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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

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
19557 Mayan Street, Sugarloaf image
19557 Mayan Street, Sugarloaf $669,987

Welcome to this Sugarloaf dream!!! This magnificent property is located walking distance to the water! Exclusive to Indian Mound Estate residents you have access to the t...

  • 2 Beds
  • 2 Baths
  • 601082 MLS
17241 Angelfish Lane, Sugarloaf image
17241 Angelfish Lane, Sugarloaf $2,300,000

Breathtaking open bay views await at this stunning Sugarloaf Shores home! Inviting backyard oasis where cobalt pool waters meet the turquoise sea. Interior with well-app...

  • 2 Beds
  • 3 Baths
  • 600903 MLS
16843 E Point Drive, Sugarloaf image
16843 E Point Drive, Sugarloaf $2,299,000

Resort-style living awaits you at this custom waterfront property located in the upscale South Point neighborhood of Sugarloaf Shores, just minutes from Key West. Situate...

  • 3 Beds
  • 2 Baths
  • 600876 MLS
19269 Bad George Road, Sugarloaf image
19269 Bad George Road, Sugarloaf $1,650,000

Exceptional opportunity in the heart of the lower keys. The former Sugarloaf Sports and Leisure Club is for sale and ready for rejuvenation. Alternatively this 2 acre plo...

  • 0 Baths
  • 600816 MLS
80 S Point Drive, Sugarloaf image
80 S Point Drive, Sugarloaf $839,000 ▼

Welcome to Sugarloaf Shores. If you have ever dreamed about building a home in the Florida Keys, here is your opportunity. This huge parcel comes with an active building ...

  • 600802 MLS
560 W Point Drive, Sugarloaf image
560 W Point Drive, Sugarloaf $1,899,000 ▼

Picturesque open water views from all angels at this tropical oasis in the prestigious South Point neighborhood of Sugarloaf Shores. Splash in your private Pool or untie...

  • 3 Beds
  • 3 Baths
  • 600782 MLS
17345 Keystone Road, Sugarloaf image
17345 Keystone Road, Sugarloaf $2,200,000

Welcome to this beautiful Canal front 20,017 sq ft lush landscaped property, this has everything 4 bedroom 2 bath 2010 sq ft. home, 3 Tiki Huts, swim spa, hot tub, 25 x ...

  • 4 Beds
  • 2 Baths
  • 600705 MLS
17250 Oleander Lane, Sugarloaf image
17250 Oleander Lane, Sugarloaf $1,474,000 ▼

Gorgeous views down the canal from this spacious 3 Bedroom 2 Bath home in Sugarloaf Shores. Almost a half acre of privacy with lush, tropical landscaping. Spacious floorp...

  • 3 Beds
  • 2 Baths
  • 600513 MLS
1045 Loggerhead Lane, Sugarloaf image
1045 Loggerhead Lane, Sugarloaf $630,000 ▼

This two bedroom one bath home is located in Sugarloaf Key. You have a foyer entrance with all living space upstairs. Enjoy French doors out to your screened porch ov...

  • 2 Beds
  • 1 Baths
  • 600427 MLS
20120 Kings Row, Sugarloaf image
20120 Kings Row, Sugarloaf $739,000

*This home may be eligible for weekly vacation rentals due to zoning* Affinity modular home to be completed April 2022! This home includes Stainless steel appliances, woo...

  • 3 Beds
  • 2 Baths
  • 600347 MLS
16750 Old State Road 4a, Sugarloaf image
16750 Old State Road 4a, Sugarloaf $11,900,000

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
  • 600222 MLS
16770 Cypress Road, Sugarloaf image
16770 Cypress Road, Sugarloaf $999,000 ▼

Ready to build this year! This stunning lot in South Point is at the end of a cul de sac in one of the most prestigious and beautiful neighborhoods in the Lower Keys. S...

  • 600213 MLS
16725 Tamarind Road, Sugarloaf image
16725 Tamarind Road, Sugarloaf $2,499,000

Breathtaking Open Water CBS home with pool in Sugarloaf Shores! Welcome to the Kokomo Retreat featuring abundant lush tropical landscaping, outdoor entertaining areas, a...

  • 3 Beds
  • 2 Baths
  • 600193 MLS
16820 Tamarind Road, Sugarloaf image
16820 Tamarind Road, Sugarloaf $1,349,000 ▼

Sugarloaf Shores stilted canal home with pool, just 4 lots in from Open Water! 3 Bedroom 2 Bath featuring a brand-new kitchen with quartz counter tops, custom cabinetry ...

  • 3 Beds
  • 2 Baths
  • 600160 MLS
19560 Mayan Street, Sugarloaf image
19560 Mayan Street, Sugarloaf $259,000 ▼

Ready to build active permit. Columns are up and ready for a home 29,8' wide by 53' long.Column detail under documents tab. Boat ramp around the corner. Walking distance ...

  • 600144 MLS
91 State Road 939, Sugarloaf image
91 State Road 939, Sugarloaf $1,995,000

GREAT INVESTMENT OPPORTUNITY WITH 2 RV SPACES AND 2 SINGLE FAMILY HOMES IN RV ZONING ALLOWING NIGHTLY RENTALS!! Park your own RV in one space and rent the rest out. Go i...

  • 4 Beds
  • 3 Baths
  • 600102 MLS
937 Loggerhead Lane, Sugarloaf image
937 Loggerhead Lane, Sugarloaf $849,000

Rarely available, fully updated 3 bedroom 2 bathroom home sitting on half an acre. Property is located in sought after area in Sugarloaf Key. This Home features Hardie bo...

  • 3 Beds
  • 2 Baths
  • 600066 MLS
16540 Old State Road 4a, Sugarloaf image
16540 Old State Road 4a, Sugarloaf $1,799,000

Relax on your own private beach . This 4 bedroom 3 bath home with elevator and ocean views from your master bedroom on the 2nd floor . The third floor has stunning ocean...

  • 4 Beds
  • 3 Baths
  • 600038 MLS
17234 Green Turtle East Lane, Sugarloaf image
17234 Green Turtle East Lane, Sugarloaf $2,800,000

Open Water with views that will touch your soul! The aquamarine waters will inspire you and the blue skies with white puffy clouds will mesmerize you. Let the cool tropi...

  • 3 Beds
  • 2 Baths
  • 600003 MLS
91 State Road 939, Sugarloaf image
91 State Road 939, Sugarloaf $1,995,000

GREAT INVESTMENT OPPORTUNITY WITH 2 RV SPACES AND 2 SINGLE FAMILY HOMES IN RV ZONING ALLOWING NIGHTLY RENTALS!! Staggering income potential with low overhead. This prope...

  • 4 Beds
  • 3 Baths
  • 599929 MLS
17398 E Dolphin Street, Sugarloaf image
17398 E Dolphin Street, Sugarloaf $4,200,000 ▼

Picture yourself next to pool with a drink in your hand with only open water views in front of you! This property boasts INCREDIBLE open water views and is the ultimate ...

  • 4 Beds
  • 4 Baths
  • 599918 MLS
19620 Mayan Street, Sugarloaf image
19620 Mayan Street, Sugarloaf $325,000

READY TO BUILD NOW! Great opportunity to develop your very own piece of paradise in Sugarloaf Key, just 15 minutes north of Key West! Active building permit for a 1,440 s...

  • 599726 MLS
19590 Mayan Street, Sugarloaf image
19590 Mayan Street, Sugarloaf $325,000

READY TO BUILD NOW! Great opportunity to develop your very own piece of paradise in Sugarloaf Key, just 15 minutes north of Key West! Active building permit for a 1,440 s...

  • 599725 MLS
19648 Caribe Street, Sugarloaf image
19648 Caribe Street, Sugarloaf $1,200,000

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
17210 Angelfish Lane, Sugarloaf image
17210 Angelfish Lane, Sugarloaf $1,645,000

Great opportunity to develop your very own waterfront piece of paradise in Sugarloaf Shores! Three Tier 3 canal front lots just 15 minutes north of Key West and 15 minute...

  • 599429 MLS
1129 Hawksbill Lane, Sugarloaf image
1129 Hawksbill Lane, Sugarloaf $998,000 ▼

$90K Seller credit to Buyer at Closing!!! WOW! Situated on a quiet street surrounded by nature - only 2 lots in from Open Water! Canal front stilted 2 Bedroom, 2 Bath 1...

  • 2 Beds
  • 2 Baths
  • 598609 MLS
Johnson Road, Sugarloaf image
Johnson Road, Sugarloaf $199,000 ▲

Seller motivated!! very low price for a very large lot in quiet street in Sugarloaf, almost one acre.Concrete pad and columns in place from expired building permit for a ...

  • 596410 MLS

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The KeysListings Group

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