Modern luxury seamlessly blends with relaxed tropical living in this oversized, brand-new construction home located on Sugarloaf Key. This elevated three-story residence features 5 bedrooms and 5 bathrooms all en suite, offering approximately 3,700 square feet of thoughtfully designed living space on a 10,000-square-foot lot. Designed with both lifestyle and functionality in mind, the home showcases top-of-the-line Sub-Zero and Wolf appliances, a full Smart Home system, and the largest residential elevator permitted, providing effortless access between levels. An enclosed garage and expansive storage areas beneath the home offer ample space for vehicles, toys, and fishing gear. The outdoor living is equally impressive. A large private heated pool sits along the side of the home, surrounded by artificial turf, professional landscape lighting, and outdoor speakers, creating a serene tropical setting ideal for entertaining or unwinding in complete privacy. Boaters will appreciate the 100 feet of canal frontage with a 3-foot control depth, making this an ideal property for everything from offshore fishing adventures to relaxed sandbar cruising. Whether you're a serious angler or simply enjoy life on the water, this home delivers. Just 20 minutes from Key West, Sugarloaf offers the perfect balance of convenience and tranquility--close enough to enjoy the energy of downtown, yet far enough to experience true seclusion. This exceptional waterfront home is a rare opportunity and a must-see. Listing Broker Owned / Interest.
Are you dreaming of your own personal paradise? Look no further than this stunning property in the highly sought after Cutthroat Harbor Estates. With features that check off every box on your list, this home is truly a gem. Enjoy the luxury of CBS construction and a spacious 9000 sq. ft. lot. The 65' dock has been newly resurfaced with composite decking and comes equipped with a 10k lb boat lift and Jet ski dock. Take a dip in the heated pool with a saltwater filtration system and relax under the 10 x 16' thatched tiki hut overlooking the canal. Enjoy evenings by the firepit on the beach area or rinse off in the outdoor shower with hot/cold water. Take in the stunning sunset views from the 35' high observation deck while sipping on a drink during happy hour. You'll love the beautiful landscape, including a Zen garden, and the convenience of a circular drive with pavers and plenty of parking space under the house. Other features include a new metal roof (2017), glass outside elevator, and a large storage room. With easy access to world-class fishing and diving, this property won't last long!
Acre of Privacy, talk about your cottage in the woods, here you go. With a screen porch and storge room. 2bd/1bth cottage.. 2 carports. 3 sheds. Property is Rogo Exempt if you rather create your own dreams. Zoning allows for weekly rentals. AE8 flood, zone tier 1 property. Owner does not carry ins. Connected to central sewer, grinder pump. 20 min to Key West. Boat ramp down the road. No owner finance. No owner finance. Cash buyers. Being sold ''As Is'' No tresspassing. Pets on property, need notice to show. Room to park RV boat, cars etc. Schedule to come see. Yard sale Saturday Nov. 17th 9am-5pm
Highly desirable corner-lot canal-front home in Coral Shores! Perfectly positioned on a BOATING CANAL with a 28' concrete dock, this property offers the ideal Florida Keys boating lifestyle with easy water access for fishing, diving, and island hopping. The spacious lot provides abundant parking with room for an RV, boat trailer and guest parking--a rare find in the Keys. You can RELAX on your 320sf SCREENED PORCH overlooking the canal, enjoying tropical breezes while blending indoor and outdoor living.Inside you'll find a comfortable living area, spacious kitchen, 2 bedrooms, 1 bathroom and indoor laundry! Beautifully upgraded with lots of STORAGE, this home offers low key living with a touch of refinement!Surrounded by county-owned wooded lots, the home offers exceptional privacy and a peaceful, natural setting--your own island retreat. Whether as a full-time residence, weekend escape, or Keys getaway, this property delivers the space, privacy, and boating access that make Keys living so desirable.New metal roof in 2025. Newer mini splits.
Affordable waterfront Living in the Lower Keys! This waterfront 2-bedroom, 2-bath mobile home is located in Venture Out, a gated, resort-style community offering endless activities and true Island living at a price point rarely found on the water.Enjoy direct boating to open water, just minutes from the Atlantic and Gulf, making this a boaters dream. Located at Mile Marker 23, you're only 20 minutes from Key West, close enough to enjoy the nightlife, dining and Island culture - yet far enough to relax in a laid-back island setting.Venture Out is packed with amenities including a marina, two double wide boat ramps, Oceanfront pool, Spa and Kiddie Pool, lighted tennis and pickleball courts, bocee courts, community store with ice and fuel, planned social events and a lounge with ping-pong, pool table, darts, books and more..... perfect for full time living, a vacation escape or an income producing property.Best of all, transient short term rentals are allowed, including VRBO and Airbnb, making this an excellent opportunity for investors or buyers looking to offset ownership costs with rental income.Whether you're seeking affordable waterfront ownership, a boaters retreat or a vacation rental in the Keys, this property delivers lifestyle, location & value.
Welcome to coastal living in one of the most desirable neighborhoods in Cudjoe Key. This beautifully renovated 4-bedroom, 3-bath oceanfront residence sits proudly on a rare double lot, offering unmatched space, privacy, and breathtaking open-water views. Step inside to discover a bright, airy living space with stylish coastal finishes, vaulted ceilings, and walls of windows that frame the sparkling turquoise sea. The newly upgraded kitchen features high-end appliances, custom cabinetry, and a spacious island perfect for gathering with family and friends. Enjoy seamless indoor-outdoor living with expansive decks overlooking the water--perfect for sunrise coffee, sunset cocktails, or dining al fresco. The oversized property provides plenty of room to unwind, entertain, or dream up future additions like a pool, tiki or guest cottage. With four generous bedrooms--including a serene oceanfront primary suite--everyone has room to relax and recharge. The home is move-in ready with modern updates throughout, including new flooring, fixtures, and fresh coastal-inspired decor. Located in a quiet, sought-after Cudjoe Key neighborhood, you're close to marinas, boating, dining, and just a short drive to the vibrant energy of Key West.Property Highlights:*Oceanfront with stunning open-water views*Fully renovated interior with Keys coastal finishes *Rare double lot for privacy and expansion potential*4 spacious bedrooms / 3 updated bathrooms*Expansive outdoor living & sunrise/sunset viewing decks*Quiet, upscale neighborhood with easy access to boating and Key West.This is Keys living at its absolute finest--your dream home by the sea awaits!
Escape to your own private paradise at 19881 Date Palm Drive in Sugarloaf Key! This beautifully updated single-family home is tucked away in a quiet, secluded location and offers 100 feet of pristine canal frontage with a cut-in boat slip--perfect for boating enthusiasts with no neighbors across the canal!Step inside to find rich Brazilian hardwood floors, custom wood cabinetry, and sleek concrete countertops that bring warmth and modern character to the living space. A spacious legal lower enclosure (over 1,400 sq. ft.) adds versatility--ideal for storage, hobby space, or entertaining.Enjoy island living on your expansive deck with a wraparound catwalk, or take in the lush, tropical landscaping from your composite dock. The fully fenced lot also includes a detached shed, and there's ample room to add a pool or park your RV.Don't miss this rare canalfront gem in one of the Lower Keys' most desirable areas.Schedule your private showing today and make island life a reality!
Welcome to a truly unique aviation property in the heart of Summerland Key! Located at the end of the exclusive Summerland Key airstrip on a 12,425 sq. ft. double lot, this concrete block home offers the ultimate blend of sky, sea, and space. Featuring a 37' x 27' airplane hangar, 2-car garage, and expansive driveway, this 3-bedroom, 2-bathroom plus bonus/4th Bedroom residence is tailor-made for pilots, business owners, or anyone needing substantial storage or staff housing. Inside, you'll find warm wood finishes, a spacious kitchen and a cozy living area with tongue-and-groove wood ceilings and recessed lighting. Owners in this aviation community enjoy access to the Blanche Bergin Marina Park, complete with boat ramp and available dockage for a fee. Whether you're flying in, boating out, or simply enjoying the peace of the Florida Keys, this home offers unmatched versatility and potential. A rare opportunity to own a hangar home with marina and boat ramp privileges in a private, tranquil setting.
Embrace the ultimate Keys lifestyle in this charming waterfront hone, where every day feels like a vacation. Located just minutes from ocean access no bridges, this property is a fisherman's paradiseThis 3-bedroom, 2-bath home offers Hardie board Siding metal roof an open floor plan. The newly updated kitchen features exquisite granite countertops, stainless steel appliances, and a large island perfect for cooking and entertaining. The living and dining areas flow seamlessly to a covered balcony, creating an ideal space for relaxation or gatherings.Step outside to discover a 30 ft concrete dock complete with davits, ample room for your RV and water toys, and a generously sized 6,000-square-foot lot ready for a pool. Downstairs, take advantage of a spacious storage area and an outdoor shower--perfect for rinsing off after a day on the water.
Immaculate, furnished and move-in ready! Built in 2015, this 3BD/2BA home is in desirable Summerland Key Cove, offering access to the adjacent private park property which has a boat ramp at Hudgins Lake. Step inside the impressive entry doors and you'll appreciate the space and neatness! The 1188 sq. ft. living area offers ample cabinets and counter space in the kitchen, a separate laundry room, and a walk-in closet in the primary bedroom suite. Wood-look plank tile floors run throughout the house. On the ground level you'll find an inviting, screened sitting area overlooking the big back yard, covered parking, and always-needed storage space. Permitted in 2023, the black chain-link fence has a pedestrian gate as well as an automatic rolling gate for vehicles, and another gate in back opening to the park area. Impact-resistant windows and doors. Just 25 miles from Key West; Marathon is within easy reach as well. For aviation enthusiasts, there's a private airstrip, too. **Note: no showings until Jan. 12, no showings Jan. 16-19.**
Welcome to your private retreat in the Lower Keys! Nestled on an expansive 20,000 sq ft lot, this meticulously maintained one-owner home offers the perfect blend of privacy, comfort, and Keys-style living. Backing up to a protected nature preserve, you'll enjoy uninterrupted sunset views from your master bedroom and upstairs balcony - with the added bonus of a natural windbreak and guaranteed privacy to the south. Designed for both peaceful living and effortless entertaining, the open-concept floor plan offers plenty of space to gather while still giving each bedroom its own sense of privacy. From the living room, open the two sets of French doors to a sprawling wraparound porch that overlooks the lush, fully fenced backyard. It's the perfect setting for family BBQs, sunset cocktails, or just relaxing in the ocean breeze. Hurricane-ready with a combination of accordion and electric roll-down shutters, this home has been lovingly cared for and offers a warm, welcoming feel from the moment you step inside. Outside, there's ample gated parking, room for your RV or boat, and still space left over for entertaining, gardening, or even a future pool. Located in the heart of peaceful and quiet Summerland Key, you're just minutes from local boat ramps, world-class fishing, and everything the Lower Keys lifestyle has to offer. Deeded boat ramp available for use a mile away, exits Niles Channel. This is a must see!
3BR/2BA waterfront home on Doubloon Lane offering classic Florida Keys living and relaxation. Features include a pool, large covered patio, sun deck, and a 10,000-lb boat lift, ideal for boating and outdoor enjoyment. Upstairs living area includes impact windows and a new hot water heater (2024).The downstairs area includes two large storage rooms, one of which features a fully functioning bathroom with shower (additional bathroom not reflected in public records). The property provides ample parking for vehicles, trailers, and recreational equipment and is designed for relaxed indoor-outdoor living with convenient water access.
Experience elevated waterfront living at this stunning South Point Sugarloaf Key retreat, where open-water serenity meets refined island design. This exceptional five-bedroom, four-bathroom residence is thoughtfully designed to host family and guests with ease, featuring a desirable split-floor plan and expansive living spaces framed by endless turquoise views.The primary suite is a private sanctuary, highlighted by a wall of windows that greets each morning with sweeping vistas of the open Atlantic--an ever-changing canvas of blues that defines life in the Florida Keys. Throughout the home, wall-to-wall water views create a seamless connection between indoor comfort and the surrounding seascape, offering multiple spaces to relax, entertain, and soak in the coastal atmosphere.Set on an impressive 12,500-square-foot lot, the property provides ample room for outdoor living, recreation, and plenty of room for a pool. Boaters will appreciate the 120-foot concrete seawall with davits, delivering effortless access to world-class fishing, diving, and the iconic Lower Keys sandbars.The elevated design allows the entire lower level to transform into an expansive open-air lounge and entertainment area, complemented by a generous storage room for all your boating and island gear, plus abundant parking.Located in one of the Lower Keys' most sought-after neighborhoods, this peaceful waterfront escape is just 15 minutes from Key West, offering the perfect balance of privacy and convenience.Schedule your private showing today--available in person or via live video--and discover the essence of luxury island living.
Completely remodeled, turn key 3 bed 2 bath canal front home that.backs up to the nature's preserve. Home features large pool with a bar area and 300 square feet enclosed storage ,mature landscaping and concrete wall with automatic gate . Easy boating access from new concrete dock to Atlantic ocean side and the Gulf. Actively profitable Airbnb home
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.
Retreat to over 20 acres of private paradise, where unobstructed open-water views and breathtaking sunrise and sunset skies set the tone for everyday. Remotely tucked away off Old State Road in Sugarloaf Key, this rare beachfront estate delivers a level of privacy and true coastal beauty that is nearly impossible to replicate in the Florida Keys. Concrete construction completed in 2024, this turnkey, fully furnished home was thoughtfully designed to take full advantage of its surroundings. Large hurricane-impact windows and doors frame open-water views from nearly every room, while the bright, spacious interior is completed with stylish, high-end finishes throughout.The outdoor living experience resembles your very own private resort, with multiple spaces designed to take in the peace, quiet, and surrounding views--including the balcony, pool, downstairs covered lanai, and fire pit area. The large, newly completed (2025) saltwater pool features both a heater and chiller for year-round comfort. Artificial turf around the pool creates a clean, low-maintenance outdoor aesthetic ideal for effortless enjoyment. Professionally designed landscaping is supported by a full irrigation system, while mosquito control systems provide coverage across the balcony, pool area, and lower-level seating spaces. Endless adventure begins right in your backyard, with direct access to your own private sandy beach. Launch straight into the Keys' best snorkeling, fishing, diving, kayaking, and exploring. The home is fully wired with CAT6 cabling, features a Sonos sound system throughout the interior and exterior, and includes a 500-gallon propane tank. Rare in scale, intentional in design, and defined by unmatched privacy and open-water views, this is a generational opportunity to own a truly one-of-a-kind beachfront retreat in the Florida Keys.
Oceanside canal-front opportunity in Ramrod Key. This 3-bedroom, 2-bath home with a pool is ideally located near Looe Key Reef and Picnic Island, and is just a 10-minute walk to the local watering hole, The Tiki.The property includes an additional buildable lot, creating a rare opportunity to construct a second residence, guest house, or future income-producing property--significantly enhancing long-term value.Well-suited for full-time living, a second home, or investment, this offering delivers location, waterfront positioning, and development potential in one of the Lower Keys' most desirable oceanside neighborhoods.
Offered in the highly sought-after Jolly Roger Estates, this beautifully maintained, one-owner canal-front home is just 11 years old and truly move-in ready. Elevated and thoughtfully designed, the 1,296 sq. ft. residence offers three bedrooms and two bathrooms, enhanced by refined finishes including crown molding, tray ceilings, tile showers, and a bright, open-concept living space ideal for coastal living. Built for both comfort and peace of mind, the home features a metal roof installed in 2018 along with impact-rated windows and doors throughout. Enjoy added privacy and nightly sunset views over the protected salt marsh directly across the street--an unspoiled natural backdrop that will never be developed. Boaters will appreciate the free-flowing, clear-water canal with excellent access to both the ocean and the bay. The private dock with a 7,000-lb side-lift boat elevator makes heading out for fishing, diving, or sunset cruises effortless. The spacious lot offers a large driveway, double covered parking, and ample room for boat trailers and additional vehicles. Downstairs, a full concrete pad and enclosed angler's room provide the perfect space for storing fishing gear, dive equipment, and all your island toys. Located near mile marker 28.5, Jolly Roger Estates is a peaceful, palm-lined waterfront community on the Atlantic side of Little Torch Key, offering direct access to Pine Channel and world-class boating, fishing, and diving at nearby Looe Key Reef. Just 24 miles from Key West, this exceptional property delivers the perfect blend of island tranquility and convenient access to dining, entertainment, and amenities--an ideal full-time residence, second home, or investment in the Florida Keys lifestyle.
Affordable piece of paradise! Fully furnished, move in ready, open concept, bright and airy, and freshly painted interior! This 2 bedroom 2 bath home is so spacious you'll be amazed. All new furnishings included! It has a very large kitchen and living area that looks out over the canal, with sliding glass doors out on to the newly painted deck. Minisplits in each room that cool, heat and dehumidify! Plus, a 5 stage reverse osmosis water purifier! There is 44 ft of concrete dockage, very generous for this community, and lots of storage underneath the house for all your boating and fishing gear. A large pool, hot tub, and tons of community activities are just a few of the amenities Venture Out has to offer its residents.
Nestled in Breezeswept Beach Estates, this fully remodeled canal-front home is the perfect Keys getaway. This 4-bed, 2-bath house features an open floor plan, vaulted ceilings, and a modern kitchen with granite countertops, new cabinets, and stainless steel appliances. The master suite offers a walk-in closet and spa-style bathroom, while the additional bedrooms provide plenty of space for family and guests.Enjoy 90 feet of canal frontage, a 10,000-pound boat lift, and a large covered screened patio for relaxing or entertaining. The home also includes a new AC unit, stackable washer and dryer, a large 9,000 sq ft lot, brick paver driveway, covered parking, and a metal roof installed in 2019. Experience peaceful waterfront living your Florida Keys paradise awaits!
Rare opportunity in the exclusive Summerland Key Cove community. This ground-level, canal-front home offers 3 bedrooms, 2 bathrooms, and 2,246 total sq ft with impact-resistant windows and comfortable island living. Enjoy 60 foot dock, including a 15,000-lb boat lift, providing easy access to both the Atlantic Ocean and Bayside. Ample parking available for multiple vehicles, RV, or boat trailers. Move-in ready with a VA assumable loan available for qualified buyers. Ideal for boaters, pilots, or anyone seeking the true Florida Keys lifestyle. Easy to show.
Welcome to your Florida Keys oasis on an oversized 90' x 100' lot w/ 60ft dock--offering space, privacy, and upgrades rarely found in the Lower Keys. Meticulously maintained and lovingly cared for, this waterfront home features vaulted ceilings, a wraparound porch, and panoramic sliding doors that create exceptional indoor/outdoor flow, allowing the home to live much larger than its under-air square footage while showcasing breathtaking sunset views and coveted southern exposure.The kitchen is a true focal point with a large island, plumbed gas range, wall oven, and seamless connection to the main living and entertaining areas. A master propane tank services the stovetop, fire pit, and BBQ--ideal for effortless entertaining. Outdoors, enjoy designer/custom landscaping, mature fruit trees, a working cistern, outdoor shower, and a fully fenced yard. The rare 90-foot lot width provides added separation from neighboring homes, allowing room to spread out and enjoy a level of privacy not commonly found in the Keys.Set on a culvert flow-through canal, the property benefits from natural water movement that supports clean/clear water and increased fish and wildlife just off your 60ft private dock--enhancing everyday Keys living.Downstairs is fully enclosed and features extra tall columns designed for elevated, above-flood storage, along with a 2-car garage, utility room, bonus shed, and abundant storage space. Additional highlights include 11,000 lb boat davits and 100% Class A hurricane protection with impact windows and shutters, a metal roof, & single wraps contributing to low insurance costs (approx. $5,300 wind, $985 homeowners, $2,568 flood). Furnishings included with sale. Conveniently located near world-famous Looe Key Reef, world-class fishing, Picnic Island, Bahia Honda State Park, dining by boat, and local sandbars--this is Florida Keys lifestyle at its finest.
Set on a rare 0.68-acre property spanning four lots, this private canal-front home offers exceptional space, water access, and tranquility. With 204.5 feet of canal frontage, a 40-foot wood dock, and less than a 5-minute boat ride to Pine Channel, this location is ideal for boating enthusiasts. The 3-bedroom, 2-bath residence features a roof-covered deck perfect for entertaining friends and family while enjoying stunning sunset views. Tucked away near the end of a quiet street, the property provides a peaceful, secluded setting with plenty of room to design your own outdoor oasis--build a tiki, a spacious pool, or both to create the ultimate waterfront retreat.
Welcome to Summerland Key Cove! This beautifully home is perfectly situated on a deep-water canal with excellent boating access. Boaters will appreciate the new 17,000-lb boat lift and a quick ride to Looe Key, American Shoal, and the Adolf Bush wreck.The 1232 sq ft home sits on a 6,000 sq ft lot and features hurricane-impact windows, offering peace of mind and energy efficiency. The home has been tastefully remodeled within the last two years, including new kitchen and new bathrooms. Additional major upgrades include 2-year-old A/C the roof is just 4 years old.Bright, inviting, this home is ideal for enjoying the relaxed island lifestyle with world-class boating, fishing, and diving right at your doorstep. The supply lift will make it easy to transfer items to the second floor.
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.
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Summerland Key is located in Florida. Summerland Key, Florida 33042has a population of 6,609. Summerland Key 33042 is less family-centric than the surrounding county with 17.31% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Summerland Key, Florida 33042 is $95,365. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Summerland Key 33042 is 50.4 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.4 degrees. The average rainfall is approximately 44.4 inches per year, with 0 inches of snow per year.
