Winter Garden Homes with Community Pool type

Winter Garden Homes with Community Pool type

Welcome to Winter Garden, Florida—a charming city nestled in the heart of Orange County that beautifully blends small-town charm with modern amenities. Known for its vibrant downtown area, Winter Garden boasts a rich history and a welcoming community atmosphere. With picturesque streets lined with oak trees and a plethora of local shops, restaurants, and parks, residents enjoy a lifestyle that is both relaxed and engaging.

One of the highlights of living in Winter Garden is the abundance of beautiful homes that come with access to community pools. Imagine spending sunny Florida afternoons lounging by the pool, soaking up the sun, and enjoying the company of neighbors and friends. These homes not only provide a refreshing escape from the heat but also foster a strong sense of community among residents.

Whether you're seeking a cozy single-family home or a spacious townhouse, Winter Garden offers a variety of properties that cater to diverse lifestyles. Many of these homes are situated in well-maintained neighborhoods, complete with amenities such as clubhouses, fitness centers, and, of course, sparkling community pools.

In addition to the fantastic residential options, Winter Garden is conveniently located near major highways, making it easy to access nearby attractions like the theme parks of Orlando, Lake Apopka, and beautiful nature trails. With its perfect blend of leisure, community spirit, and accessibility, Winter Garden is more than just a place to live—it's a place to thrive. Come discover your dream home in this delightful Florida city!

Newest Winter Garden Homes with Community Pool type

16431 Olive Hill Drive, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ Hawksmoor-Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome Home to this immaculately maintained 3-bedroom, 3-bathroom two-story home located in the highly desirable Hawksmoor in Winter Garden. This home offers paid off solar and 240 outlet for EV charging. As you walk up you will take note of charming front porch perfect for sipping morning coffee. As you enter the foyer you will notice flex/office/den with French doors and ceramic tile throughout with thoughtfully designed interior. The homes first floor is perfect for entertaining with open concept kitchen family room with oversized dinette. The kitchen has a large center island with plenty of seating, stainless steal appliances, granite counters and water filtration system that overlooks the under roof covered screened in lanai perfect for an outdoor grill and outdoor entertaining area. Upstairs, the primary suite serves as a relaxing retreat with a tray ceiling, large walk-in closet, and private bath featuring dual sinks and granite counters. The guest bath upstairs has dual sinks bath tub and granite counters. Additional upgrades include new quiet garages door, first floor, fresh exterior paint and ample storage. Residents enjoy access to fantastic community amenities including a clubhouse, resort-style pool, park, playground, and sidewalks throughout the neighborhood. Conveniently located just minutes from Hamlin Town Center, golfing, shopping, dining, entertainment, Walt Disney World, and major highways with easy access to Orlando and surrounding areas. This exceptional home combines modern upgrades, energy-efficient features, functional living spaces, and an unbeatable location. Schedule your private showing today.

16431 Olive Hill Drive, Winter Garden
14501 Grove Resort Avenue Unit 2627, Winter Garden
$194,900
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo Ii SubDv. ⋅ 34787 Zip Code
This stunning 3-bedroom, 3-bathroom condo-hotel in Orlando, Florida, offers the perfect blend of luxury, comfort, and convenience. Located just minutes from the world-famous theme parks, this fully furnished unit is an excellent choice for both personal use and investment. The condo features a spacious open floor plan with modern finishes, a fully equipped kitchen with stainless steel appliances, and a private balcony with breathtaking views. The master suite boasts a luxurious en-suite bathroom, while the second and third bedrooms and bath provide ample space for guests. Enjoy resort-style amenities, including a sparkling swimming pool, fitness center, full-service spa, on-site dining, concierge services, and a shuttle to major attractions. With its prime location near shopping, dining, and entertainment, this condo-hotel is an exceptional opportunity for those looking to experience the best of Orlando!

14501 Grove Resort Avenue Unit 2627, Winter Garden
373 Eron Way Unit 47, Winter Garden
$163,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Charming single-story townhome in Townhomes of Winter Garden featuring 2 bedrooms and 2 full baths. Interior features low-maintenance laminate flooring throughout the main living areas and bedrooms, paired with an efficient open floor plan. Conveniently located just minutes from historic downtown Winter Garden, Plant Street dining, shopping, and major commuter routes including SR-429 and the Florida Turnpike. Easy to show—schedule through Showing Time today!

373 Eron Way Unit 47, Winter Garden
10503 Spring Arbor Lane, Winter Garden
$459,000
4 Beds ⋅ 3 Baths ⋅ Winding Bay Preserve SubDv. ⋅ 34787 Zip Code
INVESTOR ALERT! Currently tenant-occupied, this beautiful 4-bedroom, 3-bath townhome offers over 2,200 sq. ft. of thoughtfully designed living space in Horizon West’s Winding Bay Preserve. The open kitchen features 42-inch white cabinets, a walk-in pantry, and a large island overlooking the spacious dining and great room. French doors lead to a screened, fenced courtyard with access to the 2-car garage. A first-floor bedroom with peaceful conservation views and an adjacent full bathroom provides added flexibility. Upstairs, the spacious primary suite features a dual-sink vanity, walk-in shower, private water closet, and a generous walk-in closet with built-ins. Two additional bedrooms overlook the conservation area and share a full bathroom, while a versatile loft and conveniently located laundry room complete the second floor. Winding Bay Preserve offers a resort-style community pool, playground, and parks amid beautiful conservation surroundings. Conveniently located near shopping, dining, schools, and Central Florida’s world-renowned attractions. An excellent opportunity to add a tenant-occupied property to your investment portfolio! Contact us for lease details and showing availability.

10503 Spring Arbor Lane, Winter Garden
1370 Portmoor Way, Winter Garden
$755,000
5 Beds ⋅ 4 Baths ⋅ Stoneybrook West 44/134 SubDv. ⋅ 34787 Zip Code
Nestled within the highly desirable golf course community of Stoneybrook West in Winter Garden, this beautifully renovated 5-bedroom, 4-bathroom residence offers a perfect blend of modern finishes, spacious living areas, and exceptional Florida living. Thoughtfully updated throughout, the home features a newer roof and HVAC system, fresh interior paint, new custom kitchen and bathroom cabinetry, luxury vinyl plank flooring, new bedroom carpeting, updated lighting and ceiling fans, and a newly re-screened enclosure. At the heart of the home, the stunning remodeled kitchen showcases custom cabinetry, all new stainless steel appliances, elegant quartz countertops, designer lighting, and an oversized breakfast bar ideal for gathering and entertaining. A charming breakfast nook provides the perfect spot for casual dining while enjoying picturesque views of the golf course. The inviting living spaces are enhanced by a beautiful double-sided fireplace, creating warmth and character throughout the home. A versatile downstairs flex room and bathroom offer endless possibilities for a home office, in-law suite, or playroom. Upstairs, a loft at the top of the stairs provides additional living space for relaxing, working, or entertaining. The private primary suite serves as a peaceful retreat, featuring a generous layout, a luxurious ensuite bathroom with an oversized walk-in shower, and a private balcony overlooking the golf course—an ideal place to enjoy your morning coffee or unwind at the end of the day. Four additional bedrooms provide flexibility for family, guests, or additional workspace. The thoughtfully designed outdoor living area includes a screened pool with spa, new pool equipment and a convenient fourth bathroom with a shower accessible from the pool area, making entertaining and enjoying Florida's year-round sunshine effortless. Beyond the home, Stoneybrook West offers an exceptional lifestyle with resort-style community amenities. The HOA includes access to the Olympic-sized community pool, splash pad, clubhouse with fitness center, basketball courts, tennis courts, and pickleball courts. Residents can also enjoy the community boat ramp, and fishing pier, providing even more opportunities for outdoor recreation and relaxation. Newer Roof and HVAC. Ideally located near excellent schools, shopping, restaurants, and everyday conveniences, Stoneybrook West is guard gated and offers easy access to the 429, Florida Turnpike, and 408, as well as historic downtown Winter Garden and Central Florida's world-famous theme parks. With its extensive renovations, golf course views, private pool, and outstanding community amenities, this exceptional home offers the perfect combination of comfort, style, and location. Schedule your showing today!

1370 Portmoor Way, Winter Garden
15823 Shorebird Lane, Winter Garden
$929,900
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 5 SubDv. ⋅ 34787 Zip Code
Discover an exceptional opportunity to enjoy the Florida lifestyle in this beautiful Toll Brothers home in the sought-after Lakeshore Preserve community of Winter Garden. Offering 4 bedrooms, 4 full bathrooms, and 2,768 square feet, this thoughtfully designed residence combines elegant interior spaces with an outdoor living experience designed for entertaining. The heart of the home is its impressive kitchen, featuring an oversized 12-foot island, gas cooktop, convection oven, and stylish finishes. Multiple living spaces and abundant natural light create an inviting atmosphere throughout. The flexible floor plan includes a first-floor bedroom and full bathroom, additional upstairs bedrooms, a private junior suite, and a spacious primary retreat featuring tray ceilings, dual walk-in closets, two vanities, a soaking tub, and a separate walk-in shower. But the real highlight is outside. Enjoy your own private saltwater pool, beautifully appointed paver deck, and summer kitchen with natural gas. Whether hosting friends, enjoying a quiet afternoon by the pool, or making the most of Florida's beautiful weather, this outdoor space makes every day feel like a getaway. Lakeshore Preserve adds even more to the experience with its lakefront clubhouse, resort-style community pool, fitness center, barbecue area, and recreational amenities. Located in Winter Garden, this home offers an appealing combination of space, thoughtful design, outdoor entertaining, and community amenities. Come experience the home and the lifestyle for yourself.

15823 Shorebird Lane, Winter Garden
6266 Sunny Time Avenue, Winter Garden
$433,890
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, 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. 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. 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. For added convenience from day one, this home comes complete with 2" faux wood blinds, as well as a brand new Whirlpool washer and dryer! 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.

6266 Sunny Time Avenue, Winter Garden
6367 Argent Wood Drive, Winter Garden
$449,490
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! The new construction Foxtail interior unit townhome features 3 bedrooms, 2 full bathrooms, a powder room, an open concept kitchen, café and gathering room, a private courtyard, and a 2-car rear-facing garage. The first floor is ideal for entertaining, featuring a spacious gathering room, café and kitchen, with a large center island, storage pantry, white cabinetry, a decorative tile backsplash, quartz countertops, and Whirlpool stainless-steel kitchen appliances- including a refrigerator. A powder room and laundry on the first floor add to the thoughtful convenience. Enjoy entertaining loved ones from your private, fenced rear courtyard. After a long day, retreat upstairs to your private oasis. The Owner's Suite features a spacious walk-in closet and en suite bathroom with a double sink quartz-topped vanity, private water closet, and a walk-in shower. Two additional bedrooms, the secondary bathroom and extra storage offered by a linen closet are on the opposite side of the second floor, offering privacy and space for everyone. Professionally curated design finishes for this popular Foxtail townhome include wood-look luxury vinyl plank flooring throughout the first floor living areas, tile flooring in the laundry room and bathroom, and soft, stain-resistant, Shaw brand carpet in the bedrooms and second floor living areas, and so much more. This new construction townhome perfectly blends luxury, convenience, and modern design, making it the ideal place to live and unwind. Schedule your tour today!

6367 Argent Wood Drive, Winter Garden
13900 Lanyard Way, Winter Garden
$769,650
5 Beds ⋅ 5 Baths ⋅ Encore/Ovation-Ph 3 SubDv. ⋅ 34787 Zip Code
Short Sale. Welcome to this spacious 5-bedroom, 5-bathroom home in the desirable Encore at Ovation community in Winter Garden! Featuring a rare dual primary suite layout, this home offers an open-concept design with an upgraded kitchen showcasing a natural gas stove, oversized island, farmhouse sink, and stainless-steel appliances. The kitchen flows seamlessly into the dining and family rooms, perfect for entertaining. The first floor includes a primary suite, private den/office, and additional full bathroom. Upstairs, enjoy a versatile loft, convenient laundry room, and luxurious second primary suite overlooking the conservation area, complete with dual sinks, soaking tub, separate shower, and oversized walk-in closet. Relax on the covered back porch overlooking a private backyard with no rear neighbors. Additional features include fiber-optic internet, surround sound speakers and prewiring for security cameras. All this plus the added benefit of solar panels to help with those electricity bills. Residents enjoy resort-style amenities including a pool, fitness center, playground, dog park, and yard maintenance. Conveniently located minutes from Walt Disney World and Flamingo Crossings, offering shopping, dining, and entertainment. A rare find combining space, privacy, and an unbeatable location!

13900 Lanyard Way, Winter Garden
7723 Green Mountain Way, Winter Garden
$2,695,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Set along the shores of Lake Hancock with approximately 80 feet of lake frontage, this exceptional Winter Garden residence offers private boating amenities and expansive indoor-outdoor living. A two-story dock with a boat lift and two Jet Ski lifts, a screened pool and spa, and sweeping lake views define this waterfront setting. Offering 6 bedrooms, 6.5 bathrooms, over 5,100 square feet, a 3-car garage, and two primary suites on separate floors, the flexible layout is ideal for multigenerational living. A paver driveway, tile roof, stone accents, and mature landscaping welcome you home. Inside, engineered hardwood floors lead past a formal dining room on the right, connected to the kitchen through a butler's pantry, and a dedicated office on the left. The impressive two-story living room features decorative wood beams, a cascading chandelier, and a floor-to-ceiling stacked-stone accent wall. Expansive sliding glass doors open to the covered lanai, seamlessly connecting indoor and outdoor living while framing views of the pool and Lake Hancock. An open staircase with wood treads and wrought-iron balusters overlooks the living area. Just off the living room, the first-floor primary suite offers direct lanai access, a walk-in closet, separate vanities, and an oversized tiled shower. The spacious kitchen features a center island, an expansive wraparound peninsula with a farmhouse-style sink, granite countertops, cream-colored cabinetry, stainless steel appliances, a natural gas cooktop with pot filler and vent hood, a built-in microwave and wall oven, decorative tile backsplash, and built-in wine storage. A separate casual dining area overlooks Lake Hancock. Beyond it are a second downstairs bedroom and adjacent full bathroom with pool access. Near the 3-car garage, the laundry room provides a utility sink, cabinetry, and counter space. A half bath completes the first floor. Upstairs, the second primary suite features a tray ceiling, French doors to a private lakeview balcony, two walk-in closets, and an ensuite bath with dual vanities, soaking tub, and glass-enclosed shower. Three additional bedrooms and three full bathrooms, including two ensuite bedrooms, offer flexible accommodations. An expansive bonus room with hardwood flooring, lake-facing windows, and French doors to a separate balcony makes an ideal second living area, game room, or media room. Outdoor living takes center stage on the spacious covered lanai, with separate dining and lounge areas, ceiling fans, and a summer kitchen featuring a stainless steel grill, vent hood, refrigerator, and countertop space. The screened pool and spa, surrounded by an expansive paver deck, overlook Lake Hancock. Beyond the shoreline, the private two-story dock features a shaded lower seating area, boat lift, two Jet Ski lifts, and an open-air upper observation deck with panoramic lake views. From the living room and upstairs balconies to the pool and dock, the water is part of everyday life here. Summerlake community amenities include a pool, fitness center, tennis courts, playgrounds, and walking paths. Convenient to Hamlin Town Center, major highways, and Central Florida's world-famous attractions, this home offers an exceptional Lake Hancock waterfront lifestyle.

7723 Green Mountain Way, Winter Garden
14501 Grove Resort Avenue Unit 3618, Winter Garden
$430,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
WELCOME TO THE GROVE RESORT & WATERPARK, WINTER GARDENS, ORLANDO FLORIDA. THIS BEAUTIFUL FULLY FURNISHED SABLE DESIGN CONDO IS IN AN EXCELLENT LOCATION WITH GREAT VIEWS OF WATER PARK AND MUCH MORE. THIS BEAUTIFUL SABLE DESIGN CONDO IS ON THE 6TH FLOOR WITH 3 LUXURY BEDROOMS AND 3 GREAT BATHROOMS. AND GREAT VIEWS FROM SCREENED BALCONY. YOU CAN OWN THIS BEAUTIFUL VACATION CONDO AT THE GROVE RESORT THAT OFFERS PROFESSIONAL ON SITE PROPERTY MANAGEMENT SERVICES TO ALL OWNERS AND THEIR GUESTS. THE GROVE RESORT HAS MANY AMENITIES INCLUDING BUT NOT LIMITED TO A GREAT WATER PARK, LAZY RIVER, SWIMMING POOLS , WATER SLIDES, SPA, INDOOR & OUTDOOR DINING, FITNESS CENTER, LAKE AUSTION FOR FISHING AND PADDLE BOATING, SHOPPING AND MUCH MORE

14501 Grove Resort Avenue Unit 3618, Winter Garden
10067 Austrina Oak Loop, Winter Garden
$1,150,000
6 Beds ⋅ 5 Baths ⋅ Watermark Ph 4 SubDv. ⋅ 34787 Zip Code
Welcome home this beautifully renovated 6-bedroom, 5-bathroom home offering 4,305 sq. ft. of stylish living in a desirable Winter Garden community. Features include elegant first-floor porcelain tile, an updated kitchen with quartz countertops, a smart cooktop, and decorative glass cabinetry. The spacious primary suite boasts a custom-built walk-in closet. Enjoy Florida living in the outdoor oasis featuring a gazebo and built-in fire pit seating area. A three-car split garage provides ample parking and storage. Residents enjoy two community pools and a playground. Freshly updated and move-in ready, this exceptional home offers comfort, style, and space for the whole family!

10067 Austrina Oak Loop, Winter Garden
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