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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
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$665,000
Key West
Key West By The Sea   - MM: 3.00
1 Bed, 1 Baths, 754 SqFt Days Listed: 3
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

This cozy updated 1-bedroom, 1-bathroom 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.

$779,000
Stock Island
Balido Subdivision   - MM: 5.00
3 Bed, 3 Baths, 1,109 SqFt Days Listed: 22
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

3 bedroom 2 bathroom CBS Home. Lovingly maintained by the same family since 1972, this turn-key property is ready for its next chapter! Nestled in a desirable neighborhood, this home offers the perfect balance of comfort, potential, and convenience. Step inside to find a freshly updated space, complete with a new metal roof and mini-split ACs for energy-efficient cooling.The home features three spacious bedrooms, two bathrooms, and plenty of outdoor space with both a side yard and a back yard, perfect for entertaining or personal enjoyment. Storage shed and a laundry room. Off-street parking adds ease to daily living, a rare find in this area!Lots of room to grow.This property is ideal for families looking to make it their forever home, as well as investors seeking a fantastic opportunity. With endless possibilities and a warm, inviting ambiance, this home is ready to welcome you!

$795,000
Key West
Pearlmans Subdivisiond   - MM: 2.00
3 Bed, 3 Baths, 1,236 SqFt Days Listed: 167
-9.14% ($80,000) 2 Price Changes : Last Change 64 Days Ago
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

FIXER-UPPER in Key West in Midtown West just blocks to beach, bocce courts, tennis and pickleball courts and the Edward B. Knight Pier. READY FOR RENOVATIONS! This expansive 100x50.25 corner lot offers room for a pool and outdoor entertaining space. Home has three bedrooms, two baths. Primary bedroom with en suite. Living room and large family room. Laundry/utility room. Off street parking.

$799,999
Key West
Old Town Unrecord   - MM: 1.00
2 Bed, 2 Baths, 1,040 SqFt Days Listed: 107
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: 51
-6.49% ($60,000) 2 Price Changes : Last Change 1 Day Ago
Single Family - Active - 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!

$965,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
3 Bed, 3 Baths, 1,170 SqFt Days Listed: 90
-8.10% ($85,000) 2 Price Changes : Last Change 3 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.

$1,050,000
Key West
Ser Deb Estates   - MM: 3.00
4 Bed, 4 Baths, 1,908 SqFt Days Listed: 250
-13.58% ($165,000) 8 Price Changes : Last Change 6 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: 7
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!

$1,100,000
Key West
D T Sweenys Dia   - MM: 1.00
6 Bed, 6 Baths, 2,050 SqFt Days Listed: 105
-12.00% ($150,000) 1 Price Change : 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..

$1,200,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
1 Bed, 1 Baths, 693 SqFt Days Listed: 294
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: 224
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.

$1,395,000
Key West
Sunrise Shores   - MM: 4.00
3 Bed, 3 Baths, 2,388 SqFt Days Listed: 6
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: 143
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.

$1,500,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
3 Bed, 3 Baths, 1,925 SqFt Days Listed: 347
-1.64% ($25,000) 2 Price Changes : Last Change 119 Days Ago
Single Family - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davit PadsOther

RARE- KEY WEST BOATING CANAL 3/3 GATED, POOL HOME GEM: 1.5M Beautiful CBS Custom 3 /3 Pool home on Only Residential Boating Canal in Key West w private parking, gated & fenced- a True Gem. Covered Outdoor Chefs Kitchen, bar & comfortable seating area overlooking canal. 5 x 30 River Rock salt pool w swim jets. Seawall for boats/PWC on 50 wide Ocean Access canal. Enter lovely tiled interior.

$1,795,000
Key West
Riviera Shr Amd Plat   - MM: 3.00
4 Bed, 4 Baths, 1,652 SqFt Days Listed: 36
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.

$1,875,000
Key West
Webb Realty Co Subdivision   - MM: 1.00
4 Bed, 4 Baths, 1,928 SqFt Days Listed: 149
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

1421 Reynolds is a beautifully renovated mid century modern home located 3 blocks from Higgs Beach, one of Key Wests best beaches and the perfect spot to watch the sunset. You will see the ocean from your driveway. You can walk or bike to Duval street, but live just far enough away to enjoy peace and tranquility. The spacious floor plan offers 4 bedrooms and 3 bathrooms. Vaulted ceilings throughout give it a sense of open space and the sliding glass doors in the great room open all the way for indoor outdoor living. All impact doors and windows allow lots of natural light to flood into the modern renovation in every room. Off street parking and room for a pool make this a rare opportunity in one of Key Wests most coveted neighborhoods, the Casa Marina. In the front you will find a private zen garden adding outdoor space to the master bedroom. The kitchen has all stainless appliances with Viking, Samsung smart fridge and JennAir. This home was designed to enjoy the best Key West has to offer, from the interior to the outdoor space to the neighborhood itself. You will find yourself swimming in the ocean for sunset, walking to the Casa Marina Hotel for drinks overlooking the ocean, and having dinner on the beach at Salutes or Louies Backyard. Owner/listing agent is a licensed FL Real Estate Broker.

$2,095,000
Key West
Gg Watson Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,600 SqFt Days Listed: 82
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: 22
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: 24
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 substantial rental income potential in one of Key Wests most desirable neighborhoods!

$2,750,000
Key West
Land Buyers Assn   - MM: 3.00
4 Bed, 4 Baths, 2,172 SqFt Days Listed: 47
Single Family - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Discover the epitome of Key West living in this exceptional solar-powered mid-century modern home, setting a new standard in quality and value. Embrace the unique opportunity for eco-friendly living, with significantly reduced electric bills enhancing your lifestyle.The solar panel system, installed by Salt Air, features 39 high-efficiency solar modules, each delivering 327 watts, for a total capacity of 12.75 kilowatts. Designed for low maintenance, this system is fully covered under warranty for your peace of mind. Concerned about shading? No problem! This upgraded system is designed to ensure that panels unaffected by shading continue to generate power efficiently. It charges and stores the energy produced, and once fully charged, it sells any excess energy back to Keys Energy. This exceptional property features expansive impact windows and sliding glass doors, seamlessly blending indoor and outdoor spaces--a true hallmark of Key Wests vibrant lifestyle. The fully-equipped kitchen, anchored by a spacious eat-in island, is perfect for intimate dinners or hosting grand soirees for up to a hundred guests.Step into the master bedroom, where sliding doors lead to a tranquil swimming pool adorned with cascading waterfalls, surrounded by beautifully landscaped gardens. The guest wing includes two bedrooms sharing a bath, along with a charming outside guest cottage complete with a full bathroom--ideal for a guest suite, gym, or art studio.Adjacent to the master suite, discover a second entrance, a convenient half-bath, and a versatile office space that could serve as an additional bedroom.Nestled in the coveted Midtown neighborhood, this home is just a short bike ride from Old Town and mere moments from Higgs Beach and White Street Pier. Dont miss the chance to experience this distinctive Key West gem, where modern luxury and sustainable living

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 11-26-2024.
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