Winter Park FL Lots, Land for Sale

443 Carolina Avenue, Winter Park

Investors and developers, here's your next opportunity! The VALUE is truly IN THE LAND with this prime 50’ x 141’ lot already surrounded by luxury townhomes, lakefront mansions, and located on a tree lined, brick street close to Winter Park's famed Park Ave. Build a spacious single-family home or maximize your ROI by constructing 2 townhouse/duplex style abodes; each side could boast over 2,000+ sq ft of interior living space plus each having a one-car garage. With Fee Simple ownership, you could generate significant returns by capitalizing on this highly desirable lot with a two-unit building. Situated just a short 5 minute walk to beautiful Lk Virginia, and a 10 minute walk to Rollins College, Park Avenue, and downtown Winter Park, this area is known for its wonderful restaurants, boutique shopping, charming train station, and Central Park, which hosts concerts, art festivals, and movies. The property currently features a rental duplex (both units are 2 bed, 1 bath), with one unit leased through May 2025 and the other through September 2024. Please do not disturb the tenants. Contact us today to explore the full potential of this buildable site! VALUE is in the LAND.

1101 S Pennsylvania Avenue, Winter Park

$539,000

Aloma SubDv. ⋅ 32792 Zip Code

Great opportunity to own property in Winter Park, 32792 for under $600,000! Opportunities like this don't come around often so snag this one quick! Here is your chance to build your dream home on an oversized lot. Gorgeous tree lined property and street. Prime location in Winter Park, across the street from Ward Park, ball field, park and just minutes from dining, shops & Advent Health center. Existing home has no value, buyer is responsible for tear down costs and permits. Land will not be sold subject to lot split. Buyer is responsible for doing any research and contacting the city of Winter Park on splits, zoning, building codes, permits, etc.

2313 Loch Lomond Drive, Winter Park

$835,000

Timberlane SubDv. ⋅ 32789 Zip Code

Discover the perfect canvas for your dream home at 674 Randy Lane in Timberlane, where your aspirations meet reality. This prime 0.41-acre lot, zoned for the coveted Audubon K-8 School, offers an ideal location at the corner of Randy Lane and Fosgate Drive. With 200 feet across the back and 35 feet on General Rees, there’s ample space to build your multi-car garage or workshop. The lot is ready to go with underground utilities and sewer connected. The existing 1950's home and oversized garage/workshop have been part of Timberlane's charm for decades. This property is in the heartbeat of everything.... Across from Blue Jacket Park, near downtown Baldwin Park. Stroll through the neighborhood to East End Market, Kelly’s Homemade Ice Cream, along with all the shops and restaurants on Corrine Drive. Venture North just 2.5 miles to the cultural delights of Park Avenue in downtown Winter Park. If you are looking to live just a few minutes from Downtown Orlando, with Access to I-4…this is the location for you. Embrace the convenience of urban amenities in this fabulous neighborhood, enriched by top-rated schools!

674 Randy Lane, Winter Park

$1,499,000

32792 Zip Code

Expansive Elegance on the Water | 3.9 Acres Build Your Dream Estate at 2726 Lake Howell Lane, Winter Park, FL 32792 Step into a world of grandeur with this exceptional 3.9-acre waterfront lot at 2726 Lake Howell Lane, Winter Park, FL 32792. Priced at $1.499M, this expansive property features a remarkable 180ft dock, perfect for indulging in the ultimate lakefront lifestyle. This prime lot is ready for you to create a magnificent estate tailored to your vision of luxury. With owner financing options available, now is the perfect time to invest in your future. Positioned in a market where properties of this caliber are snapped up quickly, this superbly priced lot offers unparalleled value. Encompassed by a spring-fed lake, the lot provides pure tranquility and serenity, making it a heartwarming haven for equestrian enthusiasts. Key Features: 3.9 acres of premier waterfront property 180ft private dock with breathtaking views Ample space for a custom luxury estate Owner financing options to suit your needs Unbeatable pricing in an elite neighborhood Encompassed by a spring-fed lake in an equestrian-friendly area Secure Your Future in Luxury This is your chance to own a piece of Winter Park's most coveted real estate. Contact us today to arrange a viewing and begin the journey to your dream home. With a motivated seller eager to hand over the keys, this extraordinary opportunity won't last long. Make your move now!

2726 Lake Howell Lane, Winter Park

$1,099,000

32792 Zip Code

A Secluded Waterfront Gem in Winter Park, FL | 2.3 Acres Your Private Retreat Awaits at 2726 Lake Howell Lane, Winter Park, FL 32792 Discover an exclusive opportunity to own a pristine 2.3-acre waterfront lot at 2726 Lake Howell Lane, Winter Park, FL 32792. Encompassed by a spring-fed lake, this enchanting parcel, priced at $1.099M, features a 70ft private dock, offering direct access to serene lake views and tranquil sunsets. With owner financing available, this superbly priced lot is ready for you to build your dream estate. Imagine waking up to the gentle sounds of the water and enjoying unparalleled privacy in one of Florida's most prestigious neighborhoods. The location is a true equestrian's dream, providing a harmonious blend of pure tranquility and serenity. Key Features: 2.3 acres of prime waterfront land 70ft private dock with direct lake access Ideal for custom estate development Owner financing options available Superb pricing in a highly desirable location Encompassed by a spring-fed lake in an equestrian-friendly area Why Wait? Opportunities like this are rare. Contact us today to explore the potential of this exquisite property and start planning your luxurious waterfront escape. Your private retreat on Millionaire's Row is just a call away!

2726 Lake Howell Lane, Winter Park

$3,960,000

Loring Chase SubDv. ⋅ 32789 Zip Code

Entire 1.81-acre platted subdivision for sale. Total of 7 lots in desirable 32789 city of Winter Park. Six lots are zoned for residential use and one is currently zoned for office use. Link to recorded plat and HOA available upon request.

Aloma Avenue, Winter Park

$1,190,000

Osceola Shores Sec 03 SubDv. ⋅ 32789 Zip Code

Tremendous opportunity to restart and build new in the heart of Winter Park! Situated on a large .32 acre (13,994 sf) lot, the property offers lots of possibilities! With an expansive 100 ft frontage and almost 140 ft depth, you have ample space to build your dream home. Tucked away in a secluded neighborhood, the locale offers you an amazingly quiet and tranquil setting. Charming 1950’s home on the property with wood floors throughout many rooms, open living area and a large patio off the family room. Adding to the advantages of this property, you are just a street away from the Frederick Detmar/Trismen Park and a short stroll to Downtown Winter Park, offering much to enjoy including gourmet restaurants, wonderful shopping, the Alfond Inn, the Scenic Boat Tour, the Polasek Museum and so much more…This is one not to miss! Property being sold AS-IS. Survey available.

449 Seymour Avenue, Winter Park

$649,000

32792 Zip Code

Discover your own slice of paradise with this exceptional 3.18-acre property in Winter Park, Seminole County. Nestled within a serene, wooded setting, this lot offers a tranquil escape under a picturesque canopy of oak trees. Enjoy peaceful living with the convenience of nearby shops and grocery stores just moments away. The property features a small, charming pond perfect for stocking with fish or simply relishing the view. Though there are two small homes on-site, their value is not factored into the land's price, offering a fantastic opportunity to build your dream home from the ground up. Don't miss out on this unique chance to create your custom retreat in a peaceful yet conveniently located area of Winter Park. 2 Lots - 1297 and 1299 being sold as bundle.

Grand Road, Winter Park

$1,895,000

Cloister Grove Sub SubDv. ⋅ 32789 Zip Code

Welcome to the sought after Winter Park “Vias”! Renovate or build your dream home on this incredible lot situated on a beautiful brick street within walking distance to the Winter Park Racquet Club and downtown Park Avenue with all its boutique shops, restaurants, charming train station and Central Park featuring art festivals, concerts, and movies. If building is your preference, the lot size is 13,128sq. ft, 80 x 165. The home itself would make a great renovation as it is a one-story, with a great open floor plan. The living room has cathedral ceilings and large windows for incredible natural light. The living room opens to the sunken family room featuring a beautiful brick wood-burning fireplace and tall ceilings. The spacious dining room is perfect for hosting dinner parties. The kitchen had a nice renovation several years ago and showcases a 6- burner gas cooktop, SS appliances, granite countertops, spacious island with breakfast bar and solid wood cabinets. The kitchen is spacious and open, with great views of the beautiful backyard and pool area. The original part of the home features 2 bedrooms, 2 bathrooms, plus office. An addition of a primary suite was made many years ago and features cathedral ceilings, a spacious bathroom with a soaking tub, separate shower, dual sinks, and a walk-in closet. The beautiful backyard is Florida living at its best with the generous pool and patio, a great place for entertaining family and friends. Do not miss the opportunity to live in one of Winter Park’s most sought after neighborhoods.

1181 Via Capri, Winter Park

$235,000

Acreage & Unrec SubDv. ⋅ 32792 Zip Code

ATTENTION DEVELOPERS, INVESTORS, BUILDERS! Over 3.25 Acres of Vacant Land in sought-after Winter Park!! This property is loaded with gorgeous oak, palm and magnolia trees in a serene setting close to everything. Part of this property is deemed as wetlands, however, there are 2 buildable areas on the lot with the front portion being an acre, and back portion 1/2 acre, with the rest of it being your own private park! Huge buildable area in the front and at the back. You could easily build a house in the front area and then put a detached arage /barn /workshop in the back which would be completely out of view! Very quiet area but very close to everything. Zoning is A-1 so bring your horses! Located right off of Dodd Road across the street from Mc Mansions! We all know building is booming here! This is truly an incredible opportunity and really a great time to buy a great lot before prices go up even higher.

Fern Gully Cove, Winter Park

$1,695,000

Cloister Grove Rep SubDv. ⋅ 32789 Zip Code

PREMIER LOCATION and BOUNDLESS POTENTIAL on this 1/4-acre lot directly on the prestigious Via Tuscany. Across the street from homes valued in the 8-digits range and just blocks from both the Winter Park Racquet Club and Kraft Azalea Gardens. You are minutes from Park Avenue, AdventHealth Hospital, Winter Park Village and many, many more frequented locations. Current home (4-bedrooms, 3.5-baths, 3341sqft living area) on property. Home lots are limited in Winter Park, so don’t delay in seeing what your next home could look like.

1530 Via Tuscany, Winter Park

$2,000,000

Mossy Oaks SubDv. ⋅ 32792 Zip Code

An unparalleled opportunity in the heart of Winter Park, Florida. Amidst the serene groves of Winter Park, this prime real estate gem offers unmatched potential for bespoke, build-to-suit endeavors. Revel in the proximity to top-tier schools and elite shopping experiences, ensuring a lifestyle of convenience and luxury. Encompassing seven individual parcels, each brimming with promise, this land is a blank canvas awaiting your visionary touch. Undergo the journey of creating a custom haven or an avant-garde investment venture in the revered Grove area—this is the final call to claim your piece of this exclusive neighborhood. This 2-acre prime buildable treasure is a developer's dream. With conceptual groundwork laid for the construction of four custom homes, the property presents a ready-to-transform landscape. Flat, cleared, and primed with accessible utilities, it stands as a testament to convenience and potential. Located in unincorporated Seminole County and boasting a Winter Park address, this site merges prestige with practicality. In an area where new construction sites are a rare find, this offering is not just a parcel of land; it's a gateway to exclusivity. With the seller pricing for immediate movement, this is a clarion call to the astute investor or discerning homeowner. Act with alacrity—opportunities in Winter Park's esteemed locales are fleeting. Secure your future in a community synonymous with luxury and elevate your aspirations into a tangible reality.

Grove Avenue, Winter Park

$450,000

Capens Add SubDv. ⋅ 32789 Zip Code

This is a Perfect high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park. A perfect homesite for your future custom home. Bring your builders 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 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! Don't let it get away...

786 W Canton Avenue, Winter Park

$1,795,000

32789 Zip Code

This is the last lot in the beautiful Ripples neighborhood, next to Beeman Park and Lake Sue. Build your dream home on this oversized lot with brick streets in the historic district of Winter Park. Zoned for Audubon School District. LOCATION, LOCATION, LOCATION. You are minutes away from the Advent Health complex, Orlando Museum of Art, Orlando Science Center, Mennello Museum, Orlando Repertory Theater, Leu Gardens, Loch Haven Park, Mead gardens, Beeman Park on Lake Sue, the shopping and dining districts of the Ivanhoe Village, the Mills District, College Park, Winter Park, Baldwin Park and Downtown Orlando. This is one of the most sought after locations in Central Florida.

2379 Forrest Road, Winter Park

$3,698,000

Justamere Camp Rep SubDv. ⋅ 32789 Zip Code

Discover an unparalleled chance to own a truly unique property on spring-fed Lake Killarney! Privacy is key for this sprawling, double-size lot down a quiet street on the south side of the lake. This unique peninsula is a sizable 432 feet situated amongst million-dollar properties, on Lake Killarney. The two lots make a total of 1.514 buildable acreage. This idyllic property delivers the best of both worlds with its tranquil surroundings, while being in the middle of all of Winter Park's local shopping, dining and cultural offerings. Seaplanes land at local favorite Hillstone for lunch and by the evening, the fire pits are lit to watch daylight fade and the stars awaken. Lake Killarney spans 234 acres and is known for nature watching, scenic strolls, paddleboarding, watersports, waterplanes, elegant waterfront dining at nearby venues and much more. Lake levels are properly maintained with two drainage wells. Centrally located - near Winter Park Village, Rollins College, Park Avenue shopping district, farmers market, Whole Foods and more. Lake Killarney offers true privacy, with no public access. *Sale includes two lots: 2401 and 2403 Euston. Don't let this one-of-a-kind opportunity slip away to create your dream waterfront haven in this urban hidden gem.

2403 Euston Road, Winter Park

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