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$1,345,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,400 SqFt Days Listed: 71
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper or builder. Its located in very desirable location of Sugarloaf Shores where homes are over 2++ million dollars. It just needs a makeover but has great bones and many things you wont get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. Large lot on 70 wide flow through canal. Bay views. Room for pool. Seller is licensed Florida Broker Assoc.

$1,299,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,250 SqFt Days Listed: 21
-2.55% ($34,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened in patio to enjoy the best sunsets in the Florida Keys or step out onto your private balcony to enjoy the moonlight. Plenty of space for parking when you have friends and family over. Steps away from your boat dock & 10,000lb lift next to your Tiki hut where you can enjoy your fresh catch! Ground level has garage space, covered parking & finished temperature controlled storage and 1 of 2 laundry connections. Second laundry location is in the owners suite on main level currently used as additional closet. Take a moment picture yourself relaxing in the Hot tub looking out on the canal. The owners might even share some of their favorite tracks with the right buyers!!! Your new Home awaits!!! Yes, follow the Goosebumps!!!

$1,250,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,528 SqFt Days Listed: 242
-7.41% ($100,000) 2 Price Changes : Last Change 71 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Cut/Natural

This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. All insurances under 5K and is assumable. With 3 bedrooms, one with a murphy bed and 2 baths, this low maintenance home allows you to enjoy all the Keys has to offer. Located on a private peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is ready with a $10,000.00 credit to buyer at closing. Close to Sugarloaf schools and just minutes from Key West.

$1,179,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,859 SqFt Days Listed: 343
-21.39% ($320,900) 16 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift55ft.

Iconic Key West Character at this sprawling 1,859 Sq. Ft. CBS Canal Front home in desirable Sugarloaf Shores! Located on the no-bridge side of Sugarloaf Key, with a generous 55 dock with 10K boat lift, enjoy world-class fishing and diving from this ideal location. Upon entry, the Great Room is open and airy with soaring cathedral ceilings, and is flooded with natural light. Striking hardwood floors, wood-burning fireplace, 6 baseboards, and fluted doorjamb trim add warmth and vibrance to the space. Five sets of pocket sliding glass doors open onto an expansive veranda, oriented to take advantage of sublime Eastern sea breezes, for year round indoor-outdoor living. Entertain for the masses in the spacious kitchen, featuring abundant storage and prep space, wood cabinetry with custom built-ins, and stainless steel appliances. A generous dining room offers space for gathering with family and friends, and boasts serene Canal Views. A spacious bonus room provides potential for personalization, and could easily be utilized as a home office, media room, or additional bedroom. Two large bedrooms provide comfortable accommodation and come complete with generous closet space. An upstairs laundry room offers added convenience and storage. Downstairs, the attached, permitted two-car garage is truly a rare find! Enjoy an abundance of secure parking, as well as open parking and trailer storage in the front yard. An additional, sizable downstairs storage room allows for keeping tools and equipment out of the elements. The large screened-in patio boasts a jetted, heated swim spa for relaxing with evening cocktails. The backyard offers well-maintained green space and mature trees; this property feels abundantly quiet and private! This home was made for enjoying the outdoors; your ideal Florida Keys lifestyle awaits at this exceptional home in sought-after Sugarloaf Key!

$899,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,560 SqFt Days Listed: 7
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! Metal roof along with impact windows and doors equals affordable insurance! Approximately 15 miles from Key West and 30 miles from Marathon.

$895,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,155 SqFt Days Listed: 149
-10.32% ($103,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Nestled on a generous 20,000 square-foot lot with tranquil canal frontage, this charming two-bedroom, two-bathroom home invites your personal touch. The downstairs area includes a screened-in porch, providing additional living space; buyers should verify its permitted use.The upstairs features an open floor plan that harmoniously connects the kitchen, living, and dining areas, complemented by a wraparound balcony. This outdoor space is ideal for savoring sea breezes and picturesque water views.Lovingly cared for by the same family for years, this property provides a rare opportunity to create your perfect sanctuary in the Florida Keys. With a motivated seller, now is the time to make this enchanting home your own. Being sold as is.*The dock is not included on the property lines*

$840,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,372 SqFt Days Listed: 324
-2.89% ($25,000) 3 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Elevated, custom-built home located in the much-desired Indian Mound Estates neighborhood on Upper Sugarloaf Key. Home sits high & dry (with covered parking & storage underneath) on an expansive 10,000 sq ft lot with room for pool, gardening & more. Must drive slow thru Indian Mound Estates, lots of kids & key deer. You enter the home at the Great Room (den & dining areas) with soaring ceilings. What better way to enjoy the Keys weather than lounging on the large, screened porch (thats 27 ft long), accessible thru French doors just off the den & dining area? One bedroom & one full bath on the lower level along with den, dining, kitchen & laundry room. Upper level boasts two bedrooms (one w/ an ensuite office / study) along with another full bath (jack-n-jill). Recent upgrades include new kitchen, bath & flooring on the lower level plus impact rated windows all around & roof. Community boat ramp just around the corner (puts you in Bow Channel) plus, plenty of room to store your boat or other toys on this larger 10,000 sq ft property. Located close to Sugarloaf elementary school & just a short ride down to Key West. Make 19533 Mayan your Keys retreat.

$699,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 1,129 SqFt Days Listed: 44
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!

$699,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,143 SqFt Days Listed: 148
Single Family - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Elevated, 3BD/2BA, nestled in the highly desirable Indian Mound Estates neighborhood. located on Upper Sugarloaf Key. Home sits high & dry with covered parking & storage underneath, 10,000 square-foot lot with plenty of room to park the RV, Boat or other toys. This charming home features master bedroom on-suite walk-in closet, two guest bedrooms, with additional full bath, living room, eat-in kitchen and covered deck. Located close to Sugarloaf Elementary School and community boat ramp with direct access to Bow Channel.

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 01-30-2025.
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