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Key West Waterfront Condos on the Bay / Gulf Side For Sale

Most of the properties in the Florida Keys peninsula are either on the bay / gulf side or on the ocean side of the island. The following Waterfront Key West condos for sale below are on the gulf side / bay side.

Total Listings 15
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$799,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 25
Condotel - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Experience Ultimate Elegance at Key Wests Marriott Beachside Resort. This offering includes two luxurious, fully furnished units--a Signature King Room and a Resort View Suite--each designed to deliver an exceptional blend of comfort and sophistication. Together, they provide flexibility as a full-time residence, vacation retreat, or income-producing rental property with two coveted TRANSIENT RENTAL LICENSES and a strong rental history.The Signature King Room, spanning 283 sq.ft. is an intimate retreat ideal for accommodating up to two guests. It features elegant finishes, high-end furnishings, and stunning attention to detail, making it a perfect haven for relaxation. The Resort View Suite, generously sized at 1074 sq. ft, can comfortably accommodate up to four guests. Its open floor plan includes a designer kitchen with a Subzero refrigerator, KitchenAid stove, GE microwave, range hood, Bosch dishwasher, dual stainless-steel sinks, and garbage disposal, all accented by crown molding and baseboards. The dining area is illuminated with dimmable lighting, creating the perfect ambiance for gatherings. The primary suite is a sanctuary with a sunken jetted tub, tiled shower stall, and dual vanities, while 16-inch tile flooring extends throughout, adding a refined aesthetic. Resort living is elevated with access to a private beach, a heated waterfront pool and spa, and a poolside bar and grill. On-site gourmet dining, valet parking, and concierge services are available to meet your every need, with optional on-site rental management providing a seamless investment opportunity. The secured building includes a garage and assigned parking for convenience and peace of mind. Positioned on open Gulf waters, the propertys private sundeck provides panoramic views, offering the perfect backdrop for serene mornings or captivating sunsets. This property is an extraordinary opportunity to embrace the best of Key West living.

$899,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 47
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Discover the ultimate fusion of luxury and part time usage with this transient-licensed, 2-bedroom, 2.5-bath condo in Key West. Perfectly suited for vacation rentals, it offers the flexibility of a personal coastal retreat and a robust source of passive income. Fully furnished with sleek, modern decor, high-end appliances, and refined details throughout, this turnkey property is ready to impress guests and owners alike from day one. Situated in the entrance to Key West, the condo provides easy access to a lively array of shops, restaurants, entertainment, and the beautiful waterfront and beaches just moments away. Designed for seamless rental management, this property maximizes returns with minimal effort, making it ideal for buyers seeking consistent income or anyone desiring an elegant island escape. Two onsite restaurants as well as a small marina where slips can be rented while you are in town. The beauty of this particular unit is that is is setup with 1BR/1BA as a lockout unit so you can rent one side for the other while still being able to use your vacation home yourself. Embrace the best of Key West living--your island getaway awaits!

$950,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,136 SqFt Days Listed: 25
-2.56% ($25,000) 1 Price Change : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Boat

Attention Watercraft Lovers: Escape to Paradise with this beautiful TURNKEY condo with its exclusively DEEDED BOAT SLIP, perfectly situated on the Gulf of Mexico just minutes to your favorite fishing hole or sand bar! Each dock has its own water, and there is a fish cleaning station ready for your fresh catch. Why pay dockage feees when you can own one?The modern open-concept living space features abundant natural light with three sets of French Doors leading to your private balconies. There is plenty of closet space, for each of the two bedrooms, with an additional storage area and a bonus room just off the great room that can suffice as a third bedroom or office or exercise room. And new central A/C, new hurricane shutters and brand new roof!Relax and unwind in the sparkling community pool overlooking the water, or enjoy your private sandy beach for picnics and gatherings with neighbors and friends. Whether youre seeking a vacation getaway or a permanent slice of paradise, this condo has everything you need to live the coastal lifestyle. Dont miss out on this rare opportunity!

$995,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
2 Bed, 2 Baths, 1,114 SqFt Days Listed: 267
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Great location to all Key West has to offer on this waterfront 2 bedroom, 2.5 Bath Condo townhouse in Bay Villas. Great sunrise views from both first floor and second floor decks. Quiet, private location at the end of Hilton Haven Road. Enjoy the waterfront community pool and assigned parking just outside your front door. The first floor features the kitchen, half-bath and living area with wide open views of the water. Upstairs are the primary and guest bedrooms, each with private bathrooms. Impact windows and sliding doors.

$999,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,586 SqFt Days Listed: 47
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Enjoy unparalleled flexibility and luxury with this transient-licensed 3-bedroom, 3-bathroom condo, an exceptional opportunity for a personal coastal escape or a versatile vacation rental. Fully furnished with modern decor, high-end appliances, and meticulous craftsmanship, this turnkey property is poised to impress from the moment you step in. Conveniently located at the entrance to the island of Key West, it offers seamless access to a wealth of shops, dining, entertainment, and recreation options, delivering convenience and enjoyment at every turn. With its streamlined rental setup, this condo is perfect for buyers seeking potential income or for those desiring an upscale island retreat all to themselves with all the amenities one could possibly ask for. Property has two restaurants, a bar, covered parking, mini marina dockage for boating while visiting and a fitness center all on site. Experience the best of refined island living!

$1,150,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 348
-8.00% ($100,000) 2 Price Changes : Last Change 47 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

Experience waterfront living at its finest in this beautiful, single-level unit in the exclusive gated community of Sunset Marina Residences, Key West. Tucked away from the hustle and bustle, this property offers luxury living on the water. As you enter the condo, you will be captivated by stunning views of the water. Nine-foot ceilings accentuate the spaciousness of this perfectly laid out unit with open concept design. Natural light streams from the lanai where you can sip cocktails and savor the breathtaking view of the sunset. A remote-controlled, solar shade protects the living room from the afternoon sun.Every detail has timeless beauty from the luxurious heritage oak floors to the quartz countertops in the bathrooms and kitchen which features a waterfall island with seating. The stylish kitchen boasts high-end Bosch appliances, including an induction cooktop, and laundry. The mirrored, wet bar has a new wine cooler.Two generously sized bedrooms with ensuite bathrooms offer a comfortable retreat after a long day. The master bathroom features both a soaking tub and shower. Both have ample storage. Custom-fit plantation shutters grace the windows in the bedrooms and in the kitchen as well. Every room has a new ceiling fan.Sunset Marina is a luxury, gated development with a million-dollar waterfront boardwalk, garage parking, storage units and elevators. The entire exterior has been renovated recently with new siding, landscaping, and pool resurfacing. Sunset Marina Residences feature a heated pool, a clubhouse, a spa, and elevators for a luxurious living experience amidst the lush landscapes. Do not miss out on this rare opportunity to own a spectacular property in the heart of Sunset Marina, Key West. Enjoy waterfront living at its finest in this hidden gem, a peaceful and serene escape from everyday life.

$1,175,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 143
-16.01% ($224,000) 5 Price Changes : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

Discover your FULLY FURNISHED TURN KEY tropical retreat in Key West! This exquisite 2-bedroom, 2-bathroom condo and DEEDED 12x24 boat slip is a waterfront gem nestled in the desirable Midtown area, conveniently located near the airport and just a short bike ride from the lively town center.Indulge in the luxury of a private beach, perfect for sunbathing and enjoying stunning vistas. A sparkling pool awaits for those refreshing dips, and a 12x24 boat slip is included, ideal for all your boating adventures.As you enter, youll find a spacious living area adorned with elegant tile floors that flows effortlessly to your private balcony. Its the perfect spot to relax and soak in mesmerizing sunsets over the water. The modern kitchen, complete with stainless steel appliances and generous counter space, is a culinary delight. Each bathroom features upscale amenities, including a soothing soaking tub for your ultimate relaxation.This condo beautifully blends comfort, sophistication, and coastal living, making it an ideal sanctuary. Seize the chance to own a slice of paradise in Key West!*please note, two photos in the primary bedroom are virtually staged to show the space with a king sized bed.*

$1,245,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 22
-2.66% ($34,000) 1 Price Change : Last Change 1 Day Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock,Boat S

Spectacular Water Views and Rare Investment Opportunity in Key WestThis stunning third-floor condo offers breathtaking watercolor views from two expansive balconies, allowing you to take in the unobstructed beauty of the water from every room. With soaring high ceilings and an open, airy layout, this residence is a true gem.Located in the heart of Key West, this direct waterfront condo provides an incredible and rare opportunity to own a piece of paradise. Enjoy exclusive access to a private beach, a sparkling pool, and a deeded boat slip, making it the perfect retreat for island living.Featuring 2 bedrooms and 2 bathrooms, this updated unit has been equipped with new A/C, impact windows, and doors, offering both comfort and peace of mind. Whether youre looking for a full-time residence or an investment property with excellent vacation rental potential, this home is ideal.Opportunities to own in this exclusive waterfront community are limited--this one is priced to sell. Dont miss out on your chance to own a slice of Key West paradise!

$1,295,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 423
-13.38% ($200,000) 1 Price Change : Last Change 135 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Excellent water views and outstanding income! This 2 bedroom 2.5 bath unit comes with 2 transient licenses and the option of renting the unit out together or utilizing the lockout floor plan. This end unit is in the best location on the property, with added privacy and extra windows.

$1,295,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,171 SqFt Days Listed: 74
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

STUNNING WATER VIEWS!! This Key West penthouse condo also treasures Key West sunsets all year round. If you have been looking for a single level DIRECT WATERFRONT residence featuring out of this world views - water and sunset- you just found it! Located just 20 from the waters edge in the most desirable building here, this top floor condo is next to impossible to find on the market. The entire property practically sits on a peninsula where a private drive with Royal Palms enters you into an amazing resort-style environment. There is nothing like this tropical waterfront setting with deep water boat access in all of Key West. This spacious 2 bed 2 full bath design can be configured in seconds to 2 masters. Tall ceilings, split bedrooms, open design, stainless appliances and a waterfront balcony that can be accessed by both the living area and master bedroom. Has elevator service and a private garage parking space with separate concrete storage area just for you. Even trash chutes on the 3rd floor are here. A private boardwalk spans the entire waterfront length of the property for 1/8 mile and is yours to enjoy for strolls, marine life viewing or walking your dog. Low quarterly maintenance fee INCLUDES building insurance (flood/wind/hazard), monthly exterminating and all grounds upkeep. Remote access private entry gate, waterfront pool, clubhouse and hot tub. Solid CBS/concrete construction. Enjoy Key West living in a tropical environment with an aquarium in your backyard. Plentiful guest parking and spaces for your kayak, bicycle and scooter. For your peace of mind, impact shutters cover all windows and doors for a true LOCK IT AND LEAVE IT residence. Here, you can live the Key West resort style waterfront life in a maintenance free condo away from the crowds and yet just 4 miles to popular Duval street. This well maintained condo is sold furnished and available now. Friendly Sunset Marina is one of Key Wests best kept secrets. Boat slips are also available.

$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 726
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Assigned Dock26ft.

Closest living to OLD TOWN with a boat slip!! Peace and quiet and a boaters delight! This small condo complex located in the beautiful Meadows neighborhood has an ordinance against vacation rentals which ensures consistent tranquility with a virtually private pool. One of the only properties close to Old Town where you can keep your boat in the water with an assigned boat slip. With the rising cost of boat slips and marina rates, the slip can save you upwards of a $1000 per month. This third floor 2BR/2BA unit allows for panoramic views of the marina and Key West. The property has had many upgrades during this ownership including new decorative floors with a coastal feel, an upgraded bathroom, new AC, washer and dryer, and some appliances. Enjoy entering a cool car with the covered parking, a rare find in The Meadows. Large private exterior storage space is included. The views are a must see!

$1,375,000
Key West
Sunset Marina   - MM: 5.00
2 Bed, 2 Baths, 1,558 SqFt Days Listed: 36
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip

Welcome to luxury waterfront living at Sunset Marina Residence! This unique corner unit offers breathtaking open water and sunset views. Nestled in a premium gated community, enjoy the spaciousness of the largest 2-bed, 2-bath model, spanning 1,558 sq ft of elegantly designed space. The glass-fronted living area floods the home with natural light, complemented by 9 ceilings and an open concept split floor plan. The master suite features private access to a lanai and side balcony, a spa-like bath with a jetted tub, shower, double vanity, and a large walk-in closet. The guest bedroom boasts an ensuite bathroom with plenty of closet space. Additional conveniences include a laundry closet, assigned covered parking with storage closet, and ample guest spaces. Indulge in resort-style amenities: a heated waterfront pool, hot tub, clubhouse, seaside boardwalk that extends the length of the complex, private marina with floating concrete docks offering easy access to the Ocean and the Gulf. Optional 30 (LOA 35) boat slip with deeded sea bottom available for $205,000. Experience unparalleled coastal living, steps from Key West Golf Club.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 998
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage

Condo living with hotel caliber amenities, this first floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/ gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors & windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 998
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Other Dockage,None

Condo living with hotel caliber amenities, this 3rd floor Beachside Condominium unit has it all. 2BD/2.5BA, w/ lockout & 2 transient licenses for optimal rental potential. Owners can live in this magnificent condo year round or part of the year & rent it when not in town. Beautifully appointed w/gourmet kitchen, marble floors, fully furnished & stylishly decorated. All doors/windows are designed to exceed building codes & rated for 175 mph winds. On-site resort amenities include private beach, heated waterfront pool, spa, poolside bar/grill, valet parking, concierge, on-site management company, gourmet restaurant & the islands largest conference center.

$3,950,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 69
-6.29% ($265,000) 1 Price Change : Last Change 32 Days Ago
Townhouse - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Dock Privileges,Fixe

Luxury Waterfront Condo with Transient License - Key West, FL. More pictures and videos coming soon.This stunning 5-bedroom, 4-bathroom waterfront condo in Old Town Key West offers luxury and investment potential with a coveted transient nightly rental license. Enjoy breathtaking marina views from double balconies, a private pool, and a boat dock with deep water access. The home features an island kitchen, a two-car garage, and is built to Cat 5 standards with impact windows. Perfect as a personal retreat or income producing nightly rental. Dont miss this rare opportunity!

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 12-27-2024.
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