Sugarloaf Key Homes for Sale, Single Family Houses, MLS Home Listings

Looking for single family houses for sale in Sugarloaf Key?  This area in the Lower Florida Keys is nestled in one of the most beautiful natural enclaves in the Keys, with Sugarloaf Key properties affording stunning views of tropical foliage, distinctive mangroves, and sparkling open water.  The location of Sugarloaf Key homes beautifully combines a secluded atmosphere with easy access to popular destinations, only 20 minutes from lively Key West.  Browse the Florida Keys MLS to see all real estate listings of homes for sale in Sugarloaf Key.

Total Listings 33
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19580  Mayan Street  For Sale, MLS 585237
$435,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,213 SqFt Days Listed: 286
-2.25% ($10,000) 2 Price Changes : Last Change 89 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautiful renovated 3/2 conch home in Indian Mound! Several years ago this home was renovated to include new appliances, new metal roof, central ac, impact rated front, and rear doors, sky blue painted wood floors, new cabinetry, and more. There are beautiful blues and greens throughout this home, large covered front porch, back deck, and large master bath. Wonderful large covered porch in the front of the house, and a wooden deck in the back. The public boat ramp is right around the corner!

19573 -19581 Mayan Street  For Sale, MLS 587956
$559,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 89
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Amazing opportunity in the hottest neighborhood close to Key West! Property consists of a single family home on a 5,000 square foot lot plus a vacant 50 x 100 developable lot. Two RE#s. Nestled in the trees among lush tropical landscaping you will find your Zen moment. There is a feeling of being in Bali with lots of exposed wood and a wrap around deck in the treetops. The screened in porch is magical and gives the home an inside outside feeling to be enjoyed all year long. This colorful home designed by a well known local architect has an open floor plan with lots of windows and doors opening to the porches to appreciate your private hideaway. New roof in 2018! The adjacent 5,000 sq. ft. lot provides so many options...put in a pool, store your toys or build a new home to sell!

43  Sugarloaf Drive  For Sale, MLS 589059
$729,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,540 SqFt Days Listed: 18
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Basin

Come on home to your Sugarloaf Shores island retreat seen on HGTV! This elevated 3 bedroom 2 bath home sits on a massive 16,000 sq ft lot. Plenty of room for all of your toys! As you enter the home youre greeted to vaulted ceilings and open concept living. A gorgeous updated kitchen is sure to impress and excellent for entertaining. The split bedroom layout adds additional privacy for guests or children. The pocket sliding doors provides an easy transition into your screened in porch for that sought after indoor/outdoor living. Stairs off the back porch lead down to a resort-like back yard. Youll have a playground, a private beach area and a dock to park your boat or throw some lines in the water! The boat basin makes maneuvering a breeze and youre a quick ride out to the back country

1107  Hawksbill Lane  For Sale, MLS 587646
$739,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 111
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Davits68ft.Concrete

Meticulously maintained, elevated 3 bedroom 2 bath concrete block home. Open water views on a deep boating canal. Just 5 minutes by boat to the Atlantic or 7 minutes to the backcountry sand bars. This canal boasts a deep draft and 68 feet of dockage. Each bedroom faces open water views on the screened in porch. Numerous updates and upgrades inside and out of this pristine home. Kitchen has GE profile and Bosch appliances with gas stove and range. Countertops are solid quartz. Floors are carbonized bamboo throughout. Propane fueled on-demand hot water heater for independence from the power grid for cooking and bathing.The outdoor spaces are perfect to enjoy the open water views in your screened in porch or tiki hut lounge area while basking in the refreshing breeze.

17213 E Starfish Lane  For Sale, MLS 588268
$739,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 70
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Great location only a short drive to Key West this CBS home built in 2000 sits on a 15,978 sq ft lot surrounded by a concrete privacy wall with gated drive. This bank owned 3/2 is waiting for you to make it your own estate. Lower level boasts a 1408 sq ft garage with 3 large doors. upstairs has a large master suite, granite tops and a nice view of the bay from your living area and master suite.

16823 E Point Drive  For Sale, MLS 586387
$759,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,740 SqFt Days Listed: 208
-10.49% ($89,100) 4 Price Changes : Last Change 64 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

This waterfront home is located in the prestigious South Point neighborhood of Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 minutes outside of Key West. Sprawling over a 12,500 sq. ft. lot the 3 BR home boasts 1,740 sq. ft. & is highlighted by the bright & airy Great Room offering soaring ceilings & lots of glass looking out to the water. Plenty of room for entertaining on the colossal waterfront Porch or in the large Kitchen and Dining area. The Master Suite offers bamboo flooring & walk-in closet. Quick open water access from the dock w/lift and excellent kayaking & paddle boarding through the winding creeks that lead to the ocean. Never lose power with the whole house generator with auto switch. Metal roof, new pea-rock yard & tropical landscaping.

17151  Marlin Drive  For Sale, MLS 588152
$775,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,522 SqFt Days Listed: 79
-8.72% ($74,000) 2 Price Changes : Last Change 26 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Welcome to the SUGAR SHACK, located in one of the coolest boating neighborhoods near Key West. Here, your pristine free flowing canal serves as yourmaintenance free swimming pool. This elevated two story custom home sits on a lush, spacious lot affording many options: a boat ramp, RV, plus all your toys. 3 bed/2 bath property features an open concept plan with vaulted ceilings and french doors opening to breezy decks on both levels, plus an expansive wooden dock. Enjoy stunning water views and spectacular sunsets over Sugarloaf Sound. New roof, new bamboo flooring, new electric panel. Ample storage in the garage plus multiple vehicle parking in the driveway. Comes fully furnished for immediate occupancy or rental. High definition LED TV , stereo

17337 East Dolphin Street  For Sale, MLS 586785
$775,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 2,018 SqFt Days Listed: 175
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: n/a

This mid-century modern house has 100 of canal front privacy just 50 yard from Sugarloaf Sound, and the $2500 annual flood insurance policy may transfer to new owners. Inspired by Frank Lloyd Wright architecture, the 2b/2b single-story home has structurally open-floor plan with entry to garden from every room. Master suite especially calls nature indoors thru walls of glass. Bright, airy great room boasts Cuban-tile floors, Redwood-beam ceilings, central AC/heat, Bosch appliances; theres even a bonus room + laundry room off the kitchen. Architecturally fits into natural environment, but in its 57 years, the cinder-block house has never had structural hurricane damage

17115 W Alamanda Drive  For Sale, MLS 588832
$815,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,455 SqFt Days Listed: 35
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.

This delightful Sugarloaf home features Key West tropical charm, including the added benefits of living on relaxing and prestigious Sugarloaf Key. This turnkey home is perfect for a family or a getaway in a quiet and friendly neighborhood where you can watch the sunrise over Lower Sugarloaf sound or observe every star in the night sky. Located on a rare 80-foot-wide, 10 feet deep swimming canal so pristine that one can often see the bottom and the tropical fish swimming below. The home sits between the Atlantic Ocean and the Gulf side and has incredible boating access to either the Atlantic or the gorgeous sandbars of the backcountry. A silver buttonwood lined circular driveway leads to a gated and private garden, complete with fruit trees including coconut, banana, mango, avocado,

16680 E Point Drive  For Sale, MLS 587791
$829,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,801 SqFt Days Listed: 101
-1.19% ($10,000) 1 Price Change : Last Change 62 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: DavitsConcrete

Pristine and immaculate canal-front home in the desirable South Point neighborhood of Sugarloaf Shores. Two bedrooms and three baths with an open kitchen, dining, living-room concept. A wall of glass doors lead to the covered entertaining gazebo overlooking the canal and with views of the open water. Under the gazebo is more lounging and entertaining space along with a spa. Endless possibilities with this beautiful home situated on a 16,500 sq ft lot with a concrete seawall with davits. Room for a pool, tropical gardens or leave as is with easy landscaping maintenance. Come take a look at this gorgeous home in the coveted South Point area! Both of the Owners are Fl Licensed Real Estate Agents, but not the listing agent.

17049 W Bonefish Lane  For Sale, MLS 588129
$839,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,300 SqFt Days Listed: 80
-1.07% ($9,100) 1 Price Change : Last Change 53 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits40ft.

Waterfront stunner is ready for its new owner today! This 3 bed, 2 bath home is turnkey and can be used as a rental property. The house has 1300 sq ft with impeccable ocean views from nearly every room in the house. The large living and dining floor plan opens up to the screened in back porch for entertaining. The great sized lot offers plenty of room for storage or your water toys. There is ample amount of room for parking and an extra space for an RV.Being sold fully furnished, all you have to do is move in your personal items and enjoy Florida Keys living at its finest!

17194  Coral Drive  For Sale, MLS 586488
$865,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,548 SqFt Days Listed: 196
-1.09% ($9,500) 1 Price Change : Last Change 31 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

Spectacular canal-front, corner lot oasis! Come take a look at this wonderful canal-front, three bedroom, two bath home nestled in among a thoughtfully designed tropical sanctuary. Open, updated kitchen, living, dining plan with a gorgeous master suite and outdoor sitting area along with two more bedrooms and a bath. Theres also an additional space, now used as an office, but could easily be a formal dining area or sitting area with a large covered porch. Huge, 15,125 sq. ft lot with lots of room for additional living/entertaining space and room for a pool. Not to worry about storage, as this property even has a two car garage and additional workshop area. Easy access to the open water. Dont miss this one!

17119  Amberjack Lane  For Sale, MLS 589185
$899,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,075 SqFt Days Listed: 12
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Gorgeous sunset views over Sugarloaf Sound from this custom concrete home in Sugarloaf Shores. Fabulous location on an 18,243 sq. ft. point lot with protected canal front on the side and all open water at the back yard. The 2 BR 2 BA home features an open floor plan with wood beamed ceilings and highlighted by endless open water views from every room. The spacious Great Room enjoys Keys famous sunsets over Sugarloaf Sound from walls of glass. The full length waterfront Porch is accessed by all rooms including the 2 Master Suites at each end of the home. Lower Sugarloaf Key offers great biking and hiking trails, airport with skydiving, a fabulous waterfront restaurant and beach side Tiki bar, fantastic boating and kayaking along winding creeks leading out to the ocean and much more

16610  Cypress Road  For Sale, MLS 589247
$950,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 10
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Boat Ramp,

Spectacular water views and only one in from open water in the prestigious South Point neighborhood of Sugarloaf Shores. This gorgeous 3 BR 3 BA custom built C.B.S home sits on a 15,000SF lot with lush tropical landscaping, 100FT waterfront with concrete seawall, davits, boat lift and concrete boat ramp. Metal Roof, hurricane impact doors & windows. New central A/C. Downstairs is enclosed with a spacious area with glass sliding doors that lead out to an Open Porch. The 576SF garage has room for 2 cars and storage for tools and water toys. The yard is gated and fenced. There is plenty of room for parking & lots of room for a pool.

17218 E Dolphin Street  For Sale, MLS 587172
$1,099,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,844 SqFt Days Listed: 149
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Pretty long water views down the canal from this custom built 3 BR/3BA home on over a 1/3 of an acre in Sugarloaf Shores. As you enter into the 1,844 sq. ft. home the Sun Room/Foyer greets you leading to the Great Room which boasts hardwood floors & Dining Area that overlooks the water. The adjacent Kitchen features a large center island, tons of custom cabinetry & black stainless appliances. The 3 large Bedrooms are all ensuite including the colossal Master Bedroom with updated bath and access to the Porch w/walk-around deck. Really quick ocean access w/no bridges via Tarpon creek from your composite dock. Room for all of your toys in the oversized 4-car garage. Gardeners will love the fully fenced yard with a large orchid house and lots of lush tropical landscaping.

1261  Crane Boulevard  For Sale, MLS 587589
$1,100,000
Sugarloaf Key
Sugarloaf Acres   - MM: 19.50
4 Bed, 4 Baths, 2,440 SqFt Days Listed: 115
-15.38% ($200,000) 1 Price Change : Last Change 102 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

City slickers need not inquire: This is a nature-lovers hideaway edged by the Great White Heron National Wildlife Refuge. Tucked between a natural hardwood hammock (1.39 acres) and mangrove wetlands (.50 acres) that stretch to the Gulf of Mexico, the elevated 2-story house has 2 bedrooms/1.5 baths on the first level and 2 beds/2 baths on the second. All rooms have water views; most have access to balconies--in fact, more than 1500sf of porches, balconies and catwalks. Two-car garage enclosed with 1200sf of ground-level storage space & workshop w/AC. A grassy lawn amidst the 3 acres of private forest offers room for a pool!!! Property is hard to find. Call Realtor to meet you at the end of Crane Blvd. because, well, this is where you go to get away from it all

1023  Loggerhead Lane  For Sale, MLS 588457
$1,100,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,645 SqFt Days Listed: 57
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 300ft.

Must see to experience all this one of a kind property has to offer! Secluded oasis on the Gulf of Mexico with 2+ acres, boat dock and breathtaking views. An entertainers backyard with a sunny pool and covered bar only add to the magic of this 3 bedroom, 2.5 bathroom home with loft and widows walk. Double lot with electric hook-up allows for RV on property. Pool and deck renovated in 2018. Exterior of house completely painted in 2018 as well. A short 20 minute drive to Key West, but a world away from the hustle and bustle... come overwhelm your senses in this Florida Keys dream house!

1163  Hawksbill Lane  For Sale, MLS 588668
$1,249,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,656 SqFt Days Listed: 45
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Fantastic views of the Gulf & Backcountry from every angle at this open water home on Upper Sugarloaf Key. The 3 BR home sprawls over a double point lot offering protected canal dockage w/10K lb boat lift, kayak ramp & immediate Gulf & easy Ocean access. The Old Florida-style home offers 1,656 sq. ft. plus a large Porch boasting picture perfect open water views. Entertaining is a must in the true Chefs Kitchen w/ granite counters, stainless appliances, gas stove & breakfast nook looking out to the water. The Master Suite is complete w/walk-in closet, spa Bath & endless water views. This home is storm ready w/ hurricane impact doors & windows, metal roof & whole house generator w/auto-switch & alarm system. Lots of downstairs storage & plenty of room for pool and RV. Offered Turn-Key!

17260  Oleander Lane  For Sale, MLS 587256
$1,340,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,866 SqFt Days Listed: 140
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

Mermaids Lair, a gorgeous 1/2 acre + waterfront property located in the exclusive neighborhood of Sugarloaf Shores. Arrive through electronic gates to the large CBS home which boasts a winding salt water lagoon that wraps around the property. The 3 BR 2 BA home has been superbly renovated with luxurious appointments & superb craftsmanship which will tantalize your senses. Enter in to the colossal Great Room which features soaring wood ceilings, porcelain wood plank flooring and an adjoining wrap-around screened Porch which extends the main Living Area by over 670 sq. ft. allowing picture-perfect sunrise to sunset water views. The designer Kitchen offers custom glass cabinetry, custom designed imported mosaics, stainless appliances, and gorgeous granite counters with center island

17134 W Buttonwood Drive  For Sale, MLS 588996
$1,349,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,968 SqFt Days Listed: 21
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift,Davits125f

Fabulous location just one in from the open water at this beautifully remodeled Pool home in Sugarloaf Shores. The tastefully decorated home boasts a large Great Room w/travertine floors, plantation shutters, built-in speakers & an open Kitchen featuring granite counters, center cooking island w/ gas stove & stainless appliances. The Master Suite offers a stylish travertine Bath & Porch access for enjoying Keys sunsets over the open water down the canal. The heated pool is adorned w/tropical palms & lots of decking including a covered lanai to relax on. Plenty of room for your center console & flats boat at the concrete dock complete w/20,000 lb lift, davits, fillet table, underwater lighting, power & water. Storm ready w/impact doors & windows and metal roof. Security system & more.

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 01-26-2020.

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