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Search Sugarloaf Key Homes

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Sugarloaf Key is located in the Lower Florida Keys, north of Key West.

Homes on Sugarloaf Key are waterfront and non-waterfront which will explain the large range of asking prices.  It is close enough to Key West for commuting purposes, yet maintains the "island" feel of the Florida Keys.

Active listings of homes for sale on Sugarloaf Key are shown below.  If you are particularly interested in properties on this island, click to view the updated Market Report for Sugarloaf Key (coming soon).  You will see all active listings, pending sales (if available), and home sales within the past year. 

Neighborhoods on Sugarloaf Key

  • Gulf Shores
  • Indian Mound Estates
  • Orchid Park
  • Sugarloaf Acres
  • Sugarloaf Beach
  • Sugarloaf Shores
  • Sugarloaf Townsite
  • Vacation Harbor

Sugarloaf Key

16750 Old State Road 4a, Sugarloaf image
16750 Old State Road 4a, Sugarloaf $8,990,000

BLUE WATER LAGOON. Impeccably presented, this residence epitomizes luxury oceanside living in the Florida Keys. A coastal retreat far removed from the hectic pace of city...

  • 6 Beds
  • 5 Baths
  • 604665 MLS
1067 Loggerhead Lane, Sugarloaf image
1067 Loggerhead Lane, Sugarloaf $779,000

Welcome to Vacation Harbor! On a serene dead-end street, with peeking Gulf views, sits this 992 square foot all concrete haven. This home sits on just under a quarter acr...

  • 2 Beds
  • 2 Baths
  • 604615 MLS
19641 Tequesta Street, Sugarloaf image
19641 Tequesta Street, Sugarloaf $800,000

VA Assumable Interest Rate of 2.375%! Like new with lots of upgrades, this stilted home in coveted Indian Mound Estates has been tastefully updated with new plank floori...

  • 3 Beds
  • 2 Baths
  • 604509 MLS
19453 Seminole Street, Sugarloaf image
19453 Seminole Street, Sugarloaf $1,100,000 ▼

A hidden paradise with pool and rock waterfall lies behind the private gate of this magnificent 3B/2.5BA home on a double lot in Indian Mound Estates. As you enter the fr...

  • 3 Beds
  • 3 Baths
  • 604459 MLS
1041 Buttonwood Drive, Sugarloaf image
1041 Buttonwood Drive, Sugarloaf $5,200,000

LUXURY BRAND NEW BEACH HOUSE, JUST WALK FROM YOUR BACK DOOR, THIS BREATHTAKING OCEAN FRONT HOUSE HAS 2 SUITES BEDROOMS, 3 BEDROOMS, 6 FULL BATHROOMS AND 2 !/2 BATHROOMS. ...

  • 5 Beds
  • 8 Baths
  • 604358 MLS
19617 Date Palm Drive, Sugarloaf image
19617 Date Palm Drive, Sugarloaf $130,000

Builders, dreamers welcome here! Get your piece of paradise. 15,000. sq ft. lot 100 wide by 150 deep. Desireable location, 20 min to Key West. Local elementry & middle sc...

  • 604310 MLS
19563 Canal Drive, Sugarloaf image
19563 Canal Drive, Sugarloaf $1,595,000

A secluded oasis with unparalleled privacy!! This is a rare opportunity to own a beautifully updated and spacious 2,112 sq.ft. 4 bedroom 3 full bath canal front home with...

  • 4 Beds
  • 3 Baths
  • 604241 MLS
17234 E Green Turtle Lane, Sugarloaf image
17234 E Green Turtle Lane, Sugarloaf $2,200,000

Endless views of Sugarloaf Sound with quick and easy ocean access on the no bridge side of Sugarloaf Shores! This mid-century modern 3 Bedroom, 2 Bathroom home offers lo...

  • 3 Beds
  • 2 Baths
  • 603948 MLS
17056 Wahoo Lane, Sugarloaf image
17056 Wahoo Lane, Sugarloaf $1,449,000 ▼

Fabulous Waterfront Location with Open Water Views! From this close to open water canal front home! Located on prestigious Sugarloaf Key only 20 mins to Key West, this be...

  • 2 Beds
  • 3 Baths
  • 603922 MLS
17240 Oleander Lane, Sugarloaf image
17240 Oleander Lane, Sugarloaf $1,399,000 ▼

Delightful 3/2 canal front home located in desirable Sugarloaf Shores. Recently remodeled: custom kitchen with granite counters/backsplash, stainless appliances. Master b...

  • 3 Beds
  • 2 Baths
  • 603638 MLS
17094 Kingfish Lane, Sugarloaf image
17094 Kingfish Lane, Sugarloaf $1,130,000

Designed for year-round indoor-outdoor living, this 3b/2.5b canal-front home has almost 5,000 square feet of wrap-around balconies/wood decks/patios/covered parking. Easi...

  • 3 Beds
  • 3 Baths
  • 603423 MLS
205 S Point Drive, Sugarloaf image
205 S Point Drive, Sugarloaf $2,350,000 ▼

Incomparable Open Water 5 Bedroom 4 Bathroom Stunner, on oversized 12,500 SqFt lot offers plenty of space for the entire family! Enjoy unparalleled Open Water views spann...

  • 5 Beds
  • 4 Baths
  • 603333 MLS
19720 Date Palm Drive, Sugarloaf image
19720 Date Palm Drive, Sugarloaf $769,000 ▼

3/2 Home in a private setting. Large 15,000 sq ft lot. Quiet, convenient location near Sugarloaf Schools, restaurants & 20 min drive to Key West. Most rooms are separated...

  • 3 Beds
  • 2 Baths
  • 603324 MLS
17077 W Bonita Lane, Sugarloaf image
17077 W Bonita Lane, Sugarloaf $1,499,000 ▼

Masterfully appointed 3 Bedroom 2 Bathroom beauty with approximately 100' of canal frontage in the desirable Sugarloaf Shores community. Spacious open concept first floo...

  • 3 Beds
  • 2 Baths
  • 603068 MLS
53 Sugarloaf Drive, Sugarloaf image
53 Sugarloaf Drive, Sugarloaf $399,000 ▼

Build your dream home in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes located just 20 minutes outside the magic of Key West! Oversized ...

  • 602992 MLS
176 Sugarloaf Drive, Sugarloaf image
176 Sugarloaf Drive, Sugarloaf $3,350,000 ▼

Splendid open water views of Sugarloaf Sound boast a newly renovated custom home on 34,000 sq ft. of land. Privacy is enhanced with a secure automatic gate. New Trex de...

  • 3 Beds
  • 4 Baths
  • 602985 MLS
232 Venetian Way, Sugarloaf image
232 Venetian Way, Sugarloaf $550,000

Build you next home in this AMAZING neighborhood located in the premier subdivision Sugarloaf Shores, mile marker 17. Only 15 minutes north of Key West! Tier 3 - Cleared...

  • 602896 MLS
17177 W Bonita Lane, Sugarloaf image
17177 W Bonita Lane, Sugarloaf $1,349,000 ▼

Elegantly Refreshed Gorgeous Canal Front Home! Located on prestigious Sugarloaf Key only 20 mins from Key West, this beautiful 3 bed 2 bath stilted waterfront home sits o...

  • 3 Beds
  • 2 Baths
  • 602815 MLS
17183 Coral Drive, Sugarloaf image
17183 Coral Drive, Sugarloaf $1,695,000

The Ultimate Boater's Dream Home! with Expansive 225ft of Waterfront on a 100ft Wide Crystal Clear Canal! Located on prestigious Sugarloaf Key, this solid custom built co...

  • 2 Beds
  • 2 Baths
  • 602481 MLS
16941 Driftwood Lane, Sugarloaf image
16941 Driftwood Lane, Sugarloaf $1,350,000 ▼

Exceptional and tastefully renovated 3Br/3Bath canal front home in popular Sugarloaf Shores. High-end appliances and fixtures. Tiled floors throughout, ceiling fans in ev...

  • 3 Beds
  • 3 Baths
  • 601951 MLS
1151 Sugarloaf Boulevard, Sugarloaf image
1151 Sugarloaf Boulevard, Sugarloaf $2,800,000 ▼

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of ...

  • 3 Beds
  • 2 Baths
  • 601802 MLS
1981 Sugarloaf Boulevard, Sugarloaf image
1981 Sugarloaf Boulevard, Sugarloaf $1,099,000 ▼

Keys retreat on Sugarloaf Key! 2 Bedrooms 2 Bath 1,408 sq. ft. home located on a 10,441 sq. ft. corner canal lot with a pool. Open floorplan with updated kitchen and app...

  • 2 Beds
  • 2 Baths
  • 601498 MLS
19991 Overseas Highway, Sugarloaf image
19991 Overseas Highway, Sugarloaf $1,799,900 ▼

This is an excellent opportunity for anyone looking to invest in the restaurant industry and join the Florida Keys community. Owning a beloved and profitable restaurant w...

  • 4 Baths
  • 601261 MLS
15800 Old State Road 4a Road, Sugarloaf image
15800 Old State Road 4a Road, Sugarloaf $3,500,000

This hidden gem is ready for your finishing touches. CBS construction with a six inch concrete slab roof. 2.92 acres with 310 feet of beach frontage. This property abuts...

  • 2 Beds
  • 3 Baths
  • 601106 MLS
19648 Caribe Street, Sugarloaf image
19648 Caribe Street, Sugarloaf $1,180,000 ▼

Your family compound in the Florida Keys awaits. Only 30 minutes from Key West yet secluded away from it all. Property includes six (6) 5,000 sq ft lots belonging to the ...

  • 2 Beds
  • 2 Baths
  • 599557 MLS

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