Winter Garden Homes with Community Pool type

Winter Garden Homes with Community Pool type

Welcome to Winter Garden, Florida—a vibrant city nestled in the heart of Orange County, where charming small-town vibes meet modern conveniences. Just a stone's throw from the bustling metropolis of Orlando, Winter Garden boasts a rich history, picturesque landscapes, and a welcoming community atmosphere that makes it an ideal place to call home.

One of the standout features of Winter Garden is its stunning array of homes that come with access to community pools. Imagine spending sun-soaked afternoons lounging by the pool, surrounded by friends and neighbors, all while enjoying the warm Florida sunshine. These community pools serve as a hub for social interaction, offering the perfect setting for family gatherings, weekend barbecues, or simply unwinding after a long day.

The homes in Winter Garden are as diverse as its residents, ranging from charming bungalows to luxurious modern estates. Many of these properties are located within well-planned communities that prioritize amenities and lifestyle. You'll find beautifully landscaped grounds, walking trails, and recreational facilities that enhance the quality of life for all ages.

In addition to its inviting neighborhoods, Winter Garden is known for its thriving downtown area, filled with delightful shops, restaurants, and cultural attractions. The West Orange Trail, a scenic pathway perfect for walking, biking, and jogging, winds through the city, allowing residents to enjoy the natural beauty of the region.

Whether you're looking for a family-friendly environment or a peaceful retreat, Winter Garden offers an exceptional quality of life. Explore the homes with community pools and discover your perfect slice of paradise in this enchanting Florida city!

Newest Winter Garden Homes with Community Pool type

16651 Evermore Alley, Winter Garden
$530,090
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and top-of-the-line Whirlpool stainless steel appliances—including a refrigerator. White cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and coat closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a frameless glass-enclosed shower, quartz-topped dual vanity, and linen closet. Throughout the first floor, enjoy the beauty of Wood-Look Luxury Vinyl Plank flooring, while tile enhances the laundry room and bathrooms. Plush, stain-resistant Shaw carpet covers the stairs and bedrooms, adding comfort and style. This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16651 Evermore Alley, Winter Garden

16821 Evermore Alley, Winter Garden
$519,090
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Benton bungalow, a brand-new home that combines modern design and ultimate comfort. This home includes 3 spacious bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-load attached garage. The heart of the home is the open-concept kitchen, café, and gathering room, all bathed in natural light. This inviting space is perfect for both everyday living and entertaining. The kitchen boasts a large center island, a convenient storage pantry, and Whirlpool stainless steel appliances—including a refrigerator and vented microwave. Trenton burlap cabinetry, decorative tile backsplash, and quartz countertops complete the sophisticated look. For added convenience, the first floor includes a powder room and storage closet. Upstairs, you’ll find the private owner’s suite, two additional bedrooms, a second full bathroom, and the laundry room. The owner’s suite is a true retreat, featuring a walk-in closet and a luxurious en suite bathroom with a glass-enclosed shower, quartz-topped dual vanity, private water closet, and linen closet. Throughout the entire first floor, bathrooms, and laundry room enjoy the beauty and convenience of tile. Plush, stain-resistant Shaw carpet covers the stairs, loft, and bedrooms, adding comfort and style. Smart home features include a smart thermostat, and a smart doorbell—ensuring your home is as connected as it is stunning. For added convenience from day one, this home comes complete with 2" faux wood blinds, as well as a washer and dryer! This new construction home perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind.

16821 Evermore Alley, Winter Garden

6270 Sunny Time Avenue, Winter Garden
$432,290
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! This FH townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a rear-facing 2-car garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

6270 Sunny Time Avenue, Winter Garden

72921 Sunny Time Avenue, Winter Garden
$432,290
3 Beds ⋅ 3 Baths ⋅ Silverleaf Oaks SubDv. ⋅ 34787 Zip Code
Discover Silverleaf Oaks in Winter Garden! This new home community will feature a collection of single-family and townhomes in desirable Horizon West. Located in the heart of Orlando’s attractions, residents will enjoy an array of amenities, including a resort-style pool, cabana, and playground – without a CDD. Plus, minutes to shopping, dining, and entertaining! Introducing the Dahlia interior unit townhome by Pulte, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Elkins White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, and gathering room is finished with elegant tile Flooring, and the bathrooms and laundry room finished with Ceramic Tile as well. At the end of the day, retreat to your private oasis on the second floor. The Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

72921 Sunny Time Avenue, Winter Garden

2107 Gopher Tortoise Terrace, Oakland
$364,900
2 Beds ⋅ 3 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Beautifully maintained fully furnished six-year-old townhome in the charming town of Oakland! This 2-bedroom, 2.5-bath home features a covered front porch, abundant natural light, and thoughtful upgrades throughout. The open great room welcomes you with Shaw luxury vinyl tile flooring, neutral colors, recessed LED lighting, and dual-pane Low-E windows with cordless faux wood blinds. The kitchen features 42-inch cabinetry, granite countertops, a gray subway tile backsplash, and a spacious island with upgraded pendant lighting and a large undermount sink. Appliances include a Whirlpool Gold microwave, range, and dishwasher, plus an LG French-door refrigerator. A generous pantry with a California Closets shelving system provides exceptional organization. The adjoining dining area features upgraded lighting and access to a private 19-by-15-foot paver courtyard through a full-glass door with built-in blinds. A convenient desk nook with granite countertops, drawers, and cabinetry offers space to work from home. The first-floor laundry room includes a California Closets laundry station and access to ample storage beneath the stairs. A half bath is conveniently located off the stair landing. Upstairs, both spacious bedrooms feature walk-in closets and private bathrooms. The primary suite offers a beautifully organized California Closets system with a built-in vanity. Its ensuite bath includes dual sinks, granite countertops, Moen faucets, a private water closet, and a tiled shower with decorative accents, frameless glass, and an upgraded showerhead. The second bedroom’s bathroom features granite countertops and a tiled tub/shower combination with an accent inlay. The private courtyard connects to a two-car garage with epoxy flooring and a Bluetooth-enabled opener. Additional features include gutters, a Taexx built-in pest control system, Nest thermostat, Ring security system and doorbell, Alexa-compatible front porch lighting, and prewiring for ceiling fans in the great room and bedrooms. Enjoy community walking paths, a playground, and a pool, with lawn care included in the HOA. Conveniently located near the West Orange Trail, downtown Winter Garden, downtown Clermont, Florida’s Turnpike, and Winter Garden Village. Bring your pups—this community has no dog breed restrictions!

2107 Gopher Tortoise Terrace, Oakland

7186 Wild Strawberry Run, Winter Garden
$750,000
4 Beds ⋅ 4 Baths ⋅ Signature Lks-Pcl 01d Ph 02 SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully designed 4-bedroom, 3.5-bathroom home in the highly desirable Independence community of Winter Garden! Offering a thoughtful blend of space, comfort, and lifestyle, this home features an additional private office, a spacious bonus room, and a unique layout designed for both everyday living and entertaining. Step inside to discover generous living spaces, a modern kitchen perfect for gathering with family and friends, and a spacious primary suite designed for comfort and relaxation. The additional office provides an ideal space for working from home, while the large bonus room offers endless possibilities—a media room, game room, or second family lounge. The home features a convenient half-bath on the first floor, a Jack-and-Jill bathroom, and a detached garage located at the rear of the property, adding character and functionality to the home's layout. Outside, enjoy a nicely sized backyard with room to create your own private outdoor retreat, including the potential to add a pool (subject to applicable approvals). Whether you envision weekend barbecues, outdoor entertaining, or simply relaxing in your own space, the possibilities are yours to explore. What truly makes this location special is the lifestyle waiting right outside your door!Horizon West, offering amenities and outdoor spaces designed to bring recreation, relaxation, and community connection together. Residents can enjoy: Community swimming pools for cooling off and enjoying the Florida sunshine Clubhouses and fitness centers for recreation and wellness Scenic walking and biking trails for outdoor exercise Community parks and playgrounds for outdoor fun Sports courts and beautifully maintained green spaces for an active lifestyle The location is equally appealing, with convenient access to shopping, restaurants, cafés, schools, and everyday essentials. Explore nearby Hamlin and Winter Garden Village for additional dining, shopping, and entertainment options. And when it's time for adventure, Walt Disney World and Central Florida's world-famous attractions are within driving distance, making weekend outings and family fun easy to enjoy. Whether you're looking for room to grow, space to work from home, or a community that offers amenities beyond your front door, this home presents an opportunity to enjoy the best of the Winter Garden lifestyle. Enjoy the space. Embrace the community. Make Winter Garden home.

7186 Wild Strawberry Run, Winter Garden

10079 Austrina Oak Loop, Winter Garden
$880,000
5 Beds ⋅ 4 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Enjoy spacious living, no rear neighbors, and Disney fireworks views in the sought-after Watermark community of Winter Garden! Built by Meritage Homes, this Maison floor plan offers 5 bedrooms, 3.5 bathrooms, and approximately 3,359 square feet of thoughtfully designed living space. A paver driveway and covered front porch create a welcoming first impression, leading into a foyer that opens to the second floor. The main level features a separate dining room and an open kitchen with a center island, pantry, and butler’s pantry. The kitchen connects seamlessly to the spacious family room, creating an inviting setting for everyday living and entertaining. A downstairs bedroom provides flexibility for guests or a home office, with a half bathroom conveniently nearby. Step outside to the covered lanai and enjoy the added privacy of having no rear neighbors, along with views of Disney fireworks. Upstairs, the spacious primary suite features two walk-in closets and an ensuite bathroom with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms and two full bathrooms provide ample space, while the game room offers a versatile area for movies, hobbies, or relaxation. An upstairs laundry room adds everyday convenience, and the two-car garage provides parking and storage. Watermark offers an exceptional collection of resort-style amenities, including a swimming pool with a splash pad, clubhouse, fitness center, tennis courts, playground, park, and outdoor amphitheater. The community’s second-story viewing deck provides another inviting spot to enjoy Disney fireworks. Located in Winter Garden’s desirable Horizon West area near sought-after schools, this home offers convenient access to Hamlin’s shopping, dining, and entertainment, Walt Disney World, and SR-429. Discover a home that brings together generous living space, a versatile floor plan, and outstanding community amenities. Schedule your private showing today!

10079 Austrina Oak Loop, Winter Garden

17126 Quicksilver Avenue, Winter Garden
$525,000
4 Beds ⋅ 3 Baths ⋅ Waterside On Johns Lake - Phase 2c SubDv. ⋅ 34787 Zip Code
Welcome home to this beautifully cared-for 4-bedroom, 3-bathroom home in the welcoming Waterside community! Built in 2022, the thoughtfully designed floor plan, spacious backyard, and wonderful neighborhood amenities combine to create the perfect blend of comfort, functionality, and everyday family living. Inside, the OPEN-CONCEPT living space flows effortlessly into the kitchen, creating a comfortable gathering place for family time, entertaining, and everything in between. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, stylish gray cabinetry, and stainless steel appliances. The spacious primary suite offers a HUGE WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. A bedroom conveniently located downstairs adds incredible flexibility and can easily serve as a guest room, home office, playroom, or a space for visiting family and friends. Throughout the home, you'll find thoughtful upgrades including plantation shutters, built-in features, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on an OVERSIZED CORNER LOT, the property features a large fenced-in backyard with plenty of room to play, relax, or gather with friends. The back paver patio is perfect for weekend barbecues and outdoor entertaining, while the covered front porch provides a welcoming spot to enjoy your morning coffee or unwind at the end of the day. Waterside Residents enjoy access to a community clubhouse, pool, fitness center, playgrounds, park, and a dock on Johns Lake. With seasonal community events and monthly food truck nights, there are plenty of opportunities to get to know your neighbors and enjoy everything the community has to offer. Conveniently located near Downtown Winter Garden, Hamlin, and Walt Disney World, you'll be close to a fantastic selection of restaurants, shops, and entertainment. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Come see why this home and community are such a wonderful place to put down roots, make memories, and call home!

17126 Quicksilver Avenue, Winter Garden

11815 Shine View Lane, Winter Garden
$853,626
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
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.*

11815 Shine View Lane, Winter Garden

1316 Southern Sun Drive, Oakland
$1,050,000
5 Beds ⋅ 4 Baths ⋅ Hull Island SubDv. ⋅ 34787 Zip Code
A private screened porch off the primary bedroom, views of the natural surroundings and thoughtfully enhanced outdoor spaces define the appeal of this Hull Island at Oakland residence. Built in 2022, the five-bedroom, four-full-bath home offers 3,658 square feet of living area according to current public records, with two levels designed for both gathering and retreat. The open kitchen and family-room layout connects everyday living with entertaining, complemented by solid-surface counters, a range and range hood. Upstairs, a versatile loft provides space for a media lounge, reading area or workspace. The primary bedroom opens to its own screened porch overlooking nature—an inviting setting for morning coffee or a quiet evening. Custom closet built-ins add a tailored touch and practical organization. A full bathroom on the first floor adds convenience. Outside, the rear patio features pavers, a screen enclosure and a covering that protects from rain, creating another comfortable place to unwind or host. A front porch and attached garage complete the home’s practical appeal. The Oakland setting adds an outdoor dimension to daily life, with area destinations including the West Orange Trail and Oakland Nature Preserve, where trails and a boardwalk showcase the Lake Apopka landscape. Experience a home that balances generous interior spaces, personal retreats and a connection to the outdoors. Arrange a private showing to appreciate the setting and layout in person. Included with the sale: washer, dryer, range, microwave, refrigerator, security cameras, smart door lock and window blinds.

1316 Southern Sun Drive, Oakland

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