Winter Garden Land

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

$875,000

Lake Highlands 23-22-26 SubDv. ⋅ 34787 Zip Code

Rare opportunity to own 5 acres of highly versatile land near Orlando, Clermont, and Winter Garden, located at 16838 Old Highway 50 in one of Lake County’s rapidly growing corridors. With 300 feet of frontage and already divided into three parcels, this property features agricultural, commercial, and residential zoning, creating endless possibilities for developers, builders, investors, or anyone searching for Orlando land for sale, Clermont development land, Winter Garden acreage, or Central Florida investment property. Positioned in a high-growth area with ongoing expansion and development, the property is ideal for residential development, mixed-use projects, future commercial opportunities, equestrian use, farming, or multi-generational living. There is ample space for animals, horses, barns, stables, workshops, and agricultural operations, offering flexibility for both personal and investment use. As an added bonus, the property includes two manufactured homes. One has been fully remodeled within the last two years with a new kitchen, updated flooring, and extensive renovations completed down to the studs, making it suitable for immediate occupancy or rental income. The second manufactured home is a 4-bedroom, 2-bath residence currently used for storage, but it can easily be converted into a guest home, in-law suite, or additional living space. The property also features a city-converted self-watering system, with additional details available from the listing agent. With flexible zoning, prime frontage, rare acreage, and close proximity to Orlando, Clermont, and Winter Garden growth areas, this is an exceptional opportunity to secure Central Florida land with significant future upside. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**

16838 Old Highway 50, Winter Garden

$200,000

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

$1,295,000

Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your oasis—a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. These professionals bring years of experience and dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock, perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle, where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

556 Walker Street, Oakland

$299,000

Developer alert! Secure this rare residential lot that has plans for the construction of FOUR (4) RESIDENTIAL UNITS. Incredible opportunity to secure a multi-family development site complete with fully drafted architectural plans for a 4-unit building. Skip months of initial design work and the associated architectural expenses because these plans are completed and ready for submission to the city for permitting. The property features a flat and clear lot located in a high-demand area with strong rental and resale potential. Ideal project for a builder or investor looking to streamline their timeline and maximize returns. Buyer to verify all utilities, zoning requirements, and city permitting processes. Sold as-is with plans included.

9th Street, Winter Garden

$1,295,000

LAST DEVELOPER OWNED LOT IN BILEY PHASE 1. Lakefront homesite with the ability to add your own private dock. Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. Each of these professionals brings years of experience and a dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock—perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle—where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

556 Walker Street, Oakland

$395,000

Are you looking for a perfect place to build your dream home? Look no further than this expansive open space, featuring stunning lakefront sunsets over Lake Apopka, one of the largest and most beautiful lakes in Central Florida. This 3.0 acre lot offers breathtaking views of true Florida it's surrounding nature, as well as access to fishing, boating, and wildlife watching. You will enjoy the tranquility and privacy of this lot, while being close to the amenities and attractions of Winter Garden, a charming and historic city with a vibrant downtown, farmers market, and festivals. Winter Garden boasts premier dining, shopping, and top-rated schools. An unparalleled blend of land, location, and lifestyle. Experience true freedom from HOA or CDD fees and restrictions. Don't miss this rare opportunity to own a piece of paradise on Lake Apopka! Bring your own builder and create a custom masterpiece in this highly sough after location, and take advantage of the luxury of expansive open space and the upscale charm of Winter Garden. Sample site plan, with wetland impact, available upon request.

1401 N Fullers Cross Road, Winter Garden

$895,000

Under contract-accepting backup offers. Welcome to Briley Farm, a picturesque community nestled along the serene shores of Lake Apopka. This premium lot offers the perfect opportunity to design and build your custom dream home in one of Central Florida’s most sought-after lakefront neighborhoods. With plenty of space and stunning views, this homesite is ideal for creating your personal oasis—whether that’s a timeless farmhouse, a classic Southern estate, or a luxurious lakeside residence. You’ll have the option to work with one of our three trusted builders, each known for their exceptional craftsmanship and personalized approach: Pioneer Builders, J&J Building, and Element Home Builders. Each of these professionals brings years of experience and a dedication to turning your vision into reality. This lot is situated within a peaceful, beautifully maintained community that combines the tranquility of lakeside living with convenient access to local shops, dining, and major roadways. With utilities already in place and minimal site preparation required, you're ready to get started on building the home you’ve always dreamed of. As a lakefront property owner, you'll also have the opportunity to add a private dock—perfect for boating, fishing, or simply soaking in the stunning sunsets over Lake Apopka. This is a rare opportunity to become part of the Briley Farm lifestyle—where quality, nature, and community come together. Don’t miss your chance to build in Briley Farm, Okland's newest custom home community. Reach out today for more information or to schedule a private tour.

537 N Pollard, Oakland

$550,000

Bray J W F Add 01 SubDv. ⋅ 34787 Zip Code

Prime Vacant Land in the Heart of Downtown Winter Garden. Rare opportunity to own a 16,338 sq. ft. vacant lot perfect to build a custom home, two single family homes or a duplex. in the picturesque downtown Winter Garden area. Just a short walk to Plant Street, this property is ideally situated near the vibrant heart of the city, offering unmatched convenience and charm. This spacious lot provides endless possibilities in one of Central Florida’s most sought-after communities. Downtown Winter Garden is known for its welcoming atmosphere, featuring award-winning restaurants, boutique shops, theaters, local events, and a lively cultural scene. Enjoy walkability, historic character, and modern amenities all in one location. Whether you envision a private residence or an investment opportunity, this property offers an exceptional chance to build in a thriving area.

47 Oak Street, Winter Garden

$400,000

Winter Garden 2 lots surrounded by commercial/industrial properties. Close to Highway 50, the Turnpike, and SR 429.

12325 & 12303 Stagg Road, Winter Garden

$119,000

Mary Jean Sub SubDv. ⋅ 34787 Zip Code

Build your dream home or investment property! Owner is willing to turn over the plans for a single family home for you to start the project right away and potentially saving you thousands. Quiet street with lots of mature oak trees and new construction in the area. 5 min from the iconic downtown Winter Garden, 3 minutes away from gorgeous Lake Apopka, and less than a mile from the 429. You will enjoy super convenient access to SR 429, SR 50, Florida's Turnpike, and the SR 408. Disney, Universal, downtown Orlando, and the Orlando Eye are easy drives. The neighborhood is not part of an HOA, so no annual association fees are due. Public Water/Sewer/Electric connections are available. Don't miss this opportunity. Make an offer now!

188 Mary Street, Winter Garden

$799,900

Acreage & Unrec SubDv. ⋅ 34787 Zip Code

Serene 5 acre property! Zoned for residential and agricultural use. Whether you envision building your dream home, farming or simply enjoying the peaceful landscape, this land offers country living without sacrificing city amenities. For those looking for a turnkey solution, the property is also available as a to-be-built custom home opportunity with Lionshead Homes, allowing buyers to design and build a luxury residence tailored to their lifestyle. Conveniently located just 7 minutes to Publix at Hamlin or Publix at Stoneybrook. Shopping, dining, medical offices, hospitals, movie theater are all close by! Disney World 20 minutes. Orlando International Airport 35 min. Contact us for additional information and take the first step towards owning your slice of rural paradise!

9940 Black Bear Lane, Winter Garden

$575,000

Briley Farm, Central Florida’s newest custom home community, sits on 111 acres of lush landscape in Oakland, Florida. Here, you’ll have the opportunity to build your dream custom home with Pioneer Builders on a .45-acre corner lot. Pioneer Builders is renowned for their commitment to craftsmanship, attention to detail, and creating homes that reflect each client’s unique style. Every residence is meticulously designed to complement its natural surroundings, with spacious floor plans that flow from room to room—airy yet cozy and ready for your personal touch. Enjoy the perfect balance of indoor and outdoor living, set against serene scenery while remaining close to shopping, restaurants, and major highways. Briley Farm offers comfortable countryside living under a canopy of welcoming trees, crafted to embody the lifestyle you’ve been searching for. Stop by our sales office today to start building your dream home with Pioneer Builders!

514 N Pollard Street, Oakland

$2,700,000

Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code

Probably the finest site for a huge estate home in Orange County! No need to move almost an hour away to Montverde just to find enough land to build your private estate or Equestrian estate when this gem is minutes to Windermere and everywhere you want to be. This highly sought after 10 acre property in the Lake Avalon rural settlement, is a declining citrus grove and sits on the highest elevation in West Orange County, which affords it incredible views in every direction. If you build a two story home on the property with a balcony situated just right, you can see all the way to Orlando, Windermere, and the nightly Walt Disney World fireworks. There is a contract in place for reclaimed water for irrigation and a clean well on the property for drinking water. This dream property is just minutes from the thriving downtown Winter Garden Village, Hamlin center, downtown Windermere and minutes to the 429 expressway to downtown Orlando, Disney, and all major shopping , dining, and attractions. This lot is a rare find! There is nothing like it on the market, and there never will be again, as quality parcels of country real estate are disappearing. Don't miss your chance to own your dream piece of country paradise!

17902 Seidner Road, Winter Garden

$1,000,000

VERY RARE FIND . EXCELLENT LOCATION IN WINTER GARDEN . CLOSE TO HWY 50 ON 9TH STREET . SITE APPROVED FOR 5400 SQ FOOT BLD MANY USES . COMES WITH BUILDING PLANS AS WELL , READY TO BUILD . GROUND LEASE OPTION IS ALSO AVAIABLE .

851 9th Street, Winter Garden

$2,500,000

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 rebuilt as a multigen and could be larger if needed with ample room for multiple garage spaces as well (example of possible home and floor plan attached in photos). 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. Example photos of possible home and floor plan provided by custom home builder, David Konkol Custom Homes.

13377 Lake Butler Boulevard, Winter Garden

$975,000

Lake Avalon Groves Rep SubDv. ⋅ 34787 Zip Code

Cleared and ready for your dream home! Welcome to 17144 Phil C Peters Road, a serene retreat nestled in Winter Garden, where country charm meets modern convenience. The large 2.5 acre property is high and dry with direct frontage on Phil C Peters Rd. The front of the property is dotted with a mature oaks, canopy and the middle and rear of the property is mostly open and flat providing plenty of space for a new custom home and potential barn, garage, garden, etc. Farm animals are welcome! This property is perfect for those craving space and tranquility while staying connected to city conveniences. Located just 5 minutes from shopping and dining in Hamlin and Stoneybrook West. Close proximity to top rated public and private schools. Property comes with impact fee credits and a newer well already onsite. Listing Broker is the owner of Lionshead Homes. Lionshead Homes will design and build your new custom dream home, if desired. Floor Plans available upon request.

17144 Phil C Peters Road, Winter Garden

$59,000

Loveless J S Add 01 SubDv. ⋅ 34787 Zip Code

Excellent parcel in downtown Winter Garden. Great location.

764 Klondike Street, Winter Garden

$400,000

This is a wetland property. W Orange Country Club Drive in Winter Garden, Florida 34787. "Zoning: C-2" Nestled in a desirable and well-established area. This county currently is not allowing anything to be built on it. Pin Location: Latitude 28.49896925, Longitude -81.58828662. Note: buyers I emphasize the importance of conducting thorough due diligence to ensure that the property meets your expectations and requirements.

W Orange Country Club Drive, Winter Garden

$129,900

Siplin Heights SubDv. ⋅ 34787 Zip Code

JUST REDUCED No homeowner association, two separate entrances. Existing home was demolished in 1999. Build your dream home on this beautiful lot, almost half acre lot, located in the heart of Winter Garden close to newly build homes. This vacant lot is 140’ in width. The average home lots in the area is 45’ in width. Just blocks away from many schools, restaurants, shops, major Hwy's and the Crooked Can Brewery. Enjoy the farmers market every Saturday or keep active at the West Orange Trail.

14577 Siplin Road, Winter Garden

$1,250,000

Avalon Hills Sub SubDv. ⋅ 34787 Zip Code

Discover 5.1 beautiful acres in Avalon Hills, an exclusive community featuring just 16 premium luxury home 5 acre lots. No need to move almost an hour away just to find some land and more privacy when this gem is minutes to Windermere and everywhere you want to be. This vacant land represents the essence of premium real estate, nestled at the end of a one-way street ending in a serene cul-de-sac bordered by State conservation land that will never be developed. Imagine crafting your dream home on the premier lot, perched on a gentle hill overlooking the entire neighborhood. The elevation advantage allows for breathtaking sunset views that you can relish right from your front door. Numerous mature oak trees throughout the property offer splendid options for integrating them into your home's design. While maintaining the tranquil country atmosphere, you'll still enjoy all the advantages of a Winter Garden zip code while paying Lake County taxes and still be minutes to Windermere and surrounding areas. Nearby luxury estates ensure your new home will fit seamlessly into this elegant neighborhood. It gets better, you will have the freedom to choose any builder you prefer. Minutes to Windermere, Hamlin, Winter Garden Village, and the 429 Expressway to Disney, Downtown Orlando, and all major shopping, restaurants, and attractions. This lot is truly a rare find, as there's nothing quite like it currently on the market. Don't miss this chance to own your piece of paradise! all measurements and zoning restrictions to be verified by the buyer/ buyers agent.

10133 Colt Lane, Winter Garden

$7,500,000

Vacant Land For Sale! This property offers a very unique opportunity. Property located in “Village I” of Horizon West Master Development Plan created by Orange County to proactively manage the considerable population and housing growth in southwest orange County. A total area of 28,000 acres was zoned appropriately and 45,000 households, 6 villages, a Town Center, Golf Courses and more expected at completion. 1 miles west of Expressway 429. Minutes from Windermere, Downtown Orlando and Disney. Area has seen a increase in land value. Trend should continue as residential and commercial development plans go up.

17999 Old Ymca Road, Winter Garden

$1,800,000

CITY OF WINTER GARDEN HAS APPROVED A NEW OVER LAY ALLOWING 10 UNITS PER GROSS ACRE HIGH DENSITY ZONING~THIS PART OF A BEAUTIFCATION OF EAST WINTER GARDEN AREA MAY ALLOW FOR ADDITTIONAL FINANCIAL INCENTIVES FOR THE DEVELOPER~THE PROPERTY IS 1.8 ACRES, ZONED FOR 10 UNITS PER ACRE, AND IS LOCATED ACROSS FROM THE AUTO AUCTION, ADJACENT TO THE CROWN, CORK AND SEAL, VERY CLOSE TO HIGH TECH INDUSTRIAL PARK, AND NEW APARTMENT COMPLEX OFF OF PLANT STREET. QUICK ACCESS TO THE 429 AND HWY 50, WITHIN 2 MILES FROM DOWNTOWN HISTORIC WINTER GARDEN. PROPERTY IS BEING SOLD "AS IS" SEE ATTACHMENTS FOR MORE INFORMATION~CITY OF WINTER GARDEN WILL LOOK AT DRAWINGS OF DEVELOPMENT PROPOSAL TO APPROVE ANY ZONING CHANGES~HIGHLY DESIRABLE HISTORIC WINTER GARDEN LOCATION~WINTER GARDEN EAST SIDE DEVELOPMENT OVERLAY IN PLACE.

1211 E Maple Street, Winter Garden

$16,000,000