Winter Garden Homes with Clubhouse Community Features

Winter Garden Homes with Clubhouse Community Features

Welcome to Winter Garden, Florida – a charming city that beautifully blends small-town charm with modern amenities. Nestled just a short drive from the vibrant city of Orlando, Winter Garden is known for its picturesque landscapes, historic downtown, and a thriving community spirit. With its lush parks, scenic lakes, and a plethora of outdoor activities, Winter Garden offers an idyllic setting for families, retirees, and everyone in between.

One of the standout features of living in Winter Garden is the abundance of homes within clubhouse communities. These thoughtfully designed neighborhoods provide residents with exclusive access to a variety of amenities that enhance the quality of life. Picture yourself unwinding at the community clubhouse, where you can socialize with neighbors, host events, or simply relax by the pool. Many of these communities also feature fitness centers, walking trails, playgrounds, and sports courts, ensuring that there’s always something to do right at your doorstep.

The sense of community in these clubhouse neighborhoods is palpable, as residents often come together for organized activities and events, fostering friendships and creating lasting memories. Whether you’re looking for a cozy single-family home or a spacious townhome, Winter Garden’s clubhouse communities offer a range of options to suit your lifestyle.

In addition to the community features, Winter Garden’s proximity to top-rated schools, shopping, and dining options makes it an ideal place to call home. Experience the warmth and vibrancy of Winter Garden, where every day feels like a vacation in a welcoming and active community. Come discover your dream home in this delightful city!

Newest Winter Garden Homes with Clubhouse Community Features

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
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
13846 Fresh Ivy Street, Winter Garden
$699,000
2 Beds ⋅ 3 Baths ⋅ Del Webb Oasis Ph 3 SubDv. ⋅ 34787 Zip Code
Beautifully appointed and thoughtfully designed, this home offers an exceptional opportunity to enjoy the Del Webb Oasis lifestyle—with the **seller covering the buyer's capital contribution fee PLUS six months of HOA dues!** From the moment you enter, you'll appreciate the attention to detail, sophisticated finishes, and inviting open-concept design. The beautifully appointed kitchen is a standout, featuring crisp white cabinetry, quartz countertops, stainless steel appliances, a gas cooktop, designer lighting, and an expansive center island with seating. The soft, coastal-inspired color palette, beautiful flooring, and thoughtfully selected finishes create a home that feels both elegant and comfortable. The kitchen flows effortlessly into the dining and living areas, making it equally suited for everyday living and entertaining. A dedicated private office or flex space offers additional versatility. Beyond the home itself, **Del Webb Oasis offers an exceptional 55+ lifestyle** with amenities designed for recreation, relaxation, and connection. At the heart of the community is a beautiful 12,000-square-foot clubhouse featuring an indoor/outdoor bar and tavern, coffee lounge, fitness center with Technogym equipment, yoga and movement studio, arts and crafts room, billiards, and gathering spaces. The on-site restaurant offers lunch and dinner on Wednesdays and Fridays, making it easy to meet friends and enjoy an evening out without leaving the neighborhood. Outdoors, residents enjoy a resort-style zero-entry pool with lap lanes, spa, poolside cabanas, pickleball and tennis courts, bocce ball, walking paths, and inviting social spaces. A full-time lifestyle director coordinates a vibrant calendar of neighborhood activities, clubs, fitness classes, trivia nights, social gatherings, and special events. Whether you want to stay active, explore new interests, or simply enjoy time with neighbors, there's always something happening. Ideally situated in Winter Garden, just minutes from Walt Disney World, shopping, dining, and major roadways, Del Webb Oasis offers the perfect combination of resort-style living and everyday convenience. **A beautifully finished home, an engaging community, and valuable seller-paid incentives—your next chapter starts here!**

13846 Fresh Ivy Street, Winter Garden
5567 Cypress Hill Road, Winter Garden
$519,995
3 Beds ⋅ 2 Baths ⋅ Orchard Hills Ph 2 SubDv. ⋅ 34787 Zip Code
Stunning 3-bedroom, 2-bathroom home located in the beautiful and desirable Orchard Hills subdivision of Winter Garden, FL. This home boasts a split bedroom plan, offering privacy and space, with carpeted bedrooms for added comfort. The master suite features a garden tub, perfect for unwinding after a long day. The open floor-plan is ideal for entertaining, with wood look tiled living areas and modern fixtures adding a touch of elegance. The kitchen is equipped with stainless steel appliances, ready for your culinary adventures. The interior has been freshly painted, giving the home a clean and bright feel. Step outside to a manicured lawn and a fence enclosed backyard, perfect for outdoor activities. Not to mention lawn service is included in the rent! The screen enclosed rear patio is a great spot for relaxation, while the front porch offers a scenic pond view, adding to the home's charm. The property also includes a large interior laundry room and a two-car garage for your convenience. As part of a vibrant community, you'll have access to a community pool, fitness center, and clubhouse. This home is not just a place to live, but a lifestyle to enjoy. Come and experience the comfort and convenience this home has for you.

5567 Cypress Hill Road, Winter Garden
16549 Parable Way, Winter Garden
$545,000
4 Beds ⋅ 4 Baths ⋅ Storey Grove SubDv. ⋅ 34787 Zip Code
Virtually Staged. 2023 build new house! Highly desirable Storey Grove community! NO CDD.Low HOA fee! Beautifully maintained 4-bedroom, 3.5-bath home in the highly desirable Storey Grove community! Featuring a thoughtfully designed floor plan with TWO Primary suites—one conveniently located on the FIRST floor and the other upstairs—this home offers exceptional flexibility for multi-generational living, extended family, or hosting guests. The functional and versatile layout provides comfortable living spaces ideal for both everyday living and entertaining. Enjoy the convenience of living in a family-friendly community with a community swimming pool and the added benefit of having elementary and middle schools right within the neighborhood—making daily school commutes easier for busy families. one of Storey Grove's most attractive features is its convenient location near Walt Disney World, offering easy access to world-famous theme parks, shopping, dining, and entertainment. With convenient access to major highways and everyday essentials, this home combines a desirable location with comfortable Florida living. Easy Access to Major Highways, Shopping, Dining, and Entertainment Don't miss this wonderful opportunity to enjoy comfort, flexibility, and convenience in the sought-after Storey Grove community, just minutes from the magic of Disney!

16549 Parable Way, Winter Garden
14503 Avenue Of The Rushes, Winter Garden
$850,000
4 Beds ⋅ 4 Baths ⋅ Signature Lakes SubDv. ⋅ 34787 Zip Code
Pro Pics Coming Soon - 1st time on the market * Welcome to this beautiful and incredibly maintained home offering 4 bedrooms, 3.5 bathrooms, and approximately 3,315 square feet of living space in the desirable Signature Lakes community of Independence * Built in 2007, this spacious two-story home offers an inviting blend of comfort, style, and room to entertain * Attractive curb appeal, a welcoming covered entry, paver driveway, and tropical landscaping create a memorable first impression * Inside, the generous floor plan provides flexibility for everyday living, entertaining guests, and enjoying the Florida lifestyle * Step outside to the private screened pool area and create your own backyard retreat, perfect for relaxing and enjoying the sunshine year-round * Conveniently located near shopping, dining, major roadways, and the many amenities of Winter Garden, this property offers an excellent opportunity to enjoy the Central Florida lifestyle, with community recreation and outdoor activities. Community amenities include a clubhouse, 2 resort-style swimming pools, fitness facilities, tennis and basketball courts, playgrounds, parks, and community boat ramps and docks providing access to Lake Hancock.

14503 Avenue Of The Rushes, Winter Garden
13055 Sandcastle Drive, Winter Garden
$874,990
3 Beds ⋅ 4 Baths ⋅ Del Webb Oasis SubDv. ⋅ 34787 Zip Code
Step into the Renown, a new construction, single-story home situated within walking distance of the amenity center offering 3 spacious bedrooms, 3 beautifully appointed full bathrooms, a powder room, and an enclosed flex room. The open-concept layout seamlessly connects the gourmet kitchen, café, and gathering room, creating an airy atmosphere. The many windows and sliding glass door leading to the covered lanai bathe the entire space in natural light, elevating the overall feeling of openness. The heart of the home is the chef-inspired kitchen, where soft-close cabinetry with clear glass uppers meets luxurious quartz countertops and a decorative tile backsplash. Thoughtfully designed features like easy-reach corner cabinets, double roll-out trays, and a waste basket drawer make the kitchen as functional as it is beautiful. Whirlpool stainless steel appliances—including double ovens and a built-in natural gas cooktop—ensure you have everything you need for both everyday meals and special occasions. The kitchen flows effortlessly into the café and gathering room, where a sliding glass door leads to the covered lanai, making this home ideal for seamless indoor-outdoor living. Retreat to the luxurious owner’s suite, a serene sanctuary with two spacious walk-in closets and a spa-like en suite bathroom. Dual vanity sinks, a walk-in shower with a built-in bench and rain shower head, an enclosed toilet, and a linen closet complete the tranquil space. For added convenience, one of the walk-in closets connects to the laundry room which is outfitted with built-in cabinetry, a utility sink trimmed in quartz, and a storage closet. The two additional spare bedrooms, each with their own attached bathroom and walk-in closets, along with the open flex room and powder room, provide ample space for family and guests. Designer-curated finishes elevate every corner of this home, including pendant pre-wire and under cabinet lighting in the kitchen, matte black hardware and plumbing fixtures, and 8’ Cheyenne style interior doors. Enjoy the convenience of modern living with a smart thermostat and doorbell, and LED downlighting. Schedule a tour today!

13055 Sandcastle Drive, Winter Garden
13537 Splashing Isla Drive, Winter Garden
$430,000
3 Beds ⋅ 2 Baths ⋅ Del Webb Oasis Ph 2 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome home to carefree villa living in the beautiful 55+ community of Del Webb Oasis. Follow a delightful pavered walkway past lush landscaping to reach the covered front porch. Stepping inside reveals a generous foyer with plank tile flooring that extends throughout all living/wet areas right up to carpeted bedrooms. Inside the spectacular kitchen you will find 42" uppers, gorgeous quartz countertops, subway tile backsplash, tall crown cabinet molding, waste-basket pull out, soft close drawers, double roll-out trays, whirlpool appliances, an island with storage and electric, excellent lighting and attractive matte black hardware. Just off the kitchen is the cafe or dining area which then flows into the gathering room or living room. Three clerestory windows provide natural light into the living room which also has a floor outlet and LED downlights illuminating well the ebb and flow of life lived to the fullest. The split floor plan places the primary suite at one end of the home with two guest bedrooms and a guest bath at the other end. With a window view into the peaceful backyard, the spacious primary bedroom adjoins an en suite bathroom complete with a shower (note the built-in seat and glass shower door), dual sinks, water closet, linen closet and enormous walk-in closet. Two guest bedrooms can serve as office, den, library, craft room or hobby space in addition to providing a comfortable space for visiting guests. An attractive tile-surround for the tub/shower in the guest bathroom complements the single vanity and finishes perfectly. Near the door leading to the 2-car garage is the laundry room with pocket door, washer/dryer, ventilated shelves, CAT6 Telecom Data Port and a transom-style window. Triple sliders open to the covered and extended pavered lanai. Keyless entry for the garage. 2" faux wood blinds at all functional windows. A 5" Carbon Clean MERV 16 filter with Cabinet enhances the HVAC system. Adjacent to the home is a paved walking trail. Community amenities include an active, sprawling Clubhouse, resort-style pool as well as pickle ball and tennis courts. HOA fees also include exterior maintenance, landscaping, irrigation repairs, exterior painting and roof replacement. Schedule your visit to see all that this home has to offer today!

13537 Splashing Isla Drive, Winter Garden
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