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Key West Condos on the Bay / Gulf Side of the Island For Sale

Total Listings 28
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$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 760
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: 70
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.

$1,475,000
Key West
Delancey Hall Condominium   - MM: 1.00
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 42
Condo - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

Beautiful, comfortable, spacious condominium in historic Delancey Hall. Located on a premier Old Town street a few short blocks from the Key West Seaport and Duval Street (and in the X-flood zone), this condo offers the historic features youd expect from a pedigreed Key West house -- Dade County Pine, crown molding, shutters, wide front porch -- combined with the modern features you need, seamlessly integrated to give you the quintessential Key West experience. Whip up a tasty breakfast in the light-filled kitchen and enjoy it on your large private deck leading to your outdoor shower and the shared pool, or take an easy stroll to Harpoon Harrys or Sarabeths for a little morning pampering. With ample storage and even the option for a one-bedroom lockout, this home serves as the perfect retreat or vacation rental investment property. Its Key West living at its best -- make it yours!

$1,795,000
Key West
Sunset Marina   - MM: 5.00
3 Bed, 3 Baths, 1,658 SqFt Days Listed: 30
Condo - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: None

3 bedroom corner unit with stunning water views!! Live just 20 from the waters edge while relaxing on the HUGE outdoor lanai. Very few 3 bedrooms built and this is the largest and most desirable floor plan here. This single level living condominium has year round sunsets and enjoys a true Key West lifestyle that is ideal for outdoor enthusiasts desiring island living on the waterfront with a marina. Condo has an 1/8 mile seaside boardwalk spanning the entire property for walking your dog, sea life viewing or a sunset stroll. This updated unit is sold furnished and enjoys an open floor plan with tall ceilings, lots of light and a total of 4 balconies to bring the outdoors in. Entire residence features plank porcelain tile flooring for easy upkeep, white corian countertops throughout and all wood white cabinetry with GE profile stainless appliances including double oven. Electric tankless hot water heater with UV lighting and water filtration system designed to remove chemicals. Top line Washer/Dryer. A/C system replaced in 2020. Amazing master suite features water views, spacious spa-like bath with jetted tub, frameless glass shower, double vanities and a large walk-in closet with built-ins. 2nd bedroom is spacious with instant en-suite bath design. 3rd bedroom is currently used as office/bedroom combo design. Traveling? Simply lock it and leave it with easy close impact shutters. Concrete construction, remote gate, elevator, outdoor stairs, trash chute, heated waterfront pool, spa and clubhouse. Assigned garage parking with private storage space. Plentiful bike, moped, kayak, scooter and guest parking. Maintenance fee INCLUDES wind/fire/flood/hazard building insurance, cable & grounds upkeep. Experience quiet coastal living adjacent to Key West Golf Club in this relaxed and comfortable residence. There is nothing like this tropical resort style waterfront paradise in all of Key West. Deeded deep water floating boat slips are available for sale from 30 to 65.

$1,795,000
Key West
Roosevelt Annex   - MM: 2.00
3 Bed, 3 Baths, 1,320 SqFt Days Listed: 30
Townhouse - Contingent - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: n/a

Waterfront living ON Key West!!! Located within the exclusive waterfront & gated community of Gulfview Pointe, 2615 Gulfview Drive features a wonderful bayside dock, a large private pool, and a deeded parking space making this well-appointed 3 bedroom, 3 bathroom end unit townhome a must see. The property is lushly landscaped for maximum privacy & water-view enjoyment. The 1st floor living room AND the 2nd floor master bedroom overlook the large heated pool with views to the water and the private, low maintenance dock. The recently added dock is currently suitable for sunbathing, swimming & snorkeling, light vessel launching including kayaks & paddleboards, plus observing famous Key West sunsets. Per the dock builder, this dock may be easily reinforced to add a boat lift. Buyer to verify with the City & the ACOE the ability to add a boatlift. Relax by your heated pool that measures 12.8 ft wide x 24 ft long. The deeded covered parking includes attic space with a pull down staircase for bonus storage. The home has been well maintained by this owner for the past 22 years. A 2022 kitchen remodel included new cabinets, quartz counters, a white subway tile back splash, and Bosch & Miele stainless appliances. This home is being sold furnished as is with some exclusions. With only 25 homes within Gulfview Pointe, these units do not become available often. Dont delay, bring your flip flops & bathing suit and enjoy sunny Key West TODAY!!!

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1032
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.

$1,949,000
Key West
New Town Unlisted   - MM: 2.00
2 Bed, 2 Baths, 1,357 SqFt Days Listed: 1032
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.

$3,950,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
5 Bed, 5 Baths, 3,417 SqFt Days Listed: 103
-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 01-30-2025.
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