Winter Garden Homes with Clubhouse Amenities

Winter Garden Homes with Clubhouse Amenities

Welcome to Winter Garden, Florida—a charming city that beautifully blends small-town warmth with modern conveniences. Nestled just a stone's throw from the bustling Orlando area, Winter Garden boasts a vibrant downtown filled with delightful boutiques, delicious eateries, and a rich history that dates back to the early 1900s. The scenic West Orange Trail meanders through the city, offering residents a picturesque pathway for walking, biking, and enjoying the great outdoors.

One of the standout features of Winter Garden is its family-friendly atmosphere, complemented by an array of parks and recreational facilities. For those seeking a community that embodies both comfort and luxury, Winter Garden is home to several neighborhoods with stunning homes that feature clubhouse amenities. These communities provide residents with exclusive access to beautifully designed clubhouses, perfect for social gatherings, fitness classes, and community events.

Imagine spending weekends lounging by the pool, enjoying a game of tennis, or participating in yoga sessions—all within steps of your front door. The clubhouse amenities foster a sense of community, allowing neighbors to connect and create lasting friendships.

With a diverse selection of homes ranging from cozy single-family residences to elegant estates, Winter Garden offers something for everyone. Whether you’re looking to raise a family, retire in peace, or simply enjoy a vibrant lifestyle, Winter Garden's welcoming spirit and exceptional amenities make it the perfect place to call home. Experience the charm of Winter Garden, where community, comfort, and convenience come together harmoniously.

Newest Winter Garden Homes with Clubhouse Amenities

922 Marsh Reed Drive, Winter Garden
$679,000
5 Beds ⋅ 3 Baths ⋅ Johns Lake Pointe A & S SubDv. ⋅ 34787 Zip Code
Picture a Saturday here. Coffee at the kitchen island while the pool glistens under the Florida sun. Cannonballs by noon, burgers on the grill by five, and a movie night in the loft once everyone dries off. Welcome to 922 Marsh Reed Drive, a 5 bedroom, 3 full bath saltwater pool home in Johns Lake Pointe that has been cared for like a prized possession and is ready for its next chapter. The first impression sets the tone: tropical landscaping, a brick paver driveway, a three car garage, and a covered front porch with a cheery red door. Step inside and the tiled foyer opens to a formal dining room framed by tall windows and warm natural light, the kind of room that turns holiday dinners and Sunday suppers into traditions. Keep walking and the home opens up. The kitchen is the true gathering spot, with 42" espresso cabinets, granite counters, a tiled backsplash, stainless appliances, built-in double wall ovens, pendant lighting, and a large island where homework, snacks, and conversation all happen at once. A walk-in pantry with custom shelving keeps the grocery runs organized. The eat-in dining area sits right off the kitchen with sliding glass doors to the pool, so you can keep an eye on the swimmers while dinner comes together. The family room flows right alongside, finished with crown molding, plantation shutters, and wiring for surround sound. Game day, movie night, or a lazy Sunday nap, this room handles it all. Hosting overnight company? A first-floor bedroom next to a full bath makes a private guest retreat or a quiet home office away from the upstairs bustle. Head up the staircase with wrought iron spindles and you’ll find a huge loft that gives everyone room to spread out: game room, playroom, homework zone, or second living room. Three secondary bedrooms share a full bath, and the laundry room is right here on the second floor with custom cabinetry, which means no more hauling baskets up and down the stairs. The primary suite is split to its own side of the second floor, with windows on two sides and room for a reading chair. The en suite bath feels like a getaway, with dual sinks and granite counters, a frameless glass shower, a separate garden tub for long soaks, and two walk-in closets so nobody has to negotiate for hanger space. Then there’s the backyard, where this home really shines. The saltwater pool is heated by solar panels, extending swim season well beyond summer. An extended paver deck has room for a full grill lineup, a dining table, and lounge chairs, with an electric retractable awning for shade when you want it. Vinyl privacy fencing wraps the entire yard, giving you a private oasis with plenty of grass for playing catch or running through the sprinkler. Smart upgrades work quietly in the background: rain gutters around the entire home, French drains in the yard, whole-home water softening system, and a central vacuum in the garage. Life in Johns Lake Pointe adds even more to love, with a resort-style community pool, clubhouse, fitness center, tennis courts, playground, and walking trails. Bike the West Orange Trail, catch the Saturday farmers market in Historic Downtown Winter Garden, explore Tucker Ranch, or shop and dine at Winter Garden Village, all just minutes away. SR 429, SR 408, and the Florida Turnpike make commutes and theme park days easy. Homes like this don’t come along often. Schedule your private showing and see why this one is ready to feel like yours.

922 Marsh Reed Drive, Winter Garden

9953 Summerlake Groves Street, Winter Garden
$774,900
4 Beds ⋅ 4 Baths ⋅ Watermark Ph 4a SubDv. ⋅ 34787 Zip Code
Premium Corner Lot! Discover this beautiful two-story home in the sought-after Watermark community of Horizon West in Winter Garden! Situated on a desirable corner lot, this well-maintained home offers 4 spacious bedrooms, a den, a versatile bonus room, an office, 3.5 bathrooms, and an oversized two-car garage with epoxy flooring. Step inside to a bright and welcoming open floor plan featuring abundant natural light and a spacious layout designed for comfortable everyday living. The inviting living room connects seamlessly to the covered lanai, featuring an outdoor summer kitchen, creating a wonderful space for relaxing, entertaining, and enjoying Florida's beautiful weather. The gourmet kitchen features a large center island with a sink, generous space for preparing meals, and an adjoining dining area perfect for family gatherings. Upstairs, the primary suite provides a relaxing retreat with access to a private screened balcony, where you can enjoy your morning coffee or unwind in the evening. The additional bedrooms offer comfortable living spaces, while the versatile bonus room can easily serve as a playroom, media room, or additional entertainment area. This home also features a fully functional water softener system, hot and cold water connections, and sewer service, adding convenience and functionality to everyday living. Outside, the fully fenced backyard offers added privacy and plenty of space for outdoor activities and gatherings. The oversized two-car garage with epoxy flooring provides additional convenience and storage space. Residents of Watermark enjoy resort-style amenities, including a community pool, splash pad, playground, tennis courts, recreation center, and outdoor amphitheater. Conveniently located in the heart of Horizon West, this home is just minutes from Disney, shopping, restaurants, and entertainment, with easy access to SR-429 for convenient travel throughout Central Florida. With its premium corner lot, spacious interior, desirable features, fantastic community amenities, and excellent Winter Garden location, this home offers a wonderful opportunity to experience the best of Florida living!

9953 Summerlake Groves Street, Winter Garden

421 Eron Way Unit 36, Winter Garden
$210,000
2 Beds ⋅ 2 Baths ⋅ Townhomes Winter Garden SubDv. ⋅ 34787 Zip Code
Virtually Staged. Live the Winter Garden lifestyle in this updated 2-bedroom, 2-bath condo located in the highly desirable Downtown Winter Garden Golf Cart District! Enjoy the convenience of golf cart access to Historic Downtown Winter Garden, where you can spend your weekends exploring Plant Street, local restaurants and shops, the popular Saturday Farmers Market, community events and the West Orange Trail. Inside, this home offers vaulted ceilings, a new skylight, no popcorn ceilings and thoughtful updates throughout. The kitchen features new countertops and all new appliances, including the refrigerator, dishwasher, range and microwave. Both bathrooms have been refreshed, with the primary suite featuring an oversized walk-in shower. The guest bathroom has been reglazed in a crisp white finish and updated with a new shower head, light fixture and mirror. Step outside to the screened porch with no rear neighbors, creating a private space to relax and enjoy the Florida weather. Vinyl window panels provide additional protection and versatility for the porch. Additional features include a new roof, extra attic access with pull-down stairs, additional concrete near the A/C area and a heat pump system. Whether you're searching for a primary residence, seasonal Florida home or a low-maintenance property close to all that Downtown Winter Garden has to offer, this one is worth seeing. Bring your golf cart and start enjoying one of Central Florida's most loved downtown communities!

421 Eron Way Unit 36, Winter Garden

17449 Water Hemlock Road, Winter Garden
$1,099,990
5 Beds ⋅ 5 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. The Newport home at 17449 Water Hemlock Road has something for everyone! Learn more about this 5-bedroom home by contacting our team today! Welcome to your new home at 17449 Water Hemlock Road in Winter Garden, a thoughtfully designed quick move-in opportunity ready when you are! This beautifully crafted new construction home offers 5 spacious bedrooms and 5 full baths, designed for comfort and everyday living. The open-concept layout creates a seamless connection between the kitchen, dining, and living areas, making the home feel bright, open, and welcoming. Natural light pours in throughout the day, accentuating stylish finishes and a layout that’s as practical as it is inviting. The owner’s bedroom serves as a private retreat with plenty of room to relax and recharge. Your en-suite owner’s bathroom provides a comfortable, spa-inspired setting with thoughtful finishes and ample space designed to make daily routines feel effortless and relaxing. Additional bedrooms provide versatility for guests, a home office, or creative spaces to fit your lifestyle, while a 2-car garage adds everyday convenience and extra storage. Located in a welcoming neighborhood, this home home offers the perfect balance of style and simplicity. Whether you’re enjoying a quiet morning at home or hosting friends and family, the layout supports a comfortable, easygoing lifestyle designed to grow with you for years to come. This new construction home delivers style, comfort, and move-in-ready ease without the wait. This move-in-ready new construction home delivers modern style, thoughtful design, and the convenience of no build wait. Contact us today to learn more about this exceptional home at 17449 Water Hemlock Road!

17449 Water Hemlock Road, Winter Garden

17437 Water Hemlock Road, Winter Garden
$869,990
4 Beds ⋅ 4 Baths ⋅ Lake Star At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. Welcome to this stunning new construction home by M/I Homes, located at Lake Star At Ovation, Winter Garden, Florida. This 2-story home offers 2,343 square feet of thoughtfully designed living space with 4 bedrooms and 4 bathrooms, delivering both comfort and functionality for today's lifestyle. Step inside to discover an open-concept living space that creates a seamless flow between the main gathering areas, perfect for everyday living and entertaining. The quality of design is evident throughout, with carefully selected finishes and attention to detail in every room. Key Features: 4 bedrooms and 4 bathrooms 2,343 square feet of living space 2-story new construction by M/I Homes Open-concept living space Spacious owner's bedroom with en-suite bathroom Covered lanai for outdoor relaxation Quality construction and premium finishes throughout The owner's bedroom features a private en-suite bathroom, providing a comfortable retreat at the end of the day. The lanai extends your living space outdoors, offering a wonderful area to unwind and enjoy the Florida weather. This home is nestled within a vibrant neighborhood with convenient proximity to parks, making it an ideal setting for families and outdoor enthusiasts alike. The well-planned layout maximizes every square foot, ensuring that each room serves a purpose while maintaining an inviting atmosphere throughout.

17437 Water Hemlock Road, Winter Garden

9228 Bradleigh Drive, Winter Garden
$975,000
5 Beds ⋅ 5 Baths ⋅ Latham Park South SubDv. ⋅ 34787 Zip Code
Welcome to LATHAM PARK, an exclusive Winter Garden community where charm, elegance and convenience come together beautifully! This premium location delivers on both luxury & a lifestyle worth getting excited about! A stunning one owner home, immaculately kept and extensively upgraded, both through the builder's design center and with thoughtful aftermarket enhancements. Built in 2019, the Duval plan is over 3,600 sq. ft, with 5 bedrooms, 4 1/2 baths, a 3 car tandem garage and no rear neighbors. Inspired by the early 1920’s, this craftsman style architecture offers a lovely covered porch with stone wrapped columns and beautiful historic details. Upon entering, just off the foyer, a downstairs bedroom with access to a full bathroom provides a wonderful space for guests or even multigenerational living. A few accent walls were painted, however the primary color palette is a neutral taupe that compliments the top tier waterproof luxury vinyl. The formal dining room & butler’s pantry both connect to the gourmet kitchen. A magnificent oversized quartz island anchors the room while offering ample seating, storage and counter space! Real wood cabinetry has soft close drawers and all the goodies offered to store utensils, bakeware & spices and even includes a concealed garbage/recycle cabinet! A massive pantry allows you to store not just food, but even your holiday dinnerware & ever growing collection of charcuterie boards! Having the gas cooktop separate from the oven is truly a great feature especially having more than one person in the kitchen! Beautifully upgraded lighting & plumbing fixtures add another layer of refinement, a brand new pot filler was also just added! The kitchen sits just on the edge of the soaring 2 story family room giving the space grandeur & the perfect amount of natural light. This room is large, but still cozy w/ views of the beautiful Florida skies & lush green foliage. This lot was chosen for the backyard! The screened lanai overlooks a beautiful & peaceful conservation area that is interrupted briefly each night with a most magical display of fireworks! Disney is the ultimate neighbor keeping property values up with a dreamy proximity most only dream of! The backyard has room to add a private pool w/ room to spare. This smart home is also hardwired with speakers both inside & out! A whole house water filtration system is also a welcomed upgrade! Downstairs has a convenient drop zone just off the garage w/ a bench & another storage closet under the stairs. Upstairs, this residence continues to impress with an open loft and dedicated media room with double doors (also could be 5th bedroom). The primary suite is everything it should be with an elegant ensuite bath & large closet. The additional bedrooms each have walk in closets and access to their own bathrooms with decorative shower tile in truly beautiful color choices. The laundry room is upstairs too! Latham Park residents get to enjoy a beautiful community pool that looks like Joanna Gaines herself designed! The rustic design of the beams & stone fireplace are the perfect backdrop to your Saturday afternoon! Other neighborhood amenities include a nature walk & playground. Historic Downtown Winter Garden & Hamlin are just minutes away & always creating nostalgic hometown memories with activities & festivals year round. MOVE-IN READY is an understatement! You'll be hard-pressed to find another home that has been so lovingly maintained.

9228 Bradleigh Drive, Winter Garden

1076 Sadler Oaks Way, Oakland
$1,570,000
4 Beds ⋅ 4 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
*** A RARE Offering in Oakland Park | Custom-Built Luxury | ONE-STORY Living *** An exceptional opportunity to own a custom-built residence in the highly sought-after community of Oakland Park, where timeless architectural details, refined finishes, and an extraordinary setting come together. This beautifully appointed 4 bedroom, 3.5 bath home with mudroom and OVERSIZED garage (2.5), with more than 700 square feet of space, offers a highly desirable feature rarely found in Oakland Park: a thoughtfully designed, single-story floor plan with TWO spacious PRIMARY suites. Situated on a premium corner lot, nearly a QUARTER acre, the property enjoys an exceptional sense of privacy, with mature oak trees, no rear neighbors, and a neighboring park, providing additional open space and lasting privacy. Inside, soaring vaulted ceilings, stunning WOOD flooring, elegant crown molding, a cozy FIREPLACE, and an impressive collection of custom millwork, including shiplap accents and exposed timber details, establish a warm yet sophisticated aesthetic appearance. The heart of the home is an expansive, open-concept kitchen and great room designed for both everyday living and effortless entertaining. The beautifully appointed kitchen features custom-panel THERMADOR appliances, including a 6 burner GAS cooktop, built-in oven and microwave, a walk-in pantry, and a coffee bar conveniently connected to the formal dining room. A charming breakfast nook completes this exceptional gathering space. One of the home’s most distinctive features is the expansive screened-in courtyard, creating a seamless extension of the indoor living areas. Finished with elegant travertine pavers, this private outdoor retreat features a kitchen complete with a grill and sink, making it ideal for entertaining or simply enjoying the Florida lifestyle. The generous courtyard also presents an exciting opportunity for a future swimming POOL, allowing the next owner to further customize the space. A separate covered rear porch and welcoming front porch provide additional opportunities to enjoy the home’s beautiful surroundings. The primary suite toward the back of the home includes a comfortable sitting area and an oversized eight-foot sliding glass door opening directly to the courtyard. The luxurious en-suite bath offers a quartz-topped vanity, walk-in shower, and garden tub. The second primary suite features an adjacent full bath and its own courtyard access, ideal for multigenerational living, visiting guests, or an extended-stay retreat. Two additional bedrooms with walk-in closets are towards the back of the home along with a full bath. A conveniently located half bath serves the main living areas and has access to the courtyard. The home is a short GOLF-CART ride to Historic Downtown Winter Garden's award-winning restaurants, shopping, farmers market, and events. This golf-cart-friendly waterfront community offers two pools (one resort styled pool), a clubhouse, parks, playgrounds, dog park, lake-side walking trails, and access to the 22-mile West Orange Trail, with easy reach to interstate travels, golf, and world-renowned theme parks. More than a home, it is the Winter Garden lifestyle. A rare combination of one story custom craftsmanship, privacy, exceptional outdoor living, and an irreplaceable location along the West Orange Trail, this remarkable Oakland Park residence offers a lifestyle that is increasingly hard to find.

1076 Sadler Oaks Way, Oakland

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