Sugarloaf Key Waterfront Homes For Sale on the Ocean Side

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!

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!

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.

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~

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

This spacious 1,723 sq. ft. 3 Bedroom 2 Bath canal front Pool home is located in prestigious Sugarloaf Shores, an upscale community of waterfront homes just 15 miles from the magic of Key West. The resort-style home boasts a tropical waterfront pool with adjacent tiki bar to enjoy refreshments after a day out on the water. Boaters will appreciate the 100 of concrete dockage with davits on an 80 wide canal for easy turn around. Once inside a large Great Room greets you with new luxury vinyl flooring and a spacious Kitchen offering gas stove, lots of cabinetry and large bar for friends and family to gather around. The full length porch overlooking the water is the perfect place to enjoy morning coffee or evening cocktails. The Primary Suite has a walk-in closet and porch access with pretty pool and water views. Lots of storage downstairs for all of your toys in the enclosed storage space or in the massive gated yard offering tropical landscaping and 30 amp service for RV. Offered Turn Key!

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

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 youre casting off for a day on the water or exploring vibrant marine life nearby, adventure is always close by. And when youre 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.

Tropical Paradise and Boaters 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 chefs 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, youll find a 3-car garage, a separate storage room, and a paved driveway. The outdoor space is an entertainers 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. Dont miss your chance to own this slice of paradise!

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

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.

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 homes 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.

Huge Price Improvement! Welcome to your waterfront paradise! This solid concrete, newly built 4-bedroom, 4.5-bath home offers unparalleled luxury finishes and an open floor plan designed for modern coastal living. The chefs kitchen is a culinary dream, featuring state-of-the-art appliances and an open layout flowing seamlessly into the spacious living and dining areas. Expansive balconies offer beautiful views and include a summer kitchen for outdoor dining and entertaining. The master suite is a private oasis on its own floor, complete with a sun deck, walk-in closets, and a large balcony perfect for relaxation.With a 100-foot seawall, a 25,000 lb boat lift, and a floating dock for jet skis, this property is an ideal base for water enthusiasts. Relax in the heated pool or enjoy the thoughtfully designed outdoor spaces for cooking and lounging. Just 20 minutes from Key West and 15 minutes from Marathon, this luxurious property combines convenience and tranquility. Furniture, boat, and jet ski are available as optional add-ons, making this turnkey retreat an exceptional opportunity to own your piece of paradise!