Winter Park, FL Duplexes for sale

$1,185,999

2,282 SF

Winter Park Duplex Near Park Avenue

726/720 N PENNSYLVANIA AVENUE, Winter Park, FL 32789

Duplex near Park Avenue with strong rental income potential.

Prime location: Walk to Park Avenue, minutes from Rollins College in a high‑demand rental area.
Income potential: Two 3‑bedroom, 2‑bathroom units are ideal for rental income or owner‑occupancy with rental offset.
Modern amenities: Enjoy open‑concept layouts, stone countertops, stainless steel appliances, and in‑unit laundry.
Durable & appealing design: Features wood and tile flooring, custom cabinetry, and private fenced patios.
Winter Park Country Club membership: Included membership enhances appeal.

Updated: Apr 27

View details

$675,000

1,604 SF

Income-Generating Duplex with Two Units

1618 INDIANA AVENUE, Winter Park, FL 32789

Well-maintained duplex offers two 2-bedroom, 1-bath units with dedicated utility rooms for flexible owner or tenant income.

Income‑producing duplex with 2 units, each with 2 bedrooms and 1 bathroom
Each unit includes a dedicated utility room
Central heating and central A/C
4 total bedrooms across two units (Bedroom 1–Bedroom 4 listed)
Block construction with membrane roof

Updated: Apr 13

View details

Winter Park Duplex-Style Office Building

$875,000

2,456 SF

Winter Park Duplex-Style Office Building

Renovated duplex-style office building in Winter Park with flexible layout.

2445 LEE ROAD, Winter Park, FL 32789

View details

Based on your search, we've compiled 7 Potential Opportunities for your consideration. Besides 3 Active listings in Winter Park, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Opportunities in Nearby Cities

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

$525,000

1,555 SF

Orlando Duplex in College Park

Income-producing duplex in Orlando's desirable College Park neighborhood.

19 E PRINCETON STREET, Orlando, FL 32804

View details

$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

View details

$725,000

1,742 SF

Turn-Key Duplex Investment Opportunity

Renovated duplex in College Park District, ideal for income.

101 E WINTER PARK STREET, Orlando, FL 32804

View details

$575,000

1,756 SF

College Park Income Property

Full duplex with attached efficiency unit in College Park.

2515 FORMOSA AVENUE, Orlando, FL 32804

View details

Winter Park, FL Duplexes Investment Opportunities Market Analysis

Explore 3 duplexes for sale in Winter Park, FL, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 6,342 square feet of properties for sale, with an estimated market value of $2,735,999.

Sale prices for duplexes in Winter Park, FL start at $675,000, averaging $911,999, and reaching up to $1,185,999 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
32789	$912K

Neighborhood

Average Price

32789

$912K