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Summerland Key Waterfront Homes on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Summerland Key homes for sale below are on the gulf side / bay side.

Total Listings 2
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$675,000
Summerland Key
Snug Harbor Subdivision   - MM: 25.00
1 Bed, 1 Baths, 1,024 SqFt Days Listed: 29
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp38ft.Concre

Back-up Offers Welcome ~ ITS ALL ABOUT THE LOCATION! Cash offers only for this old-Keys, fish camp bungalow that was built in 1958 and needs repair or replacement. Just imagine the wonderful fish stories this home could tell! Heres your opportunity to enjoy amazing open water views and deepwater boating in the Lower Keys. Niles Channel provides excellent access to the ocean and back country - one can even see the Niles Channel Bridge from the location which is within walking distance of Tonios Seafood Shack & Tiki Bar. The fenced, 46 x 74 property has a concrete seawall and concrete boat ramp. One bedroom, a full bath and bonus living area are on the ground level; an open living room / kitchen and half bath are in the upper level; An interior spiral staircase connects the two levels, and an exterior staircase leads to the upper level. 512 sq. ft. concrete block ground level is LLF on property record card; 512 sq. ft. frame upstairs is FLA on property record card; metal roof; impact resistant windows upper level; no shutters; no range/oven. Although it has been loved through the years, the house needs lots of TLC. Theres a separate shed for storing fishing and dive gear. Hooked up the municipal sewer. Cash offers only. Just imagine what the future holds! ***DO NOT WALK PROPERTY without listing agent. ***

$21,900,000
Summerland Key
Niles Channel Subdivision   - MM: 25.00
5 Bed, 5 Baths, 3,392 SqFt Days Listed: 231
Off Shore Isl - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Basin,Other Dockage,

Welcome to Howell Key! This unique island oasis, purchased in 2010, was developed as an off-grid, private family retreat for a multi-generational remote getaway. Now, this breathtaking 9.69-acre turnkey opportunity is on the market, inviting you to live your offshore island dream or invest in a one-of-a-kind vacation rental experience. Situated off mile marker 25 in Summerland Key, Florida Keys, Howell Key is just a 5-minute boat ride from your private masterpiece. With direct access to both the Atlantic Ocean and the Gulf of Mexico, your watersport dreams can come true daily. Proximity by boat is close to Looe Key National Marine Sanctuary, many sand bars, and the famous 5-star Little Palm Island Resort and Spa. This inviting island sanctuary features dockage accommodating vessels up to 50 feet and an electric gate leading to the marina lagoon. The energy-efficient, immaculate five-bedroom, four-bath home boasts a saltwater pool, exposed beam ceilings, travertine tile throughout, and SIPS panel technology construction. Additional structures on Howell Key include a guest house, garage, animal pens, pickleball court, tiki hut with beach, helipad, and finger dock with a covered sitting area. Plus, a second ROGO-exempt permit allows for constructing another dream home. This is a completely turnkey, fully furnished property that provides a peaceful, tropical escape from the ordinary. This purchase includes a Shore Station Lot completely fenced in to leave vehicles and has a 58 seawall to accommodate your personal ferry. Full list of amenities included in the documents tab.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-27-2025.
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