Sugarloaf Key LUXURY Homes for Sale, Single Family Houses, Florida Keys Real Estate

Total Listings 29
Sugarloaf Key
$5,900,000 3,340 (SqFt)
  • 7
  • 6

15620 Old State 4A Road
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 16
Side of Island: Ocean
Dockage: Boat Lift

Remarkable gated and totally private 3.7 acre estate on 350 feet of natural white sandy beach on Atlantic Ocean. Nothing between you and Cuba except 90 miles of pristine ocean and American Shoal Lighthouse. Main house is a beautifully updated 1800 sq. ft., 3 bedroom, 2 bath modern island home with 2 guest cottages. Magnificent 500 ft. dock with a 45,000 lb. boat lift with 4.5 feet of water. Spectacular custom rock pool with waterfall grotto, complete with pool bar. Transient Licenses allow for exclusive vacation rentals which make this a great investment. International Airport nearby.
Sugarloaf Key
$5,900,000 3,340 (SqFt)
  • 7
  • 6

15620 Old State 4A Road
OTHER, FL 33042

Sugarloaf Shores   Waterfront: Yes MM: 16
Side of Island: Ocean
Dockage: Boat Lift

3 Transient Homes - Remarkable gated and totally private 3.7 acre estate on 350 feet of natural white sandy beach on Atlantic Ocean. Nothing between you and Cuba except 90 miles of pristine ocean and American Shoal Lighthouse. Main house is a beautifully updated 1800 sq. ft., 3 bedroom, 2 bath modern island home with 2 guest cottages. Magnificent 500 ft. dock with a 45,000 lb. boat lift with 4.5 feet of water. Spectacular custom rock pool with waterfall grotto, complete with pool bar. Transient Licenses allow for exclusive vacation rentals which make this a great investment. International Airport nearby.
Sugarloaf Key
$4,400,000 5,000 (SqFt)
  • 6
  • 4
  • Single Family

16750 Old State Road 4A
Sugarloaf, FL 33042

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

Spectacular oceanfront gated estate. Private Marina with 4 docks and lift, Grotto style walk-in pool, tiki, 7,200 sqft covered living space, 19 rooms, 6 bedrooms, 4.5 baths.
Sugarloaf Key
$3,857,000 4,039 (SqFt)
  • 4
  • 4
  • Single Family

17137 W Dolphin Street
OTHER, FL 33042

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

Breathtaking Open Water Estate Home. Elevated & Built to exceed all building codes. This smart house has a 45,000kw whole house generator, including 500 gallon propane in ground tank. 4 Bedrooms all with ensuite baths plus office. German cabinetry, Meile & subzero appliances, hand blown Marauno light fixtures, elevator, custom Mahogany entrance doors with Marvin doors throughout. No expense was spared with this Masterpiece! Almost 10,000 sq Ft under Roof. Enjoy sunset while relaxing in the 40x40 pool with spa, waterfall & Gazebo. Extensive covered outdoor living areas. 4 car garage. 200 concrete dock w/davits on canal side & addnl 250 Natural Rip Rap wrapping around to the Ocean. Only minutes to the best fishing and diving in the Keys
Sugarloaf Key
$1,877,000 2,222 (SqFt)
  • 4
  • 5
  • Single Family

18959 PELICO Road
Sugarloaf, FL 33042

White Heron Estates   Waterfront: Yes MM: 19
Side of Island: Bay/Gulf
Dockage: None

Large and Private Estate Located At The End Of A Private Rd. Consists of Main Ground Level House, Decks and Walk Ways, CBS Ground Level Cottage, Guest House with storage & Laundry Room, Pool & Bath House, Horse Stables and lots of Land With Natural Keys Landscape. 2 Canal Lots on Open Water w. Vested Rights Permits and Plot #5 & man made beach area. Sunset Views. See Document and Supplement Tab.
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.
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
$1,549,000 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
$1,490,000 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
$1,299,000 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
$1,250,000 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
$1,199,000 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
$1,195,000 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
$1,100,000 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
$1,095,000 2,000 (SqFt)
  • 4
  • 4
  • Single Family

127 Cedar Lane
Sugarloaf, FL 33042

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

This stunning custom built home by owner/builder for himself offers 4 BRs, 4 BAs & boasts resort-style amenities incl: heated custom pool, sandy beach, tiki pavillion, dock & gorgeous open water views! Open kitchen w/bar & wine chiller, 2nd Story Master w/porch, 2 ensuite guest BRs & more!
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
$990,000 111 (SqFt)
  • 3
  • 2
  • Single Family

1931 Sugarloaf Boulevard
OTHER, 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
$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
$799,000 2,512 (SqFt)
  • 5
  • 3
  • Single Family

19068 Pelico Road
Sugarloaf, FL 33042

Maggie & Mary   Waterfront: No MM: 20
Side of Island: Bay/Gulf
Dockage: None

Spacious & Almost Brand New 5 Bedroom 2 Story Home Located on over 2 Acres of Privacy With Sunset Views. Beautiful wild life and quick commute to Key West. Features split floor plan, 2 private master suites, tile floors, custom kitchen, impact windows, metal roof. Room for a pool & or additions. Rogo Exempt Lot next acre over available for sale too. Located near elementary and middle school.
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 04-27-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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