Winter Park Land for Sale

Winter Park Land for Sale

Welcome to Winter Park, Florida – a charming city nestled in the heart of Orange County, known for its picturesque lakes, lush landscapes, and vibrant cultural scene. Just a stone's throw away from downtown Orlando, Winter Park is a delightful blend of small-town charm and urban sophistication, making it an ideal location for those seeking a serene yet dynamic lifestyle.

Winter Park boasts an array of amenities that cater to all interests. Enjoy leisurely strolls along the scenic chain of lakes, where you can take in stunning views and engage in outdoor activities like kayaking and paddleboarding. The city is also home to a thriving arts community, featuring the renowned Charles Hosmer Morse Museum of American Art, which houses the largest collection of Tiffany glass. With an eclectic mix of boutiques, cafes, and fine dining options lining Park Avenue, every outing promises to be a delightful experience.

Now, imagine the possibilities with land for sale in this enchanting city! Whether you envision building your dream home surrounded by nature or investing in a piece of this vibrant community, Winter Park offers a variety of land options to suit your needs. With its excellent schools, friendly neighborhoods, and a strong sense of community, this is a prime opportunity to create a life you’ve always dreamed of.

Don’t miss your chance to be part of Winter Park’s charm. Explore the available land for sale today and start your journey towards a fulfilling lifestyle in one of Florida’s most desirable locations!

Newest Winter Park Land for Sale

$4,600,000
Winter Park SubDv. ⋅ 32789 Zip Code
Rare Winter Park redevelopment opportunity on a nearly half-acre corner parcel just minutes from Park Avenue. Zoned R-3 (Medium-Density Residential), this parcel offers outstanding residential redevelopment potential, including up to seven residential units (buyer to verify all zoning, density, development standards, and intended use with the City of Winter Park). Ideally situated between Park Avenue and Winter Park Village, the property enjoys convenient access to renowned dining, shopping, Rollins College, cultural attractions, AdventHealth Winter Park, and major transportation corridors. Three existing residences occupy the site and contribute no value to the offering. Opportunities of this size and zoning in such close proximity to Park Avenue are exceptionally uncommon.

540 N Pennsylvania Avenue, Winter Park
$610,000
Edgewood Sub SubDv. ⋅ 32789 Zip Code
A rare gem located near the Audubon Park Garden District. Situated on an exceptional 7673 sq ft lot, this property has endless possibilities. With an expansive 52 ft frontage and 150 ft depth, you have ample space to customize and add on to this charming home to make it your own or develop something totally new. Homes in this highly sought-after area are a rare find. Renowned for its top-rated schools and prime location, you'll have easy access to Baldwin Park, Downtown Orlando, Downtown Winter Park and Rollins College plus a variety of fantastic shopping and dining options. Take a stroll to East End Market, explore the charming local shops, or visit Palmer’s Nursery. Plus, Leu Gardens is just up the street, offering frequent special events and a serene escape into nature. This vibrant neighborhood truly has it all! Don't miss this exceptional opportunity to build your dream home in one of Winter Park’s most desirable neighborhoods. Truly a must see! Property being sold AS-IS.

2719 Woodside Avenue, Winter Park
$249,000
Winter Park SubDv. ⋅ 32789 Zip Code
A rare piece of land in the heart of Winter Park. Short distance to Park Ave. Approved permits for 2000 sqft under AC housing project.

669 W Comstock Avenue, Winter Park
$425,000
Eastgate Sub SubDv. ⋅ 32792 Zip Code
A great opportunity to own land in one of Winter Park's most sought-after pockets. This property's true value lies in its prime homesite. You can build your dream home or renovate to suit, all while capturing the location that can't be replicated. Tucked in an established, tree-lined neighborhood minutes from Park Avenue's boutiques and dining, Winter Park's chain of lakes, and easy access to I-4, this address puts you at the center of it all. Zoned for top-rated Winter Park schools, this is the kind of location families compete for. Whether you're an investor, builder, or buyer looking to create something custom, this is a foundation worth building on. Land + location + schools — the trifecta that makes Winter Park real estate hold its value.

1909 Taylor Avenue, 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
$2,689,000
Sicilian Shores SubDv. ⋅ 32789 Zip Code
Valuable architectural and interior design plans (being offered with the list price!) are available to provide a jump start on your stunning new custom home. Click the VIRTUAL TOUR LINK for a short video showing this lot's true potential, and see photos for a proposed site plan & renderings! One of the last remaining opportunities to build on a truly exceptional street in the Winter Park Via’s, this .48-acre homesite is cleared and ready to build, offering a fantastic combination of a prime location and a spacious lot, surrounded by gorgeous homes on a lakefront street. The current owners have thoughtfully commissioned architectural plans by renowned Winter Park architect Gary Hancock, in which every detail and luxurious finish was meticulously designed with impeccable taste. While plans are being offered, 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, this is truly a 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
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