Winter Garden Land for Sale

Winter Garden Land for Sale

Welcome to Winter Garden, Florida – a charming city that beautifully blends the allure of small-town living with modern conveniences. Nestled just a short drive from the bustling heart of Orlando, Winter Garden boasts a rich history, vibrant community spirit, and stunning natural landscapes. With its picturesque downtown area, lined with historic buildings and inviting shops, residents and visitors alike can enjoy leisurely strolls, delightful dining experiences, and a variety of local events throughout the year.

One of the standout features of Winter Garden is its abundance of outdoor recreational opportunities. The city is home to numerous parks, lakes, and scenic trails, making it a haven for nature lovers and outdoor enthusiasts. Whether you prefer hiking, biking, or simply soaking in the sun, Winter Garden offers an idyllic backdrop for all your favorite activities.

For those seeking to build their dream home or invest in a prime piece of real estate, Winter Garden presents a fantastic opportunity with available land for sale. Imagine crafting your perfect sanctuary amidst the lush greenery and serene surroundings. With a variety of lot sizes and locations, you can choose a setting that suits your lifestyle – from quiet, residential neighborhoods to more expansive properties that offer room to breathe and grow.

As Winter Garden continues to thrive, it remains an attractive destination for families, retirees, and anyone looking to enjoy a high quality of life. Don’t miss your chance to be a part of this vibrant community. Explore the land for sale in Winter Garden today and start envisioning your future in this enchanting Florida city!

Newest Winter Garden Land for Sale

Hull Island Drive, Oakland
$850,000
34787 Zip Code
Rare 9.8± acre Lake Apopka waterfront parcel adjacent to the Hull Island community in Oakland! This private, wooded tract offers frontage on Lake Apopka plus canal frontage, sitting right alongside one of West Orange County's newest lakefront neighborhoods. Opportunities like this, with acreage, water and location, are hard to find in the Oakland/Winter Garden area. Ideal for a private estate, investors, or builders exploring future potential. Zoned A-1 in unincorporated Orange County. Access via a recorded 40-ft ingress/egress easement to Hull Island Dr. Minutes to the Florida Turnpike, historic downtown Winter Garden, the West Orange Trail, and Oakland's charming shops and dining. Property is located in Flood Zone AE; wetlands have not been determined. Buyer to verify flood zone, wetlands, buildable area, zoning, and intended use. Sold as-is. Bring your vision!

Hull Island Drive, Oakland
11711 Flynn Court, Winter Garden
$1,555,000
34787 Zip Code
YOU HAVE FOUND A TRUE GEM – 5.45-acre lake view homesite READY TO BUILD with NO HOA!! Say it again - NO HOA!! This high-and-dry property offers breathtaking views of Johns Lake, stunning sunsets, a peaceful and private setting surrounded by natural beauty, including mature bamboo. Build your custom dream home at your own pace—there is no time limit to build with the builder of your choice. This expansive acreage provides endless possibilities, whether you envision a private estate, hobby farm, or organic garden on this certified organic land; the possibilities are endless! Enjoy the privacy of a quiet cul-de-sac with no through traffic, creating a serene environment. Despite its tranquil setting, this property is conveniently located just minutes from major roadways including SR 429, SR 50, and the Florida Turnpike and offers easy access to Downtown Winter Garden, Winter Garden Village shopping, dining, and entertainment. You’ll also find it conveniently located to Walt Disney World, Universal Studios, and SeaWorld. Location, Location, Location! This rare acreage offers privacy, location, and natural beauty—truly one of Winter Garden’s best-kept secrets. Welcome to your private piece of paradise!

11711 Flynn Court, Winter Garden
17701 Seidner Road, Winter Garden
$980,000
Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code
Beautiful wooded lot ,Ready for a large Custom Estate home,Very very popular area,zoned Agricultural,nice quiet paved street, 2 lots available ,county minimum is 4.5 acres for subdividing

17701 Seidner Road, Winter Garden
1669 Markel Drive, Winter Garden
$389,000
Hillcrest SubDv. ⋅ 34787 Zip Code
No HOA! Build your new dream home on a prime vacant lot in an established Winter Garden community on E Fullers Cross Rd. This flat, clear 0.48-acre lot sits on a quiet, dead-end street in Hillcrest. Enjoy living minutes from DOWNTOWN WINTER GARDEN's charming historic district, Plant Street Market Place, and the Splash Pad. Launch your boat from the public ramp at nearby Newton Park to enjoy the natural beauty of Lake Apopka and the Dora Chain of Lakes. Septic system required. Custom home plans are available, or choose your floor plan and builder for a home up to 65 feet wide. 80% lot financing is available through a preferred lender. Build your new dream home on a quiet, dead-end street in a mature neighborhood in desirable Winter Garden, Florida.

1669 Markel Drive, Winter Garden
17206 Red Bird Road, Winter Garden
$824,900
34787 Zip Code
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
880 W Plant Street, Winter Garden
$2,500,000
34787 Zip Code
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
144 Tildenville School Road, Winter Garden
$899,900
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
208 3rd Street, Winter Garden
$435,000
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
552 Walker Street, Oakland
$1,195,000
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
Arrowhead Boulevard, Winter Garden
$299,900
34787 Zip Code
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
523 Walker Street, Oakland
$595,000
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
17101 Arrowhead Boulevard, Winter Garden
$299,000
Arrowhead Lakes SubDv. ⋅ 34787 Zip Code
Ready to build spring fed lakefront lot. Well, Septic, Electricity, Fishing Dock, Boat Ramp, Shed, Private Gate are on site. Experienced Local Builder is available to provide more information at buyers' request. A2 zoning. A schools. No HOA. Established neighborhood. Eligible Impact fees credit according to Orange County. 11 minutes to Disney World. 14 minutes to Orange County National Golf Center and Lodge. 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
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