Winter Park Land for Sale

Winter Park Land for Sale

Welcome to Winter Park, Florida—a picturesque city nestled in the heart of Orange County that perfectly blends small-town charm with vibrant urban living. Known for its stunning lakes, lush parks, and historic architecture, Winter Park is a haven for those who appreciate natural beauty and cultural richness. With its tree-lined streets and a thriving arts scene, this enchanting city offers an array of activities, from boutique shopping and fine dining to outdoor festivals and art galleries.

For those looking to invest in their future, Winter Park presents an exciting opportunity with prime land for sale. Imagine crafting your dream home or developing a project in a community celebrated for its family-friendly atmosphere and exceptional schools. The available land in Winter Park is not just a plot; it’s a canvas for your vision, set against a backdrop of beautiful landscapes and a welcoming community.

Residents enjoy easy access to a variety of recreational activities, including boating, fishing, and biking along the scenic trails that wind through the area. The renowned Winter Park Chain of Lakes offers a serene escape, while the local farmers' market and seasonal events foster a strong sense of community.

With its convenient location just a stone’s throw from downtown Orlando, Winter Park combines the tranquility of suburban living with the excitement of city life. Whether you’re looking to build a family home or invest in a promising piece of real estate, Winter Park’s land for sale is a golden opportunity waiting for you. Embrace the chance to be part of this charming city and create a life filled with beauty, culture, and endless possibilities!

Newest Winter Park Land for Sale

$1,894,400
Parklando 03 SubDv. ⋅ 32789 Zip Code
Welcome to 2614 Parkland Drive. This is your chance to own a showpiece location with zoned for the coveted Audubon Park K-8 and Winter Park High School districts.

2614 Parkland Drive, Winter Park
$1,750,000
Sylvan Park SubDv. ⋅ 32789 Zip Code
Exceptional opportunity to build on beautiful Lake Sylvan with this 0.37-acre (approximately 16,603-square-foot) lakefront homesite. Offering a picturesque waterfront setting, the property is ideally positioned just minutes from Park Avenue's shops and restaurants, major roadways, leading hospitals and top private schools. Create a custom lakefront residence tailored to your vision in one of Central Florida's most desirable waterfront settings. For buyers seeking inspiration, a separately listed proposed new construction residence designed specifically for this homesite is available for review. See MLS #O6407606 for renderings and conceptual plans illustrating one potential vision for the property.

313L Sylvan Drive, Winter Park
$2,200,000
Lake Sylvan Shores SubDv. ⋅ 32789 Zip Code
Exceptional opportunity to build your dream home in one of Winter Park’s most sought-after neighborhoods! This cleared, vacant homesite is ready for construction and offers the perfect canvas to create a custom residence tailored to your vision. Nestled on a quiet street, the property is surrounded by beautiful homes while providing convenient access to Park Avenue’s renowned shopping and dining, Rollins College, top-rated schools, parks, golf courses, and major roadways. Whether you’re a builder, investor, or future homeowner, this is a rare chance to secure a prime piece of land in an established community where new construction opportunities are increasingly limited. Don’t miss the chance to bring your vision to life in the heart of Winter Park!

1415 Grove Terrace, Winter Park
$449,000
32789 Zip Code
Some opportunities don't announce themselves. They show up quietly in Winter Park's most sought-after zip code, waiting for someone who knows exactly what to do with them. This vacant lot inside Waterbridge sits in the 32789 zip code, a rare chance to build the home you've always had in mind, in a neighborhood that has already decided who it is. Waterbridge is a tight-knit, tree-lined enclave where the homes are custom and the neighbors stay. Lots like this do not come available often. The address puts you minutes from Park Avenue's galleries and weekend farmers market, AdventHealth Winter Park, and the employers and services that make this corridor one of Winter Park's most connected. The schools zoned here, Glenridge Middle and Winter Park High, are among the most respected in Orange County and part of why buyers seek out this zip code specifically. Build the primary suite you've never been able to find. Design the kitchen around how you actually cook. Choose the ceiling heights, the materials, the layout. Every decision a resale home will never let you make is yours to make here. A lot in Waterbridge represents something that rarely surfaces: the convergence of a blank canvas and a proven address.

Jessica Court, Winter Park
$1,595,000
Tuscany Terrace SubDv. ⋅ 32789 Zip Code
Exceptional opportunity in the heart of Winter Park - a truly premier and irreplaceable homesite offering rare scale, privacy, and extraordinary future build potential. The primary value is in the land, presenting an unparalleled canvas for a custom luxury residence, with virtually no comparable vacant land available in the immediate vicinity. Set on a tranquil small lake that provides remarkable serenity and picturesque water views, this property combines peaceful natural surroundings with unbeatable walkability. Ideally positioned just steps from the Racquet Club, moments to Park Avenue's renowned dining, boutiques, and cultural venues, and within easy reach of the Winter Park Chain of Lakes. The location also offers the distinct prestige of residing within the coveted "Vias" of Winter Park, a collection of streets long regarded as one of the city's most established and desirable residential enclaves. Whether envisioned as a modern architectural statement or an elegant estate home, this site delivers the location, setting, and versatility sought by discerning builders, investors, and end users alike - a rare chance to secure one of winter Park's most desirable land offerings in a highly established neighborhood.

1113 Via Del Mar, Winter Park
$1,450,000
Killarney Estates SubDv. ⋅ 32789 Zip Code
STUNNING SUNSET VIEWS OF LAKE KILLARNEY FROM THIS CORNER LOT SITUATED ON A SERENE PRIVATE BRICK DEAD END STREET WITH 65 FEET OF LAKE FRONTAGE. BUILD YOUR LAKEFRONT DREAM HOME AND ADD A BOAT DOCK FOR THIS PRIVATE LAKE EXPERIENCE. THIS IS A RARE FIND IN WINTER PARK. SELLER IS ALSO OFFERING TO EXTEND CURRENT LOT TO INCLUDE AN ADDITIONAL 40 X 65 FROM BACK LOT LINE. THIS ADDED LAND BRINGS THE LOT SIZE TO 155 X 65. or 10,000 SF. IF BUYER WANTS THIS ADDITIONAL LAND THE PURCHASE PRICE WILL BE $1,600,000. CURRENT RESIDENCE ON LOT WAS BUILT IN 1947 AND WOULD NEED TO BE COMPLETELY REMODELED AND RENOVATED. WALKING DISTANCE TO HILLSTONE, TRADER JOE'S, ETC. AND A SHORT DRIVE TO PARK AVE AND ROLLINS COLLEGE.

120 Broadview Avenue, Winter Park
$650,000
Albert Lee Ridge Add 02 SubDv. ⋅ 32789 Zip Code
Rare opportunity to build your dream home in one of Winter Park's most desirable locations. Situated on nearly half an acre, this oversized waterfront homesite offers approximately 133 feet of canal frontage on beautiful Lake Bell with direct lake access and skiing permitted. Nestled on a quiet dead-end street, the property provides a private setting while remaining just minutes from Park Avenue, Downtown Orlando, College Park, shopping, dining, and major roadways. Existing home on site is being sold as-is. Whether you envision a custom luxury estate or a complete redevelopment, this exceptional waterfront parcel presents endless possibilities in the heart of Winter Park.

1009 Lake Bell Drive, Winter Park
$2,690,000
Sicilian Shores SubDv. ⋅ 32789 Zip Code
One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s, this .48-acre homesite offers a fantastic combination of a prime location, a large lot, and surrounded but gorgeous homes. The lot is cleared and ready to build! The current owners have thoughtfully commissioned architectural plans by renowned Winter Park architect Gary Hancock. With the Seller's impeccable taste and luxurious finishes, every detail was meticulous designed. The architectural and interior design plans could provide a jump start on your new stunning custom home. While plans are available, buyers also have the flexibility to bring their own vision to life. Ideally located just minutes from Park Avenue and surrounded by some of Winter Park’s most beautiful lakefront homes, this homesite also enjoys close proximity to the Winter Park Racquet Club, Kraft Azalea Garden, Phelps Park, and the Winter Park YMCA. Zoned for top-rated schools including Dommerich Elementary, Maitland Middle, and Winter Park High. A truly special opportunity to create a custom residence in one of Winter Park’s most coveted settings.

620 Pinetree Road, Winter Park
$1,350,000
South Lakemont Shores SubDv. ⋅ 32789 Zip Code
Lakefront home on over 1 acre in Winter Park with approximately 95 feet of frontage on Lake Spier. Positioned on a private, spring-fed lake, this property presents a rare opportunity to build a brand-new luxury residence or thoughtfully renovate the existing home into a refined lakefront retreat. The expansive lot widens toward the water, creating an exceptional setting for outdoor living, privacy, and long-term value. Located in one of Winter Park’s most established areas, just minutes from Park Avenue, top-rated schools, and everyday conveniences, this is a unique canvas for those looking to create something truly special. No HOA. No CDD.

1881 Lake Spier Drive, Winter Park
$459,900
Golfview SubDv. ⋅ 32789 Zip Code
Ready to build your dream home or invest in one of Winter Park’s most desirable locations? This oversized, one-of-a-kind lot is ideally situated just across from Dubsdread Golf Course and only minutes from Park Avenue, Winter Park Village, dining, shopping, and entertainment. Enjoy convenient access to major roads while still being nestled in a highly sought-after neighborhood. Located within a top-rated school district, including Princeton Elementary. A rare opportunity in Winter Park—don’t wait to make this exceptional property yours.

3601 Midiron Drive, Winter Park
$899,000
Fairbanks Park SubDv. ⋅ 32789 Zip Code
Rare corner lot with stunning views of Lake Midget, located in the heart of Winter Park within an area of modern new-construction homes. This build-ready property offers an exceptional opportunity to create a custom residence in one of the city’s most desirable neighborhoods. Just minutes from Park Avenue and Winter Park Village, with easy access to premier dining, shopping, and entertainment. Lots like this are seldom available. Whether you’re envisioning a custom residence or an investment in one of Central Florida’s most desirable neighborhoods, this is a truly rare opportunity in the heart of Winter Park.

731 Midget Drive, Winter Park
$4,500,000
Winter Park SubDv. ⋅ 32789 Zip Code
JUST LISTED - RARE 0.48 ACRE VACANT LOT IN DOWNTOWN WINTER PARK - OFFERED AT $4,999,000!!! Zoned R-3, this multi-family, prime piece of land is ready for development. Luxury townhomes or condos, nothing but pure potential. Located near the intersection of N. Interlachen Avenue and Canton Avenue, this parcel is just 1-block to Park Avenue's boutique shops, award-winning restaurants, and esteemed businesses. Future residents will enjoy picturesque walks along Winter Park's famous brick streets just off the shores of the chain of lakes. Nearby attractions like the Winter Park Farmer's Market, the Winter Park Golf Course, a highly rated 9-hole gem in the center of town, Casa Feliz, Central Park, and more are all within just a few minutes stroll.

503 N Interlachen Avenue, Winter Park
Start Your Search