Winter Garden Homes with Sidewalk Exterior Features

Winter Garden Homes with Sidewalk Exterior Features

Nestled in the heart of Orange County, Florida, Winter Garden is a charming city that seamlessly blends small-town charm with modern conveniences. Known for its historic downtown district, Winter Garden offers a variety of shops, restaurants, and entertainment options for residents to enjoy. The city is also home to beautiful parks, lakes, and outdoor recreational areas, making it a great place for nature lovers and outdoor enthusiasts.

For those looking for homes with sidewalk exterior features, Winter Garden has a range of options to choose from. Sidewalks not only add to the aesthetic appeal of a home but also provide a safe and convenient way for residents to walk, jog, or bike around the neighborhood. Whether you're looking for a cozy bungalow or a spacious family home, Winter Garden has a diverse real estate market that caters to different preferences and budgets.

Experience the best of both worlds in Winter Garden – a vibrant community with a relaxed atmosphere, all within easy reach of the bustling city of Orlando.

Newest Winter Garden Homes with Sidewalk Exterior Features

$464,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Sandhill. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with powder room, spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As we head upstairs, you are greeted with a loft area. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Sandhill includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16534 Barbours Creek Way, Winter Garden

$424,990
3 Beds 3 Baths Waterleigh SubDv. 34787 Zip Code
Under Construction. Waterleigh presents the Ibis. This spacious townhome features 3 bedrooms and 2.5 baths. As you enter the foyer you are welcomed with an open concept a spacious kitchen with bar seating, dining area and a living room overlooking a covered patio. This popular townhome features a single car garage and powder room at the rear of the home. This community has upgraded stainless steel appliances and quartz countertops making cooking and cleaning a breeze. As you head up to the second floor you are greeted with all 3 bedrooms and 2 bathrooms. The bedroom one suite impresses with double bowl vanity, walk in closet and spacious shower space. The second floor is complete with two guest bedrooms, an additional bathroom, along with laundry room. Like all homes in Waterleigh, the Ibis includes a Smart home technology package which allows you to control your home with your smart device while near or away. Your new townhome will always have fantastic curb appeal while allowing you time to do the activities your family enjoys most. *Photos are of similar model but not that of exact house. Pictures, photographs, colors, features, and sizes are for illustration purposes only and will vary from the homes as built. Home and community information including pricing, included features, terms, availability and amenities are subject to change and prior sale at any time without notice or obligation. Please note that no representations or warranties are made regarding school districts or school assignments; you should conduct your own investigation regarding current and future schools and school boundaries.*

16546 Barbours Creek Way, Winter Garden

$415,000
3 Beds 3 Baths Hawksmoor SubDv. 34787 Zip Code
Priced to sell! Great location and highly desired community! Located in the highly sought-after Hawksmoor community in Winter Garden, this beautifully maintained townhome offers exceptional value and an incredible lifestyle. The location is unbeatable, close to top-rated schools, major highways, shopping, dining, and world-class theme parks. Situated just minutes from Hamlin, you’ll enjoy easy access to one of Central Florida’s most dynamic and fast-growing areas, with a wide variety of shopping, dining, and entertainment options, including Publix, Cinépolis Luxury Cinemas, and popular restaurants. Hawksmoor offers an impressive selection of top-tier amenities, including a resort-style zero-entry pool, splash pad, shaded pavilion, clubhouse with outdoor kitchen, fitness center, scenic walking trails, yoga lawn, and multiple playgrounds and parks. The community also provides quick access to the 429 expressway, making commutes to Downtown Orlando, Walt Disney World, and other major attractions convenient and easy. The property is currently tenant occupied, with the tenant in place since October 2025, making this an excellent opportunity for investors looking for a property in a highly desirable and growing area. Priced to sell! Don’t miss the opportunity to own a townhome in one of Winter Garden’s most desirable communities. This is more than a home—it’s a lifestyle!

16306 Prairie School Drive, Winter Garden

$750,000
4 Beds 4 Baths Watermark Ph 2b SubDv. 34787 Zip Code
Stunning Winter Garden Home for Sale – Modern Comfort, Resort-Style Amenities & Solar Energy! Welcome to this beautiful Winter Garden home, offering the perfect combination of comfort, style, functionality, and modern living. Featuring a spacious open floor plan, this home is designed for easy living and entertaining, with abundant natural light flowing throughout the main living areas. The spacious primary suite provides a private retreat, complete with an en-suite bathroom featuring modern cabinetry and quality finishes. The gourmet kitchen is the heart of the home, featuring modern appliances, ample cabinetry, and a large center island—perfect for preparing meals while entertaining family and friends. Large windows bring in plenty of natural light and create a bright, welcoming atmosphere throughout the home. Step outside to enjoy the outdoor living area and take advantage of Florida's beautiful weather. The home is equipped with solar panels, and the seller will pay off the solar system in full at closing, providing the new owner with the benefit of solar energy without assuming the existing solar financing. Located in a desirable Winter Garden community, residents enjoy access to excellent amenities, including a resort-style pool, fully equipped fitness center, and a multi-purpose sports court. The community provides an ideal setting for an active and enjoyable lifestyle. Conveniently located near restaurants, shopping, major roads, entertainment, and everything Winter Garden and the surrounding area have to offer, this home is an excellent opportunity for those seeking comfort, convenience, and modern Florida living. Don't miss this opportunity! Schedule your private showing today and experience all that this beautiful home has in store.

14739 Glade Hill Park Way, Winter Garden

$999,270
4 Beds 4 Baths Winter Grove SubDv. 34787 Zip Code
Under Construction. Welcome to Winter Grove in the charming city of Winter Garden. Located 1 mile from Winter Garden Village and 3 miles from historic downtown Winter Garden. This intimate gated new community features single-family homes on large homesites without a CDD. Residents enjoy all the proximity to shopping, dining, and entertainment this area is known for. Discover the perfect blend of luxury, comfort, and convenience in this stunning Mahogany Grand home. Thoughtfully designed for both everyday living and entertaining, this exceptional two-story residence offers 4 bedrooms, 3 full bathrooms, a convenient first-floor powder room, an enclosed flex room, and a spacious 3-car garage. The open-concept living area seamlessly connects the gourmet kitchen, café, and gathering room, creating an expansive and inviting space. Soaring ceilings and an elegant tray ceiling enhance the sense of openness, while a large pocket sliding glass door extends the living space onto the covered lanai, filling the home with natural light and creating the perfect blend of indoor and outdoor living. At the heart of the home, the gourmet kitchen showcases stacked soft-close cabinetry, quartz countertops, a decorative tile backsplash, farmhouse sink, and built-in Whirlpool stainless steel appliances, including a natural gas cooktop, range hood, and 48-inch side-by-side refrigerator. Whether preparing everyday meals or hosting special gatherings, this kitchen is designed to impress. Privately situated in the back corner of the home, the spacious owner's suite offers a peaceful retreat and features an owner's suite extension, providing additional space for a sitting area, fitness nook, workspace, or whatever best suits your lifestyle. The spa-inspired en suite bath includes a walk-in closet, linen closet, walk-in shower with a rain shower head, and a private enclosed water closet. The enclosed flex room at the front of the home adds valuable versatility and can easily function as a home office, fitness room, playroom, or creative studio. Two additional first-floor bedrooms located in the opposite back corner of the owner’s suite provide comfort and privacy for everyone. A conveniently located powder room further enhances the home's thoughtful design. Upstairs, enjoy an additional 884 square feet of flexible living space, complete with a generous loft, private fourth bedroom, and full bathroom, making it ideal for a media room, guest suite, home office, or multigenerational living. Completing the home is a spacious 3-car garage with ample room for vehicles, storage, and hobbies. Don't miss the opportunity to tour this exceptional home and experience everything it has to offer.

289 Crystal Wood Drive, Winter Garden

$1,395,000
4 Beds 3 Baths Lakeview Pointe/Horizon West P SubDv. 34787 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Newly remodeled in 2026 and presented in like-new condition, this exceptional single-story lakefront home blends an elevated luxe coastal feel with relaxed Florida waterfront living. Set on a rare oversized lot along skiable Huckleberry Lake, the property offers exceptional privacy and space, with approximately 40 feet of separation between neighboring homes. The light and inviting interior features (4) four bedrooms, (3) three full baths, and a spacious open-concept floor plan. The beautifully updated kitchen showcases quartz countertops and flows seamlessly into the main living and entertaining areas. A generously sized open flex room offers additional versatility as a formal dining room, home office, formal living room, or sitting room and can easily be enclosed for additional privacy. Step outside to a large fenced backyard with a private pool and spa, all overlooking Huckleberry Lake. Enjoy direct lake frontage and water access, with the opportunity for a private dock, subject to applicable HOA approval and permitting. The (3) three-car garage includes a Tesla EV charger, and the expansive driveway accommodates up to (6) six additional vehicles. Lakeview Pointe offers a community dock on Huckleberry Lake, resort-style pool with splash area, and fully equipped fitness center. The HOA also takes care of the home's exterior lawn maintenance, giving you more time to enjoy the lake, pool, and Florida lifestyle. Ideally located in Winter Garden's Horizon West area, with easy access to SR 429 and minutes from shopping, dining, entertainment, and everyday conveniences. The property is currently zoned for A-rated Summerlake Elementary, Hamlin Middle School, and Horizon High School. Nearby early-learning options include Primrose School of Horizon West, The Learning Experience - Horizon West, and KLA Schools of Horizon West. Walt Disney World is approximately 20 minutes away. Buyers should independently verify current school assignments and grades. A rare opportunity to own a beautifully remodeled single-story pool home on skiable Huckleberry Lake, combining privacy, flexible living spaces, an oversized lakefront lot, and true Florida waterfront living.

14048 Larkspur Lake Drive, Winter Garden

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