Winter Garden Homes with Sidewalks Community Features

Winter Garden Homes with Sidewalks Community Features

Located in the state of Florida, Winter Garden is a charming city that offers a perfect blend of small-town charm and modern amenities. With its picturesque landscapes, vibrant community, and rich history, Winter Garden is an ideal place to call home.

One of the notable features of Winter Garden is its Homes with Sidewalks Community. True to its name, this community is designed to provide residents with a safe and convenient environment. Sidewalks are an essential aspect of this community, allowing residents to take leisurely strolls, go for a jog, or ride their bikes without having to worry about vehicular traffic. This feature promotes a healthy and active lifestyle while fostering a sense of community among neighbors.

Living in a Homes with Sidewalks Community in Winter Garden offers numerous benefits. Families with children can enjoy peace of mind knowing that their little ones can play and explore the neighborhood safely. Sidewalks also encourage social interaction and create a more welcoming atmosphere, making it easier for neighbors to get to know each other.

Aside from the Homes with Sidewalks Community, Winter Garden offers a wide range of amenities and attractions. The charming downtown area is filled with boutique shops, restaurants, and entertainment options. Residents can also enjoy the West Orange Trail, a popular biking and walking trail that stretches for miles, offering beautiful views of the surrounding nature.

In conclusion, Winter Garden, FL, is a city that offers a Homes with Sidewalks Community, providing residents with a safe and pedestrian-friendly environment. With its small-town charm, modern amenities, and proximity to nature, Winter Garden is an excellent place to settle down and call home.

Newest Winter Garden Homes with Sidewalks Community Features

$1,100,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
Welcome to your LAKEFRONT dream home and backyard oasis! This popular “Delmar” floor plan with 120’ of DOCKABLE lake frontage on skiable Hickory Nut Lake which expends 403 acres. You will love the lake lifestyle enjoying boating, waterskiing, kayaking, or fishing! This is a great fishing lake known for it’s Largemouth bass, Bluegills, and Spotted Gars. When you’re done boating, you can finish the day in your heated swimming pool or spa. The pool and spa have all the works, including an electric AND solar heater, plus pool lights for night swimming. This home features a sizable covered lanai perfect for dining a la fresca by the pool enjoying the lake views with all the privacy having no rear neighbors. When night time comes, you will enjoy your nightly DISNEY fireworks view. A bonus of this lot is that it is pie shaped, so there is a spacious yard beside the pool that is fenced in for your furry friends. This sprawling 1 story home is located on a small alcove offering privacy from the main access road. You can sit on the covered front porch enjoying sunset views. The interior of this home is perfect for entertaining, featuring an open concept living area complete with family room/kitchen/dining combo. The stunning kitchen features a wall oven and wall microwave, cooktop, and large walk-in pantry. This “emerald series” house has all the upgrades including tile roof, custom woodwork and wainscoting, 8 ft interior doors, tray ceilings, whole house water softening system, luxury LVP all throughout (no carpets!), trim lights built into the soffit for all of your holiday lighting needs, and a new dishwasher. The exterior was hand painted in August 2026, so this is truly a turn key home! Located in the sought after Horizon West area zoned for “A” schools including Atwater Bay Elementary, Water Spring Middle School, and Horizon West High. Along with its amazing location, the Waterleigh community also offers a beautiful clubhouse with resort style pool, miniature golf course, beach volleyball, grills, picnic areas, water view, walking trails, and "bark parks" for your furry friends; making it a perfect place for the family lifestyle. Don't like mowing the lawn and weeding the shrubs? No problem, the HOA takes care of that for you here. Love the Florida golf cart life? You can take your street legal golf to the community pool, and join the neighbors for lots of fun, holiday golf cart parades!! Within minutes you have loads of shopping and activities including Hamlin center, Flamingo Crossings shopping center, and Disney parks and resorts! All you have to do is move in and start enjoying the lifestyle Waterleigh provides!

10043 Little Alcove Loop, Winter Garden
$879,900
4 Beds ⋅ 3 Baths ⋅ Northlake At Ovation SubDv. ⋅ 34787 Zip Code
Stunning Home in Winter Garden – Prime Location! Welcome to this beautifully maintained 4-bedroom, 3-bathroom home offering an exceptional combination of modern design, comfort, and thoughtful upgrades. The home opens to a spectacular open-concept living, dining, and kitchen area. The dramatic two-story living room features soaring ceilings, abundant natural light, elegant floor-to-ceiling window treatments, and luxury vinyl plank flooring throughout the main living areas, while all bedrooms feature upgraded carpeting for added comfort. At the heart of the home is a stunning gourmet kitchen featuring abundant white cabinetry extending to the ceiling, quartz countertops, a beautiful waterfall-design island, and a full suite of Samsung appliances, including a built-in microwave and oven, cooktop, and modern stainless-steel range hood. A separate beverage station with a built-in wine fridge adds both style and convenience. Additional premium upgrades include a whole-house water filtration system, automated blinds, and window treatments throughout. The spacious primary suite offers dual sinks with quartz countertops, a beautifully tiled walk-in shower, automated shades, and an impressive custom walk-in closet with extensive built-in shelving, drawers, and hanging space. The garage is equally well-appointed with an upgraded epoxy floor and an EV charger for convenient at-home electric vehicle charging. Step outside to an exceptional outdoor living area featuring an expansive screened enclosure, paver patio, low-maintenance artificial turf, and a covered lanai with a ceiling fan—perfect for entertaining, relaxing, and enjoying Florida living year-round. The home also features a solar panel system that will transfer to the new owner. Residents enjoy resort-style community amenities, including a swimming pool, playground, and scenic sidewalks. Ideally located near Walt Disney World, Hamlin Town Center, Horizon West, top-rated schools, shopping, dining, and major highways, this highly upgraded Winter Garden home delivers an outstanding combination of space, style, comfort, and convenience. Don’t miss this exceptional opportunity—schedule your private showing today!

17018 Seville Orange Road, Winter Garden
$414,990
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.*

16515 Barbours Creek Way, Winter Garden
$815,000
4 Beds ⋅ 4 Baths ⋅ Lake Forest Sec 10a SubDv. ⋅ 34787 Zip Code
***Some rooms virtually staged***Welcome to this award winning model, move-in-ready San Remo V floor plan by MI Homes, located in the highly desirable gated community of Glynwood in Winter Garden. Lovingly maintained by its original owners, this exceptional residence offers 4 bedrooms, 4 bathrooms, a private office with a coat closet for a 5th bedroom option and bonus room. From the moment you step inside, you'll appreciate the soaring vaulted and coffered ceilings, elegant 8-foot doors, neutral designer finishes, plantation shutters, and beautiful architectural details throughout. As you enter the grand foyer, you'll be welcomed by soaring ceilings and beautifully appointed wall sconces and accent lighting above, that create a warm and sophisticated first impression. The foyer takes you to a formal living room, while the private office features custom built-in shelving and warm luxury vinyl. The formal dining room, accented with crown molding flows seamlessly into the spacious family room. The gourmet kitchen, showcasing 42-inch cabinetry with crown molding and hardware, Cambria quartz countertops, a glass tile backsplash, center island, double ovens, a cooktop, breakfast bar, and a pantry with custom pullouts. Overlooking the breakfast nook and family room, the kitchen offers views of the backyard through a miter window and sliding glass doors that open up to the covered lanai. The first-floor owner's suite is a luxurious retreat with a tray ceiling, crown molding, two walk-in closets with dual vanities, a corner soaking tub, an oversized tiled walk-in shower, and a private water closet. Also on the main level are two generously sized guest bedrooms, one with it's own bathroom that serves as a pool bath for a beautiful pool in the future:-) Upstairs, you'll find an expansive bonus room, a fourth bedroom, a full bathroom and an air-conditioned storage room provides valuable additional space. This home has been extensively updated, including, New roof (12/2019), New downstairs HVAC system 8/2017; inside and outside units, New interior and exterior paint(Exterior painted 3/2026), new luxury carpet 5/2025, two front rooms with new luxury COREtec LVP 3/2026, New GE Profile cooktop and GE Profile microwave 12/2025, newer GE Profile refrigerator and Bosch dishwasher, New garage door opener, with new springs and brackets 3/2025, New gutters 10/25. Updated fans and light fixtures throughout, updated kitchen with professionally painted cabinets, high-end Cambia quartz countertops, with a converted single level island & pull-out drawers in lower cabinets and custom system in pantry. Backyard can accommodate a huge pool and outdoor living space. Residents enjoy access to great community amenities, including a resort-style pool, clubhouse, playground, tennis & pickleball courts, and scenic walking trails. Ideally located just minutes from Winter Garden Village, historic Winter Garden, Hamlin/Horizon West, world-famous theme parks, shopping, dining, and entertainment, this exceptional home offers the perfect blend of luxury, comfort, and convenience. Super convenient access to the 429 and turnpike as well. Professional walk-thru video coming soon!

426 Duff Drive, Winter Garden
$860,511
5 Beds ⋅ 4 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Cresswell. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you’ll find a flex room perfect for work or play and downstairs powder room. The well-appointed kitchen overlooking the great room, dining room, and oversized outdoor lanai. The kitchen features quartz countertops, stainless steel appliances, spacious walk-in pantry and an island with bar seating. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Customize the second floor of this home to create a space that meets your needs but transforming the loft area to a fifth bedroom with full bath or Guest Suite with ensuite bathroom. Like all homes in Waterleigh, the Cresswell includes Smart home technology package which allows you to control your home with your smart device while near or away. *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.*

11881 Shine View Lane, Winter Garden
$710,000
4 Beds ⋅ 3 Baths ⋅ Stoneybrook West SubDv. ⋅ 34787 Zip Code
This home has a full-home SOLAR PACKAGE that is included in the sales price and generates enough energy to produce a $0 ELECTRIC BILL! The only power utility payment is a $55 monthly connectivity to Duke. That’s it! You’ll be welcomed by the inviting FRONT PORCH, fresh landscaping and EXTENDED PAVER DRIVEWAY. The spacious entry is surrounded by wood floors and upgrading lighting in the formal living and dining rooms. The tall ceiling in the family room makes the already large space feel even more grand as it opens to the kitchen and breakfast nook. This kitchen has a walk-in pantry, ample counter space, a NEW MICROWAVE and 2 NEW REFRIGERATORS, one of which is in the EXTRA-LARGE LAUNDRY ROOM. There is a full guest/pool bath downstairs with direct access to the SCREENED PATIO that runs the length of the house. Outside you’ll find a large backyard with a PRIVATE VINYL FENCE, raised GARDEN BEDS and a FIRE PIT. Two sets of sliding doors lead back to both the family room and the primary suite. The downstairs primary suite has nice natural lighting, a WALK-IN CLOSET with built-in storage, a garden tub, separate shower, and water and linen closets. Upstairs you’ll find a BARRE DANCE STUDIO, a full wall of mirrors and a fan to keep your dancers cool. This is also a versatile space if you don’t have a dancer in the family. There is also an open loft, 3 secondary bedrooms and a hall bath. Additional upgrades include TWO NEW AC SYSTEMS (2026), NEWER ROOF (2022), epoxy flooring in the garage, all appliances convey, and ceiling fans throughout! The HOA INCLUDES lightning speed fiber optic SPECTRUM INTERNET AND CABLE, access to the Olympic-sized COMMUNITY POOL, splash pad, clubhouse with FITNESS CENTER, basketball, pickleball and tennis COURTS, a community BOAT RAMP with LIMITED BOAT STORAGE and a FISHING PIER. Stoneybrook West is situated amongst great schools, restaurants, shopping, is near the 429, Turnpike, 408, historical downtown Winter Garden and of course the theme parks.

13527 Fox Glove Street, Winter Garden
$290,000
3 Beds ⋅ 3 Baths ⋅ Grove Residence & Spa Hotel Condo 3 SubDv. ⋅ 34787 Zip Code
Luxury Condo for Sale at The Grove Resort & Water Park, Just 5 Minutes from Walt Disney World! 3 Bedrooms / 3 Bathrooms | Fully Furnished |Ideal 1031 Exchange Property Discover the height of vacation luxury in Orlando's newest and most exclusive community, The Grove Resort &Water Park. This spacious sixth-floor unit (#3642) features 3 bedrooms and 3 bathrooms, designed for comfort and style, with stunning views ofthe meticulously maintained courtyard and beyond. The property is fully adapted for individuals with disabilities, ensuring accessibility andcomfort for all residents and guests. Key Features: Location: Just 5 minutes from Walt Disney World, one of the world’s top destinations.Accessibility: The condo and common areas are fully accessible for individuals with disabilities, ensuring ease of movement and comfort for all.Amenities: Enjoy multiple swimming pools, a full-service spa, water park, and a breathtaking 20-acre lake ideal for fishing, boating, and relaxing.The resort also offers a modern fitness center, conference rooms, and a wide variety of bars and restaurants. Investment Opportunity: When notin use, place your unit in the professionally managed turnkey hotel rental program to help offset ownership costs and enjoy hassle-free propertymanagement. Perfect for 1031 Exchange: Benefit from Orlando’s booming vacation rental market while owning a personal retreat. This propertyis more than just a vacation home—it’s a lifestyle choice. With the hotel rental program, owners can enjoy privacy, convenience, and the incomepotential of Orlando’s thriving vacation rental market.

14501 Grove Resort Avenue Unit 3642, Winter Garden
$549,500
3 Beds ⋅ 3 Baths ⋅ Waterleigh Phase 3a SubDv. ⋅ 34787 Zip Code
Welcome HOME to this beautifully upgraded Bellake floorplan located in the HIGHLY sought-after Waterleigh community in the heart of Horizon West! From the moment you walk through the front door, you'll be welcomed by a bright, open-concept layout designed for both everyday living and effortless entertaining. Just off the entry, the ENCLOSED FLEX ROOM offers the perfect space for a home office, playroom or media room. The heart of the home is the kitchen, where you'll find stainless steel appliances, a stylish subway tile backsplash, an updated faucet, upgraded lighting, and elegant crown molding throughout. Overlooking the spacious dining and living areas, this inviting space makes it easy to stay connected whether you're hosting family gatherings or enjoying a quiet evening at home. Upstairs, escape to your spacious primary suite, thoughtfully designed to feel like your own private retreat. Custom touches including a MODERN ACCENT WALL, CROWN MOLDING, and a custom walk-in closet with built-in shelving. Two additional bedrooms provide flexibility for family, guests, or hobbies, while the upgraded laundry room features added cabinets and shelving for exceptional organization. Step outside to your EXTENDED COVERED LANAI with an ALUMINUM ROOF, creating the perfect outdoor living space for morning coffee, weekend barbecues, or relaxing Florida evenings. The home has been beautifully updated with FRESH EXTERIOR PAINT completed in MAY 2026 and a professionally repainted interior, offering a modern, MOVE-IN-READY feel from the moment you arrive! Additional upgrades include GUTTERS, upgraded ceiling fixtures, NO CARPET DOWNSTAIRS or on the lower portion of the staircase, and a garage featuring EPOXY FLOORS and overhead storage racks. Living in Waterleigh means enjoying more than just a beautiful home, it's a lifestyle. This community offers the convenience of NO CDD and HOA-maintained landscaping! Residents enjoy access to FOUR resort-style amenity centers featuring pools, fitness centers, clubhouses, playgrounds, sports courts, scenic walking trails, community events, and a GOLF CART FRIENDLY atmosphere. You'll even enjoy views of Walt Disney World fireworks and NASA rocket launches from within the community. Located just minutes from Walt Disney World, you'll also be close to shopping, dining, major highways, the newly opened Horizon West Regional Park, the new Horizon West Library opening soon, and the highly anticipated Lifetime Fitness coming soon. This home has been thoughtfully upgraded, meticulously maintained, and is ready for its next owners to make lasting memories. Schedule your private showing TODAY and discover why so many families love calling Waterleigh home!

9462 Komika Lane, Winter Garden
$795,000
4 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 4b & 4c SubDv. ⋅ 34787 Zip Code
Welcome to this Seacliff home by DR HORTON, in brand new condition, built in 2023 never been lived in. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room. Customize this area to meet your needs with an optional den. Go down the hallway and you'll find a powder room and laundry room tucked behind the stairwell leading up to the second floor. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and a walk-in pantry for additional storage. Bedroom one is located off the living space in the rear of the home for privacy. It's bathroom impresses with separate vanities, shower/tub space, toilet room with privacy door as well as a spacious walk-in closet. As you head upstairs, you are greeted with a loft area and three bedrooms. Two bedrooms share a upstairs bathroom with double bowl vanity, while the additional bedroom is complete with ensuite bathroom.

18321 Oliver Twist Way, Winter Garden
$823,176
5 Beds ⋅ 5 Baths ⋅ Waterleigh SubDv. ⋅ 34787 Zip Code
Under Construction. Waterleigh presents the Torrey. This two-story all concrete block construction single-family home features 4 bedrooms and 3.5 bathrooms optimizing living space with an open concept feel. A beautiful porch welcomes you to this home, as you enter the foyer, you are greeted with a formal dining room and butler’s pantry. The well-appointed gourmet kitchen overlooks the casual dining area, family room and outdoor lanai. This home features a spacious kitchen island with built in sink and dishwasher to optimize counter space, and walk-in pantry for extra storage. All homes in this community will have stainless steel appliances, making cooking a piece of cake. Located off the family room is a den with French doors perfect for work or play and a powder room. Customize this area to meet your needs with an optional bedroom and full bathroom. As we head up to the second floor, we are greeted with a loft area and all four bedrooms. Bedroom one is located just off the loft space and includes a spacious walk-in closet as well as ensuite bathroom with double vanity and separate toilet area. Two additional bedrooms share a second upstairs bathroom and linen closet for extra storage. While a fourth bedroom is complete with ensuite bathroom. Your laundry room is located on the second floor for convenience. Like all homes in Waterleigh, the Torrey includes Smart home technology package which allows you to control your home with your smart device while near or away. *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.*

11905 Shine View Lane, Winter Garden
$833,771
5 Beds ⋅ 5 Baths ⋅ Harvest At Ovation SubDv. ⋅ 34787 Zip Code
Under Construction. What's Special: Corner Lot | Game Room | Dedicated Study. New Construction - December Completion! Welcome to the Cumberland at 15993 Honey Harvest Street in Harvest at Ovation! Discover a thoughtfully designed home where style and functionality come together. The welcoming foyer leads into an open-concept living space featuring a spacious great room, dining area, and gourmet kitchen, creating the perfect setting for everyday living and entertaining. Pocket sliding glass doors in the great room open to an expansive covered lanai, blending indoor and outdoor living. Privately situated just off the dining area and kitchen, the primary suite offers a spacious bathroom with dual sink vanities, an oversized shower, and a walk-in closet. At the front of the home, you'll find a secondary bedroom, a full bathroom, and a convenient half bathroom. Upstairs, three additional bedrooms, two full bathrooms, and a versatile game room provide plenty of space for relaxation and recreation. Visit Harvest at Ovation in Winter Garden to enjoy one of the final new-construction opportunities in Horizon West. This charming community offers access to planned amenities including a pool and cabana, a Butterfly Garden, a Nature Play Space, a dog park, and walking trails—all in a highly coveted location. Additional Highlights Include: study, tray ceiling package, a shower in bathroom 3, pocket sliding glass door, 8' interior doors, laundry room sink, and outdoor kitchen rough-in. Virtually staged photos are for representative purposes only. MLS#O6431045

15993 Honey Harvest Street, Winter Garden
$468,000
3 Beds ⋅ 2 Baths ⋅ Oak Park At Winter Garden SubDv. ⋅ 34787 Zip Code
Located in the desirable charming golf cart community of Oak Park within a couple blocks of walking distance (or golf cart) to historical Winter Garden vibrant downtown with dining, boutique shopping and entertainment featuring a theatre and an award-winning farmers market. This well built cement block Maronda home offers a blend of charm and convenience with low HOA dues, and can be easily updated. Step out of this home into a wonderful screened heated pool and covered lanai for year-round enjoyment. The almost third acre lot is fenced on 3 sides and easily fenced and gated on each side for privacy. Within the wooded area in the back of the lot is an attractive storage shed. Veterans Memorial Park borders on the rear of the property featuring several acres of a variety of sports, including ten pickleball courts, picnic areas and playgrounds for families and pets. Hop on the scenic West Orange Trail just minutes from this home for a walk, run or bike ride. Commuting via the 429 and the Florida Turnpike gives easy access to all of Central Florida and its theme parks.

665 Stevelynn Circle, Winter Garden
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