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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
Sugarloaf Key
Active Permit! Start building today! Save years of planning and permitting with this exceptional 21,600 sq. ft. waterfront parcel in sought-after Sugarloaf Shores. Situa...
- 621067 MLS
Great opportunity to have your home in a charming neighborhood on Sugarloaf key, MM 19.5. Enjoy your 3-bedroom 2-bath single family home on a large 15000 sq ft lot with s...
- 3 Beds
- 2 Baths
- 620938 MLS
Experience classic Florida Keys waterfront living in this spacious canal-front retreat on Sugarloaf Key, offering boating access, expansive indoor-outdoor living, and jus...
- 3 Beds
- 3 Baths
- 620823 MLS
Live on the water on one of the largest lots in Sugarloaf Shores, fronting a 70 ft wide crystal clear swimming canal with easy ocean access. Recent upgrades make this hom...
- 3 Beds
- 2 Baths
- 620753 MLS
3 bed 2 bath stilt home built in 2018 in sought after Sugarloaf Key. Open concept floor plan, large kitchen with an abundance of large white cabinets, kitchen island over...
- 3 Beds
- 2 Baths
- 620391 MLS
Just a short boat ride to popular Lower Keys sandbars, coral heads, and fishing grounds, this Sugarloaf Shores canal-front home is made for the buyer who wants boating, f...
- 2 Beds
- 2 Baths
- 619901 MLS
On a quiet dead-end street in the highly sought-after Sugarloaf Shores community, sits this fully renovated tropical retreat thats reminiscent of something straight out o...
- 3 Beds
- 2 Baths
- 619875 MLS
Morning Glory - The Dolphin House is one of those rare oceanfront sanctuaries where time softens, stress fades, and every sunrise feels like it was created just for you. ...
- 4 Beds
- 4 Baths
- 619842 MLS
Opportunities like this are hard to find in the Lower Keys--this fully renovated 3-bedroom, 2-bath home sits on a generous half-acre lot in the highly desirable Sugarloaf...
- 3 Beds
- 2 Baths
- 619536 MLS
Build Your Dream Home in Sugarloaf Shores! Discover the rare opportunity to develop your very own piece of paradise in the exclusive Sugarloaf Shores! This 8,165 sq. ft. ...
- 619430 MLS
Experience the best of waterfront living in this brand-new home on Lower Sugarloaf Key. Thoughtfully designed and meticulously built, this 3-bedroom, 2.5-bath residence o...
- 3 Beds
- 3 Baths
- 619431 MLS
Botanical Waterfront Compound ~ 3 bedroom/2 bath elevated CBS home on a fenced half-acre, just 20 minutes from Key West and near Sugarloaf schools. Potential for a fourt...
- 3 Beds
- 2 Baths
- 619159 MLS
Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bed...
- 5 Beds
- 4 Baths
- 617951 MLS
Set on over an acre of land, 19267 Hansen Trail is a truly one-of-a-kind property where modern luxury meets refined homestead living. Offering nearly 2,000 square feet...
- 3 Beds
- 2 Baths
- 618853 MLS
Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of wa...
- 4 Beds
- 2 Baths
- 617353 MLS
Renovated Commercial Space - The Alamo Building, Sugarloaf Key (MM 20) Prime, newly updated commercial space available on Sugarloaf Key, directly across from Mangrove Ma...
- 2 Baths
- 617065 MLS
Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provid...
- 4 Beds
- 4 Baths
- 618532 MLS
Now only $120,000. Best priced lot in popular Upper Sugarloaf Key and priced for immediate sale! Take advantage of this opportunity to develop this larger 150 x 100 T...
- 618502 MLS
Welcome to the lowest priced waterfront lot with an active building permit and DEP and Army Corp mitigation fees paid on prestigious Sugarloaf Key. This oversized 14,706 ...
- 617936 MLS
Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beac...
- 6 Beds
- 5 Baths
- 617329 MLS
Introducing Blue Sky Pointe - the crown jewel of Sugarloaf Key. Perched on a gated 33,750 sq. ft. peninsula with approximately 730 feet of waterfront, this spectacular 4 ...
- 4 Beds
- 4 Baths
- 618184 MLS
Looking for your ROGO exempt slice of paradise. Look no further, build your dream home now. Large lush private lot. access from two streets to drive through. ROGO Exempt...
- 611981 MLS
**Tier III Beautiful Buildable Canal Front Lot in Sugarloaf Shores!** Discover an exceptional opportunity in the prestigious Sugarloaf Shores neighborhood with this ov...
- 616824 MLS
RARE PRIVATE SANDY BEACH | OCEANFRONT ESTATE | 30 MINUTES TO KEY WEST A truly extraordinary opportunity on coveted Sugarloaf Beach--over 5 acres of private oceanfront ...
- 6 Beds
- 7 Baths
- 617534 MLS
Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just...
- 3 Beds
- 2 Baths
- 618874 MLS
Positioned on a rare west facing point lot with 270 ft of sparkling open water frontage on Sugarloaf Sound, this fully reimagined 3 Bedroom 3 Bathroom estate captures bre...
- 4 Beds
- 3 Baths
- 618713 MLS
