Sugarloaf Key Homes for Sale, Single Family Houses, MLS Home Listings

Experience the charm of this Key West Conch-style home on Sugarloaf Key in Indian Mound Estates. This beautifully designed residence offers 2 bedrooms and 1.5 baths, with a gourmet kitchen that showcases custom cabinetry and sleek stainless steel appliances. The rich wood and tile flooring flow seamlessly throughout, adding warmth and character to every room. Unwind on the private porch off the master suite, your own secluded retreat. Recent upgrades elevate this home, featuring a durable metal roof, impact doors and windows, a modern central AC system, and a sewer hookup added in 2016. Ideally situated just 300 feet from a serene picnic area and a boat and kayak ramp, youre also only a scenic 20-mile drive away from the vibrant energy of Key West.

Elevated, 3BD/2BA, nestled in the highly desirable Indian Mound Estates neighborhood. located on Upper Sugarloaf Key. Home sits high & dry with covered parking & storage underneath, 10,000 square-foot lot with plenty of room to park the RV, Boat or other toys. This charming home features master bedroom on-suite walk-in closet, two guest bedrooms, with additional full bath, living room, eat-in kitchen and covered deck. Located close to Sugarloaf Elementary School and community boat ramp with direct access to Bow Channel.

Elevated, custom-built home located in the much-desired Indian Mound Estates neighborhood on Upper Sugarloaf Key. Home sits high & dry (with covered parking & storage underneath) on an expansive 10,000 sq ft lot with room for pool, gardening & more. Must drive slow thru Indian Mound Estates, lots of kids & key deer. You enter the home at the Great Room (den & dining areas) with soaring ceilings. What better way to enjoy the Keys weather than lounging on the large, screened porch (thats 27 ft long), accessible thru French doors just off the den & dining area? One bedroom & one full bath on the lower level along with den, dining, kitchen & laundry room. Upper level boasts two bedrooms (one w/ an ensuite office / study) along with another full bath (jack-n-jill). Recent upgrades include new kitchen, bath & flooring on the lower level plus impact rated windows all around & roof. Community boat ramp just around the corner (puts you in Bow Channel) plus, plenty of room to store your boat or other toys on this larger 10,000 sq ft property. Located close to Sugarloaf elementary school & just a short ride down to Key West. Make 19533 Mayan your Keys retreat.

Nestled on a generous 20,000 square-foot lot with tranquil canal frontage, this charming two-bedroom, two-bathroom home invites your personal touch. The downstairs area includes a screened-in porch, providing additional living space; buyers should verify its permitted use.The upstairs features an open floor plan that harmoniously connects the kitchen, living, and dining areas, complemented by a wraparound balcony. This outdoor space is ideal for savoring sea breezes and picturesque water views.Lovingly cared for by the same family for years, this property provides a rare opportunity to create your perfect sanctuary in the Florida Keys. With a motivated seller, now is the time to make this enchanting home your own. Being sold as is.*The dock is not included on the property lines*

Iconic Key West Character at this sprawling 1,859 Sq. Ft. CBS Canal Front home in desirable Sugarloaf Shores! Located on the no-bridge side of Sugarloaf Key, with a generous 55 dock with 10K boat lift, enjoy world-class fishing and diving from this ideal location. Upon entry, the Great Room is open and airy with soaring cathedral ceilings, and is flooded with natural light. Striking hardwood floors, wood-burning fireplace, 6 baseboards, and fluted doorjamb trim add warmth and vibrance to the space. Five sets of pocket sliding glass doors open onto an expansive veranda, oriented to take advantage of sublime Eastern sea breezes, for year round indoor-outdoor living. Entertain for the masses in the spacious kitchen, featuring abundant storage and prep space, wood cabinetry with custom built-ins, and stainless steel appliances. A generous dining room offers space for gathering with family and friends, and boasts serene Canal Views. A spacious bonus room provides potential for personalization, and could easily be utilized as a home office, media room, or additional bedroom. Two large bedrooms provide comfortable accommodation and come complete with generous closet space. An upstairs laundry room offers added convenience and storage. Downstairs, the attached, permitted two-car garage is truly a rare find! Enjoy an abundance of secure parking, as well as open parking and trailer storage in the front yard. An additional, sizable downstairs storage room allows for keeping tools and equipment out of the elements. The large screened-in patio boasts a jetted, heated swim spa for relaxing with evening cocktails. The backyard offers well-maintained green space and mature trees; this property feels abundantly quiet and private! This home was made for enjoying the outdoors; your ideal Florida Keys lifestyle awaits at this exceptional home in sought-after Sugarloaf Key!

Step into paradise at this newly renovated 3 bedroom, 2 bathroom waterfront getaway located in Sugarloaf Shores. As you walk in, you are greeted by an open concept with cathedral ceilings and Lifeproof laminate wood floors throughout. The updated kitchen features quartz countertops, stainless steel appliances and a gas stove. The open kitchen and living area provides an indoor-outdoor feeling with sliding glass doors leading out onto the covered balcony overlooking a 70 wide flow-through canal. The main bedroom boasts an updated en-suite bathroom with a unique custom wooden vanity and a large glass door shower. Youll have enough room for family or guests with 2 extra bedrooms and an updated guest bathroom featuring a shower/tub combo. This home has a metal roof and impact-resistant windows and doors. Downstairs has plenty of room for storage. The backyard features an outdoor shower, 12ft x 12ft tiki hut, a wooden dock, a 12,000lb boat lift, and an 8ft x 16ft Dr. Wellness swim spa with 3 seats, swim current, lights and a stereo. Property is also equipped with 50 amp RV hookup. This property is being offered furnished. Call today for your luxury tour!

This lovely, beautifully landscaped waterfront home, is located on a quiet street in the very desirable neighborhood of Sugarloaf Key. Move-in ready and equipped for easy Keys living. This CB constructed home features granite countertops , stainless appliances, impact windows, a large screened in porch and storage-up and down. With 3 bedrooms, one with a murphy bed and 2 baths, this low maintenance home allows you to enjoy all the Keys has to offer. Located on a peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is ready. Close to Sugarloaf schools and just minutes from Key West.

RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper or builder. Its located in very desirable location of Sugarloaf Shores where homes are over 2++ million dollars. It just needs a makeover but has great bones and many things you wont get now. Full 2 car garage with impact doors and shop. Legal downstairs bath. Large lot on 70 wide flow through canal. Bay views. Room for pool. Seller is licensed Florida Broker Assoc.

Welcome to your tropical home in Paradise! Perfect Island living in this super cute waterfront home located on prestigious Sugarloaf Key only a short ride to all Key West has to offerThis beautiful 3 bed 2 bath stilted waterfront home sits on a large 11,900 sft lot on a Wide canal with dock & 10,000 boat lift. Great Boating and Fantastic fishing. This gorgeous home has been remodeled top to bottom. Open kitchen and a cozy living/dining space. 3 bedroom split concept and 2 baths are on the main floor. Step out from the living room onto the large, Screened deck for ultimate Florida Keys entertaining & or feel the tropical breeze while looking out at the Gorgeous Keys Sunsets from your Master suite private balcony. A staircase leads you down to the tiki hut and covered sitting area under the house and to the entertaining area in the back yard by the water where there is plenty of room to build your dream pool and spa. There is an enclosed downstairs Garage and storage area for all your toys! Covered parking & lots of open parking for guests, RV, and boat trailer. Low maintenance landscaping. Assumable VA loan option

This beautiful canal front home with great boating in Sugarloaf Shores has been renovated and updated top of the line. With a fabulous open floorplan this home has a gorgeous chef style kitchen with spacious counter seating that flows between living & dining rooms and is the center of the house with the 3 bedrooms each in their own corner of the house for great privacy. The separate laundry room is right off the kitchen and the large outdoor dining & lounging verandah opens from the dining room, master bath & 3rd bedroom/office connecting the entire back of the home and overlooking the canal. The covered lower level has room for multiple cars, boats and water toys as well as a large work shop and the driveway has room off to the side for RV parking. Downstairs also has ample dining and lounging areas as well as a custom built bar made of stunning blood cypress wood. The yard has beautiful native landscaping with multiple local fruit trees and with approximately 80 feet of concrete dock with water launch and davits you can be boating, kayaking or paddle boarding into the atlantic in minutes.

Large Family Compound on (5) Buildable Lots - A. 2Bed/1 & 1/2 Bath -B. 1Bed/1Bath - C. Studio - D. Studio E. Green House - Huge Custom-made Outdoor Kitchen & Gazebo- Multiple Storage Sheds -Beautiful Custom Designed CBS Pool/ With Sandy Beach - Great opportunity for employee housing. Private Boat Ramp & Dock at the Homeowners Park at end of the Street. Nestled within the established Indian Mound Estates neighborhood, just minutes to nearby shops, restaurants, and walking distance to schools. Take a Bike Ride in the Nature Wildlife Reserve. Conveniently located close to Key West. Endless Possibilities.

Your Sugarloaf Key Sanctuary!! Brand new tile flooring throughout the entire home (Nov 2024). Three separate walk-in closets. A Must See to appreciate the size of home and lot!! This spacious 6,376 gross sq ft, 4 bedroom, 3 full bath, 12 stilted, canal-front home was custom built in 2017 by Palm Harbor Homes. The home features a 1,256 sq ft wrap-around porch with entertainment space overlooking the canal along with large entertainment areas. The home is in a quiet, desirable neighborhood with a private boat ramp and seawall on a free flowing canal with access to the Gulf and the Atlantic Ocean. It is on a double lot (2 150x100 lots) consisting of 30,000 sq ft with an oversized fenced backyard with mature landscaping to include mango, avocado and the largest neem tree in the Florida Keys. Plenty of room for a pool! The interior of the home features an open floor plan with oversized bedrooms and baths totaling over 2,464 sq ft of finished living space. The large kitchen highlights stainless steel appliances and an abundance of cabinets and counter space and the master bedroom features a large walk- in closet and a retreat with views overlooking the canal. This newly built home features tall concrete pilings, hardie-board siding, metal roof and impact windows with massive amounts of storage space both upstairs and down. Plenty of room for parking your vehicles, RV, boat, airplane and guests!Just minutes to nearby shops, restaurants, and schools, this exceptional property wont last long. Schedule a tour today!

Nestled in the picturesque landscapes of Sugarloaf Shores, this captivating 3-bedroom, 2-bathroom pool home sitting on a double lot exemplifies the ultimate Florida Keys lifestyle. The vibrant foliage and tropical plants invite you, setting the stage for what lies beyond. The house boasts impact doors and windows, ensuring safety and energy efficiency while enhancing the homes aesthetic appeal. Step inside to discover an open-concept living space designed for both comfort and elegance. The expansive layout seamlessly connects the living room, dining area, and kitchen, making it ideal for entertaining family and friends or enjoying quiet evenings at home. The living area is bathed in natural light, thanks to the large windows that provide stunning views of the lush surroundings and pool below. The updated modern kitchen, equipped with stainless steel appliances and a spacious island, makes entertaining a breeze. The primary bedroom boasts an en suite bathroom, while the additional bedroom provides comfort for family and guests. The unique den/sunroom is a versatile space ideal for a home office or guest room. Step outside to discover your outdoor paradise. This impressive double lot offers ample space for entertaining while ensuring privacy with its lush landscaping and secure fencing. Enjoy sunny days by the outdoor concrete pool, perfect for relaxation. The pool cabana features an outdoor bar, making it ideal for hosting gatherings. Conveniently located next to the cabana, the attached covered parking spot provides easy storage for boats on trailers. As evening falls, gather around the cozy fire pit for warmth and conversation. The composite dock, complete with a fillet station and swim ladder, provides direct access to open water, perfect for boating with no bridge access to open water. Dont miss your chance to own this slice of paradise!

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.

Modern finishes and enviable boating at this Sugarloaf Shores pool home, nestled on over a quarter acre! Enjoy year-round temperate weather, this exceptional property comes equipped for enjoying the outdoors, offering a resort-style custom pool with heater, chiller, jetted spa, sitting ledge, sun deck, and paver pool deck! Just steps from the pool is a full-length, 100 concrete dock with davits, boat lift, step down, swim ladder, fillet station, outdoor showerhead, kayak launch, and water and electric service, a true anglers paradise! Move-in ready and equipped for easy Keys living, this Sugarloaf Key retreat comes fully furnished and boasts tasteful design and impact resistant doors and windows! The sprawling 1,425 Sq. Ft. open-concept floor plan is ideal for entertaining. The great room provides both separate living and dining areas with a well-appointed Chefs Kitchen in the heart of the home. The kitchen offers abundant cabinetry, sleek granite countertops, stainless steel appliances including gas range, and island with counter seating. The split floor plan provides privacy for all with two spacious guest bedrooms and modern guest bathroom located in the East wing, while you retire to the private, primary suite in the West wing, featuring a large walk-in closet and updated en suite. Both bathrooms come complete with custom tilework and glass showers. A sizable upstairs laundry room offers added convenience. Enjoy views of the front yard from the generous open front porch which wraps around to a covered back porch, boasting serene views of the pool and canal, an ideal backdrop for al fresco dining! Downstairs, the manicured 12,500 Sq. Ft. lot is fully fenced, and allows for trailer storage, open parking, and covered parking beneath a large carport. Keep fishing gear and tools dry and secure in a bonus downstairs storage space. This turn-key slice of paradise offers the coveted Keys lifestyle within a quiet neighborhood, with proximity to exciting Key West!

This stunning 4-bedroom, 2-bathroom home offers the perfect balance of relaxation and entertainment. Enjoy your perfect lounge pool, designed with two removable lounge chairs for soaking in the sun while staying cool. Unwind in the jacuzzi or take advantage of the outdoor relaxation areas, including a covered space with a TV, hammock, fire pit, and a screened-in porch. Situated at the end of a tranquil and clear canal, this property is ideal for boating enthusiasts. Whether youre hosting or relaxing with family, this home is a Florida Keys gem!

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, 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, theres 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! Dont miss your chance to own a piece of paradise--schedule your private tour today! Video tour https://tinyurl.com/17159Amberjack

Panoramic Sunset Paradise!Immerse yourself in breathtaking year-round sunsets from this stunning open-water estate on prestigious Sugarloaf Key. Nestled on an oversized, point lot with 282 feet of waterfront, this quiet, private island-like setting offers unmatched beauty and serenity while being minutes away from the vibrant lifestyle of Key West. Additional photos coming soon.Step into this 2-bedroom, 2-bathroom stilted residence and be captivated by panoramic open-water views. The great room and kitchen are framed by impact glass pocket sliders, seamlessly blending indoor and outdoor living. Outside, a sprawling deck invites you to relax, entertain, or simply marvel at the sparkling turquoise waters. Boaters will appreciate the 116-foot concrete dock with two newly installed boat lifts (6k lb and 10k lb) and easy access for paddleboards, kayaks, and canoes. The home is equipped with impact-rated hurricane windows, a new metal roof in 2022, Hardie siding, and a Rinnai tankless gas water heater, ensuring both safety and convenience. Set on a tropically landscaped 17,950 sq. ft. lot, theres ample space for RVs, trailers, and outdoor amenities--and room to build your dream pool and spa. The 960 sq. ft. storage area provides extra space for all your gear and toys. End your day under the tiki hut, cocktail in hand, as dolphins and manatees glide by and the sky paints itself with unforgettable sunset hues. This is the ultimate waterfront sanctuary youve been waiting for! Dont miss the chance to own a piece of paradise with room for all your toys and endless opportunities for making lifelong memories. Call to arrange your private showing today!

Experience the Ultimate Island Lifestyle at 17054 Coral Drive! Step into this exquisite waterfront home, custom crafted for effortless indoor-outdoor living and situated on a 12,500 SF canal-front lot in the coveted Sugarloaf Shores neighborhood. This property is a boaters paradise with seamless access to the renowned Florida Keys backcountry, the Gulf of Mexico, and the Atlantic Ocean. Surrounded by lush tropical landscaping, this home features a 100-foot concrete seawall, a 5,500-pound boat lift with davits, a private rooftop terrace, large garage, breathtaking views, and room for a pool.Inside the impressive 4-bedroom, 3-bathroom residence, youll find 10-foot vaulted ceilings, an open-concept living space, two primary bedrooms, and a home theater room. The gourmet kitchen boasts stainless steel appliances, a large island with a breakfast bar, and easy access to the screened-in Florida Room that opens to the sundeck, outdoor dining area, and a rooftop terrace - perfect for entertaining!The circular driveway with covered parking and a spacious garage provides ample room for all your vehicles and guests. Additional features include a massage room, custom-built concrete bar, fire pit, and an outdoor shower. Theres a permitted massage room downstairs and lots of storage. Enjoy covered al fresco dining, stunning views, and year-round sunrises and sunsets from the expansive decks on every level. Located just minutes from Key West by boat or car, Sugarloaf Shores is an upscale coastal enclave offering a serene yet accessible lifestyle. Very easy to show, schedule your private viewing today!

Beautiful open water 5 bedroom 4 bathroom South Point Sugarloaf Key dream home. Very well laid out for an array of guests or family to gather with a split floor plan including a large master suite with a wall of windows to wake up each morning to the turquoise water of the Florida Keys. Enjoy wall to wall stunning open water views, there are so many areas to bask in this waterfront delight. The 12,500 sq. ft. lot offers an endless array of possibilities for outdoor play or the addition of a pool. The 120 ft. concrete seawall with davits is a boaters delight for great and easy access to world class fishing, diving or lounging at the famous sandbars. The elevated home allows for the entire lower level to be another outdoor lounge and entertainment area. There are two large storage areas to store all your toys and gear as well as plenty of room for parking.Enjoy the magic of peaceful waterfront living in one of the Lower Keys most coveted neighborhoods and also just a 15 minute drive from Key West. Schedule your private showing today, in person or with a live video showing.