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Winter Park, FL Multifamily Properties for Sale

7 results
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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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Lakefront Multifamily Property in Winter Park
$1,999,999
1.10 Acres

Lakefront Multifamily Property in Winter Park

Premier lakefront lot with six units in upscale Winter Park.

1903 S Lakemont Ave, Winter Park, FL 32792
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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 Corner Lot Triplex
$625,000
1,890 SF

Winter Park Corner Lot Triplex

Income-generating triplex in Winter Park, near universities and downtown.

1360 Formosa Ave, 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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Lakefront Quadruplex in Winter Park
$1,999,999
4,056 SF

Lakefront Quadruplex in Winter Park

Lakefront quadplex in Winter Park near shopping, dining, and universities.

1903 S Lakemont Ave, Winter Park, FL 32792
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Based on your search, we've compiled 13 Potential Opportunities for your consideration. Besides 7 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

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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Maitland Quadruplex with Income Potential
$185,000
1,206 SF

Maitland Quadruplex with Income Potential

Spacious quadplex in Maitland, Florida with tenant occupancy.

508 Banyon Tree Cir, Maitland, FL 32751
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Mixed-Use Property in Ivanhoe Village
Contact for pricing
7,000 SF

Mixed-Use Property in Ivanhoe Village

Rare 7,000 SF mixed-use property in Orlando's Ivanhoe Village.

2020 N Orange Ave, Orlando, FL 32804
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Maitland Duplex: Investment Opportunity
$419,900
1,680 SF

Maitland Duplex: Investment Opportunity

Duplex in historic Eatonville with recent upgrades and long-term tenant.

385 Lime St, Maitland, FL 32751
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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 by Request
1099 Clay St, Winter Park, FL 32789-5474
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500 Knowles Ave

500 Knowles Ave

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

Winter Park, FL Multifamily Properties Investment Opportunities Market Analysis

Explore 9 multifamily properties for sale in Winter Park, FL, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 84,506 square feet of properties for sale, with an estimated market value of $5,309,899.

Prices for multifamily properties in Winter Park, FL start at $485,000, averaging $884,983, and reaching up to $1,999,999 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

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