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    Winter Park, FL Commercial Real Estate for Sale

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    Orlando, FL Maitland, FL Casselberry, FL
    49 results
    Winter Park Commercial Opportunity
    $545,000
    1,088 SF
    Winter Park Commercial Opportunity

    4947 N PALM AVENUE, Winter Park, FL 32792

    Versatile commercial property in Winter Park with flexible zoning.
    • Prime freestanding commercial building in Winter Park with versatile 1210 zoning.
    • Strategically located across from the United States Postal Service, ensuring high visibility.
    • Excellent connectivity to major roadways (SR 436, SR 417, SR 408) providing easy access.
    • Adaptable floor plan suitable for various professional or service‑based businesses.
    • Features a newly upgraded paver driveway enhancing curb appeal.
    Updated: Apr 29
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    Winter Park Mixed-Use Opportunity
    $2,500,000
    16,437 SF
    Winter Park Mixed-Use Opportunity

    3425 FORSYTH ROAD, Winter Park, FL 32792

    Two buildings in Winter Park near Costco and Full Sail.
    • Prime location in the heart of Winter Park with C‑3 zoning.
    • High foot traffic area near Costco, Full Sail University, apartments, and shopping centers.
    • Two buildings included: a large front building with open space, offices, and bathrooms, plus a second building with offices and bathrooms.
    • Second building can be leased or rented for additional income.
    • Ample parking space available.
    Updated: Jan 22
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    Winter Park Professional Office Building
    $695,500
    1,656 SF
    Winter Park Professional Office Building

    Free-standing Winter Park office building in a prime location.

    1977 DUNDEE DRIVE, Winter Park, FL 32792

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    Winter Park Breast Center
    $5,900,000
    14,210 SF
    Winter Park Breast Center

    Outstanding opportunity for group practices, ASC and or diagnostic facility

    2200 Glenwood Dr, Winter Park, FL 32792

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    Winter Park Strip Center Opportunity
    $1,679,000
    6,169 SF
    Winter Park Strip Center Opportunity

    Strip center with long-term tenants in prime Winter Park location.

    7507 ALOMA AVENUE, Winter Park, FL 32792

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    Winter Park Investment Opportunity
    $700,000
    1,264 SF
    Winter Park Investment Opportunity

    Winter Park property available for the first time since 1979.

    1881 W FAIRBANKS AVENUE, Winter Park, FL 32789

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    Winter Park Office Building Opportunity
    $719,000
    1,656 SF
    Winter Park Office Building Opportunity

    Free-standing office building near Winter Park Medical Arts District.

    1977 DUNDEE DRIVE, Winter Park, FL 32792

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    Winter Park Commercial Opportunity
    $550,000
    Winter Park Commercial Opportunity

    Versatile commercial property in a high-demand Winter Park location.

    4947 N PALM Ave, Winter Park, FL 32792

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    Charming Income-Producing Multifamily Property
    $650,000
    Charming Income-Producing Multifamily Property

    Income-producing property with main house, studio office, and apartment.

    352 CAMBRIDGE Blvd, Winter Park, FL 32789

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    Winter Park Commercial Opportunity
    $2,800,000
    Winter Park Commercial Opportunity

    Two buildings in Winter Park, near Costco and Full Sail.

    3425 FORSYTH Rd, Winter Park, FL 32792

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    Park Avenue Office Condo Suite
    $375,000
    633 SF
    Park Avenue Office Condo Suite

    Well-appointed office condo with covered parking and private courtyard setting, ideal for professional and creative use.

    2180 North Park Avenue, Unit 200, Winter Park, FL 32789

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    Winter Park Value-Add Investment Opportunity
    $3,233,082
    17,514 SF
    Winter Park Value-Add Investment Opportunity

    Multi-tenant office/retail asset with income and appreciation potential.

    7523 Aloma Ave, Winter Park, FL 32792

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    Winter Park Commercial Building For Sale
    $3,400,000
    13,034 SF
    Winter Park Commercial Building For Sale

    Two-story building on 0.64 acres in Winter Park, Florida.

    1000 S Orlando Ave, Winter Park, FL 32789

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    Winter Park Free-Standing Building
    Contact for pricing
    3,006 SF
    Winter Park Free-Standing Building

    Renovated 3,006 SF building in prime Winter Park location.

    347 N Orlando Ave, Winter Park, FL 32789

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    Winter Park Retail Space Available
    Contact for pricing
    13,135 SF
    Winter Park Retail Space Available

    Retail leasing opportunity in Winter Park, Florida, anchored by Publix.

    2295 Aloma Ave, Winter Park, FL 32792

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    Winter Park Flex/Industrial Investment
    $4,750,000
    18,140 SF
    Winter Park Flex/Industrial Investment

    Three-building flex/industrial property with long-term tenant and income.

    7200 Gardner Street, Winter Park, FL 32792

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    Winter Park Drive-Through Restaurant
    $2,500,000
    2,010 SF
    Winter Park Drive-Through Restaurant

    Drive-through restaurant property on Aloma Avenue for sale.

    2212 Aloma Ave, Winter Park, FL

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    Established Fast-Food Location For Sale
    $2,100,000
    Established Fast-Food Location For Sale

    Prime location with high traffic and drive-through.

    2212 Aloma Avenue, Winter Park, FL 32792

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    Winter Park Commercial Corner Lot
    $725,000
    4,104 SF
    Winter Park Commercial Corner Lot

    Commercial property in Winter Park, Florida, suitable for various uses.

    3377 FORSYTH ROAD, Winter Park, FL 32792

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    Winter Park Sports Complex Opportunity
    $9,000,000
    54,349 SF
    Winter Park Sports Complex Opportunity

    Premier sports complex with bar/restaurant mezzanine and ample parking.

    4304 Metric Dr, Winter Park, FL 32792

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    Renovated Office Condo Near Park Avenue
    $449,000
    940 SF
    Renovated Office Condo Near Park Avenue

    940 SF renovated office condo with flexible layout.

    157 E NEW ENGLAND AVENUE 302, Winter Park, FL 32789

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    Winter Park Office/School Building
    $4,400,000
    12,264 SF
    Winter Park Office/School Building

    Two-story office building in Winter Park, suitable for various uses.

    445 Wymore Road, Winter Park, FL 32789

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    Retail Space on Aloma Avenue
    Contact for pricing
    Retail Space on Aloma Avenue

    Retail leasing opportunity in Winter Park, Florida, on Aloma Avenue.

    2216 Aloma Ave, Winter Park, FL 32792

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    Freestanding Retail Building in Winter Park
    Contact for pricing
    2,610 SF
    Freestanding Retail Building in Winter Park

    Single-tenant building with frontage on US 17-92.

    347 N Orlando Ave, Winter Park, FL

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    Winter Park, FL Commercial Real Estate Investment Opportunities Market Analysis

    Explore 72 commercial real estate for sale in Winter Park, FL, showcased through 49 active listings on our real estate platform. These investment opportunities span a total of 239,257 square feet of properties for sale, with an estimated market value of $68,375,582.

    Sale prices for business properties in Winter Park, FL start at $425,000, averaging $2,532,428, and reaching up to $9,000,000 — 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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    Property Size Breakdown

    The majority of commercial real estate listings in Winter Park fall within the 100,000+ square foot range.

    Demographics Overview

    Population 80K
    Population Growth (5Y) +2.4%
    Median Household Income $77,660
    College Educated 37.4%

    High-Yield Neighborhoods for Investment

    Identify Winter Park submarkets with the highest inventory density on the market and evaluate the median listing prices of real estate assets

    Neighborhood Average Price
    32789 $1.5M
    32792 $2.4M

    Taxes & Financing

    Tax Rate (average for all types) 1.38%
    Property Tax per SF $12.70 per sq ft
    Tax Rate vs County Average 0.18 pp below county avg
    Average Loan-to-Value 65.0%

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