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$1,200,000
5 Beds 5 Baths Waterside/Johns Lk-Ph 1 SubDv. 34787 Zip Code
Behind the private gates of the highly sought-after Waterside on Johns Lake community in Winter Garden, this exceptional and extensively updated estate offers a rare blend of refined luxury, thoughtful architectural design, and seamless indoor-outdoor living. Designed to impress, this five-bedroom residence lives primarily as a single-story home, complemented by a private upstairs retreat featuring a spacious loft, full bedroom, and bathroom—ideal for guests, multi-generational living, or a secluded home office. From the moment you enter, the home exudes timeless sophistication. Authentic solid wood flooring flows throughout, creating warmth and character that elevate every space. Expanded living areas provide a bright, open layout perfectly suited for both intimate daily living and elegant entertaining. Luxury countertops define the gourmet kitchen and gathering spaces, blending modern elegance with classic craftsmanship. The home is thoughtfully designed for true Florida living, with interiors opening seamlessly to an expansive screened-in lanai, creating a year-round indoor-outdoor lifestyle. Electric automatic blinds in the living room allow effortless control of natural light, while the fully fenced backyard reveals a stunning infinity-edge pool, offering a resort-style atmosphere ideal for relaxation and entertaining. Inside, the residence continues to impress with custom built-in cabinetry, high-end finishes, and a floor plan that balances functionality with refined design. Five generously sized bedrooms and beautifully appointed bathrooms are thoughtfully positioned to maximize privacy, comfort, and flow throughout the home. Located within gated Waterside, one of Winter Garden’s most desirable lakefront communities, residents enjoy privacy, exclusivity, and direct access to Johns Lake, while remaining conveniently close to top-rated schools, dining, shopping, and major roadways. This is more than a home—it is a lifestyle, defined by space, craftsmanship, and exceptional outdoor living. Opportunities of this caliber on Johns Lake are truly rare, and this residence stands apart in both design and execution.

16740 Turtle Hatch Drive, Winter Garden

$474,000
4 Beds 2 Baths Stoneybrook West Ut 04 Rep 49 121 SubDv. 34787 Zip Code
Under contract-accepting backup offers. Welcome to Stoneybrook West, a gated golf community located in the heart of Winter Garden. This single-story home sits on an oversized cul-de-sac lot and features 2,383 square feet of living space with a 4-bedroom, 2-bath split floor plan. Inside, the home offers open living and dining areas with high ceilings, along with a kitchen and family room combo that provides easy access to the covered lanai, great for everyday living and entertaining. The HOA includes 24-hour security, cable, internet, and a wide range of amenities such as a fitness center, tennis courts, community pool, volleyball and hockey courts, clubhouse, playground, and a community dock overlooking Lake Black. Conveniently located close to Winter Garden Village, top-rated schools, and major highways for easy commuting.

2609 Slagrove Court, Winter Garden

$285,000
2 Beds 1 Baths Solomon Sub SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Welcome to an incredible opportunity to own a fully remodeled home just minutes from the heart of Downtown Winter Garden and iconic Plant Street. Enjoy the best of “small-town charm meets everyday convenience” with easy access to the Winter Garden Farmers Market, boutique shopping, local coffee spots, award-winning restaurants, breweries, and year-round community events. This move-in ready home offers 2 bedrooms and a bright, comfortable layout perfect for a first-time buyer, downsizer, or anyone wanting to be close to everything Winter Garden has to offer. Major updates provide peace of mind, including a roof approximately 4 years old, new A/C, new water heater, and new appliances. Don’t miss your chance to live near one of Central Florida’s most loved downtowns while enjoying the benefits of a beautifully updated home.

330 E Story Road, Winter Garden

$539,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Cordale. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the home you’ll find a downstairs powder room and laundry room complete with doors for privacy. The well-appointed kitchen overlooks the family room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one-bathroom impresses with double bowl vanities, toilet room with privacy door, shower/tub space, and spacious walk in closet. As we head up to the second floor, we are greeted with a loft area and two additional bedrooms. The upstairs bedrooms share a bathroom and linen closet for extra storage. This home features a two-car garage located at the rear of the home with drop zone as you enter the first floor. Like all homes in Waterleigh, the Cordale includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16840 Hobe Sound Court, Winter Garden

$1,530,000
5 Beds 5 Baths Sanctuary/Twin Waters SubDv. 34787 Zip Code
GORGEOUS LAKEFRONT POOL HOME BEING OFFERED IN THE TRANQUIL LAKE COMMUNITY, SANCTUARY AT TWIN WATERS! The home sits on a HALF-ACRE LOT on LAKE AVALON! This 5-bedroom, 4 and 1/2 bath, 4 car garage home has 4,258 heated square feet and 5,916 total square feet. The plan is perfect for MULTIGENERATIONAL LIVING with a guest (in-law) bedroom and ensuite bathroom downstairs; and upstairs the back bedroom has its own ensuite full bathroom. The GOURMET KITCHEN will delight the most avid chef with generous upgraded light gray shaker cabinets including modern hardware and stacked pot drawers for all those cooking gadgets! Sparkling white quartz countertops, meet high-end stainless-steel appliances including a 5-burner gas cooktop, double oven, microwave, refrigerator, and dishwasher. Need lots of organized space in your pantry? No problem-this pantry comes with a professional organizer system including pullouts. You will love gathering around the large coordinating island complete with contrasting navy shaker cabinets, white quartz countertops, stainless farmhouse sink, and counter bar area! The rest of the downstairs living areas (great room, breakfast room, and formal dining room) flow open from the kitchen offering spectacular views of the lake. A pool half bath rests behind the kitchen for easy guest access. You will absolutely love the dedicated and professionally organized laundry room with sink, cabinets, and plenty of folding/hanging areas. Did I mention that the WHOLE HOUSE HAS PLANTATION SHUTTERS and EVERY CLOSET HAS “CALIFORNIA” PROFESSIONAL ORGANIZERS!!! The downstairs living area is covered with light gray, easy to maintain wood looking tile, and soft carpet around the great room TV area. The expansive downstairs primary suite features an extended flex room perfect for an office area, sitting room, or workout area. BOTH primary suite ROOMS LOOK OUT OVER THE salt chlorinated and screened POOL with SPA. Step right out your French doors into the heated spa as you watch the sun set over the lake! You will absolutely love the light, airy primary bathroom complete with free standing soaker tub, huge shower with frameless glass enclosure, and gorgeous white marble-looking porcelain tile covering the floor and shower walls. Light gray cabinets meet medium gray quartz countertops creating a true work of art! Look at the huge, organized closet perfect for all your clothes and accessories! All the bedrooms have a plush carpet for comfort. The upstairs features the bedroom with ensuite bathroom, two other bedrooms that share a bathroom, and a huge bonus room just perfect for game night, movie night, or just chilling as you look out at the lake! The new owner can build a dock on Lake Avalon. Enjoy the pool amenity and Lake Park area just inside the main entrance to the community. Sanctuary at Twin Waters is a convenient location just out from the hustle and bustle, but convenient to all that Winter Garden has to offer including Disney, the charming Downtown Winter Garden with the 20 mile West Orange trail network, Winter Garden Village with its shops and restaurants, and so many other fantastic activities which make this one of the top Central Florida areas to live in. Great local public schools as well as private schools surround the area adding to a great quality of life.

16768 Sanctuary Drive, Winter Garden

$570,000
4 Beds 3 Baths Carriage Pointe A-I & L SubDv. 34787 Zip Code
GATED COMMUNITY !! ENTICING CURB APPEAL !! 3 CAR GARAGE !! Welcome home to Carriage Pointe !! One of the most highly desired communities in Winter Garden !! This home has beautifully manicured lush landscaping and complimented by a BRICK PAVER DRIVEWAY AND WALK leading to the COVERED FRONT PORCH with DOUBLE LEADED GLASS ENTRY DOORS !! ROOF 2022 !! This 4 bed/ 3 bath VERSATILE FLOOR PLAN boasts 2,916 climate controlled sq. ft. The grand foyer with SOARING CEILINGS opens to the formal Living Room and the elegant trey ceiling Dining Room both providing plentiful NATURAL LIGHT !! The chef friendly kitchen has ABUNDANT CABINETRY, granite counters, tasteful backsplash, SS appliances, BREAKFAST BAR ISLAND and spacious Dinette/Nook that flows seamlessly into the oversized Family Room that overlooks the lanai. The EXPANSIVE PRIMARY ENSUITE has a trey ceiling, bay window-sitting area, an enormous walk-in closet, dual vanities, garden tub and large shower stall. The opposite side of the home has two additional bedrooms with a shared bath, and a GUEST SUITE complete with full bath and separate entry. The SCREENED LANAI overlooks the backyard with a HOT TUB !! The community has a tennis court, playground, soccer field and walking path. Location benefits include close drive to Disney/Theme parks, shopping, Toll 429, and numerous activities in downtown HISTORIC WINTER GARDEN !! Make this home your new address !!

1923 Jean Marie Drive, Winter Garden

$663,990
4 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
Waterleigh presents the Clearden. 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’ll find a bedroom and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all three bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Clearden includes a Home is Connected smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16839 Hobe Sound Court, Winter Garden

$880,000
4 Beds 4 Baths Watermark Ph 1b SubDv. 34787 Zip Code
PRICE REDUCED!!...STUNNING SINGLE-FAMILY HOME WITH SOLAR PANELS & RESORT-STYLE AMENITIES!! Welcome to this beautiful 4 bedroom, 3.5 bath home, offering comfort, efficiency, and an unbeatable location. Featuring 33 solar panels, this home delivers exceptional energy savings and sustainability. Recently enhanced with brand new exterior paint and new flooring throughout, this property feels fresh, modern, and move-in-ready. The spacious, well-designed floor plan is filled with natural light, perfect for both everyday living and entertaining. Step ousite to your private pool ideal for relaxing weekends and hosting family and friends. Located in the highly desirable community of Watermark in Winter Garden, with A-rated schools, and just minutes from shops, restaurants, and entertainment. This resort style community includes a water park-style pool, multiple tennis courts, and an exclusive fitness center. There are two clubhouses with balconies where you can see the nightly fireworks from Disney World. This very well maintained home has a large bonus room and all bedrooms on the second floor.

14645 Scott Key Drive, Winter Garden

$2,098,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
Pre-Construction. To be built. Pre-Construction. To be built. A Custom home in the Reserve of the sought-after Oakland Park community. This is a RCB Homes custom-built two story, four-bedroom, four-bath floor plan that you will customize with all the luxury finishes you will pick yourself! The floorplan is an open concept design, but you can still make changes to the floorplan if you want! The lot affords beautiful views of Lake Apopka on a secluded cul-de-sac. The community is conveniently located minutes away from downtown Winter Garden, with a plethora of restaurants, shopping, and more. If outdoor recreation is up your alley, enjoy the various walking trails in the community or explore the 22-mile paved West Orange Trail connecting Oakland/Winter Garden to Apopka! Seize your opportunity to become a part of the luxury lifestyle inside Oakland Park with its multiple community living spaces, pools, playgrounds, and more. Don't settle for a community or home that doesn't have your wants and needs; build this home one to your specifications. Call us to find out more!

1258 Ridge Lake Way, Oakland

$470,000
3 Beds 2 Baths Waterleigh Ph 4b & 4c SubDv. 34787 Zip Code
Welcome to 16626 Point Rock Drive — Your Stylish & Comfortable Florida Home in Waterleigh! Discover this beautiful nearly-new single-family residence in the highly desirable Waterleigh community of Winter Garden. Perfectly positioned on a corner lot, this home blends modern design, everyday comfort, and Florida lifestyle living. Step inside to find an open-concept floor plan filled with natural light, creating an inviting atmosphere ideal for both daily living and entertaining. The gourmet kitchen is a chef’s dream with stainless-steel appliances, quartz countertops, and a large island — perfect for meal preparation and casual gatherings. Featuring 3 spacious bedrooms and 2 full bathrooms, this home offers plenty of room for family, guests, or a home office. The luxurious master suite includes a generous walk-in closet and a spa-like en-suite bathroom with dual vanities and a large walk-in shower. Enjoy Florida living outdoors in your private backyard, perfect for relaxing, gardening, or hosting friends. Waterleigh’s community amenities elevate your lifestyle with a pool, clubhouse, tennis courts, playground, and sidewalks for strolls through the neighborhood. Conveniently located just minutes from top-rated schools, shopping, dining, and major roadways, this home offers the ideal combination of style, comfort, and convenience — all in a vibrant Winter Garden community. Don’t miss this rare opportunity to own a nearly-new, beautifully upgraded home in one of Central Florida’s most sought-after neighborhoods. Schedule your showing today!

16626 Point Rock Drive, Winter Garden

$482,500
3 Beds 3 Baths Oakland Trails Ph 2 SubDv. 34787 Zip Code
Welcome to an exceptional home in the highly sought-after Oakland Trails community! This beautifully designed 3-bed, 2.5-bath residence boasts an open and functional floor plan that truly sets it apart from others in the neighborhood. With approximately 1,909 sq. ft. of thoughtfully laid-out living space, this home offers modern comfort with everyday practicality. You’ll first notice the long brick paver driveway, which allows for extra parking. The house is positioned next to additional neighborhood parking and the start of the walking trails, so you also have additional room for your family to play and recreation, without having to maintain it! Step onto the welcoming front porch, perfectly positioned to relax and unwind with elevated views over the peaceful and scenic walking trails, a wonderful spot for morning coffee or evening chats. Inside, the bright and airy layout flows effortlessly, creating an inviting environment for both daily living and entertaining. The heart of the home is its open living space, seamlessly connecting living, dining, and kitchen areas for effortless functionality and flow. Upstairs, the spacious primary suite offers a private retreat, complemented by convenient second-floor laundry, loft and two additional bedrooms, ideal for family, guests, or a home office. This is a newer and energy efficient home, with many upgrades throughout, including rain gutters, custom staircase railing, and fixtures throughout. Located just moments from downtown Winter Garden, you’re only minutes from the famed Winter Garden Farmers Market, charming boutiques, restaurants, and cultural attractions of one of Central Florida’s most beloved small-town centers. For investors, this home offers stable long-term rental potential with solid market rents and consistent tenant demand. Commuters will appreciate easy access to the Florida Turnpike, making travel throughout Orlando and beyond, including the airport, quick and convenient. This home combines serene neighborhood living with unbeatable location conveniences. Don’t miss your chance to experience the perfect blend of location, style, and everyday livability in one of Oakland’s standout homes.

2029 White Feather Loop, Oakland

$552,500
4 Beds 4 Baths Waterleigh SubDv. 34787 Zip Code
*** SOLAR PANELS TO BE PAID OFF AT CLOSING *** Presenting this move-in-ready 4 bed, 3.5 bath home in Waterleigh. The first floor features solid surface flooring throughout, an updated staircase with beautiful wood floors, and an impressive master walk-in closet with built-ins. Additionally, one guest bedroom and bathroom on the first floor provide perfect accommodations for guests. The master bedroom, along with two other bedrooms, is located on the second floor, separated by a spacious loft that grants access to a large balcony overlooking the pool and park. The resort-style community offers a stunning pool, beach volleyball, and tennis courts. Lawn care and landscaping are included in the HOA, so there's no need to worry about maintenance. The owner has invested extensively in energy efficiency, with whole-home solar panels and spray foam attic insulation. Don't let this opportunity pass you by.

16098 Mangrove Road, Winter Garden

$775,000
4 Beds 3 Baths Sanctuary/Hamlin SubDv. 34787 Zip Code
Welcome home to a refined single story residence in the heart of Winter Garden's Horizon West, set on a rare and spacious corner lot with fresh landscaping and NO REAR NEIGHBORS. The inviting front porch leads into a clean, open layout designed for both comfort and function. Four well appointed bedrooms are thoughtfully placed throughout the home, offering privacy and flexibility for family, guests, or a home office. At the center of the home, the chef’s kitchen features a large statement island, ample cabinetry, stainless steel appliances, water purifier, quartz countertops and a seamless flow into the main living space. The living room is defined by an electric fireplace with a custom elegant façade, creating a distinct yet connected gathering area. The primary suite is privately positioned and filled with natural light from a beautiful bay window. The primary suite includes his and her closets with custom built in organizers, dual sinks, and a spacious walk in shower. Sliding glass doors pocket away to create true indoor outdoor living. The backyard offers complete privacy with no rear neighbors and a resort style setting finished with travertine tile throughout the pool area. A modern saltwater pool and oversized hot tub provide the perfect space to relax or entertain, with Disney fireworks visible from the backyard at night. Additional features include PAID OFF SOLAR PANELS and a FULLY PAINTED EXTERIOR (2025). Ideally located approximately ten minutes from Disney and just minutes from Hamlin Town Center, with shopping, dining, Cinépolis movie theater, Publix, PopStroke, and Horizon West Orlando Health Hospital nearby. A newly built home that delivers thoughtful design, modern efficiency, and a lifestyle centered on comfort, privacy, and convenience in one of the area’s most desirable locations.

7686 Tangerine Knoll Loop, Winter Garden

$999,000
4 Beds 4 Baths Oakland Park SubDv. 34787 Zip Code
BETTER THAN BRAND NEW! Welcome home to 1185 Wilder Oaks Way, ideally located in the coveted and quaint neighborhood of Oakland Park. This barely lived-in highly desirable Seaside floor plan presents an exclusive opportunity to own a fully turn-key home showcasing an extensive collection of top-tier builder upgrades complemented by thoughtful owner enhancements (see attached list). Opportunities like this are rare, as there are no remaining options to build new construction by David Weekley within Oakland Park. Designed for both elegance and livability, the home offers a first-floor primary suite with a walk-in closet, three additional bedrooms and a spacious loft upstairs. Premium builder upgrades include an enclosed office with glass French doors, a designer kitchen with cabinetry extended to the ceiling, luxury white quartz slab countertops, a 36” gas GE cooktop, architectural details such as crown molding and 5” baseboards and more! Luxury Mohawk flooring flows seamlessly throughout the entire first floor and stairway, creating a cohesive and elevated aesthetic. Every detail has been carefully considered, from custom Hunter Douglas Duette top-down blinds on every window, offering both privacy and light control, to custom closet shelving in every closet for exceptional organization. Kichler ceiling fans in every room provide comfort and efficiency, while the three-bay garage connects to a rare 20-foot driveway and is enhanced with epoxied floors and overhead storage. Experience the signature Oakland Park lifestyle, defined by front porch living, walkability, lush green spaces, two resort-style community pools, and direct access to the West Orange Trail. Located within the golf-cart district, historic downtown Winter Garden is just moments away, offering dining, boutique shopping, the weekly farmers market, and year-round community events. Less than a 5 minute drive to the Florida Turnpike. This is the perfect home, in the perfect neighborhood.

1185 Wilder Oaks Way, Oakland

$995,000
5 Beds 5 Baths Latham Park North SubDv. 34787 Zip Code
A Sanctuary of Luxury Living in Horizon West Located in the coveted Latham Park at Horizon West, this highly customized Ashton Woods Duval Craftsman offers a rare blend of sophistication and serenity just 10 minutes from Disney World. Backing onto a lush conservation area, this 5-bedroom, 4.5-bath estate spans over 3,500 square feet of thoughtfully elevated living space. The heart of the home is a culinary masterpiece featuring floor-to-ceiling cabinetry, a whitewashed brick backsplash, and Frigidaire Professional appliances, all anchored by an oversized custom island and a sleek butler’s pantry perfect for entertaining. The architectural design commands attention with a two-story great room featuring soaring ceilings, a magnificent gas fireplace, and 13 additional custom windows that flood the home with natural light and tranquil views. Practical luxury abounds on the main floor, including a versatile guest suite with a clever remote closet-to-office conversion. Upstairs, the master retreat serves as a private haven with a spa-inspired bath—freshly updated in 2025—while an enlarged bonus loft, pre-wired for surround sound, provides the ultimate media experience for family and guests. Engineered for peace of mind, the home is packed with high-end integrations including 3M Hurricane-tinted film, smart weather-sync irrigation, and fiber-optic connectivity. From the Next-Gen Shaw flooring and quartz countertops to the three-bay tandem garage and screened lanai, every detail has been meticulously curated. This is more than a home; it is a turn-key masterpiece offering a "forever view" in one of Central Florida's most desirable communities. Your forever view is waiting. Schedule your private tour of this Horizon West masterpiece today.

14144 Aldford Drive, Winter Garden

$1,725,000
5 Beds 3 Baths Oakland Hills SubDv. 34787 Zip Code
Discover the pinnacle of custom-built luxury in Winter Garden with this spectacular 5-bedroom, 3-bathroom Modern Farmhouse, crafted by the esteemed Justice & Wood Builders. This home is situated within Oakland Hills, a truly exclusive enclave of just 17 homesites, offering a private and peaceful lifestyle while remaining mere moments from the energy of Historic Downtown Winter Garden. Set on a rare and expansive 0.47-acre lot, the property is graced by the majestic, moss-draped canopy of towering old oak trees, creating an idyllic, tranquil setting from the moment you arrive. Step inside to an airy, open-concept living space where natural light floods the wide-plank wood floors. The heart of the home is defined by dramatic cathedral ceilings, beautifully accentuated by rich, exposed timber ceiling beams. The kitchen is a masterful fusion of high design and functionality—a space that moves beyond standard "gourmet." It features premium shaker cabinetry, a massive center island finished in a striking blue-gray hue for contrast, and luxurious quartz countertops. Chefs will appreciate the professional stainless steel appliances, the deep farmhouse sink, and the dedicated natural gas range for precision cooking. The home's thoughtfully designed layout provides versatile living areas for every need. The three-car garage offers not just ample storage and parking, but the convenience of an EV adapter in the third bay, ready for your electric vehicle. Escape to the generous private bedrooms, the upstairs bedroom offers a flexible space that can easily serve as a dedicated home office, home gym, media room, or guest suite. This room comes with the significant advantage of both air-conditioned storage and a large walk-in attic, ensuring clutter-free living. Bathrooms feature clean lines, modern fixtures, and striking custom tilework. The dedicated laundry room is equally impressive, boasting extensive cabinetry, quartz counters, and an eye-catching patterned tile backsplash. The fully fenced backyard provides exceptional privacy for your personal resort. The stunning private pool and spa are surrounded by a spacious paver patio, complemented by a charming fire pit area, making this the ultimate space for both lavish entertaining and quiet relaxation. Crucially, this exceptional home is zoned for highly-rated schools offering excellent educational opportunities. The coveted location ensures you are only minutes from the vibrant, golf-cart-friendly atmosphere of Historic Downtown Winter Garden, with its acclaimed Farmers Market, Plant Street Market, unique boutiques, and fine dining. This is a rare opportunity to own a meticulously crafted, custom home in one of Winter Garden's most desirable and private communities--priced BELOW APPRAISED VALUE. Schedule your private showing today to experience this unparalleled lifestyle in Oakland Hills!

15210 E Oakland Avenue, Winter Garden

$767,985
4 Beds 3 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 Berkley, a thoughtfully designed bungalow that blends charm, functionality, and modern comfort. This brand-new home offers 4 bedrooms, 3 bathrooms, and 2,102 sq. ft. of living space. The inviting front porch sets the tone, while inside, abundant natural light flows through thoughtfully placed windows. A bedroom and full bath on the first floor provide flexibility for guests or multi-generational living, while the upstairs keeps the remaining bedrooms together for privacy. Enjoy seamless indoor-outdoor living with a covered breezeway and private courtyard, perfect for gatherings or a quiet retreat. Nestled in Avalon Woods, you’ll love the convenience of being just minutes from top-rated schools, Hamlin Town Center, Hwy 429, and Disney.

6375 Wild Persimmon Way, Winter Garden

$725,000
4 Beds 3 Baths Waterleigh Ph 3b 3c & 3d SubDv. 34787 Zip Code
No rear neighbors! Situated on a premium conservation lot with lake views, this fully furnished 4-bedroom, 3-bathroom two-story home in the desirable Waterleigh community offers privacy, upgrades, and true move-in-ready convenience. Exceptional curb appeal features a brick paver driveway and welcoming front porch. Inside, enjoy wood-look tile throughout the main living areas, a flexible formal sitting room ideal for entertaining or home office, and an open-concept layout filled with natural light. The upgraded kitchen showcases custom gray cabinetry, stainless steel appliances, designer backsplash, pendant lighting, and generous counter space, flowing seamlessly into the dining and family room. Large windows frame tranquil views of the conservation area and lake, creating a peaceful backdrop for everyday living and entertaining. A first-floor bedroom with full bathroom provides an ideal guest or multigenerational suite. Upstairs, the spacious primary retreat features a tray ceiling and spa-style bath with dual sinks, soaking tub, and separate shower. A large loft offers flexible space for media, office, or play area, also with serene backyard and water views. Two additional bedrooms and a full bath complete the upper level. Step outside to your private outdoor oasis featuring a covered brick-paver lanai with summer kitchen, perfect for entertaining, plus a fully fenced backyard with room to add a pool — all while enjoying the privacy of no rear neighbors and protected conservation behind the home. Waterleigh residents enjoy 3 resort-style pools, 2 clubhouses with fitness centers, walking trails, sand volleyball, dog park, fishing and observation pier, tennis courts, pickleball, playgrounds, and lawn maintenance included in HOA. Zoned for Water Spring Elementary, Water Spring Middle School, and Horizon High School. Prime location near Disney, shopping, dining, SR-429, I-4, SR-417, and Publix. With furniture, golf cart, seller credit, premium lot, outdoor kitchen, and EV-ready garage all included, this home offers outstanding value and an effortless move-in experience.Schedule your private showing today.

9611 Lost Creek Drive, Winter Garden

$645,000
4 Beds 3 Baths Hull Island At Oakland SubDv. 34787 Zip Code
Located at 2139 Bay Line in Oakland, this well-maintained residence offers a clean, modern interior and a peaceful conservation setting with no rear neighbors. The open living area features light tile flooring, recessed lighting, and sliding glass doors that lead to a screened covered patio overlooking natural greenery, creating a comfortable indoor outdoor flow. The kitchen is designed with a large center island, white cabinetry, quartz countertops, subway tile backsplash, stainless steel appliances, and contemporary pendant lighting. Bedrooms feature newly installed carpet, while neutral finishes throughout provide a move-in ready feel. The primary suite includes a spacious layout with tray ceiling, ceiling fan, walk-in closet, and an updated bath with dual vanities, soaking tub, and glass-enclosed shower. Additional highlights include a tankless water heater, an attached garage, paver driveway, and attractive curb appeal with mature landscaping. Conveniently situated in Oakland with easy access to nearby roadways, shopping, dining, and everyday amenities, this home combines modern comfort with a tranquil conservation backdrop.

2139 Bay Line Road, Oakland

$690,000
3 Beds 2 Baths Stoneybrook West SubDv. 34787 Zip Code
Not your typical golf-front home—this beautifully upgraded residence offers a rare combination of space, privacy, and thoughtful improvements throughout. Perfectly positioned on the 17th fairway, enjoy serene golf views from a large, covered, and private pool area featuring a 30x15 solar-heated pool, brick paver patio, built-in planter beds, new LED pool system and pump (2025), and tinted rear windows for added comfort. Inside, the home features 3 bedrooms plus a dedicated office, with luxury flooring throughout all living areas and bedrooms (excluding wet areas), crown molding throughout, plantation shutters, and updated lighting including pendant fixtures (2024). The primary suite is exceptionally spacious, offering a sitting area, tray ceiling, sliders to the pool, plantation shutters, a walk-in closet plus additional closet, and a fully updated spa-style bath (2025) with walk-in shower, dual vanities, and jet tub. The second bedroom is unusually large, featuring two windows, a walk-in closet, crown molding, and plantation shutters. The third bedroom and office continue the same high-end finishes, with the office highlighted by double doors and a large window. A remodeled cabana bath provides convenient pool access and includes an optional pet door feature. The kitchen is equipped with Whirlpool appliances (2022), a Bosch dishwasher, and opens seamlessly to the family room and dinette, both featuring remote-controlled shades and new draps (2025). The laundry room offers added cabinetry and new washer and dryer (2024). Additional upgrades include a tile roof (2024), 18-SEER HVAC system (2018), water heater (2019), epoxy-coated garage floor, attic stairs with storage, and an oversized two-car garage with sink, storage cabinets, and ceiling rack. This home is a standout—meticulously maintained, thoughtfully upgraded, and ideally situated for golf-front living with privacy and style. Enjoy all Stoneybrook West has to offer...Stoneybrook West is a guard gated golf community and waterfront to Black Lake. Residents quarterly HOA includes High-Speed Internet, Spectrum basic TV with one upgrade TV package, Fitness Center, Cable, Jr. Olympic Swimming Pool, Playground, Multipurpose Fields, Lighted Basketball and Tennis Courts, Inline Skating Rink, Pickleball Courts, Sand Volleyball, Private community Boat Ramp, and Discounted Golf on a Beautiful 18-hole Championship Golf Course! Stoneybrook is conveniently located to Major Highways, New Florida Hospital, Winter Garden Village Mall, Theme Parks & Orlando Int Airport.

2394 Baronsmede Court, Winter Garden

$628,875
4 Beds 4 Baths Waterleigh Ph 1a SubDv. 34787 Zip Code
Offered for the first time by its original owners, this lovingly cared for Glendale floor plan showcases unforgettable sunset views across Lake Hickory Nut, enjoyed nightly from the welcoming front porch. Positioned in the highly desirable first phase of Waterleigh, the home offers immediate access to the community’s renowned amenities without the longer drives found deeper within the neighborhood, delivering an ideal blend of convenience and lifestyle. Exceptional curb appeal with a craftsman-inspired façade sets the tone, while the expansive front porch invites you inside to a thoughtfully designed layout that adapts effortlessly to a variety of living needs. The entry opens to a spacious great room where a wall of windows frames sparkling lake views and fills the home with natural Florida light. The kitchen is equally impressive, featuring abundant cabinetry, a large prep island perfect for gatherings, a closet pantry for added storage, and upgraded appliances that all convey. A generous downstairs bedroom overlooking the lake offers flexibility and is currently used as a home office. Upstairs, the living space continues with a sizable bonus room, a true ensuite bedroom with a large walk-in closet, and an oversized secondary bedroom, both capturing stunning lake views. The owner’s suite is a relaxing retreat with dual walk-in closets, separate vanities, a walk-in shower, and a soaking garden tub. An upstairs laundry room designed for everyday convenience includes the washer and dryer. Added features such as central vacuum and a whole-home water filtration system enhance comfort and functionality throughout. Ideally located just minutes from Disney, the 429 expressway, and the vibrant Hamlin retail and dining district, this home also benefits from proximity to highly rated public schools and several respected private campuses. Waterleigh residents enjoy two resort-style clubhouses, pools, fitness centers, sports courts, dog parks, mini golf, and miles of walking and biking trails, with lawn care included in the HOA for truly low-maintenance living. Combining an unbeatable location, a versatile and spacious floor plan, and lake views that simply cannot be replicated, this exceptional home represents outstanding value and is priced to sell. This is a rare opportunity to own a waterfront-view home in one of the area’s most sought-after communities.

8613 Bayview Crossing Drive, Winter Garden

$470,000
3 Beds 2 Baths Summerlake Pd Ph 4b SubDv. 34787 Zip Code
!!SIGNIFICANT PRICE REDUCTION!! Come see this perfect GEM, nestled in the desirable Summerlake community in Winter Garden. This corner lot home features over 1700 sq ft, 3 bedrooms - 2 bathrooms- plus Bonus Den/Office, large kitchen that opens up to the family room and a rear load 2 car garage. The kitchen features 42"upper cabinets, spacious island, granite countertops, Stainless steel appliances and GAS COOKING RANGE for the inspired chef. Enjoy winding down at the end of the day on your front porch with a perfect view of the Disney Fireworks! As a resident of Summerlake you will enjoy the lakefront club house with resort style pool, fitness center, tennis courts, dog park and the many miles of sidewalks for evening or morning strolls. For ease of maintenance the HOA takes care of the lawns for you! Summerlake is a popular and well-designed community with the best of shopping and entertainment around you and all in close proximity to the FL-429, Florida Turnpike, East-West expressway and connections to Interstate-4. Don't let this one slip away as it won't last long, the true diamond that IT IS.

8216 Gray Kingbird Dr, Winter Garden

$1,008,426
5 Beds 4 Baths Avalon Woods SubDv. 34787 Zip Code
One or more photo(s) has been virtually staged. Under Construction. Opportunity in Avalon Woods! Discover the newest community by Dream Finders Homes in highly sought-after Hamlin, Winter Garden. Welcome to the Tidewater, a spacious single-story, open-concept home designed for modern living and effortless entertaining. This brand-new home offers 5 bedrooms and 3 bathrooms, providing flexibility for families, guests, or multi-generational living. Bonus area with Full Bath.The layout flows seamlessly from the great room to the dining and kitchen areas, creating a bright and welcoming space for everyday life and entertaining. A wet bar in one of the rooms adds style and convenience for hosting guests. The owner’s suite and additional bedrooms are thoughtfully placed to maximize privacy and comfort, and a door connecting the laundry room directly to the owner’s suite closet adds an extra layer of convenience. 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.

16132 Leyland Cypress Lane, Winter Garden

$735,000
5 Beds 5 Baths Lakeview Preserve Ph 2 SubDv. 34787 Zip Code
Welcome to the Lakeview Community! This stunning single-family residence features 5 spacious bedrooms, 4 full bathrooms, and a convenient half bath. The open-concept kitchen and living area, equipped with stainless steel appliances and modern touches, seamlessly connect to the backyard through full retractable sliding doors. The first floor includes a comfortable mother-in-law suite with a private bathroom and a versatile flex room for added convenience. Upstairs, you'll find 4 additional bedrooms, a laundry room, and a spacious great room perfect for family time or relaxation. Outside, enjoy a comfortable and contemporary gazebo, ideal for entertaining or unwinding. This home also showcases a modern lamp set and an advanced lighting system, adding elegance and ambiance to every corner. With its thoughtful design, enlarged kitchen, and modern light switches, this fantastic floorplan has everything your family needs!

3262 Hanging Tide Street, Winter Garden

$595,000
4 Beds 4 Baths Waterleigh Ph 4b & 4c SubDv. 34787 Zip Code
Welcome to this beautiful 4-bedroom, 3.5-bath home located in the highly sought after community of Waterleigh in Winter Garden. This residence features tile throughout the first floor main living areas and has an open floor plan with sleek finishes and quartz countertops, creating a modern and stylish atmosphere. There is one bedroom on the first floor that can serve as an in-law or guest bedroom, while upstairs you'll find three additional bedrooms, including a spacious Primary bedroom. The upstairs includes a versatile loft area, perfect for a home office, playroom, or additional living space. This home offers not just a comfortable living space but a vibrant lifestyle within a master planned community. Enjoy access to a resort style clubhouse, multiple pools with a fitness center, playgrounds, and sports fields. Additional amenities include mini golf, walking and nature trails, beach volleyball, and all concrete block construction for durability. The home features smart home technology, and all landscaping is included for your convenience. The community is family friendly with an elementary and middle school located right inside, while the high school is just minutes away. As you arrive, you'll be greeted by a beautiful waterfall entrance. Waterleigh is golf cart friendly and conveniently located with a Publix at the front of the neighborhood. Situated in a prime location, you're just minutes from all that Orlando showcases. Enjoy nightly views of the Disney fireworks, with easy access to Disney World. Explore the heart of Horizon West, including Hamlin Town Center and Flamingo Crossings, both offering a wide variety of shopping, dining, and entertainment options. With quick access to the Turnpike, commuting around Orlando is a breeze. This is truly a fantastic place to live!

16031 Scarpetta Street, Winter Garden

$629,000
4 Beds 3 Baths Wincey Grvs Ph 1 SubDv. 34787 Zip Code
Exquisitely appointed 4-bedroom, 3-bath residence located in the highly desirable Wincey Groves in Hamlin community. Designed for both elegant entertaining and everyday comfort, this home offers an open-concept layout anchored by a light-filled great room and a beautifully upgraded kitchen featuring premium KitchenAid appliances, generous counter space, and an exceptionally large center island perfect for gatherings, casual dining, and hosting. The primary suite serves as a private retreat, highlighted by two expansive walk-in closets and a well-appointed en-suite bath. The home features a built-in sound system with two large speakers in the living room and two additional speakers installed in the lanai ceiling—perfect for entertaining indoors and out. As you step outdoors to a serene backyard oasis with no rear neighbors, offering exceptional privacy. The upgraded, heated saltwater pool is enhanced with a custom fountain and waterfall, creating a resort-style setting ideal for relaxation or hosting guests. Nestled in a quiet, established neighborhood with convenient access to top-rated schools, shopping, dining, and recreational amenities, this exceptional home delivers luxury, privacy, and lifestyle in one refined package. Carpets may need to be replaced or stretched in some areas, and minor paint touch-ups are recommended throughout the property.

16256 Misty Hills Avenue, Winter Garden

$760,000
4 Beds 4 Baths Silverleaf Reserve/Hamlin Ph 2 SubDv. 34787 Zip Code
Welcome to this exceptional Barret floor plan in the exclusive Silverleaf Reserve by Meritage Homes, offering 4 spacious bedrooms, a versatile bonus room, a dedicated office, and an additional flex space currently used as a music room. Positioned on one of the best lots in the community, this home features stunning lake views, unmatched privacy, and a thoughtfully designed layout for both comfort and functionality. This residence is loaded with upgrades: luxury vinyl flooring throughout, elegant quartz countertops, soft-close cabinetry, designer glass-front cabinets, and beautiful under-cabinet lighting that adds charm and sophistication to the kitchen. The master bedroom is located on the second floor, making it perfect for families with young. On the first floor, a guest suite is conveniently located near the entrance, ideal for visitors or elderly family members. The home also includes a stylish powder room (half bath) for added convenience. The bonus room provides endless flexibility, whether as a media room, playroom, or additional lounge space, while the office is perfect for working from home. The unique music/flex room adds character and versatility to the home. Located in Winter Garden’s prime area, Silverleaf Reserve offers not only a premium lifestyle but also the convenience of two highly rated public schools (elementary and middle) right inside the community, along with easy access to shopping, dining, and major highways. This property is the perfect combination of modern design, luxury finishes, and an unbeatable location — a rare opportunity in the heart of Winter Garden.

5211 Citrus Leaf Boulevard, Winter Garden