Refine Search
Sort by
$735,000
4 Beds ⋅ 3 Baths ⋅ Emerald Ridge SubDv. ⋅ 34787 Zip Code
LUXURIOUS, RENOVATED & RESORT-STYLE LIVING IN WINTER GARDEN! Welcome home to 1809 Delafield Dr., an impressive 4-bedroom, 2.5-bath home offering approximately 3,605 square feet of beautifully designed living space. Location is everything! Enjoy the convenience of Winter Garden with easy access to shopping, restaurants, entertainment, major highways, Disney, and Central Florida’s most popular attractions. Downtown Winter Garden and Winter Garden Village are just part of what makes this area such a desirable place to live. Inside, the spacious open-concept floor plan offers multiple living and dining areas, creating the perfect setting for everyday living and entertaining. Beautiful laminate flooring runs throughout the home, while the completely renovated kitchen features stunning natural stone countertops, real wood cabinetry, and a spacious layout that flows seamlessly into the living areas.

1809 Delafield Drive, Winter Garden

$690,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Mckinnon Groves SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Close to Amenities | Close to Park | Covered Lanai. New Construction - November Completion! Welcome to the Sereno at 11232 Carding Mill Lane in Esplanade at McKinnon Groves! This thoughtfully designed single-story home offers the perfect balance of comfort and connection, with an open-concept gourmet kitchen, dining area, and great room that create a bright and inviting gathering space. The spacious primary suite is tucked away for added privacy and features a luxurious bath and generous walk-in closet. Two secondary bedrooms are located near a full bath, making it easy to host guests or create a home office. A covered lanai and private courtyard extend your living space outdoors, while the convenient laundry room, powder bath, and two-car garage add everyday functionality. This home is designed for effortless living with stylish spaces that feel welcoming from the moment you arrive. Additional Highlights Include: 8' doors, blinds, and Cafe Advantage appliances. Photos are for representative purposes only. MLS#O6445005 Esplanade at McKinnon Groves offers resort-style living in a gated Winter Garden community surrounded by natural beauty. Planned amenities include a fitness center, movement studio, resort pool and spa, Bahama Bar, pickleball, tennis, and bocce courts. Residents will also enjoy yoga lawns, a Bark Park, rose garden, scenic trails, concierge services, and year-round events. Zoned for Lake County schools, it blends everyday convenience with an active lifestyle.

11232 Carding Mill Lane, Winter Garden

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

11397 Bourbon Rose Circle, Winter Garden

$956,826
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11839 Shine View Lane, Winter Garden

$902,116
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11875 Shine View Lane, Winter Garden

$595,000
4 Beds ⋅ 3 Baths ⋅ Cambridge Crossing Ph 1a SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to 12525 Scarlett Sage Ct, a beautifully renovated home in Winter Garden’s gated Cambridge Crossing community. With four bedrooms, three full bathrooms, and approximately 2,529 square feet of single-story living space, this home offers generous rooms and distinctive finishes throughout. Soaring ceilings, graceful archways, and large windows create a bright, welcoming feel from the moment you enter. Marble-look tile flooring extends through the main living areas, while separate living and dining rooms offer flexible space for everyday life and entertaining. At the heart of the home, the kitchen features natural marble countertops, solid wood cabinetry, and soft-close drawers and cabinet doors. A generous island with a gold-tone sink and faucet anchors the space, complemented by a hexagon tile backsplash, coordinating hardware, and contemporary lighting. The adjoining family room makes it easy to stay connected while cooking or hosting guests. A split-bedroom layout provides privacy, and the primary suite features a walk-in closet, garden tub, and separate shower. The covered patio opens to the backyard, offering a place to relax and enjoy Florida’s outdoor lifestyle. The home was renovated in 2021, and the roof and gutters were replaced that same year. A new A/C system and lawn irrigation system were installed in 2023, followed by a new garage door opener in 2026. Located near Winter Garden Village, historic downtown Winter Garden, shopping, dining, and convenient access to SR 429, SR 408, and the Florida Turnpike, this home has plenty to offer. Schedule your private showing today!

12525 Scarlett Sage Court, Winter Garden

$947,591
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

11935 Shine View Lane, Winter Garden

$375,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Resort-style ease meets everyday comfort in this move-in ready Independence townhome that lives like a single-family home. Two bedroom, two and a half bath, with both bedrooms featuring private en suites.  Enjoy a welcoming front porch for morning coffee and an expansive private courtyard that truly feels like your own backyard, with direct access to a 2-car garage—giving you outdoor living space, privacy and functionality you don’t always find in townhome living. **And when the sun goes down, enjoy the magic of Magic Kingdom fireworks right from home.** Fresh exterior paint and newer roof, inside brand new carpet, newer Trane HVAC, upgraded LG Smart stainless steel appliances app controlled plus W/D (with added features like bio defense light) set a clean, modern tone. An open-concept layout features a kitchen with an island breakfast bar that flows seamlessly into the dining and living areas, keeping everyone connected. Soaring ceilings and abundant natural light from numerous windows create a bright, airy feel throughout. Smart-home conveniences include a Ring security system with remote monitoring and My Q remote-access garage controls, giving you added convenience whether you’re home or away. The HOA covers lawn care, so your weekends are truly yours. Step outside and you’ve got a Gazebo on corner to enjoy lakefront picnics, two clubhouses in close distance where lots of community parties happen with resort pools, fitness center, game room, holiday events, giant open lawns for sports and activities, walking and biking trails, multiple playgrounds and parks, basektball and tennis courts, dog parks, a community boat ramp onto Lake Hancock, access to a PokemonGo Pokestop, and that signature Indenpendence reflecting pond. (Lake Views from Master BD and front porch). All the polish of a model home, with the space and feel of a single family, plus the low maintenance lifestyle you want. Just minutes from shopping, groceries, and dining, with Walt Disney World approximately 20 minutes away. Everyday convenience and weekend magic, right at your doorstep. Organized community events, including festivals, pool events, food-truck nights and Independence's annual fireworks event.

14169 Avenue Of The Groves, Winter Garden

$680,000
4 Beds ⋅ 3 Baths ⋅ Winter Oaks SubDv. ⋅ 34787 Zip Code
Welcome to Winter Oaks, one of Winter Garden’s most desirable communities, just minutes from the charm, dining, shopping, and entertainment of historic Downtown Winter Garden. Tucked away at the end of a quiet cul-de-sac and situated on one of the community’s largest lots, this beautifully maintained 4-bedroom, 3-bath home offers an exceptional combination of space, character, and location. Step inside to an impressive 20-foot foyer that creates a dramatic first impression and opens to spacious living areas designed for both everyday comfort and entertaining. Thoughtful architectural details are found throughout the home, including 9'4" ceilings, hardwood flooring, Craftsman-style trim, tall baseboards, crown molding, wainscoting, oak stairs, custom built-ins, and detailed window trim. The inviting kitchen features 42-inch cabinetry, Quartz countertops, stainless steel appliances, generous prep and storage space, and a charming built-in banquette for casual dining. Sliding glass doors extend the living space to a screened patio overlooking the expansive backyard. A full laundry room with utility sink is conveniently located nearby. The first floor also features an elegant formal dining room accented with beautiful wainscoting, along with a bedroom that can easily serve as a private home office or guest suite and an adjacent full bathroom. Upstairs, the spacious Owner’s Suite provides a peaceful retreat with tray ceilings, crown molding, and a private balcony. The en-suite Fully Remodeled bathroom offers dual vanities, a beautiful super shower, and an impressive oversized walk-in closet. Two additional bedrooms and an upgraded full bathroom complete the second floor. Outside, enjoy the privacy and possibilities of the oversized fenced yard, offering plenty of room for outdoor entertaining, recreation, or creating your own backyard retreat. The home has been lovingly maintained and thoughtfully improved over the years, including a new roof in 2020, A/C Air Handler in 2023, energy efficient replacement windows throughout most of the home. With its generous homesite, cul-de-sac location, distinctive architectural details, and convenient access to Downtown Winter Garden by foot or bike, this home offers a wonderful opportunity to enjoy one of Central Florida’s most sought-after communities.

707 Chase Oaks Court, Winter Garden

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

3292 Windbeam Court, Winter Garden

$890,000
4 Beds ⋅ 3 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Some homes simply sit in a neighborhood. This one feels like it belongs there. Welcome to 150 Hammock Preserve Loop, a 2023 Rockwell Homes residence tucked into the heart of Oakland Park, where the front porch looks out toward mature oak trees and the best parts of the Winter Garden lifestyle are never far from home. Step inside and you’re immediately greeted by a dedicated office to the left of the entry, creating the perfect work-from-home space while keeping it separate from the main living areas. Throughout the home, thoughtful custom updates give each space a personality of its own. The primary suite is conveniently located on the main floor, while the additional bedrooms and spacious loft are upstairs, creating a layout that offers both separation and flexibility. A rare three-car garage provides the extra space that can be difficult to find in Oakland Park, whether you need room for vehicles, golf carts, bikes, storage, or all of the above. Out back, the generous yard offers plenty of room to create your own outdoor retreat, including space for a future pool. But what makes this home especially difficult to replicate is everything beyond the front door. Oakland Park is one of Winter Garden’s most sought-after communities for a reason. Tree-lined streets, front porches, parks, playgrounds, two resort-style community pools, a clubhouse, dog park, waterfront spaces, and miles of trails create a neighborhood designed to actually be enjoyed. Hop on your bike and connect to the West Orange Trail, or grab the golf cart and head toward Downtown Winter Garden for a morning at the Farmers Market, drinks at Crooked Can, dinner along Plant Street, boutique shopping, community events, and everything surrounding Plant Street Market. Here, weekends can start with coffee on the front porch beneath the oaks, turn into an afternoon by the pool or on the trail, and end with a golf cart ride into Downtown Winter Garden. Built in 2023, filled with custom touches, complete with a dedicated office, rare three-car garage, and a backyard ready for what comes next, 150 Hammock Preserve Loop offers more than a beautiful home. It offers the Oakland Park lifestyle that makes this neighborhood so special.

150 Hammock Preserve Loop, Oakland

$589,990
4 Beds ⋅ 4 Baths ⋅ Storey Grove Ph 2 SubDv. ⋅ 34787 Zip Code
Exceptional Location | Upgraded 4-Bedroom Home | Resort-Style Community Welcome to this beautifully maintained and thoughtfully upgraded 4-bedroom, 3.5-bathroom home offering nearly 2,500 square feet of living space in a highly desirable Central Florida location. Situated in an established community with excellent schools and convenient access to everyday amenities, this home offers an exceptional combination of comfort, convenience, and lifestyle. The home features a spacious and functional floor plan with generously sized bedrooms and inviting living areas. Numerous upgrades throughout the property add both style and functionality, including enhanced kitchen cabinetry, upgraded bedroom features, and other quality finishes that make this home truly move-in ready. Residents enjoy access to an impressive collection of community amenities, including a modern fitness center, resort-style swimming pool, elegant clubhouse, and dedicated young generation recreational areas. The community is designed to provide a comfortable and active lifestyle for families of all ages. The location is equally impressive. Grocery stores, banks, pharmacies, restaurants, convenience stores, and other daily necessities are just minutes away, providing the convenience of an established shopping and service area. Major roads and highways are easily accessible, making commuting and exploring Central Florida convenient. The home is also ideally positioned for easy access to Orlando’s world-famous theme parks and Orlando International Airport, while still offering the comfort and convenience of a well-established residential community. Homes offering this combination of size, condition, upgrades, community amenities, school access, and location are a rare find. Schedule your private showing today and discover everything this exceptional property as well.

14180 Title Way, Winter Garden

$625,000
4 Beds ⋅ 4 Baths ⋅ Harvest/Ovation SubDv. ⋅ 34787 Zip Code
Built in 2024, this bright and airy two-story home offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and a dedicated office/study. Designed with modern living in mind, the home features impressive 8-foot doors throughout, a spacious great room with soaring double-height ceilings, and an open-concept kitchen with a casual dining area. Beautiful finishes include an upgraded wood staircase with wood railings and balusters, adding warmth and character to the home. The first floor features a private en-suite bedroom with its own bathroom, ideal for guests or multigenerational living, along with a separate office/study. Upstairs, the serene primary suite offers a spacious bedroom, private bathroom, and large walk-in closet. Two additional bedrooms and a bathroom complete the second floor. Outside, enjoy the convenience of a spacious detached two-car garage, along with a charming private courtyard and walkway connecting the garage to the home. Currently leased for $3,500 monthly, this newer home offers an excellent combination of modern design, functionality, and investment potential.

15173 Summer Harvest Street, Winter Garden

$924,900
3 Beds ⋅ 4 Baths ⋅ Hickory Hammock SubDv. ⋅ 34787 Zip Code
Set along the water with peaceful views woven into everyday living, this beautifully maintained home offers an inviting blend of comfort, space, and relaxed waterfront living. An open, thoughtfully designed layout creates an effortless flow for daily life and entertaining, while abundant natural light, warm finishes, and colorful landscaping add to the home’s welcoming feel. The main living areas are enhanced by quality vinyl plank flooring, quartz countertops, Pottery Barn light fixtures, and a spacious kitchen with white cabinetry, stainless appliances, a large island with seating, and direct sightlines to the dining and living spaces. A Sonos whole-house audio system adds integrated sound throughout the home, while concealed living-room TV wiring keeps the installation clean and streamlined. Additional upgrades include higher ceilings, a tray ceiling in the primary bedroom, upgraded window treatments, whole-house water filtration, irrigation, and HVAC air-quality enhancements with a UV/blacklight component. The primary suite offers a relaxing retreat with peaceful water views, dual vanities, a soaking tub, walk-in closet, and an upgraded walk-in shower with dual shower heads/spouts, including a rain shower. Upstairs, a generous bonus/loft area provides flexible space for a media room, home office, playroom, or additional lounge. Outdoor living is equally inviting, with a screened lanai overlooking the water, a fenced backyard, and upgraded electrical capacity designed to support the higher-output requirements of a large hot tub or spa. The setting is ideal for enjoying morning coffee, evening sunsets, and the quiet rhythm of waterfront living. Located within gated Hickory Hammock at Johns Lake, the community is surrounded by Johns Lake, Lake Burnett, and Lake Claire. Johns Lake spans approximately 2,500 acres and is known for bass fishing and water recreation. Community amenities include a resort-style pool with beach entry, clubhouse, fitness center, tennis courts, sand volleyball/multipurpose court, playgrounds, kids’ soccer area, public fishing pier, dog park, and nature trails through wooded areas and native Florida vegetation. With water views from multiple living spaces, thoughtful interior upgrades, flexible living areas, a screened lanai, fenced backyard, and a wide range of community amenities, this home offers a polished and comfortable waterfront lifestyle in a setting designed for both everyday living and leisure.

15199 Lake Claire Overlook Drive, Winter Garden

$499,000
3 Beds ⋅ 3 Baths ⋅ Walkers Grove Twnhms SubDv. ⋅ 34787 Zip Code
Welcome to 900 Walkers Grove Ln, a beautifully situated townhome in the desirable Walkers Grove community of Winter Garden! This spacious two-story home offers 3 bedrooms, 2.5 bathrooms and an attached 2-car garage. The thoughtfully designed floor plan provides comfortable living and entertaining spaces with plenty of natural light throughout. Enjoy the convenience of low-maintenance townhome living while being just minutes from charming Downtown Winter Garden, local shopping, dining, entertainment, parks, and the West Orange Trail. With easy access to major roadways and everything Winter Garden has to offer, this home combines location, space, and convenience. Don’t miss your opportunity to make this wonderful Winter Garden property your own!

900 Walkers Grove Lane, Winter Garden

$499,900
3 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland SubDv. ⋅ 34787 Zip Code
A rare opportunity to own a beautifully maintained home in the heart of Oakland, offered at an exceptional value under $500,000. Located in the sought-after Longleaf at Oakland community, this 3-bedroom, 2.5-bath home offers a thoughtful layout, beautiful outdoor space, and a prime location—all at a price point that is increasingly hard to find in this desirable area. Set on a quiet cul-de-sac, the home welcomes you with a modern and functional layout designed for both everyday living and entertaining. Inside, luxury vinyl plank flooring, recessed lighting throughout, and a bright, comfortable feel create a welcoming atmosphere. The kitchen features granite countertops and custom shelving, while additional custom shelving in the laundry room adds both style and practical storage. Spacious bedrooms, a versatile upstairs loft perfect for a home office, media room, or additional living space, and a comfortable family room provide flexibility for everyday living. A water softener system adds another thoughtful touch to the home. Step outside to a fully fenced backyard offering privacy and flexibility for pets, play, gardening, or simply enjoying your own outdoor space. The peaceful setting and cul-de-sac location create an inviting sense of privacy while still keeping you close to everything Oakland and Winter Garden have to offer. The location is hard to beat. Take a quick walk to the West Orange Trail or enjoy easy access to the Oakland Nature Preserve. Downtown Winter Garden's shops, restaurants, farmers market, and charming atmosphere are just minutes away, while the Florida Turnpike provides convenient access throughout Central Florida. Orlando's world-class theme parks are approximately 20 minutes away. Beautifully cared for, ideally located, and thoughtfully priced, 1184 Bobcat Chase Blvd offers an exceptional opportunity to enjoy the best of Oakland living with comfort, convenience, and a price point that makes this home stand out.

1184 Bobcat Chase Boulevard, Oakland

$448,990
3 Beds ⋅ 3 Baths ⋅ Stone Creek SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully updated 3-bedroom, 2.5-bath home, offering a spacious and functional layout with modern finishes throughout. The main living area features an inviting open-concept design complemented by luxury vinyl plank flooring, creating a seamless flow between the living, dining, and kitchen spaces. The kitchen serves as the centerpiece of the home, featuring upgraded cabinetry, a large center island, and a farmhouse-style sink, with plenty of space for everyday meals and entertaining. Upstairs, the primary bedroom offers a private en-suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. An open flex space on the second floor adds even more versatility and can be used as a media area, playroom, office, or additional lounge. Additional improvements include a roof replaced in 2018 and A/C installed in 2019. Conveniently located near schools, shopping, restaurants, and major roadways, this home combines modern updates, flexible living spaces, and everyday convenience.

15318 Beamleigh Road, Winter Garden

$450,000
4 Beds ⋅ 3 Baths ⋅ Highland Rdg SubDv. ⋅ 34787 Zip Code
Virtually Staged. Short Sale. Built in 2023 and offering just under 2,000 SQUARE FEET of beautifully designed living space, this 4-BEDROOM, 2.5-BATH two-story home in Highland Ridge feels fresh, modern and MOVE-IN READY from the moment you arrive. Located in the desirable Winter Garden area, this home offers an excellent combination of NEWER CONSTRUCTION, thoughtful living spaces and a GREAT LOCATION, close to Disney and all that Horizon West and Winter Garden have to offer. A BRICK PAVER WALKWAY leads to the welcoming front porch and modern 4-LITE ENTRY DOOR. The home's rear-facing TWO-CAR GARAGE provides secure parking and storage while maintaining the attractive streetscape from the front of the home. Step inside to an OPEN FLOOR PLAN filled with NATURAL LIGHT, where the Living Room, Dining Area and Kitchen flow seamlessly together. LUXURY VINYL PLANK FLOORING runs throughout the main living areas, creating a stylish and cohesive look while offering easy everyday maintenance. The Kitchen is designed for both everyday living and entertaining, featuring STAINLESS STEEL APPLIANCES, QUARTZ COUNTERTOPS, a SLEEK BACKSPLASH, a spacious island with BREAKFAST BAR SEATING and a convenient WALK-IN PANTRY CLOSET. With the Kitchen opening directly to the Dining and Living areas, it's easy to stay connected whether you're preparing a meal, enjoying a casual breakfast or gathering with friends and family. A versatile FLEX SPACE on the main floor provides even more living options and could easily serve as a HOME OFFICE, STUDY OR FORMAL LIVING ROOM, and a nearby half bath is also conveniently located downstairs for guests. At the top of the stairs, the carpeted Loft creates an additional FLEXIBLE LIVING SPACE that could be used as a playroom, media area, homework zone or second gathering space. The spacious PRIMARY SUITE features a beautiful TRAY CEILING, a generous WALK-IN CLOSET and a private en-suite bath. The Primary Bath offers DUAL SINKS, A STEP-IN SHOWER, and a PRIVATE WATER CLOSET. Three additional Bedrooms provide plenty of room for family, guests or hobbies and share a second full bath, while the UPSTAIRS LAUNDRY ROOM adds everyday convenience, with the WASHER AND DRYER INCLUDED. Highland Ridge offers a LOW HOA and desirable community amenities, including a RESORT-STYLE POOL, PLAYGROUND, PICKLEBALL COURT AND BASKETBALL COURT. With it's GREAT LOCATION, you'll have convenient access throughout Winter Garden and the greater Orlando area. Disney is just MINUTES AWAY, while FLAMINGO CROSSINGS TOWN CENTER offers shopping, restaurants and everyday conveniences nearby. WINTER GARDEN VILLAGE boasts more than 80 retailers and restaurants, and HISTORIC DOWNTOWN WINTER GARDEN is a favorite for locally owned shops, restaurants, the Garden Theatre, Plant Street Market and the West Orange Trail. With its 2023 CONSTRUCTION, modern finishes, and LOW HOA with EXCELLENT AMENITIES, this Highland Ridge home offers the best of newer WINTER GARDEN LIVING in a location that's hard to beat. Schedule a tour today to come see this beautiful home and experience all it has to offer!

14058 Frasier Street, Winter Garden

$569,900
4 Beds ⋅ 4 Baths ⋅ Belle Meade-Ph I B D & G SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful home in the desirable gated community of Belle Meade in Winter Garden. Offering four bedrooms, four full bathrooms, and a spacious upstairs bonus room. This thoughtfully designed floor plan provides plenty of room for family, guests, and entertaining. The main living areas feature beautiful tile flooring and an open, inviting feel. The well-appointed kitchen showcases 42-inch mahogany cabinetry, granite countertops, a double oven, and stainless steel appliances, creating a functional and attractive space for everyday living and entertaining. The split-bedroom layout provides privacy and flexibility. Two bedrooms and a full bathroom are conveniently located just off the family room, while additional bedrooms and a full bath are situated toward the rear of the home. Upstairs, a large bonus room with its own full bathroom offers a versatile space that can be used as a media room, office, playroom, guest area, or private retreat. The spacious primary suite is located on the opposite side of the first floor and features two walk-in closets along with a primary bathroom complete with a garden tub and enclosed shower. Outside, you’ll appreciate the paver driveway, three-car garage, and the added convenience of being directly across from a neighborhood park. Belle Meade is a gated Winter Garden community convenient located near highly rated schools, downtown Winter Garden, Fowler’s Grove shopping, and major highways. Interior pics will be published soon.

1630 Chandelle Lane, Winter Garden

$558,000
4 Beds ⋅ 3 Baths ⋅ 0000095335 SubDv. ⋅ 34787 Zip Code
Welcome to this spacious two-story home in the desirable Waterside community. The first floor features an open-concept great room, dining area, and kitchen with granite countertops, a large island, walk-in pantry, and stainless-steel appliances. The great room opens directly to a covered lanai, creating a comfortable space for relaxing or entertaining. A first-floor bedroom with a full bathroom provides flexibility for guests or family members. An interior laundry room completes the first floor. Upstairs, the spacious primary suite features a private bathroom with a separate shower and soaking tub. Two additional bedrooms share a full bathroom, and an open loft provides versatile space for a home office, playroom, or additional living area. A great opportunity to enjoy comfortable living in the Waterside community with a functional and flexible floor plan.

17108 Harbor Oak Parkway, Winter Garden

$384,900
3 Beds ⋅ 3 Baths ⋅ Villas/Tucker Oaks SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained and thoughtfully upgraded home in the desirable gated community of Tucker Oaks in Winter Garden. Offering 3 bedrooms, 2.5 baths, and over 1,700 square feet of living space, this home combines modern updates, energy-efficient features, and comfortable Florida living. The kitchen was beautifully updated in 2023 with quartz countertops and backsplash, 42-inch soft-close cabinetry, a Kraus 30-inch single-bowl stainless steel sink, and a newer KitchenAid dishwasher. Porcelain tile flows throughout the first floor, while newer luxury vinyl flooring extends up the stairs and throughout the upstairs hallway and bedrooms, complemented by 6-inch baseboards. Major improvements include a 2025 roof, 2022 Carrier A/C with soft-start technology, 2025 water softener, and a dedicated generator outlet. Solar panels help reduce energy costs, while whole-house Vista Luminance V28 8-mil window film, installed in 2023, helps block up to 65% of total solar energy and rejects 99.9% of harmful UV rays. Both the primary and guest bathrooms have been remodeled and feature comfort-height toilets. The laundry room has also been upgraded with additional cabinetry for convenient storage. Step outside to enjoy the screened lanai overlooking the pond, with pebble-stone flooring installed in 2023 and no-see-um screening added in 2026. The fenced-in yard provides added privacy and creates a wonderful outdoor space for relaxing or entertaining while enjoying the peaceful pond views. The garage offers additional convenience with overhead storage racks and a pull-down ladder providing access to the garage attic. Tucker Oaks is a gated community offering a resort-style pool, clubhouse, playgrounds, basketball courts, dog park, sidewalks, and green spaces. The location is hard to beat, with convenient access to the Florida Turnpike and major roadways, while being just minutes from historic Downtown Winter Garden and the popular Plant Street corridor, where you'll find restaurants, shopping, Plant Street Market, the weekly farmers market, and local entertainment. The West Orange Trail is also nearby for biking, walking, and outdoor recreation. With a long list of recent improvements, energy-efficient features, a fenced yard with peaceful pond views, and an ideal Winter Garden location, this home is truly move-in ready and offers the lifestyle you've been looking for.

1432 Scarlet Oak Loop, Winter Garden

$625,000
3 Beds ⋅ 2 Baths ⋅ Hull Island/Oakland SubDv. ⋅ 34787 Zip Code
Welcome home to Hull Island, where thoughtful upgrades, a private preserve setting, and resort-style amenities come together. Extended driveway upgraded with builder. This beautifully maintained 3-bedroom, 2-bath home backs to protected conservation land with no rear neighbors. High ceilings, electronic shades, and abundant natural light give the home an open, airy feel. The chef’s kitchen features an oversized granite island, a gas stove, pot filler, 42-inch cabinets, and additional upper cabinetry for storage. Tile backsplash, built in conventional oven and microwave. From the kitchen, you can look out over the pool while preparing meals. The spacious primary bedroom has been updated to the larger size upgrade with the builder. Master bathroom features a double vanity and a very large walk in shower with dual showerheads and a built-in bench, providing both comfort and convenience. Built in 2024, this custom fully automated SALT WATER 7FT screened-in pool area and overhead waterfall is made for relaxing and entertaining. You can control everything for the pool and waterfall , the color, the raindrops you can make it heavy or light all from the fingertips of your phone. It includes a summer kitchen with a sink and a gas fire pit that you can control with your phone. The home also offers a washer and dryer, an electric tankless water heater, and a recently installed Generac natural-gas whole-house generator designed to turn on automatically during a power outage. This home also has an irrigation system heling you keep the landscaping looking its best year- round! This home also has a water softener! The HOA is $165 per month, with no CDD. Community amenities include a resort-style pool, playground, dog park, and a boardwalk leading to a dock and fishing pier on Lake Apopka. Residents also have a private entrance to the 120-acre Oakland Nature Preserve. Downtown Winter Garden, the West Orange Trail, farmers markets, shopping, dining, golf, and pickleball are all close by. Home built in 2021 builder: M/I Homes Of Orlando LLC With its preserve views, inviting outdoor space, and convenient location, and privacy this move-in-ready home is a rare find. The photos are not virtually staged—this home truly is breathtaking! Seller has an assumable mortgage at a low interest rate of 2.375%!!!

2107 Bay Line Road, Oakland

$669,990
4 Beds ⋅ 3 Baths ⋅ Summerlake Pd Ph 2c-2e SubDv. ⋅ 34787 Zip Code
CORNER LOT | SUMMERLAKE | PRIMARY SUITE ON FIRST FLOOR | OPEN-CONCEPT FLOOR PLAN | LOFT | DISNEY FIREWORKS VIEW Welcome to this beautiful two-story home located on a desirable corner lot in the highly sought-after Summerlake community in Winter Garden's Horizon West area. Featuring 4 bedrooms, 2.5 bathrooms, a spacious loft, and an open-concept floor plan, this home offers the perfect combination of comfort, functionality, and location. The main floor features a spacious living area with an elegant tray ceiling, seamlessly connected to the kitchen and dining area, creating a bright and welcoming space for everyday living and entertaining. The kitchen is equipped with stainless steel appliances, a center island, ample cabinetry, and stone countertops. A dedicated and equipped laundry room provides additional convenience. The primary suite is conveniently located on the first floor, offering privacy and easy accessibility. Upstairs, you will find three additional bedrooms, a full bathroom, and a versatile loft, perfect for a second living area, home office, media room, or playroom. Additional features include a two-car garage with rear access and a covered lanai, ideal for relaxing and enjoying Florida's beautiful weather. Thanks to its location, the home also offers the unique opportunity to enjoy Disney fireworks from the property. Residents of Summerlake enjoy an array of resort-style amenities, including a clubhouse, resort-style swimming pool, fitness center, basketball and tennis courts, playgrounds, recreational areas, walking trails, and more. The location is truly exceptional, with convenient access to Hamlin Town Center, where you will find restaurants, shopping, Publix, entertainment, and everyday conveniences. The home also offers easy access to SR-429 and is just minutes from Walt Disney World and Central Florida's world-famous attractions. Don't miss the opportunity to own a corner-lot home with a first-floor primary suite, spacious loft, resort-style community amenities, and an unbeatable Horizon West location. Enjoy the convenience of being close to shopping, dining, entertainment, major highways, and Disney—while having the added bonus of watching Disney fireworks from home. PLEASE NOTE: The home is currently occupied by a tenant, with the current lease through October 31st. For this reason, professional photography was not possible at this time. However, the home is even more beautiful in person than reflected in the current photos. The property was professionally designed and decorated by an interior designer and features numerous upgrades throughout, including carefully selected furnishings, designer finishes, and decorative details that enhance the home's style, comfort, and overall appeal.

15601 Dahoon Holly Lane, Winter Garden

$950,000
5 Beds ⋅ 4 Baths ⋅ Wincey Grvs Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 5416 Golden Apple Dr, an exceptional 5-bedroom, 3.5-bath home in WINCEY GROVES, just moments from the heart of Hamlin. The experience begins at the UPGRADED DECORATIVE-GLASS FRONT DOOR, opening to warm wide-plank flooring, statement lighting, clean architectural details, and a contemporary staircase with black metal accents. Continue into the main living space and the home’s personality really comes through. A dramatic CUSTOM WOOD-SLAT MEDIA WALL WITH BUILT-IN CABINETRY anchors the room, while the open kitchen brings everyone together around an expansive island with stone countertops, abundant cabinetry, stainless steel appliances, and modern pendant lighting. Throughout the home, DESIGNER LIGHT FIXTURES, CUSTOM MILLWORK, BUILT-INS, AND MOTORIZED WINDOW TREATMENTS elevate the spaces well beyond standard builder finishes. Behind the scenes, an ALEXA-INTEGRATED SMART HOME SYSTEM provides convenient control of multiple connected features throughout the residence. The floor plan is equally thoughtful, with the PRIMARY SUITE AND MAIN BEDROOMS LOCATED DOWNSTAIRS for comfortable everyday living. Even the primary suite has something unexpected—a CONCEALED ENTRY DOOR that blends discreetly into the wall before opening to an oversized retreat with a bay-window sitting area overlooking the pool and custom walk-in closets. Upstairs feels like its own private destination, featuring a GUEST BEDROOM, FULL BATH, AND EXPANSIVE BONUS LIVING AREA WITH A BUILT-IN BEVERAGE CENTER, WINE COOLER AND MINI REFRIGERATOR—perfect for overnight guests, extended family, movie nights, a game room, or simply having an entire second living space away from the main level. Then the experience moves outside. MOTORIZED RETRACTABLE SCREENS allow the covered lanai to transition from open-air living to a screened retreat at the touch of a button, overlooking a HEATED SALTWATER POOL, expansive paver deck, tropical landscaping, and fully fenced backyard. And when evening arrives, DISNEY FIREWORKS LIGHT UP THE HORIZON from the comfort of your own backyard. The location completes the picture, with HAMLIN TOWN CENTER APPROXIMATELY ONE MILE AWAY and convenient access to dining, shopping, entertainment, SR-429, Horizon West, Walt Disney World, and everything the Winter Garden area has to offer. At 5416 Golden Apple Dr, it isn’t one upgrade that makes the difference—it’s how thoughtfully everything has been brought together. Schedule your private showing and experience it for yourself.

5416 Golden Apple Drive, Winter Garden

$1,650,000
5 Beds ⋅ 5 Baths ⋅ Oakland Parka SubDv. ⋅ 34787 Zip Code
Built by RCB Custom Homes as the builder’s personal residence, this exceptional 5-bedroom, 5-bath residence offers 3,506 square feet of thoughtfully designed luxury in the highly desirable Oakland Park neighborhood. Completely remodeled within the past two years, no detail was overlooked in creating a home that is as refined as it is comfortable. Beautiful new hardwood flooring, custom wood beams, designer wallpaper, upscale tile selections, custom cabinetry, premium appliances, and an antique barn wood fireplace treatment create distinctive character throughout. Custom automated blinds and a complete repaint add the finishing touches to this beautifully curated home. Designed for both everyday living and entertaining, the home features inviting screened front and side porches, with an outdoor kitchen. The premium lot faces a long green park with views of Lake Apopka, adjacent to the community clubhouse & amenities . Beyond the beautiful finishes are the exceptional behind-the-scenes upgrades that truly set this home apart, including a whole-home generator, spray foam insulation for impressive energy efficiency, an expansive climate-controlled attic offering valuable conditioned storage, and wiring in place for a future water treatment system. Enjoy all that Oakland Park has to offer, including two community pools and a prime location within the golf cart district. A complete list of upgrades and improvements is available upon request. This is a rare opportunity to own a meticulously remodeled custom residence where luxury, craftsmanship, comfort, and thoughtful design come together.

1032 Galston Alley, Winter Garden

$530,000
3 Beds ⋅ 3 Baths ⋅ Silverleaf Reserve SubDv. ⋅ 34787 Zip Code
PRIME WINTER GARDEN LOCATION! Skip the builder delays with this move-in-ready Horizon West bungalow nestled in Silverleaf Reserve, delivering 3 bedrooms, 2.5 bathrooms, and a bright second-floor flex loft. Designed for effortless everyday living, the ground level centers around a sun-drenched, open great room paired with a quartz-island kitchen, dedicated pantry, powder bath, and a direct-entry garage that takes the hassle out of grocery runs. Up top, find a secluded primary retreat complete with private bath and walk-in wardrobe, accompanied by two guest rooms, an additional full bath, and an adaptable loft tailored for remote work or movie nights. Beyond the covered porch and neighborhood pool, the standout draw is pure convenience: Hamlin Elementary and Hamlin Middle sit right across the street for a zero-traffic morning walk, while Hamlin Town Center retail, dining, the 429 expressway, and Disney remain minutes away. Vacant and seamless to show—book your tour today!

4958 Citrus Leaf Blvd, Winter Garden

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

14961 Lebeau Loop, Winter Garden