Winter Garden Homes with Community Pool type

Winter Garden Homes with Community Pool type

Welcome to Winter Garden, Florida—a charming city that beautifully blends small-town warmth with modern conveniences. Nestled just a short drive from the bustling attractions of Orlando, Winter Garden is renowned for its vibrant downtown area, complete with quaint shops, delightful eateries, and a picturesque waterfront along Lake Apopka. The city is steeped in history, evident in its preserved architecture and the famous West Orange Trail, which invites residents and visitors alike to explore the great outdoors through biking, jogging, or leisurely strolls.

For those seeking a home in this idyllic locale, Winter Garden offers a variety of housing options, including stunning homes with community pools. Imagine spending sunny Florida afternoons lounging by the pool, surrounded by lush landscaping and friendly neighbors. These community amenities provide a perfect backdrop for relaxation and social gatherings, making it easy to connect with fellow residents.

Whether you're hosting a barbecue, enjoying a swim, or simply soaking up the sun, a home with access to a community pool enhances your lifestyle and fosters a sense of belonging. The diverse range of homes available ensures that you’ll find the perfect fit for your needs, from cozy townhouses to spacious family residences.

In Winter Garden, you’re not just buying a home; you’re investing in a lifestyle filled with community spirit, recreational opportunities, and the beauty of Florida living. Come discover your dream home in this enchanting city, where every day feels like a vacation!

Newest Winter Garden Homes with Community Pool type

14501 Grove Resort Avenue Unit 2539, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condominium 1 SubDv. ⋅ 34787 Zip Code
BEST-PRICED UNIT CURRENTLY AVAILABLE AT THE GROVE RESORT! This 5th-floor Birch residence is located in desirable Tower 2, the newest tower at The Grove and featuring the resort's most updated décor and finishes. Enjoy a peaceful garden view from this fully furnished resort residence just minutes from Walt Disney World. The Grove Resort & Water Park offers an exceptional combination of vacation ownership and resort amenities, including Surfari Water Park, multiple pools, restaurants and bars, fitness center, spa, arcade, Lake Austin activities, market and coffee shop, and on-site resort management. An outstanding opportunity for buyers looking for an entry point into one of Orlando's most established condo-hotel resorts at the best price currently offered. Financial information and ownership details available upon request.

14501 Grove Resort Avenue Unit 2539, Winter Garden
15411 Gilligan Court, Winter Garden
$539,900
3 Beds ⋅ 3 Baths ⋅ Winding Bay Ph 1b SubDv. ⋅ 34787 Zip Code
Located in Horizon West, this 4-bedroom, 2.5-bath home features a first-floor bedroom, private outdoor entertaining space, and no carpet throughout. Set within Winding Bay and zoned for top-rated schools, the community offers parks, a playground, walking trails, a dog park, and a resort-style pool with a splash pad. Just minutes from Walt Disney World, residents enjoy nightly fireworks views and convenient access to Highway 429, Hamlin Town Center, Flamingo Crossings, premier golf courses, and a wide variety of dining and shopping destinations. No CDD. Low HOA.

15411 Gilligan Court, Winter Garden
9936 Pallida Hickory Way, Winter Garden
$468,000
3 Beds ⋅ 3 Baths ⋅ Watermark SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location, location, location! paid off solar system! Beautifully maintained home in the highly sought-after Watermark community, offering exceptional amenities and a prime location backing onto a highly rated high school, with NO rear residential neighbors. Enjoy Carpet-Free living with brand-new flooring installed in 2026, plus a lovely balcony perfect for relaxing. Your new home awaits—schedule your showing today!

9936 Pallida Hickory Way, Winter Garden
1396 Roxy Lane, Winter Garden
$499,900
4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lake Ph 2c SubDv. ⋅ 34787 Zip Code
Welcome home to Waterside on Johns Lake, a highly sought-after community in Winter Garden! This 4-bedroom, 3-full-bath, 2,030 sq. ft. single-family home offers an open-concept floor plan with a great blend of functionality and living space. The first floor features the great room that flows seamlessly into the dining area and kitchen, which features 42-inch grey shaker cabinetry, quartz countertops, and a pantry. Also on the first floor is a full bathroom and a bedroom, making it ideal for guests, a home office, or flexible living needs. A convenient mudroom with generous storage provides additional functionality. Step outside to a private patio with a dedicated seating and entertaining area, along with a large fenced-in side yard. The rear of the property features a detached 2-car garage and a private driveway with additional parking for two vehicles. Upstairs, the split-bedroom layout provides privacy and flexibility. The spacious primary suite features an oversized bedroom, walk-in closet, and private en-suite bathroom. Two additional bedrooms, a third full bathroom, and a dedicated laundry room complete the second floor. The location is hard to beat, with convenient access to Winter Garden Village, Hamlin, Horizon West, Downtown Winter Garden, and SR-429. Enjoy an easy drive to Central Florida's major attractions, including Disney, SeaWorld, and Universal Studios, as well as an abundance of shopping, dining, and entertainment options. Waterside on Johns Lake features resort-style amenities including a community pool and clubhouse, playground, park, fitness center, and community dock on Johns Lake. The home is also zoned for highly regarded A-rated schools, including Hamlin Elementary, Hamlin Middle, and West Orange High.

1396 Roxy Lane, Winter Garden
14791 Field Daisy Drive, Winter Garden
$531,055
3 Beds ⋅ 3 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Dedicated Study | Close to Amenities | Flat Lot. New Construction - January Completion! Welcome to the Ashwood at 14791 Field Daisy Drive in Harvest at Ovation! This beautiful new home blends open-concept living with flexible spaces for today’s lifestyle. The inviting foyer leads to a private study, while the spacious great room flows seamlessly into the kitchen featuring a large island and walk-in pantry. Enjoy indoor-outdoor living with the covered lanai just off the main living area. Upstairs, the private primary suite offers a relaxing retreat with a generous bathroom and walk-in closet, while two secondary bedrooms sharing a full bathroom, and a laundry room are nearby. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: 8' interior doors, single exterior door at kitchen, oak treads and painted risers, sink at laundry room, and whole house blinds. Photos are for representative purposes only. MLS# O6447800

14791 Field Daisy Drive, Winter Garden
14066 Avenue Of The Groves, Winter Garden
$330,000
2 Beds ⋅ 3 Baths ⋅ Signature Lks-Pcl 01d Ph 01 SubDv. ⋅ 34787 Zip Code
Welcome to resort-style living in the sought-after community of Independence. This beautifully renovated, move-in-ready townhouse seamlessly combines modern updates, luxury amenities, and Disney-area convenience. Enjoy serene, unobstructed views with no front-facing neighbors—the ideal setting to watch Magic Kingdom’s dazzling nightly fireworks. Inside, you will find a newly updated kitchen, fresh luxury vinyl flooring throughout, a spacious open layout, and two bedrooms with ensuite bathrooms. Step outside to your private courtyard featuring newly installed synthetic turf, ideal for outdoor entertaining. A detached two-car garage provides ample parking and additional storage. Unit comes with soft water filtration system. Independence residents enjoy premier community amenities, including tennis and basketball courts, a clubhouse, a fitness center, two resort-style pools, walking parks, playgrounds, and a dedicated dog park. The HOA fee conveniently covers high-speed internet, cable, pest control, roof maintenance, exterior painting, amenity access, and all common-area landscaping. Contact us today to schedule your private showing!

14066 Avenue Of The Groves, Winter Garden
8649 Flagship Alley, Winter Garden
$495,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 3b 3c & 3d SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful one-story home located in the highly desirable Waterleigh community of Winter Garden! This charming 3-bedroom, 2-bath home offers a thoughtfully designed, open and inviting floor plan. The spacious kitchen features stone countertops, solid wood cabinetry, stainless steel appliances, a walk-in pantry, and a large center island overlooking the family room—perfect for everyday living and entertaining. The split-bedroom layout provides added privacy, while the primary suite features a walk-in closet and comfortable ensuite bath. Enjoy Florida living from the covered lanai and the added privacy of a corner lot. A two-car attached garage provides plenty of parking and storage. Waterleigh offers an exceptional resort-style lifestyle with community pools, clubhouses, fitness centers, tennis courts, playgrounds, parks, and more. Conveniently located in the sought-after Horizon West area of Winter Garden, near shopping, dining, entertainment, and Central Florida attractions. Don’t miss the opportunity to make this wonderful home yours!

8649 Flagship Alley, Winter Garden
14501 Grove Resort Avenue Unit 3636, Winter Garden
$175,000
2 Beds ⋅ 2 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Welcome to effortless resort living and an incredible SHORT-TERM RENTAL OPPORTUNITY at The Grove Resort & Water Park! This beautifully maintained, FULLY FURNISHED 2-bedroom, 2-bath condo-hotel is TURNKEY READY and already part of the resort’s rental pool with onsite management, making ownership especially convenient. Owners are permitted PERSONAL USE for up to 179 days per year, offering the flexibility to enjoy the property yourself while also taking advantage of its VACATION-RENTAL POTENTIAL. Set within the GATED RESORT COMMUNITY, this condo is located in a high-rise building with ELEVATOR ACCESS and puts an incredible array of amenities right outside your door. Step inside to find a bright, inviting interior with LUXURY VINYL PLANK FLOORING throughout the main living areas. The open Kitchen features QUARTZ COUNTERTOPS, STAINLESS STEEL APPLIANCES and a convenient breakfast bar, all overlooking the spacious Living Room with plenty of room for a Dining Area. Sliding glass doors extend the living space outdoors to a SCREENED, COVERED BALCONY, creating a relaxing spot to enjoy your morning coffee or unwind after a day at the parks. The AC WAS UPDATED in 2017, adding to the home's appeal as a well-maintained vacation property.The SPLIT-BEDROOM FLOOR PLAN provides privacy for owners and guests alike. The generous PRIMARY SUITE features a walk-in closet, an en suite Bath, and a COMFORTABLE SITTING AREA with its own PRIVATE ACCESS to the balcony. The en suite Bath offers dual sinks with QUARTZ COUNTERTOPS, a garden tub, step-in shower and private water closet. On the opposite side of the condo, the spacious SECOND BEDROOM offers a walk-in closet and its own EN SUITE BATH. A dedicated Laundry Room with washer and dryer adds everyday convenience.The Grove Resort & Water Park is a 106-acre destination with an IMPRESSIVE COLLECTION OF AMENITIES, including SURFARI WATER PARK, featuring a 695-foot lazy river, dual water slides, a FlowRider surf simulator, kids' activity pool and ZERO-ENTRY POOL. The resort also offers MULTIPLE POOLS including the lakefront Springs Pools with three full-size pools, hot tub and children's splash area, along with a 24-hour FITNESS CENTER, restaurants, family activities, LAKE AUSTIN ACCESS and more. CABLE AND INTERNET are also included, while resort transportation provides SHUTTLE SERVICE to Walt Disney World, Universal Orlando and SeaWorld. Lake Austin provides another way to enjoy the outdoors, with a LAKESIDE PIER offering beautiful nature views, catch-and-release fishing and resort watersports. When it is time to venture out, the resort is just SIX MILES FROM WALT DISNEY WORLD, putting Orlando's WORLD-FAMOUS ATTRACTIONS within easy reach. Beyond the resort, enjoy the growing Horizon West area with FLAMINGO CROSSINGS TOWN CENTER, Historic Downtown Winter Garden, the West Orange Trail and Plant Street offering opportunities for dining, shopping, entertainment and enjoying the FLORIDA LIFESTYLE. Families will appreciate the access to A-RATED SCHOOLS, including WATER SPRING ELEMENTARY, WATER SPRING MIDDLE and HORIZON HIGH SCHOOL.Whether you're looking for a vacation home, a personal getaway or a TURNKEY SHORT-TERM RENTAL INVESTMENT, this furnished Grove Resort condo provides an EXCEPTIONAL OPPORTUNITY to own a piece of the Orlando vacation lifestyle—with onsite management, RESORT AMENITIES, and the flexibility to enjoy it yourself. Come discover the possibilities at The Grove!

14501 Grove Resort Avenue Unit 3636, Winter Garden
15302 Honeybell Drive, Winter Garden
$575,000
3 Beds ⋅ 2 Baths ⋅ Hamlin Reserve SubDv. ⋅ 34787 Zip Code
Welcome a beautifully maintained home in the highly sought-after Hamlin Reserve community of Horizon West! From the moment you step inside, you’ll notice the thoughtful design, spacious layout, and beautiful finishes throughout.One of the standout features is the gorgeous front flex space, complete with custom built-ins, offering the perfect opportunity for a home office, study, reading room, playroom, or additional living space. The open-concept main living area provides an inviting space for everyday living and entertaining, with a seamless flow between the living, dining, and kitchen areas.The spacious primary suite offers a relaxing retreat, while the additional bedrooms provide flexibility for family, guests, or a dedicated workspace. Step outside to enjoy your private backyard and Florida outdoor living.Located in the heart of Horizon West, Hamlin Reserve offers an exceptional lifestyle with community amenities, parks, playgrounds, nature trails, and convenient access to Hamlin Town Center, where shopping, dining, and entertainment are just minutes away. Enjoy everything Winter Garden has to offer, including top-rated schools, beautiful neighborhoods, and easy access to major roadways including SR-429.Beautiful, flexible, and ideally located, this home is a wonderful opportunity to experience the best of Hamlin and Horizon West living!

15302 Honeybell Drive, Winter Garden
6403 Argent Wood Drive, Winter Garden
$495,090
4 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! The spacious Trailwood Interior-unit townhome is a perfect blend of luxury and practicality, featuring 4 bedrooms, 3 bathrooms, a 2-car rear-load garage, and a private courtyard—ideal for both relaxation and entertaining. The open-concept first floor is a true highlight, with an expansive gathering room seamlessly flowing into the beautifully appointed kitchen. This chef-inspired space features Tilden White cabinetry, stunning Lyra quartz countertops, and a decorative Bright Glaze tile backsplash. Stainless-steel Whirlpool appliances, including a refrigerator, a sleek stainless-steel single-bowl sink with an upgraded faucet, and pendant lighting pre-wiring, enhance both the functionality and style of the kitchen. Step outside through the gathering room to your private courtyard, an inviting outdoor space perfect for enjoying the fresh air in a tranquil setting. Also located on the first floor is a convenient bedroom and full bathroom, complete with an enclosed shower with a glass door, ensuring comfort and privacy for guests. For ultimate relaxation, the owner's suite is located on the second floor, offering ample natural light, a spacious walk-in closet, and a spa-inspired en suite bathroom. The owner’s bathroom is a serene escape, featuring quartz-topped dual vanity sinks, a frameless glass door shower, a linen closet, and a private enclosed toilet. The second floor also includes two additional bedrooms, a full bathroom, and a laundry room, offering thoughtful separation for privacy and convenience. Wood-look luxury vinyl plank flooring spans the first-floor living areas, providing both style and durability, while porcelain tile in the laundry room and bathrooms adds a sleek, modern touch. Plush, stain-resistant Ornamental Gate carpet completes the bedrooms, loft, and staircase for added comfort. Experience the luxury and convenience of the popular Trailwood Interior-unit townhome. Don’t miss your chance to make this stunning home yours!

6403 Argent Wood Drive, Winter Garden
12511 Gold Honeysuckle Street, Winter Garden
$869,990
5 Beds ⋅ 4 Baths ⋅ Osprey Ranch SubDv. ⋅ 34787 Zip Code
Under Construction. .

12511 Gold Honeysuckle Street, Winter Garden
11030 Folklore Street, Winter Garden
$509,990
3 Beds ⋅ 3 Baths ⋅ Storey Grove Ph 1b 1 SubDv. ⋅ 34787 Zip Code
Welcome to 11030 Folklore Street in Storey Grove, where everyday living comes with more to enjoy! This twoStorey Winter Garden home offers 3 bedrooms, 2.5 bathrooms, and a detached garage. Enjoy the neighborhood's pool, clubhouse, fitness center, playground and walking paths. Located near Avalon Road in Horizon West, the home offers convenient access to SR-429, Hamlin Town Center, Flamingo Crossings, Walt Disney World, and Winter Garden shopping and dining. Come explore the home and the community for yourself!

11030 Folklore Street, Winter Garden
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