Quick 34787 Zip Code FL MLS Search

Browse All 34787 Zip Code FL Properties with No HOA Fee for Sale

2827 Sanctuary Lane, Winter Garden
$2,349,000
3 Beds ⋅ 3 Baths ⋅ Lake Avalon Groves SubDv. ⋅ 34787 Zip Code
**BUILD YOUR DREAM HOME ON 9 ACRES IN BEAUTIFUL WINTER GARDEN, FLORIDA!** **A Rare Opportunity to Own Your Own Piece of Paradise!** Imagine waking up every morning surrounded by nature, privacy, and endless possibilities! This incredible **9-acre property in desirable Winter Garden, Florida**, offers the perfect opportunity to create the custom estate you've always dreamed of. Whether you envision a luxurious custom-built residence, a stunning modern farmhouse, a private family retreat, or a peaceful country estate, this expansive property provides the space to bring your vision to life. Enjoy the beauty and tranquility of spacious country living while remaining close to everything that makes Winter Garden one of Central Florida's most sought-after communities, including charming Downtown Winter Garden, shopping, dining, entertainment, and major highways. **9 ACRES. ENDLESS POSSIBILITIES. ONE INCREDIBLE OPPORTUNITY.** Land of this size in Winter Garden is a remarkable find. Don't settle for someone else's dream home when you can create your own masterpiece! **Your Dream. Your Land. Your Legacy.** Schedule your private showing today and discover the possibilities this extraordinary property has to offer!

2827 Sanctuary Lane, Winter Garden
17224 Old Country Lane, Winter Garden
$1,699,000
6 Beds ⋅ 4 Baths ⋅ Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Some homes are impressive. Others have a way of making you imagine an entirely different life. Behind private electric gates, 2.38 acres of mature trees and open grounds set the stage for a home that has been completely transformed. The owners originally envisioned it as their forever home, and the work reflects that ambition. This wasn’t a matter of replacing finishes or updating a few rooms. The kitchen was relocated, living spaces were expanded, oversized windows were introduced, and the entire home was reconsidered from the ground up. What emerged is a beautifully reimagined residence that feels almost entirely new, with a warmth and character that make it equally inviting. Inside, 3,629 square feet of living space includes six bedrooms and three and a half bathrooms, all on one level. Wood beams, custom cabinetry, ZLINE appliances, a spacious pantry, and carefully selected finishes bring sophistication without sacrificing comfort. A newly created ensuite bedroom adds flexibility, while extensive improvements, including a 2025 roof, updated electrical, new flooring, and windows, speak to the depth of the transformation. The same attention carries outdoors, where a striking covered A-frame porch overlooks a newly built screened pool and spa. Beyond the enclosure, mature trees and expansive grounds offer exceptional privacy, while a separate 1,200-square-foot boat garage with two bay entries provides generous space for watercraft, recreational vehicles, and storage. Together, these outdoor spaces offer a level of versatility rarely found so close to everyday conveniences. And that’s perhaps the most remarkable part. All of this sits just minutes from Hamlin and Horizon West, with easy access to Historic Downtown Winter Garden, the West Orange Trail, and SR 429. No HOA, no need to trade convenience for acreage, and no major transformation left for the next owner to undertake. The owners’ plans ultimately changed. The home they set out to create is complete. And the opportunity to make it your own is now here.

17224 Old Country Lane, Winter Garden
Winter Garden
$239,900
3 Beds ⋅ 1 Baths ⋅ Bay St Park SubDv. ⋅ 34787 Zip Code
Welcome to Winter Garden! This charming 3-bedroom home offers 815 square feet of comfortable living space and is full of updates. The beautifully renovated kitchen features shaker cabinetry, granite countertops, and a stylish stacked stone backsplash. Fresh interior and exterior paint give the home a clean, refreshed feel. TILE THROUGHOUT! NO CARPET! The roof was replaced in 2023, offering added peace of mind. A one-car carport provides convenient covered parking. Enjoy the freedom of NO HOA and a convenient location just a short stroll to Zanders Park & minutes from Plant Street and historic downtown Winter Garden, with its popular restaurants, shopping, entertainment, farmers market, and West Orange Trail. Whether you're a first-time buyer, downsizing, or looking for an investment opportunity, this home is worth a look! Do not miss this opportunity, schedule your private tour today!!!

Winter Garden
159 9th Street, Winter Garden
$369,900
3 Beds ⋅ 2 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
Enjoy the best of Winter Garden living in this beautifully built 2024 home! This property features 3 bedrooms, 2 bathrooms, with 1,188 square feet of thoughtfully designed living space. The home features an open-concept floor plan that creates a bright and welcoming atmosphere with LPV throughout. The spacious kitchen is the heart of the home, showcasing a large island, shaker cabinetry, granite countertops, and stainless steel appliances. The primary suite has a spa-like feel with en-suite bathroom and walk-in closet. Enjoy the convenience of a one-car garage and a covered patio, perfect for relaxing outdoors. NO HOA! Ideally located near all that downtown Winter Garden has to offer, including shopping, dining, entertainment, and the popular West Orange Trail. Modern construction, a convenient location, and the freedom of no HOA make this home one you won't want to miss!

159 9th Street, Winter Garden
730 Magnolia Street, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ Winter Gdn Manor SubDv. ⋅ 34787 Zip Code
Virtually Staged. ***NEW CONSTRUCTION LUXURY HOME*** 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious glass entry doors ***Grand foyer featuring a beautiful, elegant chandelier ***Staircase with a wrought-iron railing ***Foyer accented with custom decorative wall paneling ***Open-concept layout: integrated living room, dining area, and kitchen ***Large quartz kitchen island ***High-end KitchenAid appliances ***Custom kitchen range hood ***Walk-in pantry ***Indoor laundry room ***Primary suite located on the ground floor ***Bedrooms 2, 3, 4, and 5 located upstairs, alongside a spacious loft area—perfect as a family living space ***Elegant 6- panel doors with detailed trim ***8-inch baseboards and crown molding ***Foam insulation for enhanced energy efficiency ***Large covered rear patio ***No Homeowners Association (HOA) fees ***Generous lot size (50x150 feet), VINYL FENCED for privacy with ample space to add a private pool or a detached workshop ***Located in a non-flood zone ***North-facing orientation*** Prime location: just minutes from downtown Winter Garden, Winter Garden Village, the Winter Garden Trail, and Disney World. Easy access to the Florida Turnpike and toll roads 408 and 429, offering a convenient commute to the airport and downtown Orlando.

730 Magnolia Street, Winter Garden
740 Magnolia Street, Winter Garden
$850,000
5 Beds ⋅ 3 Baths ⋅ Winter Garden Manor SubDv. ⋅ 34787 Zip Code
Virtually Staged. ***NEW CONSTRUCTION LUXURY HOME*** 5 bedrooms / 2.5 bathrooms ***Two-car garage ***Two-story home ***Luxurious glass entry doors ***Grand foyer featuring a beautiful, elegant chandelier ***Staircase with a wrought-iron railing ***Foyer accented with custom decorative wall paneling ***Open-concept layout: integrated living room, dining area, and kitchen ***Large quartz kitchen island ***High-end KitchenAid appliances ***Custom kitchen range hood ***Walk-in pantry ***Indoor laundry room ***Primary suite located on the ground floor ***Bedrooms 2, 3, 4, and 5 located upstairs, alongside a spacious loft area—perfect as a family living space ***Elegant 8-panel doors with detailed trim ***8-inch baseboards and crown molding ***Foam insulation for enhanced energy efficiency ***Large covered rear patio ***No Homeowners Association (HOA) fees ***Generous lot size (50x150 feet), VINYL FENCED for privacy with ample space to add a private pool or a detached workshop ***Located in a non-flood zone ***North-facing orientation*** Prime location: just minutes from downtown Winter Garden, Winter Garden Village, the Winter Garden Trail, and Disney World. Easy access to the Florida Turnpike and toll roads 408 and 429, offering a convenient commute to the airport and downtown Orlando.

740 Magnolia Street, Winter Garden
816 E Fullers Cross Road, Winter Garden
$1,150,000
4 Beds ⋅ 4 Baths ⋅ Crown Point Town SubDv. ⋅ 34787 Zip Code
Rare gated, custom-built home on an oversized 1.28-acre lot within the Winter Garden golf cart district. This property is a dream for an investor or family planning for a multi-generational property. The primary residence is over 3000 sq. ft with 4 bedrooms, 3.5 bathrooms and a two-car garage. Additionally, it includes a permitted pad for a four-car garage, which currently serves as both a basketball court and an outdoor entertainment area perfect for hosting large gatherings. The original plat had 6 houses, and the current layout would be ideal for adding an ADU. Buyer to contact city for permitting/building regulations. Finding property near downtown Winter Garden or close to the West Orange Trail with space to play a game of soccer, football, or volleyball in the front or back yard is nearly impossible. The property is fully fitted with a saltwater pool, raised bed gardens, tire swing, and other outdoor amenities. It's perfect for the green thumb with a litany of fruiting trees and shrubs. This is a once in a generation opportunity to customize a lot-set home with country-style living adjacent to one of the most desirable downtown districts in Orlando. Roof 2018, AC units 2025 & 2026, Hot Water Heater 2021.

816 E Fullers Cross Road, Winter Garden
9901 Avalon Woods Drive, Winter Garden
$960,200
3 Beds ⋅ 2 Baths ⋅ 001 SubDv. ⋅ 34787 Zip Code
Auction Property. Discover the quieter side of Winter Garden. Set back from the roadway in an established rural setting, this property offers a sense of seclusion and a spacious, larger-lot environment. The surrounding area features acreage homes, wooded parcels, and open land, creating a distinctive country atmosphere. Enjoy the appeal of a peaceful setting with shopping, dining, and everyday conveniences available in the greater Winter Garden and Clermont areas. A unique auction opportunity for those seeking privacy and a location beyond the typical subdivision.

9901 Avalon Woods Drive, Winter Garden
17138 Arrowhead Boulevard, Winter Garden
$499,900
2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Prime location! Spring fed lakefront charm. Well-built and maintained 2 bedrooms, 2 baths home high and dry. Nice layout inside out with private pond and lake access. Outdoor pet enclosure for your furry friends. The enclosed metal garage can protect all your toys. Mature landscaping. Established neighborhood. Tons of natural life with fishing opportunities. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. Close proximity to all major amusement parks. A2 zoning, A schools and No HOA.

17138 Arrowhead Boulevard, Winter Garden
1444 Kenny Court, Winter Garden
$350,000
3 Beds ⋅ 2 Baths ⋅ Kenny Court SubDv. ⋅ 34787 Zip Code
Welcome to this inviting 3-Bedroom, 2-Bath single-story home in a DESIRABLE LOCATION near Winter Garden, offering a spacious CORNER LOT, NO HOA and plenty of room to make the most of Florida living! Set on NEARLY A QUARTER ACRE, the property features MATURE SHADE TREES, a large driveway with ample parking and a welcoming setting. Inside, BEAUTIFUL LVP FLOORING and NEW LEVELOR BLINDS throughout, create a fresh, cohesive look, while NEW AC (2026) and a ROOF REPLACED IN 2022 add peace of mind. The OPEN FLOOR PLAN allows the Living Room, Dining Room and Kitchen to flow together seamlessly, creating a comfortable setting, while NATURAL LIGHT fills the space, enhancing the bright and airy feel. The Kitchen offers plenty of SOLID WOOD WHITE CABINETRY, solid-surface countertops and a center island with breakfast bar seating. A RECENTLY UPDATED TILE BACKSPLASH adds a stylish finishing touch, while STAINLESS STEEL APPLIANCES—including a GAS STOVE—make meal preparation a pleasure. A window above the sink brings in NATURAL LIGHT and provides a view of the backyard, and a CONVENIENT LAUNDRY ROOM is located just off the Kitchen. Down the hallway, you’ll find THREE BEDROOMS, each featuring a STYLISH CEILING FAN and WALK-IN CLOSET for comfortable living and convenient storage. The Primary Suite presents a private retreat with its own en suite Bath, complete with a MODERN VANITY AND TILED WALK-IN SHOWER. A SECOND FULL BATH with a modern vanity and tub/shower combination, is conveniently located near the additional Bedrooms.The Kitchen provides access to the backyard, where there's an OPPORTUNITY to create an outdoor space that reflects your own style, whether you envision a GARDEN, entertaining area or a place to relax under the Florida sunshine. With its GENEROUS CORNER LOT, mature shade trees and NO HOA, there’s room to make this property your own. Enjoy a GREAT LOCATION, just 2 miles from the charm and character of HISTORIC DOWNTOWN WINTER GARDEN, where you can explore local shops and restaurants, browse the popular PLANT STREET MARKET, visit the SATURDAY FARMERS MARKET or catch a show at the GARDEN THEATRE. Outdoor enthusiasts will appreciate the nearby WEST ORANGE TRAIL, ideal for biking, jogging and leisurely strolls, and with CONVENIENT ACCESS to Florida's Turnpike and SR-429, you can easily reach Orlando’s WORLD-FAMOUS THEME PARKS. Families will appreciate the nearby GREAT SCHOOLS including, A-RATED William Maxey Elementary and West Orange High School, adding to the appeal. With its thoughtful updates, GENEROUS LOT and convenient access to everything WINTER GARDEN has to offer, this home is FULL OF POTENTIAL and ready for its next chapter. Call and schedule your private tour today!

1444 Kenny Court, Winter Garden
234 N Lakeview Avenue, Winter Garden
$2,199,900
5 Beds ⋅ 4 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to The Birdhouse, one of Downtown Winter Garden's most iconic residences. Situated just blocks from Plant Street, the West Orange Trail, and the shores of Lake Apopka, this remarkable property offers a rare opportunity to own a thoughtfully restored home that seamlessly blends timeless architecture with modern luxury. Set on an expansive and highly coveted 0.51-acre lot, The Birdhouse delivers an unrivaled combination of character, sophistication, and downtown living. Originally built in 1920, this meticulously restored home preserves its historic charm through exposed brick walls, wood-beamed ceilings, vintage glass doorknobs, original lighting fixtures, multiple fireplaces, beautifully maintained hardwood floors and more. Natural light pours through original diamond-pane windows into the spacious family room, while the formal living and dining rooms showcase timeless character and thoughtful custom details. The chef's kitchen is a true focal point with a distinctive mix of old-world charm and modern design that combine luxury and function. Features include Cambria Portrush quartz countertops, custom floor-to-ceiling cabinetry, premium ZLINE appliances with an 8 burner gas stove range below exposed brick walls, a statement tile backsplash and custom range hood. Floating wood shelves, an expansive breakfast bar and cozy breakfast nook with built-in seating complete its design. A spacious mudroom and custom laundry room offer extensive cabinetry and counterspace for both storage and everyday convenience and a dedicated home office includes a custom built in desk. Set apart from the living areas and secondary bedrooms, the newly designed primary suite serves as a private sanctuary. Accessed through its own hallway, this spacious retreat features vaulted wood-paneled ceilings, an enormous walk-in closet, and a spa-inspired bath with dual vanities, two private water closets, a large glass-enclosed shower and elevated finishes throughout. Four additional generously sized bedrooms provide exceptional flexibility, including a second primary suite with dual closets and an ensuite bath, an additional ensuite bedroom overlooking the pool, and two bedrooms with a full guest bath positioned in between. The enormous fully fenced backyard is designed for year round enjoyment with a gas-heated saltwater sport pool, outdoor kitchen, expansive brick paved deck, detached covered lanai, and low-maintenance turf. Towering above it all is one of the property's most extraordinary features: a majestic 390-year-old oak tree, recognized as the oldest recorded oak tree in Orange County, providing unparalleled beauty and shade. Equally noteworthy, the home's original exterior waterspout remains in place and fully operational, offering a unique connection to the property's storied past. A double carport includes both a Tesla and golf cart charging station as well as a large storage closet equipped with power and a shop desk. Recent home improvements include a new roof (May 2026), updated PVC plumbing and drain field, new air handler, new tankless hot water heater, new water filtration system and new structural support trusses installed beneath the home to enhance long-term stability and strengthen the property's foundation for generations to come. A rare blend of historic significance, modern luxury, and premier location, The Birdhouse represents one of Downtown Winter Garden's most exceptional residential offerings. Schedule your private viewing today!

234 N Lakeview Avenue, Winter Garden
345 E Maple Street, Winter Garden
$295,000
2 Beds ⋅ 1 Baths ⋅ J W Jones Add SubDv. ⋅ 34787 Zip Code
VALUE IS IN THE LAND AND LOCATION! Discover the possibilities in an established Golf Cart Winter Garden neighborhood, conveniently located near historic Downtown Winter Garden, with its charming shops, restaurants, farmers market, and community events. Enjoy proximity to Plant Street and the city's planned East Winter Garden revitalization improvements. An existing tenant-occupied residence is situated on the property, with a roof approximately three years old (2023). Whether considering the existing residence or exploring future possibilities, this property offers an opportunity in a growing Central Florida community. Buyer to independently verify zoning, permitted uses, and highest and best use with the City of Winter Garden.

345 E Maple Street, Winter Garden
324 E Fullers Cross Road, Winter Garden
$520,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Third Addition SubDv. ⋅ 34787 Zip Code
NEW ROOF completed. Welcome to this inviting 3-bedroom, 2-bath home in the desirable Winter Garden Golf Cart District. Situated on a 0.40 acre, fully fenced lot with a electric gated entrance. This property offers space, privacy, and plenty of opportunities to enjoy the Florida lifestyle. Relax by the private pool, entertain guests on the screened lanai, or enjoy the ample backyard space with gorgeous oak trees. This home features two living spaces, offering ample room and a wood-burning fireplace. An enclosed under-air back porch provides extra space for a den, office, or loft. Two storage sheds with electricity offer convenient room for tools, equipment, and outdoor essentials. Save on irrigation with the dedicated well. Conveniently located near shopping, dining, parks, and major roadways, this home combines outdoor living with everyday convenience in the heart of Winter Garden. Don't miss this opportunity to enjoy the space, features, and location this property has to offer!

324 E Fullers Cross Road, Winter Garden
1069 Mildred Dixon Way, Winter Garden
$275,000
3 Beds ⋅ 2 Baths ⋅ Horizon Oaks SubDv. ⋅ 34787 Zip Code
Welcome to 1069 Mildred Dixon Way in Winter Garden, Florida! This well-maintained three-bedroom, two-bathroom block home offers comfortable living, a functional floor plan, and the freedom of NO HOA. Situated on a spacious lot with a fully fenced backyard, this property provides room to enjoy outdoor living, entertain guests, garden, or create your own private Florida retreat. The solid block construction and roof replacement in 2019 add to the home’s appeal. Step inside to a light-filled interior featuring tile flooring, an open and inviting atmosphere, and a comfortable living room with a ceiling fan, ideal for relaxing after a long day or gathering with family and friends. The adjoining eat-in dining area creates a convenient space for everyday meals and casual entertaining. The kitchen features granite countertops, rich cherry cabinetry, ample counter space, and appliances, offering practical functionality and plenty of room for meal preparation. The thoughtful layout connects the main living spaces, creating a welcoming environment for daily living. The spacious primary bedroom provides a comfortable private retreat with a ceiling fan and walk-in closet. The adjoining primary bathroom features a single vanity and a tub-and-shower combination. Two additional bedrooms offer flexible space for family members, guests, a home office, or hobbies. Both feature ceiling fans and carpeting and share a second full bathroom with a vanity and tub-and-shower combination. Additional highlights include a one-car garage, a generously sized yard, fenced outdoor space, and the added convenience of no mandatory HOA restrictions or fees. Whether you’re a first-time homebuyer, downsizing, or searching for an investment opportunity, this home offers versatility and value in an established Winter Garden neighborhood. Enjoy the convenience of the greater Winter Garden area, with access to local shopping, dining, schools, parks, and everyday essentials. The historic Downtown Winter Garden offers charming shops, restaurants, community events, and access to the popular West Orange Trail, while major roadways provide connectivity to surrounding Central Florida destinations. No HOA, solid block construction, a fenced backyard, a functional three-bedroom layout, and a roof replaced in 2019 make this home a wonderful opportunity to enjoy the Winter Garden lifestyle.

1069 Mildred Dixon Way, Winter Garden
190 Roper Drive, Winter Garden
$750,000
3 Beds ⋅ 2 Baths ⋅ Westlake Manor 1st Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully renovated, turn-key home located just a 10-minute walk north of Downtown Winter Garden, tucked away in a beautiful established neighborhood with mature surroundings and an oversized 0.34-acre lot. With no HOA, a large fenced yard, and extensive upgrades inside and out, this property offers a rare combination of location, space, and quality. The home features block and slab construction with new stucco and approximately 1,750 square feet under air, including the original 1,500-square-foot footprint plus an additional 250-square-foot enclosed and finished porch. The well-designed floor plan offers 3 bedrooms and 2 bathrooms, along with an oversized interior storage/laundry room and an oversized two-car garage. The exterior has been completely refreshed with new stucco, fresh exterior paint, new vinyl fence, new soffits, updated exterior lighting, a new paver driveway, and a new landscaping package, creating exceptional curb appeal. The expansive lot is fully enclosed by a new vinyl privacy fence with a double gate providing convenient access to the rear yard for large vehicles, trailers, boats, or recreational equipment. A motion-sensor security light adds an additional layer of convenience and security. Roof 2019 and AC 2024. Inside, the renovation continues with new insulation, new ductwork, fresh paint and texture, new baseboards, luxury vinyl plank flooring, new ceiling fans and lighting, and updated door hardware throughout. The bathrooms have been completely redesigned with high-end custom tile work and designer finishes. The kitchen is a standout feature, offering 42-inch cabinetry, new appliances, a counter-depth Frigidaire Gallery refrigerator, slide-in range, and an oversized island finished with a stunning marble waterfall edge that coordinates beautifully with the marble backsplash. Bright, dimmable recessed lighting completes the space and creates an inviting atmosphere for both everyday living and entertaining. Additional features include an oversized storage/laundry room under air and an oversized two-car garage equipped with a new garage door opener and recessed lighting. Every detail has been thoughtfully addressed, creating a home that is truly move-in ready. Four-point, WDO, and wind mitigation reports are available in the MLS for review. With its proximity to Downtown Winter Garden, no HOA, expansive 0.40-acre lot, extensive renovation, and exceptional outdoor space, this is a property that offers the best of convenience, privacy, and modern living.

190 Roper Drive, Winter Garden
24 W Garden Avenue, Winter Garden
$698,800
4 Beds ⋅ 4 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. RARE OPPORTUNITY IN THE HEART OF WINTER GARDEN’S HIGHLY SOUGHT-AFTER GOLF CART DISTRICT! Completely remodeled and move-in ready, this impressive 4-bedroom, 4-bath, single-story home sits on an oversized lot directly across from Tanner Hall, Newton Park and the public boat ramp to Lake Apopka—and best of all, there is NO HOA! Extensive renovations have transformed this home with a beautiful new kitchen ( NATURAL GAS RANGE! ), remodeled bathrooms, new flooring, fresh interior and exterior paint, and updated windows, creating a fresh, modern feel throughout. The roof was replaced in 2017 and the water heater in 2013. The spacious open great room floor plan is ideal for both everyday living and entertaining, while the oversized owner’s suite provides a private retreat. Two additional bedrooms feature true ensuite baths, offering exceptional flexibility for family, guests, multigenerational living or a private home office. Step outside to the huge covered and screened rear patio overlooking the expansive backyard with plenty of room to relax, entertain and enjoy the Florida lifestyle. The location is truly hard to beat. Walk across the street to Newton Park, Tanner Hall, the Lake Apopka fishing pier and public boat launch, or hop in your golf cart for a short ride to historic Downtown Winter Garden and everything Plant Street has to offer. Enjoy an incredible collection of restaurants, breweries, coffee shops, boutiques and entertainment, along with year-round festivals, community events and the famous Saturday Winter Garden Farmers Market. Outdoor enthusiasts will love being just a quick bike ride from the popular West Orange Trail and minutes from Lake Apopka. Located in a sought-after K-12 school district with convenient access to SR 429, this location provides an outstanding combination of small-town charm, recreation and accessibility to the greater Orlando area. With four bedrooms, four full baths, extensive renovations, an oversized lot, NO HOA and an exceptional location in the Downtown Winter Garden golf cart district, opportunities like this are increasingly difficult to find. Exceptional value, incredible lifestyle and truly move-in ready—this one is PRICED TO SELL!

24 W Garden Avenue, Winter Garden
517 Garden Heights Drive, Winter Garden
$589,900
4 Beds ⋅ 2 Baths ⋅ Garden Heights SubDv. ⋅ 34787 Zip Code
Welcome home to 517 Garden Heights Drive, right in the heart of Winter Garden's golf cart district. This fully renovated 4-bedroom, 2-bath modern farmhouse sits on a third of an acre, about a mile from the shops, restaurants, and events on Plant Street, with Lake Apopka views right from your driveway. The big-ticket items are already taken care of: a brand-new roof (July 2025), new water heater (2025), and HVAC replaced in 2021. Inside, nearly 2,000 square feet has been completely refreshed with new tile flooring, fresh paint and texture, and modern wood accent paneling. The open floor plan centers around a shiplap fireplace, with new ceiling fans and light fixtures throughout. The kitchen is the true showpiece, featuring quartz countertops, shaker cabinets, gold hardware, stainless steel appliances, and statement pendant lighting. Both bathrooms were redesigned with custom tile and dual vanities, and the primary suite adds a sliding barn door and a spa-style bathroom. Step out to the screened-in porch with its own wet bar, overlooking a huge backyard made for weekend gatherings or slow mornings with coffee. A 2-car garage gives you plenty of room for storage, tools, and the golf cart. And no HOA! Move-in ready, beautifully updated, and minutes from everything that makes Winter Garden such a special place to call home. Come see it for yourself.

517 Garden Heights Drive, Winter Garden
1442 Coluso Drive, Winter Garden
$579,000
3 Beds ⋅ 2 Baths ⋅ Magnolia Wood Fifth Add SubDv. ⋅ 34787 Zip Code
Welcome to this beautifully maintained home in a desirable golf cart community, just 2 miles from historic Downtown Winter Garden! This home offers LVP and tile flooring, double-pane windows, a cozy wood-burning fireplace, a 6-year-old AC system, and a spacious Florida room with sliders for enjoying Florida living. The saltwater pool features a 5-year-old pump and heater, while recent exterior paint adds to the home's appeal. Outdoor amenities include an RV-ready setup with RV connection and a dedicated pad for your boat or RV, plus an oversized shed for additional storage. A whole-home generator, approximately 3 years old, with a 500-gallon propane tank provides added peace of mind. The beautifully landscaped property also features an impressive variety of fruit trees, including 5 peach, 2 plum, 2 nectarine, 1 apple, starfruit, small and large banana, pineapple, and lemon trees. Located in a golf cart-friendly community and minutes from Downtown Winter Garden's shopping, dining, and entertainment, this home offers a wonderful blend of convenience, comfort, and Florida lifestyle.

1442 Coluso Drive, Winter Garden
144 Tildenville School Road, Winter Garden
$899,900
3 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
The real story of 144 Tildenville School Road is the land. Opportunities to own over an acre this close to Historic Downtown Winter Garden are becoming increasingly hard to find. Beneath a canopy of beautiful mature trees, this property offers something that cannot easily be recreated: space, privacy, character, and a location within Winter Garden’s golf cart district. The existing 3 bedroom home offers nearly 1,500 square feet of living space, but step into the backyard and you quickly understand what makes this property special. This is land meant to be enjoyed. Picture evenings beneath the trees with string lights glowing overhead, friends gathered around the custom built pizza oven, dinner being prepared in the summer kitchen, music playing, and plenty of room for everyone to spread out. For the next owner, the possibilities are just as compelling as the lifestyle already here. Enjoy the property as it is, create your own private retreat, expand upon the existing outdoor spaces, or simply appreciate the increasingly rare luxury of having over an acre of land near the heart of Winter Garden. And despite the privacy, you are still connected to the lifestyle that makes this area so desirable. Being within Winter Garden’s golf cart district means trips toward Historic Downtown Winter Garden can become part of the routine. Spend Saturday mornings at the Farmers Market, enjoy dinner along Plant Street, explore local shops and restaurants, or spend an afternoon on the West Orange Trail before heading home to your own piece of Winter Garden. Homes can be renovated. Kitchens can be changed. Finishes can be replaced. But you cannot manufacture another acre of mature, established land in a location like this. That is what makes 144 Tildenville School Road different. It is not simply a home for sale. It is an opportunity to own a substantial piece of Winter Garden, with the space to enjoy today and the possibilities to make it something entirely your own tomorrow.

144 Tildenville School Road, Winter Garden
128 N Highland Avenue, Winter Garden
$960,000
4 Beds ⋅ 3 Baths ⋅ Cooper & Sewell Add SubDv. ⋅ 34787 Zip Code
Welcome to a piece of history, right in the Winter Garden's golf cart district! This stunning Craftsman bungalow is nestled in the Historic District, where timeless character meets extensive modern updates. Set on a 0.34-acre lot beneath grandfather oaks, this home creates an atmosphere that feels peaceful while placing you just steps from the energy of downtown. From the moment you arrive, you're greeted by a gravel driveway(2021) that leads to the front of the property, while outdoor lighting (2021) creates a welcoming glow as the sun goes down. Step through the beautiful leaded glass front door into a home filled with warmth and character. Rich heart pine floors, 9-foot ceilings, and crown molding create a timeless backdrop that is sure to make everyone feel at home.The front living and dining area provides a comfortable place to entertain or settle in with loved ones. Nearby, a flexible room can function as a bedroom or home office, and includes its own half bath, giving you the freedom to shape the space around your family's needs. At the center of the home, the farmhouse-inspired kitchen includes real wood cabinetry, granite countertops, and a convenient side entry to make everything from everyday cooking to hosting dinners feel effortless. The side entrance also makes bringing in groceries especially convenient. Down the hall, two bedrooms create comfortable retreats and share a guest bathroom with subway tile detailing. The guest bathroom tub drain line was replaced in 2025, while extensive flooring and subfloor improvements completed throughout the home provide a refreshed foundation from room to room. Upstairs, you’ll find the new flooring that was installed in 2025, along with recessed lighting (2018), and a bright and inviting loft space with flexibility for a reading area or home office. The primary bedroom was remodeled in 2025 and includes a custom built-in closet for exceptional organization. The upstairs bathroom was also remodeled in 2025, creating a beautifully updated space to begin and end your day. The home has received extensive upgrades, providing the new owners with peace of mind that this home was truly cared for. Upgrades include a downstairs HVAC system (2023), a replacement of the downstairs ductwork (2025), foundation support installed beneath the rear half of the home with concrete footers (2024), and a new water heater (2025). The home's exterior has been refreshed as well, including Artificial turf (2021) for easy upkeep, new exterior paint (Dec, 2024) and a new roof (2023). Heading outside, you're bound to love the private fenced in backyard space. Whether you're imagining weekend gatherings, letting little ones play, or simply enjoying a quiet afternoon outdoors, there's room to create the backyard you've always wanted. The detached 25' x 25' garage and workshop adds another layer of flexibility, complete with 100-amp electrical service. For a hobbyist, craftsman, or anyone who needs additional storage and workspace, this building can become whatever your lifestyle requires.This is a home with character you simply can't recreate, paired with the extensive updates and improvements. And perhaps best of all, you're living in the heart of Historic Downtown Winter Garden, where morning walks, farmers markets, local dining, shopping, live entertainment, and community events can become part of your daily routine. Don't wait on this amazing home, schedule your private showing TODAY!

128 N Highland Avenue, Winter Garden
325 W Newell Street, Winter Garden
$575,000
2 Beds ⋅ 2 Baths ⋅ N/A SubDv. ⋅ 34787 Zip Code
**Click the Link for Virtual Tour** RARE TURNKEY OPPORTUNITY IN THE HEART OF DOWNTOWN WINTER GARDEN! Just three blocks from Plant Street and located within the golf-cart district, this beautifully renovated 2-bedroom, 2-bathroom cottage combines one of Winter Garden?s most sought-after locations with the flexibility of a primary residence, second home or established short term rental. Thoughtfully renovated down to the studs in 2016, the home blends historic cottage character with extensive modern improvements including updated electrical and plumbing, engineered hardwood floors, renovated kitchen and baths, double-pane windows, natural gas tankless water heater, metal roof and A/C was replaced in 2022. The open floor plan features a charming window seat in the living room, while the primary suite offers a walk-in closet and en-suite bath with dual sinks and oversized shower. A second full bath provides direct exterior access to the backyard - convenient for outdoor entertaining or future pool. Outside, the nearly quarter-acre fenced property offers something increasingly difficult to find this close to downtown: room to enjoy. Relax on the restored rear deck beneath the mature shade tree, utilize the approximately 200-sq.-ft. powered shed as storage, workshop or hobby space, and enjoy the convenience of a carport and additional outdoor space. Leave the car at home and walk, bike or take your golf cart to Plant Street, the West Orange Trail, Plant Street Market, Crooked Can, restaurants, boutiques, the farmers market, festivals and downtown entertainment. Currently operating as a successful short-term rental with reservations extending through March 2027, this property offers immediate income potential and exceptional flexibility. For buyers interested in continuing the property as a short-term rental, existing reservations, furniture, and decor may be negotiated separately. Whether you're searching for a downtown residence, vacation home or investment property, this is an opportunity to own a distinctive piece of the Downtown Winter Garden lifestyle.

325 W Newell Street, Winter Garden
809 Burch Avenue, Winter Garden
$649,999
4 Beds ⋅ 5 Baths ⋅ Burchshire SubDv. ⋅ 34787 Zip Code
Experience luxury and versatility in this exceptional CUSTOM 2025-BUILT RESIDENCE, where thoughtful design, impressive scale, and high-end finishes come together to create a truly one-of-a-kind home. Featuring 4 BEDROOMS AND 5 PRIVATE ENSUITE BATHROOMS, WITH EVERY BEDROOM FEATURING ITS OWN ENSUITE, this home offers an extraordinary level of comfort, privacy, and flexibility rarely found in Winter Garden. Designed with luxury in mind, the home showcases 12-FOOT CEILINGS THROUGHOUT, including the impressive 2-CAR GARAGE, elegant PORCELAIN TILE FLOORING, and CUSTOM MATCHING QUARTZ COUNTERTOPS THROUGHOUT THE KITCHEN AND FURNITURE TOPS. Each ensuite bathroom features its own UNIQUE CUSTOM DESIGN, with spacious layouts, luxurious finishes, and distinctive details that give every bathroom its own character. The expansive open-concept living areas create an incredible atmosphere for both everyday living and entertaining, while the ENCLOSED FRONT LANAI, REAR LANAI, AND PAVED PERGOLA extend the living space outdoors and provide multiple areas to gather, relax, and enjoy the Florida lifestyle. The home's flexible design offers even more potential. Two bedrooms are currently separated by a drywall partition originally incorporated for an Airbnb concept, which can easily be removed to create a more open configuration or customized to suit your needs. Whether you're looking for an impressive primary residence, a multigenerational home, private guest accommodations, or an investment opportunity, this property offers flexibility that is hard to find. Opportunities like this are rare. Located just minutes from Downtown Winter Garden and within the coveted Golf Cart District, residents can enjoy easy access to Plant Street, the weekly farmers market, local dining, boutiques, breweries, parks, community events, and the West Orange Trail. Zoned for “A-RATED” Tildenville Elementary and West Orange High School, this home brings together everything today's buyer is looking for — custom construction, exceptional space, luxury finishes, versatility, and an unbeatable location. This isn't simply a new home — it's a custom-built opportunity designed to stand out.

809 Burch Avenue, Winter Garden
502 Palm Drive, Winter Garden
$699,700
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Experience the PERFECT blend of comfort, charm, and functionality in this UNIQUE Winter Garden home! Featuring 4 bedrooms and 2.5 baths, this spacious residence offers an impressive second-story LOFT and a versatile 4th bedroom with its own half bath—perfect for guests, a MEDIA room, or FLEXIBLE living space. The thoughtfully designed first floor features a private primary suite with an ensuite bath, two additional bedrooms sharing a full bath, a spacious & inviting FAMILY room, and a beautifully appointed kitchen that truly serves as the heart of the home. Kitchen features include built-ins and French doors that open to a gorgeous deck, creating an ideal setting for indoor/outdoor entertaining. A formal dining room and PRIVATE office with French doors provide additional space and convenience. Step outside to enjoy peaceful outdoor living in the EXCEPTIONAL oversized landscaped backyard, complete with a private patio/deck perfect for relaxing or entertaining. A 3-car GARAGE plus a dedicated GOLF CART garage adds exceptional convenience and storage. Located in highly sought-after Downtown Winter Garden, this home is close to top-rated schools, shopping, parks, West Orange Trail, and popular dining destinations. Enjoy the unique lifestyle of a golf-cart-friendly downtown district while being just minutes from everything you need. ON-SITE Generator for Hurricane season (AS/IS) w/sale. Recent updates include a New Roof (2020), New hot water tank (2026), New mini-split for 2nd floor (2026), A/C Main (2023), and fresh interior paint (2026) New Luxury vinyl in Office, 2nd & 3rd Bedrooms. (2026) Buyers....Come discover all this wonderful home has to offer and make it yours!

502 Palm Drive, Winter Garden
113 W Division Street, Winter Garden
$455,000
4 Beds ⋅ 2 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Fully Renovated and Move-In Ready! This beautiful 4-bedroom, 2-bath home features a spacious open-concept layout with bright and modern living areas. The designer kitchen showcases premium-quality cabinetry and elegant quartz countertops, perfect for both everyday living and entertaining. Enjoy relaxing in the screened porch or take advantage of the large backyard, ideal for gatherings, BBQs, or simply enjoying your outdoor space. A perfect blend of style, comfort, and functionality — don’t miss this opportunity!

113 W Division Street, Winter Garden
225 1st Street, Winter Garden
$288,000
3 Beds ⋅ 1 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
Charming 3-bedroom, 1-bath home in Winter Garden offering 1,020 sq. ft. of comfortable living space. This inviting home features a welcoming front porch, spacious living and dining areas, LVP flooring throughout the main living areas, and carpeted bedrooms. The kitchen is equipped with stainless steel appliances, including a refrigerator, range, and microwave. The upgraded bathroom adds a modern touch. Enjoy additional outdoor storage, a rear patio, and a large, fully fenced backyard—perfect for relaxing or entertaining. Conveniently located just minutes from Downtown Winter Garden, with its shops, restaurants, and entertainment. Close to West Oaks Mall and West Colonial Drive, providing easy access to shopping, dining, and major roadways.

225 1st Street, Winter Garden
208 3rd Street, Winter Garden
$435,000
8 Beds ⋅ 3 Baths ⋅ Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code
An exceptional opportunity just blocks from Historic Downtown Winter Garden! Situated on a spacious 9,431-square-foot, fully fenced lot, this versatile property offers outstanding potential to renovate, invest, or build your vision in one of Central Florida's most desirable locations. Featuring 8 bedrooms, 3 full bathrooms, and approximately 1,750 square feet, the existing residence offers flexible living arrangements and income-producing potential. The generous 75' x 125' lot provides ample space for outdoor entertaining, gardening, or future possibilities. No HOA, city utilities, and R-2 zoning add to the property's long-term appeal. Enjoy convenient access to Plant Street, the popular Saturday Farmers Market, local restaurants, boutiques, entertainment, and the West Orange Trail, with Lake Apopka, SR-429, and Florida's Turnpike nearby. Currently income-producing, with the option to deliver vacant upon request. Offered as-is, this property presents an opportunity to invest, renovate, or explore new construction possibilities, subject to applicable approvals. Prime location. Generous lot. Endless potential. Schedule your private showing today

208 3rd Street, Winter Garden
1422 Basin Street, Winter Garden
$260,000
4 Beds ⋅ 1 Baths ⋅ Joe Louis Park SubDv. ⋅ 34787 Zip Code
Virtually Staged. Welcome home to this quaint WINTER GARDEN gem, offering thoughtful updates throughout the property! It is freshly painted inside and out, and this inviting 4-bedroom, 1-bath home is move-in ready and waiting for its next homeowner. Updated vinyl flooring is installed throughout the home for creating a modern feel and easy maintenance. The bright kitchen features updated white cabinets, granite countertops, and new stainless appliances, creating a stylish but functional space. Additional updates include a newer water heater, updated HVAC, and new washer and dryer in the laundry closet. Utilize one of the four bedrooms as a a home office, home gym or hobby space. Conveniently located in desirable Winter Garden a historic citrus community located west of Orlando featuring brick-lined streets, unique local dining spots, and access to a variety of ecotourism and recreation. Call today to schedule your tour of this affordable opportunity to live in Central Florida. All information within the listing is intended to be correct and should be independently verified by buyer and buyer's agent(s).

1422 Basin Street, Winter Garden
368 N Boyd Street, Winter Garden
$774,900
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Add 02 SubDv. ⋅ 34787 Zip Code
Exciting news for potential buyers! We've just reduced the listing price significantly and we're offering $10,000 in closing cost assistance or a rate buydown, your choice! This is a fantastic opportunity to make Winter Garden even more affordable! This Downtown Winter Garden stunner has continued to evolve with thoughtful, high-value upgrades that make it even more exceptional today. Located in the much sought after golf cart district and just steps from Plant Street’s restaurants, markets, and year-round events, this home blends timeless character with modern convenience in a way few properties can match. Originally reimagined with a full professional remodel in 2023 — including brand-new roof, windows, electrical, plumbing, insulation, luxury vinyl plank flooring, Bosch appliances, Carrara quartz surfaces, and a magnificent, redesigned kitchen. Additional upgrades include a newly constructed one-car garage with parking pad - 2026 and a whole-home generator providing both functionality and peace of mind rarely found in homes of this era. These additions compliment the already impressive split-floorplan featuring 4 bedrooms (and bonus room), 2.5 baths, an oversized island kitchen with fireplace feature wall, gallery-style windows, and a private primary suite with walk-in closet. Every inch of this home reflects quality, style, and intention — from the high-grade materials used throughout to the continued improvements that elevate daily living. Homes like this, with extensive permitted renovations and meaningful new upgrades, simply do not come to market often in Winter Garden. Homes this special in the heart of Winter Garden are rarely available for long — claim it before it’s gone.

368 N Boyd Street, Winter Garden
844 Klondike Street, Winter Garden
$199,999
1 Beds ⋅ 1 Baths ⋅ Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code
ATTENTION CONTRACTORS, BUILDERS and INVESTORS! Rare, low-priced opportunity JUST MINUTES from highly sought after Downtown Winter Garden! This is a rare chance to secure a spacious solid building and lot with endless possibilities in a great location with NO HOA. City water and sewer. Zoned RNC-2, this property is a blank canvas perfect for savvy investors or builders. Maximize your investment by exploring options for a duplex. The current structure requires a complete buildout inside making it the perfect site for your next project. Cash buyers only. Opportunities at this price point ($199,000) in 34787 are rare. Schedule your showing today!

844 Klondike Street, Winter Garden
16192 Honey Harvest Street, Winter Garden
$675,000
5 Beds ⋅ 5 Baths ⋅ Harvest/Ovation Ph 2 SubDv. ⋅ 34787 Zip Code
A truly exceptional luxury residence in the highly desirable **Harvest at Ovation community of Winter Garden**. Professionally designed and curated by a team of renowned **architects and interior designers**, this magazine-worthy home showcases sophisticated interiors, premium finishes, elegant décor, and exceptional attention to detail throughout. Every space has been thoughtfully designed to create a refined yet comfortable living experience, with **designer-selected furnishings and décor available for negotiation**. A standout feature is the **fully finished private studio above the garage**, complete with a full bathroom, walk-in closet, and independent access—perfect as a guest suite, executive office, private workspace, or additional living space. The gourmet kitchen features premium finishes and a state-of-the-art smart double-door refrigerator with internet connectivity. Enjoy Florida living in the screened outdoor area with mosquito protection, electric retractable awning, outdoor grill, and fenced yard. Additional upgrades include whole-home water filtration, premium kitchen water purification, epoxy garage flooring, LED ceiling lighting, and paver waterproofing. Ideally located near **excellent schools, shopping, dining, major highways, and Central Florida attractions**. **A rare opportunity to own a fully designed and beautifully curated luxury home where architecture, interiors, and lifestyle come together seamlessly. This is a home that truly needs to be experienced in person.** **Upgrades are negotiable: solar panels, whole-house water purification system, electric vehicle charger, furniture, and internet-connected double-door refrigerator.

16192 Honey Harvest Street, Winter Garden
231 E Lafayette Street, Winter Garden
$479,900
4 Beds ⋅ 3 Baths ⋅ M C Britt Sub 1 SubDv. ⋅ 34787 Zip Code
Seller its offering $7,000 for a buyer closing costs. Brand-New Construction in Winter Garden! Welcome to 231 E Lafayette Street, a beautifully designed 4-bedroom, 3-bathroom new construction home offering modern luxury, thoughtful craftsmanship, and exceptional functionality. From the moment you arrive, the striking contemporary exterior, covered front entry, and attached garage create an inviting first impression. Inside, the open-concept floor plan features luxury vinyl plank flooring throughout, soaring ceilings, recessed lighting, and an abundance of natural light. The stunning chef's kitchen is the centerpiece of the home, showcasing custom cabinetry, elegant quartz countertops, a large center island with breakfast bar, designer backsplash, stainless steel appliances, and a statement gold-finished faucet. The spacious island provides the perfect gathering space for entertaining or everyday living. The generously sized living area has a dramatic custom built-in feature wall with integrated shelving and a modern electric fireplace, creating a focal point. Large windows overlook the backyard and bring the outdoors in, while the contemporary ceiling fan and designer lighting add to the home's polished aesthetic. The primary suite provides a private retreat with ample space and a beautifully appointed en-suite bathroom, while three additional bedrooms, flexibility for family, guests, a home office, or media space. The home's three full bathrooms are finished with modern fixtures and elevated designer details. Outside, the property has a private fenced backyard with plenty of room to create your own outdoor oasis. The attached one-car garage and extended driveway provide convenient parking and storage. Ideally located in Winter Garden, this exceptional new construction home combines modern luxury with the charm and convenience of one of Central Florida's most desirable communities. Enjoy easy access to downtown Winter Garden, shopping, dining, parks, major roadways, and everything the area.. New construction. Modern design. Premium finishes. Prime Winter Garden location. This is a home you don't want to miss.

231 E Lafayette Street, Winter Garden
17802 Jefferson Street, Winter Garden
$425,000
4 Beds ⋅ 2 Baths ⋅ Edgewater Beach SubDv. ⋅ 34787 Zip Code
Virtually Staged. Step into 17802 Jefferson St, a residence presenting a refreshed exterior appeal from fresh exterior paint and modernized interior amenities. The kitchen is fully equipped with all stainless steel appliances, establishing a contemporary culinary space, while a central fireplace provides warmth and a welcoming ambiance in the living area. Updated style and comfort are ready for you.. Included 100-Day Home Warranty with buyer activation

17802 Jefferson Street, Winter Garden
16945 W Phil C Peters Road, Winter Garden
$1,490,000
6 Beds ⋅ 4 Baths ⋅ Na SubDv. ⋅ 34787 Zip Code
TWO HOMES FOR THE PRICE OF ONE.... Explore this stunning 10-acre lakefront estate in southwest Winter Garden with everything you’ve been dreaming of within 20 minutes of all the major theme parks in Central Florida. This beautiful tree-lined property offers privacy, shade, and plenty of space for both you and your animals. The owners have enjoyed using the land as a family ranch and oasis for many years, making it an ideal home for horse owners or those who just want to get away to relax and create lasting memories. You’ll also love the peaceful waterfront setting, where you can enjoy breathtaking sunsets. Beyond the incredible land, the property includes a spacious 3,196-square-foot main home with four bedrooms, three bathrooms, fireplace, screened patio and swimming pool with outdoor spa. In 2017 owners built a 1,200-square-foot guest house with a two-car garage, perfect for visitors or extra living space. Both homes are equipped with metal roof and screened porches. Despite its peaceful country feel, you’re still conveniently close to hospitals, restaurants, and shopping. If you’re looking for a property that combines the beauty of ranch living with laid back comfort and convenience, this is the perfect place to call home. Video https://youtu.be/FU5ZvzJ_3PM

16945 W Phil C Peters Road, Winter Garden
12706 Grovehurst Avenue, Winter Garden
$575,000
5 Beds ⋅ 3 Baths ⋅ Grovehurst A-D SubDv. ⋅ 34787 Zip Code
Experience 12706 Grovehurst Ave, recently updated with fresh interior paint and a partial flooring replacement. The kitchen is equipped with all stainless steel appliances, enhancing functionality. The primary bathroom features double sinks, a separate tub, and a separate shower for convenience. A dedicated patio provides exterior space. Discover updated comfort and modern amenities.

12706 Grovehurst Avenue, Winter Garden
721 S Woodland Street, Winter Garden
$400,000
2 Beds ⋅ 1 Baths ⋅ Borders & Woosley Sub SubDv. ⋅ 34787 Zip Code
Located within Winter Garden’s golf cart district and just minutes from Plant Street, this property offers a distinctive combination of current residential use, C-2 General Commercial zoning, and no HOA. The single-story, concrete-block home includes 2 bedrooms, 1 bathroom, 1,034 square feet of heated living space, an enclosed porch that provides additional flexible space, and a roof replaced in 2023. The interior is ready for renovation, allowing the next owner to update the property according to their intended use and vision. Situated on an approximately 0.19-acre homesite, the property also features mature shade trees, a concrete driveway, and fenced sections of the yard. Its central Winter Garden location provides convenient access to the restaurants, shops, farmers market, community events, and West Orange Trail surrounding downtown and Plant Street, while nearby golf-cart-friendly roadways offer another way to explore the area. Whether considered for continued residential use, a renovation project, or a future business opportunity, this property presents a range of possibilities in a well-connected location. Buyers should independently verify all intended uses, permitting requirements, and zoning regulations with the City of Winter Garden.

721 S Woodland Street, Winter Garden
13619 Lake Boulevard, Winter Garden
$525,000
3 Beds ⋅ 2 Baths ⋅ Edgewater Beach SubDv. ⋅ 34787 Zip Code
Welcome to this charming 3 bedroom, 2 bathroom LAKEFRONT home, offering the perfect blend of comfort and convenience with NO HOA fees! The home features timeless terrazzo flooring in the main living areas and guest bedrooms while the primary bedroom is finished with stylish wood plank tile. The updated kitchen boasts stainless steel appliances and both bathrooms have been beautifully renovated. Outside, enjoy your private oasis with a serene view of John's Lake, where you can relax on the front porch and enjoy the beautiful sunrise and take advantage of the floating dock for boating and fishing. The fenced-in yard offers plenty of space for outdoor activities and a shed provides additional storage. Conveniently located next to boat ramp, this property is ideal for lake lovers who want easy access to all the fun John's Lake has to offer. The home is also just minutes from Hwy 50, the Turnpike, Downtown Winter Garden, Hospitals, Shopping and only 30 minutes from Orlando International Airport—making it a prime location for both peaceful living and easy travel. Roof and AC are 10 years old. New septic 4 years ago. Don't miss out on this rare find—schedule your showing today! Great for investment and short term rental!

13619 Lake Boulevard, Winter Garden
16950 Arrowhead Boulevard, Winter Garden
$599,000
2 Beds ⋅ 2 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Rare opportunity to own TWO lakefront lots in the 34787 zip code with an A2 zoning! This property has a beautiful old florida feel with an array of large oak trees, cypress trees, and cabbage palms sprinkled all around the land. Lot 1 features a 2 story wood frame home 2 bedroom 2 bathroom and Lot 2 has electric and well on site. This home is situated in an A rated school district with NO HOA and allows horses, chickens, goats. The zoning allows each lot to have a main home plus ADU (accessory dwelling unit) close to many amenities and easy commute close to the 429! Freshly paved road and fully fenced yards.

16950 Arrowhead Boulevard, Winter Garden
20 E Division Street, Winter Garden
$985,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores First Add SubDv. ⋅ 34787 Zip Code
Welcome to one of Winter Garden's most remarkable custom transformations. This wasn't a flip—it was the owner's forever dream home. Originally built in 1959 and completely reimagined in 2023 and 2026. This extraordinary residence has undergone an extensive renovation and expansion, creating a truly one-of-a-kind property just minutes from Historic Downtown Winter Garden and Plant Street. Offering 2,729 square feet of beautifully designed living space, this 4-bedroom, 3-bathroom home showcases exceptional craftsmanship, thoughtful design, and luxury finishes throughout. In 2026, the owners completed a stunning expansion that includes an ultra-luxury primary suite designed as a private retreat. The spa-inspired custom bathroom features premium finishes, a private sauna, and a level of comfort rarely found at this price point. The heart of the home features open-concept living spaces filled with natural light, designer finishes, and seamless flow for everyday living and entertaining. Step outside to your private backyard oasis featuring a brand-new custom pool completed in 2026, creating the perfect setting for relaxing weekends and unforgettable gatherings. Major improvements include a 2026 HVAC system, 2026 luxury primary suite addition, 2026 custom pool, 2022 plumbing, 2022 electrical, 2018 roof, and all new windows installed in 2018, providing peace of mind for years to come. Every inch of this home tells the story of a family who spared no expense creating their dream home. Now, that dream can become yours. Schedule your private showing today!!!

20 E Division Street, Winter Garden
420 E Cypress Street, Winter Garden
$400,000
3 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Welcome to this stunning, fully renovated and fully furnished home, perfectly situated on an oversized lot in one of Winter Garden's most exciting and rapidly growing areas. Whether you're looking for a primary residence, a turnkey investment, or a second home, this move-in-ready property offers the perfect blend of comfort, style, and convenience. Inside, you'll find an open-concept floor plan filled with natural light, featuring all-new flooring, recessed lighting throughout, energy-efficient double-pane windows, and a beautifully updated kitchen complete with stainless steel appliances. Major improvements include a new roof and a 3.5-ton AC system, providing peace of mind for years to come. Step outside and enjoy the spacious, fully fenced backyard, offering plenty of room for entertaining, pets, play, or simply relaxing outdoors. Located just one mile from Historic Downtown Winter Garden, you'll enjoy easy access to award-winning dining, shopping, farmers markets, and community events, all while living in a welcoming, family-friendly neighborhood. Fully furnished, beautifully updated, and truly move-in ready, this home offers a rare opportunity to enjoy all that Winter Garden has to offer from day one.

420 E Cypress Street, Winter Garden
483 Pennsylvania Avenue, Winter Garden
$334,000
2 Beds ⋅ 2 Baths ⋅ East Garden Manor Add 03 SubDv. ⋅ 34787 Zip Code
Seller its offering $6,000 for buyers closing costs. Move in ready, completed renovated, property offers two bedrooms and 2 bathrooms, brand new bathrooms, brand new kitchen, new appliances, new windows, ceramic trough the house, new roof, new plumbing, close to major roads, schools, minutes to Winter Garden dawn town.

483 Pennsylvania Avenue, Winter Garden
7701 Summerlake Pointe Boulevard, Winter Garden
$2,100,000
5 Beds ⋅ 5 Baths ⋅ Summerlake Pd Ph 2a & 2b SubDv. ⋅ 34787 Zip Code
Experience of luxury living in this 2021 custom-built contemporary masterpiece by Davila Homes with acess to Lake Hancock-a highly sought after ski lake. Boasting five bedrooms, a dedicated office and a loft, this residence seamlessly blends modern design with the tranquility of lakeside living. Step inside to discover an open, sunlit space connecting the living room, dining area, and chef's kitchen. Expansive windows frame panoramic lake views, creating an inviting atmosphere throughout. The owner's bedroom, complete with a custom walk-in closet, provides comfort and convenience. Beyond the ordinary, this home features a expansive windows, surround sound throughout the home and an oversized laundry room. The floor-to-ceiling stackable sliding doors allow you to step outside to your private paradise with a saltwater pool with a spa and a boat dock. Enjoy a low-maintenance turf yard, ensuring lush greenery year-round. As part of a vibrant community, residents enjoy access to Resident's Club, featuring a state-of-the-art fitness center, business center, resort-style pool with splash pad, playground, tennis and basketball courts. Conveniently located just minutes from the Hamlin Center and 429, this residence offers a perfect blend of serenity and accessibility. Don't miss the chance to call this lakefront haven home.

7701 Summerlake Pointe Boulevard, Winter Garden
680 Dunbar Avenue, Winter Garden
$465,000
4 Beds ⋅ 2 Baths ⋅ Overstreet Crate SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This is a pre-construction opportunity in partnership with Vazquez Family Builders. Final floor plan, square footage, and sales price will be determined by the buyer based on selected model and upgrades. Positioned on a desirable corner lot in the heart of Winter Garden, this pre-construction ranch-style home presents an exceptional opportunity to create your ideal living space. This home is planned for 1713 square feet of meticulously designed living space, featuring 4 spacious bedrooms, two full bathrooms, and an attached two-car garage. The open-concept layout will seamlessly connect the main living areas, creating an inviting environment for everyday life and entertaining. The absence of stairs makes this home highly accessible and a perfect "forever home or vacation property."

680 Dunbar Avenue, Winter Garden
17134 Lake Ingram Road, Winter Garden
$625,000
4 Beds ⋅ 2 Baths ⋅ Mt Park Orange Grove SubDv. ⋅ 34787 Zip Code
LAKEFRONT • 1.16 ACRES • NO HOA • A-1 ZONING • HORIZON WEST / WINTER GARDEN • CUSTOM HOME OPPORTUNITY! Rare lakefront property with over 1 acre in the highly desirable Horizon West/Winter Garden area. An exceptional opportunity for a custom home buyer, luxury home builder, developer or investor looking for a large waterfront homesite with NO HOA. Bring your custom home builder and create the lakefront home you've been dreaming about. The property offers exciting potential for a new construction luxury home, including the possibility of a multi-story modern home with balconies and a rooftop terrace designed to capture lake views, Florida sunsets, stargazing and Disney fireworks views. Existing home is located on the property. Buyer and builder to independently verify zoning, setbacks, building requirements, rooftop terrace feasibility, lakefront restrictions and intended use with the appropriate governing authorities.

17134 Lake Ingram Road, Winter Garden
205 Surprise Drive, Winter Garden
$1,200,000
4 Beds ⋅ 3 Baths ⋅ Winter Garden Shores Rep SubDv. ⋅ 34787 Zip Code
Under contract-accepting backup offers. Welcome to Winter Garden, which has been ranked by Money Magazine "Best Places To Live In America" and is a finalist for Hallmark Channel's 2026 "Merriest Christmas Towns" Contest. This exceptional property in the heart of the highly desirable GOLF CART DISTRICT of Winter Garden. Situated on an expansive parcel totaling 3/4 of an acre, this unique estate offers unmatched space, charm and potential with NO HOA- all within short distance to the 22 mile long West Orange Trail, Winter Garden Farms Market, Plant Street dining, shopping and breathtaking sunsets over Lake Apopka. Priced to reflect recent appraisal, this rare parcel presents immediate value- with vacant land ready for expansion or additional income potential with future development. This beautifully maintained three-bedroom, two-bath home features an office with custom wood built-ins and a light-filled breezeway framed in windows, perfect for a sunroom or additional living space. Gorgeous hardwood floors flow throughout, and the newly renovated bathroom showcases modern, floor-to-ceiling tile for a luxurious touch. Storage is abundant, including an oversized two-car garage with a half bath, ideal for hobbyist or future conversion opportunities. Outside, the property transforms into a private oasis featuring a sparkling heated saltwater pool, outdoor fireplace and lush mature landscaping complete with fruit trees - all fully fenced for privacy. A large shed, rated as a detached garage, provides additional space for a workshop or equipment storage. There is ample room for all your recreational toys; golf-cart, boat, and more. The current owners also have plans for a kitchen renovation and poolside wraparound porch, which they are willing to share with the buyer - opening the door to greater customization. The 3/4 acre property offers potential to subdivide into two to three lots for an investment opportunity or the ability to expand the current Square Footage. SELLER WILL CONSIDER SUB-DIVIDINGTHE LOTS. Whether you're seeking a serene retreat, developmental potential, or the charm of downtown Winter Garden living, this property is truly one of a kind. This private paradise location is a convenient commute to Downtown Orlando, Disney and other Orlando attractions. You're dream estate awaits.

205 Surprise Drive, Winter Garden
241 N Dillard Street, Winter Garden
$1,499,999
4 Beds ⋅ 3 Baths ⋅ J L Dillard Sub 3 SubDv. ⋅ 34787 Zip Code
Seller financing opportunity!!! Welcome to a Once-in-a-Lifetime Opportunity in the Heart of Downtown Winter Garden. Set on a lot boasting an expansive 214 feet of frontage, a rare and highly sought after feature that enhances both privacy and presence. Nestled beneath the shade of enchanting oak trees, this stately residence sits proudly on a rare triple lot in one of Central Florida’s most coveted locations — the Golf Cart District of Historic Downtown Winter Garden. Blending timeless character with modern comfort, this property captures the essence of classic Florida living just steps from the West Orange Trail, Lake Apopka, and all the boutiques, restaurants, and entertainment that make Plant Street so special. Step inside and you’ll immediately sense the warmth and natural light that fill every corner of this inviting home. Soaring windows and panoramic glass doors create an airy, open atmosphere, seamlessly connecting the indoors with the lush, private grounds outside. The layout offers three spacious bedrooms and three bathrooms perfectly designed for both daily living and entertaining. The primary bedroom is highlighted with a relaxing hot tub, creating a private retreat within this charming home. At the heart of the home, the oversized living and dining areas flow effortlessly into the kitchen and outdoor spaces, ideal for hosting gatherings under the canopy of mature oaks. Every room feels bright and welcoming, and you’ll always be reminded that you’re just moments away from all the charm, energy, and convenience of Downtown Winter Garden — one of the most desirable small-town destinations in Florida. The property’s expansive outdoor footprint sets it apart — a dream for anyone who values space, privacy, and possibility. The triple lot provides ample room for future additions, a pool, or a garden oasis, while a grandfathered-in workshop offers incredible flexibility for hobbies, storage, or creative endeavors. An additional extended driveway offers generous space to accommodate 2–3 vehicles comfortably, with ample room for a boat, RV, or guest parking — a rare find in this highly sought-after downtown location. Whether you’re arriving by car or golf cart, convenience is unmatched. Enjoy the best of Winter Garden living with shopping, dining, the Farmers Market, Plant Street Market, and the Garden Theatre all within minutes, plus easy access to major highways for seamless commutes. From its timeless curb appeal and breathtaking natural light to its unparalleled location and lot size, this property represents a truly rare offering in one of Florida’s most beloved communities. Opportunities like this simply don’t come around twice. Come see for yourself why this remarkable downtown retreat isn’t just a home — it’s a legacy waiting to be continued.

241 N Dillard Street, Winter Garden
13377 Lake Butler Boulevard, Winter Garden
$5,995,000
5 Beds ⋅ 6 Baths ⋅ 34787 Zip Code
Pre-Construction. To be built. To be Built, Rendering provided by master custom home builder, David Konkol of Konkol Custom Homes. However, buyer can work with builder to build any design buyer prefers (pricing to adjust accordingly). The property is spectacular waterfront acreage with boat dock on boatable, skiable Lake Roper. Acreage is 12.4 +/- with some conservation. Zoned A-1 (agricultural zoning designation). Very quiet. Very private. No HOA and close to Winter Garden and Windermere amenities as well as all theme parks.

13377 Lake Butler Boulevard, Winter Garden
9940 Black Bear Lane, Winter Garden
$2,050,000
4 Beds ⋅ 5 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34787 Zip Code
Pre-Construction. To be built. This Custom Single-Story Modern Farmhouse by Lionshead Homes is a showstopper! Set on a serene 5-acre private oasis. Plenty of space for farm animals or just enjoy the open space and tranquil surroundings. Lionshead Homes has recently built custom homes near this property. So Buyers may view a recently completed home to get an idea of fit and finish and our quality craftmanship. Located in the Avalon Rural Settlement, you'll enjoy the country lifestyle without sacrificing proximity to shopping, entertainment and the suburban lifestyle of Hamlin and Winter Garden. Call for more information or to schedule a viewing appointment.

9940 Black Bear Lane, Winter Garden
13377 Lake Butler Boulevard, Winter Garden
$2,500,000
4 Beds ⋅ 5 Baths ⋅ 34787 Zip Code
Fantastic opportunity to purchase 12+ acres of private, quiet lake front property in Winter Garden/Windermere area on West Lake Butler Blvd. with 4+ acres high and dry and no HOA. Property currently boasts dock with electricity and boat lift on a skiable lake. There is an existing house that could be remodeled or torn down and start fresh. Home is 4961 square feet and built in 1990 with approximately 844 linear feet of lakefront property on Lake Roper. Home could also be built as a multigen and could be larger if needed with ample room for multiple garage spaces as well. This is a RARE OPPORTUNITY to acquire this much lakefront property and land but be in close proximity to city center, major thoroughfares, restaurants, theme parks, international airports. Value is in the land -- get a free house!

13377 Lake Butler Boulevard, Winter Garden
14902 Arrena Road, Winter Garden
$580,000
4 Beds ⋅ 3 Baths ⋅ Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
WATERFRONT--2 ACRES--NO HOA 7 Miles west of Disneys' main entrance...Winter Garden address with "A rated" schools listed on tax records. Close to many restaurants, shopping and other amenities. This is considered the 4 Corner Area because across Hwy 192 is Kissimmee, Hwy 27 is just a couple blocks west and if you go North it is Clermont and going south on Hwy 27 is Davenport. Piece of Paradise..Spacious..Upgraded...MOVE IN READY.. Expansive 2 car garage..workshop...storage...oversized.. Also approx 19X11 shed with an upper loft area ..The property is partially fenced. --..French doors open to a deck overlooks Lake Chapin in the rear of the property with fruit trees, banana trees, .. You will absolutely need to see to appreciate this home...even driving by, it is deceivingly large from just outside appearance.(almost 3400 Living sq ft). Beautifully maintained and Quality throughout.--Double Paned, tilt-out Windows with Marble sills--Well Maintained Bamboo Flooring (quality thicker boards ).Loads of Storage throughout and lighted closets...extra insulation in attic..Ceiling fans with wall controls and remotes..-French doors..-the list continues... A Central Kitchen that will delight the Chef --It has been thought out from past years of wants and needs and implemented. A WALL of Cabinetry..Corner Lazy susans upper and lower , pull out drawers ..under counter lights ..Convection oven and island cooktop with grill. Bar area opening into the Living room/ Dining room.. Split bedrooms plan and Master Suite has an extra room adjoining,which could be a exercise room, office, sitting room just to name a few. Large (approx 16x15) Suite has 3 solid core barn doors to close off the double walk in closet ROOMs and for the entrance door. Beautifully done Master Bath. (approx 13x9) Inside Laundry room with additional outlet for another refrigerator ..freezer. More than expansive (approx 16x13 sq ft) with a prestine pool table that can stay or go...your call.. This home makes a fantastic home for entertaining and/or family life with room to grow .. Come and see this home and you will want to make it yours..There is not another like it around. and it's so rare to find

14902 Arrena Road, Winter Garden
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Homes with No HOA for Sale in 34787 Winter Garden

34787 has roughly 40 to 50 active homes with no HOA on the market at any given time. They run from $199,999 to $5,995,000, with a median around $589,900. The typical one is about 1,924 square feet with 4 bedrooms. The list below is pulled live from the MLS, so it is current even when this write-up is not.

34787 homes with no HOA at a glance

Active listingsroughly 40 to 50
Median list price$589,900
Price range$199,999 to $5,995,000
Median size1,924 sq ft
Median bedrooms4
Median year built1978
Median days on market75

No HOA and optional HOA are not the same thing

Most searches lump these together. They are different to live in, and the difference is worth understanding before you rule a house in or out.

No association at all49No HOA, no dues, no architectural approval. You answer to the county and to any deed restrictions recorded on the plat, nothing else.
Association exists, membership optional0There is a community association but dues and membership are voluntary. No mandatory assessment, no enforcement arm, and usually no approval process for what you do with your own house. Many owners join for the amenities and nothing happens if you do not.

Neither one carries a mandatory assessment. That is the thing most buyers are actually trying to avoid when they search for no HOA. Deed restrictions can still exist in both cases and are recorded against the plat, so read them before you write.

34787 homes with no HOA by price range

under $300k6
$300k-$500k11
$500k-$750k13
$750k-$1M9
$1M+10

What to check before you write an offer

  • What no-HOA actually means for insurance and exterior upkeep
  • Deed restrictions can still exist without an HOA
  • Resale considerations
  • How to verify there is no association before writing an offer

Want any of these verified on a specific address? Call or text 407-616-9019 and we will pull it.

Frequently asked questions

How many homes with no HOA are for sale in 34787?

There are roughly 40 to 50 active at any given time. The list on this page comes straight from the MLS and updates on its own.

What do homes with no HOA cost in 34787?

The median list price is around $589,900, with the range running $199,999 to $5,995,000.

Does no HOA mean there are no rules at all?

No. A property can be free of an HOA and still carry deed restrictions recorded against the plat, and city or county code still applies. Always read the recorded restrictions before assuming.

Can you show me homes with no HOA in 34787?

Yes. Call or text 407-616-9019 and we will set up showings.

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