4 Beds ⋅ 3 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.

1085 Chase Drive, Winter Garden

$590,000

4 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code

Welcome to your dream home! Built in 2020, this stunning two-story single-family residence perfectly blends modern design, comfort, and functionality. Featuring 4 spacious bedrooms, 2 full bathrooms, and 1 half bath, this home offers the ideal layout for both everyday living and entertaining. Step inside to discover an open-concept floor plan filled with natural light, contemporary finishes, and thoughtfully designed living spaces that create a warm and inviting atmosphere. The modern kitchen seamlessly connects to the main living and dining areas, making it perfect for gatherings with family and friends. The generously sized bedrooms provide comfort and privacy, while the primary suite offers a relaxing retreat after a long day. Conveniently located in a desirable area, this property combines accessibility, comfort, and modern living. Whether you're looking for your primary residence or a smart investment opportunity, this home is ready to exceed your expectations. Property have tenants living month by month.

15367 Gilligan Court, Winter Garden

$599,000

4 Beds ⋅ 3 Baths ⋅ Signature Lakes Ph 02 A B H I J SubDv. ⋅ 34787 Zip Code

Such a Charming, Family-Friendly 4 Bedroom 2.5 Bath Home in Beautiful Winter Garden. The bungalow-style porch is extremely inviting as you enter the home. Arched doorways, recessed lighting, French doors, transom windows, and a separate office on the first floor. Tons of natural lighting. The kitchen includes solid granite countertops, solid wood cabinetry, custom tile backsplash, and an island storage prep station. and a Pantry! Oversized primary bedroom upstairs, with an ensuite bathroom leading to a roomy walk-in closet with pocket doors. Ensuite Bath includes a glass-walled shower with a separate spa-style tub. Dual sinks with plenty of counter space. Solid wood cabinetry and Stone countertops. 3 additional Bedrooms on the second floor. Full laundry room with cabinetry. Welcome to Independence, one of the most desirable communities in Central Florida! Ideally located within walking distance of A-rated schools, shopping, dining, and fun for the whole family. Whether envisioning a pool, an expanded patio, or simply more room to relax and play, this space is a true standout in the neighborhood. Residents of Signature Lakes enjoy resort-style amenities including two clubhouses, tennis and basketball courts, two swimming pools, dog parks, scenic walking and biking trails, and beautifully landscaped green spaces. These neighborhoods would be inspired by the traditional aesthetic of Colonial America, with streets named after agricultural methods, explorers, authors, artists, and more. The "icon" for the community is the Mall, situated at the entrance to the community off Ficquette Rd. Two large stone obelisks, alight with gas torches in the evening, give way to the sparkling 512-foot reflecting pond surrounded by emerald green lawn and stately mature oak trees. At the Tower Green stands the five-story brick Clock Tower, trimmed by ornamental gardens and capped with a copper spire. The Town Square Residents Club ends the Mall, with its colonnaded façade and tall cupola drawing inspiration from Georgian colonial buildings of historic Philadelphia, New York, and Boston. This prime Winter Garden location offers quick access to SR-429 and is minutes from shopping, dining, and entertainment. This home is the perfect blend of style, comfort, and location, and is ready to welcome its next owner. At Independence, they are proud to be among the finest master planned communities in Horizon West. Full of dramatic architectural flourishes, surrounded by the majesty of natural Florida, and home to a lifestyle that's second to none, we welcome you to explore this beautiful community and discover that this unique place truly is what life should be.

6316 Manuscript Street, Winter Garden

$569,990

3 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Discover the Copper, an open bungalow floor plan that will enhance your living experience with its spacious layout, including 3 bedrooms, 2.5 bathrooms, a loft, and a 2-car garage. The moment you walk through the front door, the openness of the home welcomes you, leading directly to a show-stopping gourmet kitchen with a long island ideal for entertaining friends and other guests. Upstairs, the primary suite offers a perfect end-of-day retreat with a large walk-in closet and a generously sized bedroom. Introducing Serenade at Ovation, within the fast-growing Horizon West community, offers a prime location near top Winter Garden schools, Walt Disney World, Hwy 192, SR 429, Flamingo Crossings, and Hamlin. The diverse housing options include townhomes, new bungalows, and award-winning single-family homes, providing affordable living in this burgeoning area. Abundant green spaces, pocket parks, and the central Area Community Park with its engineered wood fiber playground, shaded pavilion, and dog parks, make this community an ideal, family-friendly choice at the heart of Horizon West.

13031 Serene Glade Road, Winter Garden

$580,933

4 Beds ⋅ 3 Baths ⋅ Serenade At Ovation SubDv. ⋅ 34787 Zip Code

Virtually Staged. Under Construction. Discover the Newbury - our largest bungalow! This expansive home is designed to accommodate a variety of lifestyles with its 4 bedrooms, 3 bathrooms, a loft, and a 2-car garage. The gourmet kitchen is a standout feature, perfect for those who love to cook and entertain. Each bedroom in the Newbury is generously sized , ensuring that everyone in the family has their own comfortable space. This home is guaranteed to exceed your expectations with its blend of spaciousness and functionality. Sample Image

17125 Stillness Alley, Winter Garden

$560,000

3 Beds ⋅ 3 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code

Looking for a move-in ready home near Hamlin in Winter Garden with a private backyard and low-maintenance interior? This 3-bedroom, 2.5-bath residence in Hamlin Reserve offers exactly that. A covered brick paver patio overlooks an expansive, fenced backyard, offering rare outdoor space for relaxing, entertaining, or simply enjoying more privacy. Inside, wood-look tile and luxury vinyl flooring run throughout, with no carpet anywhere in the home. The kitchen features black cabinetry, quartz countertops, and stainless steel appliances, opening into a flexible living and dining layout with strong natural light. Upstairs, the primary suite includes a walk-in closet and private bath, with additional bedrooms suited for family, guests, or a home office. Hamlin Reserve is one of Winter Garden's most convenient communities, with a pool, park, playground, and dog park, minutes from Hamlin, SR 429, shopping, dining, and medical facilities. The property is zoned for Independence Elementary, Bridgewater Middle, and Horizon High School. Schedule your showing to see the layout, storage, and outdoor space in person.

6323 Hamlin Reserve Boulevard, Winter Garden

$600,000

5 Beds ⋅ 3 Baths ⋅ Lakeview Reserve SubDv. ⋅ 34787 Zip Code

Virtually Staged. Experience elevated living in the gated WATERFRONT community of Lakeview Reserve, ideally situated in the heart of historic downtown Winter Garden in the GOLF CART DISTRICT with LOW HOA. This impressive FIVE-bedroom, THREE-bath residence with dining space and LOFT offers an exceptional combination of space, comfort, and versatility, thoughtfully designed to accommodate both everyday living and grand-scale entertaining. Boasting a generous floor plan with expansive living areas and well-proportioned bedrooms, the home provides ample room for growing families, multigenerational living, or those seeking dedicated spaces for a home office, fitness room, or media retreat. Situated on a premium homesite spanning nearly one-quarter of an acre (.19), the property presents endless possibilities for outdoor enjoyment. Whether you envision creating a private backyard oasis, adding a custom pool, designing an outdoor kitchen, or simply enjoying the abundance of open green space, this oversized lot offers the flexibility to bring your vision to life while still providing plenty of room for recreation and relaxation. Upon entering, you are welcomed by a thoughtfully designed open-concept floor plan enhanced by new flooring and a freshly painted interior (2023-2024), creating a bright and inviting atmosphere throughout. The beautifully appointed and newly UPDATED gourmet kitchen serves as the heart of the home, featuring stainless-steel appliances, quartz countertops, shaker style cabinets, and two pantries. The living area is adjacent to the kitchen and presents a great opportunity to expand into the outdoor space creating an indoor-outdoor vibe. Designed with flexibility and comfort in mind, the main level offers a generously sized guest bedroom and a full bathroom, ideal for visitors, a home office, or multigenerational living. The laundry room and dining space are also located on the main level. Upstairs, the spacious primary suite provides a private retreat, while three additional bedrooms, full bath, and loft offer abundant space for family and guests. The primary suite includes a garden tub with separate shower, vanity, linen closet, and walk-in closet. Enjoy picturesque views of Lake Apopka from multiple vantage points throughout the home, creating a serene backdrop for everyday living. ADDITIONAL UPDATES: roof (2018), water heater (2025), downstairs AC (2024-2025), Just moments away, residents enjoy exclusive access to a private community dock overlooking the lake—an idyllic setting for morning coffee, fishing, or taking in spectacular sunset views. Located within the golf-cart district, this remarkable home places you just minutes from the charming boutiques, acclaimed dining, farmers market, and year-round events that make downtown Winter Garden one of Central Florida’s most sought-after destinations. Convenient access to major highways (Turnpike, 429, East-West Expressway) further enhances the lifestyle, placing world-renowned attractions such as Walt Disney World, Universal, and downtown Orlando within easy reach. You can access the 22 mile long WEST ORANGE Trail just footsteps outside of the community to take in cycling and exercising. Move-in ready, this exceptional residence offers a rare opportunity to enjoy luxury, convenience, and a true sense of community in one of Winter Garden’s sought after gated neighborhoods. Measurements are approximate. Buyer is responsible for verifying information.

181 Zachary Wade Street, Winter Garden

$575,000

4 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to this beautifully maintained former model home located in the highly sought-after Winter Garden area, just minutes from Magic Kingdom, shopping, dining, and top community amenities including pools, tennis courts, basketball courts, and a dog park. This spacious 4-bedroom, 2.5-bath residence combines thoughtful upgrades, functional living spaces, and exceptional curb appeal. Step inside to discover upgraded ceramic tile flooring throughout the main living areas, an open-concept layout, and a dedicated office/flex room featuring custom built-in desks and cabinetry—perfect for working from home. The expansive gourmet kitchen offers granite countertops, upgraded cabinetry, stainless steel appliances, oversized island seating, and abundant storage space ideal for entertaining and everyday living. The first floor flows seamlessly into the oversized great room and large screened covered lanai, creating the perfect indoor-outdoor lifestyle. A spacious laundry room includes built-in cabinetry, utility sink, and folding station for added convenience. Upstairs, the generous primary suite features dual vanities, a garden tub, walk-in shower, and spacious walk-in closet. Three additional bedrooms and a full bathroom provide comfortable accommodations for family and guests. The second upstairs bathroom was updated with a new vanity in 2024. This home has been extensively improved with major recent upgrades including: NEW ROOF (2022) Solar panels (2023) NEW fence (2021) Fresh exterior paint (2026) New refrigerator (2024) Washer & dryer (2021) HVAC (2014) Updated blinds throughout Ring security system, Ring cameras, and smart front door lock Water softener system Reverse osmosis system in kitchen Enjoy the oversized yard, exceptional cabinet and storage space, and the premium feel that comes with owning a former model home. This move-in-ready property offers the perfect combination of comfort, upgrades, energy efficiency, and prime Central Florida living. Schedule your private showing today!

14542 Black Cherry Trail, Winter Garden

$595,000

3 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code

Welcome to this beautifully maintained, move-in ready 3-bedroom, 3-bathroom home in the highly sought-after Oakland Park community of Winter Garden. Combining timeless architecture with modern upgrades, this turnkey home offers the perfect blend of comfort, style, and convenience. Inside, you'll find a bright, open-concept floor plan with abundant natural light, soaring ceilings, spacious living and dining areas, and a flexible layout ideal for entertaining, working from home, or accommodating multigenerational living. The chef-inspired kitchen features desirable gas appliances, generous counter space, ample cabinetry, and seamlessly connects to the main living areas, creating the heart of the home. Thoughtful upgrades throughout include plantation shutters, designer finishes, and quality craftsmanship, providing a low-maintenance lifestyle that allows you to simply move in and enjoy. The spacious primary suite offers a private retreat with a luxurious ensuite bathroom and generous walk-in closet, while the additional bedrooms and bathrooms provide flexibility for family, guests, or a dedicated home office. Step outside and enjoy Oakland Park's signature charm, featuring tree-lined streets, inviting front porches, scenic green spaces, and resort-style amenities that foster a true sense of community. Perfectly located just minutes from Historic Downtown Winter Garden, the award-winning Farmers Market, the West Orange Trail, boutique shopping, popular restaurants, community events, and convenient access to SR 429, the Florida Turnpike, Disney, downtown Orlando, and Orlando International Airport. Families will appreciate the proximity to top-rated schools and nearby parks. Whether you're searching for a primary residence, a second home, or simply a home that offers an exceptional lifestyle in one of Central Florida's most desirable communities, this Oakland Park gem delivers the location, upgrades, and quality you've been waiting for.

914 Trowman Alley, Winter Garden

$550,000

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 1a SubDv. ⋅ 34787 Zip Code

Nestled within the exclusive Marina Bay enclave of Waterleigh, one of Horizon West’s most sought-after luxury communities, this beautifully upgraded 3-bedroom, 3-full-bathroom single-story home built in 2018 offers a rare combination of privacy, tranquility, and resort-style living. Marina Bay is a completed, quiet hideaway tucked away from the newer phases of the community with ongoing home construction and through traffic, while still offering access to Waterleigh’s extensive luxury amenities. Positioned on a peaceful cul-de-sac with a charming garden park at its center, this home enjoys a serene setting where neighbors gather to enjoy nightly Walt Disney World Resort fireworks views visible from the park, front porch, and multiple scenic areas throughout the community. Freshly repainted in Spring 2026, the home showcases thoughtful upgrades throughout. Inside, luxury vinyl plank flooring installed in 2025 flows through the main living areas, complementing the open-concept design with both style and durability. One standout feature is the oversized 3-car tandem garage with overhead storage racks, offering exceptional storage space rarely found in comparable homes. But you won’t need to store lawn care equipment. The HOA provides professional lawn maintenance including mowing, edging, weeding, landscape care, and irrigation maintenance for truly low-maintenance living. Outdoor living is equally impressive. The fully fenced backyard offers exceptional privacy thanks to the premium corner lot location tucked away from major roads and traffic. In 2025, the screened lanai was expanded with an extended paver patio, creating the perfect setting for entertaining, outdoor dining, or relaxing while enjoying breathtaking sunset views over the lake to the west. A dedicated paver pad for trash and recycling bins hidden behind landscaping was also added in 2025. Life in Waterleigh is designed to feel like an upscale resort vacation year-round, with scenic lakes, trails, parks, and gathering spaces woven naturally throughout the community. Residents enjoy multiple resort-style amenity centers, fitness centers, pools, playgrounds, sports fields, fishing, beach volleyball, hammock beach areas, scenic walking trails, dog parks, and even a private mini-golf course — a rare feature that helps set Waterleigh apart. Located minutes from State Road 429, the home offers quick access to Universal Orlando Resort, Walt Disney World Resort, Downtown Orlando, and Orlando International Airport. Nearby Hamlin features upscale dining, entertainment, luxury cinemas, and top-rated schools, while Downtown Winter Garden offers charming boutiques, dining, farmers markets, and historic charm. From the peaceful cul-de-sac setting and nightly Disney fireworks to the lake views, luxury upgrades, oversized garage, and unmatched amenity package, this home offers an exceptional opportunity to enjoy one of Horizon West’s premier resort-style communities.

15518 Fountain Cove Court, Winter Garden

$569,990

3 Beds ⋅ 3 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Bellake. This amazing all concrete block construction single-family home features 3 bedrooms and 2.5 bathrooms optimizing living space with an open concept feel. The kitchen overlooks the dining and great room, while having view to the covered lanai outside. Ample windows and a set of sliding glass doors allow lighting into the living area. The well-appointed kitchen features an island with bar seating, plentiful cabinet and counter space and stainless steel appliances, making entertaining a breeze. The first floor also features a flex room that provides an area for work or play and half bathroom. As we head up to the second floor, we are greeted with Bedroom one which includes a spacious walk-in closet as well as ensuite bathroom with double vanity. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. Your laundry room is located on the second floor as well. This home features a two car garage located at the rear of the home complete with drop zone as you enter the home. Like all homes in Waterleigh, the Bellake 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.*

12026 Shine View Lane, Winter Garden

$560,000

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2a SubDv. ⋅ 34787 Zip Code

Move in ready home in Waterleigh one of Winter Garden’s most desirable places to live! Ideally positioned within the community for quick and convenient access, this home also sits directly across from a playground and green space perfect for families and outdoor fun. Freshly updated with new interior paint and brand new carpet throughout the bedrooms and upstairs, this home is truly turnkey. Featuring 4 bedrooms and 3.5 baths, the open concept layout offers a spacious kitchen with granite countertops, stainless steel appliances, large island, and walk in pantry overlooking the living and dining areas. Sliding doors lead to a covered lanai for easy indoor-outdoor living. The first floor includes a bedroom with ensuite bath and a powder room. Upstairs offers a versatile loft, a spacious primary suite with walk-in closet and dual vanities, two additional bedrooms, a full bath, and a convenient laundry room. Enjoy resort-style living in Waterleigh with pools, clubhouse, fitness center, parks, trails, and more all designed for a true Florida lifestyle.

16031 Pebble Bluff Loop, Winter Garden

Homes for Sale in Winter Garden, FL Between $550,000 to $600,000

All Winter Garden, FL Homes for Sale Between $550,000 to $600,000

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