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    Winter Park, FL Land for Sale

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    Lehigh Acres, FL Cape Coral, FL Port Charlotte, FL
    22 results
    Winter Park Corner Homesite Opportunity
    $825,000
    0.25 Acres

    Winter Park Corner Homesite Opportunity

    1785 WALNUT AVENUE, Winter Park, FL 32789

    Prime Winter Park homesite near YMCA and Lakemont Elementary.

    • Prime corner homesite in Winter Park's prestigious tree streets.
    • Exceptional development opportunity for a luxury custom build.
    • Expansive lot surrounded by mature trees and new construction.
    • Located two blocks from the Winter Park YMCA.
    • Half‑mile stroll from Lakemont Elementary School.
    Updated: Apr 15
    View details
    Oversized Lot in Orwin Manor
    $1,100,000
    0.51 Acres

    Oversized Lot in Orwin Manor

    1541 WESTCHESTER AVENUE, Winter Park, FL 32789

    Rare Winter Park land parcel in prime location.

    • Oversized ½+ acre lot in the desirable Orwin Manor neighborhood.
    • Exceptional flexibility for builders, investors, or end users with multiple redevelopment options.
    • Prime location near Park Avenue, Winter Park, Dubsdread Golf Course, dining, shopping, and top‑rated schools.
    • Rare opportunity for a custom estate or new construction project.
    • Mature landscaping and established neighborhood setting.
    Updated: Jan 20
    View details
    Oversized Lot in Winter Park
    $2,000,000
    0.36 Acres

    Oversized Lot in Winter Park

    Unique opportunity to build a custom home in Winter Park.

    2036 VIA TUSCANY, Winter Park, FL 32789
    View details
    Winter Park Residential Lot
    $699,000
    0.32 Acres

    Winter Park Residential Lot

    Prime lot near Dubsdread Golf Course in Winter Park, Florida.

    763 Overspin Drive, Winter Park, FL 32789
    View details
    Winter Park Buildable Lot
    $358,000
    0.16 Acres

    Winter Park Buildable Lot

    Centrally located buildable lot zoned for multifamily housing.

    2002 INDIANA AVENUE, Winter Park, FL 32789
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    Estate-Sized Lot in Winter Park
    $2,249,900
    0.55 Acres

    Estate-Sized Lot in Winter Park

    Rare double lot to build a custom luxury residence.

    1205 MAYFIELD AVENUE, Winter Park, FL 32789
    View details
    Winter Park Acreage: Build Dream Home
    $702,000
    4.93 Acres

    Winter Park Acreage: Build Dream Home

    4.93 acres in Winter Park, build your dream home!

    7839 UNIVERSITY GARDEN DRIVE, Winter Park, FL 32792
    View details
    Downtown Winter Park Vacant Lot
    $4,500,000
    0.48 Acres

    Downtown Winter Park Vacant Lot

    Rare 0.48 acre vacant lot in downtown Winter Park.

    503 N INTERLACHEN AVENUE, Winter Park, FL 32789
    View details
    Winter Park Land Opportunity
    $725,000
    0.34 Acres

    Winter Park Land Opportunity

    Two adjacent R-3 lots in prime Winter Park location.

    770 W WEBSTER AVENUE, Winter Park, FL 32789
    View details
    Residential Land in Winter Park
    $190,000
    0.05 Acres

    Residential Land in Winter Park

    Residential land available in Winter Park, Florida.

    669 W COMSTOCK AVENUE, Winter Park, FL 32789
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    Prime Winter Park Development Opportunity
    $3,700,000

    Prime Winter Park Development Opportunity

    1.31-acre infill development site at a signalized intersection.

    1871 Aloma Ave, Winter Park, FL 32789
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    Cleared Land with Signage
    Contact for pricing
    1.19 Acres

    Cleared Land with Signage

    1.19 acres of vacant, cleared land with parking access.

    4080 N Goldenrod Rd, Winter Park, FL
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    Winter Park Vacant Land
    Contact for pricing
    1.13 Acres

    Winter Park Vacant Land

    Vacant land in Winter Park with ample parking available.

    2335 Temple Trl, Winter Park, FL
    View details
    Commercial Land on Fairbanks Avenue
    Contact for pricing
    0.26 Acres

    Commercial Land on Fairbanks Avenue

    Vacant commercial land with frontage on W Fairbanks Avenue.

    379 W Fairbanks Ave, Winter Park, FL
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    Winter Park Land Opportunity
    Contact for pricing
    0.44 Acres

    Winter Park Land Opportunity

    Land for sale in the heart of Winter Park.

    2161 N Park Ave, Winter Park, FL
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    Prime Location Versatile Commercial Space
    $2,000,000
    0.94 Acres

    Prime Location Versatile Commercial Space

    Ideal for businesses seeking a prominent presence in a thriving community.

    4310 Aloma Ave, Winter Park, FL
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    Residential Lot in Winter Park
    $499,000

    Residential Lot in Winter Park

    R-2 lot in downtown Winter Park, Florida.

    621 SYMONDS AVENUE, Winter Park, FL 32789
    View details
    Residential Lot in Downtown Winter Park
    $499,000

    Residential Lot in Downtown Winter Park

    R-2 lot in the heart of downtown Winter Park.

    631 SYMONDS AVENUE, Winter Park, FL 32789
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    Winter Park Commercial Land Opportunity
    $1,500,000
    4,000 SF

    Winter Park Commercial Land Opportunity

    Vacant commercial land in Winter Park, near Park Avenue.

    379 W Fairbanks Ave, Winter Park, FL 32789
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    Land with Ingress/Egress Access
    Contact for pricing
    2.08 Acres

    Land with Ingress/Egress Access

    Land with short-term leases and parking potential.

    1975 W Fairbanks Ave, Winter Park, FL
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    Residential Lot in Winter Park
    $1,300,000

    Residential Lot in Winter Park

    15,000 sqft lot near Park Avenue, Winter Park.

    171 CORTLAND AVENUE, Winter Park, FL 32789
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    Winter Park Commercial Land Available
    $1,795,000

    Winter Park Commercial Land Available

    Land with frontage on Formosa and Kentucky Avenues.

    700 Formosa Ave, Winter Park, FL 32789
    View details
    Based on your search, we've compiled Potential Opportunities for your consideration. Besides 22 Active Listings in Winter Park, FL, we suggest to view alternatives - similar 210 Off-Market properties to explore as potential leads.

    Explore Off-Market Properties in Winter Park, FL

    Consider similar Off-Market properties in Winter Park, FL. You may contact the owners directly to inquire about their potential intentions to sell. To help you make a strong first impression, we can assist by reaching out to these owners with compelling proposals created using our AI tool.

    1139 Benjamin Ave

    1139 Benjamin Ave

    VACANT COMMERCIAL LAND • 0.30 Acres
    Value Estimation by Request
    1139 Benjamin Ave, Winter Park, FL 32789-1905
    View details
    1105 Lewis Dr

    1105 Lewis Dr

    VACANT COMMERCIAL LAND • 0.40 Acres
    Value Estimation
    $805,000
    1105 Lewis Dr, Winter Park, FL 32789-1920
    View details

    Winter Park, FL Land Investment Opportunities Market Analysis

    Explore 232 land for sale in Winter Park, FL, showcased through 22 active listings on our real estate platform. These investment opportunities span a total of 346,302 square feet of properties for sale, with an estimated market value of $13,348,900.

    Sale prices for lots in Winter Park, FL start at $190,000, averaging $1,334,890, and reaching up to $4,500,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

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