Summerland Key, FL Hospitality properties for sale

Updated: Nov 21, 2025

Hotel with On-Site Restaurant

27340 Overseas Highway, Ramrod Key, FL 33042

$12,250,000

1.67 AC lot

25‑room hotel on 1.67 acres
150‑seat restaurant with a newer tiki structure
25 transient rental licenses, potentially transferable subject to approvals
Dive shop with retail and gear sales
49‑passenger Coast Guard‑approved vessel with a 2COP beer and wine license

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Updated: Oct 13, 2025

Oceanfront Resort Residence Portfolio

231 E Shore Dr, Summerland Key, FL 33042

Contact for pricing

4,200 sqft

Seven newly constructed oceanfront residences on the Atlantic in Summerland Key within a gated enclave
Each residence offers 5 bedrooms, 5.5 baths, and over 4,000 SF, plus a private infinity pool and rooftop deck
Assigned dockage with direct ocean access for every home; dockage is first come, first served for boats up to 40 ft
No rental restrictions, allowing short‑term rental/STR and Airbnb use
Shared resort‑style amenities include a private boat basin, pickleball and sport courts, paddleboard launch, and hammock lounge zones

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25-Room Hotel with Restaurant

Summerland Key, FL 33042

$12,250,000

Hospitality property combining lodging, dining, licensed beverage operations, and a dive business.

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Realmo Analytics Monitor Off-market properties and contact owners who are ready to sell. Many signals applied to make quality leads for you. Get Leads

Based on your search, we've compiled 13 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 2 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 Cottages

243 61st Street Gulf, Marathon, FL 33050

$5,900,000

0.56 AC lot

Furnished guest accommodations include kitchenettes, on-site laundry, and a leased tiki bar and food truck operation.

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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 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.

Land for Sale

Key West, FL 33040

$900,000

Land available for purchase.

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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

Estimated value: by Request

8,298 sqft 4.20 AC lot

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HOTEL/MOTEL

27340 Overseas Hwy, Summerland Key, FL 33042-5410

Estimated value:

$6,390,000

7,543 sqft 1.67 AC lot

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HOTEL/MOTEL

17075 Overseas Hwy, Sugarloaf Key, FL 33042-3681

Estimated value:

$1,430,000

12,712 sqft 10.69 AC lot

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HOTEL/MOTEL

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

Estimated value:

$2,690,000

5,212 sqft 4.11 AC lot

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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