Winter Garden Homes with Pool Amenities

4 Beds ⋅ 4 Baths ⋅ West Lake Hancock Estates SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to an exceptional lakefront estate on the shores of Lake Hancock, one of Central Florida's premier ski lakes. Situated on an expansive 1.26-acre homesite, this beautifully designed residence offers 4 bedrooms, 3 full bathrooms, 1 half bathroom, and nearly 3,400 square feet of thoughtfully crafted living space with breathtaking water views. The open-concept floor plan is perfect for both everyday living and entertaining, featuring formal living and dining rooms, a spacious family room, and a gourmet kitchen complete with quartz countertops, 42-inch cabinetry, stainless steel gas appliances, a pot filler, farmhouse sink, and a convenient butler's pantry. The split-bedroom layout provides privacy, while the bonus room offers endless possibilities as a media room, game room, home office, or home gym. Step outside to your private Florida oasis featuring a screened-in pool and private boat dock with direct access to Lake Hancock. Spend your days boating, skiing, or simply relaxing while enjoying spectacular sunsets and nightly Disney fireworks from your own backyard. Additional highlights include a 3-car garage, high ceilings, elegant architectural details, and access to outstanding community amenities including a resort-style pool, splash pad, clubhouse, fitness center, and scenic walking and biking trails. Ideally located just minutes from Hamlin Town Center, shopping, dining, top-rated schools, SR 429, and Walt Disney World, this remarkable waterfront home offers the perfect combination of luxury, privacy, and convenience.

7573 Green Mountain Way, Winter Garden

$438,000

3 Beds ⋅ 2 Baths ⋅ Stoneybrook West Unit 3 Rep SubDv. ⋅ 34787 Zip Code

Located in the highly desirable Stoneybrook West community of Winter Garden, this 3-bedroom, 2-bath home offers over 1,600 square feet of living space in a 24-hour manned, Guard-Gated Golf community. The home features vaulted ceilings, a built-in closet system in the primary bedroom, and a spacious covered and screened-in back patio overlooking a fully fenced backyard with lush landscaping. Recent updates include an A/C replaced in December 2024, a 2023 water heater, and a NEW roof scheduled to be installed in approximately two weeks. The combination of these major updates provides added peace of mind for the next owner. Stoneybrook West offers an incredible array of amenities, including a resort-style Olympic-sized pool, children's splash area, clubhouse, fitness center, tennis, pickleball, basketball and volleyball courts, playground, fishing pier, private boat ramp and access to Black Lake, along with numerous community activities. The community also features 24-hour guarded security, and the low HOA fee includes cable and internet. Zoned for highly desirable Whispering Oak Elementary, SunRidge Middle School and West Orange High School, this home is conveniently located near Winter Garden Village, Fowler's Grove, Historic Plant Street and downtown Winter Garden, offering an abundance of shopping, dining and entertainment. Easy access to major roadways including State Road 429 makes commuting throughout Central Florida convenient. A great opportunity to own a well-maintained home with valuable updates in one of Winter Garden's most sought-after gated golf communities!

2250 Oakington Street, Winter Garden

$989,000

4 Beds ⋅ 4 Baths ⋅ Cypress Reserve Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to 14038 Jomatt Loop, where impressive curb appeal, spacious living, and exceptional outdoor entertaining come together. This home is located just steps from A rated schools, has fresh exterior paint, and a large driveway with 3 car garage. Inside, the spacious open floor plan creates an inviting flow between the main living areas, offering plenty of room for everyday life and entertaining. A dedicated theater room provides the perfect setting for movie nights, sporting events, and unforgettable gatherings. Step outside and discover your own private retreat. The beautiful pool, surrounded by a freshly screened lanai, creates an ideal space for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A durable metal fence adds both privacy and peace of mind while complementing the beautifully landscaped property. For added convenience, the home is equipped with a state-of-the-art security system. From its attractive exterior and expansive lot to its upgraded outdoor living spaces and versatile interior, this exceptional home offers the perfect blend of comfort, style, privacy, and entertainment. Schedule your private showing today!

14038 Jomatt Loop, Winter Garden

$549,900

3 Beds ⋅ 3 Baths ⋅ Highland Rdg Ph 2 SubDv. ⋅ 34787 Zip Code

Welcome to this bright and inviting 3-bedroom, 2.5-bath home in the Highland Ridge community of Winter Garden. It feels open and comfortable the moment you walk in. The beautiful porcelain title throughout the first floor already gives the perspective of the open floor plan. Right off the entry is a flexible room currently used as a home office — a great spot for work or study that connect to the kitchen. The living room has high ceilings that make the space feel bigger and brighter, and it's by the dining area and kitchen. The gourmet kitchen is a real highlight, with white cabinets, a large island for cooking, cooktop and other stainless steel appliances, and those nice geometric pendant lights. Sliding glass doors open out to the backyard, so the whole main floor feels connected to the outdoors. With extended pavers and a privacy fence in the back, turning the outdoor space into a finished patio area that’s ready for grilling and relaxing and plus a covered area that goes to the 2 car detached garage. Upstairs you’ll find a spacious primary suite bedroom, plus two more comfortable bedrooms, laundry room and loft . Everything feels clean, light, and move-in ready. Highland Ridge has some really nice amenities right in the neighborhood: a pool with a cabana, playground, basketball court, and pickleball. It’s the kind of place where kids can walk over to play and adults can unwind without getting in the car. The location is convenient too. You’re just minutes from Disney World and Flamingo Crossings for shopping and restaurants, with easy access to the 429. Nearby schools include Water Spring Elementary and Middle, and Horizon High. Downtown Winter Garden, with its farmers market and Plant Street shops, is a short drive away. This home offers a good mix of modern comfort, useful living spaces, and a friendly community feel. If you’re looking for something that already feels like home, this one is worth seeing.

14099 Frasier Street, Winter Garden

$1,100,000

3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code

Welcome to your LAKEFRONT dream home and backyard oasis! This popular “Delmar” floor plan with 120’ of DOCKABLE lake frontage on skiable Hickory Nut Lake which expends 403 acres. You will love the lake lifestyle enjoying boating, waterskiing, kayaking, or fishing! This is a great fishing lake known for it’s Largemouth bass, Bluegills, and Spotted Gars. When you’re done boating, you can finish the day in your heated swimming pool or spa. The pool and spa have all the works, including an electric AND solar heater, plus pool lights for night swimming. This home features a sizable covered lanai perfect for dining a la fresca by the pool enjoying the lake views with all the privacy having no rear neighbors. When night time comes, you will enjoy your nightly DISNEY fireworks view. A bonus of this lot is that it is pie shaped, so there is a spacious yard beside the pool that is fenced in for your furry friends. This sprawling 1 story home is located on a small alcove offering privacy from the main access road. You can sit on the covered front porch enjoying sunset views. The interior of this home is perfect for entertaining, featuring an open concept living area complete with family room/kitchen/dining combo. The stunning kitchen features a wall oven and wall microwave, cooktop, and large walk-in pantry. This “emerald series” house has all the upgrades including tile roof, custom built in closets, custom woodwork and wainscoting, 8 ft interior doors, tray ceilings, whole house water softening system, luxury LVP all throughout (no carpets!), trim lights built into the soffit for all of your holiday lighting needs, and a new dishwasher. The exterior was hand painted in August 2026, so this is truly a turn key home! Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle Waterleigh provides!

10043 Little Alcove Loop, Winter Garden

$879,900

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

Stunning Home in Winter Garden – Prime Location! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home offering an exceptional combination of modern design, comfort, and thoughtful upgrades. The home opens to a spectacular open-concept living, dining, and kitchen area. The dramatic two-story living room features soaring ceilings, abundant natural light, elegant floor-to-ceiling window treatments, and luxury vinyl plank flooring throughout the main living areas, while all bedrooms feature upgraded carpeting for added comfort. At the heart of the home is a stunning gourmet kitchen featuring abundant white cabinetry extending to the ceiling, quartz countertops, a beautiful waterfall-design island, and a full suite of Samsung appliances, including a built-in microwave and oven, cooktop, and modern stainless-steel range hood. A separate beverage station with a built-in wine fridge adds both style and convenience. Additional premium upgrades include a whole-house water filtration system, automated blinds, and window treatments throughout. The spacious primary suite offers dual sinks with quartz countertops, a beautifully tiled walk-in shower, automated shades, and an impressive custom walk-in closet with extensive built-in shelving, drawers, and hanging space. The garage is equally well-appointed with an upgraded epoxy floor and an EV charger for convenient at-home electric vehicle charging. Step outside to an exceptional outdoor living area featuring an expansive screened enclosure, paver patio, low-maintenance artificial turf, and a covered lanai with a ceiling fan—perfect for entertaining, relaxing, and enjoying Florida living year-round. The home also features a solar panel system that will transfer to the new owner. Residents enjoy resort-style community amenities, including a swimming pool, playground, and scenic sidewalks. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, shopping, dining, and major highways, this highly upgraded Winter Garden home delivers an outstanding combination of space, style, comfort, and convenience. Don’t miss this exceptional opportunity—schedule your private showing today!

17018 Seville Orange Road, Winter Garden

$414,990

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

Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16515 Barbours Creek Way, Winter Garden

$414,990

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

Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *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.*

16521 Barbours Creek Way, Winter Garden

$969,016

4 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Seacliff. 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. Customize this area to meet your needs with an optional den. Go down the hallway and you’ll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. 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 a walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Bedroom one is located off the living space in the back of the home for privacy. The bedroom one bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk in closet. As we head upstairs, you are greeted with a loft area and all three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity while the additional bedroom is complete with ensuite bathroom. Like all homes in Waterleigh, the Seacliff includes a 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.*

11845 Shine View Lane, Winter Garden

$445,000

4 Beds ⋅ 3 Baths ⋅ Storey Grv Ph 4 SubDv. ⋅ 34787 Zip Code

Welcome to 10660 Words Drive, Winter Garden, FL, a beautifully maintained home featuring a spacious and thoughtfully designed floor plan for comfortable everyday living. The open-concept layout includes a bright living area, a modern kitchen with ample cabinetry and countertop space, a dining area, and generously sized bedrooms that provide comfort and privacy. The primary suite serves as a relaxing retreat with a private bathroom and a spacious walk-in closet, while the additional bedrooms provide flexibility for family, guests, or a home office. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout the living spaces. Located in a desirable Winter Garden community, residents enjoy outstanding amenities including a resort-style swimming pool, clubhouse, playground, walking trails, green spaces, and beautifully maintained common areas. The prime location provides convenient access to shopping, restaurants, highly rated schools, healthcare facilities, and the popular Winter Garden Village, with easy access to Walt Disney World and other Central Florida attractions. Major highways, including SR-429 and Florida's Turnpike, make commuting to Orlando, Lake Buena Vista, and surrounding areas quick and convenient. The application process is simple and straightforward, making it easy to take the next step toward making this beautiful home your new residence.

10660 Words Drive, Winter Garden

$860,511

5 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code

Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a flex room perfect for work or play and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all 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. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. Like all homes in Waterleigh, the Cresswell 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.*

11881 Shine View Lane, Winter Garden

$710,000

4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code

*Some photos are virtually staged. Video tour available.* This home has a full-home SOLAR PACKAGE that is included in the sales price and generates enough energy to produce a $0 ELECTRIC BILL! The only power utility payment is a $55 monthly connectivity to Duke. That’s it! You’ll be welcomed by the inviting FRONT PORCH, fresh landscaping and EXTENDED PAVER DRIVEWAY. The spacious entry is surrounded by wood floors and upgrading lighting in the formal living and dining rooms. The tall ceiling in the family room makes the already large space feel even more grand as it opens to the kitchen and breakfast nook. This kitchen has a walk-in pantry, ample counter space, a NEW MICROWAVE and 2 NEW REFRIGERATORS, one of which is in the EXTRA-LARGE LAUNDRY ROOM. There is a full guest/pool bath downstairs with direct access to the SCREENED PATIO that runs the length of the house. Outside you’ll find a large backyard with a PRIVATE VINYL FENCE, raised GARDEN BEDS and a FIRE PIT. Two sets of sliding doors lead back to both the family room and the primary suite. The downstairs primary suite has nice natural lighting, a WALK-IN CLOSET with built-in storage, a garden tub, separate shower, and water and linen closets. Upstairs you’ll find a BARRE DANCE STUDIO, a full wall of mirrors and a fan to keep your dancers cool. This is also a versatile space if you don’t have a dancer in the family. There is also an open loft, 3 secondary bedrooms and a hall bath. Additional upgrades include TWO NEW AC SYSTEMS (2026), NEWER ROOF (2022), epoxy flooring in the garage, all appliances convey, and ceiling fans throughout! The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks.

13527 Fox Glove Street, Winter Garden

Winter Garden Homes with Pool Amenities

Newest Winter Garden Homes with Pool Amenities