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    Winter Park, FL Multifamily 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
    View details
    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
    View details
    Based on your search, we've compiled 12 Potential Opportunities for your consideration. Besides 2 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.

    Renovated Duplex in College Park
    $790,000
    1,742 SF

    Renovated Duplex in College Park

    Turn-key duplex investment opportunity in Orlando's College Park District.

    101 E WINTER PARK STREET, Orlando, FL 32804
    View details
    Orlando Mixed-Use Redevelopment Opportunity
    $4,950,000
    1,970 SF

    Orlando Mixed-Use Redevelopment Opportunity

    7-acre portfolio with mixed-use zoning in Orlando's College Park.

    4421 EDGEWATER DRIVE, Orlando, FL 32804
    View details
    Updated Duplex in Eatonville
    $419,900
    1,680 SF

    Updated Duplex in Eatonville

    Updated duplex with new roof, HVAC, and updated interiors.

    385 LIME STREET, Maitland, FL 32751
    View details
    Maitland Mixed-Use Development Opportunity
    $3,500,000
    15,777 SF

    Maitland Mixed-Use Development Opportunity

    29-unit multifamily with commercial building and lot for development.

    421 E KENNEDY BOULEVARD, Maitland, FL 32751
    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.

    Casselberry Land For Sale
    $144,999

    Casselberry Land For Sale

    Land available in Casselberry, Florida.

    1329 LAKE DRIVE, Casselberry, FL 32707
    View details
    Waterfront Development Property in Orlando
    Contact for pricing

    Waterfront Development Property in Orlando

    Largest waterfront development property in Central Florida with extensive frontage.

    19543 E Colonial Dr, Orlando, FL 32820
    View details
    Waterfront Lot Ready for RV
    $95,000
    0.07 Acres

    Waterfront Lot Ready for RV

    Vacant waterfront lot with utilities in place near Lake Center.

    Saint Cloud, FL 34771
    View details
    Vacant Lot in Gated Community
    $84,900
    0.06 Acres

    Vacant Lot in Gated Community

    Vacant lot with concrete pad in a gated community.

    Saint Cloud, FL 34771
    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.

    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 Multifamily Properties Investment Opportunities Market Analysis

    Explore 4 multifamily properties for sale in Winter Park, FL 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 multifamily 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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