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    Winter Park, FL Triplexes for Sale

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    Winter Park Triplex Investment Opportunity
    $7,150,000
    12,500 SF

    Winter Park Triplex Investment Opportunity

    2412 Chantilly Ave, Winter Park, FL 32789

    Luxury triplex in a fast-growing market with income potential.

    • High short‑term rental returns reaching up to 13%.
    • Significant first‑year cost‑segregation deductions (approximately $679,000 for long‑term rentals and $850,000 for short‑term rentals).
    • Located in booming Central Florida where property values surged 164% over the past decade.
    • Dual‑lane income potential with both long‑term and short‑term rentals.
    • New construction built in 2026.
    Updated: Feb 19
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    Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 1 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

    Explore Opportunities in Nearby Cities

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

    Updated Triplex in Baldwin Park
    $1,228,000
    3,150 SF

    Updated Triplex in Baldwin Park

    Live, work, and earn in one updated Orlando property.

    1550 Lake Baldwin Ln, Orlando, FL 32814
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    Orlando Triplex with Income Potential
    $950,000
    2,346 SF

    Orlando Triplex with Income Potential

    Triplex in Milk District with business potential and income.

    202 S Bumby Ave, Orlando, FL 32803
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    Turnkey Triplex Near Downtown DeLand
    $295,000

    Turnkey Triplex Near Downtown DeLand

    Tenant-occupied triplex with updated units near Stetson University.

    430 S Parsons Ave, Deland, FL 32720
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    Deland Triplex Near Downtown
    Pending
    $375,000
    1,679 SF

    Deland Triplex Near Downtown

    Fully rented triplex near downtown Deland with historic charm.

    449 E Church St, Deland, FL 32724
    View details

    Winter Park, FL Triplexes Investment Opportunities Market Analysis

    Explore 1 triplexes for sale in Winter Park, FL on our real estate platform. These investment opportunities span a total of 11,761 square feet of properties for sale, with an estimated market value of $7,150,000.

    Sale prices for three-family homes in Winter Park, FL start at $7,150,000, averaging $7,150,000, and reaching up to $7,150,000 — 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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