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Winter Park, FL

Multifamily

Winter Park, FL Multifamily Properties for Sale

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Orlando, FL Maitland, FL Zellwood, FL Altamonte Springs, FL Fern Park, FL Casselberry, FL Lockhart, FL Oviedo, FL

16 properties

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Corner-Lot Duplex

Updated: Jul 15

Corner-Lot Duplex

901 HARMON Avenue, Winter Park, FL 32789

$650,000

1,277 sqft 0.13 AC lot

1,277‑square‑foot duplex on a 0.13‑acre corner lot
R‑2 zoning with two bedrooms and two bathrooms
New roof in 2024; AC systems updated in 2024 and 2025
New windows and exterior paint identified for 2026
Walking distance to Mead gardens and Orange Ave

Duplex Property with Corner Lot

Updated: Aug 28

Duplex Property with Corner Lot

3302 ROYAL Street, Winter Park, FL 32792

$269,900

1,197 sqft 0.14 AC lot

3‑bedroom, 2‑bath home with 1,197 square feet of living area
0.14‑acre corner lot with backyard vehicle storage potential
R‑2 zoning and no HOA
Granite kitchen counters with eat‑in area and breakfast bar
Cathedral ceilings in the great room

Two-Unit Duplex with Patios

Two-Unit Duplex with Patios

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

$999,000

2,282 sqft 0.09 AC lot

Two residential units offer private fenced patios, in-unit laundry, and parking.

See hot listings in Winter Park

Scored against comparables nationwide. These are worth a look.

Scored against comparables nationwide. These are worth a look.

Cap Rate available after sign in

Est. NOI available after sign in

Local Demand available after sign in

Income Duplex with Fenced Yards

Income Duplex with Fenced Yards

5427 PEACO PLACE, Winter Park, FL 32792

$550,000

1,974 sqft

Two rental units include granite counters and fenced yards, with a 3-bed 2-bath and a 2-bed 1-bath configuration.

Two-Bedroom Duplex Unit

Two-Bedroom Duplex Unit

2712 TORTOISE CV, Winter Park, FL 32792

$230,000

924 sqft 0.13 AC lot

Open-plan residence with ceramic tile flooring, central air, and no HOA.

Five-Bedroom Duplex with Private Yard

Five-Bedroom Duplex with Private Yard

1421 MICHIGAN Avenue, Winter Park, FL 32789

$586,567

2,031 sqft 0.16 AC lot

Two separate residences combine practical layouts, updated flooring, ceiling fans, and off-street parking in Winter Park.

Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads

Duplex with In-Ground Pool

Duplex with In-Ground Pool

1016 ARAGON Avenue, Winter Park, FL 32789

$660,000

1,840 sqft 0.16 AC lot

Each residence includes two bedrooms, a Jack-and-Jill bath and a half bath.

Corner Lot Duplex With Updates

Corner Lot Duplex With Updates

901 HARMON AVENUE, Winter Park, FL 32789

$650,000

1,277 sqft

Duplex on a corner lot with recent roof, window, exterior paint, and updated ACs.

2-Unit Duplex with Pool

2-Unit Duplex with Pool

1016 ARAGON Avenue, Winter Park, FL 32789

$660,000

1,840 sqft 0.16 AC lot

Each residence offers two bedrooms, a Jack-and-Jill bathroom, and a half bath.

Leased Two-Unit Duplex

Leased Two-Unit Duplex

2183 CRANDON AVENUE, Winter Park, FL 32789

$469,000

1,200 sqft

Two-bedroom units include private entrances, central AC, and screened patio areas.

Duplex with Separate Residences

Duplex with Separate Residences

1016 ARAGON AVENUE, Winter Park, FL 32789

$660,000

1,840 sqft

Each side offers two bedrooms, a Jack-and-Jill bath, and a half bath.

Duplex Property with Screened Patio

Duplex Property with Screened Patio

Winter Park, FL 32792

$307,500

One-story residential property with two bedrooms, two full bathrooms, and a covered, screened outdoor area.

Five-Bedroom Duplex

Five-Bedroom Duplex

1421 MICHIGAN AVE, Winter Park, FL 32789

$586,567

Two residences offer distinct layouts, existing appliances, and a mix of luxury vinyl and tile flooring.

Multifamily Property

Multifamily Property

617 North Interlachen Avenue, Winter Park, FL 32789

Contact for pricing

Multifamily property located on North Interlachen Avenue in Winter Park.

12-Unit Mixed-Use Property

12-Unit Mixed-Use Property

271 South Orlando Avenue, Winter Park, FL 32789

Contact for pricing

A separate office suite fronts South Orlando Avenue alongside the furnished-rental component.

Duplex with Recently Replaced Roof

Duplex with Recently Replaced Roof

3128 PATEL DRIVE, Winter Park, FL 32792

$409,900

1,934 sqft

Separate two-bedroom, two-bath units feature tiled or laminate floors, appliances, laundry hookups, and partially fenced backyards.

Based on your search, we've compiled 26 Potential Opportunities for your consideration. Besides 16 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.

Two-Home Multifamily Property

Two-Home Multifamily Property

3701 Virginia Dr, Orlando, FL 32803

$625,000

2,044 sqft

Updated primary residence with a detached ADU, separate entry, and flexible occupancy options.

Mixed-Use Property with 29 Units

Mixed-Use Property with 29 Units

421 E Kennedy Boulevard, Maitland, FL 32751

$3,500,000

15,777 sqft

Mixed-use offering includes a 29-unit multifamily building plus adjacent commercial building and commercial lot.

Duplex with Detached ADU

Duplex with Detached ADU

3701 VIRGINIA Drive, Orlando, FL 32803

$625,000

2,044 sqft 0.19 AC lot

Two residences share a fenced parcel with separate entrances, updated systems, and a flexible layout for rental or multigenerational use.

Mixed-Use Property with 29 Units

Mixed-Use Property with 29 Units

421 E KENNEDY Boulevard, Maitland, FL 32751

$3,500,000

15,777 sqft 0.85 AC lot

C-3-zoned property combines multifamily and commercial components across a centrally positioned Maitland site.

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.

Residential Land Near the Beach

Residential Land Near the Beach

18643 15th Avenue, Orlando, FL 32833

$80,000

0.12 AC lot

Vacant land suitable for building or placing a mobile home.

Waterfront Development Property in Orlando

Waterfront Development Property in Orlando

19543 E Colonial Dr, Orlando, FL 32820

Contact for pricing

Largest waterfront development property in Central Florida with extensive frontage.

Corner Lot for Mobile or Home

Corner Lot for Mobile or Home

40850 PINE TREE Lane, Eustis, FL 32736

Contact for pricing

0.15 AC lot

Corner lot in Lake County, zoned A for mobile or manufactured homes, with an existing electric pole and meter panel.

Premium Water View RV Lot

Premium Water View RV Lot

21-20285 Us Highway 27, Clermont, FL 34714

$135,000

0.06 AC lot

40x60 RV lot in 55+ gated community.

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

HIGH-RISE APARTMENTS

1099 Clay St, Winter Park, FL 32789-5474

Estimated value:

$3,600,000

131,680 sqft 0.16 AC lot

500 Knowles Ave

BOARDING/ROOMING HOUSE

500 Knowles Ave, Winter Park, FL 32789-3231

Estimated value:

$600,000

4,518 sqft 0.27 AC lot

Winter Park, FL Multifamily Properties Market Trends and Statistics

Explore 18 multifamily properties for sale in Winter Park, FL, showcased through 16 active listings on our real estate platform. These investment opportunities span a total of 19,616 square feet of properties for sale, with an estimated market value of $7,688,434.

Sale prices for multifamily properties in Winter Park, FL start at $230,000, averaging $549,173, and reaching up to $999,000 — 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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Top Commercial Asset Segments

Commercial property segments ranked by active listings on the market

Demographics Overview

Population 80K

Population Growth (5Y) +2.4%

Median Household Income $77,660

College Educated 37.4%

High-Yield Neighborhoods for Investment

Identify Winter Park submarkets with the highest inventory density on the market and evaluate the average listing prices of real estate assets

Neighborhood	Average Price
32792	$354.5K
32789	$680.9K

Taxes & Financing

Tax Rate (average for all types) 1.38%

Property Tax per SF $12.70 per SF

Tax Rate vs County Average 0.18 pp below county avg

Average Loan-to-Value 65.0%

Listings Trend

New vs delisted commercial listings in Orange County

New Delisted

Total CRE Inventory on Market (SF)

Property Size Breakdown

The majority of commercial real estate listings in Winter Park fall within the 100,000+ square foot range.

How Realmo verifies these figures

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