Winter Garden Homes with Deed Restrictions Community Features

Winter Garden Homes with Deed Restrictions Community Features

Welcome to Winter Garden, Florida—a vibrant city that beautifully blends small-town charm with modern conveniences. Nestled just a stone's throw from Orlando, Winter Garden is renowned for its picturesque downtown area, featuring a delightful mix of historic architecture, trendy boutiques, and inviting restaurants. The city’s rich history is showcased in its well-preserved buildings and the scenic West Orange Trail, perfect for walking, running, or biking amidst lush landscapes.

Winter Garden is not just about scenic beauty; it’s also a thriving community that offers a variety of homes with deed restrictions. These thoughtfully designed communities provide residents with a sense of order and aesthetic appeal, ensuring that the neighborhood remains beautiful and well-maintained. Homeowners can enjoy peace of mind knowing that their investment is protected, as the deed restrictions promote harmonious living and uphold property values.

The community features in Winter Garden are truly impressive. Residents have access to a range of amenities, including sparkling community pools, well-equipped fitness centers, and beautifully landscaped parks. Families can take advantage of the top-rated schools in the area, along with a variety of recreational activities that cater to all ages. Whether you’re looking to enjoy a weekend farmer’s market or partake in seasonal festivals, Winter Garden offers a vibrant lifestyle that fosters a strong sense of community.

Discover the charm and convenience of Winter Garden, where your dream home awaits in a community that values beauty, harmony, and connection. Come experience the best of Florida living!

Newest Winter Garden Homes with Deed Restrictions Community Features

10048 Beach Port Drive, Winter Garden
$1,199,000
5 Beds ⋅ 4 Baths ⋅ Waterleigh Ph 2b SubDv. ⋅ 34787 Zip Code
LUXURY POOL HOME on PREMIUM LAKE FRONT LOT! Enjoy serene LAKE VIEWS and captivating SUNSETS! Most POPULAR Floor Plan – North Haven – has 5 Bedrooms, 3.5 Baths, Gourmet Kitchen, First Floor Primary Suite, TONS OF STORAGE, Tile Roof and 3 Car Garage just minutes from DISNEY! The OUTDOOR LIVING Space is a Showstopper! Generous COVERED Patio – perfect space for Dining and Relaxing! DELUXE SCREENED POOL with Sun Shelf, SALT SYSTEM, LED Lights and DECK JETS! This METICULOUSLY Maintained Home has a GOURMET KITCHEN with 42” Cabinets, Large Island, Upgraded Tile Backsplash, NEW PENDANT LIGHTS, Large FARM SINK, Under Cabinet Lighting, SS APPLIANCES including Built-In CONVECTION OVEN and COOK TOP with CABINETRY VENT HOOD! Large Pantry with CUSTOM SHELVING!! OPEN FLOOR PLAN with Views of the Patio, Pool and LAKE from Family Room and Casual Dining! First Floor Primary Suite with French Door to Patio and CUSTOM CLOSET! Bath Features DOUBLE Vanities and OVERSIZED Walk-In DOUBLE SHOWER. FLEX Space can be Dining Room, Office or Living Room. Convenient Remodeled Powder Bath with NEW Vanity, Counter and Mirror and Laundry Room with Cabinetry, Included WASHER and DRYER and Utility Sink complete the First Floor. Main Living Space has Upgraded Rectangular Tile, 8’ Doors and 5 ¼ Molding. Two Story Foyer features Stairs with Wood Railings and Wrought Iron Spindles. The HUGE LOFT separates the Upstairs. ALL 4 Bedrooms have WALK-IN Closets! Bedrooms 2 and 3 share Full Bath 2 with Upgraded SHOWER instead of a tub and Bedrooms 4 and 5 share a Jack-and-Jill Bathroom. Numerous Upgrades: GUTTERS, EV NEWER Dishwasher, NEW LED Pool Lights, NEW Solonoid for Pool Salt System, Dedicated GENERATOR Hook Up, Garage with EV Charger, EPOXY FLOOR and Overhead STORAGE RACKS ! ENERGY EFFICIENT Home with LoE Double Pane Windows, 15 Seer AC & Reclaimed Water for Irrigation Saves $$ on Utilities. Waterleigh is the PREMIER LIFESTYLE COMMUNITY with 4 Resort Style Pools, 3 Clubhouses with Fitness Centers, Walking Trails, Sand Volleyball, Dog Park, Fishing and Observation Pier, Tennis, Pickleball, Playgrounds and more! HOA Does all Yard Maintenance. All this zoned for NEW Atwater Bay Elementary, Water Spring Middle School and Horizon High School! Close to Disney, Shopping, Dining, 429, I-4, 417 and a NEW PUBLIX

10048 Beach Port Drive, Winter Garden
13211 Lakeshore Grove Drive, Winter Garden
$715,000
4 Beds ⋅ 4 Baths ⋅ Wintermere Harbor SubDv. ⋅ 34787 Zip Code
Amazing Floorplan!! Three way split floorpan with 4 bedrooms and an office located on the first floor. Formal dining and living rooms. Corian kitchen counters with wood cabinets. Large spacious bonus room on the second level with half bath. Screen enclosed pool with large lanai. Large vinyl fenced in backyard. ROOF 2023. Gated Community with basketball court, playground and dock to Lake Luntz. Located just a few minutes from Winter Garden Villages and access to the 408 near Stoneybrook Parkway. All furniture is available for purchase.

13211 Lakeshore Grove Drive, Winter Garden
9766 Amber Chestnut Way, Winter Garden
$429,900
3 Beds ⋅ 3 Baths ⋅ Watermark Ph 3 SubDv. ⋅ 34787 Zip Code
Space, location, and the Horizon West lifestyle—all in one. Live minutes from Disney without feeling like you live in the middle of the tourist district. This 3-bedroom, 2.5-bath Watermark townhome gives you nearly 2,000 sq. ft., a dedicated first-floor office and an attached 2-car garage. High and tray ceilings, abundant natural light and an open floor plan make the space feel even larger. The kitchen brings granite countertops, espresso cabinetry, stainless steel appliances and a large island together with the dining and living areas. Upstairs, the primary suite includes a walk-in closet and private bath, with two additional bedrooms nearby. Watermark adds even more value outside the home, with community pools, clubhouse, fitness center, playgrounds and more. Hamlin, Flamingo Crossings, shopping, dining, SR-429 and Walt Disney World are all nearby—giving you the convenience of Horizon West without sacrificing the neighborhood feel.

9766 Amber Chestnut Way, Winter Garden
12349 Westfield Lakes Circle, Winter Garden
$740,500
5 Beds ⋅ 3 Baths ⋅ Westfield Lakes Ph 04 A-F SubDv. ⋅ 34787 Zip Code
Welcome to Westfield Lakes, a charming community nestled along the shores of Lake Beulah in desirable Winter Garden! This beautifully maintained custom built Morrison Home offers 5 bedrooms, 3 full baths, a 3-way split bedroom floor plan. The thoughtful floor plan includes a private bedroom and full bath separated from both the primary suite and additional bedrooms, making it ideal for guests, extended family, or an in-law suite. The home is on an oversized lot with no rear neighbors. From the moment you step inside, you'll appreciate the soaring 12-foot ceilings, abundant natural light, crown molding, and thoughtful design throughout. The spacious kitchen features 42-inch cabinetry, rich granite countertops, upgraded appliances, and plenty of room to gather with family and friends. The open family room is pre-wired for surround sound and overlooks the extended covered lanai and private backyard, creating an ideal space for entertaining or simply enjoying the peaceful Florida lifestyle. The oversized lot offers plenty of room to add a pool. The private primary suite is thoughtfully separated from the additional bedrooms and features a tray ceiling, direct access to the covered lanai, dual vanities, a large garden tub, and a separate fully tiled shower and a custom closet with built ins, which add both functionality and a custom feel. The fifth bedroom offers flexibility as a home office, den, or guest space. Additional features include 18-inch tile flooring, a spacious 3 car garage with epoxy flooring, brick paver driveway, brick privacy fencing, professional landscape edging, and a recently painted exterior. Major updates provide added peace of mind with a NEW ROOF in February 2026, NEW WATER HEATER and NEW A/C October 2026, plus the freshly painted exterior Sept 2026. Westfield Lakes offers residents a beautiful neighborhood park, tennis courts, and a fishing pier along Lake Beulah. Ideally located near West Orange High School, Roper YMCA Family Center, Winter Garden Village, historic Downtown Winter Garden, dining, shopping, entertainment, dog parks, the West Orange Trail, and major roadways including the 429, Turnpike, and 408. This is more than a home, it's an opportunity to enjoy the space, privacy, and lifestyle that make Westfield Lakes such a special place to call home. Come see it for yourself!

12349 Westfield Lakes Circle, Winter Garden
4540 Gliding Wave Street, Winter Garden
$560,000
3 Beds ⋅ 2 Baths ⋅ Lakeview Preserve Ph 2 SubDv. ⋅ 34787 Zip Code
Welcome to 4540 Gliding Wave St, located in the highly sought-after gated, waterfront community of Lakeview Preserve in Winter Garden! Built in 2022 by Pulte Homes, this beautifully maintained Spruce model offers an exceptional blend of modern design, thoughtful upgrades, & comfortable living. Featuring 3-beds/2-baths, a stunning office w/custom built-in cabinetry, a 2-car garage w/epoxy flooring, & 2,144 sq. ft. of thoughtfully designed living space. This home is sure to impress! As you enter, you are greeted by a spacious foyer & premium luxury vinyl plank flooring that flows seamlessly throughout the home. To your right, elegant double doors open into an impressive private office—an ideal space for working from home or creating a relaxing personal retreat. Continue into the heart of the home, where the kitchen, dining, & living areas come together in a breathtaking open-concept design. This expansive layout is perfect for entertaining guests, family, or simply enjoying everyday living. The gourmet kitchen is truly a showstopper! Featuring Pulte Homes’ coveted Chef’s Kitchen pkg, it boasts: Quartz countertops, Upgraded range countertop, Stylish range hood, oven w/microwave combo, beautiful kitchen island, Stainless steel appl, Elegant pendant lighting, & Under-cabinet lighting. This kitchen delivers both style & functionality. The entertaining continues as you open the sliding glass doors to the fully enclosed lanai, creating an inviting extension of your living space. Here, guests can relax & enjoy the peaceful surroundings while taking in the beautiful view of your premium homesite—w/no rear neighbors! And when the mood strikes, your built-in 5-speaker surround sound system sets the perfect atmosphere with your favorite easy-listening music. Retreat to the spacious owner's suite, this private sanctuary features a large walk-in closet with an amazing custom closet system, an oversized walk-in shower, abundant linen storage, & a double vanity. Add’l upgrades: Crown molding, Built-in drop zone w/cabinetry conveniently located at the garage entry, Security system, Reverse Osmosis System–under counter kitchen water filtration system, the home has also been pre-plumbed for a whole-house water softener, Gutters, LED lighting, Built-in pest control system. The HOA fee includes access to an impressive collection of resort-style amenities. Families will appreciate the community's proximity to highly rated schools, while outdoor enthusiasts will love the direct access to Johns Lake, complete with a kayak launch & dock. Lakeview Preserve offers convenient access to shopping, dining, entertainment, & outdoor recreation. Historic Downtown Winter Garden is approx. 8 miles away, while Winter Garden Village is less than 7 miles from the community. With easy access to State Road 50, 27 & the 429 Expy, residents enjoy convenient travel throughout Central Florida, including our world-famous attractions such as Walt Disney & Universal. Golf enthusiasts will appreciate the proximity to at least 4 major golf properties. For those who love walking, jogging, or cycling, the scenic 22-mile West Orange Trail is just 15 mins away. Combining modern upgrades, an open-concept design, resort-style amenities, & a prime Winter Garden location, this home offers the low-maintenance lifestyle you've been looking for! Don't miss this incredible opportunity, schedule your private showing today & discover why so many residents are proud to call Lakeview Preserve home!

4540 Gliding Wave Street, Winter Garden
1362 Union Club Drive, Winter Garden
$910,000
3 Beds ⋅ 3 Baths ⋅ Oakland Parka F1 & F2 SubDv. ⋅ 34787 Zip Code
Welcome to 1362 Union Club Drive in Oakland Park, where a charming park-front setting and inviting outdoor spaces create a wonderful place to call home. A large front porch overlooks the park, providing the perfect spot to enjoy your morning coffee, relax with a book or take in the neighborhood scenery. With no rear neighbor, the home also offers a wonderful sense of privacy. This 3-bedroom, 2.5-bath home features all bedrooms upstairs, including a spacious primary suite that also enjoys peaceful park views. The main living areas are downstairs, with convenient access to the backyard and pool. Outside, you'll find a beautiful pavered pool area that offers plenty of space for relaxing and entertaining. Between the park views from the front porch and the private setting in back, this home offers exceptional outdoor living. Located in the desirable Oakland Park community of Winter Garden, this home presents an opportunity to enjoy one of the area's sought-after neighborhood settings while adding your own personal touches inside.

1362 Union Club Drive, Winter Garden
8836 Lakeshore Pointe Drive, Winter Garden
$1,175,000
4 Beds ⋅ 4 Baths ⋅ Lakeshore Preserve Ph 1 SubDv. ⋅ 34787 Zip Code
Turnkey, Vacation Property in Lakeshore Preserve Winter Garden. Toll Brothers Model home. Professional interior designed for the model. The property occupies one of Lakeshore Preserve’s most open and airy homesites next to the park. The park's open green space extends along the entire south side of the home, creating a valuable advantage. No next-door neighbor on the home’s south side—the dining room, great room, kitchen and outdoor living areas face open park space, offering green views, abundant natural light and added privacy. Additional green space behind the property extends the sense of openness. A dramatic two-story foyer upon entering. Key design and home features: Smart home technology, shiplap wall detailing, dramatic and rich wood beam trim ceilings. Plantation shutters throughout. The kitchen features a massive center island, farmhouse sink, custom backsplash, abundant cabinetry to include deep drawers and natural-gas cooking. Triple sliding glass doors connect the great room to expansive outdoor living, featuring: a fully equipped, built in summer kitchen. Outdoor dining and lounge spaces enclosed on all sides by luxury motorized retractable screens. Beyond the retractable screens, the backyard expands to feature an outdoor putting green, more lounge area and a built-in stone fireplace with modern glass-rock insert. Positioned at the rear of the first floor, the primary suite includes a custom walk-in closet and a striking primary bath with opposing vanities, a private water closet and a dramatic walk-through shower. Custom tile extends from the floor up the shower walls, with opposing shower systems, multiple shower heads and built-in bench seating. The second floor features a true second living room, three furnished bedrooms and two full baths. One bedroom includes ensuite bath and walk-in closet, while the other two share a hall bath. When not occupied by guests, the second living room serves as a private lounge, media room, or office space. Turnkey includes: all living area furniture, décor, artwork, rugs, kitchen equipment, dinnerware, glassware and utensils. Utility features to this home: tankless water heater, low-E windows, smart-home technology, in-wall pest system and HOA-maintained grounds around the home and inside the fenced in back yard. Lakeshore Preserve amenities include a clubhouse, fitness center, resort-style pool, playgrounds, sand volleyball court. All surrounded by lake. Cable, one-gig internet and ground maintenance are included in the HOA fee. This executive collection home sits on one of the most unique homesites within Lakeshore Preserve. Privacy and sun-drenched light, Toll Brothers coveted upgrades, and this transitional design style fully finished by an interior designer for this model home.

8836 Lakeshore Pointe Drive, Winter Garden
7747 Green Mountain Way, Winter Garden
$2,400,000
6 Beds ⋅ 7 Baths ⋅ Summerlake Pd Ph 3a SubDv. ⋅ 34787 Zip Code
Welcome to an exceptional waterfront residence on beautiful Lake Hancock in Winter Garden. Offering over 5,100 square feet of living space, this impressive 6-bedroom, 6.5-bath home features a 3-car garage and direct lake frontage. Designed for both everyday comfort and effortless entertaining, the home welcomes you with a dramatic two-story family room, expansive living areas, and two primary suites—one conveniently located on each level. At the heart of the home, the gourmet kitchen features granite countertops, an oversized curved island, double ovens, a cooktop, and an open dining area ideal for gathering with family and friends. Upstairs, additional bedrooms and a generous game room provide exceptional flexibility for family, guests, a media space, or recreation. Step outside to the screened lanai, complete with a summer kitchen, and take in the serene views of Lake Hancock. In the evenings, enjoy views of Disney’s fireworks from the comfort of your own home—an unforgettable touch to this exceptional Florida lifestyle. With generous indoor and outdoor living spaces and a remarkable waterfront setting, this Winter Garden home offers an ideal combination of space, comfort, and lakefront living. Schedule your private showing today and experience it for yourself.

7747 Green Mountain Way, Winter Garden
923 Allenhurst Street, Winter Garden
$789,000
3 Beds ⋅ 2 Baths ⋅ Oakland Park SubDv. ⋅ 34787 Zip Code
Welcome to front-porch living in Oakland Park, a sought-after and timeless Winter Garden community surrounded by nature, green spaces, and an inviting neighborhood atmosphere. This beautifully maintained single-story gem offers an open-concept, split-bedroom floor plan filled with natural light and engineered hardwood flooring throughout the living spaces. The chef’s kitchen features granite countertops, abundant cabinetry, a large walk-in pantry, and a separate storage closet, complimented by a full suite of Kenmore appliances including a gas cooktop, hood, wall oven/microwave, dishwasher, and refrigerator. The spacious primary suite offers a walk-in closet, soaking tub, large walk-in shower, and generous linen storage. Extend your living space outdoors to the fully screened-in back porch, complete with outdoor, breezy sheered curtains, a ceiling fan and gas hookup for grilling or an outdoor kitchen. Mature trees and beautiful crape myrtles create a peaceful setting, while a large green space across the street adds an extra sense of privacy. Enjoy access to resort-style and neighborhood pools, nearby trails and lakes, and more than 22 miles of the West Orange Trail. Bike, walk, or golf cart into charming downtown Winter Garden for dining, shopping, entertainment, and the infamous Saturday farmers market. Additional highlights include a two-car garage, laundry room including washer and dryer. There is a separate mudroom area which includes the cabinet, abundant attic storage and custom blinds throughout. All the wall hanging televisions are included as well.

923 Allenhurst Street, Winter Garden
15562 Waterleigh Cove Drive, Winter Garden
$799,900
4 Beds ⋅ 4 Baths ⋅ Waterleigh Phase 1a SubDv. ⋅ 34787 Zip Code
LAKEFRONT GEM! Enjoy LAKE VIEWS and over 3 Acres of wide open GREEN SPACE behind this nearly 3,000 sq ft Upgraded SELDEN Floor Plan with 4 Bedrooms PLUS LOFT and FLEX SPACE, 3.5 Baths and a 3 CAR GARAGE with an OVERSIZED SCREEN ENCLOSURE with NO REAR NEIGHBORS just minutes from DISNEY! This special property is a PRIVATE OASIS with a Tranquil Screened LANAI with Party Lights and Water Fountain, Composite Deck with GRILL AREA, and delightful Bench Swing to enjoy the peaceful Garden with Lush Landscaping and Picturesque LAKE VIEWS! Best Features Include an OPEN FLOOR PLAN with GOURMET Kitchen, Upgraded Glazed Cabinets, GRANITE Counters, Pendant Lights, LARGE ISLAND, Cabinet Underlighting, Tile Backsplash, SS APPLIANCES including NEWER Stove, Microwave & Dishwasher and SUPER SIZED Pantry! PLUS, a custom BUTLER PANTRY with Cabinetry, WINE Fridge and BEVERAGE Fridge! Spacious Family Room has Triple Windows and Dining Area with DOUBLE SLIDERS opens to the OUTSTANDING OUTDOOR LIVING SPACE! First Floor Bedroom 4 is Located NEXT to FULL Bath 3 and nearby FLEX SPACE can be Office or Formal Dining. Upstairs, the Primary Suite features LAKE Views, Tray Ceiling and a Luxurious Bath with DOUBLE Sinks, Glazed Cabinets, LARGE SHOWER with Upgraded Wall Tile and a Generous Walk-In Closet. LOFT is a great space for Office, Study or PLAY ROOM! Home Features: 8’ Doors on 1st Floor, Convenient POWDER BATH near Patio, Upgraded Light Fixtures & Fans, Wrought Iron Railings, VIDEO Doorbell, Tandem 3 Car Garage with 7 Storage Racks, NEW AC upstairs in 2023, SOLAR Tinted Windows, Gutters, Exterior Painted (2023) & more! Beds 2 & 3 share Bath 2 & a Large Laundry Room with INCLUDED WASHER & DRYER & Storage Cabinets is pre-plumbed for a Laundry Tub. This Home is ENERGY EFFICIENT with Double Pane “Lo E” Windows, R-30 Insulation and Reclaimed Water for Irrigation. Located in WATERLEIGH – the PREMIER LIFESTYLE COMMUNITY in the area with 4 Community Pools, 3 Clubhouses and 3 Fitness Centers, Fishing Pier, Playgrounds, Parks, Sand Volleyball, Tennis and MUCH MORE! RELAX and enjoy your home – HOA does all Yard Work! All this close to DISNEY, DINING, SHOPPING plus Panther Lake Elementary, Water Spring Middle and NEW Horizon High School! Easy Access to 429, 417 and 408!

15562 Waterleigh Cove Drive, Winter Garden
12044 Shine View Lane, Winter Garden
$502,500
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.*

12044 Shine View Lane, Winter Garden
12050 Shine View Lane, Winter Garden
$464,500
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.*

12050 Shine View Lane, Winter Garden
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