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Key West, FL Drive Through Restaurants for Sale

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Prime Corner Location on Truman
$2,699,000
2,396 SF

Prime Corner Location on Truman

1000 Truman Ave, Key West, FL 33040

Commercial property with high visibility and multiple potential uses.

  • Prime corner location on Truman Ave with great visibility.
  • HNC‑1 Zoning allows for a wide range of commercial and residential uses.
  • Two parcels totaling 104.75' on Truman Ave and 113' deep.
  • 2025 County Appraised Value of the two parcels is over $2.7 Million.
  • Existing 2,396 sf CBS building with indoor bar, restrooms, office, storage, and potential grandfathered drive‑through.
Updated: Mar 15
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Iconic Bar & Liquor Store
$3,500,000
2,396 SF

Iconic Bar & Liquor Store

1000-1006 Truman Ave, Key West, FL 33040

Bar and liquor store with drive-through in Key West, Florida.

  • Rare opportunity to purchase an iconic bar and liquor store in Key West with a full, unrestricted, and transferrable 5‑COP liquor license (valued over $1 Million).
  • Includes two parcels of land totaling 11,836 sf. at the corner of Truman & Grinnell Streets, with a 2025 County Appraised Value of over $2.7 Million.
  • Features a unique drive‑through pick‑up window for beer, wine, and liquor, possibly the only one left in the Keys.
  • The property includes both an indoor bar/liquor store (2,396 sf.) and a covered outdoor bar (1,588 sf.) suitable for events.
  • Money‑making operation with potential for growth, including the possibility of adding food service (HNC‑1 Zoning allows many commercial and residential uses & likely Food Trucks).
Updated: Feb 17
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Based on your search, we've compiled 6 Potential Opportunities for your consideration. Besides 2 Active listings in Key West, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities

Explore Opportunities in Nearby Cities

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

Retail/Office Property on Flagler Street
Contact for pricing

Retail/Office Property on Flagler Street

Freestanding building suitable for retail, office, or daycare use.

2924 W Flagler St, Miami, FL 33135
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Flagler Street Freestanding Retail/Office Building
Contact for pricing

Flagler Street Freestanding Retail/Office Building

Freestanding retail/office building on West Flagler Street with parking.

2924 W Flagler St, Miami, FL 33135
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High-Traffic Corner Retail Opportunity
$1,495,000

High-Traffic Corner Retail Opportunity

Prime corner location with drive-through, ideal for high-volume business.

19003 San Carlos Blvd, Fort Myers Beach, FL 33931
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Freestanding Restaurant with Drive-Thru
Contact for pricing
2,167 SF

Freestanding Restaurant with Drive-Thru

Freestanding restaurant with drive-thru on 1.02 acres.

11290 Summerlin Square Dr, Fort Myers Beach, FL 33931
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Explore Off-Market Properties in Key West, FL

Consider similar Off-Market properties in Key West, 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.

2338 Roosevelt Blvd

2338 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,610 SF
Value Estimation by Request
2338 Roosevelt Blvd, Key West, FL 33040-3836
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3124 Roosevelt Blvd

3124 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,709 SF
Value Estimation by Request
3124 Roosevelt Blvd, Key West, FL 33040-4113
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1207 United St

1207 United St

DRIVE-THRU RESTAURANT, FAST FOOD • 688 SF
Value Estimation
$1,365,000
1207 United St, Key West, FL 33040-3409
View details
3336 Roosevelt Blvd

3336 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,814 SF
Value Estimation by Request
3336 Roosevelt Blvd, Key West, FL 33040-4115
View details
2120 Roosevelt Blvd

2120 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,286 SF
Value Estimation by Request
2120 Roosevelt Blvd, Key West, FL 33040-3731
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Overseas Hwy

Overseas Hwy

DRIVE-THRU RESTAURANT, FAST FOOD • 2,462 SF
Value Estimation by Request
Overseas Hwy, Key West, FL 33040
View details
2500 Roosevelt Blvd

2500 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,260 SF
Value Estimation by Request
2500 Roosevelt Blvd, Key West, FL 33040-3927
View details
3704 Roosevelt Blvd

3704 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 4,712 SF
Value Estimation by Request
3704 Roosevelt Blvd, Key West, FL 33040-4533
View details
1800 Roosevelt Blvd

1800 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 2,610 SF
Value Estimation by Request
1800 Roosevelt Blvd, Key West, FL 33040-3631
View details
2312 Roosevelt Blvd

2312 Roosevelt Blvd

DRIVE-THRU RESTAURANT, FAST FOOD • 1,704 SF
Value Estimation
$2,375,000
2312 Roosevelt Blvd, Key West, FL 33040-3836
View details

Key West, FL Drive Through Restaurants Investment Opportunities Market Analysis

Explore 12 drive through restaurants for sale in Key West, FL on our real estate platform. These investment opportunities span a total of 19,871 square feet of properties for sale, with an estimated market value of $4,805,000.

Sale prices for drive-thru businesses in Key West, FL start at $1,305,000, averaging $2,402,500, and reaching up to $3,500,000 — 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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