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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-resistant windows and doors rated for winds up to 180 mph provide enhanced storm protection and valuable insurance savings. The open concept interior features crown molding and wood look tile plank flooring throughout. The kitchen is equipped with solid wood cabinetry and stainless steel appliances. The well-designed floor plan includes a large primary suite with an en suite bathroom and walk-in closet, two guest bedrooms, a second full bathroom, and a full-size laundry room. Outside, the home features low-maintenance Hardie Board siding, a durable metal roof, and a spacious covered porch located just off the kitchen. The yard is fenced on three sides, and the back porch overlooks mature tropical trees with no rear neighbors, providing a lush, natural backdrop. Boaters and anglers will appreciate the convenient location near multiple boat ramps, including access to a private community ramp, offering quick access to open water. The home is also minutes from the Upper Sugarloaf Key nature preserve and Sugarloaf Elementary and Middle School. Whether you are searching for a primary residence, Florida Keys retreat, or investment property, this move-in-ready home offers comfort and convenient access to the outdoor lifestyle of the Lower Keys.

3 Beds ⋅ 2 Baths ⋅ 621432 MLS

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-resistant windows and doors rated for winds up to 180 mph provide enhanced storm protection and valuable insurance savings. The open concept interior features crown molding and wood look tile plank flooring throughout. The kitchen is equipped with solid wood cabinetry and stainless steel appliances. The well-designed floor plan includes a large primary suite with an en suite bathroom and walk-in closet, two guest bedrooms, a second full bathroom, and a full-size laundry room. Outside, the home features low-maintenance Hardie Board siding, a durable metal roof, and a spacious covered porch located just off the kitchen. The yard is fenced on three sides, and the back porch overlooks mature tropical trees with no rear neighbors, providing a lush, natural backdrop. Boaters and anglers will appreciate the convenient location near multiple boat ramps, including access to a private community ramp, offering quick access to open water. The home is also minutes from the Upper Sugarloaf Key nature preserve and Sugarloaf Elementary and Middle School. Whether you are searching for a primary residence, Florida Keys retreat, or investment property, this move-in-ready home offers comfort and convenient access to the outdoor lifestyle of the Lower Keys.

19590 Tequesta St, Sugarloaf

$750,000

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 screened front porch and open patio in the backyard. This large yard has plenty of room for a pool, Boats, RV, Trailers and your toys! Home is located down the street from Sugarloaf School, 20 miles to Key West and 27 miles to Marathon. Home has been updated with custom kitchen cabinets, updated bathrooms, has central air, stainless steel appliances.. Easy to show.

3 Beds ⋅ 2 Baths ⋅ 620938 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 screened front porch and open patio in the backyard. This large yard has plenty of room for a pool, Boats, RV, Trailers and your toys! Home is located down the street from Sugarloaf School, 20 miles to Key West and 27 miles to Marathon. Home has been updated with custom kitchen cabinets, updated bathrooms, has central air, stainless steel appliances.. Easy to show.

19421 Canal Dr, Sugarloaf

$1,155,000

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 home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you. The grounds are the professionally landscaped with mature trees, fruit trees, a custom rock wall, and plenty of space for RVs, boat trailers, or a pool. For boaters and fishermen you'll find a new dock with a covered fish cleaning station with lights and water, and an ice machine. The elevated home itself is fully renovated and fully furnished with a fresh coastal interior. It features Italian porcelain floors, a granite chef's kitchen, and a standout outdoor kitchen, making it a comfortable retreat after a day on the water.

3 Beds ⋅ 2 Baths ⋅ 620753 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 home truly turnkey, including a new seawall, a new boat lift 15,000 lbs), and a newer roof. The big ticket items are already done for you. The grounds are the professionally landscaped with mature trees, fruit trees, a custom rock wall, and plenty of space for RVs, boat trailers, or a pool. For boaters and fishermen you'll find a new dock with a covered fish cleaning station with lights and water, and an ice machine. The elevated home itself is fully renovated and fully furnished with a fresh coastal interior. It features Italian porcelain floors, a granite chef's kitchen, and a standout outdoor kitchen, making it a comfortable retreat after a day on the water.

17183 W Green Turtle Ln, Sugarloaf

$749,900

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 overlooking living area, stainless steel appliances, light and stylish colors throughout. Wood-look tile plank flooring, crown molding, 9-ft ceilings, recessed lighting and ceiling fans in all bedrooms and living room. Full size laundry room and on-demand hot water heater. Large master bedroom with en-suite bathroom, dual sink vanity and large walk-in closet. 2 guest bedrooms and full guest bathroom. Large covered porch off the main living/kitchen area, fenced on 3 sides. Newer downstairs storage room, room for boat/trailer; boat ramp is one street over and you are less than a mile from Sugarloaf Elementary and Middle school. Quick access to Key West and bases.

3 Beds ⋅ 2 Baths ⋅ 620391 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 overlooking living area, stainless steel appliances, light and stylish colors throughout. Wood-look tile plank flooring, crown molding, 9-ft ceilings, recessed lighting and ceiling fans in all bedrooms and living room. Full size laundry room and on-demand hot water heater. Large master bedroom with en-suite bathroom, dual sink vanity and large walk-in closet. 2 guest bedrooms and full guest bathroom. Large covered porch off the main living/kitchen area, fenced on 3 sides. Newer downstairs storage room, room for boat/trailer; boat ramp is one street over and you are less than a mile from Sugarloaf Elementary and Middle school. Quick access to Key West and bases.

19543 Navajo St, Sugarloaf

$1,200,000

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, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West.

2 Beds ⋅ 2 Baths ⋅ 619901 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, fishing, and the easygoing Keys lifestyle right at their doorstep. Set on a quiet street just 15 minutes from Key West, this sturdy concrete 2 bedroom, 2 bath home offers southern exposure overlooking the canal, quick access to open water, and inviting outdoor spaces designed for relaxing after a day on the water. Spend mornings on the screened porch, enjoy afternoon breezes from the private balcony off the primary bedroom, and make the most of a waterfront setting that brings the best of island living together in one place. Inside, the home features an open floor plan with tile floors, high ceilings, a bright living and dining area, and a kitchen with a breakfast bar. The main bedroom includes a walk-in closet and direct balcony access, creating a private spot to enjoy the tropical surroundings. Outside, boaters and water lovers will appreciate the approximately 40-foot dock, dedicated skiff launch/ramp, canal frontage, and quick route to open water. The dock and waterfront setup provide a convenient place to keep a boat, launch a skiff, or head out for a day on the water with ease. The property also offers a garage and carport area, giving plenty of room for parking, storage, and Keys gear. Located in Sugarloaf Shores, this home offers peaceful island living with convenient access to dining, entertainment, and world-class recreation in nearby Key West.

17286 Jamaica Ln, Sugarloaf

$950,000

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 of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys. Towering old-growth foliage, vibrant established plantings, fresh new landscaping, and newly laid sod create a private, enchanted oasis where every corner invites you to slow down and stay awhile. Built in 1981 of solid concrete block construction and elevated on slab, this beautifully reimagined 3-bedroom, 2-bathroom home offers 1,548 square feet of airy, light-filled living space with bright neutral finishes and thoughtful details throughout. Every inch has been meticulously renovated, blending modern comfort with effortless island charm. Designed to embrace indoor-outdoor living, the property features multiple lanais and entertaining spaces perfect for morning coffee beneath the palms, sunset dinners with friends, or quiet afternoons surrounded by tropical serenity. The expansive lot offers endless opportunity for future enhancements -- envision a resort-style pool and tiki hut, a greenhouse, outdoor kitchen, play space for the kids, or all of the above. There's room here to truly create your dream Keys compound. Downstairs, nearly 400 additional square feet of enclosed storage and utility space adds incredible flexibility, while the paved 3-car carport with lighting and built-in workspace could easily be transformed into the ultimate outdoor entertaining kitchen or hobby space. Beloved Sugarloaf Shores provides peaceful island living with a scenic miles-long paved path, a laid-back Lower Keys atmosphere, and sought-after school district -- all just 15 minutes from exciting Key West. Rare Keys privacy, greenery, and possibility you may never want to leave.

3 Beds ⋅ 2 Baths ⋅ 619875 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 of a secret garden. Set on an oversized, gated and partially fenced parcel spanning over a quarter acre, this rare non-waterfront property offers the kind of lush green space that's nearly impossible to find in the Florida Keys. Towering old-growth foliage, vibrant established plantings, fresh new landscaping, and newly laid sod create a private, enchanted oasis where every corner invites you to slow down and stay awhile. Built in 1981 of solid concrete block construction and elevated on slab, this beautifully reimagined 3-bedroom, 2-bathroom home offers 1,548 square feet of airy, light-filled living space with bright neutral finishes and thoughtful details throughout. Every inch has been meticulously renovated, blending modern comfort with effortless island charm. Designed to embrace indoor-outdoor living, the property features multiple lanais and entertaining spaces perfect for morning coffee beneath the palms, sunset dinners with friends, or quiet afternoons surrounded by tropical serenity. The expansive lot offers endless opportunity for future enhancements -- envision a resort-style pool and tiki hut, a greenhouse, outdoor kitchen, play space for the kids, or all of the above. There's room here to truly create your dream Keys compound. Downstairs, nearly 400 additional square feet of enclosed storage and utility space adds incredible flexibility, while the paved 3-car carport with lighting and built-in workspace could easily be transformed into the ultimate outdoor entertaining kitchen or hobby space. Beloved Sugarloaf Shores provides peaceful island living with a scenic miles-long paved path, a laid-back Lower Keys atmosphere, and sought-after school district -- all just 15 minutes from exciting Key West. Rare Keys privacy, greenery, and possibility you may never want to leave.

123 Venetian Way, Sugarloaf

$799,000

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 Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient tankless water heater. Inside, you'll find a bright, open layout that flows effortlessly to an expansive screened porch--perfect for relaxing or entertaining. Step outside to a 24' x 24' sun deck overlooking the oversized yard, where there's ample room to add a pool, store your toys, utilize the existing RV hookup, or enjoy fresh mangos right off the trees. The ground level provides covered parking for two vehicles and an abundance of space for additional uncovered parking. Ideally located near multiple boat ramps, this property is a dream for boating and fishing enthusiasts. You'll also be just minutes from the natural beauty of the Upper Sugarloaf Nature Preserve, the local Sugarloaf School, and a variety of popular dining spots. Whether you're searching for a full-time residence, vacation home, or investment property in the Florida Keys, this move-in-ready home checks all the boxes.

3 Beds ⋅ 2 Baths ⋅ 619536 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 Key area, offering space, privacy, and modern upgrades throughout. Designed for easy coastal living, the home features durable Hardie board siding, a long-lasting metal roof, tile flooring throughout, and an energy-efficient tankless water heater. Inside, you'll find a bright, open layout that flows effortlessly to an expansive screened porch--perfect for relaxing or entertaining. Step outside to a 24' x 24' sun deck overlooking the oversized yard, where there's ample room to add a pool, store your toys, utilize the existing RV hookup, or enjoy fresh mangos right off the trees. The ground level provides covered parking for two vehicles and an abundance of space for additional uncovered parking. Ideally located near multiple boat ramps, this property is a dream for boating and fishing enthusiasts. You'll also be just minutes from the natural beauty of the Upper Sugarloaf Nature Preserve, the local Sugarloaf School, and a variety of popular dining spots. Whether you're searching for a full-time residence, vacation home, or investment property in the Florida Keys, this move-in-ready home checks all the boxes.

937 Loggerhead Ln, Sugarloaf

$998,000

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 fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants, washing boats & vehicles @ approximately 2,500 gallons each tank. Enjoy quick boating access to the Gulf side for premier tarpon, bonefish and permit flats, and close proximity to Sugarloaf Marina for shallow draft outboard vessels. This canal-front property includes a 30' composite dock with fish cleaning station and launching for kayak or paddle board. Additional highlights: detached carport/workshop, storage shed, and large cistern for irrigation and cleaning boats and vehicles etc.. **VA assumable loan @ 2.25% - VA must approve** **VA Assumable Loan @ 2.25% may be a possibility to a qualified VA Buyer** SELLER'S INSURANCES: FLOOD $2,318, WIND $6,683, HOMEOWNERS $2,159.75 **Canal entrance is 3'+/- at low tide**Shallow draft outboard vessels**Buyer to verify if suitable for Buyers' boating needs**

3 Beds ⋅ 2 Baths ⋅ 619159 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 fourth (4) bedroom, office, hobby room, etc.. Features a swimming pool with full screened outdoor patio surround, and lush tropical landscaping with palms, orchids, agave, and mature mango trees. Two cistern tanks for watering plants, washing boats & vehicles @ approximately 2,500 gallons each tank. Enjoy quick boating access to the Gulf side for premier tarpon, bonefish and permit flats, and close proximity to Sugarloaf Marina for shallow draft outboard vessels. This canal-front property includes a 30' composite dock with fish cleaning station and launching for kayak or paddle board. Additional highlights: detached carport/workshop, storage shed, and large cistern for irrigation and cleaning boats and vehicles etc.. **VA assumable loan @ 2.25% - VA must approve** **VA Assumable Loan @ 2.25% may be a possibility to a qualified VA Buyer** SELLER'S INSURANCES: FLOOD $2,318, WIND $6,683, HOMEOWNERS $2,159.75 **Canal entrance is 3'+/- at low tide**Shallow draft outboard vessels**Buyer to verify if suitable for Buyers' boating needs**

83 Sugarloaf Dr, Sugarloaf

$899,000

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 of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design creates a seamless flow from the spacious living room into the designer kitchen and adjoining bonus space -- perfect for entertaining, working from home, or creating a private retreat -- all leading effortlessly to the expansive backyard. The oversized primary suite serves as a true sanctuary, complete with a spa-inspired en suite bathroom and a generous walk-in closet. Every detail has been carefully considered, including towel warmers in both bathrooms, automatic blinds on every window, and a smart refrigerator integrated into the modern kitchen. Built with durability and peace of mind in mind, the home features a whole-house generator and three large propane tanks -- ensuring reliability and comfort year-round. With ample space to expand, garden, entertain, or simply enjoy the privacy of acreage living, this property offers a rare opportunity to enjoy both luxury upgrades and the freedom of wide-open space. Schedule your private showing today and experience everything 19267 Hansen Trail has to offer.

3 Beds ⋅ 2 Baths ⋅ 618853 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 of beautifully remodeled living space, this 3-bedroom, 2-bathroom residence has been thoughtfully upgraded with high-end finishes, all new impact windows and doors, and smart-home conveniences throughout. The open-concept design creates a seamless flow from the spacious living room into the designer kitchen and adjoining bonus space -- perfect for entertaining, working from home, or creating a private retreat -- all leading effortlessly to the expansive backyard. The oversized primary suite serves as a true sanctuary, complete with a spa-inspired en suite bathroom and a generous walk-in closet. Every detail has been carefully considered, including towel warmers in both bathrooms, automatic blinds on every window, and a smart refrigerator integrated into the modern kitchen. Built with durability and peace of mind in mind, the home features a whole-house generator and three large propane tanks -- ensuring reliability and comfort year-round. With ample space to expand, garden, entertain, or simply enjoy the privacy of acreage living, this property offers a rare opportunity to enjoy both luxury upgrades and the freedom of wide-open space. Schedule your private showing today and experience everything 19267 Hansen Trail has to offer.

19267 Hansen Trl, Sugarloaf