Winter Garden Homes with No Deed Restriction Community Extras

Winter Garden Homes with No Deed Restriction Community Extras

**Discover Winter Garden: Your Ideal Home Awaits**

Nestled in the heart of Central Florida, Winter Garden is a vibrant city that beautifully blends the charm of small-town living with the conveniences of modern life. Rich in history and brimming with character, this picturesque community is known for its stunning landscapes, bustling downtown area, and a plethora of outdoor activities. With its quaint brick-lined streets, unique boutiques, and delightful eateries, Winter Garden is a place where neighbors become friends and memories are made.

One of the most appealing aspects of Winter Garden is the availability of homes in communities with no deed restrictions. This means that homeowners have the freedom to personalize their properties without the constraints often found in traditional neighborhoods. Whether you're looking to set up a workshop, park your RV, or create your own garden oasis, the possibilities are endless in these flexible communities. Enjoy the peace of mind that comes with knowing your property is truly yours, allowing you to express your unique style and lifestyle.

In addition to the freedom of homeownership, Winter Garden boasts an array of community extras that enhance the living experience. Explore the scenic West Orange Trail, perfect for biking and walking, or take a leisurely stroll around Lake Apopka. The city hosts numerous events throughout the year, including farmers' markets and seasonal festivals, fostering a strong sense of community and connection.

With its perfect blend of charm, freedom, and community spirit, Winter Garden is more than just a place to live—it's a place to thrive. Come and discover your dream home in this enchanting city today!

Newest Winter Garden Homes with No Deed Restriction Community Extras

906 Woodson Hammock Circle, Winter Garden
$550,000
4 Beds ⋅ 2 Baths ⋅ Fullers Crossing Ph 01 44/14 SubDv. ⋅ 34787 Zip Code
ONE-OWNER CAMBRIDGE-BUILT HOME WITH A POOL, SPA & PRIVATE FENCED BACKYARD! Pride of ownership shines throughout this well-maintained home featuring mature landscaping, a white vinyl privacy fence, and easy-care ceramic tile and engineered wood flooring throughout—no carpet! The traditional floor plan offers formal living and dining rooms, while the kitchen features stainless steel appliances, with ALL kitchen and laundry appliances included. Step outside and discover the perfect place to relax or entertain in the oversized screened patio overlooking an Artesian-built inground pool and spa. A utility shed provides additional storage, and the fully fenced backyard offers added privacy and room to enjoy the outdoors. Enjoy the outstanding lifestyle that Winter Garden has to offer, including popular shopping, dining, entertainment, golf cart-friendly accessibility, the West Orange Trail, and fishing and water sports on beautiful Lake Apopka. Convenient access to SR 429 and other major highways and toll roads makes commuting and reaching Central Florida's world-famous attractions a breeze. A wonderful opportunity to enjoy the Winter Garden lifestyle with the added bonus of your own private pool and spa!

906 Woodson Hammock Circle, 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
194 & 196 Mary Street, Winter Garden
$299,000
2 Beds ⋅ 2 Baths ⋅ Mary Jean Sub SubDv. ⋅ 34787 Zip Code
Welcome to 194 & 196 Mary Street, a beautifully refreshed duplex in the heart of charming Winter Garden! This solid block home offers 960 square feet of heated living space split into two units, each with one bedroom, so it’s an easy fit for investors, house hackers, or anyone looking to live in one side and let the other help pay the mortgage. Please note: the county tax records list the property as 194 Mary Street, but the units are addressed as 194 and 196 Mary Street, and that’s how they’re set up with the water and electric utilities. Step inside and you’ll find bright, freshly updated interiors with durable, water-resistant luxury vinyl plank flooring throughout, crisp white walls, and stylish modern lighting. The kitchens feature clean white cabinetry and sleek finishes, while the bathrooms impress with floor-to-ceiling marble-look tile and contemporary fixtures. Each unit also offers convenient in-unit washer and dryer hookups, a big plus for tenants and owners alike! Ductless mini-split A/C keeps every room comfortable all year long. Just minutes from downtown Winter Garden’s shops, restaurants, farmers market, and the West Orange Trail, this is a turnkey opportunity you won’t want to miss. Schedule your showing toda

194 & 196 Mary Street, Winter Garden
580 First Cape Coral Drive, Winter Garden
$675,000
4 Beds ⋅ 3 Baths ⋅ Black Lake Park Ph 01 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome to Black Lake Park, one of Winter Garden's sought-after gated communities, where spacious family living, fantastic amenities and an enviable location come together to create the perfect Florida lifestyle! Offering 4 SPACIOUS BEDROOMS, 2 1/2 BATHROOMS, AND HUGE LOFT AREA, this beautiful home provides the ideal combination of comfort, space and functionality. The welcoming open-plan layout creates an easy flow between living spaces, making everyday family life effortless, and entertaining a pleasure. With NO CARPETS THROUGHOUT, NEWLY PAINTED INTERIOR and a NEW ROOF – INSTALLED DECEMBER 2024, this home offers even more appeal and peace of mind, with a clean, practical and easy-to-maintain living environment. Whether hosting friends, enjoying family time or simply relaxing at home, with 2834 sq ft there's room for everyone. It does not stop there. Step outside and discover what Florida living is all about! Your private fully fenced backyard retreat, features a NEW FABULOUS SALTWATER SWIMMING POOL AND SPA – INSTALLED DECEMBER 2025! Imagine soaking up the sunshine, cooling off on warm afternoons or unwinding in the spa after a busy day. With plenty of room for lounging, outdoor dining and entertaining this is an outdoor space you'll love coming home to! Life in Black Lake Park is something special! This FABULOUS, GATED, FAMILY-FRIENDLY COMMUNITY offers an outstanding range of recreational facilities, making it a wonderful place for families and those who enjoy an active outdoor lifestyle. Amenities include TENNIS COURTS, BASKETBALL COURTS, BASEBALL FIELDS, A COMMUNITY SWIMMING POOL AND PLAYGROUND, along with lovely walking paths, and COMMUNITY DOCK AND BOAT RAMP. Whether enjoying a family game, taking a leisurely stroll, spending time at the park or heading out onto the water, there's something for everyone to enjoy. It's a community where outdoor living, family fun and a wonderful neighborhood atmosphere come together. This LOCATION is hard to beat. Simply wonderful! Just minutes from the charm of Historic Downtown Winter Garden, where you'll find an abundance of restaurants, cafés, boutique shopping and the much-loved Winter Garden Farmers Market. Winter Garden Village is also close by, offering an excellent choice of shopping, grocery stores and everyday conveniences. For commuters and those who love to explore, easy access to the 429, Florida Turnpike and Highway 50 makes traveling around Central Florida very convenient. Walt Disney World and the area's world-famous attractions are also within easy reach, making this a fantastic location for enjoying everything that is available in Central Florida. Whether you're searching for your next family home, the perfect place to entertain or simply somewhere to enjoy everything the Florida sunshine has, this is an opportunity not to be missed. THIS HOME IS MOVE IN READY! COME AND DISCOVER THE LIFESTYLE WAITING FOR YOU IN BLACK LAKE PARK.

580 First Cape Coral Drive, Winter Garden
9991 Schroeder Alley, Winter Garden
$378,000
3 Beds ⋅ 3 Baths ⋅ Waterleigh Phase 2d SubDv. ⋅ 34787 Zip Code
Welcome home to 9991 Schroeder Alley, tucked away in Winter Garden’s highly coveted, resort-style community of Waterleigh! From the moment you step inside, you will feel the perfect blend of modern comfort and effortless Florida living. This stunning townhome has been meticulously maintained and offers ultimate peace of mind with major structural upgrades already taken care of—featuring a brand-new HVAC system (2026) and a solid roof and water heater (both 2019). You won't have to spend a dime on the big-ticket items; you can simply move in, unpack, and start living your best life. New dishwasher (2026) and that the washer and dryer convey. What truly sets this home apart is the incredible lifestyle that comes with it. Living in Waterleigh feels like being on a permanent vacation. You are just steps away from world-class amenities, including multiple resort-style pools, dynamic fitness centers, a beautiful community clubhouse, beach volleyball, tennis and pickleball courts, dog parks, and scenic walking trails around clean, peaceful lakes. Located in the heartbeat of Horizon West, you are only minutes away from the charming shops and dining at the Horizon West Regional Center, Winter Garden schools, and local favorites like the Winter Garden Village. Best of all? You are so close to Disney World that you can end your evenings watching the nightly fireworks light up the sky right from your neighborhood. Whether you’re looking for a low-maintenance sanctuary or a vibrant, active community to call home, this Horizon West gem is the one you’ve been waiting for. Schedule your tour today and fall in love with the Waterleigh lifestyle!

9991 Schroeder Alley, Winter Garden
15628 Gentle Rain Drive, Winter Garden
$730,000
3 Beds ⋅ 3 Baths ⋅ Osprey Ranch-Ph 1 SubDv. ⋅ 34787 Zip Code
Virtually Staged. Spacious single-story living and a peaceful wooded backdrop come together at 15628 Gentle Rain Drive in Winter Garden’s Osprey Ranch community. Built in 2024, this 3-bedroom home offers approximately 2,614 square feet of living space, an inviting arched entry, a paver driveway, and a two-car garage. Inside, a wide entry hallway opens to an expansive great room featuring a tray ceiling, recessed lighting, and tile flooring that continues throughout the main living areas. The open layout connects the kitchen, living, and casual dining spaces, creating a comfortable setting for everyday living and entertaining. The kitchen features rich dark cabinetry, generous counter space, stainless steel appliances, a gas range, a walk-in pantry, and an oversized island with room for seating. A separate room near the entrance provides flexibility for formal dining, a home office, or an additional sitting area. The primary bedroom features a tray ceiling and a broad bank of windows overlooking the greenery behind the home. Additional highlights include a secondary bathroom with dual sinks, a guest powder room, and a dedicated laundry room. Sliding glass doors lead to a covered paver lanai overlooking the backyard and mature trees—an inviting setting for morning coffee or relaxed outdoor dining. With generous gathering spaces, neutral finishes, and the convenience of one-level living, this home offers a versatile foundation for your next chapter in Winter Garden. All information is deemed reliable but is not guaranteed. Buyers and their agents should independently verify all information material to the purchase, including, but not limited to, room dimensions, pet restrictions, rental restrictions, school district, and HOA rules and regulations.

15628 Gentle Rain Drive, Winter Garden
2004 Lake Roberts Landing Drive, Winter Garden
$640,000
4 Beds ⋅ 3 Baths ⋅ Lake Roberts Landing SubDv. ⋅ 34787 Zip Code
Welcome to 2004 Lake Roberts Landing Drive, an exclusive gated community in the heart of Winter Garden. This spacious single-story home has 4 bedrooms, 2.5 bathrooms, and a beautiful pond view. The split-bedroom floor plan gives everyone their own space. The primary suite sits apart from the secondary bedrooms for added privacy. Generous living and dining areas make it easy to entertain or relax with family. At the heart of the home, the kitchen has a breakfast bar, plenty of counter space, and a pantry. It opens to the family room, so you can cook and still be part of the conversation. The primary suite is a peaceful retreat, with a spacious bedroom, dual vanities, a garden tub, and a separate shower. Step out to the covered lanai and enjoy the views. It's an ideal spot for morning coffee, dinner outdoors, or unwinding at the end of the day. Lake Roberts Landing offers the privacy of a gated neighborhood. It's close to shopping, dining, and entertainment in Winter Garden, with easy access to SR 429. Don't miss this chance to own a lakefront home in one of Winter Garden's most desirable gated communities. Schedule your private showing today.

2004 Lake Roberts Landing Drive, Winter Garden
17385 Bal Harbour Drive, Winter Garden
$655,000
4 Beds ⋅ 3 Baths ⋅ Waterside/Johns Lk-Ph 2b SubDv. ⋅ 34787 Zip Code
Welcome to this beautiful two-story home in the desirable Waterside on Johns Lake community in Winter Garden! Built in 2019, this spacious residence offers 4 bedrooms, 2.5 bathrooms, and 2,580 square feet of comfortable living space. Step inside to discover beautiful LVT (Luxury Vinyl Tile) flooring throughout the main level and staircase, complemented by comfortable carpeting upstairs. The home features a GAS STOVE, TANKLESS WATER HEATER, and OVERSIZED DOUBLE SLIDING GLASS DOORS that bring in abundant natural light and create a seamless connection between indoor and outdoor living. One of the home’s standout features is the backyard with NO REAR NEIGHBORS, providing added privacy and a peaceful outdoor setting—perfect for relaxing or entertaining. Residents enjoy resort-style community amenities, including a sparkling swimming pool, fitness center, clubhouse, scenic waterfront pier, two playgrounds, and walking paths. Conveniently located near shopping, dining, entertainment, and major highways, this home offers an exceptional combination of comfort, privacy, and convenience. Don’t miss this wonderful opportunity to own a beautiful home in Waterside on Johns Lake. Schedule your private showing today!

17385 Bal Harbour Drive, Winter Garden
1218 Painted Bunting Avenue, Oakland
$517,500
3 Beds ⋅ 2 Baths ⋅ Longleaf/Oakland Rep SubDv. ⋅ 34787 Zip Code
Virtually Staged. **WELCOME HOME** Pond views, beautiful upgrades, and an unbeatable location just minutes from Downtown Winter Garden! BUILT IN 2020 with FRESH EXTERIOR PAINT (2026), this SINGLE-STORY home in the charming Longleaf at Oakland community offers a sought-after floor plan, stylish finishes, and a fantastic location with no direct front or rear neighbors. A welcoming COVERED FRONT PORCH overlooks a peaceful community pond, creating a tranquil setting to relax and enjoy the view. Inside, LUXURY VINYL PLANK FLOORING flows throughout the home, complementing the light, bright, and OPEN LIVING SPACES. The home chef will appreciate the well-appointed kitchen featuring QUARTZ COUNTERTOPS, timeless cabinetry topped with crown molding, a gray ARABESQUE MOSAIC TILE BACKSPLASH, stainless steel appliances, a BUILT-IN OVEN and microwave, cooktop with vent hood, and a spacious ISLAND with PENDANT LIGHTING. A convenient BUILT-IN WORK SPACE just off the kitchen is ideal for a home office or homework station. The thoughtfully designed floor plan offers comfortable bedrooms and beautifully finished bathrooms with granite countertops and gray cabinetry, plus CUSTOM CLOSET built-ins in one of the secondary bedrooms. POCKET SLIDING GLASS DOORS open to the SCREENED LANAI, complete with roller shades for added comfort and privacy. Beyond the porch, a FENCED BACKYARD provides a rare bonus for this style of home, offering outdoor space while still enjoying the convenience of a 2-CAR REAR FACING GARAGE with epoxy flooring. Additional street parking is available out front. Even better, the HOA takes care of the lawn maintenance! Longleaf at Oakland is a quaint, welcoming community with a pool and playground just steps from your front door. Outdoor enthusiasts will love being just a 5-minute stroll from the West Orange Trail, while the shops, restaurants, farmers market, and charm of Historic Downtown Winter Garden are all less than 10 minutes away! Commuters will appreciate quick access to the Florida Turnpike, SR 50, and SR 429, with Lake Apopka, parks, shopping, and everyday conveniences all nearby. ZONED FOR TOP RATED SCHOOLS - Tildenville Elementary, Lakeview Middle, and West Orange High School. Enjoy the benefits of NEWER CONSTRUCTION, thoughtful UPGRADES, LOW MAINTENANCE LIVING, and a prime Oakland location without sacrificing proximity to everything Winter Garden has to offer. Schedule your tour today!

1218 Painted Bunting Avenue, Oakland
1451 E Bay Street, Winter Garden
$208,000
3 Beds ⋅ 1 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Location, location, location! Welcome to 1451 E Bay St, a 3 bedroom, 1 bath concrete block home conveniently located just minutes from historic Downtown Winter Garden! Enjoy easy access to the West Orange Trail, local shops, restaurants, and Plant Street Market. With SR 429 nearby, commuting throughout Central Florida is a breeze. Whether you're a first time home buyer, looking to downsize, or searching for an investment opportunity, this property offers a fantastic location with easy access to everything Winter Garden has to offer!

1451 E Bay Street, Winter Garden
386 Railroad Avenue, Winter Garden
$130,000
2 Beds ⋅ 1 Baths ⋅ Loveless & Sewell SubDv. ⋅ 34787 Zip Code
2 bedroom / 1 bath fixer upper home on almost .25 acre lot! Exterior and interior needs renovation and updating. The home contains 660 square feet of heated space. Located just east of downtown Winter Garden, west of toll road 429. This home is just minutes from down town restaurants and shopping, convenient to everything and priced to sell. No HOA with low taxes! All room measurements are approximate. Buyer to verify independently. Cash or private money acceptable. Bring your best offer!!!

386 Railroad Avenue, Winter Garden
9228 Bradleigh Drive, Winter Garden
$975,000
5 Beds ⋅ 5 Baths ⋅ Latham Park South SubDv. ⋅ 34787 Zip Code
Having Mickey Mouse as a neighbor, excellent schools nearby & convenient access to everything Central Florida has to offer, this extraordinary home in Winter Garden's desirable LATHAM PARK community delivers location, luxury & a lifestyle worth getting excited about! Built in 2019, this stunning DUVAL floor plan is over 3,600 sq. ft, offers 5 bedrooms, 4 1/2 baths, a 3 car tandem garage and no rear neighbors! Lovingly cared for by its original owners, this will be one of the most immaculate preowned homes you'll ever experience! From the original splurge of design center selections to the thoughtfully chosen aftermarket upgrades, attention to detail is evident throughout. The exceptional floor plan strikes a beautiful balance between a grand, open living space to cozy, intimate retreats. An elegant paver driveway welcomes you home, while the charming front porch offers the perfect spot to escape with a good book and enjoy your morning coffee. Step inside to discover a beautifully coordinated color palette, w/ a custom created “Heather Taupe” paint & sophisticated finishes that create a warm & inviting atmosphere. Just off the foyer, a downstairs bedroom w/ access to a full bathroom provides wonderful flexibility for guests or multigenerational living (currently a gym). Continue through the home, where a formal dining area (pottery barn pool/dining table) & convenient butler's pantry lead into the breathtaking 2 story family room, with soaring ceilings, abundant natural light & a spectacular sense of openness! The adjoining gourmet kitchen is designed for anyone who loves to cook, entertain, or simply appreciate a gorgeous space. A magnificent oversized quartz island anchors the room, surrounded by abundant real wood cabinetry w/ soft close drawers and all the goodies offered to store utensils, spices including a concealed garbage/recycle cabinet! From your holiday dinnerware to your ever growing collection of charcuterie boards and entertaining essentials, everything is within reach! Beautifully upgraded lighting & plumbing fixtures throughout the home add another layer of refinement. Downstairs, top of the line waterproof luxury vinyl plank flooring lets each room flow nicely into the other. And of course the “why didn’t we have one of these in our old house” water filtration system that provides safe and delicious water for your family. Downstairs has a cute drop zone just off the garage w/ a bench & ample storage closet under the stairs. Upstairs, the spacious primary suite offers a peaceful private retreat, complemented by generously sized secondary bedrooms with large walk in closets & an ensuite bath. A large 5th bedroom has double doors and is used as a media room! Internet is hardwired & speakers sweeten the experience! Speakers were added throughout the house, including the outdoor area! (All can be found behind a tidy panel in the amazing upstairs laundry!) As you step outside to the screened lanai, the peaceful conservation setting invites you to sit awhile, creating a lovely backdrop, with the added magic of enjoying Disney fireworks from home! Latham Park residents also enjoy a beautiful community pool that looks like Joanna Gaines herself designed. Other neighborhood amenities include a nature walk & playground. Historic Downtown Winter Garden & Hamlin are just minutes away & always creating nostalgic hometown activities! WHY BUILD WHEN THIS ONE IS ALREADY SO BEAUTIFULLY DONE & ON A PREMIUM LOT!

9228 Bradleigh Drive, Winter Garden
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