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Winter Park, FL Duplexes for Sale

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Updated Duplex in Winter Park
Pending
$485,000
2,000 SF

Updated Duplex in Winter Park

2608 Dora Ct, Winter Park, FL 32792

Updated duplex with rental income potential in a prime location.

  • Updated Duplex: Two units, each with 2 bedrooms and 1.5 bathrooms.
  • Income Potential: Tenant in place through 9/30/2025, providing immediate rental income.
  • Renovated Unit: Vacant unit features fresh paint, luxury vinyl plank flooring, granite countertops, stainless steel appliances, and updated bathrooms.
  • Private Outdoor Space: Each unit has a private, fully fenced patio area.
  • No HOA: Enjoy the property without HOA fees or restrictions.
Updated: Oct 3, 2025
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Income-Producing Duplex in Winter Park
Pending
$485,000
2,000 SF

Income-Producing Duplex in Winter Park

131 Stefanik Rd, Winter Park, FL 32792

Winter Park duplex with renovated unit and tenant-occupied unit.

  • Income‑producing duplex with tenant in place through 2/28/26, providing immediate rental income.
  • Newly renovated vacant unit featuring new paint, luxury vinyl plank flooring, granite countertops, stainless steel appliances, and updated bathrooms.
  • Brand new roof to be installed in September 2025.
  • Each unit includes 2 bedrooms, 1.5 bathrooms, attached garage, and private patio.
  • No HOA fees or restrictions.
Updated: Nov 7, 2025
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Income-Producing Duplex in Central Orlando
$499,900
1,197 SF

Income-Producing Duplex in Central Orlando

Duplex with detached in-law apartment, ideal for rental income.

1518 Pinewood Dr, Winter Park, FL 32789
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Winter Park Duplex with Suites
$1,215,000
2,284 SF

Winter Park Duplex with Suites

Duplex in Winter Park near Park Avenue and Winter Park Golf Course.

726 N Pennsylvania Ave, Winter Park, FL 32789
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Based on your search, we've compiled 8 Potential Opportunities for your consideration. Besides 4 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.

Eatonville Duplex: Investment Opportunity
$419,900

Eatonville Duplex: Investment Opportunity

Duplex in historic Eatonville with recent upgrades and strong rental income.

385 Lime St, Maitland, FL 32751
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Maitland Duplex Near Sunrail Station
$699,900

Maitland Duplex Near Sunrail Station

Duplex in Maitland near Sunrail, great investment opportunity.

933 Robinhood Ct, Maitland, FL 32751
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Orlando Duplex: Investment Opportunity
$485,000
1,772 SF

Orlando Duplex: Investment Opportunity

Spacious duplex in central Orlando, ideal for investors.

5540 Charleston St, Orlando, FL 32807
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Orlando Duplex: Investment Opportunity
Pending
$589,000
1,626 SF

Orlando Duplex: Investment Opportunity

Well-maintained Orlando duplex near downtown with rental income potential.

1104 Hardy Ave, Orlando, FL 32803
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Winter Park, FL Duplexes Investment Opportunities Market Analysis

Explore 4 duplexes for sale in Winter Park, FL, showcased through 4 active listings on our real estate platform. These investment opportunities span a total of 31,799 square feet of properties for sale, with an estimated market value of $2,684,900.

Prices for duplexes in Winter Park, FL start at $485,000, averaging $671,225, and reaching up to $1,215,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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