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 41
Order By:

132  Sugarloaf Drive  For Sale, MLS 589890
$319,900
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,176 SqFt Days Listed: 41
-8.57% ($30,000) 1 Price Change : Last Change 11 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Home damaged from Hurricane Irma in need of repair or tear down to build your dream home on this lovely super sized lot with lush mature foliage. Located in a nice area of Sugarloaf Key. Right off Sugarloaf Blvd. where walkers, bicyclers and nature lovers take daily activities. Across from Sugarloaf Lodge and Restaurant. Close to boating, Key West shopping, theater, restaurants and the college. Easy to show.

19580  Mayan Street  For Sale, MLS 585237
$430,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,213 SqFt Days Listed: 350
-3.37% ($15,000) 3 Price Changes : Last Change 54 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!

19525  Mayan Street  For Sale, MLS 589806
$475,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
3 Bed, 3 Baths, 1,587 SqFt Days Listed: 46
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Spacious custom built home with mature landscaping! Open floor plan with cathedral ceilings, three bedrooms and two baths with custom exotic wood work and beautiful staircase to upper level master suite with en suite bath, hardwood floors, cedar lined closets, and area for office space or use your imagination! Tile floors on main level with custom kitchen with beautiful cabinets, center island, and pantry! Downstairs storage area, covered parking, and mature landscaping! Mature landscaping with 2500 gal. cistern. Private neighborhood boat ramp, BBQ and picnic area! Adjacent lot next door not listed but is available as a package deal for the right price!

19442  Canal Drive  For Sale, MLS 589706
$505,000
Sugarloaf Key
Perez Subdivision   - MM: 19.50
3 Bed, 3 Baths, 1,676 SqFt Days Listed: 49
Single Family - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Sunny Days- Enjoy your sunny days in this 3/2 home on Upper Sugarloaf Key. Recent updates throughout. Home boasts two master suites, one downstairs and one upstairs. A welcoming and inviting porch off the living area and another large porch off the upstairs master. Lots of storage including a separate storage shed, a bonus room off the porch and a large laundry room. One of the owners is a licensed Real Estate Broker.

19573 -19581 Mayan Street  For Sale, MLS 587956
$549,000
Sugarloaf Key
Indian Mound Estates   - MM: 19.50
2 Bed, 2 Baths, 960 SqFt Days Listed: 153
-1.79% ($10,000) 1 Price Change : Last Change 59 Days Ago
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!

91  Frazier Lane  For Sale, MLS 589425
$595,000
Sugarloaf Key
Sugarloaf Subdivision   - MM: 19.50
3 Bed, 3 Baths, 1,544 SqFt Days Listed: 64
+2.76% ($16,000) 1 Price Change : Last Change 62 Days Ago
Single Family - Active - Waterfront No
Side of Island: Median - Dockage: None

Private and quiet. VERY nice, updated single-family home at mile-marker 20. Two bedrooms on ground floor, huge master bedroom, bath and balcony on 2nd floor. Quartz countertops, rosewood flooring upstairs, security system. 17,500 sqft lot, fenced and landscaped. Architectural plans available for new addition. 2nd ROGO possible for dividing lot and constructing another home. Convenient Lower Keys location, between Key West and Big Pine. Youll be surprised! Close any time with allowance for sellers to rent-back until mid-June.

73  Venetian Way  For Sale, MLS 590177
$689,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,429 SqFt Days Listed: 23
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit Pads,DavitsCon

Best Buy on Lower Sugarlaof Key- this unique 12 sided home, sits on a quarter acre lot , on a crystal clear lagoon like canal. This home has a cool island vibe and a yard that can accommodate a large RV lots of parking and has tons of space to add pool etc. The rear covered porch offers extended outside living area and under the house is a shady lounge area! Its such a comfortable and beautiful spot in Sugarloaf Key, just 20 minutes to Key West. With a west facing canal and yard the nightly sunsets are spectacular. Interior pics coming soon. 2 beds and 2 baths inside with a loft that could be a third bedroom etc. Open great room, high ceilings, bamboo and tile floors - come make this your island dream home! New standing seam metal roof 2017.

     For Sale, MLS 590415
$689,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,636 SqFt Days Listed: 4
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davits

This beautiful Cedar home features 3 Bedrooms, 2 full baths split floor plan, cathedral ceilings., great kitchen all wood cabinets, granite counter tops & nice appliances . Fully enclosed (windowed) porch. Two central air systems. Located in Beautiful Surgarloaf Shores with palm tree lined walking/bike paths. No road noise on Oleander Lane. New metal roof just one year old. Lots of storage 3 walk-in closets and large garage/workshop downstairs. Lots of room down to entertain & carport parking. 100 feet of waterfront, dock, davits & boat ramp. Room to park RV. Tropical landscaping . Key West is about a 15 to 20 minute drive.

17151  Marlin Drive  For Sale, MLS 588152
$695,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,522 SqFt Days Listed: 143
-18.14% ($154,000) 5 Price Changes : Last Change 14 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

PRICED $50K BELOW APPRAISED VALUE. SUGAR SHACK is 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; multiple vehicle parking of street. Comes fully furnished for immediate occupancy or rental. High definition LED TV , stereo

17213 E Starfish Lane  For Sale, MLS 588268
$719,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 134
-2.82% ($20,900) 1 Price Change : Last Change 5 Days Ago
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.

17139  Amberjack Lane  For Sale, MLS 590410
$729,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,300 SqFt Days Listed: 5
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

This gorgeous 2BR/2BA spacious tropical waterfront paradise stilt home sits on an oversized lot in the exclusive neighborhood of Sugarloaf Shores. The floorplan boasts island character with an open living/dining/kitchen with bamboo floors & tropical style ceiling fans. Glass sliding doors open onto an enormous open deck, an entertainers dream for outdoor entertaining. Both BRs are large, master ensuite has a double vanity & shower. After a day on the water put your boat on the 15,000lb boat lift, sit back & relax sipping a sunset cocktail under your Tiki Hut, while you take in spectacular views thro the canal onto Sugarloaf Sound. Permitted 2 car garage/storage for all your fishing gear & water toys.Metal roof. 100FT concrete dock Crystal clear canal.20 mins to Key West & Intl airport

17126  Wahoo Lane  For Sale, MLS 589766
$769,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,152 SqFt Days Listed: 47
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp,Davits

Gorgeous views down the 80 wide crystal clear canal from this recently updated 3 Bedroom 2 Bathroom home. Beautifully appointed Kitchen with Quartz countertops and farmhouse sink, spacious open floor plan with new tile flooring and large master bedroom with ensuite bath. Sit back and relax on the large wrap around deck or by the dockside fire pit. The 12,500 sq. ft. tropically landscaped lot offers plenty of room for your boats and toys with a full 125 concrete step down dock with boat ramp, davits and quick water access to world class fishing and diving. Located just 15 minutes to all the magic and amenities of Key West!

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: 239
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: n/a

Live like youre on vacation in this mid-century modern house that has 100 of canal front privacy just 50 yards from Sugarloaf Sound. Inspired by Frank Lloyd Wright architecture, the spacious 2000sf, 2b/2b single-story home formerly owned by composer Jerry Herman has 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. The CB/concrete house architecturally fits into natural environment, and offers low maintenance.

16680 E Point Drive  For Sale, MLS 587791
$799,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,801 SqFt Days Listed: 165
-4.77% ($40,000) 3 Price Changes : Last Change 19 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.

17115 W Alamanda Drive  For Sale, MLS 588832
$799,999
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
2 Bed, 2 Baths, 1,455 SqFt Days Listed: 99
-1.84% ($15,001) 1 Price Change : Last Change 12 Days Ago
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,

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: 144
-1.07% ($9,100) 1 Price Change : Last Change 117 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!

16610  Cypress Road  For Sale, MLS 589247
$849,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,200 SqFt Days Listed: 74
-10.63% ($101,000) 2 Price Changes : Last Change 39 Days Ago
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.

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: 76
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

17217 E Dolphin Street  For Sale, MLS 589869
$999,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,652 SqFt Days Listed: 41
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp

This custom built 3 BR 2 BA waterfront home sits on an oversized 15,100 sq. ft. lot in Sugarloaf Shores, an upscale coastal community just 20 minutes outside of Key West. Enter into the spacious Great Room which boasts soaring ceilings and an open Kitchen offering a large center island, granite counters and stainless appliances. Great outdoor spaces for entertaining including a large Porch overlooking the water and a covered Lanai. Excellent boating access with dock and boat ramp plus quick ocean access through Tarpon Creek with no bridges. The large yard features lots of tropical landscaping for complete privacy and plenty of room for pool, RV and boat trailers. Hurricane ready with impact doors and windows, no need for shutters.

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: 213
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.

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 03-30-2020.

Broker's Edge Realty
92300 Overseas Hwy Suite 303
Key Largo, Florida 33070

1(800) 692-3605
Contact Us