Winter Park, FL Residential income properties for sale

$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

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$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

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$650,000

Charming Income-Producing Multifamily Property

Income-producing property with main house, studio office, and apartment.

352 CAMBRIDGE Blvd, Winter Park, FL 32789

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$100,000

Winter Park Townhouse Near Downtown

Three-bedroom, two-bathroom townhouse near Downtown Winter Park, Full Sail, UCF.

336 SCOTTSDALE SQUARE 336, Winter Park, FL 32792

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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

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$199,900

1,161 SF

Cozy Corner Unit in Winter Park

Three-bedroom corner unit with community pool and convenient location.

7403 GLEN OAKS WAY 82, Winter Park, FL 32792

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$99,000

1,042 SF

Condo/Townhome

Residential income properties · 1,042 SF

3054 GEORGE MASON AVENUE 6, Winter Park, FL 32792

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Based on your search, we've compiled 17 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, plus 4 Land Listings that present a potential for development.

Opportunities in Nearby Cities

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

$1,399,000

3,129 SF

Orlando Mixed-Use Triplex For Sale

Mixed-use property with townhome, apartment, and commercial space.

1567 LAKE BALDWIN LANE, Orlando, FL 32814

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$699,000

1,825 SF

Orlando Duplex with High Income

Duplex in prime location with high rental income potential.

1612 & 1614 FERRIS AVENUE, Orlando, FL 32803

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$749,000

2,916 SF

Orlando Duplex with Income Potential

Two-story duplex in Orlando with tenant-occupied and vacant units.

1312 & 1314 BELGRADE AVENUE, Orlando, FL 32803

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$689,000

2,337 SF

Charming Townhouse in Baldwin Park

Upgraded 4-story townhouse in Orlando's sought-after Baldwin Park community.

1389 CHATFIELD PLACE, Orlando, FL 32814

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Potential Development Sites for Consideration

Can't find the perfect fit? These Land listings present an alternative path: the potential to develop a property for your specific goals.

Important: These AI-suggestions are a starting point, not a guarantee of permitted use. All zoning, permitting, and land use information must be independently verified by you with the appropriate local authorities before making any commitments.

$4,500,000

0.48 Acres

Downtown Winter Park Vacant Lot

Rare 0.48 acre vacant lot in downtown Winter Park.

503 N INTERLACHEN AVENUE, Winter Park, FL 32789

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$725,000

0.34 Acres

Winter Park Land Opportunity

Two adjacent R-3 lots in prime Winter Park location.

770 W WEBSTER AVENUE, Winter Park, FL 32789

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$825,000

Corner Lot in Winter Park

Corner lot located in Winter Park, Florida.

1785 WALNUT AVENUE, Winter Park, FL 32789

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$2,000,000

0.36 Acres

Oversized Lot in Winter Park

Unique opportunity to build a custom home in Winter Park.

2036 VIA TUSCANY, Winter Park, FL 32789

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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.

HIGH-RISE APARTMENTS

131,680 SF Lot: 0.16 Acres

Estimated value

$3,600,000

1099 Clay St, Winter Park, FL 32789-5474

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BOARDING/ROOMING HOUSE

4,518 SF Lot: 0.27 Acres

Estimated value

$600,000

500 Knowles Ave, Winter Park, FL 32789-3231

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Winter Park, FL Residential Income Properties Investment Opportunities Market Analysis

Explore 9 residential income properties for sale in Winter Park, FL, showcased through 7 active listings on our real estate platform. These investment opportunities span a total of 8,675 square feet of properties for sale, with an estimated market value of $3,134,899.

Sale prices for residential income properties in Winter Park, FL start at $99,000, averaging $522,483, 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
32792	$133K
32789	$846.5K

Neighborhood

Average Price

32792

$133K

32789

$846.5K

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