Summerland Key, FL Hospitality properties for sale

Updated: Nov 21, 2025

25-Room Hotel with Restaurant

27340 Overseas Highway, Ramrod Key, FL 33042

$12,250,000

1.67 AC lot

25‑room hotel with 150‑seat restaurant
Newer tiki structure included with the restaurant
25 transient rental licenses currently in use
49‑passenger Coast Guard‑approved vessel with 2COP bar license
5COP quota liquor license available separately

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Updated: Nov 21, 2025

25-Room Hotel with Restaurant

Summerland Key, FL 33042

$12,250,000

25‑room hotel with 25 transient rental licenses currently in use
150‑seat restaurant with newer tiki structure
49‑passenger Coast Guard‑approved vessel included with dive operation
Dive shop includes retail and gear sales
5COP quota liquor license available separately

View details

Oceanfront Resort Residence Portfolio

231 E Shore Dr, Summerland Key, FL 33042

Contact for pricing

4,200 sqft

Seven newly constructed residences offer private infinity pools and assigned dockage with direct ocean access in a gated enclave.

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See what stands out in Monroe County

We check every for-sale listing in the county against comparable properties across the country. Most price about where you would expect. A few are worth a second look.

We check every listing here. A few are worth a second look.

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Based on your search, we've compiled 15 Potential Opportunities for your consideration. Besides 3 Active listings in Summerland Key, FL, we suggest exploring several alternatives: 4 properties in Nearby Cities, and similar 4 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.

Boutique Motel with Waterfront Access

243 61st Street, Marathon, FL 33050

$5,900,000

4,557 sqft 0.56 AC lot

Thirteen furnished guest rooms span eight cottages and a main building with on-site laundry and guest parking.

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Deeded RV Resort Lot with Full Hookups

Key West, FL 33040

$599,000

Level, deeded RV lot with full hookups including water, sewer, electricity, cable, and high-speed internet access.

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Waterfront Commercial Property in Marathon

38 Coco Plum Dr, Marathon, FL 33050

$4,950,000

0.69 AC lot

Versatile waterfront property with mixed-use potential in the Florida Keys.

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Waterfront Land with Private Dock

64-2950 Overseas Hwy, Key West, FL 33040

$1,175,000

Improved bayside site includes a tiki hut, storage trailer, golf cart, and outdoor furnishings.

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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.

RV Lot with Concrete Seawall

551-701 Spanish Main Dr, Cudjoe Key, FL 33042

$425,000

RV lot in gated community with boating access.

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Land for Sale

Key West, FL 33040

$649,000

Land available for purchase.

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Private Island Waterfront Land

Key West, FL 33040

$495,000

38.00 AC lot

Private island land in the Florida Keys with Offshore Island District zoning and access from Oharas Key Street Gulf.

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Waterfront Mixed-Use Property

6500-6600 Overseas Highway, Marathon, FL 33050

$9,500,000

10,852 sqft 3.86 AC lot

MU - Mixed Use Commercial zoning supports residential and/or commercial use.

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Off-Market Properties in Summerland Key, FL

Consider similar Off-Market properties in Summerland Key, 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.

HOTEL/MOTEL

28500 Overseas Hwy, Summerland Key, FL 33042-5544

Value Estimation by Request

8,298 sqft 4.20 AC lot

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HOTEL/MOTEL

27340 Overseas Hwy, Summerland Key, FL 33042-5410

$6,390,000

Estimated value

7,543 sqft 1.67 AC lot

View details

HOTEL/MOTEL

17075 Overseas Hwy, Sugarloaf Key, FL 33042-3681

$1,430,000

Estimated value

12,712 sqft 10.69 AC lot

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HOTEL/MOTEL

565 Barry Ave, Little Torch Key, FL 33042-5605

$2,690,000

Estimated value

5,212 sqft 4.11 AC lot

View details

Summerland Key, FL Hospitality Properties Market Trends and Statistics

Explore 7 hospitality properties for sale in Summerland Key, FL, showcased through 3 active listings on our real estate platform. These investment opportunities span a total of 4,200 square feet of properties for sale, with an estimated market value of $24,500,000.

Sale prices for hospitality properties in Summerland Key, FL average $12,250,000 — offering options for a variety of budgets and business needs. Daily updated analytics ensure you stay ahead with the latest data and market trends.

Neighborhood	Average Price
33042	$12.3M

Neighborhood

Average Price

33042

$12.3M