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    Winter Park, FL Residential Income Properties for Sale

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    Lehigh Acres, FL Cape Coral, FL Port Charlotte, FL
    Winter Park Income-Producing Duplex
    $685,000
    1,604 SF

    Winter Park Income-Producing Duplex

    1618 INDIANA AVENUE, Winter Park, FL 32789

    Well-maintained duplex in Winter Park, great investment opportunity.

    • Prime Winter Park location, minutes from Park Avenue, shopping, and dining.
    • Income‑producing duplex, ideal for investors or owner‑occupants.
    • Two well‑maintained units, each with 2 bedrooms and 1 bathroom.
    • Each unit has a dedicated utility room.
    • Functional layouts with comfortable living spaces in both units.
    Updated: Apr 13
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    Winter Park Duplex-Style Office Building
    $875,000
    2,456 SF

    Winter Park Duplex-Style Office Building

    2445 LEE ROAD, Winter Park, FL 32789

    Renovated duplex-style office building in Winter Park with flexible layout.

    • Prime commercial location in the heart of Winter Park, close to I‑4.
    • Fully renovated, duplex‑style building with two separate office suites.
    • Each suite includes three private offices, a meeting room, bathrooms, and a kitchenette.
    • Low maintenance with 11 dedicated parking spaces and no HOA.
    • Flexible use: occupy one suite and rent the other, or convert to a full investment property.
    Updated: Mar 12
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    Winter Park Townhouse Near Downtown
    $100,000

    Winter Park Townhouse Near Downtown

    Three-bedroom, two-bathroom townhouse near Downtown Winter Park, Full Sail, UCF.

    336 SCOTTSDALE SQUARE 336, Winter Park, FL 32792
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    Cozy Corner Unit in Winter Park
    $199,900
    1,161 SF

    Cozy Corner Unit in Winter Park

    Three-bedroom corner unit with community pool and convenient location.

    7403 GLEN OAKS WAY 82, Winter Park, FL 32792
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    Condo/Townhome
    $99,000
    1,042 SF

    Condo/Townhome

    Residential income properties · 1,042 SF

    3054 GEORGE MASON AVENUE 6, Winter Park, FL 32792
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    Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 5 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 2 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.

    Live, Work, and Earn Property
    $1,228,000
    3,150 SF

    Live, Work, and Earn Property

    Updated triplex in Baldwin Park with income potential.

    1550 LAKE BALDWIN LANE, Orlando, FL 32814
    View details
    Charming Townhouse in Baldwin Park
    $689,000
    2,337 SF

    Charming Townhouse in Baldwin Park

    Upgraded 4-story townhouse in Orlando's sought-after Baldwin Park community.

    1389 CHATFIELD PLACE, Orlando, FL 32814
    View details
    Lake Howell Arms Condo
    $190,000
    1,120 SF

    Lake Howell Arms Condo

    Condo with lake access, private courtyard, and modern updates.

    120 GEORGETOWN DRIVE, Casselberry, FL 32707
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    Renovated Condo with Lake Access
    $239,900
    1,615 SF

    Renovated Condo with Lake Access

    Move-in ready condo with lake access and modern amenities.

    1150 CARMEL CIRCLE 201, Casselberry, FL 32707
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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.

    Estate-Sized Lot in Winter Park
    $2,249,900
    0.55 Acres

    Estate-Sized Lot in Winter Park

    Rare double lot to build a custom luxury residence.

    1205 MAYFIELD AVENUE, Winter Park, FL 32789
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    Downtown Winter Park Vacant Lot
    $4,500,000
    0.48 Acres

    Downtown Winter Park Vacant Lot

    Rare 0.48 acre vacant lot in downtown Winter Park.

    503 N INTERLACHEN AVENUE, Winter Park, FL 32789
    View details
    Residential Land in Winter Park
    $190,000
    0.05 Acres

    Residential Land in Winter Park

    Residential land available in Winter Park, Florida.

    669 W COMSTOCK AVENUE, Winter Park, FL 32789
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    Oversized Lot in Winter Park
    $2,000,000
    0.36 Acres

    Oversized Lot in Winter Park

    Unique opportunity to build a custom home in Winter Park.

    2036 VIA TUSCANY, Winter Park, FL 32789
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    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.

    1099 Clay St

    1099 Clay St

    HIGH-RISE APARTMENTS • 131,680 SF
    Value Estimation
    $3,600,000
    1099 Clay St, Winter Park, FL 32789-5474
    View details
    500 Knowles Ave

    500 Knowles Ave

    BOARDING/ROOMING HOUSE • 4,518 SF
    Value Estimation
    $600,000
    500 Knowles Ave, Winter Park, FL 32789-3231
    View details

    Winter Park, FL Residential Income Properties Investment Opportunities Market Analysis

    Explore 7 residential income properties for sale in Winter Park, FL, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 6,970 square feet of properties for sale, with an estimated market value of $685,000.

    Sale prices for residential income properties in Winter Park, FL start at $685,000, averaging $685,000, and reaching up to $685,000 — 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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    Most Searched ZIP Codes in Winter Park, FL

    • 32792
    • 32789

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