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    Winter Park Commercial Building For Sale
    Updated: Nov 26, 2025
    Winter Park Commercial Building For Sale

    1000 S Orlando Ave, Winter Park, FL 32789

    $3,400,000
    13,034 sqft
    Prime location in the desirable Winter Park submarket with 100 feet of frontage on South Orlando Avenue (U.S. Highway 17‑92) offering exceptional visibility and signage potential.
    Zoned C‑3 (General Commercial) allowing for a wide range of permitted uses including office, medical, and retail.
    13,034‑square‑foot, two‑story building on 0.64 acres, suitable for investment or owner‑user.
    Abundant on‑site parking.
    Strong traffic counts on a heavily traveled commercial corridor.
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    This listing looks promising.

    Here's a quick look at some key insights for

    1000 S Orlando Ave, Winter Park, FL 32789

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    • Est. Cap Rate

      5.7%
      NOI ÷ price

    • Est. NOI

      $195K
      Annual

    • Mortgage

      $3M
      Jun 2004

    • Last Sold

      Dec 2022
      $2.5M

    • Property Type

      Financial Building
      Built 2016
    View Property Analytics
    Freestanding Office-Residential Building
    Updated: Apr 29
    Freestanding Office-Residential Building

    4947 N PALM Avenue, Winter Park, FL 32792

    $545,000
    1,088 sqft 0.16 AC lot
    Freestanding commercial building built in 1980 with Block and Stucco construction
    Zoned 1210 – Store/Office/Residential II, allowing flexible use for store, office, or residential II live/work scenarios
    Previously used as a real estate office and currently operating as a counseling center
    Directly across from the United States Postal Service and located on N Palm Avenue
    Central heating and central air conditioning; roof is shingle
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    Freestanding Office Corner Lot
    Freestanding Office Corner Lot

    1977 DUNDEE Drive, Winter Park, FL 32792

    $695,500
    1,656 sqft 0.19 AC lot

    Zoned O-2, the building offers five office areas, two private entrances, and on-site parking on a corner lot.

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    Corner Office Building
    Corner Office Building

    1477 W FAIRBANKS AVENUE, Winter Park, FL 32789

    $2,500,000
    6,049 sqft

    Office building located on the corner of Fairbanks Avenue and Lakeview Avenue in Winter Park.

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    Freestanding Store/Office Building
    Freestanding Store/Office Building

    4947 N Palm Ave, Winter Park, FL 32792

    $535,000
    1,088 sqft

    Freestanding building with adaptable store/office/residential zoning and onsite storage, currently configured for professional services.

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    Winter Park Office/School Building
    Winter Park Office/School Building

    445 Wymore Road, Winter Park, FL 32789

    $4,400,000
    12,264 sqft

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

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    Freestanding Professional Office Building
    Freestanding Professional Office Building

    1977 Dundee Drive, Winter Park, FL 32792

    $695,500
    1,808 sqft

    Free-standing O-2 office building on a corner lot with five office areas, two private entrances, and ample on-site parking.

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    Versatile Office Building
    Versatile Office Building

    2324 Lee Rd, Winter Park, FL 32789

    $750,000
    2,124 sqft

    Office-ready layout with ample parking and well-maintained interior and exterior spaces, with existing furniture optional.

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    Multi-Tenant Medical Office Building
    Multi-Tenant Medical Office Building

    4355 Bear Gully Rd, Winter Park, FL 32792

    $3,564,528
    9,914 sqft

    Multi-tenant medical office building offered for sale with 9,914 square feet.

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    Standalone Office Building
    Standalone Office Building

    1071 W Morse Blvd, Winter Park, FL 32789

    Contact for pricing
    4,988 sqft

    Standalone office building with efficient layout, recent buildout, surface parking, and large conference room.

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    Winter Park Office Building Opportunity
    Winter Park Office Building Opportunity

    1977 DUNDEE DRIVE, Winter Park, FL 32792

    $719,000
    1,656 sqft 0.19 AC lot

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

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    Highly Visible Freestanding Office Building
    Highly Visible Freestanding Office Building

    2691 W Fairbanks Ave, Winter Park, FL 32789

    Contact for pricing

    Freestanding office building with interstate access and strong street presence.

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    Winter Park Office Building
    Winter Park Office Building

    2443-2445 Lee Road, Winter Park, FL 32789

    Contact for pricing

    Office building for sale located just off Interstate 4 on Lee Road in Winter Park.

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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 13 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 59 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Opportunities in Nearby Cities

    Here are 4 Similar properties we found in Nearby Locations for your consideration.

    Freestanding Office Building with Parking
    Freestanding Office Building with Parking

    1309 Wilfred Drive, Orlando, FL 32803

    $669,000
    1,170 sqft 0.15 AC lot

    Flexible MU-1/T zoning supports office, medical, creative, or retail use with convenient access and on-site parking.

    View details
    Multi-Suite Office Building
    Multi-Suite Office Building

    407 LAKE HOWELL ROAD, Maitland, FL 32751

    $1,235,000
    6,117 sqft

    Well-maintained office building with 24 suites, shared amenities, five restrooms, and approximately 29 parking spaces.

    View details
    Mills 50 District Office Building
    Mills 50 District Office Building

    802 E COLONIAL DRIVE, Orlando, FL 32803

    $1,299,000
    2,379 sqft 0.29 AC lot

    Mixed-use office building in the Mills 50 District.

    View details
    Professional Office Suites Investment
    Professional Office Suites Investment

    407 LAKE HOWELL Rd, Maitland, FL 32751

    $1,250,000

    Well-maintained commercial building with 24 suites and strong tenancy.

    View details

    Potential Development Sites for Consideration

    Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

    Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

    Commercial Development Land Parcel
    Commercial Development Land Parcel

    Orlando, FL 32807

    $599,000
    0.57 AC lot

    Commercial land parcel sized for office or professional development in the Azalea Park area.

    View details
    Vacant Professional Office Lot
    Vacant Professional Office Lot

    726 CORDOVA Drive, Orlando, FL 32804

    $235,000
    0.21 AC lot

    Vacant 0.21-acre lot suited for office or professional practices under O-1/T zoning.

    View details
    Multi-Parcel Redevelopment Land Portfolio
    Multi-Parcel Redevelopment Land Portfolio

    222 N PARRAMORE Avenue, Orlando, FL 32801

    $2,100,000
    0.36 AC lot

    Portfolio includes multiple adjacent vacant land parcels and one-story duplexes with MU-1/T/PH and R2B/T/PH zoning.

    View details
    Mixed-Use Portfolio with Duplex
    Mixed-Use Portfolio with Duplex

    716 W ROBINSON Street, Orlando, FL 32805

    $2,100,000
    0.34 AC lot

    Portfolio includes a one-story duplex and multiple adjacent vacant parcels under MU-1/T/PH and R2B/T/PH zoning.

    View details

    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.

    1007 Lewis Dr
    OFFICE BUILDING (MULTI-STORY)

    1007 Lewis Dr, Winter Park, FL 32789-2224

    $880,000
    Estimated value
    3,316 sqft 0.10 AC lot
    View details
    7235 Gardner St
    OFFICE BUILDING

    7235 Gardner St, Winter Park, FL 32792-6617

    Value Estimation by Request
    3,245 sqft 1.38 AC lot
    View details
    609 Fairbanks Ave
    OFFICE BUILDING

    609 Fairbanks Ave, Winter Park, FL 32789-4710

    Value Estimation by Request
    980 sqft 0.45 AC lot
    View details
    1550 Lakemont Ave
    OFFICE BUILDING (MULTI-STORY)

    1550 Lakemont Ave, Winter Park, FL 32792-5407

    $2,605,000
    Estimated value
    8,218 sqft 0.48 AC lot
    View details
    1330 Palmetto Ave
    OFFICE BUILDING

    1330 Palmetto Ave, Winter Park, FL 32789-4916

    Value Estimation by Request
    5,077 sqft 0.51 AC lot
    View details
    3025 Aloma Ave
    PROFESSIONAL BUILDING

    3025 Aloma Ave, Winter Park, FL 32792-3702

    $850,000
    Estimated value
    2,622 sqft 0.39 AC lot
    View details
    1415 Gene St
    PROFESSIONAL BUILDING

    1415 Gene St, Winter Park, FL 32789-4840

    $1,150,000
    Estimated value
    5,192 sqft 0.41 AC lot
    View details
    4063 Goldenrod Rd
    OFFICE BUILDING (MULTI-STORY)

    4063 Goldenrod Rd, Winter Park, FL 32792-8914

    $2,430,000
    Estimated value
    13,582 sqft 1.24 AC lot
    View details
    1844 Fairbanks Ave
    OFFICE BUILDING (MULTI-STORY)

    1844 Fairbanks Ave, Winter Park, FL 32789-4502

    Value Estimation by Request
    2,158 sqft 0.16 AC lot
    View details
    1075 Morse Blvd
    OFFICE BUILDING (MULTI-STORY)

    1075 Morse Blvd, Winter Park, FL 32789-3737

    $2,370,000
    Estimated value
    6,012 sqft 0.24 AC lot
    View details
    1950 Mizell Ave
    PROFESSIONAL BUILDING

    1950 Mizell Ave, Winter Park, FL 32792-4117

    Value Estimation by Request
    2,375 sqft 0.22 AC lot
    View details

    Winter Park, FL Office Buildings Market Trends and Statistics

    Explore 72 office buildings for sale in Winter Park, FL, showcased through 13 active listings on our real estate platform. These investment opportunities span a total of 50,681 square feet of properties for sale, with an estimated market value of $17,804,528.

    Sale prices for office properties in Winter Park, FL start at $535,000, averaging $1,780,452, and reaching up to $4,400,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

    List
    Map

    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Office Units 35
    Medical Office Space 25
    Office buildings 19
    Coworking space 3
    Creative space 1

    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 average listing prices of real estate assets

    Neighborhood Average Price
    32792 $1.1M
    32789 $3.3M

    Taxes & Financing

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

    Listings Trend

    New vs delisted commercial listings in Orange County

    New Delisted

    Total CRE Inventory on Market (SF)

    Property Size Breakdown

    The majority of commercial real estate listings in Winter Park fall within the 25,000 to 50,000 square foot range.

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