Winter Park, FL Land & Home Lots for Sale

Build your dream home in one of Winter Park’s most desirable pockets. This 83’ x 123’ lot (10,258 SF | .24 acres) offers the perfect canvas to create a custom residence tailored to your vision. With utilities and sewer already connected, the groundwork is in place to streamline your building process.Positioned on a charming brick-lined street and zoned for highly regarded Audubon K-8, the

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

This is a rare Lake Killarney portfolio offering of four parcels in Winter Park. An exceptional opportunity to acquire a four-parcel assemblage in one of Winter Park’s most coveted locations, just moments from the shores of Lake Killarney. This offering includes 1321 Fairview Ave. and 230 and 240 Killarney Drive, all with potential for private dock access, and a desirable live/work parcel on 1298

Shandy Ortiz PREMIER SOTHEBYS INT'L REALTY

Opportunity to build your dream home in gorgeous Winter Park. This large lot includes a 3 bedroom 2 bath updated home. With a lot comprising 140 x 78 (11,305 square feet) there is plenty of room for a pool. Live in the house while you make your future plans!

Cindy Kuykendall FANNIE HILLMAN & ASSOCIATES

Fantastic lot opportunity to build in one of Winter Park’s prime neighborhoods. Bring your vision and your builder to design a home tailored to your lifestyle on this 64-by-150-foot lot. The property includes a two-bedroom, one-bath single-family home with approximately 1,400 square feet of living space, making it an ideal potential income-producing property while you finalize your plans. Whether

Mick Night PREMIER SOTHEBY'S INTL. REALTY

Rare opportunity to build your dream home on the shores of highly sought-after Lake Bell in the desirable 32789 Winter Parkzip code. This exceptional waterfront parcel offers direct access to one of the area’s beautiful skiable lakes, providing theperfect setting for luxury lakefront living. The current owners have already completed significant groundwork, includingprofessionally

Parker Blanchard OLDE TOWN BROKERS INC

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 location, scale, and design potential. Cleared and ready to build, the property is framed by a handful of soaring pine trees, creating a beautiful natural backdrop for a future residence.The current owners have thoughtfully

MaryStuart Day FANNIE HILLMAN & ASSOCIATES

WINTER PARK VIA’S!!! Incredible Oversized Lot is located in the “Heart” of Winter Park. Very Unique opportunity in Winter Park for a high-quality custom build. The brick lined lighted street with sidewalks is located across from the Winter Park Racquet Club. This location is a wonderful opportunity to build your Estate Home. The lot size is 112’ X 140’.

Mark Medei KELLY PRICE & COMPANY LLC

Rare oversized 1⁄2+ acre parcel located in the heart of Winter Park’s highly sought-after Orwin Manor neighborhood. This property offers exceptional flexibility for builders, investors, or end users seeking to create a custom estate, new construction project, or potential lot division (buyer to verify zoning, setbacks, and city approvals). Currently improved with an existing residence, the

Lisa Gould KELLER WILLIAMS WINTER PARK

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

Kelly Price KELLY PRICE & COMPANY LLC

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

Juliana Usquiano EMPIRE NETWORK REALTY

Build your dream home in one of Winter Park’s most desirable locations. This 66.6’ x 127’ homesite at 1780 Bryan Avenue offers a rare opportunity to secure the last remaining lot of three consecutive new construction parcels. Surrounded by newly built luxury residences, the property provides a clean slate for custom design while maintaining strong future value.The lot’s generous dimensions

Nickolas McKee KELLER WILLIAMS WINTER PARK

Ideally located near Dubsdread Golf Course, this property sits amid the charming, oak-canopied neighborhoods of Winter Park and College Park. Enjoy convenient access to boutique shopping, popular attractions, I-4, and top-rated neighborhood schools: Princeton Elementary, College Park Middle, and Edgewater High. The 100' wide x 140' deep lot is zoned R-1A. To divide the property into two buildable

Jill Miles Sunshine Realty & Vacation Rentals, LLC

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

Juliana Usquiano EMPIRE NETWORK REALTY

**BUILD YOUR DREAM HOME** A rare opportunity to secure over half an acre of lakefront land in one of Winter Park’s most coveted residential corridors. NO HOA. Situated directly on Lake Forest, this 0.54-acre parcel offers the kind of lot that simply doesn’t come available in this market - expansive, private, and adorned with mature tree canopy that frames sweeping water views. The homesite

Tal Busidan TAL BUSIDAN PA

Set on an approximately one-quarter acre homesite in a desirable Winter Park location, this property presents an exceptional opportunity to build a custom residence in one of Central Florida’s most sought-after communities. The existing property features a one-story pool home offering approximately 2,723 heated square feet with four bedrooms and three baths; however, the value is primarily in the

Mick Night PREMIER SOTHEBY'S INTL. REALTY

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,

Rafael Zenke Pinhao NOVA REAL ESTATE SERVICES INC