Refine Search
Map
Sort by
$499,000
Lake Knowles Terrace Add 02 SubDv. ⋅ 32789 Zip Code
Welcome to the coveted Tree Streets of Winter Park! Situated in the highly desirable Lake Knowles Terrace neighborhood, minutes from Lake Howell Road and N. Lakemont Ave, this property combines prime location with endless potential. Surrounded by stunning custom homes, this is your chance to enjoy comfortable living now, while planning to build your dream home in the future. Don't miss out on this rare opportunity in one of Winter Park's most sought-after areas!

1560 Oneco Avenue, Winter Park
$750,000
Kenilworth Shores Sec 01 SubDv. ⋅ 32789 Zip Code
Meticulously cared for Kenilworth Shores home on 89 x 115 lot. Income-producing home while you plan your dream home or investment. Quiet destination street with long-term neighbors. Track Shack does an annual run on this picturesque street. Located just minutes from Park Avenue, the home is in close proximity to the area’s best restaurants and is zoned for most desirable schools-Brookshire, Glenridge, and WPHS. Homes all around are being torn down and 4,000 square foot, 3m+ dollar homes are being built.

432 Worthington Drive, Winter Park
$520,000
Winter Park Village SubDv. ⋅ 32789 Zip Code
Premium location to invest or build your own home. Vacant Land located at 2613 Lafayette Ave in the heart of Winter Park, 8 min from Park Ave. You can build up to 3300 Sqft gross building area. Designs are available

2613 Lafayette Avenue, Winter Park
$2,350,000
Sicilian Shores SubDv. ⋅ 32789 Zip Code
This outstanding lot in the heart of Winter Park’s exclusive Via’s neighborhood is the perfect spot to build your dream home. Located on a peaceful, tree-lined street just steps from the Winter Park Racquet Club, enjoy Winter Park living at its finest. Top rated Dommerich Elementary, Maitland Middle and Winter Park High Schools.

903 Via Lombardy, Winter Park
$595,000
32789 Zip Code
Come build this one story dream home on this picturesque, spacious lot with breathtaking views in the heart of Winter Park. We have assembled a team of professionals to work with you to complete the interior and exterior design of this home. Not liking what you see? No problem! If you have a different style home in mind, we are prepared to build whatever you wish. With your vision and our experience, together, we will create a dream, resort style, pool, home overlooking the serene water. This opportunity allows you direct access to Lake Killarney making surfing, boating, and brunch at Hillstone a possibility. This rare canal front property, just under half an acre, is a perfect blend of city convenience on a private lake.

2139 Blossom Lane, Winter Park
$656,000
Cherokee Park SubDv. ⋅ 32789 Zip Code
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 is vacant. 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
$1,625,000
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
$475,000
Henkel Add SubDv. ⋅ 32789 Zip Code
ZONED R2, “Rare opportunity to own a prime .22 acre lot in sought-after Winter Park, FL. Nestled in a vibrant community, this parcel offers proximity to prestigious Rollins College and the trendy Mills District. Enjoy the convenience of a central location, with all that Winter Park has to offer just moments away. Whether you're an investor or private individual Don’t miss your chance to build your dream in this coveted locale!”

1417 Miller Avenue, Winter Park
$1,150,000
Comstock Park SubDv. ⋅ 32789 Zip Code
Build your dream home on this oversized 100 x 150 lot in the "heart of Winter Park". This fantastic location is just a short walk to downtown Winter Park with all of it's wonderful restaurants, boutique shopping, charming train station and Central Park which hosts concerts, art festivals & movies. Phelps Park and the YMCA are just a couple of blocks away. There is currently a home on the property but the value is in the land. The home is a 3 bedroom, 3 bathroom, plus office with a lovely pool. The home was taken down to the studs in 1994 and rebuilt lifting the ceiling adding cathedral ceilings. A family room and primary suite were also added off the back which lead to the beautiful backyard and pool area. In 2014 a beautiful kitchen renovation was complete. Great Winter Park Schools and Lakemont Elementary is just a block away.

1017 N Phelps Avenue, Winter Park
$260,000
Winter Park SubDv. ⋅ 32789 Zip Code
Hidden treasure on New England! This shady lot is just steps from Martin Luther King Jr Park; 23 acres featuring lake, walking paths, recreation fields and playground. And a short stroll to historic Hannibal Square, Winter Park Community Center, restaurants and shopping. Surrounded by newer construction homes, this 50x70 lot has existing structure, which is not habitable. Lot value ONLY. Please do not attempt to access the structure. Easy access to famed Park Avenue and Winter Park Village. Bring your builder!

860 W New England Avenue, Winter Park
$490,000
Winter Park Village SubDv. ⋅ 32789 Zip Code
Premier Land Opportunity at 2606 Lafayette Ave, Winter Park, FL Seize the exceptional opportunity to own a prime piece of land in the highly desirable area of Winter Park, FL. Located at 2606 Lafayette Ave, this 7,734 sq ft lot presents an unparalleled chance to build the custom home of your dreams in one of Central Florida's most sought-after neighborhoods. Renderings shown in photos are from the custom home being built next door. The lot's generous dimensions and the favorable R-1A zoning make it an ideal site for a spacious custom home. Prospective builders can utilize the lot to its fullest potential, potentially constructing a luxurious residence tailored to the latest trends and requirements. Winter Park itself is a vibrant community with a rich history and a thriving present. The area has seen a home appreciation of 23% over the last two years. It's a perfect setting for both growing families and professionals seeking a blend of comfort and convenience. Residents of Winter Park enjoy a variety of amenities including proximity to top-notch schools, abundant parks, and a dynamic downtown area filled with shops, Michelin star restaurants, and cultural venues. The property’s location also scores favorably for those seeking a safe, walkable community. Don’t miss this chance to collaborate with our preferred custom home builders to bring your vision to life. Your future of luxury living in Winter Park awaits at Lafayette Avenue.

2606 Lafayette Avenue, Winter Park
$2,499,000
Comstock Park SubDv. ⋅ 32789 Zip Code
Vacant land on Winter Park Chain of Lakes, direct waterfront.

1400 Elizabeth Dr, Winter Park
$800,000
Sylvan Lake Shores SubDv. ⋅ 32789 Zip Code
Build your dream home on this clear lot in the center of Winter Park. The 9,327 square-foot lot sits on a quiet tree-lined brick street and has lots of mature landscaping. It is conveniently located close to downtown Park Avenue’s shops and restaurants.

185 Sylvan Boulevard, Winter Park
$1,023,500
Ardmore SubDv. ⋅ 32789 Zip Code
BUILD YOUR DREAM HOUSE! Remarkable 90 x 150 (.31 acres) lot on desirable Winter Park 32789 lot surrounded by Windsong homes with no HOA. There is an existing home on site but list price is based on comparable land sales. Enjoy walking and biking through prestigious Windsong, Lake Mizell and brick streets. Mizell is perfect for dog walkers with its sidewalks. Minutes from Park Avenue shopping and restaurants, Great schools- Brookshire, Glenridge and Winter Park High School. Existing structure is a one story, block and brick home with 4 bedrooms and 3 full baths. Home features a screened porch, pool and spa, and some updates, but, VALUE IS IN THE LAND and home will not be shown. Pure potential with this homesite - a must see for anyone looking to build.

1500 Mizell Avenue, Winter Park
$6,500,000
Lt A Blk A Rep SubDv. ⋅ 32789 Zip Code
A spacious 1.22 acre lakefront lot in Winter Park on Park Avenue, surrounded by high-end homes, offers an excellent opportunity for building a luxurios residence. The cleared land provides a canvas for creating a stunning lakeside property.

1180 N Park Avenue, Winter Park
$1,825,000
32789 Zip Code
Great location

698 N New York Avenue, Winter Park
$1,100,000
Sylvan Park SubDv. ⋅ 32789 Zip Code
House being sold as-is. Value is based on land only. Land above water is 18,000 square feet. A quintessential Winter Park lakefront property situated on .64 acres on Lake Sylvan, with 69’ of frontage. This piece of land provides you with the perfect opportunity to build your lakefront dream home in a prime Winter Park location, a mere 0.7 miles from the Crosby Wellness Center. Downtown Winter Park, and famed Park Avenue is a short 1.3 miles away. Lake Sylvan is a private lake with an abundance of bass and catfish. This property offers sweeping views of Lake Sylvan and is a peaceful and tranquil location.

313 Sylvan Drive, Winter Park
$2,000,000
32789 Zip Code
Rare opportunity to own 8.43 acres on Lake Killarney in Winter Park where you can build your dream home on 1.13 acres. This property is located near the south end of Lake Killarney. Lake Killarney is a 236 acre lake located in the corridor of Winter Park. You will find Rollin's College and Park Avenue shopping located within 2 miles of the property. Easy access to Fairbanks and I-4.

1925 Killarney Drive, Winter Park
$338,500
Lake Killarney Shores SubDv. ⋅ 32789 Zip Code
Last Home Site Available To Custom Build Your Dream Home in Winter Park's - NEWEST Lake Front Community, Lake Killarney Shores. Tucked along the shores of a 240 acre spring-fed lake, the inviting Lake Killarney Shores community blends serene privacy with the relaxed vitality of the Winter Park Village locale and in close proximity to the 'Golden Mile' between Whole Foods and Fairbanks Avenue. From Lot 14 (607 Ellen Dr) you can enjoy access to Lake Killarney from the boat launch which is available for residents of Lake Killarney Shores. With increasingly few opportunities for new, custom homes in one of Florida's most appealing cities, Lake Killarney Shores of Winter Park offers an enclave of 30 new, custom homes in a remarkable location close to an extraordinary mix of dining, shopping, entertainment, and services. You can buy this lot, build your custom home and enjoy this rare opportunity for desirable Winter Park living. We currently have four approved builders or you can bring your own builder - subject to developer approval. There is a minimum of 2400 SF for interior/non-lakefront homes. The information contained herein has been obtained through sources deemed reliable but cannot be guaranteed as to its accuracy. Any information of special interest should be obtained through independent verification.

607 Ellen Drive, Winter Park
$1,100,000
Forest Hills SubDv. ⋅ 32789 Zip Code
Vacant, clean, buildable lot available in Winter Park! Located in the Lake Sue Community of Winter Park, this property located at 1820 Glencoe Road is available to build your custom home. The lot is able to accommodate upto 5,200 square feet. It is less than 1.5 miles to Park Avenue. Zoned for A-rated schools: Audubon K-8 and Winter Park Highschool. This homesite is also located near Mills 50 District, Audubon Park, East End Market, and only a short walk to Leu Gardens. Utilities are underground. Survey and soil reports are available. Location is everything, so don’t miss the opportunity to take advantage of this active and convenient lifestyle in Winter Park. Call today to schedule a private tour.

1820 Glencoe Road, Winter Park
$550,000
Sylvan Heights SubDv. ⋅ 32789 Zip Code

Winter Park
$1,395,000
Comstock Park SubDv. ⋅ 32789 Zip Code
Build your dream home on this oversized half acre + lot that is 24,461sf or approximately 150x162’. It sits on a quiet tree-lined brick street in the heart of Winter Park, with a circle driveway and lots of mature landscaping. Conveniently located to downtown Park Avenue’s shops and restaurants, with easy access to Maitland City Centre and downtown Orlando.

1621 Lakehurst Avenue, Winter Park
$805,000
Lake Knowles Terrace SubDv. ⋅ 32789 Zip Code
Property sold "AS IS" with house. It is believed the highest and best use of the property is for use as a lot for construction of a new dwelling on the 75" lot with .26 acres located on a quiet brick street near the Vias in beautiful Winter Park, FL with superior public schools.

1561 Chestnut Avenue, Winter Park
$1,055,000
Forest Hills SubDv. ⋅ 32789 Zip Code
Large 72' x 175" (11,703 sq. ft) lot In the highly sought-after Lake Sue Winter Park Neighborhood. Lot is Ready to build for your Dream Home up to 5200 sq. ft. in this tranquil neighborhood boasting tree-lined mature oak brick streets; all within minutes of Park Ave., Baldwin Park, and Downtown Orlando.Best school district in Central Florida (Audubon Park K-8, Winter Park Middle, and Winter Park High). Hurricane Season: The property remained High and Dry with No Power Outages in the neighborhood due to the underground utilities in Winter Park.

1820 Glencoe Road, Winter Park
$2,300,000
Comstock Park SubDv. ⋅ 32789 Zip Code
Beautiful and secluded lakefront lot on quiet cove on Lake Osceola. Opportunity to design and Build with Z Properties.

1400 Elizabeth Dr, Winter Park
$880,000
Forest Hills SubDv. ⋅ 32789 Zip Code
Build your dream home in the desirable Lake Sue area. Nestled amongst the majestic oaks on a quaint brick street. Zoned for the BEST schools! Convenient location to Winter Park, Baldwin Park, and Orlando. Enjoy fantastic walks to Rollins, Park Avenue or around the beautiful neighborhood.

244 W Kings Way, Winter Park
$400,000
Capens Add SubDv. ⋅ 32789 Zip Code
Prime Winter Park location in a fast-growing section of the city this is a great find. Zoned R-2, .25 acres, this lot is cleared with nice shade trees, not in any flood zone and a great lot for a builder or investor. Build your dream property in the heart of Winter Park. Mega homes being built all around this amazing location. Surrounded by mature landscaping and an abundance of trees. Nestled in between a church on one side, and a parking lot on the other side this land has so much potential. The parking lot is for the office complex located behind this piece of land. Nice and quiet. Within 15 minute walk to everything Winter Park has to offer. So close to 17-92 and EZ access to downtown Orlando, good food, shopping, and entertainment. Winter Park SCHOOLS are some of the best in the state. Very popular area for new construction and increased values. They are not making any more land!!! Build something fabulous!

822 Symonds Avenue, Winter Park
$200,000
Winter Park SubDv. ⋅ 32789 Zip Code
Perfect high and dry lot with a large tree to shade your backyard that is perfect for the TINY Home Revolution. What a Winter Park sweet spot. Lots in this area are hard to come by. Just a few blocks to Park Avenue for your very own small quaint Custom Bungalow. All the rage tiny home communities are popping up all over. Your search is over, this is it. Huge BRAND NEW HOME right next door. Value all around this area. Nestled in the heart of trendy Winter Park there are only a few lots left to build a your little one of a kind masterpiece in Old "32789" Winter Park. Cleared with one great tree to the back of the lot with an appraisal for $200K. A+ Winter Park Schools like this are hard to come by. Huge area of transitioning real estate there is so much character in this area. Location has quick access to I-4, shopping in Winter Park Village 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...

669 W Comstock Avenue, Winter Park
$1,950,000
32789 Zip Code
Listing price is at appraised value as of 10/24/22 Appraisal. A++ Location (75% FAR) Buyer can bring their own builder. Only 3 Lots left! If you want true walkability to Park Ave but don't want to sacrifice the comforts of a single family home for a condo or townhome then this lot is for you. Located less than a block off Park Avenue with spectacular views of the Winter Park Golf Course, this lot offers incredible possibilities with its special zoning rules. The FAR or Floor Area Ratio is 75% for this Lot so you could potentially build a 7,000+ square foot home. A few of the other special zoning rules which compliment this property are increased "maximum building footprint coverage" to 40% which allows for more room on the first floor of the home; as well as increased impervious surface area to 65% to maximize the area for pool patios, parking areas, etc... The seasonal high water level is also 14ft deep here so a basement parking garage would be a possibility for someone with a lot of cars or toys, without impacting the square footage or FAR.

180 Whipple Avenue, Winter Park