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Winter Park, FL Duplexes for Sale

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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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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 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.

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
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Updated Duplex in College Park
$600,000
1,316 SF

Updated Duplex in College Park

Well-maintained duplex with updated units and private backyard.

2513 MUSSELWHITE AVENUE, Orlando, FL 32804
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Orlando Duplex: Income Potential
$584,990
1,390 SF

Orlando Duplex: Income Potential

Two homes on one property in College Park, Florida.

235/237 EMORY PLACE, Orlando, FL 32804
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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
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Winter Park, FL Duplexes Investment Opportunities Market Analysis

Explore 2 duplexes for sale in Winter Park, FL on our real estate platform. These investment opportunities span a total of 4,060 square feet of properties for sale, with an estimated market value of $1,560,000.

Sale prices for duplexes in Winter Park, FL start at $685,000, averaging $780,000, and reaching up to $875,000 — 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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