Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Rare oversized ½+ 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 property allows for multiple redevelopment paths including renovation, expansion, tear-down, or reconfiguration. The expansive lot size, mature landscaping, and established neighborhood setting create an ideal canvas for a luxury new build or multi-phase estate vision. Centrally located near Park Avenue, Winter Park and Dubsdread Golf Course, dining, shopping, and top-rated schools, opportunities of this scale and location are increasingly rare. A prime offering for those seeking long-term value in one of Central Florida’s most stable markets. See MLS #O6374409
Courtesy: DAWN REALTY
352-318-4580
Great buildable lot centrally located close to I-4 for easy access. Currently zoned R-2 for multifamily housing 2+ units possible. Please consult the zoning and planning Dept. for info and guidelines for building. The lot has single family homes on both sides of it and faces a retention pond area across the street. Front half of the lot is cleared. Back half of the lot is wooded. Paved road frontage. Sign on the property. Bring your offers. Seller will not hold mortgage note.
Courtesy: EMPIRE NETWORK REALTY
407-440-3798
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.
Courtesy: EMPIRE NETWORK REALTY
407-440-3798
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.
Courtesy: RE/MAX 200 REALTY
407-629-6330
A rare estate-sized double lot in one of Winter Park’s most coveted and established neighborhoods—Temple Heights. This expansive property offers an exceptional opportunity to build a custom luxury residence in one of Central Florida’s most sought-after locations. Nestled in a quiet, tree-lined residential pocket, this oversized parcel provides the space, privacy, and prestige rarely available in the area. Whether envisioning a modern architectural showpiece, a timeless Winter Park estate, or a multi-structure compound, the generous lot size offers endless design possibilities for a truly one-of-a-kind dream home. The location is unmatched. Just minutes from Park Avenue, you’ll enjoy immediate access to Winter Park’s world-class dining, boutique shopping, renowned galleries, Rollins College, and the charm of the city’s historic brick streets. Nearby amenities include Kraft Gardens, the YMCA, and the Winter Park Racquet Club—placing recreation, culture, and convenience at your doorstep. Opportunities like this are exceptionally limited. This is your chance to secure a premium piece of land in one of Winter Park’s most desirable and tightly held neighborhoods, perfect for creating a custom estate tailored to your vision.
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, with the following setbacks: 25' front, 30' rear, and 7.5' on each side. To divide the property into two buildable 50' wide lots, rezoning to R-1 would be required. Buyers should confirm all rezoning details with Orange County Planning. Whether you're envisioning a spacious custom home for your family, exploring the option to build one for yourself and another for a relative, or seeking a prime development opportunity, this property offers exceptional potential. All information deemed reliable but not guaranteed.
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Discover a truly unique offering in the heart of Winter Park! 1770 Bryan Avenue is now on the market along with the adjoining lots at 1760 and 1780 Bryan Avenue, creating a rare opportunity to own three consecutive parcels in one of Central Florida’s most desirable communities. While each property is being sold and priced separately, buyers have the option to purchase one, two, or all three lots together — offering remarkable flexibility for future use. Together, these lots present endless possibilities: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' homesites Develop individually as three 66.6' x 127' lots Use this prime location to build an estate-style residence, design a family compound, or develop multiple homes — the options are abundant. Whether you’re seeking a personal sanctuary or a high-potential investment, this offering delivers exceptional value and versatility. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this property provides the perfect balance of convenience and exclusivity. Opportunities like this are exceptionally rare in Winter Park — don’t miss your chance to secure 1770 Bryan Avenue, with the option to expand your vision across all three premier lots.
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
An exceptional opportunity to design and build your dream lakefront home in Winter Park. Positioned on the shores of Lake Berry, one of the area's private and pristine ski lakes with no public ramp, this property offers a rare combination of privacy, location and potential. Set on over a half-acre of lakefront land, the property features a four-bedroom, two-and-one-half bath, single-story residence with a covered boat dock, ideal for enjoying lake life immediately or while planning a future custom build. The northeast-facing front provides the ideal orientation to capture breathtaking sunsets across the water each evening. Whether you choose to renovate the existing home or build a new architectural masterpiece, this offering presents the ultimate canvas for creating a generational lakefront retreat. Within minutes of downtown Winter Park, Park Avenue and A-rated public schools, this property combines the best of convenience, serenity and luxury lakefront living. A special opportunity to bring your vision to life on one of Winter Park's desired private lakes.
Courtesy: DAVEN REAL ESTATE INC
407-826-1653
This Winter Park investment opportunity is prime for Developers, Builders, & Investors for redevelopment. The Hawick Lane property is currently vacant as the home and trees were recently demo'ed. The future development of three (3) fee simple single family lots (50’ wide) is the highest and best use of this land. The lot split process is complete with individual surveys for each 50' wide lot. The total land area is approximately 19,698sf. (150ft street frontage by 140ft lot depth).
Courtesy: KELLER WILLIAMS WINTER PARK
407-545-6430
Discover a truly unique offering in the heart of Winter Park! This property, located at 1760 Bryan Avenue, is being offered along with the adjoining lots at 1770 and 1780 Bryan Avenue. While available together as a rare collection of three consecutive parcels, each lot is also being sold separately at individual prices, giving buyers the flexibility to purchase one, two, or all three. Together, these lots provide remarkable options for future use: Combine all three to create a spacious 200' x 127' estate lot Split into two 100' x 127' lots Or develop three individual 66.6' x 127' lots Use this premium property to build an estate-like home, design a family compound, or develop all three lots as spec homes—the possibilities are endless. Whether you’re envisioning a dream residence or an investment project, this is a rare chance in one of Winter Park’s most desirable neighborhoods. Ideally located just minutes from Phelps Park, Park Avenue’s shopping and dining, and top-rated schools, this offering combines convenience with exclusivity. Don’t miss the chance to secure one or more of these exceptional parcels in the heart of Winter Park.
Courtesy: RE/MAX 200 REALTY
407-629-6330
AMAZING Winter Park Opportunity! Nestled in one of the most desirable locations, 141 W Lake Sue Avenue offers a VERY HARD to find half an acre lot—the epitome of prime real estate. Making this a rare chance for builders or buyers to create their dream Winter Park residence on this corner lot at Glencoe & Lake Sue Avenue. Surrounded by beautiful homes and tree-lined streets, this pristine lot provides the perfect canvas for your custom build. Located in the coveted Virginia Heights neighborhood of Winter Park offering deeded access to Winter Park Chain of Lakes. Just minutes from Park Avenue, Rollins College, I-4, boutique shops, dining, and everything Winter Park and Orlando have to offer. Opportunities like this don’t come around often—don’t miss out!
Courtesy: KELLY PRICE & COMPANY LLC
407-645-4321
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.
Courtesy: FLORIDA REALTY INVESTMENTS
407-207-2220
Build your dream home on 4.93 acres in Winter Park. No HOA, lot dimensions 665ft x 323ft, zoning A-2/FARMLAND RURAL, land use vacant residential. The sale price included 2 parcels 11 22 30 0000 00 125 & 11 22 30 0000 00 042 with a factory home 3/2, 1344 sf. heated, built in 1976, and a mobile home. Convenient to SR-551/ Goldenrod Rd, SR-426/Aloma Rd, SR-50/Colonial Dr, University Blvd, FL-417, Winter Park High School, Full Sail University, Barry University, Valencia College, UCF, AdventHealth Hospital, Downtown Orlando, and MCO/Orlando International Airport.
Courtesy: COLDWELL BANKER RESIDENTIAL RE
407-647-1211
Discover the ideal spot for your dream home on this cleared, ready-to-build spacious, just shy of an acre, lot in coveted Winter Park. Nestled on a quiet cul-de-sac yet situated minutes to Park Avenue boutique shops and restaurants (5.2 mi. away), Dinky Dock public boat ramp (5 mi.), and 3 local universities - Rollins (5.2 mi.), UCF (5.5 mi.) and Full Sail (1.6 mi.). A cleared and level lot on a private maintained road with NO HOA and NO CDD. Zoned A-2 with the opportunity to add an additional workshop, barn, or ADU. Bring your chickens and grow your garden as this property fulfills every need. Seller is a contractor and local custom builder with million-dollar custom builds currently contracted and under construction on this street. Unleash your imagination and meet with builder to design your dream home! Sample architectural drawings/blueprints available upon request. Slotted for A-rated Glenridge Middle and Winter Park High. Enjoy quick access to 436, 408, 426 and 417 and an easy commute to downtown Orlando and MCO International Airport. Seize the opportunity to build your custom retreat on RARE expansive, secluded lot in convenient Winter Park location. Call today for details!
Courtesy: CHARLES RUTENBERG REALTY ORLANDO
407-622-2122
Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this area are HARD to come by. Ride your bike to Park Avenue or just walk/stroll over to the Winter Park Village. Your search is over, this is it. There is a NEW HOME community right across the street with Million Dollar homes. Value all around this area. Nestled in the heart of trendy Winter Park there are only a few lots left to build your "One of a kind masterpiece" in Old "32789" Winter Park. Zones for A+ Winter Park Schools, this prestigious lot is rare and are hard to come by. Huge area of re-ubanization of real estate, there is so much character in this area. Zoned R-1A this lot is approximately 96x49'. Location has quick access to I-4, shopping all around with every convenience and Park Avenue, dining at Hannibal Square, Park Avenue in addition to the 17-92 corridor, grocery and many specialty shops close by. The Winter Park Community Center and Park is close by. Rollins and Advent Health are close to this area too. Soon there will not be any land left! LOCATION LOCATION LOCATION! Don't let it get away...
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Winter Park is located in Florida. Winter Park, Florida has a population of 29,672. Winter Park is less family-centric than the surrounding county with 27.95% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Winter Park, Florida is $88,688. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Winter Park is 45.3 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 49.4 degrees. The average rainfall is approximately 51.9 inches per year, with 0 inches of snow per year.
