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 23
Sugarloaf Key
$549,000 1,377 (SqFt)
  • 2
  • 2
  • Single Family

17200 Shore Lane
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: n/a

Beautiful Sugarloaf Shores canal front property! CBS 2 bedroom, 2 bath, corner lot stilt home with open water views down the canal. Concrete dock with boat ramp and fish cleaning station! Beautifully landscaped large lot and extensive use of pavers make this a real gem! Two car garage and interior entrance through the large downstairs storage area! Hugh screen porch overlooking back yard and front open porch too. Split bedrooms and walk-in closet in large master bedroom! Shows nice! Hurry on this one!
Sugarloaf Key
$750,000 1,622 (SqFt)
  • 3
  • 3
  • Single Family

17222 STARFISH Lane
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: n/a

Enjoy gorgeous sunrise views over Sugarloaf Sound from your custom built 3 BR 2 BA home in Sugarloaf Shores. Located on the east side of the island this home offers quick ocean access through Tarpon creek. The 2-story home offers over 1,600 SF & boasts picturesque open water views from all Living Areas, including the screened Porch, and the private 2nd Story Master Suite. Dock, storage, & more!
Sugarloaf Key
$820,000 2,128 (SqFt)
  • 4
  • 4
  • Single Family

17112 W Marlin Drive
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Boat Lift

Beautiful Sugarloaf Shores neighborhood! Large 4 bedroom, 4 bath home on canal with concrete dock and boat lift! Up and down screen porches and open deck up too! Open floor plan! Beautiful mature landscaping with circular driveway! Covered parking for two cars!
Sugarloaf Key
$849,000 2,450 (SqFt)
  • 3
  • 2
  • Single Family

1007 Buttonwood Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Bay/Gulf
Dockage: n/a

This is a beautiful open water home, in an AE flood zone, making the flood insurance only $2290/year. 3 bedrooms with lots of built in cabinets and an abundance of storage plus a bonus room that could be a 4th bedroom or home office. It has a protected boat basin. It has a 700 sq Ft screen porch, a large chefs kitchen with center island, a garage and much more...its pure paradise!
Sugarloaf Key
$849,000 2,300 (SqFt)
  • 3
  • 2
  • Single Family

17223 Snapper Lane
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 0
Side of Island: Ocean
Dockage: Other

NO STAIRS! Beautifully appointed Keys home on double lot in exclusive Sugarloaf Shores. CBS ground level that has never flood in main home! Updated kitchen with SS appliances and granite counters, new windows, new baths, cedar walk in closets, and easy close shutters. Tax roll says 3 bedroom when there are 2 but room for at least 2 more. Beautiful working fireplace for some chilly nights. Huge landscaped yard for entertaining. Seawall. Quick access to the gulf or ocean. Salt water aquarium type pool in rear. A real keysy home. Can come furnished.
Sugarloaf Key
$895,000 2,353 (SqFt)
  • 4
  • 3
  • Single Family

17176 W Bonita Lane
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Basin,DavitsOther

Celebrate the best of waterfront living in this captivating island home. Nestled on a quiet Sugarloaf lane--just 17 miles from Duval Street--this spacious, split-level, 4 bedroom/3 bath home is ready to enjoy. Skylights fill the upstairs open plan living with tropical light. The large updated kitchen opens to an old Florida style, 10 x 44, screened porch overlooking the sparkling canal. Take your pick of 2 master suites. The downstairs--with a family room, 2 bedrooms, bath, and laundry--opens to a covered patio and mature garden with fruit trees. With a new 10 x 20 pool, outdoor shower, dock with davits, boat ramp, easy back country water access, RV parking, workshop, and a treehouse for the kids, this is the perfect Keys home.
Sugarloaf Key
$990,000 1,306 (SqFt)
  • 3
  • 2
  • Single Family

1931 Sugarloaf Boulevard
Sugarloaf, FL 33042

Orchid Park Subdivision   Waterfront: Yes MM: 20
Side of Island: Ocean
Dockage: None

Have you run out of land space? Looking for a large parcel to call home? Look no further. Unique property with appoximately eight acres total! Postcard-perfect open water views of Sugarloaf Sound from your 3 bedroom,2 bath stilt home.Canal frontage on two sides of the property. Turn-key condition,indoor laundry room and large storage area for all your treasures.
Sugarloaf Key
$1,075,000 3,000 (SqFt)
  • 6
  • 3
  • Single Family

17082 W Starfish Lane
OTHER, FL 33042

Misc Baypoint/sugarl   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: DavitsOther

Looking for a big home with room for visitors and fun on the water?! Rock solid concrete block 6BR, 3Bth, 3000 sq ft home has tons of closets & storage, plus a commercial grade elevator. There is a wet bar and formal dining room. 12 pocket sliders open to enjoy the beautiful open water views & morning sun. Large kitchen has stainless appliances & plenty of cabinets. Beautiful bathroom renovations. Enjoy the 30 foot heated pool and spill out spa. Feed the fish in your backyard aquarium off your 100 foot seawall. Sugarloaf canals are the cleanest and largest in the Keys; 12 deep and 75 wide! Kayak to the Atlantic or Gulf, or launch your boat off the 10,000 lb davits. 3 carports, 932 sq ft storage enclosure on ground level, metal roof.
Sugarloaf Key
$1,075,000 1,963 (SqFt)
  • 4
  • 3
  • Single Family

1068 E Buttonwood Drive
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 0
Side of Island: Ocean
Dockage: Boat LiftOther

Four bedroom 3 bath Lower Sugarloaf home. All three bathrooms completely renovated in 2012. Just over a half an acre of land with over 220 feet of seawall, a brand new 6k pound boat lift and a small boat/ kayak boat ramp. Detached two car garage. Over 3,000 SF of brick paver driveway. Elevated bedrooms, kitchen and baths but easily h-cap accessible. French doors in every bedroom lead to Cuban tile patio and huge kidney shaped 9 foot deep pool. Large tiki hut with built-in BBQ pit area. Concrete privacy wall surrounding side boundaries of the property. All impact French doors, windows and skylights new in 2006.
Sugarloaf Key
$1,100,000 1,634 (SqFt)
  • 3
  • 2
  • Single Family

365 S Point Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Boat Lift

Gorgeous sunrises over the open water from this very well kept 3 BR + Loft, 2 BA home in prestigious South Point, Sugarloaf Shores. Picture perfect open water views through retracting walls of glass from the Great Room & Master Suite. Entertaining is a must on the colossal screened porch overlooking the water. Room for all of your toys in the over-sized garage, dock w/boat lift & large yard.
Sugarloaf Key
$1,195,000 1,645 (SqFt)
  • 3
  • 2
  • Single Family

1023 Loggerhead Lane
Sugarloaf, FL 33042

Vacation Harbor   Waterfront: Yes MM: 20
Side of Island: Bay/Gulf
Dockage: 300ft.

This custom build home is located in lovely Upper Sugarloaf Key - only 20 minutes from Key West. Immerse yourself in an island environment as you bike ride through the nature reserve or kayak among the many natural Mangrove islands along Bow Channel. Swim, snorkel and fish off the 300 boat dock or just sit and relax and watch the sunrise and sunset view by the waters edge.
Sugarloaf Key
$1,199,000 2,772 (SqFt)
  • 5
  • 4
  • Single Family

205 S Point Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Davits120ft.Concrete

Open Water Overlooking Lower Sugarloaf Sound- huge pristine 5 bedroom, 4 bath custom built stilt home with awesome sunrise views, 120 feet of concrete seawall on an extra large lot. Prestigious South Point area with quick Key West commute. Amenities include two master suites, ADT security system, hot tub, davits, new paint inside and out, two entrances, lovely landscaping, and tiles throughout.
Sugarloaf Key
$1,221,000 3,874 (SqFt)
  • 4
  • 4
  • Single Family

18870 Rocky Road
Sugarloaf, FL 33042

White Heron Estates   Waterfront: Yes MM: 19
Side of Island: Ocean
Dockage: Other DockageCut/Nat

This property is on an auction site and being sold as is where is.
Sugarloaf Key
$1,250,000 2,487 (SqFt)
  • 3
  • 3
  • Single Family

17275 Keystone Road
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Davits

No Home Depot at this gorgeous Sugarloaf Shores home sprawling over a 1/2 acre & custom built & designed by owners. Very open floor plan w/soaring ceilings, granite kitchen, solid Mahogany doors & staircase. 2nd Story Master boasts Mahogany floors, Cypress ceiling, custom Mahogany walk-in closet, marble bath, & private porch w/hot tub. Dock w/davits & easy ocean access w/no bridge. See Supplement
Sugarloaf Key
$1,299,000 1,536 (SqFt)
  • 3
  • 2
  • Single Family

245 South Point Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Boat Lift

Gorgeous concrete open water pool home in prestigious South Point. This beautiful home features an open floor plan boasting picturesque open water views through sliding walls of glass from all living areas & Master suite. Resort-style 60 lagoon pool surrounded by majestic palms & lots of decking. Dock w/boat lift, elevator & lush designer landscaping. Excellent rental income too!
Sugarloaf Key
$1,490,000 2,230 (SqFt)
  • 3
  • 2
  • Single Family

420 South Point Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Davits166ft.Concrete

Amazing Sunsets...Over 300 Feet of Open Water Frontage...Unique owner financing! This family friendly, move in ready home, is located in the safe, upscale neighborhood of Sugarloaf Shores. Sitting on nearly 3/4 of an acre this three bedroom, three bath house offers open water views from nearly every room. Protected boat dockage, room for RV parking and your own private boat launch make this house
Sugarloaf Key
$1,495,000 3,208 (SqFt)
  • 5
  • 3
  • Single Family

681 Sugarloaf Boulevard
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Basin,Davits

Enter this magnificent, unique and private open water ESTATE with gorgeous sunrise views. Large home with three levels, 5 bedrooms, 3 baths. Private master suit with your own laundry facility. Amenities include, pool with heater, boat basin, wood dock, screened porch, open decking,chefs kitchen w/stainless appliances, pond, carport. Tropical lush landscaping. Enjoy this GEM.
Sugarloaf Key
$1,549,000 1,369 (SqFt)
  • 2
  • 3
  • Single Family

580 W Point Drive
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Boat Ramp122ft.

Dazzling sunrise to sunset open water views from this premier 20,100 sf south facing peninsula in Sugarloaf Shores. The remodeled 2BR 3BA home offers 1,369 sf w/soaring cedar ceilings & 270 degree open water views from all rooms. Wrap around decks are ideal for entertaining & waterfront dining. Walled & fenced for privacy. 383 of waterfront w/224 concrete dock & ramp w/122 on protected canal.
Sugarloaf Key
$1,600,000 3,014 (SqFt)
  • 3
  • 3
  • Single Family

17024 W GREEN TURTLE Lane
Sugarloaf, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: Basin,Boat Lift,Boat

Why fly 6,000 miles to the South Pacific when you can have it here in the Florida Keys? This Polynesian-style home is located on a prime open water point lot in Sugarloaf Shores, just minutes from Key West. Once here you will enjoy fabulous boating, kayaking, & paddle boarding through winding creeks abundant in wildlife and just a short distance to the ocean for the best fishing and diving the Key
Sugarloaf Key
$1,620,000 3,106 (SqFt)
  • 4
  • 3
  • Single Family

981 E Buttonwood Drive
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 17
Side of Island: Ocean
Dockage: n/a

Outstanding open waterviews from many areas of this 3,100 sq. ft. home featuring its own beachfront. Enjoy quick commute by boat to the Atlantic and the back country alike with convenient dockside parking with fish cleaning station. The oversized property of almost a half acre of land and boast with mature tropical trees creating a lush oasis with privacy. The interior offers an open airy living space with vaulted ceilings, open kitchen dining and living space with glass doors opening to the covered decks overlooking the water. Legal guest, nanny or mother in law unit with 1bd/1ba. Storage, enclosed garage parking are a few additional bonuses this home has to offer.
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 05-25-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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