Winter Garden Homes with Clubhouse Community Features

Winter Garden Homes with Clubhouse Community Features

Welcome to Winter Garden, Florida – a charming city nestled in the heart of Orange County, where picturesque landscapes meet vibrant community living. Known for its rich history and small-town charm, Winter Garden boasts a delightful blend of modern amenities and natural beauty. With its historic downtown area featuring quaint shops, delightful eateries, and a lively farmers market, residents enjoy a warm, welcoming atmosphere that feels like home.

One of the standout features of Winter Garden is its diverse range of residential communities, particularly those with clubhouse amenities. Imagine waking up in a beautiful home that not only offers comfort but also access to a vibrant social scene. Homes within these clubhouse communities are designed to foster connections among neighbors, providing spaces for gatherings, fitness activities, and recreational fun.

Residents can take advantage of state-of-the-art facilities, including swimming pools, fitness centers, and event spaces, all while enjoying the lush Florida sunshine. Whether you’re hosting a barbecue with friends or joining a yoga class, these community features enhance the overall living experience.

Winter Garden is more than just a place to live; it’s a lifestyle. With its scenic parks, top-rated schools, and proximity to major attractions like Walt Disney World, residents have everything they need right at their fingertips. If you’re searching for a home that combines comfort, community, and a touch of Florida magic, look no further than Winter Garden’s inviting clubhouse communities. Come discover the perfect place to create lasting memories!

Newest Winter Garden Homes with Clubhouse Community Features

15530 Sunquat Dr, Winter Garden
$599,999
4 Beds ⋅ 4 Baths ⋅ O6455496 MLS
Virtually Staged. Welcome to this stunning 4-bedroom, 3.5-bath home located in the highly desirable Hamlin Reserve community in Horizon West, Winter Garden! Thoughtfully designed with spacious living areas, modern finishes, and a versatile floor plan, this home offers the perfect setting for comfortable everyday living and effortless entertaining. Upon entering, you are greeted by an inviting foyer featuring soaring volume ceilings and stylish vinyl flooring throughout the entire first floor. A versatile flex room just off the entry provides endless possibilities and can be customized to suit your needs as a home office, den, formal living room, or additional dining space. The open-concept layout seamlessly connects the spacious family room, kitchen, and dining area, creating a warm and welcoming atmosphere. The well-appointed kitchen is sure to impress with its oversized island with seating, granite countertops, solid wood cabinetry, gas range, stainless steel appliances, and beautiful decorative backsplash. Conveniently located nearby are a half bath, a dedicated mudroom area with access to the garage, and sliding glass doors that open to the covered rear patio, offering the perfect spot to unwind or enjoy outdoor gatherings. Upstairs, you'll discover a spacious loft that provides additional flexible living space, ideal for a media room, playroom, or secondary family gathering area. The thoughtfully designed split-bedroom floor plan offers added privacy and functionality. The generously sized primary suite serves as a peaceful retreat, featuring a private en-suite bathroom with dual sinks, a standalone shower, and a walk-in closet. The second floor is completed by a conveniently located laundry room just off the loft, a private en-suite bedroom with its own standalone shower, two additional spacious bedrooms, and a full bathroom. For added convenience and modern appeal, all four bathrooms feature smart toilets. Residents of Hamlin Reserve enjoy wonderful community amenities, including a community pool, playground, and clubhouse. Ideally situated in the heart of Horizon West, this home is within walking distance of local dining and everyday conveniences, with Cinepolis, PopStroke, an exciting variety of restaurants, breweries, shopping, and entertainment just minutes away. Experience the best of the Horizon West lifestyle with this beautiful home offering space, comfort, community amenities, and an unbeatable location. Schedule your private showing today!

15530 Sunquat Dr, Winter Garden
17316 Melogold Way, Winter Garden
$530,047
3 Beds ⋅ 3 Baths ⋅ TB8565503 MLS ⋅ 19 BLDG.
Under Construction. Enjoy convenient, low-maintenance living in this two-story townhome featuring a two-car garage, perfectly located in the heart of Winter Garden. Designed for both comfort and functionality, this home offers a smart layout ideal for everyday living and entertaining. This popular Walden plans features finishes from the AW Collection Milan with clean, modern touches. The kitchen boards 42" cabinets, quartz countertops and tiled backsplash. Additional highlights include a detached two-car garage with private fenced courtyard space and upgraded 8' doors. Ideally situated, you’re just 37 minutes from Orlando International Airport, 20 minutes from world-famous Disney theme parks, and 30 minutes from Celebration. The community is also zoned for great schools and is minutes from downtown Winter Garden, where charming streets, local history, shopping, dining, and community events create a vibrant lifestyle. With its prime location and practical design, this townhome delivers the perfect blend of convenience, comfort, and Central Florida living. *Representation images and renderings are for illustrative purposes. Actual options and design finishes of home may vary.

17316 Melogold Way, Winter Garden
3249 Sailing Pier Avenue, Winter Garden
$675,000
4 Beds ⋅ 4 Baths ⋅ G5119939 MLS
Virtually Staged. WELCOME HOME to the highly sought-after GATED COMMUNITY OF LAKEVIEW PRESERVE in Winter Garden! Featuring $125,000 IN UPGRADES AND IMPROVEMENTS, this beautifully maintained home offers 4 BR, 3.5 BA, 2,964 SFT, a 2-car garage, and an exceptional floor plan! Impressive curb appeal begins with an upgraded stone elevation, designer glass and wrought-iron front door, extended paver driveway, and freshly painted exterior (2025). Inside, a spacious formal living room with French doors makes an ideal home office or den, while the OPEN-CONCEPT GREAT ROOM flows seamlessly into the beautifully appointed kitchen featuring white cabinetry, matte black hardware, QUARTZ COUNTERTOPS, and generous entertaining space. Extensive upgrades include HIGH-END PORCELAIN TILE FLOORING throughout the downstairs and bathrooms, upgraded wood stair treads with wrought-iron balusters, plantation shutters, and quartz countertops throughout. The spacious FIRST-FLOOR PRIMARY SUITE features a stylish barn door leading to a luxurious bath with soaking tub, oversized glass-enclosed shower, dual vanities, and a large walk-in closet with custom built-ins. A convenient half bath and laundry room with extensive cabinetry and sink complete the first floor. Upstairs offers a LARGE BONUS ROOM with luxury vinyl plank flooring, a spacious SECOND ENSUITE BEDROOM with private full bath, and two additional bedrooms sharing a full hallway bath. Additional improvements include upgraded carpeting, custom cabinetry and storage, enhanced lighting and electrical features, professionally coated garage floor, and an EXTENDED 10' x 26' SCREENED LANAI perfect for relaxing or entertaining. Residents enjoy RESORT-STYLE AMENITIES including a clubhouse, fitness center, zero-entry pool, splash pad, playground, walking trails, picnic areas, and KAYAK LAUNCH WITH ACCESS TO JOHNS LAKE for kayaking, canoeing, and fishing. LOW HOA OF JUST $152/MONTH AND NO CDD FEE! Ideally located minutes from SR 429, Downtown Winter Garden, Winter Garden Village, Clermont, shopping, dining, entertainment, and major Central Florida highways. This exceptional home combines extensive upgrades, flexible living spaces, and an outstanding location in one of Winter Garden's most desirable gated communities. Schedule your private showing today!

3249 Sailing Pier Avenue, Winter Garden
1414 Portmoor Way, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ O6455589 MLS
Video is virtually staged. Enjoy the best of both worlds in this beautiful pool home overlooking the Stoneybrook West Golf Course, where peaceful surroundings, beautiful views, and an abundance of community amenities create the perfect lifestyle. With NO REAR NEIGHBORS and a location OVERLOOKING THE GOLF COURSE on quiet Portmoor Way, you can relax while having plenty of opportunities to stay active, socialize, and connect with neighbors. The curb appeal is welcoming as is the spacious foyer, tall ceilings, and WOOD FLOORS. The well-appointed kitchen features QUARTZ countertops, tile backsplash, stainless steel appliances, and a WALK-IN PANTRY. Enjoy the breakfast nook that opens to the family room, creating a comfortable gathering space with beautiful views of the SCREENED-IN POOL and golf course. The spacious primary suite is conveniently located downstairs and offers a large walk-in closet, an updated vanity with double sinks, a garden tub, separate shower, and linen closet. Upstairs, you'll find AIRY LOFT, laundry room with cabinet storage, three additional bedrooms, and a hall bathroom with double sinks. Additional interior highlights include a formal dining room, a PRIVATE OFFICE with stylish barn doors, and an attractive staircase with iron railing and an accent wall. The home also offers valuable updates, including a NEW ROOF (2022), AC (2019), upgraded light fixtures, tile flooring in the garage, and rain gutters. One of the greatest benefits of living in Stoneybrook West is the incredible lifestyle included with your HOA! SPECTRUM CABLE AND INTERET ARE INCLUDED IN THE HOA DUES. Spend sunny afternoons at the Olympic-sized COMMUNITY POOL and splash pad, meet neighbors at the clubhouse and FITNESS CENTER, or enjoy friendly competition on the BASKETBALL, PICKELBALL, VOLLEYBALL and TENNIS courts. For those who love the water and outdoors, the community also offers a BOAT RAMP, limited BOAT STORAGE, and a FISHING pier. Stoneybrook West is conveniently located near highly regarded schools, restaurants, shopping, major roadways including the 429, Turnpike and 408, historic downtown Winter Garden, and Central Florida's world-famous theme parks.

1414 Portmoor Way, Winter Garden
1388 Waverunner Lane, Winter Garden
$515,000
4 Beds ⋅ 3 Baths ⋅ O6455159 MLS
1% INTEREST RATE BUYDOWN for the first year, or up to a $6,000 Lender Credit—available through our preferred lender! UPGRADED CORNER LOT HOME IN THE CHARMING WATERSIDE COMMUNITY! Built in 2021, this 4 bedroom, 3 bathroom home features a thoughtfully designed floor plan, spacious fenced-in outdoor patio and backyard, and upgrades throughout. You are greeted by a welcoming covered front porch, the perfect spot to enjoy your morning coffee. Stepping inside, the OPEN-CONCEPT living space features wood-look tile flooring which flows effortlessly into the dining room and kitchen, creating a comfortable gathering place for family time and entertaining. The dining room has an ADDED BUILT-IN BAR area with dual-zone wine fridge, evergreen fog cabinets, butcher block countertop, and stylish backsplash. The kitchen features beautiful Silestone QUARTZ COUNTERTOPS, clean white cabinetry, under-cabinet lighting, and stainless-steel appliances, including an upgraded dishwasher (2024). Accentuating the bright kitchen are updated black pendant lights and handles. A bedroom conveniently located downstairs features a tasteful SHIPLAP accent wall, and adds incredible flexibility, easily serving as a guest room, home office, or playroom. Upstairs, the spacious primary suite offers a huge CUSTOM WALK-IN CLOSET, while the primary bathroom features a double-sink vanity and large WALK-IN TILED SHOWER. There are two spacious guest bedrooms upstairs that share their own separate bathroom, with its own shiplap feature wall, double sink vanity, and separate wet area for maximum convenience. Throughout the home you'll find additional thoughtful upgrades, including built-in desk and cabinets in the upstairs landing area, 9-foot ceilings, and a beautiful wrought-iron stair railing. Situated on a CORNER LOT, the property features a large wrought iron FENCED-IN backyard with plenty of room to play, relax, or gather with friends. The large back paver patio has an added SHADE SAIL, allowing for year-round enjoyment in the wonderful Florida weather. Community of Waterside residents enjoy access to a community clubhouse, pool, fitness center, two 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, plus top-rated schools and hospitals. Easy access to FL-429 and the Florida Turnpike makes commuting and exploring Central Florida a breeze. Set up your private showing of this updated home today!

1388 Waverunner Lane, Winter Garden
12818 Sunset Walk, Winter Garden
$659,008
4 Beds ⋅ 3 Baths ⋅ O6455470 MLS ⋅ Toll Brothers BLDG.
Under Construction. New Construction by Toll Brothers in Winter Garden’s Horizon West! Estimated completion in early 2027. Don't miss the opportunity to show your clients this beautiful corner-unit townhome! A welcoming covered entry leads into a thoughtfully designed, spacious living area featuring a dedicated dining space, gourmet kitchen with breakfast bar, and inviting great room with access to a private courtyard, perfect for relaxing or entertaining. The spacious primary suite offers a generous walk-in closet and a private ensuite bathroom featuring dual vanities, a separate shower, and a private water closet. Experience the quality, style, and thoughtful design of Toll Brothers in one of Winter Garden's desirable locations!

12818 Sunset Walk, Winter Garden
16431 Olive Hill Drive, Winter Garden
$560,000
3 Beds ⋅ 3 Baths ⋅ O6454787 MLS
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
15823 Shorebird Lane, Winter Garden
$924,900
4 Beds ⋅ 4 Baths ⋅ O6454777 MLS
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
$429,890
3 Beds ⋅ 3 Baths ⋅ O6454896 MLS ⋅ 21 BLDG.
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
$433,490
3 Beds ⋅ 3 Baths ⋅ O6454893 MLS ⋅ 19 BLDG.
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 ⋅ O6454639 MLS
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 ⋅ O6453713 MLS
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
Start Your Search

How much is your home worth?

Get instant property value now!