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    Oakland, FL Commercial Real Estate for Sale

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    Clermont, FL Winter Garden, FL Montverde, FL
    8 results
    Oakland Office Condo For Sale
    $999,000
    2,670 SF
    Oakland Office Condo For Sale

    301 S TUBB STREET G1 & G2, Oakland, FL 34760

    Office condo in the heart of Oakland, selling both units.
    • 2,670 sq ft of office space with two units (G1 & G2) sold together.
    • Unit G1 is fully furnished and move‑in ready with a reception area, conference room, 5 private offices, and a kitchen/breakroom.
    • Unit G2 features a flexible 700 sq ft open space with a private bathroom and kitchenette.
    • Internal access connects units G1 and G2 for a seamless workspace.
    • Conveniently located in Oakland, near major roadways and downtown Winter Garden and Clermont.
    Updated: Mar 12
    View details
    Mixed-Use Development Site For Sale
    $5,100,000
    32,117 SF
    Mixed-Use Development Site For Sale

    15551 W. Colonial Drive, Oakland, FL 34787

    Shovel-ready mixed-use development site in a high-traffic commercial corridor.
    • Shovel‑ready mixed‑use development site.
    • Prime location in Oakland, Florida, in a high‑traffic commercial corridor connecting Lake and Orange County.
    • Zoned PD - FLU: Mixed Use Activity Center.
    • Project comprises two 3‑story buildings.
    • Includes over 32,000 SF of commercial space.
    Updated: Nov 27, 2025
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    Oakland Office Condo For Sale
    $999,000
    2,670 SF
    Oakland Office Condo For Sale

    Office condo in the heart of Oakland, Winter Garden area.

    301 S TUBB STREET G1 & G2, Oakland, FL 34760

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    Prime Land on West Colonial
    $1,150,000
    Prime Land on West Colonial

    2 acres of commercial land with high traffic frontage.

    17108 West Colonial Drive, Oakland, FL 34787

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    Mixed-Use Development Opportunity
    $1,220,000
    42,250 SF
    Mixed-Use Development Opportunity

    Mixed-use development site with high traffic and growth potential.

    Southern Railway, Oakland, FL 34787

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    Oakland Commercial Building For Sale
    $1,220,000
    0.12 Acres
    Oakland Commercial Building For Sale

    Premier commercial building with customizable interior in a growing area.

    134 SOUTHERN RAILWAY #7, Oakland, FL 34787

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    Mixed-Use Development Site For Sale
    $5,100,000
    32,000 SF
    Mixed-Use Development Site For Sale

    Shovel-ready mixed-use development site in high-traffic commercial corridor.

    15551 W Colonial Dr, Oakland, FL 34787

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    Land with Highway Access
    $1,220,000
    Land with Highway Access

    Land with direct access off W Colonial Drive (HWY 50).

    Southern Railway, Oakland, FL 34787

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    Based on your search, we've compiled 76 Potential Opportunities for your consideration. Besides 8 Active listings in Oakland, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 64 Off-Market properties to explore as potential leads

    Opportunities in Nearby Cities

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

    Winter Garden NNN Investment Opportunity
    $5,620,438
    9,450 SF
    Winter Garden NNN Investment Opportunity

    New 20-year NNN lease with annual escalations.

    15710 West Colonial Drive, Winter Garden, FL 34787

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    Ladybird Academy Winter Garden For Sale
    $7,467,239
    13,166 SF
    Ladybird Academy Winter Garden For Sale

    13,166 SF property in Winter Garden, FL with long-term lease.

    1630 Avalon Road, Winter Garden, FL 34787

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    4.41 Acre Commercial Development Lot
    $3,500,000
    4.41 Acres
    4.41 Acre Commercial Development Lot

    Commercial development lot on SR50 near Florida Turnpike.

    16250 W Colonial Drive, Winter Garden, FL 34787

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    Land in Lake Avalon
    Contact for pricing
    Land in Lake Avalon

    Land suitable for agriculture or luxury estate development.

    16445 Davenport Rd, Winter Garden, FL 34787

    View details

    Off-Market Properties in Oakland, FL

    Consider similar Off-Market properties in Oakland, 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.

    301 Tubb St Ste D1
    CONDOMINIUM OFFICES
    1,448 SF Lot: 0.56 Acres
    Value Estimation by Request

    301 Tubb St Ste D1, Oakland, FL 34760-8859

    View details
    921 Oakland Ave
    WAREHOUSE, STORAGE
    28,622 SF Lot: 3.95 Acres
    Estimated value
    $5,480,000

    921 Oakland Ave, Oakland, FL 34760-8855

    View details
    931 Oakland Ave
    STORE/OFFICE (MIXED USE)
    1,526 SF Lot: 2.96 Acres
    Estimated value
    $730,000

    931 Oakland Ave, Oakland, FL 34787-1801

    View details
    400 Countyline Ct, Unit 2
    WAREHOUSE, STORAGE
    780 SF Lot: 0.02 Acres
    Value Estimation by Request
    Unit 2

    400 Countyline Ct, Oakland, FL 34787-9166

    View details
    Southern Railway
    VACANT COMMERCIAL LAND
    Lot: 2.24 Acres
    Estimated value
    $1,585,000

    Southern Railway, Oakland, FL 34787

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    Southern Railway
    VACANT COMMERCIAL LAND
    Lot: 2.25 Acres
    Estimated value
    $1,585,000

    Southern Railway, Oakland, FL 34787

    View details
    301 Tubb St Ste G1
    CONDOMINIUM OFFICES
    1,335 SF Lot: 0.56 Acres
    Value Estimation by Request

    301 Tubb St Ste G1, Oakland, FL 34760-8859

    View details
    301 Tubb St Ste G2
    CONDOMINIUM OFFICES
    1,335 SF Lot: 0.56 Acres
    Value Estimation by Request

    301 Tubb St Ste G2, Oakland, FL 34760-8859

    View details
    15900 Colonial Dr
    VACANT COMMERCIAL LAND
    Lot: 32.83 Acres
    Estimated value
    $3,900,000

    15900 Colonial Dr, Oakland, FL 34787-9706

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    2 Oakland Ave
    VACANT COMMERCIAL LAND
    Lot: 0.40 Acres
    Estimated value
    $1,200,000

    2 Oakland Ave, Oakland, FL 34760-8839

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    100 Hull Ave
    VACANT COMMERCIAL LAND
    Lot: 2.18 Acres
    Value Estimation by Request

    100 Hull Ave, Oakland, FL 34760

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    283 4th St
    VACANT COMMERCIAL LAND
    Lot: 7.84 Acres
    Estimated value
    $3,795,000

    283 4th St, Oakland, FL 34787-3611

    View details
    16100 Colonial Dr
    VACANT COMMERCIAL LAND
    Lot: 9.80 Acres
    Estimated value
    $3,895,000

    16100 Colonial Dr, Oakland, FL 34787

    View details
    17100 Colonial Dr
    CONVENIENCE STORE
    7,154 SF Lot: 1.41 Acres
    Estimated value
    $2,260,000

    17100 Colonial Dr, Oakland, FL 34787-9798

    View details
    15710 Colonial Dr
    VACANT COMMERCIAL LAND
    Lot: 1.64 Acres
    Estimated value
    $1,265,000

    15710 Colonial Dr, Oakland, FL 34787-9727

    View details
    400 Countyline Ct, Unit 4
    WAREHOUSE, STORAGE
    780 SF Lot: 0.02 Acres
    Value Estimation by Request
    Unit 4

    400 Countyline Ct, Oakland, FL 34787-9166

    View details

    Oakland, FL Commercial Real Estate Investment Opportunities Market Analysis

    Explore 72 commercial real estate for sale in Oakland, FL, showcased through 8 active listings on our real estate platform. These investment opportunities span a total of 111,709 square feet of properties for sale, with an estimated market value of $14,568,000.

    Sale prices for business properties in Oakland, FL start at $999,000, averaging $2,428,000, and reaching up to $5,100,000 — 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 Oakland fall within the 50,000 to 100,000 square foot range.

    Demographics Overview

    Population 94K
    Population Growth (5Y) +43.8%
    Median Household Income $115,163
    College Educated 30.9%

    High-Yield Neighborhoods for Investment

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

    Neighborhood Average Price
    Oakland $999K
    Winter Garden $2.5M

    Listings Trend

    Total CRE Area on Market Trend

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