Town Center, Hwy 429, and Disney, all just minutes away.

5948 Flowering Cherry Bend, Winter Garden

$845,000
5 Beds 3 Baths Stoneybrook West SubDv. 34787 Zip Code
Homes of this size, FULLY REMODELED, with a HEATED POOL, SOLAR PANEL and beautiful views rarely become available in this highly sought-after GATED COMMUNITY in Winter Garden. Featuring 24-hour GUARD-GATED SECURITY, resort-style amenities, exclusive access to Black Lake, golf course and on-site restaurant; this community truly offers a lifestyle like no other. With a TOP-RATED elementary school just across the street — kids often ride their bike, scooter, or even golf cart to school — and an unmatched community atmosphere, this is a rare opportunity. | This beautifully updated home offers 5 bedrooms, 3 bathrooms, and 3,866 square feet of thoughtfully designed living space. Fully renovated on the inside, it also features a NEW ROOF, solar panels, and fresh exterior paint. Even better, the home is being sold FULLY FURNISHED, offering a true turnkey experience so you can move in and start enjoying it from day one. | FIRST FLOOR includes a bedroom and a full bath, SECOND FLOOR includes the Master Bedroom, three other bedrooms and one additional full bath; you also have a massive loft creating endless possibilities — movie room, game room, or an additional living area tailored to your lifestyle. | Step outside to your private heated pool and amazing sunrise views. This home also includes a spacious THREE CAR GARAGE featuring epoxy flooring and ELECTRIC VEHICLE CHARGING STATION, sink and fridge. | Residents of this community enjoy an exceptional array of amenities, including multiple pools, tennis, basketball, volleyball, and pickleball courts, playgrounds, and private fishing piers. With direct access to Black Lake, it’s ideal for boating and jet ski enthusiasts, while golf lovers can take advantage of the on-site course with resident-friendly membership options. | Ideally situated just minutes from Winter Garden Village, offering a wide variety of shops and restaurants, with quick access to the State Road 429, and only 10 minutes from both Downtown Historic Winter Garden and the growing Hamlin district, this home perfectly balances convenience and lifestyle. Homes like this — FULLY RENOVATED, ENERGY EFFICIENT, FULLY FURNISHED, AND WITH THIS LEVEL OF SPACE & UPGRADES ARE RARELY AVAILABLE IN THIS COMMUNITY. (Click on Virtual Tour Link 1 for complete tour)

13526 Fox Glove Street, Winter Garden

$540,000
3 Beds 2 Baths Magnolia Wood SubDv. 34787 Zip Code
Welcome to this beautifully constructed 3-bedroom, 2-bath home plus spacious office located in the desirable golf cart district of Winter Garden! Designed with both style and durability in mind, this home features an open-concept layout with elegant slate tile in the kitchen and baths, with warm wood flooring in the main living areas and bedrooms. Built to withstand Florida’s toughest weather, the home offers solid poured concrete exterior walls reinforced with rebar and a 50-year architectural shingle roof for long-term peace of mind. Enjoy modern comfort with a whole-house generator and in-wall pest control tubing system. The gourmet kitchen is perfect for entertaining, showcasing granite countertops, double ovens, and plenty of space for gathering. Step outside to a fully fenced backyard, ideal for pets, play, or relaxing evenings. Located just minutes from charming downtown shops, dining, and entertainment, this exceptional home blends quality construction, thoughtful upgrades, and prime location in one of Central Florida’s most sought-after communities.

1500 N Fullers Cross Rd, Winter Garden

$740,205
6 Beds 5 Baths Hamlin Meadows At Hamlin SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. The Anna Maria with Bonus with 6 Bedrooms floorplan is a thoughtfully designed home featuring four bedrooms and two and a half bathrooms on the 1st floor and 2 additional bedrooms and 2 baths on the 2nd floor, along with a bonus room perfect for comfortable family living. The open-concept layout highlights a spacious great room that flows seamlessly into the kitchen and dining area, making it ideal for gatherings and relaxation. The primary bedroom offers privacy with a well-appointed ensuite and a large walk-in closet. Additionally, the home includes a covered patio for outdoor enjoyment and a convenient two-car garage

17308 Wild Daisy Drive, Winter Garden

$890,955
6 Beds 4 Baths Avalon Woods SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. ARLINGTON bonus 6 bedrooms. Discover the newest community by Dream Finders Homes in the highly sought-after Hamlin, Winter Garden. Welcome to the Arlington, an award-winning single-story open-concept home designed for modern living and effortless entertaining. The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for family and guests. The kitchen features an oversized island, wrap-around cabinetry, and ample counter space, connecting directly to the living areas—perfect for everyday living and entertaining. The owner’s suite and additional main-floor bedrooms are thoughtfully placed to maximize privacy and comfort, making this home ideal for families or multi-generational living. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from schools, Hamlin Town Center, Hwy 429, and Disney. The sample photos included are of the model home and are meant to showcase the craftsmanship and design quality.

6261 Flowering Cherry Bend, Winter Garden

$474,790
4 Beds 3 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining - Now Open! Introducing the Julep Exterior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 4 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant wood-look luxury vinyl plank flooring for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Three additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Julep townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

16286 Bright Leaf Road, Winter Garden

$714,999
3 Beds 2 Baths Woodbridge On Green SubDv. 34787 Zip Code
Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.

14050 Fairway Willow Lane, Winter Garden

$882,932
5 Beds 5 Baths Harvest At Ovation SubDv. 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Game Room | East Facing Lot. New Construction - October Completion! Built by America's Most Trusted Home Builder. Welcome to the Cumberland at 12965 Harvest Rain Avenue in Harvest at Ovation! From the foyer, this new home opens into a bright, open-concept layout where the great room, dining area, and kitchen flow together seamlessly. The kitchen features custom white cabinets, quartz countertops, and luxury vinyl flooring that continues throughout the main living area for a cohesive and stylish feel. Sliding doors at the great room lead out to the extended covered lanai, creating an easy indoor-outdoor connection. Tucked at the back of the home, the primary suite offers a spacious retreat with a walk-in shower and walk-in closet, while a secondary bedroom with a private bathroom, a dedicated study, and a powder room sit just off the foyer. Upstairs, three additional secondary bedrooms, including one with a private bathroom, another full bath, and a generous game room provide plenty of flexible living space. A two-car garage with an extra storage area adds everyday convenience. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: Gourmet kitchen, study in place of garage storage, deluxe primary bath, pocket slider at great room, extended lanai, shower at upstairs bath 3, and 8' interior doors. Photos are for representative purposes only. MLS# O6392975

12965 Harvest Rain Avenue, Winter Garden

$579,900
3 Beds 2 Baths Summerlake Pd Ph 1a SubDv. 34787 Zip Code
Stunning Pool Home in Highly Sought-After Summerlake – Winter Garden Don’t miss this gorgeous one-story, 3-bedroom, 2-bath pool home located in the highly desirable Summerlake community of Winter Garden. Thoughtfully designed with both comfort and entertaining in mind, this home offers a bright, open floor plan featuring a super-wide hallway that flows seamlessly into the spacious living, dining, and kitchen areas—perfect for gatherings of any size. Step through the sliding glass doors to your private outdoor oasis, where a covered patio and screen-enclosed pool create the ultimate year-round retreat. The pool area is truly a showstopper, featuring a waterfall feature, LED lighting, surround-sound speaker system, and a natural gas connection for your BBQ—your very own backyard resort. The pool has also been upgraded with a variable-speed pump and a new salt cell within the last three years, along with solar heating for year-round enjoyment and efficiency. There is also a dedicated dog run, perfect for your four-legged family members. Inside, the chef-inspired kitchen is the heart of the home, showcasing stainless steel appliances including a natural gas range, granite countertops, a large center island with double sinks, breakfast bar seating, and 42” cabinets with elegant crown molding offering abundant storage. The kitchen appliances—including the stove, refrigerator, and dishwasher—have all been updated within the last two years. Stylish recessed LED lighting, drop-down fixtures, and in-ceiling speakers enhance the kitchen, dining, and living spaces for both ambiance and entertainment. The split-bedroom layout provides ideal privacy, with the spacious primary suite tucked away at the rear of the home, offering direct access to the pool deck. The suite features dual walk-in closets with custom organizers and a luxurious en-suite bath complete with dual sinks, granite countertops, a relaxing garden tub, and a glass-enclosed shower. Guest bedrooms are conveniently located at the front of the home. This home is loaded with upgrades and thoughtful features, including plantation shutters, an inside laundry room, pre-installed TV mounts, and a WiFi-enabled garage door system. The garage is equipped with stainless steel cabinetry, a built-in workbench, and overhead storage for added functionality. Major system updates provide peace of mind, including a newer HVAC system (approximately 3 years old) and a tankless water heater also installed within the last three years. Enjoy incredible energy efficiency with a fully paid-off solar electric system and solar pool heater—providing significant savings with no additional payments for the new owner. As part of the Summerlake community, residents enjoy resort-style amenities including a fitness center, pool with sundeck, playgrounds, basketball and tennis courts, scenic walking trails, and parks. HOA services include lawn and shrub care along with outdoor pest control, offering truly low-maintenance living. Ideally located just minutes from Hamlin Town Center, Winter Garden Village, and Disney, with convenient access to top dining, shopping, entertainment, and major roadways.

14568 Spotted Sandpiper Boulevard, Winter Garden

$895,000
4 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
Watrerleigh 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 additional storage. All homes in this community feature stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. *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.*

11205 Hollow Bay Drive, Winter Garden