Sugarloaf Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Waterfront homes in Sugarloaf Key are some of the best in the market.  These highly sought after Florida Keys properties are quite popular, making up the majority of the Sugarloaf Key real estate market.  This area in the Lower Florida Keys is known for its organic beauty, with a stunning, peaceful atmosphere.  Oceanfront homes for sale in Sugarloaf Key and gulf or bayfront houses in Sugarloaf Key are numerous and are designed for real estate buyers looking to experience the best of the Florida Keys lifestyle.  Browse Florida Keys MLS listings below to see all waterfront properties in Sugarloaf Key.

Total Listings 34
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17213 E Starfish Lane  For Sale, MLS 588268
$649,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,750 SqFt Days Listed: 143
-12.29% ($90,900) 2 Price Changes : Last Change 6 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

70K price reduction! Seller wants it sold. Priced well below market, 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.

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: 32
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: 13
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: 152
-18.14% ($154,000) 5 Price Changes : Last Change 23 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

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: 14
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: 56
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: 248
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: n/a

Live like youre on vacation in this mid-century modern house: fish everyday in the canal, dive for lobster along natural seawall, whistle in herons, smell the orchids. Revel in 100 feet 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. Relax in bright, airy great room that boasts Cuban-tile floors, redwood-beam ceilings, central AC/heat. Cook on 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.

16880  Driftwood Lane  For Sale, MLS 590514
$799,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 1,344 SqFt Days Listed: 3
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

3 BR 2 BA Waterfront Pool home located on an 80 wide crystal clear canal in Sugarloaf Shores! Days are enjoyed lounging by the waterfront pool boasting lots of decking or heading out on the water for a day of fishing & diving from the concrete dock equipped w/Davits. After a day on the water friends & family can gather in the large Kitchen complete with Dining Island & Breakfast Nook or on the Porch to enjoy alfresco dining over the water .Picturesque views of the Pool & the water are also enjoyed from the Master Suite w/newly remodeled granite Bath. The 2 Guest Rooms are adorned w/Plantation Shutters & share a newly remodeled Bathroom. Plenty of room for RV, trailer & toys on the large 12,232 sq. ft. lot. This home is storm ready w/new metal roof & hurricane impact doors & windows.

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: 174
-4.77% ($40,000) 3 Price Changes : Last Change 28 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: 153
-1.07% ($9,100) 1 Price Change : Last Change 126 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: 83
-10.63% ($101,000) 2 Price Changes : Last Change 48 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: 85
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: 50
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: 222
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.

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: 130
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!

16843 E Point Drive  For Sale, MLS 589757
$1,199,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
3 Bed, 3 Baths, 2,224 SqFt Days Listed: 56
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift

This beautiful custom waterfront pool home is located on a 60 wide crystal clear canal in the South Point neighborhood of Sugarloaf Shores, an upscale community of impressive waterfront homes just minutes from Key West. Boasting over 2,200 sq. ft. the 3 BR home has been impeccably maintained and features an open floor plan with soaring ceilings, solid wood floors and an updated chefs Kitchen offering custom cabinetry and stainless appliances including gas stove. Quick ocean access through Sammys Creek from the dock with 10,000 lb lift. After a day on the water relax by the waterfront Pool surrounded by lush tropical landscaping. The large 2-car carport is enhanced with new garage doors for privacy. New metal roof and fenced.

1163  Hawksbill Lane  For Sale, MLS 588668
$1,239,000
Sugarloaf Key
Vacation Harbor   - MM: 19.50
3 Bed, 3 Baths, 1,656 SqFt Days Listed: 118
-0.80% ($10,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Sportsmans Paradise! Located on the open water at the entrance to the GREAT WHITE HERON NATIONAL WILDLIFE REFUGE. Fish, Scuba Snorkel, and Kayak all from your backyard. 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, SS 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. ONE OF A KIND LOCATION!

1561  Coral Court  For Sale, MLS 589767
$1,279,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
4 Bed, 4 Baths, 2,288 SqFt Days Listed: 56
-1.54% ($20,000) 1 Price Change : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits

Brand New Construction in desirable Sugarloaf Shores! This one-of-a-kind residence is nestled on a 15,847 SF tropically landscaped lot situated on a crystal clear, lagoon-style canal. A stunning dual composite and stainless staircase leads you up to the well appointed 2,288 SF home. Designed for comfort, style and entertainment, the open concept floor plan is an entertainers dream! The Chefs Kitchen offers gorgeous granite countertops, custom cabinetry, stainless steel appliances and large center island with waterfall edge. Guest will be accommodated in one of the 3 spacious guest bedrooms while you retire in the Master Suite featuring luxurious over-sized tile shower and large soaking tub. After a day on the water, dock your boat at the compost dock and relax at your coastal retreat.

17179  Amberjack Lane  For Sale, MLS 587934
$1,298,000
Sugarloaf Key
Sugarloaf Shores   - MM: 17.00
5 Bed, 5 Baths, 3,081 SqFt Days Listed: 164
-10.48% ($152,000) 2 Price Changes : Last Change 25 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

One of the best built canal-front homes in South Florida, this 5 Bedroom 4.5 Bath home is wonderfully unique. All bedrooms have en suite baths. A stunning great room features 17-foot ceilings, fireplace and French doors opening to a screened porch. Handcrafted wood cabinets, and the cypress wood theme create a comfortable and relaxing atmosphere. Outdoors, everyone loves swimming in a saltwater pool. Dock your boat in the back yard canal and fish off the dock. A spacious wraparound porch provides relaxing views of the canal, open water and pool. Other features include impact doors & windows throughout, hardiplank siding and storage galore. Fifth bedroom lockout with separate entrance is also possible. This Sugarloaf canal allows for convenient access to both the backcountry and ocean.

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: 94
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 04-08-2020.

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Key Largo, Florida 33070

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