Sugarloaf Key Waterfront Homes for Sale, Single Family Houses, Open Water, Ocean and Bay / Gulf Views

Welcome to 17245 Jamaica Lane, a waterfront 3-bedroom, 2-bathroom home in the desirable Sugarloaf Shores. This elevated residence offers 1,248 square feet of comfortable living space with beautiful canalfront views and direct canal access for boating and fishing enthusiasts. This home offers distinct living, dining, and kitchen areas, creating a natural flow. The kitchen includes granite countertops, modern appliances, and ample storage, providing a functional and stylish space for cooking and entertaining. The primary bedroom offers plenty of natural light with an en suite bathroom, while two additional bedrooms provide flexibility for family, guests, or a home office. Enjoy serene canal views from the rear balcony, perfect for relaxing or unwinding after a day on the water. With direct boating access, youre just minutes from world-class fishing, sandbars, and the best of the Lower Keys. The spacious lot offers room for a pool, allowing you to create your own private backyard oasis. On the ground level, youll find a garage and covered space--ideal for storage, a workshop, or a shaded outdoor lounge. Plus, off-street parking provides plenty of room for vehicles, a boat, or even an RV. Located in a quiet neighborhood, this home is perfect as a primary residence, weekend retreat, or vacation rental opportunity. Dont miss your chance to own a slice of paradise--schedule your private showing today!

Seller is offering a $25,000 credit at closing to Buyer towards Buyers closing costs! Located in the heart of Sugarloaf Shores, this 1,344 sq ft, 2-Bedroom waterfront Pool home boasts a resort-style outdoor setting on a large corner lot. Hidden behind the luscious landscape is a sparkling pool adorned with lots of pavers and 2 well equipped Tikis providing plenty of shade and space to entertain friends. Enter into the spacious Great Room highlighted by soaring ceilings and many picture windows allowing an abundance of natural light and pretty views of the gardens. The open Kitchen features stainless steel appliances, beverage cooler, granite countertops, lots of wood cabinetry and center island for people to gather around. A large pantry/laundry room could easily be converted to a 2nd bath. Each Bedroom has ample closet space and private entry to the full Bathroom with the Primary Bedroom having direct access to the outdoor shower and water closet on the adjacent Porch. Located on the no bridge side of Sugarloaf Key with quick ocean access through Tarpon Creek. This elevated home offers plenty of covered parking and room for all your recreational vehicles and boat trailers. Offering a ton of privacy this property is unique and perfectly melds the outdoor and indoor spaces to provide the ultimate Florida Keys lifestyle.

Located in the highly desirable Sugarloaf Shores neighborhood this 3 Bedroom, 2 Bath canal front home features an open concept floorplan encased in natural light and glass windows looking out to views of privately owned conservation land across the canal. Opening to the Living Room the Kitchen is well equipped with quartz countertops, stainless steel Whirlpool appliances, shaker cabinets and center island for entertaining. The Primary Suite enjoys a large walk-in closet and luxury bath with glass shower, soaking tub, double sinks and quartz countertops. Morning coffee is enjoyed on the wrap-around Porch with pretty canal and preserve views. Plenty of room for all of your toys at the full length 80 concrete dock offering easy ocean access and underwater lighting. The beautifully landscaped lot provides for ultimate privacy and seclusion and is adorned with lots of mature plants and trees including mahogany, buttonwood, pear and a variety of palms. Built in 2018 to the new 180 mpg wind codes the home is storm ready with hurricane impact doors and windows, metal roof and whole house generator. A full irrigation system, landscape lighting and four 125-gal propane tanks complete his wonderful home.

Step into your own private paradise! This beautifully maintained home offers 3 bedrooms, an office space, and 2 full bathrooms, making it the perfect retreat. Situated on a deep-water canal with 68 feet of dockage, youre just minutes away from the open Atlantic or the serene backcountry sandbars. Whether from the living room, bedrooms, or expansive screened porch, youll enjoy breathtaking views of the open water at every turn.The home has been thoughtfully upgraded both inside and out. The kitchen is a chefs dream with modern GE profile appliances and the luxury of gas cooking. The sleek quartz countertops and bamboo flooring throughout the home provide a modern yet inviting atmosphere. If youve been dreaming of a tranquil sanctuary to call home, look no further--this is the place where you can truly unwind and embrace the waterfront lifestyle.

Located on the tranquil side of Sugarloaf Key, this stunning 1,859 square ft home offers the ultimate boating access -- no bridges to navigate and direct access to the pristine waters of the Florida Keys. The 55-foot dock with a 10K boat lift ensures seamless access to world-class fishing and diving, right from your own backyard. Perfect for water lovers and outdoor enthusiasts, this home is an entertainers dream. Inside, soaring ceilings and rich wood floors exude warmth and charm, while a cozy wood-burning fireplace adds an element of rustic elegance. Expansive sliding glass doors open to a sprawling veranda that captures cool ocean breezes and enhances the flow between indoor and outdoor living.The gourmet kitchen boasts custom wood cabinetry, high-end stainless steel appliances, and plenty of prep space, making it perfect for preparing meals for family and friends. The open layout allows easy flow from kitchen to dining to living spaces, creating the perfect environment for entertaining.Three generously-sized bedrooms provide comfort, privacy, and ample storage space. A dedicated laundry room offers convenience, while the fully permitted two-car garage underneath provides secure parking, with extra space for trailers, boats, and additional vehicles.Step outside to the screened-in patio, featuring a heated jetted swim spa -- the perfect place to unwind after a day of fishing, diving, or simply enjoying the water. Surrounded by lush, tropical landscaping, this home offers unmatched access to open water, giving you the freedom to explore the Keys from your doorstep.The roof was replaced in 2018 with durable, long-lasting metal, ensuring peace of mind and protection for years to come.With the added benefit of being located just minutes from local shops, restaurants, and attractions, this home provides an unmatched blend of relaxation, adventure, and convenience. Designed for those who want to live the ultimate Florida Keys lifestyle

Nestled in the heart of Sugarloaf Key, this charming 3-bedroom, 2-bath canal-front home offers the perfect blend of privacy and adventure. Situated on an oversized lot and surrounded by the serene beauty of a national wildlife preserve, this property is a true Florida Keys gem.Enjoy 30 feet of seawall--ideal for boating enthusiasts--and quick access to open water. The home features a durable metal roof, impact-resistant windows, and a dedicated laundry room for convenience. Inside, youll find a spacious walk-in closet, a bright and open layout, and plenty of room to relax or entertain.Located just minutes from the famous Sugarloaf jumping bridge and endless outdoor activities, this is your chance to own a slice of paradise.

Nestled along a serene boating canal, this exceptional 2-bedroom, 2-bathroom home is a true masterpiece, crafted entirely from luxurious teak wood. With its timeless beauty and durable design, this home perfectly complements its natural surroundings, offering a tranquil retreat for water lovers.Step inside to find soaring cathedral ceilings that elevate the spacious living areas, flooding the space with natural light and creating a warm, open atmosphere. The heart of the home includes a beautifully designed living area that flows seamlessly into the screened-in back porch, ideal for enjoying year-round outdoor living.Enjoy a unique, carved swimming area, perfect for cooling off or simply relaxing by the water. With direct access to the canal, this home is perfect for boating enthusiasts, offering convenience and charm right at your doorstep.Additional perks include ample parking and abundant storage space, making this home as practical as it is stunning.Dont miss your chance to own this one-of-a-kind teak beauty. Schedule your showing today and experience waterfront living at its finest!

Welcome to your slice of paradise in one of the Lower Keys most desirable communities--Sugarloaf Key! Here youll enjoy island living with the convenience of being just 25 minutes from Key West, and close to popular restaurants, a weekly farmers market, and miles of scenic bike and walking paths.This waterfront home sits on a wide, aqua-colored canal with 100 feet of concrete dock--perfect for keeping your boat right at home and heading out in minutes to world-class fishing, diving, or exploring the backcountry beaches. Offering 1,152 sq ft of living space, this 3 bedroom, 2 bath home features a modern interior, storm-rated impact windows and doors, and a durable metal roof.Set on a spacious 12,500 sq ft lot, the property has mature tropical landscaping and tropical fruit trees like banana and pineapple! Additionally offers plenty of open parking with space for an RV or a future pool. Dont miss the chance to own in this fantastic community and experience the best of Keys living!

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

RARE OPPORTUNITY HERE! This home is perfect for a DIY, Flipper or builder. Bring your imagination as 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.

Experience the island lifestyle with open water and canal views from this spacious, 3 bedroom 2 bath elevated home in the desirable Sugarloaf Shores neighborhood, only 15 miles from Key West. Perfectly situated on a large 12,500 sq ft lot to enjoy open water views from the primary bedroom, kitchen, oversized living room and large covered porch. On a swimming canal with 100 of concrete seawall , boat ramp, davits and a 14,000 lb boat lift, this home is a short boat ride to the Florida Keys premier fishing, diving and sandbars. Low maintenance living with impact windows and doors, Hardie plank siding, large storage area, garage and even a fenced area for your pets. Plenty of parking for cars, boats, RV and all your toys. Dont miss this one! Easy to show and very reasonable insurances

Price Drop!! Extremely Motivated Sellers!! Your Sugarloaf Key Sanctuary!! Brand new tile flooring installed 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!

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!

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.

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 boaters 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.

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 chefs 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 todays 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.

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, 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

Gorgeous Tropical Waterfront Oasis! No detail was overlooked in this stunning 4 BR, 3 BA luxury canal front estate in the prestigious Sugarloaf Shores. Tucked behind a privacy fence and surrounded by lush landscaping, this tropical retreat invites you to unwind in style. The expansive backyard is your personal oasis, featuring a massive heated concrete pool and a fully equipped 10 x 14 tiki bar--perfect for entertaining.Inside, the spacious layout offers ideal separation with twin master suites, creating a comfortable flow for family and guests. Natural light pours into every corner, and the primary suite opens to a screened-in porch for quiet morning coffee or peaceful evenings.Boaters will appreciate 100 of canal frontage with two 10, 000 lb boat lifts and a separate ramp for jet skis or a skiff. Covered parking for four vehicles, plus additional space for an RV, ensures convenience without compromise.From resort-style amenities to thoughtful design touches, this waterfront estate checks every box for luxurious Keys living.Dont miss out on this opportunity. Call for your private showing today! Check out the video at https://tinyurl.com/yp7j4cun

Waterfront Retreat in Sugarloaf Key - A Boaters 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 youre hosting a gathering or unwinding after a day on the water, this exceptional property captures the best of the Florida Keys lifestyle. Dont 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

SPECTACULAR OPEN WATER POINT & SUNSET VIEW. Enjoy waterfront living in this Classic 3 Bed/2 Bath wood frame home featuring vaulted ceilings and panoramic views overlooking Lower Sugarloaf Sound. Desirable SW exposure, 250 of protected waterfrontage providing quick boating access to both Atlantic and Gulf. Large ground level covered carport and patio plus secured storage room. Highly desirable Sugarloaf Location