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    Winter Garden, FL Office Buildings for Sale

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    Oakland, FL Orlando, FL Ocoee, FL
    Renovated Office Building Near Plant
    $1,298,000
    0.31 Acres
    Renovated Office Building Near Plant

    557 W PLANT STREET, Winter Garden, FL 34787

    Move-in-ready office building in walkable Winter Garden location.
    • Prime location just off Plant Street, Winter Garden's vibrant corridor.
    • High visibility and steady traffic from Plant Street and the West Orange Trail.
    • Walkable to key Winter Garden amenities: Crooked Can, Plant Street Market, City Hall, restaurants, and the downtown market.
    • Fully renovated with a new roof, new mechanical systems, and new electrical work.
    • Functional layout includes five private offices, a conference room, a training room, three restrooms, and a kitchen/breakroom.
    Updated: Oct 30, 2025
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    Based on your search, we've compiled 80 Potential Opportunities for your consideration. Besides 1 Active listings in Winter Garden, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 71 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.

    Two-Story Office Building with Parking
    $1,100,000
    5,580 SF
    Two-Story Office Building with Parking

    1984-built two-story office suited for owner-users or investors with ample on-site parking and optional lease-back.

    826 North John Street, Orlando, FL 32808

    View details
    Apopka Office/Retail Shell Building For Sale
    $1,360,000
    4,030 SF
    Apopka Office/Retail Shell Building For Sale

    Under construction shell building suitable for office or retail use.

    2745 OCOEE APOPKA ROAD, Apopka, FL 32703

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    Apopka Office Building For Sale
    $1,360,000
    4,030 SF
    Apopka Office Building For Sale

    Under construction office building in mixed-use Apopka development.

    2835 OCOEE APOPKA ROAD, Apopka, FL 32703

    View details
    Orlando Office/Medical Investment Opportunity
    $11,869,942
    36,828 SF
    Orlando Office/Medical Investment Opportunity

    35,601 SF building, renovated in 2025, 100% occupancy.

    1743 Park Center Dr, Orlando, FL 32835

    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.

    Prime Commercial Lot in Ocoee
    $1,300,000
    1.79 Acres
    Prime Commercial Lot in Ocoee

    Outstanding commercial lot with high visibility and versatile C-2 zoning.

    319 W SILVER STAR ROAD, Ocoee, FL 34761

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    Ocoee Pad Ready Site
    Contact for pricing
    0.30 Acres
    Ocoee Pad Ready Site

    Pad-ready site ideal for medical or corporate headquarters.

    2950 Maguire Rd, Ocoee, FL 34761

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    Prime Commercial Corner Lot Apopka
    $1,400,000
    5.23 Acres
    Prime Commercial Corner Lot Apopka

    5.23-acre commercial corner lot in Apopka, Florida.

    E KEENE ROAD, Apopka, FL 32703

    View details
    Apopka Land Infill Site
    $375,000
    0.32 Acres
    Apopka Land Infill Site

    Vacant land in Downtown Apopka's mixed-use district.

    215 E 5TH STREET, Apopka, FL 32703

    View details

    Off-Market Properties in Winter Garden, FL

    Consider similar Off-Market properties in Winter Garden, 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.

    15650 Colonial Dr
    PROFESSIONAL BUILDING
    5,608 SF Lot: 0.65 Acres
    Value Estimation by Request

    15650 Colonial Dr, Winter Garden, FL 34787-9727

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    522 Main St
    PROFESSIONAL BUILDING
    1,430 SF Lot: 0.20 Acres
    Value Estimation by Request

    522 Main St, Winter Garden, FL 34787-3535

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    54 Plant St
    PROFESSIONAL BUILDING
    4,021 SF Lot: 0.57 Acres
    Estimated value
    $2,895,000

    54 Plant St, Winter Garden, FL 34787-3127

    View details
    622 Vineland Rd
    OFFICE BUILDING
    2,039 SF Lot: 0.19 Acres
    Estimated value
    $760,000

    622 Vineland Rd, Winter Garden, FL 34787-3935

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    591 Susan B Britt Ct
    OFFICE BUILDING (MULTI-STORY)
    13,088 SF Lot: 2.21 Acres
    Value Estimation by Request

    591 Susan B Britt Ct, Winter Garden, FL 34787-1902

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    557 Plant St
    OFFICE BUILDING
    2,564 SF Lot: 0.31 Acres

    557 Plant St, Winter Garden, FL 34787-3003

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    17800 Bali Blvd
    OFFICE BUILDING
    18,332 SF Lot: 2.38 Acres
    Estimated value
    $3,715,000

    17800 Bali Blvd, Winter Garden, FL 34787-9446

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    160 Plant St
    OFFICE BUILDING
    2,511 SF Lot: 0.21 Acres
    Value Estimation by Request

    160 Plant St, Winter Garden, FL 34787-3170

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    80 2nd St
    OFFICE BUILDING
    986 SF Lot: 0.72 Acres
    Value Estimation by Request

    80 2nd St, Winter Garden, FL 34787

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    15775 New Independence Pkwy
    PROFESSIONAL BUILDING
    43,664 SF Lot: 5.38 Acres
    Estimated value
    $6,540,000

    15775 New Independence Pkwy, Winter Garden, FL 34787-8110

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    14249 Colonial Dr
    OFFICE BUILDING
    1,880 SF Lot: 67.59 Acres
    Value Estimation by Request

    14249 Colonial Dr, Winter Garden, FL 34787-4210

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    204 Dillard St
    OFFICE BUILDING
    1,948 SF Lot: 0.15 Acres
    Estimated value
    $505,000

    204 Dillard St, Winter Garden, FL 34787-3523

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    15 Main St
    PROFESSIONAL BUILDING
    1,560 SF Lot: 0.05 Acres
    Value Estimation by Request

    15 Main St, Winter Garden, FL 34787-3124

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    881 9th St
    OFFICE BUILDING
    972 SF Lot: 6.51 Acres
    Value Estimation by Request

    881 9th St, Winter Garden, FL 34787-4011

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    15512 Colonial Dr, Unit B
    PROFESSIONAL BUILDING
    5,500 SF Lot: 0.20 Acres
    Estimated value
    $1,370,000
    Unit B

    15512 Colonial Dr, Winter Garden, FL 34787-9556

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    12200 Colonial Dr
    OFFICE BUILDING (MULTI-STORY)
    31,857 SF Lot: 1.77 Acres
    Estimated value
    $8,210,000

    12200 Colonial Dr, Winter Garden, FL 34787-4125

    View details
    950 Dillard St
    OFFICE BUILDING
    4,909 SF Lot: 1.20 Acres

    950 Dillard St, Winter Garden, FL 34787-3912

    View details
    504 Plant St
    OFFICE BUILDING (MULTI-STORY)
    10,684 SF Lot: 0.42 Acres

    504 Plant St, Winter Garden, FL 34787-3004

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    8 Highland Ave
    OFFICE BUILDING
    3,899 SF Lot: 0.58 Acres
    Estimated value
    $1,280,000

    8 Highland Ave, Winter Garden, FL 34787-2769

    View details
    15532 Colonial Dr
    PROFESSIONAL BUILDING
    5,000 SF Lot: 0.19 Acres
    Estimated value
    $560,000

    15532 Colonial Dr, Winter Garden, FL 34787-9570

    View details
    14835 Colonial Dr
    PROFESSIONAL BUILDING
    3,048 SF Lot: 0.54 Acres
    Estimated value
    $800,000

    14835 Colonial Dr, Winter Garden, FL 34787-4220

    View details
    15520 Colonial Dr, Unit H2
    PROFESSIONAL BUILDING
    2,500 SF Lot: 0.08 Acres
    Value Estimation by Request
    Unit H2

    15520 Colonial Dr, Winter Garden, FL 34787-9556

    View details
    12323 Colonial Dr
    PROFESSIONAL BUILDING
    25,034 SF Lot: 2.01 Acres
    Estimated value
    $2,240,000

    12323 Colonial Dr, Winter Garden, FL 34787-4121

    View details

    Winter Garden, FL Office Buildings Investment Opportunities Market Analysis

    Explore 72 office buildings for sale in Winter Garden, FL on our real estate platform. These investment opportunities span a total of 0 square feet of properties for sale, with an estimated market value of $1,298,000.

    Sale prices for office properties in Winter Garden, FL start at $1,298,000, averaging $1,298,000, and reaching up to $1,298,000 — 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

    Commercial property segments ranked by active listings on the market

    Office Units 26
    Medical Office Space 15
    Office buildings 2
    Coworking space 1

    Demographics Overview

    Population 93K
    Population Growth (5Y) +43.8%
    Median Household Income $114,988
    College Educated 22.6%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    34787 $1.3M

    Taxes & Financing

    Tax Rate (average for all types) 1.71%
    Property Tax per SF $9.76 per SF
    Tax Rate vs County Average 0.16 pp above 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 Garden fall within the 50,000 to 100,000 square foot range.

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