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Key West, FL Hospitality Properties for Sale

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Key West Multifamily Development Opportunity
$9,888,000
2,071 SF

Key West Multifamily Development Opportunity

1430 Vernon Avenue, Key West, FL 33040

Undeveloped ocean-view property in Key West's Historic Commercial Tourist District.

  • Last remaining undeveloped property in Key West's Historic Commercial Tourist District (HCT zone).
  • Enjoy breathtaking, unobstructed ocean and beach views.
  • Oversized 8,700 sq ft ocean‑view lot, three blocks from Duval Street.
  • HCT zoning allows for diverse uses: residential, hotel, restaurant, offices, etc.
  • Two‑story home with two separate electric meters.
Updated: Feb 16
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Waterfront Multi-Family Investment Opportunity
$4,750,000
3,788 SF

Waterfront Multi-Family Investment Opportunity

901 Eisenhower Drive, Key West, FL 33040

Historic Key West property with multi-family units and commercial zoning.

  • FULL TRANSIENT RECEIVER ZONE allows for hotel/short‑term rental development.
  • Large 15,609 sq ft waterfront lot zoned General Commercial.
  • Legal five‑unit multi‑family configuration with historic main house and separate cottage.
  • Prime location beside Garrison Bight, near Bayview Park, Tennis Courts, and beaches.
  • Historic property built prior to 1912.
Updated: Dec 31, 2025
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Historic Key West Inn For Sale
$20,350,000

Historic Key West Inn For Sale

38-room boutique hotel with historic charm and modern amenities.

521 United Street, Key West, FL 33040
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Waterfront Property with Multifamily Units
$4,750,000

Waterfront Property with Multifamily Units

Historic Key West waterfront property with multifamily and commercial potential.

901 Eisenhower Drive, Key West, FL 33040
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Private Island Near Key West
$6,499,000
54.44 Acres

Private Island Near Key West

Rare 54.44-acre island property with mainland access near Key West.

7200 5th Street, Key West, FL 33040
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Based on your search, we've compiled 509 Potential Opportunities for your consideration. Besides 5 Active listings in Key West, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 496 Off-Market properties to explore as potential leads, plus 4 Land Listings that present a potential for development.

Explore Opportunities in Nearby Cities

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

Private Island with Development Potential
$5,750,000

Private Island with Development Potential

Rare Florida Keys island with entitlements and development flexibility.

62250 Overseas Highway, Conch Key, FL 33050
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Waterfront Redevelopment Opportunity in Marathon, FL
$3,549,000

Waterfront Redevelopment Opportunity in Marathon, FL

Rare waterfront property with deep water dockage and redevelopment potential.

14 125Th Street Gulf, Marathon, FL 33050
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Waterfront Redevelopment Opportunity with Dockage
$3,549,000

Waterfront Redevelopment Opportunity with Dockage

Rare waterfront redevelopment opportunity with deep water dockage and highway frontage.

14 125Th Street Gulf, Marathon, FL 33050
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Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL
$5,750,000
826 SF

Hotel/Motel,Marina,Mobile Home Park - Conch Key, FL

Rare Florida Keys island with entitlements and development flexibility.

62250 Overseas Hwy Little Conch Is, Conch Key, FL 33050
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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.

Private Island Near Key West
$6,499,000

Private Island Near Key West

Private island with equestrian potential near Key West, Florida.

7200 5th Street, Key West, FL 33040
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Land for Sale
$1,175,000

Land for Sale

Land available for purchase.

Key West, FL 33040
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Waterfront Lot Ready to Build
$679,000

Waterfront Lot Ready to Build

Premium waterfront lot with building rights, ready to build.

1021 27Th Street Ocean, Marathon, FL 33050
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Gulf Front Estate in Marathon
$9,950,000

Gulf Front Estate in Marathon

3.86-acre mixed-use commercial property with waterfront and highway frontage.

6500-6600 Overseas Highway, Marathon, FL 33050
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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.

1500 Alberta St

1500 Alberta St

HOTEL/MOTEL • 4,110 SF
Value Estimation by Request
1500 Alberta St, Key West, FL 33040-4705
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200 Sunset Ln

200 Sunset Ln

HOTEL/MOTEL • 0.61 Acres
Value Estimation by Request
200 Sunset Ln, Key West, FL 33040-8312
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200 Sunset Way

200 Sunset Way

HOTEL/MOTEL • 0.11 Acres
Value Estimation by Request
200 Sunset Way, Key West, FL 33040-8312
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3675 Roosevelt Blvd

3675 Roosevelt Blvd

HOTEL/MOTEL • 7.10 Acres
Value Estimation by Request
3675 Roosevelt Blvd, Key West, FL 33040-5254
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200 Sunset Ln

200 Sunset Ln

HOTEL/MOTEL • 0.16 Acres
Value Estimation by Request
200 Sunset Ln, Key West, FL 33040-8312
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3625 Seaside Dr, Unit 25312

3625 Seaside Dr, Unit 25312

HOTEL/MOTEL • 798 SF
Value Estimation by Request
3625 Seaside Dr, Key West, FL 33040-5225
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1445 Roosevelt Blvd

1445 Roosevelt Blvd

HOTEL/MOTEL • 5.05 Acres
Value Estimation by Request
1445 Roosevelt Blvd, Key West, FL 33040-4538
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3625 Seaside Dr, Unit 25205

3625 Seaside Dr, Unit 25205

HOTEL/MOTEL • 798 SF
Value Estimation by Request
3625 Seaside Dr, Key West, FL 33040-5225
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910 Simonton St, Unit 6

910 Simonton St, Unit 6

HOTEL/MOTEL • 528 SF
Value Estimation
$980,000
910 Simonton St, Key West, FL 33040-7491
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3841 Roosevelt Blvd, Unit 115

3841 Roosevelt Blvd, Unit 115

HOTEL/MOTEL • 1,357 SF
Value Estimation
$1,330,000
3841 Roosevelt Blvd, Key West, FL 33040-4534
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617 Frnt St

617 Frnt St

HOTEL/MOTEL • 0.44 Acres
Value Estimation by Request
617 Frnt St, Key West, FL 33040-6620
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5051 Overseas Hwy

5051 Overseas Hwy

HOTEL/MOTEL • 0.35 Acres
Value Estimation by Request
5051 Overseas Hwy, Key West, FL 33040-4320
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3625 Seaside Dr, Unit 25106

3625 Seaside Dr, Unit 25106

HOTEL/MOTEL • 798 SF
Value Estimation
$800,000
3625 Seaside Dr, Key West, FL 33040-5225
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329 William St

329 William St

HOTEL/MOTEL • 2,294 SF
Value Estimation by Request
329 William St, Key West, FL 33040-6875
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622 Fleming St

622 Fleming St

HOTEL/MOTEL • 1,950 SF
Value Estimation by Request
622 Fleming St, Key West, FL 33040-6826
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615 Fleming St

615 Fleming St

HOTEL/MOTEL • 3,159 SF
Value Estimation by Request
615 Fleming St, Key West, FL 33040-6825
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1016 Howe St, Unit 11

1016 Howe St, Unit 11

HOTEL/MOTEL • 115 SF
Value Estimation by Request
1016 Howe St, Key West, FL 33040-7555
View details
3625 Seaside Dr, Unit 25101

3625 Seaside Dr, Unit 25101

HOTEL/MOTEL • 798 SF
Value Estimation by Request
3625 Seaside Dr, Key West, FL 33040-5225
View details
1016 Howe St, Unit 1

1016 Howe St, Unit 1

HOTEL/MOTEL • 193 SF
Value Estimation
$575,000
1016 Howe St, Key West, FL 33040-7555
View details

Key West, FL Hospitality Properties Investment Opportunities Market Analysis

Explore 501 hospitality properties for sale in Key West, FL, showcased through 5 active listings on our real estate platform. These investment opportunities span a total of 43,187,774 square feet of properties for sale, with an estimated market value of $233,557,000.

Sale prices for hospitality properties in Key West, FL start at $195,000, averaging $828,216, and reaching up to $9,888,000 — 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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