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

Total Listings 27
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.
  Details
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.
  Details
Sugarloaf Key
$3,500,000 4,039 (SqFt)
  • 4
  • 4
  • Single Family

17137 Dolphin Street
Sugarloaf, FL 33042

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

Arriving to your magnificent 4,000 sq. ft. open water estate in the prestigious Sugarloaf Shores neighborhood on Sugarloaf Key, you will be greeted by majestic gates opening to a beautifully landscaped property boasting towering palms and balmy breezes. Once here you will enjoy world-class fishing and diving just minutes away or relaxing kayaking and paddleboard tours through the winding creeks
  Details
Sugarloaf Key
$3,480,000 4,021 (SqFt)
  • 4
  • 3
  • Single Family

731 Sugarloaf Boulevard
Sugarloaf, FL 33042

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

A spectacular oceanfront Villa on Sugarloaf Key, this 4 bedroom/3.5 bath gem offers entertainment and accommodation for family and friends. Gated estate will appeal to a discriminating buyer seeking comfort and exclusivity located just a few miles outside of downtown Key West. Attention to detail is evident from the Bisazza Italian Glass tiled pool to the imported Cherry wood kitchen cabinetry
  Details
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.
  Details
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.
  Details
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.
  Details
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.
  Details
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
  Details
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!
  Details
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
  Details
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.
  Details
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 3BD+loft/2BA home is located on 2.5 acres in Sugarloaf Key. Large heated in-ground pool, chickee hut, mature trees and a huge enclosed sun room for additional living space. 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. Also offered as pool home (no water access) MLS 567691
  Details
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.
  Details
Sugarloaf Key
$1,046,900 4,240 (SqFt)
  • 4
  • 1
  • Single Family

18870 Rocky Road
Sugarloaf, FL 33042

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

This is on an auction site, www.hubzu.com. All offers to be submitted through auction site.
  Details
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.
  Details
Sugarloaf Key
$950,000 1,899 (SqFt)
  • 3
  • 1
  • Single Family

17338 Dolphin Street
Sugarloaf, FL 33042

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

Magical all Teak home on boating canal just 200 ft from open water. This showcase home was built in Malaysia andreassembled here over 40 years ago. Beautifully renovated with new plumbing, electrical service, a/c, irrigationsystem and appliances. Featuring an open floor plan the home is highlighted by teak cathedral ceilings and walls & offers many amentities including a carved-in swimming area.
  Details
Sugarloaf Key
$899,000 2,450 (SqFt)
  • 3
  • 2
  • Single Family

1007 BUTTONWOOD Drive
Sugarloaf, FL 33042

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

Oceanfront, 3 bedroom, 2 bath home with private boat basin. Almost 2500 square feet of living space on 14,000 plus square feet of park-like grounds. Gourmet kitchen, large office/possible 4th bedroom, and attached garage add to the excellent livability of this home. Abundant storage and closet space. Nearly 700 square feet of screened in porch space. In-ground, concrete spa overlooking the
  Details
Sugarloaf Key
$795,000 2,128 (SqFt)
  • 5
  • 6
  • 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! 4 bedrooms and 4 baths up and 1 bedroom and 2 baths down! Canal front with 100 long concrete dock and boat lift! Up and down screen porches and open deck up too! Open floor plan! Beautiful mature landscaping with circular driveway and fenced and gated too! Covered parking for two cars!
  Details
Sugarloaf Key
$699,000 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!
  Details
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 08-31-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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