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

Waterfront properties for sale in Key West are highly coveted within the Florida Keys real estate market.  Not only do they typically provide the best views and amenities in the area, but they are located within a destination that is full of incredible shopping, eating, and entertainment locations - making this bustling, yet relaxing haven a unique place in the Florida Keys.  Oceanfront homes in Key West or gulf homes in Key West are often the most popular in the market, with MLS listings available in great neighborhoods like Key Cove, Riviera Shores, New Town, and Sunset Harbor.

Total Listings 15
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$1,000,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
2 Bed, 2 Baths, 1,196 SqFt Days Listed: 4
Single Family - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Ramp70ft.

Unique opportunity to own a waterfront corner lot in Key West! This 2 bedroom, 2 bathroom home located in Riviera Shores offers a total of 195FT of canal front, a boat ramp, garage, concrete pool, off-street parking & a screened in back porch. Ideal location & close to dining and shops. Endless opportunities await!

$1,100,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 18
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Located across from Smathers Beach with breathtaking ocean views from this spacious 2-bedroom, 2-bathroom condo! There are impact windows are also protected by shutters. Convenient covered parking and storage. La Brisa amenities include a heated swimming pool, hot tub, saunas, lighted tennis/pickleball court, car wash, BBQ area and an EV charging station. Beautiful straight open ocean view from 4th floor.Solid Condominium Association with many amenities.

$1,140,000
Key West
Sunset Marina   - MM: 4.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 24
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Scenic view of Sunset Marina, Key West, and the Gulf of America! Imagine retreating to the tranquility of this spectacular waterfront haven from the bustle of the tourist district of Key West, while still having all the excitement of our fun little island at your convenience. All this with boating possibilities at your doorstep and a nearby 18 hole golf course. The modernly constructed, open-concept 2 BR and 2 BA condominium offers volume ceilings, a large kitchen with a premium suite of appliances, and functionality rare to most Key West communities. Overlooking the picturesque marina, a private balcony serves as the centerpiece of the main living area, with additional access from the spacious master suite. In ideal condition, the home is ready for your immediate occupancy, allowing you to enjoy our famous winter weather without any delays posed by seller continued use or existing leases common during this high demand time of year. The manicured tropical setting of Sunset Marina features a private entrance, scenic boardwalk to enjoy leisurely sunset strolls, heated pool, hot tub, and clubhouse complete with a kitchen to cook your catch. With easy unit access to the elevator and stairs, covered parking and enclosed storage are assigned to the unit, with common areas handy for kayaks, scooters, and bicycles. Sunset Marina is a full-service marina with an ultra-modern concrete floating dock system offering direct open water access. Boat slips of all sizes are readily available for an additional purchase in the mid $200s. Whether you are an avid boater or simply enjoy the waterfront lifestyle, Sunset Marina provides the perfect gateway to the pristine waters of Key West.

$1,179,000
Key West
Key Estates Resub Blk 2   - MM: 3.00
3 Bed, 3 Baths, 1,613 SqFt Days Listed: 53
-1.67% ($20,000) 1 Price Change : Last Change 22 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Start the New Year in this wonderful family home with a flexible floor plan. Located on a quiet street in mid town close to schools, shopping and walking trails through Little Hamaca Park nature preserve. Upon entering the home you will find an open concept living and kitchen area perfect for family gatherings. Impact rated French doors off the living room lead you to the tropically landscaped side yard. The versatile layout offers three generous sized bedrooms and one updated bath on one side of the home. Additionally, there is a flexible space for a bedroom/den/office and an updated bath to the right side of the kitchen. Offering possibilities of a potential lock out space for guests or generating additional income. Enjoy your own private paradise with a spacious backyard on this 6,472 sq ft lot. Featuring a large 20ft x 15ft saltwater swimming pool and private waterfront allowing access to the salt ponds for paddle boarding or kayaking right from your backyard! The attached garage offers parking, extra storage and a laundry room with a new Maytag washer and steam dryer set and on demand hot water heater. Must see, call today!

$1,495,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
3 Bed, 3 Baths, 1,512 SqFt Days Listed: 12
-6.27% ($100,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat LiftConcrete

NEW PRICE! Fabulous Canal Home in Key West. Spacious CBS three bedroom, two bath home in Riviera Shores. Perfect island home is private and offers plenty of indoor and outdoor living areas including bricked courtyards, verandas, and deck spaces. This home has beautiful grounds and tropical landscape for relaxing in your hammock or enjoying the canal. The primary bedroom offers dressing area, en suite bath and access to the backyard. Detached cottage with storage, laundry or would make a perfect home office. Additional highlights of this elegant home include Saltillo tile flooring, central air conditioning, covered parking, and a seawall equipped with a boat lift, making it a perfect haven for those who love the water. This canal home is a unique opportunity to embrace the quintessential Key West lifestyle.

$1,699,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
4 Bed, 4 Baths, 1,652 SqFt Days Listed: 124
-5.35% ($96,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 61ft.Concrete

Step from your boat into your Key West dream home! With 4-beds and 2-baths this concrete home has a spacious open floor plan. Recently renovated kitchen and baths. Cathedral ceilings with multiple sliding glass doors that connect two of the bedrooms and the kitchen area to the pool area, picture a seamless indoor-outdoor living experience. The large, resurfaced 30 x 15 pool, complemented by your 61 concrete seawall offering direct boating access. Your covered poolside gazebo is ideal for unwinding or watching your favorite sports/shows.Live the Key West lifestyle to the fullest where comfort meets recreation. Riviera Canal provides easy access to the Atlantic and the Gulf, explore the waters at your leisure. This home would also make a great vacation rental.

$1,790,000
Key West
Key West Beach Club 2   - MM: 2.00
2 Bed, 2 Baths, 1,531 SqFt Days Listed: 38
-2.72% ($50,000) 1 Price Change : Last Change 7 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

$50,000 price improvement on the best priced most complete ocean view on Key West!Pure ocean view at arguably the most exclusive waterfront complex in Key West. Youll be the envy of your friends & family to call this extraordinary winter sanctuary your very own. Entirely renovated, this luxurious 2 BR & 2 BA condo is spacious with over 1500 sq. ft. of living area with an impressive oceanside 30 x 10 covered balcony. The open concept main living area ensures a stunning ocean view from the living & dining areas & kitchen. You can even savor the view as you lay in bed in the master suite. Ultimate convenience from the condo unit to the elevator & covered assigned parking may assist with mobility concerns. The home has a substantial furniture package included in the sale allowing you to move in as soon as you close. The Key West Beach Club features 2 oceanside heated swimming pools, sun terrace, an ocean view fitness room, a lighted tennis & pickleball court, cabanas with outdoor kitchens, and an EV charging station. Call for your private showing appointment as open houses will not be hosted due to the secure nature of the community.

$1,849,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 2,268 SqFt Days Listed: 33
-1.39% ($26,000) 1 Price Change : Last Change 13 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Concrete

This is your opportunity to own, on navigable water & be in Key West with a house that has 2,268 sq ft & is priced at $815 per sq ft! There are 4 other active listings on Riviera Canal for an average price per sq ft of $1186. Thats 371 per sq ft MORE! Yes, there is one other 5 bedroom in that list, but its listed for over $2M more! You can do a LOT of redecorating with these savings! 2934 Riviera is a value. Interior is currently configured as 5 bedrooms & 2 full baths, plus one 1/2 bath. Upper floor boasts primary bedroom plus additional bedroom (could be converted to an extravagant closet, extraordinary bath, office, nursery or 2nd den) both with sliding glass doors leading out to balcony (42 ft long) overlooking pool, back yard & canal. Upper level also has one full bathroom. The lower level has 3 bedrooms, 1 full bath, kitchen, den, dining room, laundry room & a 1/2 bath. Den has 10 ft ceiling plus 3 sets of sliding glass doors offering canal & pool views. Back yard has 58 ft concrete seawall (with 7 Ft wide step-down section for launching paddle boards or kayaks), in ground-concrete pool (24 X 15), covered patio (27 X 9) attached to storage shed-work shop (15 X 9) & concrete pad for OSP that could fit multiple cars. Central AC compressor replaced Oct 2023, plus tented in 2022 with warranty. Home received airport project double pane windows. Front door, back door & all 6 sets of sliding glass doors are impact. All other windows have aluminum panels. Riviera Canal affords you easy access to both the Atlantic & the Gulf. Convenient new town KW location is close to boat ramp, schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride to Old Town & world-famous Duval St.. Interior of house did not flood during Hurricanes Ian or Irma. Sellers already packing, some furniture in photos has been removed. Grab your piece of waterfront paradise at 2934 Riviera Dr in Key West.

$2,100,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 12
Townhouse - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Welcome to the breathtaking Casa Caselles townhouse, boasting picturesque water views from each of its four private balconies! This recently renovated residence features an updated floorplan, kitchen, baths, and storage, complete with impact windows and doors, custom lighting, tile flooring, and elegant granite countertops. The gourmet kitchen is a chefs delight, showcasing stainless steel appliances, a wine cooler, custom cabinetry, and a spacious island perfect for entertaining and dining. Each bathroom is adorned with floor-to-ceiling wall tiles, exquisite vanities, designer lighting, and top-of-the-line fixtures. Enjoy stunning views of the beach, ocean, and beyond from the walk-out decks located off the living room and primary suite. Ample storage is available with multiple walk-in closets and recently added custom closets for your convenience, whether for storage, hobbies, or recreational gear. The bedroom level features vaulted ceilings complemented by beautiful stainless steel cable staircase railings. A large carport provides covered storage for your vehicle, scooter, and golf cart, leading to a quiet sitting room and additional storage. Outside, the entertainment area beckons with a luxurious hot tub, glass-top bar, expansive lounging area, manicured hedges, and a low-maintenance private backyard. A huge storage room with built-in shelving offers even more organizational options. Situated in a gated community directly on the Atlantic Ocean between two nature preserves, this home exudes a quaint Mediterranean feel and provides a front-row seat to breathtaking sunrises and wildlife sightings. The beachside pool offers VIP seating for star-gazing, fireworks, and watersports, making it the ultimate retreat for relaxation and recreation. This exclusive 20-home complex is designated for owner-occupancy only, ensuring a serene and private atmosphere with no rentals allowed. Dont miss this opportunity to experience luxury coastal living at its finest.

$3,250,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 2,397 SqFt Days Listed: 24
Single Family - Active - Waterfront Yes
Side of Island: Median - Dockage: Boat Slip

This is one of the very few waterfront homes in Old Town Key West that comes with a private boat slip and open water views. The house features a large living room and kitchen area and a gorgeous sunroom with floor to ceiling windows overlooking the water and leading out to a spacious deck. A private path from the deck gives access to a heated pool that is part of the HOA fees that also include use of the dock. The private slip includes a custom floating boat lift and there is easy open water access from the Garrison Bight Marina for fun during the day. This Meadows house is also walking distance to Duval Street for night time dining and entertainment. Plus two private, dedicated parking spots and comes furnished. A rare gem that will not last!

$3,398,000
Key West
Vista Del Mar   - MM: 4.00
4 Bed, 4 Baths, 2,426 SqFt Days Listed: 125
-2.89% ($101,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Boat Lift80ft.Concre

Price reduced on this tranquil oasis with an unparalleled waterfront experience in one of the most coveted locations in Key West. where every day feels like a vacation! Located on the prestigious Riviera Canal, this one-of-a-kind four-bedroom, two-bath haven is more than just a home--its a boaters dream, a sunseekers paradise, and the ultimate in indoor-outdoor luxury living.Now offered fully furnished!Imagine waking up each morning in the heart of this island gem, with 80 feet of wide canal frontage just outside your door, complete with a 20,000 lb boat lift and davit ready for your larger vessel. Whether youre setting sail for a day on the water or simply soaking up the tropical vibes, this home puts you right where the action is.The split floor plan gives everyone their own space to unwind, while the open-concept living area beckons you to gather and celebrate the good life. With wall-to-wall sliding glass impact doors and travertine floors throughout, your living space seamlessly merges with the outdoors, bringing in natural light and the gentle breezes. Step into your own private oasis! A sparkling pool, surrounded by meticulously maintained landscaping, is the perfect spot for a lazy afternoon dip. Prefer a sunset barbecue? Your covered outdoor dining and lounge area sits on sleek travertine floors, with plenty of space to relax rain or shine.The kitchen is a showstopper, featuring quartz countertops, custom cabinetry, and stainless-steel appliances, perfect for whipping up fresh seafood feasts or hosting cocktails at the bar with a view of the pool. The primary bedroom is the ultimate retreat, with its own seating area and French doors that open right onto the pool deck. Additional features include a whole-house Generac generator, impact and soundproof windows and doors throughout, and a gated circular driveway that offers complete privacy.

$3,680,000
Key West
Riviera Shores   - MM: 3.00
5 Bed, 5 Baths, 3,124 SqFt Days Listed: 107
-4.42% ($170,000) 1 Price Change : Last Change 2 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

CANAL HOME WITH MAIN HOUSE AND GUEST COTTAGE PLUS GARAGE! Waterfront home in Key West! Canal home with pool, garage and guest quarters. Spacious main house plus guest apartment with separate entrance. Expansive lot with a gated privacy fence Main house has 3 bedrooms plus a den and 3 full baths. Large light filled rooms for entertaining including grand foyer, dining room, and the perfect living room with walls of windows showcasing canal & water views! Kitchen has wood flooring, built-in cabinets, stainless steel appliances and leads to the dining area. Kitchen opens to breezeway to garage, laundry room and courtyard. Bedrooms offer large closets and two have private access to pool/decks.. Primary bedroom suite has double closets, en suite bath and pool /water views. Central AC, terrazo flooring, laundry room, cedar lined closets, and garage.Upstairs guest suite has a 2 bedroom/1 bath apartment with kitchen and balcony with tree top canal views. Plenty of room for boat and auto parking. Lovely decked areas for relaxing poolside or enjoying the canal views while dining. Kayak from your backyard! Large lot 104x130 fenced and secluded with no neighbors on other side of the canal.

$5,750,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
5 Bed, 5 Baths, 3,597 SqFt Days Listed: 125
Single Family - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Lift

Presenting a rare opportunity to acquire a distinguished single-family waterfront home on highly desired Hilton Haven Drive, a truly unique private Key West Street with everything from a luxury resort and high-end properties to houseboats. A recently sold $3.5M, 4000 sq. ft. home was torn down just to obtain a buildable lot on Hilton Haven. This spectacular residence is a true gem facing both South and North. On the south side, enjoy sweeping decks, a waterfront pool, 15,000 lb. boat lift and convenient dock while overlooking the Key West Yacht Club and Garrison Bight. On the north side, enjoy unencumbered views from the serene, covered entry porch of the Gulf of Mexico with a deeded 75 by 300 bay bottom parcel. Upon entering through the handsome oversized wooden doors, you are greeted by the living rooms custom hand built beamed wood cathedral ceiling and a majestic staircase. The current sunroom, converted into a dining room, features French doors that open to views of the pool and harbor. The expansive deck leads down to the lower entertaining level. The chefs kitchen is designed for entertaining, equipped with ample counter space, Viking appliances, and a Fisher Paykel cooktop. The first-floor primary suite opens to the rear private deck and dock. Completing the first floor are the laundry room, a half-bath, a full bath, and a charming guest bedroom. The sunroom with a wet bar and bathroom provides access to the one car garage, and second staircase leading to the second-floor office with custom wood paneling, cabinetry, a full bath and deck with views of the Florida Bay and Garrison Bight. The second floor provides a bonus game room and hosts two additional bedrooms connected by a beautiful bathroom. Throughout this meticulously renovated residence, the present owner has incorporated vaulted ceilings on all levels, custom woodwork, and built-ins, creating a truly spectacular living space. https://show.tours/e/4vNFpvG

$6,895,000
Key West
Sunset Key   - MM: 0.00
4 Bed, 4 Baths, 2,558 SqFt Days Listed: 66
Single Family - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Experience unparalleled island living on Sunset Key, an exclusive island community located in the heart of Key West Harbor. Accessible 24 hours a day via a dedicated island ferry, this extraordinary home offers the ultimate blend of privacy, luxury, and convenience. All this just a four minute boat ride from the vibrant streets of Key West.This bright and airy 4-bedroom residence is designed to capture breathtaking open ocean views. Large windows bathe the home in natural light, creating an inviting and serene atmosphere. The heart of the home is a fabulous chefs kitchen equipped with top-of-the-line appliances, perfect for creating culinary masterpieces while taking in the views of the sparkling water.Step outside to your beach-front oasis, where you can unwind and enjoy the gentle sea breeze or take in a spectacular sunset over the Gulf of Mexico. On the island, a wealth of world-class amenities awaits, including a gourmet restaurant, a rejuvenating spa, tennis courts, and more, ensuring your every need is met in this tropical paradise.With unparalleled luxury, exceptional views, and exclusive island living, this property offers the perfect retreat in one of the most sought-after destinations in the world.

$18,500,000
Key West
Filer Boyle Subdivision   - MM: 1.00
5 Bed, 5 Baths, 4,008 SqFt Days Listed: 231
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Concrete

LUXURY PROPERTY AUCTION: BID 21-31 MARCH. Listed for $18.5M. Starting Bids Expected Between $5M-$8M.Experience unparalleled luxury at 400 South Street, the true Southernmost private residence in the Continental United States. This iconic Key West estate, winter home to esteemed American artist, the late Seward Johnson and his wife, seamlessly blends timeless elegance with modern amenities. The expansive 4,008-square-foot concrete home, situated on a generous lot plus almost one acre of bay bottom, offers five bedrooms and five and a half bathrooms. Upon entering, the formal living room evokes the charm of the Hemingway era, leading to a sunlit Florida room with sliding glass doors that open to a vast outdoor oasis. The primary suite and two guest bedrooms are accessible via an elevator, each opening to a large balcony that provides panoramic views of the Atlantic Ocean. The property boasts a magnificent 50 x 20-foot pool and ample lounging areas, perfect for enjoying ocean breezes and observing local birdlife. With its unique location adjacent to the iconic Southernmost Point buoy and proximity to Key Wests vibrant attractions, this estate offers an unparalleled living experience. Additionally, a coveted transient license allows for nightly rentals, presenting a prime investment opportunity or the option for a lavish private or corporate compound. Designated Multifamily (could accommodate up to 9 residential units) and located in the historic commercial tourist district, the possibilities are vast for a savvy investor. THE Southernmost House is a rare gem in the United States!

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 02-22-2025.
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