Monroe County, FL Hotels for sale

$3,599,000

Waterfront Redevelopment Opportunity in Marathon

14 125Th Street Gulf, Marathon, FL 33050

Rare waterfront property with redevelopment potential and deep water dockage.

Rare 100' of waterfront property with approved deep water dockage.
Approved Conditional Use PERMIT for 10 units and 4 affordable staff group home units.
Large 74,890 SQ FT site with 200' of highway frontage.
Mixed‑use zoning allows for various commercial and residential possibilities (hotel, apartments, etc.).
Includes a recertified 6,128 SQ FT CBS building with 2,340 SQ FT of outdoor porches.

Updated: Dec 29, 2025

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$4,750,000

Waterfront Property with Multifamily Units

901 Eisenhower Dr, Key West, FL 33040

Historic Key West waterfront property with multifamily and commercial potential.

Waterfront property on a sprawling 15,609 sq ft lot zoned General Commercial, offering diverse development opportunities.
Legal five‑unit multi‑family configuration with a historic main house (4 units, 5 bedrooms, 4 bathrooms) and a separate cottage (2 bedrooms, 1 bathroom).
Prime location beside Garrison Bight, near Bayview Park and Tennis Courts.
Historic property built prior to 1912, held by the same family for over a century, offering unique Old Town charm.
Includes appliances: Dishwasher, Dryer, Range, Refrigerator, Washer.

Updated: Dec 31, 2025

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$15,000,000

Turnkey Inn & Hospitality Investment

Income-producing inn with development potential in Key Largo.

99202 Overseas Hwy, Key Largo, FL 33037

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Waterfront Commercial Parcels with Bay Bottom

$4,900,000

160,800.00 Acres

Waterfront Commercial Parcels with Bay Bottom

Rare opportunity: waterfront parcels with bay bottom rights.

13759 Overseas Hwy, Marathon, FL 33050

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$13,775,000

Key Largo Boutique Hotel For Sale

21-room boutique hotel on nearly 3 acres in Key Largo.

000 Overseas Hwy, Key Largo, FL 33037

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$11,000,000

Waterfront Residences: Luxury & Income

Three designer homes with income potential near Coco Plum Beach.

2394 Coco Plum Dr, Marathon, FL 33050

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$3,599,000

Waterfront Redevelopment Opportunity with Dockage

Rare waterfront property with redevelopment potential and deep water dockage.

14 125Th Street Gulf, Marathon, FL 33050

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$4,900,000

160,800.00 Acres

Waterfront Land with Bay Bottom Rights

Rare opportunity: waterfront land with bay bottom rights in Marathon.

13759 Overseas Hwy, Marathon, FL 33050

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$7,500,000

Waterfront Property with Development Potential

Unique waterfront property with development potential in Conch Key, Florida.

62250 Overseas Hwy, Conch Key, FL 33050

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$12,250,000

Florida Keys Income-Producing Assets

Rare opportunity: hotel, restaurant, licenses, dive shop, vessel.

27340 Overseas Hwy, Ramrod Key, FL 33042

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$19,550,000

Key West Hotel/Motel Opportunity

Hotel/Motel located in Old Town Key West, Florida.

823 Fleming St, Key West, FL 33040

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Waterfront Multi-Family Investment Opportunity

$4,750,000

3,788 SF

Waterfront Multi-Family Investment Opportunity

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

901 Eisenhower Dr, Key West, FL 33040

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$20,350,000

Historic Key West Inn For Sale

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

521 United St, Key West, FL 33040

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$11,500,000

Boutique Guesthouse in Old Town

Historic Key West guesthouse with 15 deluxe rooms.

412 Frances St, Key West, FL 33040

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$13,000,000

Land and Marina Opportunity

Over 20 acres of land with marina.

13900 Overseas Hwy, Marathon, FL 33050

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Based on your search, we've compiled 904 Potential Opportunities for your consideration. Besides 15 Active listings in Monroe County, FL, we suggest exploring several alternatives: similar 886 Off-Market properties to explore as potential leads, plus 3 Land Listings that present a potential for development.

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.

$3,599,000

1.72 Acres

Waterfront Redevelopment Opportunity with Dockage

Rare waterfront property with deep water dockage and redevelopment potential.

14 125Th Street Gulf, Marathon, FL 33050

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$3,599,000

Waterfront Redevelopment Opportunity in Marathon

Rare waterfront property with redevelopment potential and deep water dockage.

14 125Th Street Gulf, Marathon, FL 33050

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$6,995,000

Islamorada Land with Restaurant/Bar

Exceptional investment opportunity with restaurant/bar and development potential.

HOTEL/MOTEL • 850 SF

Value Estimation

$275,000

2600 Overseas Hwy, Marathon, FL 33050-2243

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Monroe County, FL Hotels Investment Opportunities Market Analysis

Explore 901 hotels for sale in Monroe County, FL, showcased through 15 active listings on our real estate platform. These investment opportunities span a total of 14,063,625,455 square feet of properties for sale, with an estimated market value of $475,274,000.

Prices for resorts in Monroe County, FL start at $195,000, averaging $872,062, and reaching up to $14,270,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you have the most current data.

Monroe County, FL Hotels for Sale

Waterfront Redevelopment Opportunity in Marathon

Rare waterfront property with redevelopment potential and deep water dockage.