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Sugarloaf Key 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 Sugarloaf Key homes for sale below are on the gulf side / bay side.

Total Listings 6
Order By:

$630,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 989 SqFt Days Listed: 30
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Welcome to 19557 Mayan St, a solid CBS 2-bedroom, 2-bath home Nestled in the sought-after Indian Mounds neighborhood on Sugarloaf Key. The perfect Florida Keys bungalow, this home has been completely updated and features an open floor plan, brand new appliances + quartz countertops, renovated bathrooms, and new floors throughout. The property has a separate room (currently used for utility/ storage) and features 473 sf of screened in porches offering true indoor outdoor living. This home sits on a 5,000sf lot and in addition to the PRIVATE boat ramp, there is a community only beach for residents to enjoy as well. Set in a quiet, welcoming neighborhood, this home is also just a short walk to the Key Deer Preserve, Sugarloaf School, and a 5 minute drive to the famous Babys Coffee shop. For boaters, the location offers quick access to the Gulfside sandbars in just 15 minutes.

$659,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 1,129 SqFt Days Listed: 87
-5.72% ($40,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Nestled in a quiet and charming neighborhood on Sugarloaf Key, this beautifully remodeled 2-bedroom, 2-bathroom home offers a perfect blend of modern updates and coastal charm. With plenty of natural light throughout and crown molding accenting every room, this home feels both elegant and welcoming. The kitchen features newer, stainless steel appliances and stylish finishes, making it ideal for both everyday meals and entertaining. The spacious primary bedroom boasts a large, updated en suite bathroom. The second bedroom and additional bath are equally well-appointed, making this home perfect for both family living and hosting guests. Located just down the street from a private neighborhood boat ramp that can only be accessed with a resident key, this home offers easy access to the crystal-clear waters of the Florida Keys. The large yard provides plenty of room for trailer storage, so you can easily store your boat, RV, or other toys. Theres also ample space to add a pool, creating your oasis in the heart of the Keys. Built with durability in mind, the home features impact windows, a metal roof, insulation in the attic, and hurricane shutters for added peace of mind and protection from the elements. This combination of energy efficiency and storm preparedness ensures that you can enjoy both comfort and security in your new home. Whether youre relaxing in the cozy interior or spending time outside, this home offers the perfect spot to unwind and enjoy the laid-back Keys lifestyle. Dont miss the opportunity to own this turnkey gem in a prime location!

$874,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,560 SqFt Days Listed: 50
-2.78% ($25,000) 1 Price Change : Last Change 4 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: Boat Ramp,None

ASSUMABLE VA LOAN for qualified Buyer with an approximate remaining balance of $785,000 at 3.75%! Welcome to your dream conch style house, a true gem designed for those who appreciate character and charm. Nestled on a fully fenced generous 10,000 square-foot lot surrounded by protected land, this property offers a remarkable level of privacy and tranquility, all without the burden of extra costs. This distinctive eyebrow house boasts three spacious bedrooms located on the upper level, ensuring a perfect split floor plan that enhances both comfort and functionality. The main level features a cozy living area, a bright dining space, and an expansive Florida room, offering versatility for use as an additional bedroom, a home office, or a play area for kids. Natural light pours in through the wraparound windows at the back of the house, creating a warm and inviting atmosphere. Outside, the tropical yard is a private oasis, featuring an above-ground pool, swing set, and lush, mature landscaping dotted with flourishing fruit trees. Located in the sought-out family neighborhood of Indian Mounds on Sugarloaf Key where they have holiday traditions year-round! There is a community boat ramp approximately a half a mile from the house with key access for you to launch your boat, or other water toys for a day of fun in the sun! With its many unique features and undeniable charm, this home is a must-see. Come experience it for yourself and envision the possibilities that await! Tour the tropical yard with endless fruit trees including a mango tree (which produced 100 mangos last year), banana tree, orange tree, fig tree, avocado, papaya and pineapple! Newer appliances; metal roof along with impact windows and doors equals affordable insurance! Approximately 15 miles from Key West and 30 miles from Marathon.

$989,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 1,160 SqFt Days Listed: 15
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Motivated seller! Bring all Reasonable offers. for this Oversized Double Lot with 2 bedrooms, 1.5 baths. A beautiful custom-designed CBS pool with a sandy beach. There is a private boat ramp and dock at the homeowners park at the end of the street. Located in the established Indian Mound Estates neighborhood, its just minutes from shops, restaurants, and within walking distance to schools. You can also bike ride in the nature wildlife reserve. Plenty of room for all your Toys!!! Conveniently close to Key West.

$1,100,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 14
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Concrete

Step into your own private paradise! This beautifully maintained home offers 3 bedrooms, an office space, and 2 full bathrooms, making it the perfect retreat. Situated on a deep-water canal with 68 feet of dockage, youre just minutes away from the open Atlantic or the serene backcountry sandbars. Whether from the living room, bedrooms, or expansive screened porch, youll enjoy breathtaking views of the open water at every turn.The home has been thoughtfully upgraded both inside and out. The kitchen is a chefs dream with modern GE profile appliances and the luxury of gas cooking. The sleek quartz countertops and bamboo flooring throughout the home provide a modern yet inviting atmosphere. If youve been dreaming of a tranquil sanctuary to call home, look no further--this is the place where you can truly unwind and embrace the waterfront lifestyle.

$1,449,000
Sugarloaf Key
Gulf Shores   - MM: 19.50
4 Bed, 4 Baths, 2,464 SqFt Days Listed: 242
-12.13% ($200,000) 6 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp25ft.Concre

Price Drop!! Extremely Motivated Sellers!! Your Sugarloaf Key Sanctuary!! Brand new tile flooring installed throughout the entire home (Nov 2024). Three separate walk-in closets. A Must See to appreciate the size of home and lot!! This spacious 6,376 gross sq ft, 4 bedroom, 3 full bath, 12 stilted, canal-front home was custom built in 2017 by Palm Harbor Homes. The home features a 1,256 sq ft wrap-around porch with entertainment space overlooking the canal along with large entertainment areas. The home is in a quiet, desirable neighborhood with a private boat ramp and seawall on a free flowing canal with access to the Gulf and the Atlantic Ocean. It is on a double lot (2 150x100 lots) consisting of 30,000 sq ft with an oversized fenced backyard with mature landscaping to include mango, avocado and the largest neem tree in the Florida Keys. Plenty of room for a pool! The interior of the home features an open floor plan with oversized bedrooms and baths totaling over 2,464 sq ft of finished living space. The large kitchen highlights stainless steel appliances and an abundance of cabinets and counter space and the master bedroom features a large walk- in closet and a retreat with views overlooking the canal. This newly built home features tall concrete pilings, hardie-board siding, metal roof and impact windows with massive amounts of storage space both upstairs and down. Plenty of room for parking your vehicles, RV, boat, airplane and guests!

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 03-14-2025.
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