Divider
Content Divider

Key West Homes For Sale on the Ocean Side

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

Total Listings 34
Order By:

$665,000
Key West
Key West By The Sea   - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 34
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This Turn-Key cozy updated 1-bedroom, 1-bathroom handicap accessible condo offers the perfect island escape, ideally situated just steps away from Key Wests iconic Smathers Beach. Located on the first floor, of the sought-after Key West by the Sea complex, this unit provides easy access to all the amenities that make this community a true tropical oasis! The condos spacious open-plan living area welcomes abundant natural light from the impact windows, the patio offers a peaceful spot overlooking the community pool--perfect for morning coffee or evening relaxation. The kitchen has been updated for both style and functionality, making it ideal for both entertaining and quiet nights in.As part of the Key West by the Sea gated community, youll have access to a variety of resort-like amenities, including:* Two large swimming pools* Two tennis courts* Shuffleboard courts* Outdoor entertaining areas* Pet walking paths* Bike racks and a car wash stationThe condo association covers essential services such as building insurance, cable TV, pest control, and maintenance of the building and grounds--offering peace of mind for homeowners.This pet-friendly condo is also a great investment opportunity. After the first year of ownership, the unit can be rented out for a minimum of two months, making it an ideal option for seasonal rentals or long-term investment.Whether youre looking for a serene retreat or a smart investment, this 1-bedroom condo provides the ideal blend of comfort, convenience, and coastal charm in the heart of Key West.

$799,999
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 138
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Location, Location, Location! A renovation project that will increase the value of your investment exponentially! This home is located between the Southernmost Point and the Hemingway House in the world-renowned City of Key West Florida. Besides the excellent location, this home has concrete fences, a concrete gated entry from Whitehead Street, a nice sized rear deck/patio, front sitting/garden area, side walkways and plenty of room to add your favorite things to the yard spaces. An outside shower finishes off the exterior, a Key West must. The interior has the sought after Dade County Pine on the walls, extremely high ceilings, and a large loft where you can stand up at the center. This home has everything you may want in a renovation project, not too big, not too small, just bring your ideas, toolbox and a paint can. Lets get to work on this home before the rest of the world finds out about it! Easy to see.

$865,000
Stock Island
Lincoln Gard. No. 1   - MM: 5.00
4 Bed, 4 Baths, 1,731 SqFt Days Listed: 82
-6.49% ($60,000) 2 Price Changes : Last Change 3 Days Ago
Single Family - Contingent - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to 19 A 7th Avenue, Key West, FL! This charming two-story home, near the community park, offers 1,731 square feet of living space on a 3,441 square foot lot. The main floor includes a spacious bedroom and full bathroom, while upstairs features three more bedrooms, including a primary suite with a walk-in closet, large bathroom with whirlpool tub, and private deck access.Enjoy outdoor living with a large back deck and two front balconies. The home boasts a sturdy metal roof and accordion shutters for added security. Conveniently located minutes from a boat ramp, restaurants, shopping, beaches, and outdoor activities, this home captures the laid-back Key West lifestyle. Schedule a showing today and discover all Key West has to offer!

$939,000
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,568 SqFt Days Listed: 5
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Introducing this exceptional property, ideally located across from the water, offering the ultimate in tropical living. With panoramic views and sophisticated amenities, this home is set in a peaceful, upscale neighborhood, providing easy access to downtown, beautiful beaches, and renowned dining. For boating enthusiasts, water access is just steps away. The expansive open-plan design is enhanced.

$965,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 121
-8.10% ($85,000) 2 Price Changes : Last Change 67 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This 3BR/2BA home is in the Midtown West neighborhood and centrally located with Duval Street, beaches, dining, bocce and pickle ball/tennis courts just a few blocks away. There is a charming front porch which opens to the spacious and light filled living room adjacent to the dining room. The kitchen offers custom made wood cabinets, granite counters, wine rack, laundry and a large closet/pantry space. Great split bedroom floor plan with primary and second bedroom near the living and dining areas. The 3rd bedroom makes an ideal home office or guest space\possible lockout with separate entrance along with an attached bath. Lovely fenced lot with avocado tree and room for gardens or for adding a pool. Off street parking. Central AC. Tall ceilings. Tankless water heater. Owner occupied and well maintained.

$999,000
Key West
D T Sweenys Dia   - MM: 1.00
6 Bed, 6 Baths, 2,050 SqFt Days Listed: 136
-20.08% ($251,000) 2 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located in Key Wests Casa Marina District on a quiet one-way street and just 2 blocks from the beach, 1304 Elizabeth Street presents a unique opportunity for those looking to take on a full-scale renovation project. This property is ready for a complete transformation and is perfect for developers, investors, or anyone eager to restore a historic Key West gem.Nestled in the desirable X flood zone and one of the most sought-after neighborhoods, the current layout includes two buildings with three separate units, all awaiting your vision to bring them back to life. The versatile HRO zoning offers flexibility for various investment goals, whether it is a full-time residence or a vacation retreat. Additionally, the neighboring property is also available for purchase, offering the option of an even larger compound. Schedule a viewing today and explore the possibilities to bring new life to this historic property and reimagine its potential..

$1,040,000
Key West
Ser Deb Estates   - MM: 3.00
4 Bed, 4 Baths, 1,908 SqFt Days Listed: 281
-14.40% ($175,000) 10 Price Changes : Last Change 2 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Welcome to your spacious sanctuary in the heart of Key West! This captivating 4-bedroom, 2-bathroom residence offers an impressive 1908 sq ft of tiled floor living space, providing room for the whole family to spread out and unwind. Step inside to discover a thoughtfully designed layout that seamlessly blends comfort and functionality. The well-appointed kitchen features granite countertops, modern appliances, and storage space for all your culinary essentials. There are four bedrooms providing peaceful havens plus an office/den that can be used as another bedroom ensuring that everyone in the household has their own private room to retreat to at the end of the day. Primary Suite offers ample walk-in closet space and large bathroom with jetted tub and separate shower, and sitting/change room.A potential backyard retreat awaits just beyond the french glass doors of the primary suite. Whether youre hosting summer barbecues, gardening enthusiasts, or simply enjoying some quiet time in the sunshine, this serene space is sure to please. Plus, with 2 storage sheds, youll have plenty of room to stow away tools, toys, and outdoor essentials.Conveniently located close to schools, the airport, and the sparkling shores of Key Wests renowned beaches, this exceptional property offers the perfect blend of comfort, convenience, and coastal charm. Dont miss your chance to make this dream home yours - schedule your showing today!

$1,059,500
Key West
Riviera Shores   - MM: 3.00
3 Bed, 3 Baths, 1,317 SqFt Days Listed: 38
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

POOL HOME OPPORTUNITY in Riviera Shores - experience the feeling of privacy inside the gate of this New Town property! With 1317 sq. ft. of living space, 3 bedrooms and 2 baths, this updated CBS home offers low-maintenance living and a fantastic back yard complete with concrete pool, pool-side bar and storage. Historic Old Town Key West, beaches, shopping, schools, and more are within easy reach of this central location. Updated kitchen with granite counters and stainless-steel appliances, updated baths, tile floors throughout. New metal roof in 2023, covered parking, central A/C. 24-48 hours advance notice needed for showings. Come enjoy life in Key West!

$1,200,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
1 Bed, 1 Baths, 693 SqFt Days Listed: 325
Multi-Units - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This centrally located Key West property presents a rare opportunity for development, offering immense potential in a prime location. Sold as land only, the property comes with two valuable ROGO (Rate of Growth Ordinance) allocations, allowing for immediate construction. A charming small cottage currently occupies the site, but the larger area is ready for a second build, making it ideal for investors or homeowners looking to create a custom estate.Showings of the existing building will be available only after an accepted offer, preserving the privacy and exclusivity of this unique listing. With its prime location and build-ready status, this property is a blank canvas ready for your vision--whether youre seeking to craft a dream home or invest in a high-demand area.

$1,249,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
2 Bed, 2 Baths, 1,189 SqFt Days Listed: 255
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This rare eight-foot stilted 2BR/2BA home near the beach could be your very own piece of paradise. The fully fenced private back yard and a full-sized pool make this property seem like a private resort. You will also appreciate the off-street parking space, storage area under the house and whole house generator. Its a great location for nice walks down the block to Higgs Beach, White Street Pier and the Dog Park.

$1,299,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,850 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Rare opportunity to purchase a stunning, only 7-year-old, 3 bedroom, 2 and 1/2 bath, 1,850 square foot, elevated home that is centrally located on the island. The Enclave on Riviera is a gated community that was built to the highest levels of the Florida Green building standards and includes a pool (complete with Tiki Hut!) and private access to kayaking and paddleboarding on the Riviera canal. The association is comprised of only 11 homeowners, yet the grounds are spacious as they include a protected conservation area that cannot ever be built upon. The home features an open floor plan with a gourmet kitchen, stainless steel appliances, quartz counter tops, center island and breakfast bar. There is also a large laundry room/pantry and half bath on the main living level. Upstairs you will find 2 guest rooms, guest bath, custom storage cabinets and the primary bedroom with bath ensuite, generous shower, commode room, and walk in closet. The elevated structure, impact windows and doors as well as impact Bahama shutters make for reasonable insurance costs. Most furniture is included, the air conditioning is brand new (2024) and upgrades include Toto toilets, Smart thermostat, Blink and Ring security systems, metal railings, completely screened in porches, garbage disposal (2022), and more.This home is unique in that it is away from the other homes in the community and laid out with two huge 300 square foot screened in porches that span the entire length of the home both upstairs and downstairs. Imagine yourself entertaining or unwinding as you take in the tranquil view overlooking the mangroves toward the Riviera Canal. There is also a garage and three car covered parking for all of your toys. This is stress-free living with a reasonable monthly association fee of $425 that covers the common area maintenance, security gates, landscaping, and pool service. This one really does tick all the boxes.

$1,340,000
Key West
Kamien Plat #2   - MM: 2.00
3 Bed, 3 Baths, 1,411 SqFt Days Listed: 8
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover this stunning 3-Bedroom, 2-Bathroom home with luxurious amenities in the heart of Key West, offering a perfect blend of modern and tropical charm. Located walking distance to beaches and vibrant attractions, this property is an ideal retreat for those seeking the ultimate island lifestyle. Featuring a Saltwater Swimming Pool with updated pumps and a new heater/cooler system. The home sits in a 6,100 SqFt professionally landscaped lot with topiary gardens, custom stamped concrete, a tiki bar, outdoor shower, and a powder-coated aluminum security fence with a remote-controlled driveway gate. The interior highlights a modern Luxury Kitchen with Granite countertops, pendant and LED recessed Lighting, New Stainless appliances, and a garbage disposal. Note generous closet space throughout, including a primary bedroom walk-in closet, New paint, impact-resistant front and rear windows, and a 4-year-old metal roof. And you cant beat the location - steps from both Smathers & Higgs Beach, volleyball, tennis, pickleball, a childrens playground, a dog park, and just a quick bike ride to the night life on Duval Street, with its restaurants, bars shops, and entertainment. Owner/Seller is a licensed Florida Real Estate Agent.

$1,395,000
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 2,388 SqFt Days Listed: 37
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This expansive Mid-Century Modern home is very impressive and well maintained. The home is 2388sf on a corner lot of just under 9000sf in one of the most desirable areas of Key West. There is a large dining room area adjoining the living room/sun room plus a spacious family room. The living room has a wall of glass with windows opening to allow air to flow from the outside, giving natural ventilation. Two skylights provide additional natural light. The home has an L shape design. There are a total of three bedrooms and two bathrooms split between both sides of the longer portion of the L shape. Two bedrooms have full baths and lots of walk-in closet space. The home could easily be reconfigured to have a fourth bedroom. The smaller end of the L is the family room and kitchen. The kitchen overlooks the family room and has a pantry area and washer/dryer. The family room has a fantastic view of the pool and landscaping through the large glass impact doors. The home benefits from mini-split ACs (which also provide heat) plus wall ACs, allowing for individual temperature control of each area. A stylish mix of tile and recently installed very attractive wood effect LVT are found throughout the home. There is a security system as well as new impact windows with additional shutters for added peace of mind and reduced insurance costs. The immense backyard is a wonderful place to relax. There is a spectacular large pool which can be heated or cooled, surrounded by a wide decorative concrete deck for sunning, punctuated by towering palms and tropical foliage including mango, key lime and lemon trees. The sound of the waterfall and fountain add to the serenity. There is also a shady gazebo overlooking the pool to rest or entertain in out of the sun. The yard also benefits from automatic gates opening to an off-street car parking area complete with car canopy. There are ample external storage areas as well as a shed.

$1,400,000
Key West
Old Town Unrecord   - MM: 1.00
Bed, Baths, 1,200 SqFt Days Listed: 174
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Rare opportunity to own a versatile property in the heart of Key Wests vibrant Truman Waterfront. This property has been home to several Grocery Stores making it the perfect investment for those who seek flexibility and multi-purpose functionality. Loaded with potential, this property sits on a large 94.6 X 43 foot lot approximately 4069 square feet. Located on the corner of Truman Avenue and Emma Street with a 1200sf building being sold ASIS. Many possibilities with the NEW Truman Waterfront Park, Amphitheater, Fort Zachary Taylor beach park all nearby. Future use based on city approval.

$1,415,000
Key West
Vista Del Mar   - MM: 4.00
3 Bed, 3 Baths, 1,610 SqFt Days Listed: 19
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: n/a

Tropical Waterfront Key West Pool Home an Oasis in Newtown.Welcome to your slice of paradise on the island of Key West! Nestled in the desirable Newtown neighborhood, this tropical retreat offers an open-concept design that seamlessly blends indoor and outdoor living. The expansive floor plan features a spacious living room, dining area, and a modern kitchen with a wet bar--perfect for entertaining or unwinding after a day in the sun.Natural light floods every corner of this home, with French doors leading to a stunning pool area.. Step outside and immerse yourself in your private oasis, surrounded by lush tropical foliage, and meandering pathways.The property also boasts a floating dock on the Sunrise Canal, ideal for launching your kayak or paddleboard and exploring the tranquil waters. A private front courtyard with a charming fountain adds to the propertys allure, creating a peaceful space for relaxation. Additional features include a roofed carport with enclosed storage, ensuring ample space for all your essentials. This unique home is ready for your personal touch and light renovations to make it your ultimate Key West haven.Dont miss this opportunity to own a tropical escape in one of Key Wests most sought-after neighborhoods. Live the island dream today!

$1,795,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
4 Bed, 4 Baths, 1,652 SqFt Days Listed: 67
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.

$2,095,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 113
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

$2,145,000
Key West
Casa Caselles   - MM: 2.00
2 Bed, 2 Baths, 1,940 SqFt Days Listed: 53
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.

$2,395,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,473 SqFt Days Listed: 55
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Exquisite retreat in the heart of Old Town Key West--an ideal private sanctuary with the added benefit of high-demand rental income. This remarkable home offers refined style, privacy, and a proven rental history, appealing to buyers who value luxury and the allure of a tropical lifestyle. Behind an unassuming facade lies a sophisticated residence filled with high-end details. Restored in 2017, this home features three spacious bedroom suites, each crafted for comfort and seclusion. The open floor plan flows seamlessly from a bright, inviting main living area to a gourmet kitchen equipped with vein-cut onyx countertops, stainless steel appliances, and a dedicated bar with a wine cooler--perfect for both entertaining and everyday indulgence. The living area extends to a private backyard oasis with a covered outdoor lounge, a heated saltwater pool, outdoor shower surrounded by lush greenery. The second-floor suite boasts a private rooftop deck, an ideal space for sunbathing or stargazing. Set in the preferred X Flood Zone, with impact windows and doors, this home blends modern flair with classic Key West charm, featuring light-filled rooms, 14-foot tongue-and-groove ceilings, and white oak hardwood floors. The classic shotgun-style layout guides visitors from the welcoming hallway through to the tropical backyard, creating a tranquil escape perfect for relaxation or entertaining. In a prime location, the property is within walking or biking distance to Key Wests best beaches, restaurants, and shops, allowing you to enjoy all that the area has to offer with no need for a car. Bonus is Off-street parking for a small car, a rare convenience in Old Town. This unique property, features an 8 x 4 Alan Maltz -a local artist- mural in the pool. Enjoy both seclusion and easy access to Key Wests most popular spots. Dont miss your chance to own this luxurious home offering style, charm, and great rental income potential in Old Town! Video tour https://tinyurl.com/1116Packer

$2,500,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 3,009 SqFt Days Listed: 166
-19.22% ($595,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

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.
Back To TopMore Info
Terms / Privacy / Accessibility ADA