Winter Garden Land for Sale

Winter Garden Land for Sale

Welcome to Winter Garden, Florida – a charming city where the warmth of Southern hospitality meets the vibrant spirit of modern living. Nestled just a short drive from the bustling attractions of Orlando, Winter Garden boasts a unique blend of historic charm and contemporary conveniences. With its picturesque downtown area, adorned with quaint shops, delightful eateries, and a lively farmers' market, this city is a haven for those seeking a close-knit community and a relaxed lifestyle.

Winter Garden is not just a place to live; it’s a lifestyle. Residents enjoy access to a plethora of outdoor activities, thanks to the stunning West Orange Trail, which winds through the area, perfect for walking, biking, and soaking up the sun. The city is also home to beautiful parks, such as the popular Newton Park, where families can gather for picnics or enjoy recreational activities.

If you’re considering investing in land, Winter Garden offers a remarkable opportunity. With parcels of land for sale, you can create your dream home or develop a project that reflects your vision. The area's rapid growth and development make it an ideal location for investors and builders alike. Whether you're looking to build a cozy retreat or a vibrant community, the possibilities are endless.

Embrace the charm of Winter Garden and discover why so many are choosing to call this enchanting city home. With its perfect blend of nature, community, and opportunity, Winter Garden is not just a place to live – it’s a place to thrive. Don’t miss your chance to be part of this flourishing community!

Newest Winter Garden Land for Sale

RARE corner 2.5-acre homesite in Winter Garden's sought-after Lake Avalon. No HOA and A-1 zoning that welcomes a custom estate, ADU, extra garage, barn, horses, or RV and boat storage. High and dry with gentle slope, mature trees, and a mix of cleared and wooded ground already prepped for plans and permitting, this 333-by-327-foot parcel offers real, usable space and strong frontage just minutes from Hamlin Town Center, Horizon West amenities, and Disney's back entrance. Enjoy country privacy without giving up convenience or top-rated schools. Utilities and survey are available; bring your own builder or partner with a local custom firm that knows the area. Corner, no-HOA acreage this close to the growth corridor is increasingly scarce - an opportunity to design the property you've been waiting for rather than settle for a typical subdivision lot.

17206 Red Bird Road, Winter Garden

Introducing a once-in-a-generation opportunity on Winter Garden's coveted Plant Street in Downtown Winter Garden's Golf Cart District. Opportunities like this on Plant Street don't come around often - and rarely at this scale. This offering combines four contiguous parcels totaling 2.73 acres of Low Density Residential land - less than one mile from shops, restaurants, and Downtown Winter Garden's weekly Farmers Market. Within walking distance, enjoy access to the 22-mile West Orange Trail, where 55,000 to 60,000 pedestrians, cyclists, and skaters traverse every single month. Assembled acreage of this size and location rarely comes available in Winter Garden. Whether you're a builder or developer looking to create a boutique residential enclave, or a private buyer dreaming of a custom estate just steps from downtown, this property offers the space, setting, and zoning flexibility to make it happen. Live where golf carts double as the neighborhood's favorite mode of transportation, where tree-lined streets lead straight into historic downtown, and where the West Orange Trail connects you to miles of biking and walking through Central Florida's most charming small town. Contact us for a private viewing today! **Existing structure is currently tenant-occupied. Appointments are required to access the property. Do not visit the property without a confirmed appointment.**

880 W Plant Street, Winter Garden

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

Twin City Dev Co Sub SubDv. ⋅ 34787 Zip Code

9,431 SF. 75' x 125'. R-2. Just blocks from Historic Downtown Winter Garden. A prime infill opportunity offering approximately 0.22 acres in an established area where new construction and redevelopment continue to reshape the surrounding blocks. The fully fenced lot offers R-2 zoning, no HOA, and an existing income-producing home with water and electric utilities already connected. Currently rented by the room, the property generates approximately $1,425 per week / $74,100 annualized gross income at current rents, creating the opportunity to collect income during the holding, planning and permitting period. Delivered occupied or vacant at buyer's election. The R-2 zoning and 9,431 SF lot offer meaningful flexibility for future redevelopment, with the potential for a 3,000+ SF building footprint and a substantial new build, subject to applicable zoning requirements and City approvals. Location completes the picture. Just blocks from Plant Street, the West Orange Trail, Downtown Winter Garden's restaurants, shops, cafés, farmers market and entertainment, with convenient access to Lake Apopka, SR-429 and Florida's Turnpike. 0.22 Acres. 9,431 SF. 75' x 125'. R-2. Utilities Connected. No HOA. $1,425/Week Gross Income. Own the land, collect the income, and plan what comes next. Opportunities like this near Downtown Winter Garden do not stay available long—schedule your private showing today.

208 3rd Street, Winter Garden

Briley Farm Ph 1b SubDv. ⋅ 34787 Zip Code

Discover an exceptional opportunity to build a custom lakefront residence on Lot 45 in Briley Farm Phase 1B. Located at 552 Walker Street in Oakland, this approximately 0.82-acre homesite offers beautiful Lake Apopka views, direct lake frontage and generous space to create a personalized retreat exclusively with Element Home Builders. With no predetermined floor plan, buyers can collaborate with Element to create a custom design subject to applicable approvals. Briley Farm offers a peaceful setting near downtown Winter Garden, the West Orange Trail, shopping, dining and major roadways. Public water, public sewer, electricity and natural gas are available within the community. The list price is for the homesite only and does not include home construction. The purchaser must build with Element Home Builders; outside builders are not permitted.

552 Walker Street, Oakland

1 acre of beautiful mature trees with a mixture of oaks and Cypress towards the lakefront. Utilities on site. Located on a spring fed lake. Ok for boats, skis, etc. Great school district. Ag zoning , ADU allowed (2nd dwelling with restrictions) , paved road with easy access to commute. This is your slice of paradise you've been waiting for. Bring your own builder with NO HOA!!!

Arrowhead Boulevard, Winter Garden

Briley Farm Ph 1b SubDv. ⋅ 34787 Zip Code

Build your custom residence on Lot 21 in Briley Farm Phase 1B, a thoughtfully designed community in Oakland, Florida. Located at 523 Walker Street, this approximately 0.52-acre interior homesite offers the opportunity to create a custom home exclusively with Element Home Builders, with no predetermined floor plan. Enjoy a desirable location near charming downtown Winter Garden, the West Orange Trail, shopping, dining and major roadways. Public water, public sewer, electricity and natural gas are available within the community. The list price is for the homesite only and does not include home construction. Home designs, architectural plans and improvements are subject to Element Home Builders, community and governmental approvals. Buyer and buyer’s agent are responsible for independently verifying acreage, dimensions, utilities, taxes, HOA information, building requirements and restrictions.

523 Walker Street, Oakland

Arrowhead Lakes SubDv. ⋅ 34787 Zip Code

Opportunity to own a ready to build spring fed lakefront land. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge.A2 zoning. A+ schools. No HOA. Established neighborhood. Well, Septic, Electricity, Fishing Dock, Boat Ramp, Shed, Private Gate are all ready and permitted. All you need is the Architectural and Engineering plans. Farmland Rural District, which allows for agricultural uses, single-family homes, and modular dwellings. Property is being sold As-Is, Where-Is. Buyer and buyer’s agent to conduct their own due diligence to verify all property information, including utility access, zoning, setbacks, and land use possibilities.

17101 Arrowhead Boulevard, Winter Garden

Hickory Lake Estates SubDv. ⋅ 34787 Zip Code

One of the only lakefront lots located in the highly desirable Horizon West area and minutes from Disney. Offering direct water frontage with breathtaking sunset views right from your back yard, this property captures the best of Florida living—peaceful, scenic, and close to everything. Enjoy skiing, kayaking, paddleboarding and fishing from your own backyard on the clear waters of Lake Hickory Nut. This stunning lot provides ample space to design a custom home that maximizes privacy and panoramic vistas. Plans are available for a 4,400SF estate home including ADU for in-laws, multigenerational living or rental for extra income. Situated just minutes from Orange County Country Club with top-rated schools, dining, shopping, and major highways, this location blends natural beauty with everyday convenience. Don't miss this chance to own a piece of paradise in one of the most desirable areas in the U.S. Rare opportunities like this don’t come often. Secure your slice of lakefront paradise and start building the lifestyle you’ve been dreaming of.

9444 Lake Hickory Nut Drive, Winter Garden

Discover the potential of this exceptional 0.54-acre vacant lot in the heart of established Winter Garden. Measuring approximately 120 feet wide by 200 feet deep, this residentially zoned (R-2) property offers an outstanding opportunity to build your dream home or make a smart investment in one of Central Florida's most desirable and rapidly growing communities. Enjoy the freedom of no HOA and the added benefit of being located outside the flood zone. Ideally situated just minutes from Winter Garden Village at Fowler Groves, Historic Downtown Winter Garden, charming parks, museums, unique boutiques, and an array of popular restaurants, AN on going expending 209-acre park that offers a variety of outdoor activities and natural experiences is only few minutes away from this land , the value is growing . This property combines peaceful residential living with convenient access to everyday amenities. Florida's Turnpike is just minutes away, providing easy commuting throughout Central Florida. Whether you're planning to build now or invest for the future, this prime homesite offers endless possibilities. Don't miss your chance to secure this incredible property and schedule your visit and make your offer today!

Avalon Road Unit 53, Winter Garden

Overstreet Crate SubDv. ⋅ 34787 Zip Code

Rare vacant lot in the heart of East Winter Garden — cleared, graded, and ready to build! This 70' x 140' lot (0.23 acres) sits in the coveted Golf Cart District, just minutes from the charm of Downtown Winter Garden, the West Orange Trail, local dining, shops, and the Saturday Farmers Market. Zoned R-2 with ADU approval already in place — a true value-add opportunity for investors, builders, or future homeowners looking to maximize the lot's potential. Approved permits secured and renderings for the single-family home available upon request. Don't sleep on one of the last buildable lots in this rapidly growing, in-demand neighborhood. Opportunities like this in Winter Garden don't last.

441 E Cypress Street, Winter Garden

PRIME WINTER GARDEN LAND OPPORTUNITY – 0.54 ACRES | R-2 ZONING Located along Avalon Rd in the highly desirable Winter Garden corridor, this 0.54-acre residential parcel offers an excellent opportunity for builders, investors, or end-users looking to secure land in one of Central Florida’s fastest-growing areas. Zoned R-2, the property allows for flexible residential development, ideal for a custom home or income-producing project. With 120 feet of frontage and nearly 200 feet of depth, the lot provides a well-proportioned footprint for efficient site planning and design. Situated in Flood Zone X (no flood insurance required) and with electricity, cable, and high-speed internet available nearby, this parcel presents a straightforward path for future development. The area continues to experience strong growth driven by proximity to major roadways, employment centers, and lifestyle amenities. Enjoy convenient access to the charm and energy of Historic Downtown Winter Garden, as well as major retail and dining at Winter Garden Village. The location also benefits from its connectivity to the greater Orlando market, making it attractive for both resale and rental strategies. Whether you're looking to build, hold, or invest, this parcel offers location, flexibility, and long-term upside in a proven growth market.

Avalon Road, Winter Garden

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