Oakland, FL
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    Oakland, FL Retail Properties & Spaces for Sale

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    Clermont, FL Winter Garden, FL Montverde, FL
    Oakland Commercial Building For Sale
    $1,220,000
    0.12 Acres
    Oakland Commercial Building For Sale

    134 SOUTHERN RAILWAY #7, Oakland, FL 34787

    Premier commercial building with customizable interior in a growing area.
    • Prime visibility and easy access at the front of Oakland Exchange.
    • Located off West Colonial Drive (State Road 50) near Florida Turnpike access.
    • Fully customizable interior in dark gray shell condition.
    • Excellent accessibility with high traffic and two entrances.
    • Positioned between rapidly expanding Clermont and Winter Garden.
    Updated: Jun 3, 2025
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    Mixed-Use Development Site For Sale
    $5,100,000
    32,000 SF
    Mixed-Use Development Site For Sale

    15551 W Colonial Dr, Oakland, FL 34787

    Shovel-ready mixed-use development site in high-traffic commercial corridor.
    • Shovel‑ready mixed‑use development site
    • High‑traffic commercial corridor location connecting Lake and Orange County, Florida
    • Boasts over 32,000 SF of commercial space
    • Includes 72 apartment units
    • Connects to The Grove neighborhood via pedestrian and golf cart path
    Updated: Nov 19, 2025
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    Based on your search, we've compiled 21 Potential Opportunities for your consideration. Besides 2 Active listings in Oakland, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 11 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.

    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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    Pacific Dental Retail Investment Opportunity
    $2,530,782
    4,000 SF
    Pacific Dental Retail Investment Opportunity

    4,000 SF retail space in Clermont, Florida for sale.

    17300 State Road 50, Clermont, FL

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    Retail Strip Center For Sale
    $4,107,000
    5,286 SF
    Retail Strip Center For Sale

    Fully occupied retail strip center with strong tenancy.

    16526-16530 State Rd 50, Clermont, FL

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    Winter Garden Convenience Store with Fuel
    $5,500,000
    13,919 SF
    Winter Garden Convenience Store with Fuel

    Single-tenant Wawa with long-term lease in Winter Garden, Florida.

    13501 W Colonial Dr, Winter Garden, FL 34787

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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.

    Winter Garden Land For Sale
    $1,000,000
    0.85 Acres
    Winter Garden Land For Sale

    Rare 0.85 acre land parcel in Winter Garden, Florida.

    851 9TH STREET, Winter Garden, FL 34787

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    Land in Downtown Winter Garden
    $59,000
    0.10 Acres
    Land in Downtown Winter Garden

    Parcel in downtown Winter Garden with excellent location.

    764 KLONDIKE STREET, Winter Garden, FL 34787

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    75.6 Acres in Horizon West
    Contact for pricing
    75.60 Acres
    75.6 Acres in Horizon West

    Land in Horizon West area of Orange County for sale.

    8050 Avalon Road, Winter Garden, FL 34787

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    Ocoee Land For Sale
    Contact for pricing
    0.30 Acres
    Ocoee Land For Sale

    0.3 acres of land available in Ocoee, Florida.

    2950 Maguire Rd, Ocoee, FL 34761

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    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.

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

    17100 Colonial Dr, Oakland, FL 34787-9798

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    16123 Colonial Dr
    RETAIL STORES (PERSONAL SERVICES)
    9,712 SF Lot: 2.71 Acres

    16123 Colonial Dr, Oakland, FL 34787-9471

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    15949 Colonial Dr
    RETAIL STORES (PERSONAL SERVICES)
    19,000 SF Lot: 3.09 Acres
    Estimated value
    $9,460,000

    15949 Colonial Dr, Oakland, FL 34787-9273

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    20 Remington Rd
    PARKING LOT
    Lot: 1.02 Acres
    Value Estimation by Request

    20 Remington Rd, Oakland, FL 34787-9723

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    16131 Colonial Dr
    CONVENIENCE STORE
    6,464 SF Lot: 2.29 Acres
    Estimated value
    $1,865,000

    16131 Colonial Dr, Oakland, FL 34787-9471

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    310 Tubb St
    PARKING LOT
    Lot: 0.29 Acres
    Value Estimation by Request

    310 Tubb St, Oakland, FL 34760

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    17108 Colonial Dr
    CONVENIENCE STORE
    15,338 SF Lot: 2.73 Acres

    17108 Colonial Dr, Oakland, FL 34787-9534

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    Colonial Dr
    PARKING LOT
    Lot: 6.36 Acres
    Estimated value
    $595,000

    Colonial Dr, Oakland, FL 34787

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    17469 Colonial Dr
    AUTO REPAIR, GARAGE
    19,468 SF Lot: 19.42 Acres
    Estimated value
    $3,150,000

    17469 Colonial Dr, Oakland, FL 34787-9710

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    17503 Colonial Dr
    CONVENIENCE STORE
    7,180 SF Lot: 2.07 Acres
    Estimated value
    $1,405,000

    17503 Colonial Dr, Oakland, FL 34787-9616

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    17949 State Rd 50
    SERVICE SHOP (TV, ELECTRIC, PLUMBING)
    2,400 SF Lot: 2.67 Acres
    Estimated value
    $580,000

    17949 State Rd 50, Oakland, FL 34787-9768

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    Oakland, FL Retail Properties & Spaces Investment Opportunities Market Analysis

    Explore 13 retail properties & spaces for sale in Oakland, FL on our real estate platform. These investment opportunities span a total of 32,000 square feet of properties for sale, with an estimated market value of $5,100,000.

    Sale prices for stores in Oakland, FL start at $5,100,000, averaging $5,100,000, 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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    Top Commercial Asset Segments

    Commercial property segments ranked by active listings on the market

    Shopping centers 2

    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 average listing prices of real estate assets

    Neighborhood Average Price
    Winter Garden - 34787 $3.2M

    Listings Trend

    New vs delisted commercial listings in Orange County

    New Delisted

    Total CRE Inventory on Market (SF)

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