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    Winter Park, FL Office Buildings for Sale

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    Lehigh Acres, FL Cape Coral, FL Port Charlotte, FL
    8 results
    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
    View details
    Winter Park Office Building Opportunity
    $719,000
    1,656 SF

    Winter Park Office Building Opportunity

    1977 DUNDEE DRIVE, Winter Park, FL 32792

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

    • Prime location in Winter Park near Medical Arts District, Advent Health, Rollins College, and Park Avenue.
    • Suitable for a variety of professional offices (architects, medical, legal, etc.) due to O‑2 zoning.
    • Free‑standing building on a spacious corner lot with ample on‑site and street parking.
    • Building features 6 rooms, 2 updated bathrooms, a kitchen, original hardwood floors, and 2 private entrances.
    • Recent updates include roof (2016) and A/C (2019).
    Updated: Mar 12
    View details
    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
    View details
    Winter Park Office Investment
    $549,000
    1,884 SF

    Winter Park Office Investment

    Prime Winter Park office building with C-1 zoning.

    4965 N Palm Ave, Winter Park, FL 32792
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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
    View details
    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
    View details
    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
    View details
    Based on your search, we've compiled 403 Potential Opportunities for your consideration. Besides 8 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 387 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

    Explore Opportunities in Nearby Cities

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

    Colonialtown Orlando Office with Income
    $829,900
    1,662 SF

    Colonialtown Orlando Office with Income

    Office property with income potential in a central Orlando location.

    1922 HILLCREST STREET, Orlando, FL 32803
    View details
    Maitland Office Building For Sale
    $1,200,000

    Maitland Office Building For Sale

    Prestigious Maitland office building in a thriving business corridor.

    166 Lookout Pl, Maitland, FL 32751
    View details
    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
    View details
    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
    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.

    Vacant Land in Quiet Orlando Neighborhood
    $245,000
    0.21 Acres

    Vacant Land in Quiet Orlando Neighborhood

    Vacant lot ideal for office or professional practices.

    726 CORDOVA DRIVE, Orlando, FL 32804
    View details
    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
    View details
    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
    View details
    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
    View details

    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.

    1007 Lewis Dr

    1007 Lewis Dr

    OFFICE BUILDING (MULTI-STORY) • 3,316 SF
    Value Estimation
    $880,000
    1007 Lewis Dr, Winter Park, FL 32789-2224
    View details
    7235 Gardner St

    7235 Gardner St

    OFFICE BUILDING • 3,245 SF
    Value Estimation by Request
    7235 Gardner St, Winter Park, FL 32792-6617
    View details
    609 Fairbanks Ave

    609 Fairbanks Ave

    OFFICE BUILDING • 980 SF
    Value Estimation by Request
    609 Fairbanks Ave, Winter Park, FL 32789-4710
    View details
    1550 Lakemont Ave

    1550 Lakemont Ave

    OFFICE BUILDING (MULTI-STORY) • 8,218 SF
    Value Estimation
    $2,605,000
    1550 Lakemont Ave, Winter Park, FL 32792-5407
    View details
    1330 Palmetto Ave

    1330 Palmetto Ave

    OFFICE BUILDING • 5,077 SF
    Value Estimation by Request
    1330 Palmetto Ave, Winter Park, FL 32789-4916
    View details
    3025 Aloma Ave

    3025 Aloma Ave

    PROFESSIONAL BUILDING • 2,622 SF
    Value Estimation
    $850,000
    3025 Aloma Ave, Winter Park, FL 32792-3702
    View details
    1415 Gene St

    1415 Gene St

    PROFESSIONAL BUILDING • 5,192 SF
    Value Estimation
    $1,150,000
    1415 Gene St, Winter Park, FL 32789-4840
    View details
    4063 Goldenrod Rd

    4063 Goldenrod Rd

    OFFICE BUILDING (MULTI-STORY) • 13,582 SF
    Value Estimation
    $2,430,000
    4063 Goldenrod Rd, Winter Park, FL 32792-8914
    View details
    1844 Fairbanks Ave

    1844 Fairbanks Ave

    OFFICE BUILDING (MULTI-STORY) • 2,158 SF
    Value Estimation by Request
    1844 Fairbanks Ave, Winter Park, FL 32789-4502
    View details
    1075 Morse Blvd

    1075 Morse Blvd

    OFFICE BUILDING (MULTI-STORY) • 6,012 SF
    Value Estimation
    $2,370,000
    1075 Morse Blvd, Winter Park, FL 32789-3737
    View details
    1950 Mizell Ave

    1950 Mizell Ave

    PROFESSIONAL BUILDING • 2,375 SF
    Value Estimation by Request
    1950 Mizell Ave, Winter Park, FL 32792-4117
    View details
    882 Jackson Ave

    882 Jackson Ave

    OFFICE BUILDING • 4,581 SF
    Value Estimation by Request
    882 Jackson Ave, Winter Park, FL 32789-4667
    View details
    2555 Temple Trl

    2555 Temple Trl

    OFFICE BUILDING (MULTI-STORY) • 18,950 SF
    Value Estimation
    $2,745,000
    2555 Temple Trl, Winter Park, FL 32789-1110
    View details
    631 Orlando Ave

    631 Orlando Ave

    OFFICE BUILDING (MULTI-STORY) • 44,345 SF
    Value Estimation by Request
    631 Orlando Ave, Winter Park, FL 32789-7116
    View details
    280 Canton Ave

    280 Canton Ave

    OFFICE BUILDING (MULTI-STORY) • 32,215 SF
    Value Estimation by Request
    280 Canton Ave, Winter Park, FL 32789-3133
    View details
    2802 Aloma Ave

    2802 Aloma Ave

    OFFICE BUILDING (MULTI-STORY) • 10,740 SF
    Value Estimation
    $2,250,000
    2802 Aloma Ave, Winter Park, FL 32792-3532
    View details

    Winter Park, FL Office Buildings Investment Opportunities Market Analysis

    Explore 395 office buildings for sale in Winter Park, FL, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 2,382,822 square feet of properties for sale, with an estimated market value of $193,700,500.

    Sale prices for office properties in Winter Park, FL start at $195,000, averaging $1,467,428, and reaching up to $17,295,000 — 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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