Winter Park, FL Short term rental properties for sale

Updated: Feb 19

Short-Term Rental Property

2412 Chantilly Ave, Winter Park, FL 32789

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2026 YearBuilt designation
2412 Chantilly Ave, Winter Park, FL 32789
Short‑term rental strategy supported by the property classification
Long‑term rental cap rate around 8%
Short‑term rental returns reaching upward of 13%

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Based on your search, we've compiled 5 Potential Opportunities for your consideration. Besides 1 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.

Duplex with Detached ADU

3701 VIRGINIA Drive, Orlando, FL 32803

$625,000

2,044 sqft 0.19 AC lot

Two residences share one parcel, with separate entrances and established short-term and long-term rental use.

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Two-Home Multifamily Property

3701 Virginia Dr, Orlando, FL 32803

$699,990

2,044 sqft

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

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Renovated Duplex With Mixed-Use Zoning

310 E ANDERSON ST, Orlando, FL 32801

$649,900

1,320 sqft

Separate entrances, electrical meters, and flexible layouts accommodate residential, office, or short-term rental use.

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Licensed 8-Unit Multifamily Property

132 E Concord St, Orlando, FL 32801

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Licensed for 8 units, including seven units in the main building and one cottage, with ample parking on-site.

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Winter Park, FL Short Term Rental Properties for Sale

2412 Chantilly Ave, Winter Park, FL 32789