Winter Garden Homes with Pool Community Features

Winter Garden Homes with Pool Community Features

Welcome to Winter Garden, Florida, a picturesque city nestled in the heart of Orange County, just a stone's throw away from the vibrant attractions of Orlando. Known for its charming downtown area, Winter Garden boasts a delightful mix of historic architecture and modern conveniences, creating a unique atmosphere that appeals to both families and young professionals alike. With its lush parks, scenic lakes, and a friendly community vibe, it’s no wonder that Winter Garden is a sought-after destination for those looking to call Florida home.

One of the standout features of Winter Garden is its beautiful homes with pool community offerings. Imagine stepping out of your back door and into your own private oasis, where you can soak up the Florida sun or host memorable gatherings with friends and family. These communities are designed with your comfort and lifestyle in mind, offering a variety of amenities that enhance the living experience. From sparkling swimming pools to well-maintained common areas, you’ll find that these neighborhoods foster a sense of community and connection.

In addition to the allure of poolside living, Winter Garden offers a plethora of recreational opportunities. Explore the West Orange Trail, indulge in local dining experiences, or visit the historic Winter Garden Theatre for a touch of culture. With excellent schools and a strong sense of community, Winter Garden is not just a place to live; it’s a place to thrive. Whether you’re looking for a cozy family home or a stunning property with a pool, Winter Garden has something to offer everyone. Come discover your dream home in this enchanting city!

Newest Winter Garden Homes with Pool Community Features

4 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b-3d SubDv. ⋅ 34787 Zip Code

PRIVATE HEATED POOL & SPA with panoramic screen enclosure on premium pond front lot. Welcome home to 15526 Mango Isle Street, a stunning single-story home nestled in the highly sought-after, resort-style community of Waterleigh in Horizon West. Step inside this spacious 4-bedroom, 3-bathroom open-concept home designed for effortless living and entertaining. The Gourmet Kitchen features a grand island with breakfast bar seating, solid surface countertops, solid wood cabinetry, a walk-in pantry, and stainless steel appliances, including a built-in cooktop and oven. The bright kitchen seamlessly opens to a wide-open family room and dining area framed by large sliding glass doors that draw your eye straight to the water views. Primary Suite feels like a tranquil sanctuary featuring elegant tray ceilings, a large walk-in closet, and an en-suite bath with a double-sink vanity and walk-in shower. Layout offers a generous split-bedroom floorplan offering optimal privacy for family and guests, plus an inside utility room. Enjoy this backyard oasis and step out through the sliding glass doors into your private sanctuary. The custom HEATED pool and integrated spa sit under a picture-frame panoramic screen enclosure, giving you unobstructed, serene views of the peaceful pond. Brick pavers cover the expansive covered lanai and pool deck, offering plenty of space for outdoor dining, lounging, and soaking in Florida's famous sunsets. The Waterleigh Community is renowned for its unmatched resort-style amenities and vibrant neighborhood atmosphere. Amenities: Access to two massive lakefront clubhouses, multiple resort-style pools, splash pads, two fully equipped fitness centers, tennis and pickleball courts, beach volleyball, walking trails, dog parks, playgrounds, and a mini-golf putting course. Location is phenomenal just minutes from Walt Disney World, top-rated Horizon West schools, Hamlin Town Center dining, shopping, golf courses, and quick access to State Road 429 for easy commutes across Central Florida. This home perfectly blends luxury, comfort, and the ultimate Florida indoor-outdoor lifestyle. Schedule your private showing today!

15526 Mango Isle Street, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Mezzano Townhomes SubDv. ⋅ 34787 Zip Code

Welcome to this modern two-story townhome in Winter Garden. 2,024 square feet of interior living space, this home features 3 bedrooms and 3 full bathrooms, including a primary suite on the upper level and a full bedroom with a full bathroom conveniently located on the main level. The open-concept layout seamlessly connects the kitchen, dining, and gathering areas, creating an inviting space for daily living and entertaining. The kitchen is outfitted with quartz countertops, 42-inch cabinetry with crown molding, and a multi-functional center island. Additional highlights include an upper-level loft, a dedicated laundry room, smart home technology, and a private paver courtyard connecting the residence to a detached two-car garage equipped with an electric vehicle charging outlet. Residents enjoy access to community amenities, including a swimming pool and playground, with convenient proximity to local shopping, dining, and major thoroughfares.

7025 Twilight Bay Drive, Winter Garden

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

Under Construction. Welcome to this stunning new construction home at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,753 square feet of thoughtfully designed living space with 4 bedrooms and 3 bathrooms. Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and a well-planned floorplan that maximizes both comfort and functionality. The owner's bedroom features a spa-inspired en-suite bathroom and a large walk-in closet, providing a relaxing retreat at the end of each day. 3 additional bedrooms offer generous space for family, guests, or a home office. The spacious loft open to below and makes a great secondary family room or gaming area. A covered lanai extends your living area outdoors, ideal for enjoying Florida's beautiful weather year-round. This home is situated within a well-established neighborhood with convenient proximity to parks and recreational areas, making it an ideal setting for active lifestyles and families. The neighborhood offers a welcoming atmosphere with access to green spaces where residents can enjoy the outdoors.

17425 Water Hemlock Road, Winter Garden

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

Under Construction. Welcome to this stunning new construction home located at Lake Star At Ovation in Winter Garden, FL. Built by M/I Homes, this 2-story home offers 2,343 square feet of thoughtfully designed living space with 4 bedrooms and 3 bathrooms. Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. The owner's bedroom features a spa-inspired en-suite bathroom and two walk-in closets, providing a comfortable retreat at the end of each day. Additional features include a large kitchen island, a massive bonus room upstairs, a private lanai for outdoor enjoyment, a wrap-around front porch, and a 2-car garage. This home delivers a well-crafted layout with quality construction and a functional design that suits a variety of lifestyles. Situated within the desirable Lake Star At Ovation neighborhood, this new home is conveniently nearby parks and outdoor recreation areas

17431 Water Hemlock Road, Winter Garden

5 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to this stunning new construction home at Lake Star At Ovation, Winter Garden, FL. Built by M/I Homes, this 2-story home offers 3,610 square feet of thoughtfully designed living space with 5 bedrooms and 5 bathrooms, providing comfort and functionality for the entire household. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, perfect for both everyday living and entertaining. The quality of design is evident throughout, with well-appointed finishes and a carefully crafted floorplan that maximizes every square foot of the home.

17419 Water Hemlock Road, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to this stunning new construction home by M/I Homes, located at Lake Star At Ovation in Winter Garden, Florida. This 2-story home offers 3,032 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow throughout the main level, perfect for everyday living and entertaining. The quality of design is evident in every detail, from the well-appointed finishes to the functional layout that maximizes both comfort and style. The owner's bedroom features a private en-suite bathroom and a large walk-in closet, providing a relaxing retreat at the end of the day. The additional 3 bedrooms, as well as the huge upstairs loft, offer generous space for family, guests, or a home office. Enjoy Florida's outdoor lifestyle on the inviting lanai, ideal for relaxing or hosting gatherings in a comfortable setting. This move-in ready home delivers a well-balanced combination of space, design, and comfort in one of Winter Garden's desirable neighborhoods.

17937 Lake Star Road, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to your new home at 17955 Lake Star Road in Winter Garden, a thoughtfully designed quick move-in opportunity ready when you are! This beautifully crafted new construction home offers 5 spacious bedrooms and 5 full baths, designed for comfort and everyday living. The open-concept layout creates a seamless connection between the kitchen, dining, and living areas, making the home feel bright, open, and welcoming. Natural light pours in throughout the day, accentuating stylish finishes and a layout that's as practical as it is inviting. Each floor features an owner's suites with plenty of room to relax and recharge. The en-suite bathrooms provide a comfortable, spa-inspired setting with thoughtful finishes and ample space designed to make daily routines feel effortless and relaxing. Additional bedrooms, as well as the formal dining room and huge upstairs loft, provide versatility for guests, a home office, or creative spaces to fit your lifestyle, while a 3-car garage adds everyday convenience and extra storage. Located in a welcoming neighborhood, this home offers the perfect balance of style and simplicity. Whether you're enjoying a quiet morning at home or hosting friends and family, the layout supports a comfortable, easygoing lifestyle designed to grow with you for years to come.

17943 Lake Star Road, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code

Under Construction. Welcome to 17322 Beachgrass Alley in Winter Garden, Florida: a beautifully crafted new construction home built by M/I Homes. This 2-story single-family home offers 2,791 square feet of thoughtfully designed living space, featuring 4 bedrooms, 3 full bathrooms, and 1 half bathroom. Step inside to discover an open-concept living space that creates a seamless flow between gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. The owner's bedroom features a private en-suite bathroom and two walk-in closets, providing a comfortable retreat at the end of each day. The loft, the perfect space for movie night, game day, or just a second hang out, separates the owner’s suite from the secondary bedrooms, giving everyone the privacy they deserve. Enjoy outdoor living on the lanai, an ideal space for relaxing or hosting guests in the Florida climate. This home is situated in a well-established neighborhood with convenient proximity to parks and recreational spaces, making it an excellent choice for those who value an active lifestyle. The quality of design throughout this home reflects careful craftsmanship and a commitment to comfortable, functional living. Don't miss the opportunity to make this exceptional home yours.

17322 Beachgrass Alley, Winter Garden

3 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code

BEAUTIFUL two-story townhome in the desirable Winding Bay Preserve community. This spacious 3 bed/2.5 bath offers low-maintenance living in a prime Winter Garden location. The main level is an open-concept with a half bathroom for guests. The kitchen features GRANITE countertops, stainless steel appliances, a large kitchen island and a breakfast bar...PERFECT for entertaining! All bedrooms are located on the second floor along with the laundry closet. The primary suite includes a WALK-IN closet and an en-suite bathroom with double vanity sinks. Enjoy outdoor living on the private back patio, which leads to the 2-car garage. The community features a POOL, playground and dog park. It is conveniently located in Winter Garden near grocery stores, restaurants and top rated schools.

11156 Hanlon Terrace Alley, Winter Garden

5 Beds ⋅ 5 Baths ⋅ Waterside/Johns Lake Ph 1 SubDv. ⋅ 34787 Zip Code

Beyond the gates of Waterside at Johns Lake, where tranquil lakefront living meets the energy of Winter Garden, 16795 Turtle Hatch Drive invites you into a home designed for life at its most memorable. A stately courtyard entrance creates a striking sense of arrival, opening to a grand foyer, soaring ceilings, and sun-filled interiors that feel both impressive and welcoming. This exceptional two-story residence offers 5 bedrooms, 4.5 bathrooms, an expansive bonus room, and an oversized 3-car garage, delivering the space, flexibility, and refined comfort today’s luxury buyer desires. Upgraded tile and hardwood flooring flow through the main living areas, bringing warmth and sophistication to the open-concept great room and dining spaces. Here, quiet mornings transition effortlessly into lively evenings, with generous gathering areas designed for intimate dinners, holiday celebrations, and everything in between. At the heart of the home, the gourmet kitchen is as beautiful as it is functional. Upgraded 42-inch cabinetry, granite countertops, a custom tile backsplash, stainless steel appliances, a gas cooktop, double ovens, and an oversized island with abundant seating create a natural destination for cooking, conversation, and connection. A dedicated workspace with built-in cabinetry and extensive counter space makes working from home, studying, or managing daily life seamless. The main-floor primary suite is a private sanctuary, featuring hardwood flooring, large windows, a custom walk-in closet, and a spa-inspired bath with dual vanities, a soaking tub, and an expansive tiled walk-in shower. Additional bedrooms and baths offer privacy and versatility for guests, extended household members, hobbies, or home offices. Upstairs, the oversized bonus room is a blank canvas for your lifestyle, imagine a cinematic home theater, game lounge, fitness studio, creative space, or secluded guest retreat. Thoughtful details continue in the laundry room with built-in storage, shelving, and a utility sink. Energy-efficient windows, natural gas, and a tankless water heater further enhance everyday comfort and efficiency. And when you step outside you will enjoy your resort-style pool and spa, a private backyard retreat designed to make everyday living feel like a vacation. Beyond the home, Waterside at Johns Lake elevates the experience with gated entry, a lakefront community pool, clubhouse, fitness center, private fishing dock, playground, parks, sidewalks, and scenic walking paths. It is a setting where weekends can begin with a peaceful lakeside walk, continue with an afternoon by the pool, and end beneath a brilliant Florida sunset. The address also places you near the best of Winter Garden and Horizon West, with shopping, acclaimed dining, entertainment, and leading healthcare all within easy reach. Historic Downtown Winter Garden adds timeless charm with boutiques, cafés, restaurants, breweries, the Saturday Farmers Market, Plant Street Market, and Crooked Can Brewing Company. Access to State Road 429, Florida’s Turnpike, and State Road 50 connects you to all things Walt Disney World and Universal Orlando. More than a beautiful residence, 16795 Turtle Hatch Drive is an invitation to live with greater ease, entertain with confidence, and come home to a community that feels worlds away, yet close to everything. Schedule your private tour today! ***Seller is providing up to $5,000 towards mortgage rate incentives when using their Preferred Lender.

16795 Turtle Hatch Drive, Winter Garden

1 Beds ⋅ 1 Baths ⋅ Southern Pines Condo SubDv. ⋅ 34787 Zip Code

Resort style living in Winter Garden close to everything. Enjoy an impressive array of resort-style community amenities, including a state-of-the-art fitness center, indoor basketball and racquetball courts, tennis courts, and a beautifully appointed clubhouse featuring a private movie theater and dedicated workspace. Relax by the resort-style swimming pool and spa, or entertain outdoors with a fully equipped kitchen and grilling area. The community also offers a park and playground, providing something for everyone to enjoy. This 1bed/1 bathroom with a flex room boast commercial grade luxury vinyl plank flooring, crown molding throughout, granite counter tops throughout the kitchen and bathroom, dedicated dining room, indoor laundry room with washer and dryer included, neutral interior wall paint, excellent natural light, ensuite bathroom, ample size primary suite walk-in closet, and more. Conveniences to be noted in the association fees are: Water, Cable, Trash, Pest Control, Roof, Exterior Building Maintenance, and Pool. Live just minutes from Winter Garden Village, Historic Downtown Winter Garden, and the West Orange Trail. Getting around Central Florida is easy with quick access to SR-429, the Florida Turnpike, SR-408, and SR-50. Everyday shopping is also close by, with Publix and Costco Just minutes away. Low maintenance living at it's finest. Come see this condo today.

1315 Eastern Pecan Place Unit 202, Winter Garden

4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2c-2 & 2c-3 SubDv. ⋅ 34787 Zip Code

WATER & CONSERVATION VIEW | NO REAR NEIGHBORS | THREE-CAR TANDEM GARAGE | POOL READY, FENCED YARD | NEW CARPET & FRESH PAINT | MOVE IN READY -- Located in Winter Garden's sought-after Waterleigh community, minutes from Walt Disney World. The home sits on a premium oversized homesite backing to conservation, with pond views and no rear neighbors. It is part of D.R. Horton's luxury Emerald Collection, built with upgrades like a concrete tile roof and an extended tandem garage. New carpet and fresh interior paint throughout. The flexible floor plan offers four bedrooms, a first-floor bonus room, and a spacious upstairs loft. A first-floor bedroom and full bath make an ideal setup for guests, multigenerational living, or a private home office. The gourmet kitchen offers quartz counters, a built-in oven, an induction cooktop, a range hood vented outside, a butler's pantry, and a walk-in pantry. It opens to the living room and a dining room with water views. Upstairs, the primary suite features a tray ceiling, a pond-view sitting area, a garden tub, and a walk-in shower. Outside, the screened lanai with brick pavers overlooks a fully fenced backyard with room to design your own custom pool. The 38-foot tandem garage adds an epoxy floor and a Tesla EV charger that conveys. Best of all, this is maintenance-free living: the HOA handles the lawn and landscaping for you, along with resort-style amenities including community pools, clubhouse, fitness center, parks, playgrounds, and a dog park. Close to Horizon West and Hamlin shopping and dining, with easy access to SR-429. Zoned for Atwater Bay Elementary, Water Spring Middle, and Horizon High School. Seller is a licensed Florida real estate sales associate.

9982 Beach Port Drive, Winter Garden

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