Sugarloaf Key Waterfront Homes For Sale on the Ocean Side

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.

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!

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 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!

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.

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. All insurances under 5K and is assumable. 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 private peaceful canal, you are just minutes from the back country and ocean waters. Dock Permit is in hand. Close to Sugarloaf schools and just minutes from Key West.

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. 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.

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. Seller financing available - call agent for details.

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!

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.

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.

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

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. 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!

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

Come explore 17270 Old State Road 4A, a rare gem nestled on almost 3 expansive acres of prime oceanfront land in Sugarloaf Key. This stunning property offers sweeping, unobstructed open ocean views, making it a perfect escape or retreat for those who appreciate natures beauty and tranquility.Featuring large wrap-around decks on both floors, this home is designed to seamlessly blend indoor and outdoor living. Take in the breathtaking vistas, enjoy sunrise and sunset views, or entertain guests in style, all from the comfort of your expansive decks. For a truly panoramic experience, head up to the crows nest viewing area on the roof, where you can enjoy 360-degree views of the surrounding waters and lush landscapes.Enjoy ultimate privacy with a long, 500-foot driveway that leads you to your secluded paradise, away from the bustle of everyday life. Surrounded by natural beauty, this property offers a sense of peace and serenity thats hard to find anywhere else in the Florida Keys.With plenty of room to grow, this property offers endless possibilities. The large cleared lot provides ample space to expand the current footprint of the home, whether by extending out onto the decks or adding additional structures on the land. Whether youre looking to build your dream home or create a larger, more elaborate estate, the options are limitless.This is truly a one-of-a-kind opportunity to own a piece of ocean front paradise in the Florida Keys. Dont miss your chance to own a slice of heaven at 17270 Old State Road 4A, Sugarloaf Key--where luxury meets nature in perfect harmony.

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.