Sugarloaf Key, Florida listings for sale


$3,795,000 - Sugarloaf Key, FL

16705 Tamarind Road Sugarloaf Key, FL - Exquisite Open Water Estate on Prestigious Southpoint, Sugarloaf Key! Experience unparalleled luxury at this stunning solid concrete open water property, located just 20 minutes from the magic of Key West and Key West Airport. Situated on prestigious Southpoint, Sugarloaf Key, this magnificent estate offers breathtaking open water views and a lifestyle of elegance and comfort.Spanning 3,086 square feet of refined living space, this home features 3 bedrooms, 2 bathrooms, plus a versatile office/den and a large laundry room. The expansive 19,300 square foot lot is a tropical paradise, beautifully landscaped with fruit trees, an orchid house, landscape lighting, and irrigation from cisterns.Step inside to discover poured concrete floors that exude modern sophistication. The chef's kitchen is a culinary dream, equipped with Miele appliances and a Sub-Zero refrigerator. Entertain with ease in the separate bar area and enormous living space. The property also boasts a ducted vacuum system and a commercial-grade metal roof for added convenience and durability. Outdoor living reaches new heights with a stunning new pool, featuring a long ledge perfect for relaxing with cocktails. The large tiki hut serves as an outdoor lounge, complimented by a separate bar area under the house adjacent to the pool. The dock and boat lift provide direct access to the open water, making this home a boater's dream. Enjoy the convenience of an elevator, granting access from the garage and ground level to all floors. The rooftop deck offers 360-degree views, including vistas of the open ocean, perfect for sunset soirees or stargazing nights. This estate is designed for the discerning luxury buyer, offering the perfect blend of sophistication, comfort, and tropical charm. Don't miss the opportunity to own a piece of paradise on Sugarloaf Key! Low Insurances. Call for your private showing today! Video tour https://tinyurl.com/16705Tam
2015 | 3 | 2 | 3,086 sqft.
$2,499,000 - Sugarloaf Key, FL

17210 Angelfish Lane Sugarloaf Key, FL - 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.
2024 | 3 | 2 | 2,288 sqft.
$2,200,000 - Sugarloaf Key, FL

17213 Starfish Lane Sugarloaf Key, FL - Tropical Paradise and Boater's Dream!Welcome to this custom-built 3-bedroom, 2-bathroom home in the prestigious Sugarloaf Shores, just 15 minutes from Key West and a short boat ride to the most stunning sandbars in the Florida Keys. Nestled on an expansive 15,000+ sq. ft. corner lot, this all-concrete home offers over 1,700 sq. ft. of beautifully designed living space. The property is fully fenced and surrounded by lush tropical landscaping, providing a private retreat with waterfront views. Step inside to an open-concept floor plan that seamlessly blends elegance and functionality, perfect for entertaining. The kitchen is a chef's dream, featuring custom cabinetry, granite countertops, and stainless-steel appliances. The spacious master suite includes private access to the large balcony overlooking the canal, a luxurious ensuite with a stunning walk-in shower, and dual walk-in closets. On the ground level, you'll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainer's delight with a sparkling pool, a whole-home generator for peace of mind, and direct access to a wide canal, ideal for boating enthusiasts. With its impeccable design, premium features, and unbeatable location, this Florida Keys gem is truly a must-see. Don't miss your chance to own this slice of paradise!
1993 | 3 | 2 | 1,750 sqft.
$2,100,000 - Sugarloaf Key, FL

20141 Kings Row Sugarloaf Key, FL - This versatile commercial property, located just one block from US-1 and backing onto a peaceful nature preserve, offers tremendous potential across four commercially zoned RV lots. Currently utilized as a storage location, the property features a 2-bedroom, 1-bathroom mobile home, which adds residential or office flexibility.The expansive lot's RV zoning allows for a range of potential uses, making it an attractive opportunity for investors or entrepreneurs seeking to maximize its prime location and unique setting. Whether continuing its use as storage or transforming it into something new, this property offers endless possibilities in a highly accessible yet tranquil area.
1959 | 2 | 1 | 792 sqft.
$1,999,999 - Sugarloaf Key, FL

17054 Coral Drive Sugarloaf Key, FL - Waterfront Retreat in Sugarloaf Key - A Boater's Dream!Located on prestigious Sugarloaf Key, only 20 minutes from Key West, this meticulously maintained 4-bedroom, 3-bathroom home offers seamless indoor-outdoor living with breathtaking water views and boating access to world-class fishing and diving. The 12,500 sqft lot is situated in a prime location only one in from open water on a crystal-clear, wide canal with a 100-foot concrete seawall, davits, and ample dockage. Surrounded by lush tropical landscaping, it feels like a private sanctuary, where swaying palms and rare bird sightings create a peaceful retreat. The open-concept living space features a well-appointed kitchen with stainless steel appliances, an island, and generous storage. A split-bedroom floor plan ensures privacy, with two primary suites on opposite ends of the home. The 2 guest rooms are separate with a shared bathroom which makes this home ideal for ultimate privacy for guests. Additional highlights include a home theater room and an expansive covered entertaining area beneath the home, complete with a custom-built bar and a cozy fire pit. Outdoor spaces include spacious decks, a screened in covered porch, a private rooftop terrace for sunset views and stargazing, and a one-of-a-kind outdoor shower, crafted from an original Key West ticket booth. A separate enclosed room on the ground level offers flexibility as a massage space or additional storage. A large garage, covered parking, and a circular driveway provide ample space for vehicles and guests. With plenty of room to add a pool, this home offers endless possibilities to enhance your outdoor living experience. Whether you're hosting a gathering or unwinding after a day on the water, this exceptional property captures the best of the Florida Keys lifestyle. Don't miss this rare opportunity to own a prime waterfront home in Sugarloaf Key! Check out the 3D floorplan to view the sprawling layout and video here https://tinyurl.com/4c46fzsm
2004 | 4 | 3 | 2,422 sqft.
$1,995,000 - Sugarloaf Key, FL

17176 W Bonita Lane Sugarloaf Key, FL - Experience refined island living and world-class boating access in this exceptional Sugarloaf Shores residence. Situated on a generous 12,500 sq ft lot, this 2,353 sq ft, 4-bed, 3-bath, split-level home offers privacy, comfort, and thoughtfully designed indoor-outdoor living.Enjoy the beauty of mature tropical landscaping that surrounds the property, creating a serene atmosphere and lush privacy. Step into your personal backyard paradise, featuring a 22' x 10' pool, a private boat ramp, a swim ladder, and two boat lifts, a 10,000 lb, and a 30,000 lb, ideal for a range of boating options. A charming gazebo provides a shaded retreat by the water.This location is a dream for outdoor enthusiasts, offering quick access to world-class fishing, diving, and snorkeling. Whether you're casting off for a day on the water or exploring vibrant marine life nearby, adventure is always close by. And when you're ready for a night out, Key West is only 16 miles away, offering an exciting mix of art galleries, live music, and acclaimed restaurants.Inside, the main floor showcases an open-concept layout with skylights that bathe the kitchen and living areas in natural light. Two primary ensuite bedrooms are located on opposite sides of the home for optimal separation and privacy, each with direct access to the expansive screened 10' x 44' balcony, perfect for outdoor dining, and entertaining. The kitchen also opens to the balcony, offering seamless flow for hosting or everyday enjoyment.The ground floor features two additional bedrooms and a full bath, with sliding glass doors that lead out to the lush tropical surroundings. An additional balcony, outdoor shower, off-street parking for four vehicles, newer windows, and ample storage for fishing gear, kayaks, and more complete this exceptional offering.With its waterfront features, spacious layout, and unbeatable location in Sugarloaf Shores, this home is a standout opportunity in the Lower Keys.
1974 | 4 | 3 | 2,353 sqft.
$1,875,000 - Sugarloaf Key, FL

17159 Amberjack Lane Sugarloaf Key, FL - Discover the pinnacle of Florida Keys living in this charming waterfront home on prestigious Sugarloaf Key, just 20 minutes from Key West! This stunning 3-bedroom, 2-bath, 1,660 sq. ft. stilted home is set on a spacious 12,500 sq. ft. lot along a crystal-clear wide canal, complete with a brand new gorgeous pool with a heater and chiller, a 32ft Dock and 12,000 lb. boat lift. Step inside and fall in love with the chef-friendly kitchen and bright, open living and dining areas. The first floor boasts two bedrooms and a bath, while the entire second floor is a luxurious primary suite with a private porch offering breathtaking sunset views over open water. The newly renovated primary bath is simply exquisite with a coffee bar and beverage fridge, dual vanities, and a spacious shower with dual shower heads. The spacious primary walk-in-closet has a new washer and dryer for added convenience. There is also a new washer & dryer in the kitchen .The home has been newly updated with wood-plank vinyl flooring, exterior electric Sunsetter solar shades for the afternoon sun, new HVAC and the entire house has been repainted both inside and outside, this home is move-in ready. Just bring your toothbrush! Step out onto the large deck through french doors from the living room or adjacent guest bedroom, perfect for entertaining or relaxing while soaking in the tropical breeze and views of the canal. Hurricane impact doors and windows throughout. The outdoor oasis features a new tiki hut with a cocktail bar, covered seating area adjacent to the pool, a sparkling new salt pool with heater and chiller, and ample space for hosting friends and family. Plus, there's an enclosed storage area for your toys and plenty of parking for your RV, boat trailer, and guests. RV hookup 30 AMP. Wind, Flood and Home insurances total $10k! Don't miss your chance to own a piece of paradise--schedule your private tour today! Video tour https://tinyurl.com/17159Amberjack
1989 | 3 | 2 | 1,660 sqft.
$1,799,000 - Sugarloaf Key, FL

17094 Coral Drive Sugarloaf Key, FL - This beautifully appointed home is located in prestigious Sugarloaf Shores, an upscale coastal community of waterfront homes just 15 miles from the magic of Key West. As you enter the 3 Bedroom 2 Bath 2,000 sq. ft. home a massive Great Room greets you highlighted by a true chef's Kitchen offering lots of custom cabinetry, stainless appliances, 2 wine coolers and large center island for friends and family to gather around while you cook up today's catch. After dinner cocktails are enjoyed on the full-length porch overlooking the water. The large Primary Suite offers room for seating, walk-in closet and an updated Bath with double sinks and large shower. Guest will appreciate the 2 spacious Guest Bedrooms and updated Bath with spa tub. Set on an 80' wide crystal clear canal the 50' dock is just a short ride to open water with easy ocean access through Tarpon or Sammy Creek. This home is storm ready with concrete block construction, impact doors and windows, and upgraded 5 V Crimp metal roof. Plenty of room for all of your toys in the enclosed storage down stairs. Easy to maintain pea-rock yard offering lots of room for Pool, RV, parking and trailer storage completes this wonderful home.
1982 | 3 | 3 | 1,998 sqft.
$1,699,000 - Sugarloaf Key, FL

1068 E Buttonwood Drive Sugarloaf Key, FL - Tucked away in the prestigious Sugarloaf Shores neighborhood this exceptionally private canal front retreat sits high on the ground sprawling over 1/2 acre of lushly landscaped fenced and gated grounds. Step inside the Living Room where large impact windows greet you boasting picturesque pool and garden views while flooding the space with natural light, creating an airy, welcoming atmosphere. The well equipped kitchen features ample granite countertops, stainless steel appliances, wood cabinetry and breakfast nook. Glass doors open to the backyard, allowing for seamless indoor-outdoor living and entertaining. Next to the Kitchen, a luxurious guest suite with its own en suite bathroom and private access to both the front and backyard offers the perfect space for visitors. The other side of the home offers two additional generously sized guest bedrooms featuring direct access to the backyard. The primary suite is a true sanctuary, offering pretty garden views, dual closets, spa bath and private access to the backyard. The home has lots of architectural features including vaulted tongue in groove ceilings, floor to ceiling windows and a porte-cochere entryway. Outside, the expansive entertainment area awaits, featuring a large sparkling pool and a covered lounge space designed for year-round enjoyment. An elevated deck off the primary suite provides an intimate spot to savor morning coffee or unwind while watching the sunset. The property is truly a boater's paradise with approximately 250' of waterfront with full concrete seawall, boat lift, and kayak launch offering direct access to the water for endless adventures. A separate 2-car detached garage and long circular paved driveway allows for lots of room for all of your toys. Lots of fruit trees including mango, fig and banana complete this waterfront oasis.
1966 | 4 | 3 | 1,967 sqft.
$1,689,000 - Sugarloaf Key, FL

1151 Sugarloaf Boulevard Sugarloaf Key, FL - 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.
1959 | 3 | 2 | 2,144 sqft.