Winter Garden Homes with Community Pool type

Winter Garden Homes with Community Pool type

Welcome to Winter Garden, Florida—a charming city nestled within the heart of Orange County that perfectly blends small-town warmth with modern conveniences. Known for its picturesque landscapes, vibrant downtown, and rich history, Winter Garden offers residents a unique lifestyle that celebrates both community and nature. With its lush parks, scenic walking trails, and proximity to the lush waters of Lake Apopka, outdoor enthusiasts will find ample opportunities for recreation and relaxation.

One of the standout features of Winter Garden living is the array of beautiful homes with community pools. Imagine coming home to a stunning property where you can unwind in your own backyard oasis, complemented by the added luxury of a community pool. These homes are designed not only for comfort but also for connection, fostering a sense of community among neighbors. Whether you're enjoying a sunny afternoon by the poolside or hosting a barbecue with friends, the community pool becomes a central hub for socializing and making lasting memories.

Winter Garden’s real estate market is thriving, with a variety of architectural styles to choose from, ensuring that every family can find their perfect fit. With top-rated schools, delightful local shops, and a vibrant arts scene, this city truly has something for everyone. Experience the charm of Winter Garden, where your dream home with a community pool awaits, offering a lifestyle that embraces both relaxation and community spirit. Explore the possibilities today and discover why so many are choosing to call Winter Garden home!

Newest Winter Garden Homes with Community Pool type

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
$882,558
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
9356 Tyrella Pine Trail, Winter Garden
$495,000
4 Beds ⋅ 3 Baths ⋅ Watermark Ph 2b SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom, 2-car garage home in the highly sought-after Watermark community of Horizon West! Ideally located just a short walk from the clubhouse, this spacious two-story home offers an open-concept floor plan perfect for everyday living and entertaining with a rare long driveway. The main level features tile flooring throughout, abundant natural light, and a modern kitchen with built-in appliances, ample cabinetry, and generous counter space. Upstairs, the spacious primary suite features a walk-in closet, en-suite bath, along with three additional bedrooms, a full bath, and a convenient laundry room. Enjoy Florida living from the welcoming front porch, rear-entry two-car garage, and low-maintenance yard. Built by Meritage Homes, the property features energy-efficient construction designed to help reduce energy consumption and utility costs. Watermark offers resort-style amenities including a community pool with splash pad, clubhouse, fitness center, tennis courts, playgrounds, parks, and walking trails. Conveniently located near shopping, dining, golf, Disney, and all that Winter Garden and Horizon West have to offer. A great opportunity to enjoy comfort, convenience, and the Florida lifestyle in a desirable community!

9356 Tyrella Pine Trail, Winter Garden
10048 Beach Port Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage just minutes from DISNEY! The OUTDOOR LIVING Space is a Showstopper! Generous COVERED Patio – perfect space for Dining and Relaxing! DELUXE SCREENED POOL with Sun Shelf, SALT SYSTEM, LED Lights and DECK JETS! This METICULOUSLY Maintained Home has a GOURMET KITCHEN with 42” Cabinets, Large Island, Upgraded Tile Backsplash, NEW PENDANT LIGHTS, Large FARM SINK, Under Cabinet Lighting, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with CABINETRY VENT HOOD! Large Pantry with CUSTOM SHELVING!! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with French Door to Patio and CUSTOM CLOSET! Bath Features DOUBLE Vanities and OVERSIZED Walk-In DOUBLE SHOWER. FLEX Space can be Dining Room, Office or Living Room. Convenient Remodeled Powder Bath with NEW Vanity, Counter and Mirror and Laundry Room with Cabinetry, Included WASHER and DRYER and Utility Sink complete the First Floor. Main Living Space has Upgraded Rectangular Tile, 8’ Doors and 5 ¼ Molding. Two Story Foyer features Stairs with Wood Railings and Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK-IN Closets! Bedrooms 2 and 3 share Full Bath 2 with Upgraded SHOWER instead of a tub and Bedrooms 4 and 5 share a Jack-and-Jill Bathroom. Numerous Upgrades: GUTTERS, EV NEWER Dishwasher, NEW LED Pool Lights, NEW Solonoid for Pool Salt System, Dedicated GENERATOR Hook Up, Garage with EV Charger, EPOXY FLOOR and Overhead STORAGE RACKS ! ENERGY EFFICIENT Home with LoE Double Pane Windows, 15 Seer AC & Reclaimed Water for Irrigation Saves $$ on Utilities. Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX

10048 Beach Port Drive, Winter Garden
16387 Taliesin Street, Winter Garden
$620,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor Ph 4 SubDv. ⋅ 34787 Zip Code
Located in the heart of Winter Garden’s desirable Hawksmoor community, this beautifully appointed one-story Derby floor plan offers 3 bedrooms, 2.5 baths, and a 2-car garage, thoughtfully designed for comfortable everyday living and effortless entertaining. A welcoming foyer leads into the bright, open-concept main living area, where the dining room, gathering room, and kitchen come together to create a warm and connected space for family and guests. The kitchen features upgraded white cabinetry, contrasting countertops, upgraded flooring, along with a huge walk-in pantry offering exceptional storage. Tray ceilings and double crown molding reflect the upgraded finishes you will see throughout the home. The spacious owner’s suite provides a private retreat, complete with a generous walk-in closet and a versatile sitting room. Whether used as a home office, workout area, reading nook, or nursery, this flexible space adds a level of functionality that is hard to find in many one-story homes. Two generously sized secondary bedrooms are located at the front of the home and share a dedicated full bathroom, while a separate powder room provides added convenience for guests without requiring access to the private bedroom areas. A large laundry room and convenient owner’s entry from the garage with a practical stop and drop zone make daily routines even easier. At the rear of the home, beautiful sliding glass doors open to a spacious lanai, seamlessly extending the living space and POOL outdoors and creating an inviting setting for morning coffee, relaxing evenings, or entertaining friends and family. Beyond the home itself, Hawksmoor offers an exceptional community lifestyle. Residents can enjoy a large playground, expansive green spaces, a community park, walking trails, a resort-style pool, fitness center, and clubhouse—providing plenty of opportunities to stay active, unwind, and connect with neighbors. Thoughtfully designed from front to back, this home brings together stylish upgrades, exceptional functionality, flexible living spaces, and an inviting community atmosphere in the heart of Winter Garden. WELCOME HOME!

16387 Taliesin Street, Winter Garden
14501 Grove Resort Unit 2304, Winter Garden
$165,000
2 Beds ⋅ 2 Baths ⋅ Grove Resort And Spa Hotel Condo 2 SubDv. ⋅ 34787 Zip Code
Short Sale. Experience the Ultimate Orlando Resort Lifestyle & Investment Opportunity! Welcome to The Grove Resort & Water Park, one of Central Florida’s premier vacation destinations, ideally located just minutes from Walt Disney World and close to Universal Studios, SeaWorld, Margaritaville Resort, shopping, dining, and Orlando International Airport. Enjoy a fully furnished, turnkey 2-bedroom, 2-bath condominium that offers the perfect blend of comfort, style, and investment flexibility. The spacious open-concept floor plan features a beautifully appointed kitchen, bright great room, oversized windows, and a private balcony overlooking the peaceful courtyard. The split-bedroom layout provides privacy, while two spa-inspired bathrooms feature garden tubs, tiled showers, and dual vanities. With a sleeper sofa in the living room, the residence comfortably accommodates up to six guests. Step outside your front door and discover an extraordinary resort experience. The spectacular Surfari Water Park features a FlowRider® surf simulator, dueling water slides, lazy river, splash park, activity pool, zero-entry pool, and private cabanas with food and beverage service. Additional amenities include multiple pools and hot tubs, a 20-acre activity lake with private dock, fishing, fitness center, full-service spa, arcade, game room, and an array of on-site dining options including Longboard Bar & Grill, Valencia Restaurant, Element Bar & Lounge, Alfresco Market, and Byte. Convenient shuttle transportation to Disney World, Universal Studios, and SeaWorld adds even more appeal for vacation guests. As a short-term rental property, owners may enjoy personal use, while professional on-site management can handle bookings, housekeeping, maintenance, and guest services. Whether you're looking for a personal Orlando getaway, a vacation home, or a hands-off investment opportunity, this property offers an exceptional combination of resort amenities, flexibility, convenience, and income potential. Experience the magic of Orlando while owning your own piece of the vacation lifestyle at The Grove Resort & Water Park!

14501 Grove Resort Unit 2304, Winter Garden
13557 Parkfield Way, Winter Garden
$650,000
4 Beds ⋅ 3 Baths ⋅ Encore At Ovation SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location!  Minutes from Walt Disney World and all that Winter Garden has to offer with the new hospitals, stores, restaurants, downtown Winter Garden, Horizon West and the list goes on! Single stories are hard to come by and this MI Home is waiting for you!  It sits on a gorgeous conservation lot with no neighbors on one side. Sit on the front porch or the back patio and enjoy the good life!  Walk to the pool, fitness center and dog park. The perfect community to walk or bike.  This 4 bedroom 3 bath rare find single story is move in ready-well maintained, built in 2021, quartz countertops, NEW AC, huge walk-in closet in the primary bedroom, a popular 3 way split floor plan, and ample room for entertaining with the dining room and large family room.  The home is stunning with its gorgeous wooded and pond view. Lawn Care is included in the HOA leaving you time to enjoy all Central Florida has to offer!  Schedule your showing today!

13557 Parkfield Way, Winter Garden
9766 Amber Chestnut Way, Winter Garden
$429,900
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Space, location, and the Horizon West lifestyle—all in one. Live minutes from Disney without feeling like you live in the middle of the tourist district. This 3-bedroom, 2.5-bath Watermark townhome gives you nearly 2,000 sq. ft., a dedicated first-floor office and an attached 2-car garage. High and tray ceilings, abundant natural light and an open floor plan make the space feel even larger. The kitchen brings granite countertops, espresso cabinetry, stainless steel appliances and a large island together with the dining and living areas. Upstairs, the primary suite includes a walk-in closet and private bath, with two additional bedrooms nearby. Watermark adds even more value outside the home, with community pools, clubhouse, fitness center, playgrounds and more. Hamlin, Flamingo Crossings, shopping, dining, SR-429 and Walt Disney World are all nearby—giving you the convenience of Horizon West without sacrificing the neighborhood feel.

9766 Amber Chestnut Way, Winter Garden
1323 Azalea Way, Winter Garden
$189,000
3 Beds ⋅ 2 Baths ⋅ Westside Twnhms Ph 03 SubDv. ⋅ 34787 Zip Code
This 3-bed, 2-bath townhome is just minutes from Historic Downtown Winter Garden, Plant Street Market, farmers markets, boutique shops, and local dining. Enjoy easy access to major highways, top-rated schools, Walt Disney World, and Central Florida’s theme parks. Whether you’re adding to your rental portfolio or looking for a property in a highly desirable area, this one offers location, lifestyle, and investment potential all in one.

1323 Azalea Way, Winter Garden
4780 Terrace Bluff Street, Winter Garden
$569,900
4 Beds ⋅ 4 Baths ⋅ Enclave/Hamlin SubDv. ⋅ 34787 Zip Code
Welcome to 4780 Terrace Bluff in the Enclave at Hamlin. A charming 4-bedroom home offering the space, flexibility and location that make Hamlin living so appealing. The open-concept floor plan creates an easy flow between the kitchen, dining and living spaces, making the home equally comfortable for everyday living and entertaining. A full bedroom and bath on the first floor adds valuable flexibility for guests, multigenerational living or a private home office. Upstairs, the oversized primary suite offers a spacious retreat with a generous bath, while the additional bedrooms are comfortably sized with plenty of room to grow, work or play. Set within a quiet neighborhood, the home offers a peaceful place to come home to while still keeping you close to everything. Your HOA dues INCLUDE LAWN CARE. Enjoy the community pool, nearby restaurants, coffee shops, shopping, entertainment and everyday conveniences, with the new library and Horizon West Regional Park just around the corner. Disney is nearby, and quick access to the 429 makes getting around Central Florida easy, whether you’re heading downtown, to the attractions, the airport or beyond. The home is also zoned for highly regarded Independence Elementary, established Bridgewater Middle School and the new Horizon High School. Comfortable, connected and incredibly convenient, 4780 Terrace Bluff offers the best of both worlds — a quieter neighborhood setting with community amenities, right in the heart of everything Horizon West has to offer.

4780 Terrace Bluff Street, Winter Garden
17602 Japonica Bloom Drive, Winter Garden
$785,000
5 Beds ⋅ 4 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Luxury new construction home near Walt Disney World theme parks! The spacious 5 bedroom, 4 bathroom design offers the perfect combination of style, functionality, and comfort. The home features a 3-car tandem garage, a covered front porch and a covered backyard lanai, ideal for outdoor relaxation or entertaining. The heart of the home is the chef-inspired gourmet kitchen, which includes solid surface countertops, an island, and high-end stainless steel appliances, such as a cooktop, range hood, built-in oven and microwave, and dishwasher. The spacious living area is designed with upgraded flooring and enhanced with natural light flowing in through dual-pane energy-efficient windows. Sliding glass doors allow access to the covered backyard patio, seamlessly blending indoor and outdoor living spaces. The private primary suite is a true retreat, featuring an extended sitting room off of the bedroom. The primary bathroom features a dual sink vanity with Delta faucets, ceramic tile flooring, a luxurious shower with a glass enclosure and a freestanding bathtub. Additional features include an upgraded lighting package, towel bars, and a huge walk-in closet, offering plenty of storage and comfort. The secondary bedrooms are generously sized, with each second floor bedroom surrounding a spacious loft. Additional features of this exceptional new home include a full sprinkler system, a complete landscaping package, energy-efficient construction, garage door openers, and a utility area with ceramic tile flooring. The home also boasts all 8' doors on the first floor, pre-plumb for a laundry sink, fully upgraded design finishes, including Revwood flooring, and a new home warranty for peace of mind. Call today to schedule a tour!

17602 Japonica Bloom Drive, Winter Garden
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