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    Winter Park, FL Office Buildings for Sale

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    Orlando, FL Maitland, FL Casselberry, FL
    11 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 Professional Office Building
    $695,500
    1,656 SF
    Winter Park Professional Office Building

    1977 DUNDEE DRIVE, Winter Park, FL 32792

    Free-standing Winter Park office building in a prime location.
    • Prime location in the heart of Winter Park, zoned O‑2 for professional office use.
    • Spacious corner lot with ample on‑site and street parking.
    • Walking distance to Advent Health, restaurants, shops, and Ward Park.
    • Current layout features five office areas, two private entrances, and two baths.
    • Original hardwood floors and a fenced‑in backyard.
    Updated: Sep 4, 2025
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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
    $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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    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 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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    Winter Park Stand-Alone Building
    $2,175,000
    7,375 SF
    Winter Park Stand-Alone Building

    Highly visible Winter Park building with secure parking and easy access.

    1971 Lee Rd, Winter Park, FL 32789

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    Highly Visible Freestanding Office Building
    Contact for pricing
    Highly Visible Freestanding Office Building

    Freestanding office building with interstate access and strong street presence.

    2691 W Fairbanks Ave, Winter Park, FL 32789

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    Winter Park Freestanding Office Building
    $4,925,000
    10,000 SF
    Winter Park Freestanding Office Building

    10,000 SF Winter Park office building with modern renovation.

    2200 N Park Ave, Winter Park, FL

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    Winter Park Bank Building
    Contact for pricing
    6,120 SF
    Winter Park Bank Building

    6,120 SF multi-tenanted building in Winter Park, Florida.

    862 Orlando Ave, Winter Park, FL

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    Winter Park Office Building Opportunity
    Contact for pricing
    7,500 SF
    Winter Park Office Building Opportunity

    Four-story office building in Winter Park, Florida, for sale.

    280 W Canton Ave, Winter Park, FL

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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 11 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 61 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.

    Professional Office Suites Investment
    $1,295,000
    Professional Office Suites Investment

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

    407 LAKE HOWELL Rd, Maitland, FL 32751

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    Maitland Office Building For Sale
    $1,200,000
    4,577 SF
    Maitland Office Building For Sale

    Prestigious office building in Maitland, Florida, for sale.

    166 Lookout Pl, Maitland, FL

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    Triple-Net Pediatric Medical Office
    $3,059,000
    7,366 SF
    Triple-Net Pediatric Medical Office

    Single-tenant NNN medical office leased to Pediatric Associates.

    1651 North Semoran Boulevard, Orlando, FL 32807

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    Mills50 District Office Building
    Contact for pricing
    744 SF
    Mills50 District Office Building

    744 sq ft office in vibrant Mills50 district.

    1309 Wilfred Dr, Orlando, FL

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    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.

    Professional Office Development Lot
    $235,000
    0.21 Acres
    Professional Office Development Lot

    Vacant commercial land in Orlando suited for office and other professional uses, with options requiring special permits.

    726 CORDOVA DRIVE, Orlando, FL 32804

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    Prime Commercial Lot in Orlando
    $599,000
    0.57 Acres
    Prime Commercial Lot in Orlando

    24,829 SF commercial lot in high-traffic Orlando location.

    0 N Semoran Blvd N SEMORAN BLVD, Other City - In The, State Of Florida, FL 32807

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    Orlando Mixed-Use Development Portfolio
    $2,100,000
    0.36 Acres
    Orlando Mixed-Use Development Portfolio

    1.40-acre mixed-use portfolio in Downtown Orlando's Innovation District.

    222 N PARRAMORE AVENUE, Orlando, FL 32801

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    Orlando Mixed-Use Portfolio For Sale
    $2,100,000
    10,902 SF
    Orlando Mixed-Use Portfolio For Sale

    Diversified 1.40-acre collection of 11 parcels within the Innovation District.

    716 W ROBINSON STREET, Orlando, FL 32805

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    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)
    3,316 SF Lot: 0.10 Acres
    Estimated value
    $880,000

    1007 Lewis Dr, Winter Park, FL 32789-2224

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    7235 Gardner St
    OFFICE BUILDING
    3,245 SF Lot: 1.38 Acres
    Value Estimation by Request

    7235 Gardner St, Winter Park, FL 32792-6617

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    609 Fairbanks Ave
    OFFICE BUILDING
    980 SF Lot: 0.45 Acres
    Value Estimation by Request

    609 Fairbanks Ave, Winter Park, FL 32789-4710

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    1550 Lakemont Ave
    OFFICE BUILDING (MULTI-STORY)
    8,218 SF Lot: 0.48 Acres
    Estimated value
    $2,605,000

    1550 Lakemont Ave, Winter Park, FL 32792-5407

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    1330 Palmetto Ave
    OFFICE BUILDING
    5,077 SF Lot: 0.51 Acres
    Value Estimation by Request

    1330 Palmetto Ave, Winter Park, FL 32789-4916

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    3025 Aloma Ave
    PROFESSIONAL BUILDING
    2,622 SF Lot: 0.39 Acres
    Estimated value
    $850,000

    3025 Aloma Ave, Winter Park, FL 32792-3702

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    1415 Gene St
    PROFESSIONAL BUILDING
    5,192 SF Lot: 0.41 Acres
    Estimated value
    $1,150,000

    1415 Gene St, Winter Park, FL 32789-4840

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    4063 Goldenrod Rd
    OFFICE BUILDING (MULTI-STORY)
    13,582 SF Lot: 1.24 Acres
    Estimated value
    $2,430,000

    4063 Goldenrod Rd, Winter Park, FL 32792-8914

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    1844 Fairbanks Ave
    OFFICE BUILDING (MULTI-STORY)
    2,158 SF Lot: 0.16 Acres

    1844 Fairbanks Ave, Winter Park, FL 32789-4502

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    1075 Morse Blvd
    OFFICE BUILDING (MULTI-STORY)
    6,012 SF Lot: 0.24 Acres

    1075 Morse Blvd, Winter Park, FL 32789-3737

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    1950 Mizell Ave
    PROFESSIONAL BUILDING
    2,375 SF Lot: 0.22 Acres
    Value Estimation by Request

    1950 Mizell Ave, Winter Park, FL 32792-4117

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    882 Jackson Ave
    OFFICE BUILDING
    4,581 SF Lot: 0.18 Acres
    Value Estimation by Request

    882 Jackson Ave, Winter Park, FL 32789-4667

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    2555 Temple Trl
    OFFICE BUILDING (MULTI-STORY)
    18,950 SF Lot: 1.51 Acres
    Estimated value
    $2,745,000

    2555 Temple Trl, Winter Park, FL 32789-1110

    View details

    Winter Park, FL Office Buildings Investment Opportunities Market Analysis

    Explore 72 office buildings for sale in Winter Park, FL, showcased through 11 active listings on our real estate platform. These investment opportunities span a total of 47,073 square feet of properties for sale, with an estimated market value of $16,859,500.

    Sale prices for office properties in Winter Park, FL start at $545,000, averaging $2,408,500, and reaching up to $4,925,000 — 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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    Top Commercial Asset Segments

    Office Units 60
    Medical Office Space 23
    Office buildings 22
    Coworking space 4
    Creative space 2

    Property Size Breakdown

    The majority of commercial real estate listings in Winter Park fall within the 25,000 to 50,000 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
    32792 $1.2M
    32789 $3.3M

    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%

    Listings Trend

    Total CRE Area on Market Trend

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