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$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

$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

$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

$830,000
5 Beds 5 Baths Winding Bay Ph 1b SubDv. 34787 Zip Code
This home is in one of Winter Garden’s most sought after neighborhoods, offering a chance to own a modern house that combines a great location, a quality lot, and true resort style outdoor living, all just minutes from Walt Disney World and Central Florida’s main attractions. Built only five years ago, it has five bedrooms and four and a half bathrooms, with over 3,200 square feet of thoughtfully planned space that meets today’s needs for comfort, function, and style. When you walk in, the open layout, high ceilings, and natural light create a warm and inviting feel, connecting the main living areas smoothly. The kitchen is the heart of the home, featuring quartz countertops, a large island, and a design that works well for daily use and hosting guests. The way the kitchen flows into the dining and living areas adds to the spacious yet practical feel of the home. The house sits on one of the best lots in the community, offering extra privacy since there’s no neighbor on one side and a peaceful green space with walking trails nearby. Lots like this are getting harder to find in newer communities and contribute a lot to both lifestyle and long-term value. Outside is where this home really stands out. The custom pool offers a clean and modern look, complete with a sun shelf for lounging in the water and a built-in spa for relaxing. The large paver deck gives plenty of room for entertaining or enjoying quiet time outdoors, creating a private backyard that feels like a resort. Other upsides include fully paid solar panels that help save on energy and a whole home water filtration system, both adding practical benefits and long-term value. From a market perspective, houses in Winter Garden with newer construction, great lot placement, and top tier outdoor living keep attracting strong demand. With easy access to Hamlin, Winter Garden Village, main roads, dining, and entertainment, this area remains one of Central Florida’s most appealing and stable markets. This isn’t just a house it’s a lifestyle built on location, design, and lasting value.

15432 Gilligan Court, Winter Garden

$2,250,000
5 Beds 5 Baths Summerlake Pd Ph 2a & 2b SubDv. 34787 Zip Code
Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.

7701 Summerlake Pointe Boulevard, Winter Garden

$950,000
5 Beds 4 Baths Johns Lake Pointe SubDv. 34787 Zip Code
Welcome to this Beautifully Designed David Weekley home, built in 2023 and meticulously maintained in the Overlook portion of Johns Lake Pointe offering over 3,500 square feet of thoughtfully designed living space on an oversized lot. From the moment you step inside, you’re greeted by luxury vinyl plank flooring, expansive 10-foot ceilings, and abundant natural light that create a warm yet refined first impression. Just off the entry, a private office provides the ideal work-from-home space, while a guest bedroom with a nearby full bath is perfectly tucked away for privacy and convenience. As you continue into the heart of the home, you’ll fall in love with the open-concept living area, where the family room, dining space, and gourmet kitchen come together seamlessly—perfect for both everyday living and entertaining. The kitchen serves as a true centerpiece, featuring an oversized island, designer finishes, and ample cabinetry, all overlooking the main living space. Upstairs, you will be greeted by a spacious bonus room that offers endless flexibility—ideal for a media room, game room, or secondary living area. The Master suite is a true retreat, complete with a private walk-out balcony, Tray ceiling and a luxurious en-suite bathroom featuring a standalone garden tub, oversized walk-in shower, and a massive walk-in closet. On the other side of the home, two bedrooms share a convenient Jack-and-Jill bathroom, while a third bedroom is nestled with a full bath just outside its door, providing privacy and ease. The upstairs laundry room adds everyday convenience. This home has been meticulously maintained throughout. The community features a resort-style pool, tennis courts, playground and clubhouse that includes a gym, yoga room, gathering area and kitchen. Neighborhood is minutes from Downtown Winter Garden and Winter Garden Village as well as within walking/biking distance from the elementary and middle school. Also conveniently located to most major highways making commuting to work easier than ever. Don't hesitate, make your appointment today!

15226 Sunset Overlook Circle, Winter Garden

$1,300,000
5 Beds 4 Baths Lakeview Reserve 46/149 SubDv. 34787 Zip Code
PRICE IMPROVEMENT! Refined Waterfront Living in Winter Garden’s Coveted Golf Cart District! Set within one of Downtown Winter Garden’s most desirable gated enclaves, this exceptional waterfront residence offers a rare blend of sophistication, privacy, and effortless Florida living—perfectly positioned in the highly sought-after golf cart district. Designed to maximize light and livability, the interiors are bright and inviting. Recent enhancements include new exterior paint (2026), a tankless water heater (2026), and a added ensuite bathroom (2026) making two primary suites on the second floor. Generous storage is thoughtfully integrated with expansive closet space, while a whole-home water softener and purification system, including an under-sink filter, ensures elevated everyday comfort. At the heart of the home, the gourmet kitchen is both functional and beautifully appointed, featuring dual sinks, a dedicated prep island, and upgraded soft-close cabinetry. The oversized three-car garage provides ample room for vehicles, storage, or recreational needs. Outdoors, the lifestyle truly unfolds. A recently resurfaced covered boat dock—complete with lift, lighting, fan, and sink—offers direct access to one of Florida’s largest spring-fed lakes, part of the Harris Chain and extending to the St. Johns River and Atlantic Ocean. The expansive grounds are enriched by mature, fruit-bearing trees including mango, avocado, star fruit, and citrus, creating a lush, private retreat. Surrounded by natural beauty, the property attracts an impressive array of wildlife. Unforgettable sunrises and sunsets can be enjoyed from multiple vantage points, including the living spaces, patio, dock, and three north-facing bedrooms with water views. This is a home that seamlessly balances elegance and ease—offering a rare opportunity to experience serene waterfront living in one of Winter Garden’s most iconic settings.

243 Zachary Wade Street, Winter Garden

$720,000
5 Beds 3 Baths Black Lake Park Ph 01 SubDv. 34787 Zip Code
Invite your buyers to discover this beautiful 5-bedroom, 3-bath home offering 3,605 square feet of living space, freshly painted with a brand-new roof installed in 2025. The spacious open-concept kitchen flows seamlessly into the main living areas, creating the perfect space for everyday living and entertaining. Step outside to an oversized back porch, ideal for enjoying Florida’s year-round sunshine with family and friends. Located in the Black Lake Park community, residents enjoy a boat ramp, pool, tennis courts, pickleball courts, soccer field, and a large playground. Just minutes from charming Downtown Winter Garden, with easy access to shopping, dining, and scenic rides along the West Orange Trail.

650 Setting Sun Drive, Winter Garden

$1,075,000
5 Beds 5 Baths Oxford Chase SubDv. 34787 Zip Code
Welcome to this beautifully upgraded 5 bedroom, 4 and a half bath pool and spa home located in the highly desirable, fully gated community of Oxford Chase! Zoned for top-rated schools, this home offers the perfect combination of luxury, privacy, and energy efficiency. This spacious residence features a 3-car garage, paver driveway, and impressive curb appeal. Inside, you’ll find thoughtfully designed living spaces including a formal dining room with a custom built-in bar, perfect for entertaining guests or hosting special occasions, multiple office spaces, upgraded flooring throughout, a large laundry room, private gated doggie retreat, and so much more. The primary suite is located on the first level, secluded for optimal privacy with oversized his and hers closets. Upstairs you'll find guest bedrooms, a large open air loft space, and plush movie theatre room. Step outside to your own gorgeous backyard oasis featuring a fully enclosed heated pool and spa, ideal for year-round Florida living. The backyard overlooks a peaceful green space with no rear neighbors, providing extra privacy and relaxing views. Enjoy outdoor entertaining with the fully equipped summer kitchen featuring a custom vented hood, perfect for grilling and gatherings. The home is also equipped with PAID IN FULL SOLAR PANELS offering incredible energy efficiency and the benefit of little to no electric bill. Located in a secure gated neighborhood close to top schools, shopping, dining, and major highways, this home truly has it all — privacy, premium upgrades, and resort-style outdoor living. Schedule your showing today!

14766 Ellingsworth Lane, Winter Garden

$659,000
5 Beds 3 Baths Stoneybrook West SubDv. 34787 Zip Code
Welcome to 1209 Castleport Rd — your next chapter in Stoneybrooke West, a gorgeous golf-course community where everyday feels like a getaway. From the moment you arrive you’ll love the manicured fairways, peaceful walking paths, and neighborhood pride that make this community stand out. Step inside and imagine family mornings and movie nights in the bright, open living spaces. This home offers 5 spacious bedrooms and 3 full bathrooms — plenty of room for guests, a home office, or a hobby room. Thoughtful finishes and flexible room spaces make entertaining effortless and daily life comfortable. Location is everything: you’re minutes from theme parks, with fast highway connections for stress-free commutes and weekend escapes, plus easy access to shopping, dining, and services. Whether you’re teeing off on the greens, grabbing dinner nearby, or heading out for a day at the parks, 1209 Castleport Rd combines comfort, convenience, and that warm, community feel you’ve been looking for.

1209 Castleport Road, Winter Garden

$870,000
5 Beds 5 Baths Orchard Pk/Stillwater Xing Ph SubDv. 34787 Zip Code
Welcome to your dream home nestled in a serene setting with breathtaking views and an array of community amenities just steps away. This stunning residence boasts 3792 sq. ft of living space, perfectly designed for comfort and luxury. Key Features: Spacious Layout: With 5 bedrooms and 4.5 bathrooms, including a convenient main floor with a full bath, this home offers ample space for the whole family. Entertainment Spaces: Entertain in style with formal dining room, perfect for hosting gatherings, and a cozy nook area for casual dining or morning coffee. Outdoor Oasis: Step outside to your own private paradise on the large extended paver patio overlooking the tranquil water view. Relax in the hot tub or envision your ideal outdoor kitchen with pre-installed plumbing. Community amenities: Enjoy the ultimate lifestyle with amenities such as a clubhouse, soccer field, playground, dog park, and baseball court just a stone's away. Convenience: Located in a premier neighborhood, this home offers easily access to shopping, dining, and dining, and major highways, making everyday a breeze. Additional highlights: Privacy & Serenity: No rear neighbors ensure uninterrupted tranquility and privacy. Premium Upgrades: This nearly new home features gorgeous curb appeal and ungraded finishes throughout.

3089 Irish Peach Drive, Winter Garden

$859,460
5 Beds 5 Baths Avalon Woods SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus and 5th Bedroom, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed 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, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6039 Flowering Cherry Bend, Winter Garden

$832,470
5 Beds 5 Baths Avalon Woods SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Pre-Construction. To be built. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Anna Maria w/ Bonus and 5th Bedroom, an award-winning open-concept home designed for modern living and effortless entertaining. The thoughtfully designed 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, ample counter space, and an open layout that connects directly to the living areas, making it perfect for everyday living and entertaining. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort. Upstairs, a spacious loft provides versatile space for a media room, play area, or home office. Located in the brand-new Avalon Woods community, residents enjoy boutique-style charm just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney

6063 Flowering Cherry Bend, Winter Garden

$479,000
5 Beds 5 Baths Chapin Station A SubDv. 34787 Zip Code
This impressive 5-bedroom, 3.5-bathroom residence is situated on a sprawling large corner lot, offering both privacy and abundant outdoor space. The interior is defined by high ceilings and an array of large windows that flood the home with natural light, creating an airy and ambiance. Designed for maximum comfort and privacy, the layout features a primary master suite along with two additional bedrooms boasting their own en suite bathrooms, making it an ideal floor plan for multi-generational living or hosting guests. With its generous proportions and premium lot positioning, this home represents a rare opportunity for those seeking space, light, and a versatile, high-end configuration.

1419 Hunterman Lane, Winter Garden

$1,185,000
5 Beds 4 Baths Northlake At Ovation SubDv. 34787 Zip Code
Step into better-than-new living with this beautifully upgraded home that rival's today's new construction--without the wait. This exceptional five-bedroom, four-bathroom home situated on Lake Star located in the highly desirable Horizon West area. The inviting entryway leads to a spacious, bright, and open-concept layout filled with abundant natural light and wood look plank tile flooring on the lower level. This Ashton Woods "Superior" floor plan has been upgraded to include a downstairs 5th Bedroom/In-law suite. The gourmet kitchen features a neutral color palette, sleek quartz countertops, lots of cabinet storage, under cabinet lighting, a white farmhouse apron front single bowl sink, modern appliances, including a stainless-steel wall-mounted vent hood, smooth surface cooktop, built-in oven and microwave complemented by a tile backsplash. An open-concept design seamlessly connects the kitchen to the expansive family room, providing an ideal space for entertaining. The first-floor primary bedroom suite offers a tray ceiling and a luxurious bath featuring double vanities, garden tub and a walk in glass framed shower with multiple headed jets. Three additional well-appointed bedrooms upstairs provide ample space for family and guests. The home also features a formal dining room, a den, and a spacious game room, offering versatile living options. A beautiful, stained oak staircase with open stair rails. Elegant finishes, including plantation shutters on all the windows and neutral tones create a timeless aesthetic throughout the residence. Outdoors, the property boasts a well-maintained exterior, and a paver driveway leading to the two-car garage. The spacious lot includes a covered lanai with plumbing already in place to create a summer kitchen of your dreams, and a scenic lakefront view, providing a peaceful and tranquil setting. The community amenities include a clubhouse, a pool, a dog walk park, and a playground, offering convenient recreational opportunities. Conveniently located near shopping, dining, top-rated schools and world-famous Orlando attractions, including Disney parks, Downtown Winter Garden and 40 minutes to the Orlando International Airport. This home is also within minutes of Florida's Western Beltway 429, providing easy access to the area's major thoroughfares. Why wait months for new construction when you can have it all--right now?

17588 Lake Star Road, Winter Garden

$839,000
5 Beds 3 Baths Stoneybrook West 46/55 SubDv. 34787 Zip Code
Located in a Golf course community. Extensively upgraded 5-bedroom, 3-bath home with one office and approximately 3,238 sq ft located in a guard-gated Winter Garden community offering resort-style amenities just a short walk away. Community features include a large pool, fitness center, tennis courts, basketball court, soccer field, pickleball, volleyball, and more. Major upgrades include a metal roof, two new AC units, renovated kitchen with quartz countertops and backsplash, a remodeled primary bathroom and an infrared sauna in Master bedroom.. Interior highlights include zebra blinds, custom drapes, in-ceiling theater speakers, and six TVs included. The backyard is designed for entertaining with a custom outdoor kitchen (1 year old), remote 15-ft motorized awning with lighting, pool up to 8 ft deep with child safety fence, LED color-changing lights around the pool, soffits, and landscaping, plus hard-wired security cameras surrounding the property. Additional features include beige gutters, a 3-car garage with extensive storage racks. Located minutes from Publix, restaurants, dentist offices, and major highways including the 429 and Turnpike, providing quick access throughout Central Florida. A must see to fully appreciate — too many upgrades to list.

1838 Black Lake Boulevard, Winter Garden

$1,039,000
5 Beds 5 Baths Bronsons Lndgs F & M SubDv. 34787 Zip Code
This stunning waterfront model home in the prestigious gated community of Bronson's Landing in Winter Garden, Florida, offers the perfect blend of luxury, comfort, and waterfront living. Step inside to an elegant foyer featuring a custom staircase and a private office, setting the tone for this thoughtfully designed 5-bedroom, 5-full-bath residence with an additional loft, theater room, and versatile flex spaces ideal for relaxation and effortless entertaining. The heart of the home is the expansive open-concept gourmet kitchen, boasting sleek stone countertops, modern hardware, premium stainless steel appliances, built-in ovens, abundant cabinetry, a walk-in pantry, and a large island bar overlooking the sparkling pool, extended lanai, and tranquil pond views. Upgraded wood flooring flows throughout, while abundant natural light floods the seamless kitchen, dining, and living areas creating an inviting space perfect for year-round gatherings. The luxurious primary suite is a true retreat, with peaceful water views, crown molding, and a spa-like en-suite bath featuring a large soaking tub, separate shower, and an extended walk-in closet with custom built-ins. Upstairs, a second master bedroom awaits, complete with its own private sitting area and full bath that’s ideal for multigenerational living or guests seeking privacy. Generously sized secondary bedrooms accommodate family or visitors comfortably, while the flexible upstairs theater/flex room with kitchenette doubles as a superb loft or secondary living space. Outside, your private outdoor oasis beckons: an extended covered lanai with sliding glass doors opens to a resort-style pool and spa, fully fenced extended backyard, and panoramic water views that make every day feel like a vacation. Additional premium features include custom window treatments, designer lighting throughout, a whole-home central vacuum system, energy-efficient double-pane windows, and a convenient 3-car attached garage. Immaculately maintained and brimming with thoughtful details, this exceptional waterfront home must be experienced in person to truly appreciate its elegance and tranquility.

2217 Rickover Place, Winter Garden

$880,000
5 Beds 5 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 on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Step into the Scarlett, where elegance and modern convenience come together in perfect harmony. This stunning 5-bedroom, 4.5-bathroom, 3 car tandem garage residence offers a seamless blend of sophistication and comfort, with every detail thoughtfully designed to elevate your living experience. As you enter through the impressive 8-foot front door, a tray ceiling greets you in the foyer, setting the tone for the refined atmosphere that flows throughout the home. The open-concept layout creates a spacious and airy environment, enhanced by an abundance of natural light and luxurious finishes. On the first floor, discover an en suite bedroom with attached bathroom, featuring a linen closet, exquisite quartz countertops, and a walk-in closet, providing a private and inviting retreat for guests. As you continue into the home, an enclosed flex room, located next to the gathering room, allows natural light to flood the area, making it the perfect spot for relaxation or entertaining. The heart of this home is the gourmet kitchen, where 42” white cabinetry beautifully complements the striking quartz countertops. Soft-close drawers, easy-access cabinets, and built-in Whirlpool stainless steel appliances—a built-in natural gas cooktop—combine to create a chef-inspired space designed for both form and function. The kitchen seamlessly flows into the café and gathering room, with a pocket sliding glass door that opens to the covered lanai, enhancing the indoor-outdoor living experience. Upstairs, the tranquil owner’s suite serves as a private sanctuary, featuring a spacious walk-in closet and a spa-like en suite bathroom with dual vanity sinks, and a glass-enclosed shower. The loft area offers an ideal space for relaxation, whether for a quiet evening or a movie night. The second floor also includes three additional bedrooms, two bathrooms (one of which is an en suite), and a conveniently located laundry room, making daily living effortlessly easy. This home is crafted with high-end touches, such as ceramic tile flooring throughout the first floor living areas and plush, stain-resistant Shaw carpet in the bedrooms. Designer-curated finishes elevate every corner of this home, including wrought iron spindles on the staircase, and modern smart home features like a smart thermostat, video doorbell, and additional LED downlights. The Scarlett is a home designed to impress—where luxury, comfort, and practicality converge to offer a living experience like no other. Schedule a tour today and see how this exceptional home can elevate your lifestyle.

326 Crystal Wood Drive, Winter Garden

$1,295,000
5 Beds 5 Baths Canopy Oaks Ph 1 SubDv. 34787 Zip Code
Canopy Oaks, located in Winter Garden, Florida, is a unique blend of high-end luxury homes and suburban tranquillity. This gated enclave, developed by the distinguished home builder A.R. Bailey, features 49 classic estates. The meticulously crafted community is designed to cater to the specific needs and desires of homeowners, and includes a scenic nature trail, a children’s play park, and a community post office. From the moment you arrive at this Mediterranean POOL estate home, it makes a BOLD statement with its 8-foot Solid Wood Arched double entry doors. You are greeted with cathedral ceilings, solid wood oversized French doors to the private office, elegant hand forged custom iron railings, and a unique wine cellar with a custom hand forged iron gate. Luxury details and fine craftsmanship are inside this 5 BR/4.5 Ba/2-car garage POOL home. Open Floor plan leads pleasantly into the chef-style kitchen with the perfect layout for entertaining. The kitchen includes Bespoke Samsung stainless steel appliances, including a Family Hub Refrigerator. Gas stove top, built-in oven, and built-in convection oven. Granite counters. Completing the 1st floor, in addition to the 1st MBR, is a den/office, laundry room, generous dining area, powder bath, epoxy-coated garage floor 2-car garage, Autel Level 2 EV Charger and large lanai complete with Remote controntrolled, motorized retractable patio screens (upstairs and downstairs). The lanai and pool area are designed as additional living space, with pre-plumbing and Gas for your Summer Kitchen. Tons of architectural features throughout, upgraded light fixtures. Both Primary Suites have built in Kitchenettes. The media room includes a mini kitchenette with sink and microwave, and the theatre is wired for a 5.1 in-wall sound system. Three en-suite bedrooms and a Second Master Suite can also be found on this upper floor – perfect for multi-generational options and living privacy. The upstairs primary bathroom and closet are a dream come true. The Spa style bath has granite countertops, custom wood cabinetry, spacious dual sinks, an elegant free-standing soaking tub, seperate frameless glass wall shower with a bench. The custom-made, upgraded, solid wood oversized closet is Couture-Ready. Rainsoft whole-home water filtration/treatment/softener system. Luxury saltwater pool and spa. Privacy hedges along the side yard. Pool lighting; spa with custom tile; finished pool surface; low-maintenance turf and landscaping in the backyard. Exterior lighting, LED trim lighting. The list goes on and on. This home is a must see. An exceptional estate at an exceptional value, Canopy Oaks is located on Roper Road between Winter Garden’s downtown historic district and the Winter Garden Village shopping complex. With convenient access to major highways such as 429, 408, and the Turnpike, and its proximity to world-renowned attractions like Disney World® and Universal Studios®, this home offers an exceptional opportunity for easy commuting.

671 Canopy Estates Drive, Winter Garden

$915,000
5 Beds 5 Baths Silverleaf Oaks SubDv. 34787 Zip Code
Experience luxury living in this pristine, brand-new 2025 construction located in the highly desirable Winter Garden area. This stunning Pulte home boasts over 3,800 sq. ft. of meticulously designed space, featuring 5 bedrooms, 4.5 bathrooms, a dedicated home office, and a versatile loft. Wake up to serene, unobstructed water views from your backyard—the perfect backdrop for relaxation. Loaded with high-end upgrades and premium finishes throughout, this residence sets a new standard for elegance. Residents will soon enjoy exclusive community amenities, including a resort-style pool, fitness center, and clubhouse. Perfectly situated near top-rated schools, dining, and shopping in Hamlin. Your dream home awaits!

6221 Argent Wood Drive, Winter Garden

$699,500
5 Beds 4 Baths Waterleigh Ph 1c SubDv. 34787 Zip Code
Welcome to 16167 Hampton Crossing Drive, a beautifully maintained 5-bedroom, 4-bathroom home built in 2017 and cared for by its original owners. Designed for modern living, the home offers functional spaces, contemporary finishes, and a truly move-in-ready feel. Inside, the home opens to a bright, welcoming layout with an open floor plan designed for both everyday comfort and effortless entertaining. The kitchen flows seamlessly into the living room, creating a connected space that’s perfect for hosting gatherings or enjoying relaxed family time. Anchoring the kitchen is a large center island with built-in storage, complemented by a spacious pantry and generous counter space—ideal for meal prep, casual dining, and bringing people together. A standout feature of the floor plan is the main-floor guest suite, complete with a full bedroom and bathroom with a tub/shower combo and bright windows overlooking the front porch—perfect for guests, teens, or multigenerational living. Upstairs, the primary suite offers a relaxing retreat with a walk-in closet and ensuite bath featuring dual sinks, a soaking tub, and a separate shower. The second floor includes four bedrooms and three full bathrooms, including an additional ensuite bedroom, plus a generous loft and a spacious upstairs laundry room. Outdoor living truly shines at this home, which is tucked away on a quiet cul-de-sac with limited traffic, offering a peaceful setting in a private corner of the neighborhood. A large, screened-in covered lanai with ceiling fans creates the perfect spot for relaxing evenings or hosting friends year-round. Beyond the lanai, the oversized, fully fenced backyard feels like a private retreat, complete with mature palm trees and a hammock—ideal for unwinding, playtime, pets, or envisioning future outdoor enhancements. Located in the highly sought-after Waterleigh community in Winter Garden, this home offers access to one of Horizon West’s most desirable master-planned neighborhoods. Waterleigh is known for its resort-style amenities, including multiple community pools, a clubhouse, fitness center, playgrounds, walking trails, and scenic water views throughout the community. Ideally situated just minutes from Walt Disney World, residents also enjoy the unique perk of being able to watch Magic Kingdom fireworks from within the neighborhood, adding a little extra magic to everyday living. With close proximity to Hamlin, Winter Garden Village, top-rated schools, dining, and major roadways, Waterleigh blends convenience, recreation, and a true sense of community.

16167 Hampton Crossing Drive, Winter Garden

$1,160,000
5 Beds 5 Baths Courtlea Oaks SubDv. 34787 Zip Code
Virtually Staged. One of the largest homes in the highly desirable Courtlea Oaks community, this spacious 5-bedroom, 4.5-bath pool home offers over 4,000 square feet of living space and an exceptional opportunity in the heart of Winter Garden’s golf cart district. The flexible floor plan includes a rare apartment above the garage connected to the main home, providing ideal space for guests, extended family, a private office, or additional living quarters. Important updates have already been completed by these original to the home owners, including a new roof and A/C systems installed just two years ago, offering peace of mind for the next owner. Step outside to enjoy a beautiful pool and a private setting backing to the West Orange Trail, perfect for biking, walking, and outdoor recreation right from your backyard. Located just minutes from historic downtown Winter Garden, residents enjoy boutique shopping, dining, breweries, and the award-winning Saturday Farmers Market, along with numerous festivals and community events throughout the year. With its generous square footage, versatile layout, and unbeatable location, homes like this rarely come available in Courtlea Oaks.

441 Courtlea Oaks Boulevard, Winter Garden

$649,000
5 Beds 3 Baths Summerlake Grvs SubDv. 34787 Zip Code
Virtually Staged. Live the golf course lifestyle in the highly desirable Summerlake Groves community at Orange County National Golf Center and Lodge in beautiful Winter Garden. This thoughtfully designed 2 story home offers 5 bedrooms and 3 bathrooms, with a bright open concept layout that makes everyday living and entertaining effortless. The spacious kitchen flows seamlessly into the living and dining areas, creating a welcoming space filled with natural light. One of the bedrooms has been transformed into an incredible custom style closet, offering the ultimate dream space for storage, organization, and style. Upstairs you will also find a versatile bonus room with its own private bathroom, making it ideal for a guest suite, media room, home office, or additional living space. Disney Firework visible from upstairs. Step outside to the covered lanai, the perfect place to enjoy relaxing mornings or unwind in the evening while taking in the peaceful surroundings. Located in an amenity rich neighborhood just minutes from shopping, dining, and major roadways, this home offers the perfect balance of lifestyle, convenience, and community living.

15403 Murcott Harvest Loop, Winter Garden

$765,000
5 Beds 4 Baths Waterleigh Ph 2c-1 SubDv. 34787 Zip Code
Welcome to the stunning Cresswell floor plan in the highly sought-after Horizon West community of Waterleigh where resort-style living meets everyday convenience! As you enter the community, you’re greeted by a grand, palm tree–lined entrance that immediately creates an exclusive, tropical and resort inspired feel. With homes thoughtfully positioned around scenic ponds and lakes, and meticulously maintained landscaping throughout which is included in your HOA, Waterleigh is truly one of the most beautifully designed neighborhoods in the area. Residents enjoy an incredible lineup of amenities including multiple resort-style pools, a splash zone, fitness center, tennis courts, sand volleyball courts, fishing piers, walking trails, dog parks, and a large clubhouse complete with a full ballroom. It truly feels like living at a private resort yet with the warmth and charm of a close-knit neighborhood. This beautiful two-story home sits on a quiet road backing to a peaceful pond with a lighted fountain, offering serene views both day and night. With abundant windows across the rear of the home, natural light pours in while maximizing your view of the covered extended lanai and private pool, the perfect space to relax and enjoy Florida’s year-round sunshine. The illuminated fountain in the evening is completely calming and truly the cherry on top of this special property. Inside, versatility and thoughtful design shine. The first floor features a bedroom and full bath, ideal for guests, a home office, or multi-generational living. Tile flooring flows throughout the main living areas, while carpet adds comfort in the bedrooms and upstairs loft. The spacious family room opens beautifully to the backyard through large sliders, creating seamless indoor/outdoor living. The kitchen is both stylish and functional, showcasing light cabinetry, quartz countertops, a generous island, stainless steel appliances that convey, and a bright dining space, all in a neutral palette ready for your personal touch. Upstairs, wood stairs lead to a spacious loft perfect for a game room, flex space, or additional family lounge. The primary suite offers a tray ceiling and a spa-like bathroom retreat, while three additional bedrooms are generously sized with ample storage. Location is truly ideal. A Publix is conveniently located near the community entrance for quick grocery trips, while Hamlin Town Center and Flamingo Crossing are just 5–10 minutes away for dining, shopping, and entertainment. Winter Garden Village is only 15 minutes away, offering even more retail and restaurant options. For travel and fun, Orlando International Airport is approximately 30 minutes away, and the back entrance to Walt Disney World is just 5–10 minutes from your doorstep. This residential community is perfect for those seeking resort-style living just minutes from Disney but still desiring a true neighborhood feel. Because the HOA includes complete lawn maintenance it is also a great place to consider if you are looking to purchase your own private vacation home. Wonderful versatility and magically yours! Welcome home!

10241 Merrymeeting Bay Drive, Winter Garden

$1,365,000
5 Beds 5 Baths Tilden Place SubDv. 34787 Zip Code
Welcome to this 5-bedroom, 4.5-bath home offering 4,030 sq ft of living space in the gated community of Tilden Place. Upon entry, you’re greeted by views of a grotto waterfall (2024) that conceals a private spa, creating a true backyard retreat. The open layout features granite countertops, a large waterfall-edge island, and glass backsplash in the kitchen, perfect for entertaining. The main floor includes the primary suite and a secondary bedroom with private en suite. Upstairs offers a spacious bonus room and three additional bedrooms, all with walk-in closets, including one with its own en suite. The garage is equipped with an electric EV charger for added convenience. Enjoy a resort-style pool with waterslide, mini lazy river, outdoor kitchen, and pool half bath, all enclosed within a panoramic lanai. With no rear neighbors and conservation views, this home offers added privacy while being conveniently located near Winter Garden shopping, SR 429, and Disney attractions. Schedule your showing today.

14501 Wabasso Loop, Winter Garden

$2,254,000
5 Beds 5 Baths Avalon Cove SubDv. 34787 Zip Code
Presenting a stunning luxury lakefront residence by Jones Homes USA, perfectly positioned on the shores of Hickory Nut Lake in the heart of Horizon West. Designed for true water enthusiasts, this exceptional five-bedroom, five-bathroom estate offers the ultimate in lakefront living with breathtaking sunset views from your own backyard oasis. Imagine evenings spent on the extended lanai featuring a high-end summer kitchen, sparkling pool with waterfall feature, and relaxing spa or unwinding on your private boat dock complete with lift, offering mooring for a boat and two jet skis for effortless access to the lake. Known for its high EPD water ratings, Hickory Nut Lake is celebrated for its clarity and quality, making it as beautiful as it is enjoyable. Inside, luxury continues at every turn. The expansive first floor is thoughtfully designed for both entertaining and everyday comfort. The chef’s kitchen is a showpiece, with cabinetry to the ceiling, a built-in refrigerator, stunning quartz countertops, designer backsplash, pendant lighting, and a generous island with breakfast bar all oriented to maximize sweeping lake views through expansive windows and sliding glass doors. The kitchen flows seamlessly into a spacious family room accented by custom built-in shelving, drawer storage, and a sleek electric fireplace, creating a warm gathering space. A large first-floor office offers incredible versatility with two custom built-in workstations, a full wall of organizational storage, and plenty of space for a sitting area or media setup. A private guest suite with en-suite bath provides ideal accommodations for visitors or multigenerational living. Upstairs, architectural details take center stage with a striking staircase featuring iron spindles. This inviting space is ideal for gathering and entertaining, complete with a wet bar and partitioned feature wall, and extends to a second-floor balcony overlooking the pool and lake...truly a breathtaking vantage point. The primary suite, situated at the rear of the home, captures stunning lake views and offers generous proportions with a tray ceiling and spa-inspired bath featuring an oversized shower, separate vanities, a dedicated makeup station, and a custom-organized walk-in closet with direct access to the laundry room. The laundry space itself is impressively designed with additional cabinetry, built-ins, and a utility sink to maximize functionality. Three additional upstairs bedrooms include two generously sized front-facing rooms and a private en-suite bedroom with rear balcony access and additional linen storage. And the final cherry on top? A fully Dolby-certified home theater! Not a media room, but a true cinematic experience. Designed for immersive entertainment, this spectacular space features custom acoustic speaker panels of iconic movie posters, tiered stadium seating with luxury recliners, elegant wall sconces, LED accent lighting, and recessed lighting throughout. Every detail has been thoughtfully curated to create an authentic theater atmosphere right at home. Located just minutes from Walt Disney World, premier shopping, dining, and everyday conveniences, and approximately 30 minutes to Orlando International Airport, this extraordinary lakefront estate blends refined luxury, thoughtful design, and an unbeatable central Florida lifestyle. Absolutely stunning and breathtaking in every way, this is waterfront living at its finest.

9092 Morgana Court, Winter Garden

$720,000
5 Beds 4 Baths Stoneybrook West 44/134 SubDv. 34787 Zip Code
This beautiful renovated 5-bedroom home located in the guard-gated golf community of Stoneybrook West, in Winter Garden, offers two primary suites, three additional bedrooms, and a large loft/flex space, ideal for multi-generational living or a home office. New stair and loft railings have been installed to enhance safety and functionality. The open-concept floor plan features abundant natural light and a seamless layout for entertaining. Enjoy a spacious fenced backyard with room for a pool or outdoor living area. Stoneybrook West offers a boat ramp, fishing areas, and lake access for water enthusiasts, a clubhouse, fitness center, and a large resort-style community pool. Residents can enjoy tennis courts, a golf course, basketball court, a playground, and feel at ease with a 24-hour guard-gated entrance ensuring a secure and peaceful living environment with scenic walking and biking trails. Conveniently located near shopping, dining, top-rated schools, and major roadways with easy access to Orlando and area attractions. Resort-style living in a prime Winter Garden location.

1349 Castleport Road, Winter Garden