bestfloridakeyshomefinder.com Search Results

THE AZURE ESTATE | Where Luxury Meets Wellness. Discover a stunning, brand-new solid concrete architectural masterpiece on the open waters of Sugarloaf Key, where striking design, coastal resilience, and wellness-inspired luxury create an extraordinary Florida Keys lifestyle. Designed for strength and peace of mind, this remarkable elevated residence pairs hurricane-resistant design features with walls of glass and endless ocean views. Step inside to a breathtaking 19-foot, double-height living room filled with natural light. Porcelain floors, elegant glass railings, and a private hydraulic elevator bring comfort and sophistication to every level. The chef's kitchen dazzles with quartzite countertops and Monogram appliances, complemented by a custom bar and dramatic stone wine display. Four private suites in the main residence open to covered waterfront terraces, inviting you to wake up to endless ocean views and gentle island breezes. Crowning the home, a full rooftop deck offers sweeping 360-degree panoramas from sunrise to sunset-an inspiring retreat for morning yoga, meditation, or unforgettable gatherings under the stars. Outside, a resort-style pool and spa, outdoor shower, convenient poolside bathroom, landscape lighting, and expansive covered entertaining areas invite you to slow down and savor island life. A planned 226-foot dock, included in the purchase price, will further elevate the boating experience. One of the property's most distinctive features is its solid reinforced-concrete parking structure, designed to accommodate up to 6 vehicles, with generous overhead storage space and convenient dual access. Boasting an impressive elevation of 11 ft 2 inch NGVD, above the designated 10-ft NGVD flood elevation, this structure offers a significant advantage in the Florida Keys, providing an added measure of protection against potential flooding during hurricanes, storm surges, and severe weather conditions. Built with solid structural concrete throughout!

6 Beds ⋅ 8 Baths ⋅ 621794 MLS

THE AZURE ESTATE | Where Luxury Meets Wellness. Discover a stunning, brand-new solid concrete architectural masterpiece on the open waters of Sugarloaf Key, where striking design, coastal resilience, and wellness-inspired luxury create an extraordinary Florida Keys lifestyle. Designed for strength and peace of mind, this remarkable elevated residence pairs hurricane-resistant design features with walls of glass and endless ocean views. Step inside to a breathtaking 19-foot, double-height living room filled with natural light. Porcelain floors, elegant glass railings, and a private hydraulic elevator bring comfort and sophistication to every level. The chef's kitchen dazzles with quartzite countertops and Monogram appliances, complemented by a custom bar and dramatic stone wine display. Four private suites in the main residence open to covered waterfront terraces, inviting you to wake up to endless ocean views and gentle island breezes. Crowning the home, a full rooftop deck offers sweeping 360-degree panoramas from sunrise to sunset-an inspiring retreat for morning yoga, meditation, or unforgettable gatherings under the stars. Outside, a resort-style pool and spa, outdoor shower, convenient poolside bathroom, landscape lighting, and expansive covered entertaining areas invite you to slow down and savor island life. A planned 226-foot dock, included in the purchase price, will further elevate the boating experience. One of the property's most distinctive features is its solid reinforced-concrete parking structure, designed to accommodate up to 6 vehicles, with generous overhead storage space and convenient dual access. Boasting an impressive elevation of 11 ft 2 inch NGVD, above the designated 10-ft NGVD flood elevation, this structure offers a significant advantage in the Florida Keys, providing an added measure of protection against potential flooding during hurricanes, storm surges, and severe weather conditions. Built with solid structural concrete throughout!

1041 Buttonwood Dr, Sugarloaf

$6,400,000

Stunning coastal architecture. Exceptional craftsmanship. Effortless waterfront luxury. This BRAND new home pairs classic Keys architecture with modern coastal elegance and quality concrete construction in sought-after Sugarloaf Key, just 20 mins from Key West. Set on a 12,500-square-foot lot with 100 feet of waterfrontage, this turnkey five-bedroom, five-bath home (ALL SUITES) overlooks a wide canal with beautiful turquoise water and abundant marine life. Thoughtfully curated architectural details and exquisite finishes reflect a commitment to quality throughout. A soaring 14FT vaulted entry welcomes you to European French oak floors and 8FT solid doors. Open-concept living, dining, kitchen and bar spaces flow through stacking Euro-Wall glass doors to the home's spectacular centerpiece: an expansive covered waterfront balcony with 14FT vaulted cypress ceilings. The chef's kitchen features Thermador appliances, wine & beverage centers, ice machine, handcrafted hammered stainless steel hood, Kohler water filtration & ambient lighting. All five bedrooms are ensuite; the primary bath offers ambient lighting, a soaking tub and separate water closet. Lush landscaping surrounds an enormous 1900 SFT outdoor entertaining area with travertine terraces, a spectacular pool, sun shelf & an elevated eight-person spa. A handcrafted live-edge monkeypod bar has electric roll-down hurricane shutters for quick, secure lockup and storm protection. An 80FT concrete dock, seawall, 15,000 LB boat lift & dockside utilities invite world-class fishing and diving adventures just minutes away. The enormous garage features hurricane-rated doors with LiftMaster side-mount openers; parking areas are provisioned for EV charging. A security system, two LG washer-dryer sets, solar panels to the grid, electric bedroom shades, hurricane-rated windows & doors complete this exceptional home. Meticulous attention to detail defines this stunning home, close to local dining & the magic of Key West!

5 Beds ⋅ 5 Baths ⋅ 621741 MLS

Stunning coastal architecture. Exceptional craftsmanship. Effortless waterfront luxury. This BRAND new home pairs classic Keys architecture with modern coastal elegance and quality concrete construction in sought-after Sugarloaf Key, just 20 mins from Key West. Set on a 12,500-square-foot lot with 100 feet of waterfrontage, this turnkey five-bedroom, five-bath home (ALL SUITES) overlooks a wide canal with beautiful turquoise water and abundant marine life. Thoughtfully curated architectural details and exquisite finishes reflect a commitment to quality throughout. A soaring 14FT vaulted entry welcomes you to European French oak floors and 8FT solid doors. Open-concept living, dining, kitchen and bar spaces flow through stacking Euro-Wall glass doors to the home's spectacular centerpiece: an expansive covered waterfront balcony with 14FT vaulted cypress ceilings. The chef's kitchen features Thermador appliances, wine & beverage centers, ice machine, handcrafted hammered stainless steel hood, Kohler water filtration & ambient lighting. All five bedrooms are ensuite; the primary bath offers ambient lighting, a soaking tub and separate water closet. Lush landscaping surrounds an enormous 1900 SFT outdoor entertaining area with travertine terraces, a spectacular pool, sun shelf & an elevated eight-person spa. A handcrafted live-edge monkeypod bar has electric roll-down hurricane shutters for quick, secure lockup and storm protection. An 80FT concrete dock, seawall, 15,000 LB boat lift & dockside utilities invite world-class fishing and diving adventures just minutes away. The enormous garage features hurricane-rated doors with LiftMaster side-mount openers; parking areas are provisioned for EV charging. A security system, two LG washer-dryer sets, solar panels to the grid, electric bedroom shades, hurricane-rated windows & doors complete this exceptional home. Meticulous attention to detail defines this stunning home, close to local dining & the magic of Key West!

17162 W Starfish Ln, Sugarloaf

$3,999,999

Rarely does a waterfront setting capture the essence of the Florida Keys quite like this. Occupying a spectacular west-facing point lot with 270 feet of open-water frontage on Sugarloaf Sound, this fully reimagined 3-bedroom, 3-bath estate offers breathtaking sunsets, sweeping turquoise-water views, and the privacy of a secluded island retreat. Beyond the gated entrance, a 17,000-square-foot property unfolds with swaying palms, lush tropical landscaping, and an extraordinary connection to the water. CBS construction, a new aluminum standing-seam metal roof, and impact windows and doors provide a solid foundation for the home's refined coastal-modern design. Inside, walls of glass frame panoramic water views and fill the expansive open-concept living spaces with natural light. Tile plank flooring, clean architectural lines, and a serene palette bring understated elegance throughout. At the heart of the home, a chef's kitchen pairs an oversized waterfall-edge island with custom cabinetry, high-end stainless appliances, wine refrigeration, and designer lighting, all against a spectacular open-water backdrop. The waterfront primary suite is a peaceful escape, complete with a spa-inspired bath featuring dual vanities, custom tilework, and a frameless glass walk-in shower. Two additional beautifully appointed ensuite guest bedrooms offer private, comfortable retreats for family and visitors. Outside, a brand-new concrete pool, inviting tiki hut, and unusually generous lawn create a private resort atmosphere for relaxing and entertaining. As the sun dips over Sugarloaf Sound, the outdoor spaces become a front-row setting for spectacular skies and unforgettable evenings. A 14,000-pound boat lift adds convenience after days spent fishing and diving in the Lower Keys. Fully renovated and move-in ready, this exceptional Sugarloaf Key estate brings together unforgettable sunsets, modern comfort, and the freedom of waterfront living.

3 Beds ⋅ 3 Baths ⋅ 621652 MLS

Rarely does a waterfront setting capture the essence of the Florida Keys quite like this. Occupying a spectacular west-facing point lot with 270 feet of open-water frontage on Sugarloaf Sound, this fully reimagined 3-bedroom, 3-bath estate offers breathtaking sunsets, sweeping turquoise-water views, and the privacy of a secluded island retreat. Beyond the gated entrance, a 17,000-square-foot property unfolds with swaying palms, lush tropical landscaping, and an extraordinary connection to the water. CBS construction, a new aluminum standing-seam metal roof, and impact windows and doors provide a solid foundation for the home's refined coastal-modern design. Inside, walls of glass frame panoramic water views and fill the expansive open-concept living spaces with natural light. Tile plank flooring, clean architectural lines, and a serene palette bring understated elegance throughout. At the heart of the home, a chef's kitchen pairs an oversized waterfall-edge island with custom cabinetry, high-end stainless appliances, wine refrigeration, and designer lighting, all against a spectacular open-water backdrop. The waterfront primary suite is a peaceful escape, complete with a spa-inspired bath featuring dual vanities, custom tilework, and a frameless glass walk-in shower. Two additional beautifully appointed ensuite guest bedrooms offer private, comfortable retreats for family and visitors. Outside, a brand-new concrete pool, inviting tiki hut, and unusually generous lawn create a private resort atmosphere for relaxing and entertaining. As the sun dips over Sugarloaf Sound, the outdoor spaces become a front-row setting for spectacular skies and unforgettable evenings. A 14,000-pound boat lift adds convenience after days spent fishing and diving in the Lower Keys. Fully renovated and move-in ready, this exceptional Sugarloaf Key estate brings together unforgettable sunsets, modern comfort, and the freedom of waterfront living.

17015 W Wahoo Ln, Sugarloaf

$1,650,000

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside. Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds--space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

3 Beds ⋅ 2 Baths ⋅ 621568 MLS

Welcome to this spacious canal-front retreat set on an oversized half-acre lot with endless potential. This four-bedroom, 2,605 sq ft home offers a rare combination of water access, outdoor living, and privacy. Enjoy true Florida Keys living with a private concrete boat ramp, a dock, and direct canal access leading to mangrove-lined creeks and open water just minutes away. Whether you're exploring by paddleboard or kayak, or heading out on your boat to world-class fishing and diving, this location makes it effortless. The backyard is designed for relaxation and connection, featuring a pool, spa, and multiple outdoor patio areas, all surrounded by lush, mature tropical landscaping. Inside, the home features a renovated kitchen, bright open living spaces, and a large enclosed back porch that extends your living area and overlooks the pool, spa, and canal. With four bedrooms, generous square footage, and seamless indoor-outdoor flow, the home is ideal as a primary residence, seasonal getaway, or investment property with tremendous upside. Located just minutes from Key West yet surrounded by the peace and natural beauty of Sugarloaf, this property offers the best of both worlds--space, privacy, and direct water access that's hard to find, along with the freedom to create your ideal island retreat.

1481 Sugarloaf Blvd, Sugarloaf

$1,499,000

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

3 Beds ⋅ 2 Baths ⋅ 621524 MLS

Truly unique and private estate property on the desired Sugarloaf Blvd. in Sugarloaf Shores. Ground level CBS house sits on 2 waterfront lots. Totaling over 1.3 acres of land and approx. 400 ft. of canal front. Amazing view up the canal to the open water. The large floor plan featuring 3 bedrooms, 2 baths, den/office and fireplace. Kitchen has stainless appliances, quartz countertops and lots of storage for your inner chef needs. Covered back porch perfect for outdoor entertaining. Keep all your fishing equipment and/or water toys nicely organized in the large 2 car garage with laundry, extra freezer and storage shelves. Enjoy the ease of launching kayaks and paddle boards from your own private ramp into the canal.

1151 Sugarloaf Blvd, 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

$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

$3,199,000

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island, gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. Two of the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away.

4 Beds ⋅ 4 Baths ⋅ 618532 MLS

Nestled within this 280 ft of concrete walled and gated property lies a tropical oasis that epitomizes Keys living. Situated on a huge,12,000 sq ft corner lot that provides an exclusive island vibe with lots of privacy that comes complete with 200' of canal frontage, a 133' concrete dock, a new 10k lb boat lift, fish cleaning station, and travertine steps into the sparkling water for an enjoyable saltwater swim. Outdoor lighting perfects this entire property along and under the dock and seawall as well. A new higher end fiberglass pool and spa made by Latham which are built with double thick fiberglass complete with heater and chiller is just waiting for you to enjoy after a day on the water or an evening of entertaining. The adjoining new tiki hut, complete with a NewAge summer kitchen, a dining area and ready for happy hours and fish tales. The bar and lounging area located across from the tiki hut provides a comfortable lounging area complete with a nice storage area. Pavers adorn all the open spaces surrounded by new exquisite, lush landscaping maintained by a 5-zone irrigation system. A new standing seam metal roof was installed in 2024. Oh and did I mention a real fire pit. This gorgeous home is all about being outdoors and enjoying the Florida Keys tropical ambiance. The main living area has an open kitchen concept with a center island, gas stove, new appliances, and dining table. Guest bedroom is on the main floor with a full bath and walk in shower. Upstairs has two master suites, one with a stand-alone tub and walk in shower and the other with a walk-in shower only. Two of the bedrooms have balconies overlooking this peaceful, delightful, property. All the furniture is brand new and comes included with the purchase. With the proximity to Key West, and all the excitement and nightlife and the world class fishing and diving out your back door, the world is your oyster in this Fabulous Florida Keys slice of paradise. Don't let this one get away.

17183 Coral Dr, Sugarloaf

$8,995,000

Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach — a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and diving. A protected 6-boat basin with room for extra boats is the centerpiece of the waterfront, complete with 25K and 16K lifts, a boat ramp, sandy beach, lookout point, and composite observation deck. After a day on the water, unwind in the lagoon-style saltwater pool with heater, chiller, and custom water features. The expansive tiki bar includes TVs, True refrigerator/freezer drawers, and an ice machine—perfect for effortless outdoor entertaining. Additional features include a firepit, private sandy beach, and a full outdoor kitchen equipped with built-in BBQ, Viking appliances, and True refrigeration. The upper level offers a bright and open Great Room with sweeping ocean views, a spacious dining area, and a chef's kitchen with stainless appliances. Two covered verandas provide ideal spaces for taking in the breezes and panoramic vistas. The primary suite features an office, en suite bath, walk-in closet with laundry, sunroom, and loft. Two additional upstairs guest rooms comfortably accommodate visitors, while the separate downstairs living area offers three more guest bedrooms for privacy and flexibility. Designed for hosting and convenience, the home is equipped with a Sonos sound system, property-wide Wi-Fi, abundant storage, a two-car garage with fishing lockers, and generous parking along a winding paver driveway. Lush, mature landscaping surrounds the property, creating a serene and secluded Sugarloaf Key retreat. Call for more information today!

6 Beds ⋅ 5 Baths ⋅ 617329 MLS

Introducing Blue Water Lagoon Estate! Experience unmatched privacy and exceptional waterfront living at this gated 2.33-acre oceanfront estate in exclusive Sugarloaf Beach — a location famously featured in the film ''True Lies''. Designed for the avid boater and those seeking a resort-style lifestyle, this 5,208 sq. ft. residence offers rare amenities and direct access to world-class fishing and diving. A protected 6-boat basin with room for extra boats is the centerpiece of the waterfront, complete with 25K and 16K lifts, a boat ramp, sandy beach, lookout point, and composite observation deck. After a day on the water, unwind in the lagoon-style saltwater pool with heater, chiller, and custom water features. The expansive tiki bar includes TVs, True refrigerator/freezer drawers, and an ice machine—perfect for effortless outdoor entertaining. Additional features include a firepit, private sandy beach, and a full outdoor kitchen equipped with built-in BBQ, Viking appliances, and True refrigeration. The upper level offers a bright and open Great Room with sweeping ocean views, a spacious dining area, and a chef's kitchen with stainless appliances. Two covered verandas provide ideal spaces for taking in the breezes and panoramic vistas. The primary suite features an office, en suite bath, walk-in closet with laundry, sunroom, and loft. Two additional upstairs guest rooms comfortably accommodate visitors, while the separate downstairs living area offers three more guest bedrooms for privacy and flexibility. Designed for hosting and convenience, the home is equipped with a Sonos sound system, property-wide Wi-Fi, abundant storage, a two-car garage with fishing lockers, and generous parking along a winding paver driveway. Lush, mature landscaping surrounds the property, creating a serene and secluded Sugarloaf Key retreat. Call for more information today!

16750 Old State Road 4a, Sugarloaf

$19,750,000

RARE PRIVATE SANDY BEACH | OCEANFRONT ESTATE | 30 MINUTES TO KEY WEST A truly extraordinary opportunity on coveted Sugarloaf Beach--over 5 acres of private oceanfront property offering endless open-water views, exceptional privacy and a rare natural sandy beach in the Lower Keys. This remarkable estate includes two County-recognized residential dwelling units with an established history of permitted vacation-rental use, creating a valuable combination of existing residential rights, income potential and future redevelopment opportunity. The main residence offers 4 bedrooms and 4 bathrooms, complemented by a second 2-bedroom, 2.5-bath residence, currently configured as luxury vacation rentals. A newly reconstructed 430-foot dock with stainless-steel pilings, stainless-steel support beams and composite decking provides exceptional boating access, with approximately 5-foot draft accommodating larger vessels. World-class fishing, diving and boating begin at your doorstep, with American Shoal Lighthouse approximately five miles offshore. A recent professional environmental and development review identifies existing developed and disturbed areas as particularly valuable for future redevelopment and notes potential to enlarge, replace or substantially reconfigure the two existing residences, subject to applicable approvals. The adjoining vacant parcel also contains a preliminary upland opportunity area identified for further development evaluation, adding another compelling dimension to this exceptional offering. With its private beach, expansive open-water setting, established residences, vacation-rental history and substantial waterfront infrastructure, this is a rare opportunity to create an extraordinary private compound or reimagine an iconic oceanfront retreat in one of the Florida Keys' most secluded settings. Future development and redevelopment are subject to applicable governmental approvals, environmental requirements and permitting.

6 Beds ⋅ 7 Baths ⋅ 617534 MLS

RARE PRIVATE SANDY BEACH | OCEANFRONT ESTATE | 30 MINUTES TO KEY WEST A truly extraordinary opportunity on coveted Sugarloaf Beach--over 5 acres of private oceanfront property offering endless open-water views, exceptional privacy and a rare natural sandy beach in the Lower Keys. This remarkable estate includes two County-recognized residential dwelling units with an established history of permitted vacation-rental use, creating a valuable combination of existing residential rights, income potential and future redevelopment opportunity. The main residence offers 4 bedrooms and 4 bathrooms, complemented by a second 2-bedroom, 2.5-bath residence, currently configured as luxury vacation rentals. A newly reconstructed 430-foot dock with stainless-steel pilings, stainless-steel support beams and composite decking provides exceptional boating access, with approximately 5-foot draft accommodating larger vessels. World-class fishing, diving and boating begin at your doorstep, with American Shoal Lighthouse approximately five miles offshore. A recent professional environmental and development review identifies existing developed and disturbed areas as particularly valuable for future redevelopment and notes potential to enlarge, replace or substantially reconfigure the two existing residences, subject to applicable approvals. The adjoining vacant parcel also contains a preliminary upland opportunity area identified for further development evaluation, adding another compelling dimension to this exceptional offering. With its private beach, expansive open-water setting, established residences, vacation-rental history and substantial waterfront infrastructure, this is a rare opportunity to create an extraordinary private compound or reimagine an iconic oceanfront retreat in one of the Florida Keys' most secluded settings. Future development and redevelopment are subject to applicable governmental approvals, environmental requirements and permitting.

15760 Old State Road 4a, Sugarloaf

$2,849,000

Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

3 Beds ⋅ 2 Baths ⋅ 618874 MLS

Experience breathtaking sunsets over Sugarloaf Sound from this 2-story CBS open water estate offering 3 bedrooms, 2 baths, and 2,170 sq ft of elevated coastal living just 20 minutes from Key West. Situated on a generous 15,650 sq ft lot, this meticulously maintained home features impact doors and windows, metal roof, exterior elevator, and lush tropical landscaping including a dedicated orchid house for the gardening enthusiast. The main living level showcases a stunning Great Room with soaring tongue-and-groove ceilings and panoramic water views. The open kitchen overlooks Sugarloaf Sound and offers bar seating, stainless appliances, and gas range. A dining area with Dade County Pine accent wall adds warmth and character. The entire second floor is devoted to the private Primary Suite retreat, complete with walk-in closet, sitting room, and spectacular water views for morning coffee with the sunrise and evenings watching the Keys' famous sunsets. Outdoor living is exceptional with a waterfront heated and chilled pool, covered lanai for entertaining, outdoor shower, tiki hut, and private dock with 12,000 lb boat lift offering easy open water access. Every evening, the sky ignites in gold and crimson as the sun melts into Sugarloaf Sound. This is not just a home, it is a front-row seat to one of the Florida Keys' most extraordinary natural performances.

17041 Marlin Dr, Sugarloaf

How much is your home worth?

How much is your home worth?