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 26
Sugarloaf Key
$299,000 1,476 (SqFt)
  • 3
  • 2
  • Single Family

19287 Hansen Trail
OTHER, FL 33042

Sugarloaf Acres   Waterfront: No MM: 20
Side of Island: Bay/Gulf
Dockage: None

A unique property with potential to be your very own private oasis yet only minutes from Key West. This property features 3 separate parcels totally 3 acres and is completely fenced in with several mature trees and palms. There is a one story house and an unattached workshop/bldg nearby. Sugarloaf Schools are within walking distance. Can have up to 5 horses on property.
  Details
Sugarloaf Key
$309,900 1,284 (SqFt)
  • 3
  • 2
  • Single Family

19579 Navajo Street
OTHER, FL 33042

Indian Mound Estates   Waterfront: No MM: 19
Side of Island: Bay/Gulf
Dockage: None

Beautiful 3/2 single family home with Granite kitchen, SS appliances, tile throughout, updated baths, new A/C and water heater. Front patio and wrap around deck. Large fenced back yard with plenty of room for a pool. Located in a great neighborhood on a quiet street. See attachment for PAS requirements and WFHM offer submittal information in MLS document section.
  Details
Sugarloaf Key
$444,900 1,128 (SqFt)
  • 3
  • 2
  • Single Family

907 Hawksbill Lane
Sugarloaf, FL 33042

Vacation Harbor   Waterfront: Yes MM: 20
Side of Island: Bay/Gulf
Dockage: 70ft.

Recently updated 3bd/2ba home. Granite kitchen, open living area with vaulted ceilings. Concrete boat dock, metal roof, hardie board siding and new AC. Fenced yard with tropical fruit trees.
  Details
Sugarloaf Key
$695,000 1,645 (SqFt)
  • 3
  • 2
  • Single Family

1023 Loggerhead Lane
Sugarloaf, FL 33042

Vacation Harbor   Waterfront: No MM: 20
Side of Island: Bay/Gulf
Dockage: None

This custom build 3BD+loft/2BA home is located on over an 1/4 acre in Sugarloaf Key - close to Sugarloaf School. Large heated in-ground pool, chickee hut, mature trees and a huge enclosed sun room for additional living space. This home can be purchased with an additional two lots (2.25 acres) with open water access - MLS 566832.
  Details
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!
  Details
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!
  Details
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.
  Details
Sugarloaf Key
$929,000 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
$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
$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.
  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
$1,160,000 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.
  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
$1,199,000 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
$1,250,000 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
$1,299,000 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
$1,350,000 2,665 (SqFt)
  • 3
  • 3
  • Single Family

17067 Marlin Drive
Sugarloaf, FL 33042

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

Just Move in! Custom Built/Designed Quality Home by Owner. This home has so much attention to detail w/well thought-out floor plan & ample storage w/built-in cabinetry. Kitchen has stainless steel appliances w/professional grade stove and estestury topped island This canal front property has lush, tropical landscaping for complete privacy, complete w/pool & o/side shower &bathroom. Furniture Incl
  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
$1,495,000 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
$1,549,000 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
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 07-03-2015.

Shoreline Properties
92300 Overseas Hwy Suite 303
Tavernier, Florida 33070

1(800) 692-3605
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