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.
Exceptional waterfront living in prestigious Sugarloaf Shores! Built in 2020, this stunning 4-bedroom, 3-bath home offers breathtaking open water views, spectacular sunri...
Stunning coastal architecture. Exceptional craftsmanship. Effortless waterfront luxury. This BRAND new home pairs classic Keys architecture with modern coastal elegance a...
WATERFRONT PARADISE IN THE MAKING! TROPICAL TREASURE & ENDLESS POSSIBILITIES! 17155 Hibiscus Lane | Sugarloaf Key, FL Some properties have potential. This one alread...
Rarely does a waterfront setting capture the essence of the Florida Keys quite like this. Occupying a spectacular west-facing point lot with 270 feet of open-water fronta...
Tucked away on nearly 3 acres of lush native landscape, this Sugarloaf Key home has incredible privacy, with non-buildable land surrounding the property. The 2-bedroom, 2...
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...
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 ...
Located in the quiet Indian Mounds neighborhood of Upper Sugarloaf Key, this elevated 3 bedroom, 2 bath home offers 1,296 square feet of comfortable living space. Impact-...
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...
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 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...
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...
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...
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...
Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bed...
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...
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...
PRICED TO SELL. Now only $85k and the least expensive southernmost lot for sale in The Florida Keys! Best priced lot in popular Upper Sugarloaf Key and priced for imme...
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 ...
Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beac...
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 ...
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...
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 ...
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...

Jim Signor: 305-394-4449