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Set among lush tropical landscaping and located just one home in from open water, this completely reimagined Sugarloaf Key residence blends refined coastal design with the space, comfort, and functionality buyers seek in the Florida Keys. Thoughtfully transformed through a complete renovation, the property is now a polished 6-bedroom, 4.5-bath retreat with open-water views, generous living areas, an elevator, and the feel of a private resort. Inside, engineered hardwood floors, impact windows and doors, and a bright, open layout create a warm coastal atmosphere. The chef's kitchen features stainless steel ZLINE appliances, ample workspace, and an easy connection to the dining and living areas, making the home equally suited for relaxed everyday living and effortless entertaining. The spacious primary suite is a private oasis, complete with a walk-in closet, custom tiled dual shower, and private balcony overlooking the turquoise waters of Sugarloaf Sound. Five additional well-appointed bedrooms and beautifully finished guest baths provide comfort and privacy for family, guests, office space, or extended stays. Outside, the property truly feels like a private resort. A new pool, expansive entertaining areas, tiki hut, and tropical landscaping create an inviting setting for sun-filled afternoons, outdoor dining, and evenings by the water. The layout offers multiple spaces to gather, unwind, and enjoy the natural beauty of the surroundings. Open-water views enhance the setting, while the private boat ramp and quick water access make fishing, diving, and island adventures effortless. Additional features include a 3-car garage, large enclosure for storage and flexible use, plus all-new HVAC, plumbing, and electrical systems. With its comprehensive renovation, resort-style outdoor living, and exceptional Sugarloaf Key location, this residence offers a rare combination of luxury, function, and effortless island living.

6 Beds ⋅ 5 Baths ⋅ 620272 MLS

Set among lush tropical landscaping and located just one home in from open water, this completely reimagined Sugarloaf Key residence blends refined coastal design with the space, comfort, and functionality buyers seek in the Florida Keys. Thoughtfully transformed through a complete renovation, the property is now a polished 6-bedroom, 4.5-bath retreat with open-water views, generous living areas, an elevator, and the feel of a private resort. Inside, engineered hardwood floors, impact windows and doors, and a bright, open layout create a warm coastal atmosphere. The chef's kitchen features stainless steel ZLINE appliances, ample workspace, and an easy connection to the dining and living areas, making the home equally suited for relaxed everyday living and effortless entertaining. The spacious primary suite is a private oasis, complete with a walk-in closet, custom tiled dual shower, and private balcony overlooking the turquoise waters of Sugarloaf Sound. Five additional well-appointed bedrooms and beautifully finished guest baths provide comfort and privacy for family, guests, office space, or extended stays. Outside, the property truly feels like a private resort. A new pool, expansive entertaining areas, tiki hut, and tropical landscaping create an inviting setting for sun-filled afternoons, outdoor dining, and evenings by the water. The layout offers multiple spaces to gather, unwind, and enjoy the natural beauty of the surroundings. Open-water views enhance the setting, while the private boat ramp and quick water access make fishing, diving, and island adventures effortless. Additional features include a 3-car garage, large enclosure for storage and flexible use, plus all-new HVAC, plumbing, and electrical systems. With its comprehensive renovation, resort-style outdoor living, and exceptional Sugarloaf Key location, this residence offers a rare combination of luxury, function, and effortless island living.

17042 W Starfish Ln, Sugarloaf

$3,150,000

Experience the ultimate island lifestyle in this breathtaking waterfront residence located in the prestigious Sugarloaf Shores subdivision. Situated on a massive 25,482 sq. ft. lot, this property offers rare privacy with plenty of room to breathe. Built with solid CBS construction, this 5-bedroom, 4-bath home is designed to capture the beauty of its surroundings. The open living space and full-service kitchen flow seamlessly, creating a wonderful feeling throughout the home that is perfect for entertaining or relaxing. Step outside to your own private paradise. The grounds are impeccably maintained with mature, well-manicured landscaping that frames stunning open water and canal views. Wake up to spectacular sunrises and enjoy the best of waterfront living with an impressive 215 feet of canal frontage, including a 65-foot seawall. Unique to this property is a private sandy beach, providing perfect access for swimming, kayaking, and launching wave runners directly from your backyard. Active families will love the private basketball court, while the expansive outdoor space invites you to soak up the sun and the views. For boating enthusiasts, there's easy access to backcountry fishing, beaches, and the ocean. Although Sugarloaf is known for its peaceful neighborhoods, it is only minutes from the magic of Key West and all it offers, including fine dining, theater, museums, and of course, shopping. This is more than a home; it's a retreat offering space, seclusion, and premier water access. Don't miss this opportunity to own a slice of paradise.

5 Beds ⋅ 4 Baths ⋅ 618536 MLS

Experience the ultimate island lifestyle in this breathtaking waterfront residence located in the prestigious Sugarloaf Shores subdivision. Situated on a massive 25,482 sq. ft. lot, this property offers rare privacy with plenty of room to breathe. Built with solid CBS construction, this 5-bedroom, 4-bath home is designed to capture the beauty of its surroundings. The open living space and full-service kitchen flow seamlessly, creating a wonderful feeling throughout the home that is perfect for entertaining or relaxing. Step outside to your own private paradise. The grounds are impeccably maintained with mature, well-manicured landscaping that frames stunning open water and canal views. Wake up to spectacular sunrises and enjoy the best of waterfront living with an impressive 215 feet of canal frontage, including a 65-foot seawall. Unique to this property is a private sandy beach, providing perfect access for swimming, kayaking, and launching wave runners directly from your backyard. Active families will love the private basketball court, while the expansive outdoor space invites you to soak up the sun and the views. For boating enthusiasts, there's easy access to backcountry fishing, beaches, and the ocean. Although Sugarloaf is known for its peaceful neighborhoods, it is only minutes from the magic of Key West and all it offers, including fine dining, theater, museums, and of course, shopping. This is more than a home; it's a retreat offering space, seclusion, and premier water access. Don't miss this opportunity to own a slice of paradise.

17249 E Bonefish Ln, Sugarloaf

$2,650,000

OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle. Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in. The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes. Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures. Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home. Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly. Private resort style home ideal for entertaing. Updated and move-in ready. Call to view this beautiful home in person.

4 Beds ⋅ 3 Baths ⋅ 618746 MLS

OPEN WATER RESORT STYLE CONCRETE POOL home on sought after Southpoint, Sugarloaf Shores. This exceptional 4-bedroom, 3-bath concrete waterfront residence captures breathtaking open water views from nearly every room and delivers the ultimate Florida Keys lifestyle. Positioned on a generous, beautifully landscaped lot with mature palms and established tropical greenery, the property welcomes you with a paved circular driveway, garage, expansive storage area, and pristine curb appeal. Inside, soaring cathedral ceilings elevate the open-concept living and dining area, where walls of glass frame endless turquoise water views and natural light pours in. The thoughtfully designed floor plan offers flexibility for luxury living and hosting. The second level features a spacious guest suite ideal as an alternate primary, 2 guest bedrooms, while the entire third level is dedicated to an enormous primary retreat. This private sanctuary includes a separate sitting area, panoramic open water vistas, and a stunning spa-inspired bathroom with soaking tub and refined finishes. Outdoor living is where this home truly shines. A screened-in porch overlooks the sparkling pool and unobstructed open water, creating the perfect setting for sunset cocktails or morning coffee. The expansive waterfront patio, low-maintenance turf, and fenced yard provide both privacy and ease of upkeep. Boaters will appreciate the concrete seawall and boat lift with immediate access to world-class fishing, diving, and offshore adventures. Concrete block construction, generous interior storage, dedicated laundry room, and meticulous landscaping complete this exceptional home. Rarely does a true open water pool home in this coveted Southpoint location combine views, elevation, lot size, and boating access so seamlessly. Private resort style home ideal for entertaing. Updated and move-in ready. Call to view this beautiful home in person.

16805 Tamarind Rd, Sugarloaf

$2,450,000

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts,a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lift, thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathroom, ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lots where privacy, open water beauty, and effortless boating come together in perfect harmony.

4 Beds ⋅ 4 Baths ⋅ 618105 MLS

Stunning open water views from this fabulous waterfront home! A truly rare and highly coveted 37,139 sqft lot point lot with A massive 362 FT OF WATERFRONTAGE on prestigious Sugarloaf Key, offering breathtaking panoramic open water views, exceptional privacy, and unmatched boating access. (24,662 sqft Upland & 12,477 submerged). These point lots are extremely limited and among the most sought-after properties on Sugarloaf, prized for their expansive water frontage and commanding views of sunrise, sunset, and moonrise. Set on a massive, fenced, and lushly landscaped lot, this extraordinary waterfront retreat enjoys no bridges to open water, making it ideal for boaters with T-tops and tuna towers. The open water side remains unobstructed, while the canal side features three boat lifts,a 10,000-lb lift, a 5,000-lb lift, and a 5,000-lb jet ski lift, thoughtfully positioned to preserve the spectacular open water views. The private sandy beach is perfect for launching paddleboards, kayaks, and water toys, while the pool creates a serene resort-style setting for relaxation and entertaining. The property is configured as a charming coastal compound, featuring a main residence with 2 bedrooms and 2 bathrooms, complemented by two separate studio cottages, each with its own bathroom, ideal for guests, extended family, or a private retreat feel. Nestled within a quiet, upscale waterfront neighborhood, Sugarloaf Shores is known for its pristine canals, biking and hiking trails, and relaxed island atmosphere, all while being just minutes to shops and restaurants and only 20 minutes from the magic of Key West. This is an incredible opportunity to own one of Sugarloaf Key's most exceptional and rare point lots where privacy, open water beauty, and effortless boating come together in perfect harmony.

17385 Keystone Rd, Sugarloaf

$2,400,000

Welcome to your private waterfront retreat in the highly sought-after Southpoint neighborhood of Sugarloaf Key - where space, privacy and effortless access to the open water redefine the Lower Keys Lifestyle. Positioned along a crystal clear canal just moments from the Bay, this elevated residence offers over 2200 sq.ft of thoughtfully designed living space, featuring three spacious bedrooms and two beautifully renovated bathrooms. Clean lines, natural light and an easy indoor/outdoor flow create that relaxed atmosphere that you expect in a Modern Florida Keys Home. At the heart of the Home, the gourmet kitchen is designed for both everyday living and entertaining, complete with premium finishes, abundant cabinetry, a walk-in pantry and an adjacent oversized laundry room for added convenience. Step outside to experience what truly sets this property apart from its competition. Situated on a generous 12,500 Sq Ft lot, the grounds have been recently meticulously landscaped to create a magnificent garden, with stunning palms and tropical foliage at every turn. The rear elevated deck is the ideal spot for an evening cocktail while the pool offers a refreshing escape after a day on the water. For boating and fishing enthusiasts, the private dock and boat lift provide immediate access to the open water, placing world class fishing, snorkeling and island hopping just minutes from your backyard. The ground level is designed for relaxed island living and entertaining featuring a covered outdoor living area with grill, sink, icemaker and refrigerator. Brick Paver walkways, easy to maintain artificial turf and manicured landscaping. Additional features include covered parking for multiple vehicles, boat trailer storage and a dedicated workshop for tools, gear and all your water toys. Located in one of the Lower Keys' most desirable neighborhoods, this stunning home delivers space & privacy that is increasingly hard to find.

3 Beds ⋅ 2 Baths ⋅ 619134 MLS

Welcome to your private waterfront retreat in the highly sought-after Southpoint neighborhood of Sugarloaf Key - where space, privacy and effortless access to the open water redefine the Lower Keys Lifestyle. Positioned along a crystal clear canal just moments from the Bay, this elevated residence offers over 2200 sq.ft of thoughtfully designed living space, featuring three spacious bedrooms and two beautifully renovated bathrooms. Clean lines, natural light and an easy indoor/outdoor flow create that relaxed atmosphere that you expect in a Modern Florida Keys Home. At the heart of the Home, the gourmet kitchen is designed for both everyday living and entertaining, complete with premium finishes, abundant cabinetry, a walk-in pantry and an adjacent oversized laundry room for added convenience. Step outside to experience what truly sets this property apart from its competition. Situated on a generous 12,500 Sq Ft lot, the grounds have been recently meticulously landscaped to create a magnificent garden, with stunning palms and tropical foliage at every turn. The rear elevated deck is the ideal spot for an evening cocktail while the pool offers a refreshing escape after a day on the water. For boating and fishing enthusiasts, the private dock and boat lift provide immediate access to the open water, placing world class fishing, snorkeling and island hopping just minutes from your backyard. The ground level is designed for relaxed island living and entertaining featuring a covered outdoor living area with grill, sink, icemaker and refrigerator. Brick Paver walkways, easy to maintain artificial turf and manicured landscaping. Additional features include covered parking for multiple vehicles, boat trailer storage and a dedicated workshop for tools, gear and all your water toys. Located in one of the Lower Keys' most desirable neighborhoods, this stunning home delivers space & privacy that is increasingly hard to find.

16843 E Point Dr, Sugarloaf

$2,250,000

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 offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and water views. The primary suite is a serene retreat with a spa-inspired bath, while two additional bedrooms offer flexibility for guests or family. Located just minutes from Key West yet tucked away in the quiet beauty of Lower Sugarloaf, this lushly landscaped home is an exceptional opportunity to enjoy the Florida Keys lifestyle. *Adjacent Vacant Lot also available. **Seller is a licensed FL Realtor

3 Beds ⋅ 3 Baths ⋅ 619431 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 offers 2,288 square feet of modern coastal comfort. Situated on an expansive 16,445-square-foot lot, the property features a private seawall for direct boating access and a sparkling pool perfect for relaxing after a day on the water. The home's elevated design provides a generous covered area beneath, ideal for parking multiple vehicles, storing watercraft, or hosting outdoor gatherings. Inside, the open-concept layout seamlessly connects the living, dining, and kitchen spaces, all oriented to capture natural light and water views. The primary suite is a serene retreat with a spa-inspired bath, while two additional bedrooms offer flexibility for guests or family. Located just minutes from Key West yet tucked away in the quiet beauty of Lower Sugarloaf, this lushly landscaped home is an exceptional opportunity to enjoy the Florida Keys lifestyle. *Adjacent Vacant Lot also available. **Seller is a licensed FL Realtor

17210 Angelfish Ln, Sugarloaf

$2,000,000

A quiet escape with million-dollar views. Situated on an expansive lot of over a quarter-acre, this three-bedroom, two-bathroom home is nestled within the sought-after shores of Sugarloaf Key--tucked away from the highway and just steps from scenic walking and bike paths. The interiors offer a crisp, modern take on coastal comfort, sold fully furnished with a curated collection of new decor and linens. The heart of the home is a chef's kitchen anchored by professional-grade THOR appliances. Built for lasting resilience, the exterior boasts high-durability siding and a metal roof, complemented by impact-rated windows and doors throughout for total peace of mind. An expansive wrap-around porch with low-maintenance composite decking encircles the home, providing the perfect vantage point to enjoy constant island breezes and panoramic open-water views. Secured by a fenced perimeter and private gated entrance, the grounds serve as a premier nautical enclave. A concrete dock and a rare, on-site boat ramp offer effortless access to world-class fishing and the Keys' signature turquoise waters. Functional details include covered parking and a generous downstairs storage area for dive gear and island essentials. This is the ultimate waterfront retreat--combining the polish of new construction with exceptional privacy, without the wait.

3 Beds ⋅ 2 Baths ⋅ 619598 MLS

A quiet escape with million-dollar views. Situated on an expansive lot of over a quarter-acre, this three-bedroom, two-bathroom home is nestled within the sought-after shores of Sugarloaf Key--tucked away from the highway and just steps from scenic walking and bike paths. The interiors offer a crisp, modern take on coastal comfort, sold fully furnished with a curated collection of new decor and linens. The heart of the home is a chef's kitchen anchored by professional-grade THOR appliances. Built for lasting resilience, the exterior boasts high-durability siding and a metal roof, complemented by impact-rated windows and doors throughout for total peace of mind. An expansive wrap-around porch with low-maintenance composite decking encircles the home, providing the perfect vantage point to enjoy constant island breezes and panoramic open-water views. Secured by a fenced perimeter and private gated entrance, the grounds serve as a premier nautical enclave. A concrete dock and a rare, on-site boat ramp offer effortless access to world-class fishing and the Keys' signature turquoise waters. Functional details include covered parking and a generous downstairs storage area for dive gear and island essentials. This is the ultimate waterfront retreat--combining the polish of new construction with exceptional privacy, without the wait.

1330 Sugarloaf Blvd, Sugarloaf

$1,937,500

For statistical purposes only - 3 bedroom, 2 bath, 1,767 sq. ft. home on 12,175 sq. ft. lot. CBS construction, new metal rood and large garage. Located on a quiet canal with easy boating access and no bridges to the open ocean. Updated with new Boat Lift. Concrete seawall and boat ramp.

3 Beds ⋅ 2 Baths ⋅ 620185 MLS

For statistical purposes only - 3 bedroom, 2 bath, 1,767 sq. ft. home on 12,175 sq. ft. lot. CBS construction, new metal rood and large garage. Located on a quiet canal with easy boating access and no bridges to the open ocean. Updated with new Boat Lift. Concrete seawall and boat ramp.

1058 E Buttonwood Dr, Sugarloaf

$1,600,000

Canal-front living with 100 feet of waterfront, gorgeous kitchen, and your own private pool in the heart of Sugarloaf Key. This updated 3 bedroom, 2 bath plus office or 4th bedroom, canal-front pool home on prestigious Sugarloaf Key offers 100 feet of waterfrontage and excellent boating access. This beautiful residence features a new concrete pool with sunshelf, new tiki hut, new metal roof, and a fully fenced, beautifully landscaped backyard designed for relaxed island living. Inside, the open living and dining areas flow seamlessly into a stunning new kitchen with modern finishes, quality cabinetry, and water views -- ideal for both everyday living and entertaining. The spacious primary suite serves as a private retreat, complete with a large bedroom and an elegant, ensuite bath with a large shower. Two additional guest bedrooms plus a den provide flexible space for a home office, media room, or additional guest accommodations. The 100-foot composite dock offers durable, low-maintenance dockage with easy canal access to open water, and there is ample room to easily add a boat lift if desired. Additional highlights include generous storage and a wheelchair elevator ideal for groceries and heavy items. Enjoy beautiful sunset views from your backyard oasis, along with the benefit of attractive low insurance costs. A rare opportunity to own a move-in-ready canal-front home in one of the Lower Keys' most desirable boating communities.

3 Beds ⋅ 2 Baths ⋅ 618833 MLS

Canal-front living with 100 feet of waterfront, gorgeous kitchen, and your own private pool in the heart of Sugarloaf Key. This updated 3 bedroom, 2 bath plus office or 4th bedroom, canal-front pool home on prestigious Sugarloaf Key offers 100 feet of waterfrontage and excellent boating access. This beautiful residence features a new concrete pool with sunshelf, new tiki hut, new metal roof, and a fully fenced, beautifully landscaped backyard designed for relaxed island living. Inside, the open living and dining areas flow seamlessly into a stunning new kitchen with modern finishes, quality cabinetry, and water views -- ideal for both everyday living and entertaining. The spacious primary suite serves as a private retreat, complete with a large bedroom and an elegant, ensuite bath with a large shower. Two additional guest bedrooms plus a den provide flexible space for a home office, media room, or additional guest accommodations. The 100-foot composite dock offers durable, low-maintenance dockage with easy canal access to open water, and there is ample room to easily add a boat lift if desired. Additional highlights include generous storage and a wheelchair elevator ideal for groceries and heavy items. Enjoy beautiful sunset views from your backyard oasis, along with the benefit of attractive low insurance costs. A rare opportunity to own a move-in-ready canal-front home in one of the Lower Keys' most desirable boating communities.

17125 Wahoo Ln, Sugarloaf

$1,595,000

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint—only three homes from open water and just 20 minutes to Key West. Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room—also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home. A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living—an exceptional opportunity in today's m

3 Beds ⋅ 2 Baths ⋅ 617675 MLS

RARE Solar-Powered Waterfront Tropical Gem with TESLA Solar Storage Banks on Prestigious Sugarloaf Key! A rare opportunity to own a fully solar-powered waterfront residence featuring 26 solar panels and two Tesla Solar Powerwall storage banks, offering exceptionally low energy costs, backup power, and the potential to earn credits by supplying excess energy back to the grid. This elevated 3 BD, 2 BA, 1,764 SF home sits on exclusive Southpoint—only three homes from open water and just 20 minutes to Key West. Step inside to a breathtaking cathedral Cupola, soaring above the open living, dining, and great room. Impact-glass windows fill the space with natural light, highlighting the home's tropical architecture and warm coastal finishes. The kitchen is designed for effortless entertaining with a double island, stainless steel appliances, and new quartz countertops. The split floor plan creates exceptional privacy. The primary suite features a large walk-in shower, jacuzzi tub, double vanity, and a spacious walk-in closet that connects to a versatile laundry/fitness/office room—also home to the Tesla storage banks. The opposite wing offers two guest bedrooms and a dual-access bathroom with two private vanities. Enhance your waterfront lifestyle with an impressive concrete boat ramp for jet skis, boats, kayaks, and paddleboards, plus a newly installed 10,000 lb boat lift on a deep, wide, crystal-clear canal providing fast access to both the Gullf and Atlantic. The oversized 15,000 SF lot bursts with vibrant tropical landscaping and includes a newly completed tropical pool with natural rock feature. Enjoy sunset views and star-filled nights from the rooftop observation deck. Additional features include Andersen impact windows and sliding glass doors, low insurance costs, covered parking, and excellent storage below the home. A rare Keys offering combining sustainable energy, modern resilience, and luxurious waterfront living—an exceptional opportunity in today's m

16640 Cypress Rd, Sugarloaf

$1,425,000

Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new dock. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside and out. Every detail was thoughtfully selected, creating a clean, modern coastal aesthetic that feels both stylish and inviting. Built for durability and peace of mind, the home features solid concrete construction, a metal roof, and impact windows, contributing to exceptionally low insurance costs. Recent updates include a newer AC system and water heater, making this a truly low maintenance property. The thoughtfully designed layout includes a beautiful primary suite with an en suite bathroom and walk in closet, along with two guest bedrooms that provide comfortable space for family or visitors. An open and spacious balcony extends the living area outdoors, offering the perfect place to grill, dine, or simply relax and enjoy the tropical surroundings. Positioned on a quiet street on Lower Sugarloaf Key the setting offers a lush tropical feel with brand new landscaping. With no neighbors across the canal and no possibility of future development, the property enjoys a uniquely peaceful backdrop. The spacious lot offers ample room for a pool, providing excellent potential for outdoor living. Enjoy excellent boating access with no bridges to the ocean. Located in the highly desirable Sugarloaf Shores neighborhood, just 20 minutes from Key West, this home offers the perfect combination of modern updates, solid construction, and the Lower Keys lifestyle.

3 Beds ⋅ 2 Baths ⋅ 618625 MLS

Completely reimagined and absolutely stunning, this beautifully remodeled home in Sugarloaf Shores showcases a full renovation, including a brand new dock. The beautiful 3 Bedroom 2 Bathroom home features commercial grade luxury vinyl floors, beautiful new finishes, custom cabinetry, new appliances, and fresh paint inside and out. Every detail was thoughtfully selected, creating a clean, modern coastal aesthetic that feels both stylish and inviting. Built for durability and peace of mind, the home features solid concrete construction, a metal roof, and impact windows, contributing to exceptionally low insurance costs. Recent updates include a newer AC system and water heater, making this a truly low maintenance property. The thoughtfully designed layout includes a beautiful primary suite with an en suite bathroom and walk in closet, along with two guest bedrooms that provide comfortable space for family or visitors. An open and spacious balcony extends the living area outdoors, offering the perfect place to grill, dine, or simply relax and enjoy the tropical surroundings. Positioned on a quiet street on Lower Sugarloaf Key the setting offers a lush tropical feel with brand new landscaping. With no neighbors across the canal and no possibility of future development, the property enjoys a uniquely peaceful backdrop. The spacious lot offers ample room for a pool, providing excellent potential for outdoor living. Enjoy excellent boating access with no bridges to the ocean. Located in the highly desirable Sugarloaf Shores neighborhood, just 20 minutes from Key West, this home offers the perfect combination of modern updates, solid construction, and the Lower Keys lifestyle.

17215 E Bonita Ln, Sugarloaf

$1,410,000

Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated pool, fire pit and covered sitting area plus a putting green for your avid golfers. Wander through the tropically landscaped yard featuring mature avocado, coconut, mango, and pineapple trees as you stroll to the water where you are just minutes away from the open ocean, with a private dock and boat lift situated on a 100' wide crystal-clear canal. The 3 Bedroom 2 Bath home has been beautifully remodeled, featuring a bright, open great room that frames serene canal views. The kitchen is outfitted with premium stainless-steel appliances, quartz counters, wine cooler and breakfast bar where friends and family can gather around while you cook up the days' catch. Just minutes to world-class fishing and diving via Tarpon or Sammy Creek and 15 minutes to the magic of Key West. The quiet location ensures a peaceful retreat, away from the hustle and bustle, while keeping you close to the water.

3 Beds ⋅ 2 Baths ⋅ 617939 MLS

Nestled on a very quiet street in the exclusive community Sugarloaf Shores, this beautifully remodeled CBS Pool Home offers the perfect blend of privacy, entertainment and island charm. Situated on a massive 12,700 sq. ft. lot, this property is a lush sanctuary for gardeners and boaters alike. The backyard is a true private resort, designed for the ultimate outdoor lifestyle featuring a heated pool, fire pit and covered sitting area plus a putting green for your avid golfers. Wander through the tropically landscaped yard featuring mature avocado, coconut, mango, and pineapple trees as you stroll to the water where you are just minutes away from the open ocean, with a private dock and boat lift situated on a 100' wide crystal-clear canal. The 3 Bedroom 2 Bath home has been beautifully remodeled, featuring a bright, open great room that frames serene canal views. The kitchen is outfitted with premium stainless-steel appliances, quartz counters, wine cooler and breakfast bar where friends and family can gather around while you cook up the days' catch. Just minutes to world-class fishing and diving via Tarpon or Sammy Creek and 15 minutes to the magic of Key West. The quiet location ensures a peaceful retreat, away from the hustle and bustle, while keeping you close to the water.

17152 Marlin Dr, Sugarloaf

$1,400,000

For statistical purposes only - 3 bedroom, 2 bath, 1,056 sq. ft. home on 15,125 sq. ft. corner lot. Located at the end of a short canal with open water views and easy boating access to the Gulf and Atlantic. Completely remodeled. Boat Lift. Concrete seawall. Furnished.

3 Beds ⋅ 2 Baths ⋅ 620055 MLS

For statistical purposes only - 3 bedroom, 2 bath, 1,056 sq. ft. home on 15,125 sq. ft. corner lot. Located at the end of a short canal with open water views and easy boating access to the Gulf and Atlantic. Completely remodeled. Boat Lift. Concrete seawall. Furnished.

17195 Hibiscus Ln, Sugarloaf

$1,375,000

Nestled in the prestigious South Point neighborhood of Sugarloaf Shores, this waterfront home offers the perfect blend of coastal tranquility and convenient access to Key West--just a short 15-minute drive away. Set on an expansive 12,500 sq. ft. lot, the property captures the relaxed elegance of island living. The 3-bedroom residence features 1,740 sq. ft. of living space, highlighted by a bright and airy Great Room with soaring ceilings and walls of glass that frame serene water views. The open layout creates a welcoming environment for both everyday living and entertaining. Outdoor living takes center stage with a sprawling waterfront porch, ideal for gatherings, sunset cocktails, or simply enjoying the coastal breeze. Inside, the updated kitchen and dining area provide plenty of room for hosting family and friends. The primary suite offers sliders to patio warm and a spacious walk-in closet, creating a comfortable private retreat. Boaters will appreciate the dock with 5,000 lb boat lift and quick access to open water, while nature lovers can explore the surrounding winding creeks perfect for kayaking and paddleboarding. Additional features include a metal roof, impact windows and doors, and a whole-house generator with automatic transfer switch, ensuring comfort and peace of mind year-round. This exceptional waterfront property combines location, lifestyle, and thoughtful upgrades--making it an ideal Keys retreat or full-time residence.

3 Beds ⋅ 3 Baths ⋅ 619026 MLS

Nestled in the prestigious South Point neighborhood of Sugarloaf Shores, this waterfront home offers the perfect blend of coastal tranquility and convenient access to Key West--just a short 15-minute drive away. Set on an expansive 12,500 sq. ft. lot, the property captures the relaxed elegance of island living. The 3-bedroom residence features 1,740 sq. ft. of living space, highlighted by a bright and airy Great Room with soaring ceilings and walls of glass that frame serene water views. The open layout creates a welcoming environment for both everyday living and entertaining. Outdoor living takes center stage with a sprawling waterfront porch, ideal for gatherings, sunset cocktails, or simply enjoying the coastal breeze. Inside, the updated kitchen and dining area provide plenty of room for hosting family and friends. The primary suite offers sliders to patio warm and a spacious walk-in closet, creating a comfortable private retreat. Boaters will appreciate the dock with 5,000 lb boat lift and quick access to open water, while nature lovers can explore the surrounding winding creeks perfect for kayaking and paddleboarding. Additional features include a metal roof, impact windows and doors, and a whole-house generator with automatic transfer switch, ensuring comfort and peace of mind year-round. This exceptional waterfront property combines location, lifestyle, and thoughtful upgrades--making it an ideal Keys retreat or full-time residence.

16823 E Point Dr, Sugarloaf

$1,249,000

Contemporary coastal living meets premier boating access in this elevated 2BD/2BA waterfront home on a 12,500 sq ft canal-front lot with 100 ft of waterfront and coveted SW exposure. Ideally positioned on one of the only flow-through, crystal-clear canals in desirable Sugarloaf Shores, offering exceptional access to both the ocean and backcountry. Light-filled interiors showcase impact windows and doors, wood-look porcelain flooring, and an open-concept chef's kitchen with porcelain countertops, custom cabinetry, stainless steel appliances, and an entertainer's bar. The spacious great room and dining area flow seamlessly to a covered, screened porch--perfect for alfresco dining, sunset views, and watching dolphins pass through to Sugarloaf Sound. A full wraparound composite deck with marine-grade stainless steel railings enhances outdoor living. The expansive, landscaped yard offers ample room for a pool and includes two RV hookups. A rare opportunity for boaters seeking clear water, prime location, and effortless Keys living.

2 Beds ⋅ 2 Baths ⋅ 619369 MLS

Contemporary coastal living meets premier boating access in this elevated 2BD/2BA waterfront home on a 12,500 sq ft canal-front lot with 100 ft of waterfront and coveted SW exposure. Ideally positioned on one of the only flow-through, crystal-clear canals in desirable Sugarloaf Shores, offering exceptional access to both the ocean and backcountry. Light-filled interiors showcase impact windows and doors, wood-look porcelain flooring, and an open-concept chef's kitchen with porcelain countertops, custom cabinetry, stainless steel appliances, and an entertainer's bar. The spacious great room and dining area flow seamlessly to a covered, screened porch--perfect for alfresco dining, sunset views, and watching dolphins pass through to Sugarloaf Sound. A full wraparound composite deck with marine-grade stainless steel railings enhances outdoor living. The expansive, landscaped yard offers ample room for a pool and includes two RV hookups. A rare opportunity for boaters seeking clear water, prime location, and effortless Keys living.

17170 Amberjack Ln, Sugarloaf

$1,225,000

Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane, this waterfront property sits on a 6,120 sq ft lot and features a concrete seawall with boat davits, pavers and a heated swimming pool and spa completed in 2022. Enjoy canal and mangrove views plus easy access for fishing, kayaking, and boating right from your backyard. Inside, the home offers an open-concept living area with soaring 20-foot cathedral ceilings and abundant natural light. The updated kitchen includes Samsung stainless steel appliances, marble countertops, and a breakfast bar, creating a great space for cooking and entertaining. Glass sliders open to a spacious balcony, ideal for sunrise views, outdoor dining, and relaxing by the water. The flexible floor plan includes a large downstairs guest bedroom, an additional upstairs guest bedroom and a generous master suite with water views. Ample parking, a garage, and dedicated space for an RV or boat trailer provide the storage and convenience that Florida Keys boaters are looking for. This move-in-ready canal-front home is located in an upscale coastal community just about 20 minutes from downtown Key West, offering the perfect blend of privacy, waterfront lifestyle, and easy access to restaurants, shopping, and nightlife.

3 Beds ⋅ 2 Baths ⋅ 619637 MLS

Recently updated canal-front home in highly desirable Upper Sugarloaf Key with direct boating access to the world famous Florida Keys back-country and Gulf of America. Located at 885 Hawksbill Lane, this waterfront property sits on a 6,120 sq ft lot and features a concrete seawall with boat davits, pavers and a heated swimming pool and spa completed in 2022. Enjoy canal and mangrove views plus easy access for fishing, kayaking, and boating right from your backyard. Inside, the home offers an open-concept living area with soaring 20-foot cathedral ceilings and abundant natural light. The updated kitchen includes Samsung stainless steel appliances, marble countertops, and a breakfast bar, creating a great space for cooking and entertaining. Glass sliders open to a spacious balcony, ideal for sunrise views, outdoor dining, and relaxing by the water. The flexible floor plan includes a large downstairs guest bedroom, an additional upstairs guest bedroom and a generous master suite with water views. Ample parking, a garage, and dedicated space for an RV or boat trailer provide the storage and convenience that Florida Keys boaters are looking for. This move-in-ready canal-front home is located in an upscale coastal community just about 20 minutes from downtown Key West, offering the perfect blend of privacy, waterfront lifestyle, and easy access to restaurants, shopping, and nightlife.

885 Hawksbill Ln, Sugarloaf

$1,100,000

Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened in patio to enjoy the best sunsets in the Florida Keys or step out onto your private balcony to enjoy the moonlight. Plenty of space for parking when you have friends and family over. Steps away from your boat dock & 10,000lb lift next to your Tiki hut where you can enjoy your fresh catch! Ground level has garage space, covered parking & finished temperature controlled storage and 1 of 2 laundry connections. Second laundry location is in the owners suite on main level currently used as additional closet. Take a moment picture yourself relaxing in the Hot tub looking out on the canal. Price reflects turnkey other than owner personal effects and art!!! Your new Home awaits!!! Boat and Trailer are yours! Yes, follow the Goosebumps!!! Motivated Sellers!!! Today is ~THE DAY~

3 Beds ⋅ 2 Baths ⋅ 613073 MLS

Beautifully updated 3 bedroom 2 bath home, with effective build date of 2015 and completely renovated in 2018 including New Electrical, Plumbing, HVAC, Roof, Tankless Water heater, Flooring, Kitchen, Bathrooms, Windows, & Doors, landscaping/sprinkler system, TESLA charging station and an amazing new paved driveway installed in 2021. This is a split floor plan for privacy with amazing screened in patio to enjoy the best sunsets in the Florida Keys or step out onto your private balcony to enjoy the moonlight. Plenty of space for parking when you have friends and family over. Steps away from your boat dock & 10,000lb lift next to your Tiki hut where you can enjoy your fresh catch! Ground level has garage space, covered parking & finished temperature controlled storage and 1 of 2 laundry connections. Second laundry location is in the owners suite on main level currently used as additional closet. Take a moment picture yourself relaxing in the Hot tub looking out on the canal. Price reflects turnkey other than owner personal effects and art!!! Your new Home awaits!!! Boat and Trailer are yours! Yes, follow the Goosebumps!!! Motivated Sellers!!! Today is ~THE DAY~

43 Venetian Way, Sugarloaf

$1,090,000

This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is thoughtfully designed to accommodate both entertaining and relaxation. The main living level features two Guest Bedrooms and a full Bath, along with an inviting open-concept living and dining area filled with natural light. The updated kitchen is a standout, complete with dining bar, stainless steel appliances and a gas rang which is ideal for preparing fresh local catch after a day on the water. Upstairs, the private Primary Suite and Loft create a peaceful retreat, offering separation and elevated views of the surrounding tropical setting. Outdoor living is where this property truly shines. Multiple Porches and a screened Lanai provide serene spaces to enjoy balmy breezes, while the expansive backyard leads to your dock along a clear, turquoise 80' wide canal with quick access to open water. Whether you're boating, fishing, paddleboarding, or kayaking through nearby mangrove creeks, adventure is always just moments away. After a day in the sun, relax in the outdoor hot tub and take in the tranquil surroundings. Additional features include bamboo flooring in the Bedrooms and a durable metal roof. Located just 15 minutes from Key West, Sugarloaf Shores offers a rare combination of peaceful island living with convenient access to dining, entertainment, and world-class recreation. Whether you're searching for a vacation home or a full-time waterfront residence, this property captures the essence of the Florida Keys lifestyle.

3 Beds ⋅ 2 Baths ⋅ 619394 MLS

This beautifully remodeled waterfront bungalow is nestled in the heart of Sugarloaf Shores ,one of the Lower Florida Keys' most desirable boating communities. Set on an expansive 12,500 sq ft lot surrounded by lush tropical landscaping, this elevated two-story home offers the perfect blend of privacy, comfort, and island charm. With 3 Bedrooms plus a Loft and 2 Bathrooms, the layout is thoughtfully designed to accommodate both entertaining and relaxation. The main living level features two Guest Bedrooms and a full Bath, along with an inviting open-concept living and dining area filled with natural light. The updated kitchen is a standout, complete with dining bar, stainless steel appliances and a gas rang which is ideal for preparing fresh local catch after a day on the water. Upstairs, the private Primary Suite and Loft create a peaceful retreat, offering separation and elevated views of the surrounding tropical setting. Outdoor living is where this property truly shines. Multiple Porches and a screened Lanai provide serene spaces to enjoy balmy breezes, while the expansive backyard leads to your dock along a clear, turquoise 80' wide canal with quick access to open water. Whether you're boating, fishing, paddleboarding, or kayaking through nearby mangrove creeks, adventure is always just moments away. After a day in the sun, relax in the outdoor hot tub and take in the tranquil surroundings. Additional features include bamboo flooring in the Bedrooms and a durable metal roof. Located just 15 minutes from Key West, Sugarloaf Shores offers a rare combination of peaceful island living with convenient access to dining, entertainment, and world-class recreation. Whether you're searching for a vacation home or a full-time waterfront residence, this property captures the essence of the Florida Keys lifestyle.

17151 Marlin Dr, Sugarloaf

$970,000

Turn key canal front home on Lower Sugarloaf Key. This is a prime location that offers a tranquil setting with NO Route 1 noise, an amazing neighborhood, and a short 17 mile drive to Key West! Property has a large lot that will accommodate a pool, RV, and plenty of room for you to create your own personal oasis. Enjoy your unobstructed views of the adjoining nature preserve with amazing sunrises. The home has an open floor plan that welcomes you upon entry with natural light, warm colors, crown molding and tray ceiling. The split bedroom floor plan allows you total privacy for the master suite while providing comfort to your guests. The canal system offers easy boating access to world-class fishing and diving in the Atlantic Ocean and the Gulf. Imagine arriving at Marvin Key sandbar and the backcountry after a short boat ride. No worries, the nearby Sugarloaf Marina has everything you'll need to enjoy your excursions. There are many fabulous restaurants and coffee houses nearby to also enjoy; South Of The Seven, Square Grouper, Broil, Mangrove Mama's, Baby's Coffee, and Morning Joint to name a few. The home was built to 180 mph wind load standards, (impact-rated windows/doors), has Hardie-board exterior siding, a concrete dock, and low-cost flood insurance. The home is well maintained with multiple upgrades including a new metal roof in 2023. All of the stainless-steel appliances and washer and dryer are included in the sale. Don't wait and schedule your private tour today!

3 Beds ⋅ 2 Baths ⋅ 619597 MLS

Turn key canal front home on Lower Sugarloaf Key. This is a prime location that offers a tranquil setting with NO Route 1 noise, an amazing neighborhood, and a short 17 mile drive to Key West! Property has a large lot that will accommodate a pool, RV, and plenty of room for you to create your own personal oasis. Enjoy your unobstructed views of the adjoining nature preserve with amazing sunrises. The home has an open floor plan that welcomes you upon entry with natural light, warm colors, crown molding and tray ceiling. The split bedroom floor plan allows you total privacy for the master suite while providing comfort to your guests. The canal system offers easy boating access to world-class fishing and diving in the Atlantic Ocean and the Gulf. Imagine arriving at Marvin Key sandbar and the backcountry after a short boat ride. No worries, the nearby Sugarloaf Marina has everything you'll need to enjoy your excursions. There are many fabulous restaurants and coffee houses nearby to also enjoy; South Of The Seven, Square Grouper, Broil, Mangrove Mama's, Baby's Coffee, and Morning Joint to name a few. The home was built to 180 mph wind load standards, (impact-rated windows/doors), has Hardie-board exterior siding, a concrete dock, and low-cost flood insurance. The home is well maintained with multiple upgrades including a new metal roof in 2023. All of the stainless-steel appliances and washer and dryer are included in the sale. Don't wait and schedule your private tour today!

17287 Cayman Dr, Sugarloaf

$950,000

Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the living room and large deck. Start the morning with coffee overlooking the ocean, then hop in the boat and be minutes from Bow Channel with easy access to both the ocean and Gulf side. Inside, the home feels open, warm, and comfortable with vaulted wood-beamed ceilings, a spacious great room, impact windows and doors, and a well-designed kitchen with granite counters, and a large island with extra seating and storage. The primary suite has its own upgraded ensuite bath, walk-in closet, canal views, and private screened balcony with additional stairs to the backyard. The guest bedroom is equipped with a Murphy bed to take your home office to guest ready in minutes. This home also has an additional large walk in, interior storage closet. The large lot offers the convenience of an RV hook-up, plenty of covered parking, shaded outdoor living space, a propane whole-house generator and a 68 ft. concrete dock. For those looking for peace, privacy, nature, and true Keys boating access, this Sugarloaf Key home checks all the boxes.

2 Beds ⋅ 2 Baths ⋅ 620550 MLS

Located at the end of a quiet street in Sugarloaf Key, this 2 bedroom, 2 bath canal-front home is only two lots in from open water and offers open water views from the living room and large deck. Start the morning with coffee overlooking the ocean, then hop in the boat and be minutes from Bow Channel with easy access to both the ocean and Gulf side. Inside, the home feels open, warm, and comfortable with vaulted wood-beamed ceilings, a spacious great room, impact windows and doors, and a well-designed kitchen with granite counters, and a large island with extra seating and storage. The primary suite has its own upgraded ensuite bath, walk-in closet, canal views, and private screened balcony with additional stairs to the backyard. The guest bedroom is equipped with a Murphy bed to take your home office to guest ready in minutes. This home also has an additional large walk in, interior storage closet. The large lot offers the convenience of an RV hook-up, plenty of covered parking, shaded outdoor living space, a propane whole-house generator and a 68 ft. concrete dock. For those looking for peace, privacy, nature, and true Keys boating access, this Sugarloaf Key home checks all the boxes.

1129 Hawksbill Ln, Sugarloaf

$810,000

Relaxed living at its finest on Sugarloaf Key. This peacefully landscaped 10,000 sq ft double parcel offers a 3 bedroom, 2.5 bath, 1564 sq ft stilted home, with in ground pool, generous off street parking, storage and sheds. Enjoy your morning coffee or afternoon cocktail on one of 3 sprawling porches this home offers. This open concept home provides endless natural light, high ceilings, wooden floors, whirlpool jacuzzi spa tub, walk in primary closet and peaceful mood lighting throughout (Govee Smart System). The outdoor area offers abundant opportunities for entertaining, hobbies, housing your motorized toys or expanding your footprint with a separate structure. (sample plans available upon request). Neighborhood has private beach and boat ramp, picnic area, and kayaks for use.

3 Beds ⋅ 3 Baths ⋅ 617787 MLS

Relaxed living at its finest on Sugarloaf Key. This peacefully landscaped 10,000 sq ft double parcel offers a 3 bedroom, 2.5 bath, 1564 sq ft stilted home, with in ground pool, generous off street parking, storage and sheds. Enjoy your morning coffee or afternoon cocktail on one of 3 sprawling porches this home offers. This open concept home provides endless natural light, high ceilings, wooden floors, whirlpool jacuzzi spa tub, walk in primary closet and peaceful mood lighting throughout (Govee Smart System). The outdoor area offers abundant opportunities for entertaining, hobbies, housing your motorized toys or expanding your footprint with a separate structure. (sample plans available upon request). Neighborhood has private beach and boat ramp, picnic area, and kayaks for use.

19611 Tequesta St St, Sugarloaf

$750,000

Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living. Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access effortless, and a whole-home generator keeps life running smoothly no matter the weather. Enjoy the peace of mind of the newer AC! Downstairs, you'll find an expansive storage area ideal for a workshop, gear room, or the ultimate hobby space--plenty of room for tools, toys, and all the essentials of Keys life. Step outside and access the convenience clean canal water surrounded by lush, vibrant landscaping that feels like your own private botanical garden. Enjoy gorgeous views of the natural protected preserve right across the canal allowing for phenomenal sunsets. The all-weather decking is made for morning coffee, sunset cocktails, and everything in between. Boaters and water lovers will appreciate the dedicated skiff launch, making it easy to slip out for a day on the water whenever the mood strikes. Boaters will love being less than a 10-minute ride to open water, making sunset cruises, reef fishing, and sandbar days incredibly easy. Enjoy a scenic ride under the historic Jumping Bridge as you head out -- a true local favorite and iconic Keys experience. Whether you're looking for a full-time residence, weekend escape, or investment opportunity, this home delivers the lifestyle buyers come to the Florida Keys for: sunshine, salt air, and quick access to the water. Relax under the palms, tinker in your workshop, or head out for a quick trip to Key West or Marathon, this home delivers the laid-back tropical lifestyle people dream about. It's island living--comfortable, convenient, and full of character. Your Sugarloaf slice of paradise awaits.

2 Beds ⋅ 2 Baths ⋅ 618733 MLS

Welcome to your slice of Lower Keys paradise--just 17 miles from Key West yet worlds away from the hustle. This elevated 2-bedroom, 2-bath home sits on a generous lot in a fantastic neighborhood, offering the perfect blend of comfort, style, and island living. Inside, vaulted ceilings and impact windows fill the home with natural light and breezy tropical charm. An elevator makes access effortless, and a whole-home generator keeps life running smoothly no matter the weather. Enjoy the peace of mind of the newer AC! Downstairs, you'll find an expansive storage area ideal for a workshop, gear room, or the ultimate hobby space--plenty of room for tools, toys, and all the essentials of Keys life. Step outside and access the convenience clean canal water surrounded by lush, vibrant landscaping that feels like your own private botanical garden. Enjoy gorgeous views of the natural protected preserve right across the canal allowing for phenomenal sunsets. The all-weather decking is made for morning coffee, sunset cocktails, and everything in between. Boaters and water lovers will appreciate the dedicated skiff launch, making it easy to slip out for a day on the water whenever the mood strikes. Boaters will love being less than a 10-minute ride to open water, making sunset cruises, reef fishing, and sandbar days incredibly easy. Enjoy a scenic ride under the historic Jumping Bridge as you head out -- a true local favorite and iconic Keys experience. Whether you're looking for a full-time residence, weekend escape, or investment opportunity, this home delivers the lifestyle buyers come to the Florida Keys for: sunshine, salt air, and quick access to the water. Relax under the palms, tinker in your workshop, or head out for a quick trip to Key West or Marathon, this home delivers the laid-back tropical lifestyle people dream about. It's island living--comfortable, convenient, and full of character. Your Sugarloaf slice of paradise awaits.

17326 Jamaica Ln, Sugarloaf

$675,000

**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a large paver patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen and bathroom, bonus HUGE screened porch and outdoor seating area. Whether you're looking for a full time residence, a weekend getaway, or investment with room to grow, this lovingly maintained home is your opportunity to enjoy island life! Easy to see. Call us today!

3 Beds ⋅ 2 Baths ⋅ 615363 MLS

**BACK ON THE MARKE, BUYERS FINANCING FELL THROUGH ** This charming 3 bedroom 2 bath house in Sugarloaf Shores sits on an oversized 12,000 sq ft lot. Fenced for privacy with plenty of room for a pool, park your boat or RV. Outside you have a large paver patio, outdoor shower and lush gardens. Step inside to find a warm inviting interior space, remodeled kitchen and bathroom, bonus HUGE screened porch and outdoor seating area. Whether you're looking for a full time residence, a weekend getaway, or investment with room to grow, this lovingly maintained home is your opportunity to enjoy island life! Easy to see. Call us today!

180 Sugarloaf Dr, Sugarloaf

$649,000

INDIAN MOUNDS SPECIAL!!!! Two balconies with ocean views and a hot tub to enjoy them with!!! Just one block from the private community boat ramp, this elevated 2 bed, 2 bath home sits on a large oversized corner lot. There is plenty of room for parking your toys and a downstairs enclosure for additional storage. Hardibacker siding and a metal roof provide peace of mind. Upon entering, you'll find the spacious living room, access to the first balcony with a hot tub, the kitchen, laundry closet, guest room and bathroom with tub. Up the spiral staircase, you'll find the master suite and the door to the second balcony. Local school is walking distance for kids. Local neighborhood hosts a multitude of annual events such as July 4th fireworks, in addition to Holiday and Halloween block parties. Neighborhood boat ramp provides a 15 minute boat ride to Gulfside Sandbars and SUNSETS!!!! Dolphins, Lobster, Stone Crab, Tarpon, Permit, Bonefish, Snapper, Sea trout, and Rays are all prevalent in Bow Channel, right near the ramp. Call today for your private showing! It would be my pleasure to help you join this amazing community.

2 Beds ⋅ 2 Baths ⋅ 619153 MLS

INDIAN MOUNDS SPECIAL!!!! Two balconies with ocean views and a hot tub to enjoy them with!!! Just one block from the private community boat ramp, this elevated 2 bed, 2 bath home sits on a large oversized corner lot. There is plenty of room for parking your toys and a downstairs enclosure for additional storage. Hardibacker siding and a metal roof provide peace of mind. Upon entering, you'll find the spacious living room, access to the first balcony with a hot tub, the kitchen, laundry closet, guest room and bathroom with tub. Up the spiral staircase, you'll find the master suite and the door to the second balcony. Local school is walking distance for kids. Local neighborhood hosts a multitude of annual events such as July 4th fireworks, in addition to Holiday and Halloween block parties. Neighborhood boat ramp provides a 15 minute boat ride to Gulfside Sandbars and SUNSETS!!!! Dolphins, Lobster, Stone Crab, Tarpon, Permit, Bonefish, Snapper, Sea trout, and Rays are all prevalent in Bow Channel, right near the ramp. Call today for your private showing! It would be my pleasure to help you join this amazing community.

19591 Navajo St, Sugarloaf

$475,000

Prime Sugarloaf Key Opportunity - Over 2 Acres of Privacy & Potential Nestled on highly desirable Sugarloaf Key, this elevated 2-bedroom, 2-bath home sits on over 2 acres of lush, private land--offering a rare opportunity to create your own piece of paradise in the Lower Florida Keys. There is a bonus room that can be used as a 3rd bedroom The existing stilted structure provides a solid footprint and a starting point for those with vision. Whether you choose to renovate and reimagine the current home or build a custom coastal retreat, the possibilities here are truly exceptional. Surrounded by natural beauty and mature vegetation, the property offers unparalleled privacy while still being conveniently located less than 20 minutes from Key West. The expansive lot allows ample space for a new build, outdoor living areas, storage for boats or RVs, and more--making it ideal for those seeking both seclusion and flexibility. There is a 12,000 gallon cistern as well. Opportunities like this--large acreage in a prime location--are increasingly rare in the Keys. Bring your contractor, your architect, and your imagination. Key Features: 2 Bedrooms / 2 Bathroom elevated home Over 2 acres of land Exceptional privacy and natural surroundings Endless potential: renovate or build new Located in sought-after Sugarloaf Key. Buyer to verify all details.

2 Beds ⋅ 2 Baths ⋅ 619336 MLS

Prime Sugarloaf Key Opportunity - Over 2 Acres of Privacy & Potential Nestled on highly desirable Sugarloaf Key, this elevated 2-bedroom, 2-bath home sits on over 2 acres of lush, private land--offering a rare opportunity to create your own piece of paradise in the Lower Florida Keys. There is a bonus room that can be used as a 3rd bedroom The existing stilted structure provides a solid footprint and a starting point for those with vision. Whether you choose to renovate and reimagine the current home or build a custom coastal retreat, the possibilities here are truly exceptional. Surrounded by natural beauty and mature vegetation, the property offers unparalleled privacy while still being conveniently located less than 20 minutes from Key West. The expansive lot allows ample space for a new build, outdoor living areas, storage for boats or RVs, and more--making it ideal for those seeking both seclusion and flexibility. There is a 12,000 gallon cistern as well. Opportunities like this--large acreage in a prime location--are increasingly rare in the Keys. Bring your contractor, your architect, and your imagination. Key Features: 2 Bedrooms / 2 Bathroom elevated home Over 2 acres of land Exceptional privacy and natural surroundings Endless potential: renovate or build new Located in sought-after Sugarloaf Key. Buyer to verify all details.

19264 Acosta Trl, Sugarloaf

$150,000

Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. Great location near Sugarloaf school. Easy commute to Key West, only 25 minutes. Nearby boat ramps.

619051 MLS

Build your dream home. Imagine waking up to the natural beauty of the Florida Keys on this 44,431sqft lot. Great location near Sugarloaf school. Easy commute to Key West, only 25 minutes. Nearby boat ramps.

Lot 15 bk2 Bk2 Bad George Rd, Sugarloaf

$75,000

Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet. Seller has done the Letter of Current Site Conditions with the County. Document available under the documents tab. Buyer to verify all information with Monroe County Planning and Building Department during due diligence period. House plans and extra lot removed, new price reflects that.

615379 MLS

Oversized lot in gorgeous Sugarloaf Key with 15,000 Square feet. Seller has done the Letter of Current Site Conditions with the County. Document available under the documents tab. Buyer to verify all information with Monroe County Planning and Building Department during due diligence period. House plans and extra lot removed, new price reflects that.

Lot 16 Date Palm, Sugarloaf

$75,000

Tier 3 Lot. Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

617665 MLS

Tier 3 Lot. Discover the potential of this expansive 15,000 sq ft dry lot in Sugarloaf Key, just 20 minutes from Key West, FL. Ideal for creating your dream island retreat, this property offers ample space.

Lot 6 Date Palm, Sugarloaf

$70,000

620961 MLS

19594 Caloosa St Unit LOT 29, Sugarloaf