Refine Search
Map
Sort by
$749,000
5 Beds ⋅ 3 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Welcome to the Winter Garden lifestyle! Set behind the gates of desirable Wintermere Harbor, this impressive 5-bedroom, 3-bath pool home offers over 3,700 square feet of beautifully designed living space with the room, flexibility and privacy today’s buyers are looking for. From the moment you walk in, soaring ceilings and generous living spaces create a bright, open feel perfect for both everyday living and entertaining. The heart of the home flows effortlessly to your screened-in pool and private backyard oasis—imagine morning coffee by the water, sunny Florida afternoons by the pool and evenings entertaining family and friends. With five bedrooms and multiple living areas, there’s plenty of space for a home office, guests, playroom or multigenerational living. Beyond your front door, Wintermere Harbor offers gated entry, a playground, park and access to Lake Luntz. And the location is hard to beat! You’re just minutes from Winter Garden’s shopping, restaurants and everyday conveniences, with quick access to SR-429 making it easy to reach Downtown Orlando, the airport and surrounding Central Florida. Walt Disney World and the attractions are also just a short drive away, putting the best of Central Florida practically in your backyard. Spacious, private, gated and perfectly positioned—this is more than a house. It’s the Florida lifestyle you’ve been waiting for.

2102 Green Ash Court, Winter Garden
$1,399,999
5 Beds ⋅ 5 Baths ⋅ Lake Roberts Lndg E SubDv. ⋅ 34787 Zip Code
Your chance to own the FORMER MODEL for entire community. Set behind the GATED ENTRY of Lake Roberts Landing with community fishing pier to 116 acre Lake Roberts. THE IDEAL FLOOR PLAN you have been waiting for, 5 beds, office, movie theatre and bonus.. PLUS this rare gem... Primary bed and an additional En Suite on 1st floor !!! Incredible street presence and MASSIVE fenced back yard. Oversized covered lanai with summer kitchen provides the ideal place to relax and entertain. Screen enclosed pool and spa with paver deck competes the perfect back yard to embrace the Florida Lifestyle. Entering the home you are greeting with soaring ceilings of a foyer replicating a great hall feel. Formal dining and private office (on top of the 5 bedrooms) flank the entry, Both boasting amazing detail and carpentry that would be expected in the former model. Pass the wet bar for entertaining to the formal living room with same soaring ceiling height as the foyer itself. The heart of the home well appointed with timeless wood cabinets, lots of workspace and vented cook top too. The family room overlooks the pool, yard and lanai. DOWNSTAIRS MASTER is incredible and a RARE SECOND EN SUITE DOWNSTAIRS is perfect for guests or aging family members. Ascend the showstopping curved staircase to the equipped home theatre and additional BONUS ROOM. 2 large secondary bedrooms with jack and jill set up PLUS another EN SUITE/ 2nd primary bedroom on the 2nd floor. ALL beds have a walk-in closet too ! 3 car tandem garage, tile roof. Minutes to 429 expressway, countless shopping and dining options in literally every direction. Sought after K-12 school district plus Foundation Academy and Windermere Preparatory school campuses minutes away. Disney less than 15 away and 20 to Downtown Orlando. This is truly an amazing opportunity for one buyer. Move fast, this is one that is priced to sell.

1720 Lake Roberts Landing Drive, Winter Garden
$730,000
4 Beds ⋅ 3 Baths ⋅ Wintermere Harbor Ph 02 48 21 SubDv. ⋅ 34787 Zip Code
Welcome home to this one-story pool home situated on an oversized lot that overlooks a pond! ***NEW WINDOWS, NEW COMMODES, 2022 ROOF, 2020 SMART POOL*** Tucked into the back of this gated community, this spacious oasis is ready for its next owners. One of Florida's most popular floor plans features a formal living space at the entrance of the home, casual living space in the middle of the home, the primary suite privately on one side of the home, and the 3 secondary bedrooms on the other side of the home. Choose to repurpose the "formal living space" into whatever your wants and needs may be, or use them as the formal living room and formal dining room as the builder intended. The primary suite has an extension included and is ready to be used as yet another flex space. French doors open from this extension right onto the covered outdoor living space. The primary bathroom boasts a soaking tub, dual vanities, and 2 custom closets. The casual living space is open and inviting with the kitchen, large dining nook, and family room, and lots of natural light brightens this space up even more by way of a wall of sliding glass doors that lead to the outdoor living space, another door with a window that also leads to the outdoor living space, and a set of bay windows in the dining nook. Bedrooms 2 and 3 are located down a hallway off of the casual living space and have a full bathroom they share. The 4th bedroom is in the back of the home with its own bathroom. Step out back to the screened in patio which holds a gorgeous pool with a sun shelf and waterfall, covered portion, and extension under the screen for total and full enjoyment opportunities! Continue outside of the screen enclosure to the fully fenced in backyard that overlooks a pond. Whether looking for peace and serenity or fun and activity, this home has a solution to it all! Inquire today to for a private viewing to see if this gem will become your next home!

2039 Harbor Cove Way, Winter Garden
$925,000
5 Beds ⋅ 3 Baths ⋅ Wintermere Pointe Ph 02 46/141 SubDv. ⋅ 34787 Zip Code
5 bedrooms. 3 full baths. Nearly 3,740 SF. 3-car garage. Private screened pool. Gated community. Newer roof and A/C. Minutes from Winter Garden Village, AdventHealth, SR-429, the Florida Turnpike, Historic Downtown Winter Garden, and convenient to Walt Disney World. This is the combination buyers spend months trying to find. Set behind the gates of Wintermere Pointe, 2491 Prairie View Drive brings together a flexible five-bedroom floor plan, multiple living and entertaining spaces, private outdoor living, and a connected Winter Garden location with shopping, dining, healthcare, major roadways, and entertainment within easy reach. Step inside and the scale is immediately apparent. Soaring ceilings rise above formal living and dining rooms, leading to a spacious family room anchored by a striking dual staircase. Large sliding glass doors frame the greenery and blue waters of the pool beyond. At the center of the home, the updated gourmet-style kitchen offers stainless steel appliances, abundant cabinetry and counter space, a prep island, casual seating, and views toward the pool and backyard — creating a natural flow between cooking, gathering, and outdoor entertaining. A first-floor bedroom and nearby full pool bath provide valuable flexibility for guests, extended family, multigenerational living, or a private office. Upstairs, two separate loft areas provide space for a media room, game room, second living area, or quiet retreat. The larger opens directly onto an expansive second-story balcony overlooking the pool. An oversized bonus bedroom above the garage, incorporated as a builder upgrade, joins two additional bedrooms and a shared full bath. The naturally bright primary suite features dual walk-in closets and an ensuite with separate vanities, soaking tub, and walk-in shower. Outside, the Florida lifestyle takes over. A private screened pool and covered lanai extend the living space outdoors, with additional yard beyond the enclosure and the second-story balcony above. A generous driveway and three-car garage provide valuable parking and storage, while a newer roof and A/C add two significant improvements already in place. Wintermere Pointe offers the privacy of an established gated community with Winter Garden Village, AdventHealth, shopping, dining, and everyday conveniences nearby. Quick access to SR-429 and the Florida Turnpike keeps Central Florida connected, with Historic Downtown Winter Garden and Walt Disney World conveniently accessible. What makes this home compelling isn't any one feature. It's how rarely they come together. Nearly 3,740 SF. Five bedrooms. First-floor guest space. Two lofts. Oversized bonus bedroom. Expansive balcony. Private screened pool and lanai. Three-car garage. Newer roof and A/C. Gated community. Prime Winter Garden location. You don't have to choose between space and location, indoor and outdoor living, or rooms for everyone and places to come together. It's already here. If this is the combination you've been waiting to find, 2491 Prairie View Drive deserves to be seen.

2491 Prairie View Drive, Winter Garden
$729,000
5 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
Welcome to 2027 Rickover Place, located in the highly desirable gated community of Bronson’s Landing in Winter Garden! This beautiful home offers a spacious and versatile floor plan designed for both comfortable everyday living and entertaining. The home features split living spaces, providing flexibility and plenty of room to spread out. Upstairs, you'll find a spacious loft that can easily be transformed into a home office, media room, game room, playroom, or additional living area—the possibilities are endless. A three-car garage provides ample space for vehicles, storage, or hobbies. Bronson’s Landing offers an inviting, well-maintained neighborhood setting with a welcoming community atmosphere, creating a wonderful place to enjoy all that Winter Garden has to offer. Enjoy the convenience of being just minutes from Winter Garden Village, with an abundance of shopping, dining, and entertainment nearby. Easy access to SR-429 makes traveling throughout Central Florida convenient, while the home’s location near area schools adds to its appeal. With its gated community, flexible living spaces, three-car garage, and fantastic Winter Garden location, this home has so much to offer. Schedule your private showing today!

2027 Rickover Place, Winter Garden
$840,000
4 Beds ⋅ 4 Baths ⋅ Bronsons Lndgs F & M SubDv. ⋅ 34787 Zip Code
JUST REDUCED $20,000 Tucked inside a sought-after gated community, this beautifully designed 4-bedroom, 4-bath home with office/den, offers the perfect blend of comfort, elegance, and everyday livability. From the moment you arrive, you’ll appreciate the sense of privacy, space, and thoughtful design that make this home truly special. With formal living and dining rooms, a private office/study, and a spacious bonus room with a full bath, there is room for everyone to live, work, gather, and unwind. At the heart of the home, the centrally located kitchen brings everything together, opening naturally to the main living areas and creating an ideal setting for both entertaining and daily life. Appointed with granite countertops, a center island, double ovens, and a pantry, it is as functional as it is inviting. Beautiful crown molding, decorative wall details, and tile flooring throughout the main living spaces add warmth and character, while the bedroom spaces provide comfort and privacy. The primary suite is a peaceful retreat, privately positioned and complete with two walk-in closets, dual vanities, a soaking tub, and a separate shower. Secondary bedrooms are thoughtfully arranged, including a Jack-and-Jill bath, while the bonus room provides flexible space for guests, a media room, a playroom, or multi-generational living. Step outside and enjoy your own private Florida oasis. The screened saltwater pool, convenient pool bath, and expansive paver deck with both covered and open-air areas create the perfect backdrop for quiet mornings, weekend gatherings, and year-round outdoor living. Backing to a green area, the setting feels peaceful and private, offering a rare sense of escape while still being close to everything. Virtually staged images included Located near Winter Garden Village, Highway 429, top-rated schools, shopping, and dining, this exceptional home offers not just a place to live, but a lifestyle to love. Make sure to check out the 3D tour and Virtual tours.

2139 Tillman Avenue, Winter Garden
$3,799,000
5 Beds ⋅ 6 Baths ⋅ Sunset Lakes SubDv. ⋅ 34787 Zip Code
A New Standard of Luxury...Welcome to 13542 Sunset Lakes Circle, the 5,450 square foot crown jewel of Sunset Lakes in highly sought after Winter Garden, set on 1.19 acres of pristine spring-fed Lake Roper lake frontage. Boasting the largest homesite in the community, this 2023 Sorenson Construction reimagined modern farmhouse features a no-expense-spared custom whole home renovation, including a new standing-seam metal roof, all-new windows, new enlarged pool, and high-end designer light fixtures throughout. From the moment you arrive, you’re surrounded by sweeping landscapes: a meandering hand-laid paver driveway and motor court, framed by mature canopy oaks and lush tropical gardens. Inside, you’re greeted by an open concept layout that centers around piercing lake views and a main level that unfolds effortlessly. Meticulous attention was given to the world-class chef's kitchen, which includes an oversized island with seating for six, integrated Miele appliances, a coveted pot filler, an artisan tile backsplash, and custom floor-to-ceiling cabinetry adorned with brushed-gold hardware. An open-concept dining and great room, complete with oak flooring, a stone fireplace, built-in cabinetry, and a tongue-and-groove ceiling highlighted by warm wood beams, creates a charming sense of belonging. The first-floor primary suite is its own sanctuary with a dramatic floating bed wall, a tray ceiling with decorative crossbeams, and direct access to the pool and lakeside terrace. The marble-esque spa bath offers a frameless walk-in shower, freestanding soaking tub, dual vanities, and a custom, handcrafted 11x26 walk-in closet. A dedicated and fully equipped exercise room lies behind French doors, with access to a courtyard perfect for outdoor yoga or morning coffee, an elegant powder room, a separate mudroom, and a full laundry. The upper level is built with multi-generational living in mind: three generous en-suite bedrooms, each private and impeccably finished with designer wallpaper touches; a flex room and a dedicated study; an open loft for gathering; and a fifth bedroom/game room, complete with custom-built-in bunk beds. The exterior of the home is unrivaled in the market with expansive zero-edge sliding glass doors dissolving the boundary between interior and exterior, opening to a full, expansive covered summer kitchen complete with built-in grill, dishwasher, beverage cooler, bar seating, and full pool bath. Beyond the motorized retractable screens awaits your elevated resort-caliber pool and spa framing the lake, and a private boat dock complete with electric boat cover and lift providing immediate access to Lake Roper, a world-renowned ski lake. A three-car garage accommodates everything from extended family needs to dedicated collecting. Additional notable features include, built in surround sound, three TV's, remote programmable lighting and European toilets. Ideally situated with effortless access to SR-429, historic Winter Garden, Windermere, Orlando, and the world's most celebrated theme parks, this is truly an address without equal. Schedule your private tour today.

13542 Sunset Lakes Circle, Winter Garden
$839,000
5 Beds ⋅ 3 Baths ⋅ Cambridge Crossing Ph 01a 45/21 SubDv. ⋅ 34787 Zip Code
Beautifully updated home featuring an open-concept layout with soaring high ceilings and tile flooring throughout the main living areas. The bedrooms are upgraded with luxury vinyl flooring, while the spacious loft showcases elegant bamboo flooring. The gourmet kitchen is a true showpiece, equipped with premium Thermador appliances, including a built-in refrigerator, cooktop, hood, oven, and microwave. A massive cook’s island with abundant storage underneath makes this space perfect for cooking and entertaining. This home offers 5 bedrooms and 3 full bathrooms, including a stunning primary suite with a double shower head and a separate soaking tub, separate vanities. Step outside to a private outdoor patio ideal for relaxing, grilling, or enjoying Florida evenings with family and friends. Located in the highly desirable Cambridge Crossing community, this home is zoned for excellent schools, including Lake Whitney Elementary, SunRidge Middle School, and West Orange High School. The neighborhood offers a prime Winter Garden location just minutes from Winter Garden Village, downtown Winter Garden, major highways, and an abundance of shopping, dining, and entertainment options. A rare gem to find. **This property is staged.

12513 Scarlett Sage Court, Winter Garden
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code
Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural zoning designation). Very quiet. Very private. No HOA and close to Winter Garden and Windermere amenities as well as all theme parks.

13377 Lake Butler Boulevard, Winter Garden
$2,500,000
34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes.

13377 Lake Butler Boulevard, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden