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$1,460,000
Key West
La Brisa South   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 29
Condo - Contingent - Waterfront Yes
Side of Island: Ocean - Dockage: None

Oceanfront Elegance - Fully Renovated 2 Bed | 2 Bath Condo: Welcome to La Brisa South, where modern luxury meets coastal charm! This direct oceanfront view 3rd-floor condo has been fully renovated, with high-end finishes and premium upgrades, creating the ultimate seaside retreat.From the moment you step inside, breathtaking ocean views greet you, setting the stage for a light-filled open floor plan enhanced by Cypress ceilings, recessed lighting, and elegant Travertine & wood plank tile flooring. Impact doors and windows provide both security and energy efficiency.The Gourmet Kitchen is complete with custom reclaimed solid wood cabinets, KitchenAid stainless steel appliances, brushed marble countertops and copper sink with oiled bronze fixtures.Resort-Style Amenities abound here! Heated & chilled resort-style pool, tennis & pickle ball courts, outdoor grill area for entertaining and, gated community with covered parking & EV charging .Step out onto your private balcony and take in the panoramic views of Smathers Beach, where ocean breezes and stunning sunrises make every day feel like a vacation.Convenience is key, with assigned covered parking directly beneath your building and easy elevator access. Enjoy the added benefit of a private ground-level storage space.This turnkey coastal retreat is perfect for full-time living, a vacation getaway, or a smart investment opportunity.Experience the best of oceanfront living. Schedule your private tour today!

$1,399,000
Key West
Presidents Lane   - MM: 1.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 97
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

For the first time, the Key West home of famed landscape architect and Martha Stewart co-star Fernando Wong is available. Welcome to your dream townhouse nestled in the heart of the exclusive Truman Annex, just steps away from the restaurants, shops and bars on Duval Street. This professionally decorated 2-bedroom, 2.5-bathroom townhouse offers the perfect blend of modern comfort and island charm. As you step inside, youll be greeted by a light-filled open floor plan, featuring a charming living and dining area with tasteful furnishings and a well-appointed kitchen with new appliances. The home features furniture and lighting from Brown Jordan, Ralph Lauren, and Serna & Lilly. Recent renovations include all-new ceiling lights and stylish Legrande light switches and outlets. You will also love the new wood doors, renovated bathrooms, and a recently installed lush jungle landscape. The three beautiful outdoor areas and a strong rental history make this delightful vacation house a once-in-a-lifetime opportunity.

$1,385,000
Key West
The Foundry   - MM: 1.00
2 Bed, 2 Baths, 1,216 SqFt Days Listed: 106
-0.72% ($10,000) 1 Price Change : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Located in the prestigious Truman Annex community, this town home in The Foundry is the perfect getaway offering the perfect blend of luxury, comfort, and convenience. This beautifully designed 2-bedroom, 2.5-bathroom home enjoys a highly desirable location with easy access to Key Wests vibrant Old Town, while maintaining privacy and security within a gated community.As you step inside the spacious open-concept living area you will find 11 foot high ceilings, impact rated windows and glass doors that bathe the interior with natural light, and updated finishes throughout. The kitchen has been recently updated with all stainless steel appliances. Moving up stairs, the master bedroom is a private sanctuary featuring an ensuite bathroom. A private balcony off the master suite offers a peaceful retreat to enjoy the island breeze. The guest bedroom is up one more floor and is equally inviting with its own ensuite bathroom ensuring privacy and comfort for visitors. Stand out features of this town home include its street facing orientation, not something all homes in The Foundry have. The town home also has its own carport with additional storage above- a highly convenient feature few have and holds a value in excess of $75,000. Finally, The Foundry has its own pool, reserved for use by only Foundry owners and their guests.With a strong rental history and a Truman Annex Special Transient License, this home is an excellent investment opportunity. The license allows for short-term rentals with restrictions, providing flexibility and a steady stream of income when the property is not in use.Whether youre seeking a full-time residence, a seasonal escape, or a profitable rental investment, this townhome provides the ultimate opportunity to experience the best of Key West living.

$1,350,000
Key West
Presidents Lane   - MM: 0.00
2 Bed, 2 Baths, 960 SqFt Days Listed: 98
Townhouse - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Owner is a licensed real estate agent and listing agent.This charming townhome has it all! Located in the heart of Key Wests prestigious Truman Annex, this home offers a perfect blend of luxury, comfort and privacy along with easy access to all that Old Town has to offer. The first floor features a well-appointed kitchen, with eat-in bar. The space has been designed to take advantage of all storage areas and offers a conveniently located half bath. As you step further into the open concept first floor, you will find a light filled living area with a view to your lush private backyard. Through the two sets of French doors is a beautifully landscaped private backyard with a large deck for entertaining. As you move to the second floor you will find two bedrooms both ensuite baths. Each bedroom also has its own private deck for relaxing and enjoying your morning coffee. There is a new front load washer/dryer set also located on the second floor. This home has a Truman Annex Special Transient License and has a very strong rental history. When you are not staying in the home take advantage of a steady stream of income both in high and low season months. You and your Guests will enjoy the assigned parking space conveniently located just outside the front door. Please provide 24-48 hour notice for showings as this home is fully booked through March 2025.

$1,350,000
Key West
Delancey Hall Condominium   - MM: 1.00
2 Bed, 2 Baths, 1,185 SqFt Days Listed: 80
-8.47% ($125,000) 1 Price Change : Last Change 28 Days Ago
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!

$1,300,000
Key West
Harbour Lodge   - MM: 2.00
2 Bed, 2 Baths, 1,351 SqFt Days Listed: 798
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!

$1,300,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,374 SqFt Days Listed: 79
-7.14% ($100,000) 2 Price Changes : Last Change 2 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Old Town Key West elevated two-story duplex on a quiet lane just a half block from the X Flood zone. This duplex already has Condo documents in place but is being sold together. Each unit features 2 bedrooms, 1 bathroom, and inviting living spaces with lots of light and high ceilings, ideal for comfortable island living. Enjoy the convenience of living only 3 blocks to Duval St but having the tranquility of lane living. The downstairs unit has a breezy front porch perfect for morning coffee, and a spacious back deck, ready for outdoor entertaining. Whether youre seeking investment income, a multi-generational home, or live in one and rent the other, this property delivers.

$1,299,000
Key West
La Brisa West   - MM: 2.00
2 Bed, 2 Baths, 1,099 SqFt Days Listed: 37
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

This rare transiently licensed condo is designed to embrace tropical luxury exuding natural light, open concept, practicality and privacy thus creating a serene and inviting environment for you and your guests. Located at La Brisa, a gated condo community, just steps from the beach ,the updated and stylish unit lovingly named Moondance is the unforgettable retreat you have been dreaming of. Walk into the tranquil setting as you soak in the soothing colors and views from the preferred Salt Ponds location from your own balcony or make the most of the numerous desirable amenities such as saltwater pool, sauna, spa, bbq area, tennis & pickleball court, assigned covered parking space, storage, EV charging stations, car wash area and more!Offered turnkey- whether for long-term residence or short-term rental, this condo provides flexible living and is a true income producing gem. Ideally located just a few minutes away from White Street pier and Old Town.

$1,299,000
Key West
Old Town Unrecord   - MM: 1.00
3 Bed, 3 Baths, 1,260 SqFt Days Listed: 101
-3.78% ($51,000) 1 Price Change : Last Change 6 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Beautifully renovated 3bd/2.5ba townhouse incredibly located just 1.5 blocks from Duval Street with off street parking. The first floor is dedicated to an open concept living room and kitchen with built in custom banquette for dining and extra storage. Off the kitchen you will find a covered stone patio for outdoor living or dining. The second floor features 2 bedrooms , balcony and a newly renovated full bathroom. Enjoy custom fit closets throughout to maximize storage. The 3rd floor is a private oasis dedicated to the primary suite with newly renovated full bathroom, laundry and more custom storage. You will appreciate details that create a hassle free investment including CBS construction, new metal roof, central a/c, new recessed lighting, skylights and updated windows and doors with shutters. Come take a look at this perfectly located slice of paradise.

$1,187,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,797 SqFt Days Listed: 24
-1.00% ($12,000) 1 Price Change : Last Change 10 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

Welcome to 1421 12th St, a stunning oasis nestled in the heart of Key West. This charming property perfectly combines island living with modern convenience, offering an exceptional opportunity for both homeowners and investors alike.As you step inside, you are greeted by an open-concept layout that maximizes space and natural light. The living area boasts high ceilings and beautiful finishes, creating a warm and inviting atmosphere. The kitchen is a chefs dream, featuring stainless steel appliances, granite countertops, and ample storage space, making it perfect for entertaining friends and family.This home includes multiple spacious bedrooms, each designed for comfort and relaxation. The master suite is a true retreat, complete with an en-suite bathroom that offers a spa-like experience. Step outside to your private backyard oasis, where you can unwind in the tropical surroundings or host barbecues under the stars.Located just minutes from Key Wests vibrant downtown, youll enjoy easy access to the areas best dining, shopping, and entertainment options. The beautiful beaches and iconic sunsets are just a short bike ride away, allowing you to fully embrace the island lifestyle.One bedroom is set to the side of the house and is designed for your guests privacy with its own outside shower, exterior door, locking interior door, full bath and wetbar. There are two off street parking spots under the carport and two on the side of the house.Dont miss your chance to own this exceptional property in one of Floridas most sought-after locations. Schedule your private showing today and discover the endless possibilities that await at 1421 12th St!

$1,150,000
Key West
Hollinsed House   - MM: 1.00
1 Bed, 1 Baths, 636 SqFt Days Listed: 18
Condo - Contingent - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

New Listing. Key West Transient Licensed Condo in Old Town. Great location near Duval, Street dining, shopping and more. Second floor unit with balcony overlooking Southard St. Offered turnkey and totally furnished. Spacious bedroom with king size bed. Gated grounds with POOL (heated) and bricked courtyard. Parking available, unassigned spaces for complex.

$1,125,000
Key West
Key West Golf Club Dev   - MM: 4.00
3 Bed, 3 Baths, 1,060 SqFt Days Listed: 287
-2.17% ($25,000) 2 Price Changes : Last Change 2 Days Ago
Townhouse - Active - Waterfront No
Side of Island: Median - Dockage: None

A stunning 3BR/2.5BA townhome with secluded back yard and private pool.Discover the charm of this elegant two-story one of one townhouse, nestled within the exclusive Key West Golf Club community. Boasting its own private heated pool with all new equipment and a professionally landscaped yard brimming with lush vegetation, this property offers the ultimate in privacy and relaxation.The first floor features an open-concept design that seamlessly connects the living room, dining area, and kitchen. The living area opens to a serene outdoor space with a covered porch, pool, and tropical landscaping enhanced by irrigation and lighting systems.Upstairs, the primary suite offers a tranquil retreat with an en-suite bath and ample closet space. Two additional bedrooms, a guest bathroom, and a convenient laundry closet complete the second floor.This home is enriched with thoughtful upgrades, including a first-floor powder room, 42-inch cabinets, a breakfast bar, engineered hand-scraped walnut flooring throughout, crown moldings, and more. Impeccably maintained, this property is a rare find at its price point, offering unparalleled architectural and design features. Furnishings are negotiable.

$1,100,000
Key West
Key West By The Sea   - MM: 3.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 8
Condo - Active - Waterfront Yes
Side of Island: Ocean - Dockage: None

Stunning garden condo, oceanfront/end unit with lushly landscaped 24 ft X 45ft private yard with 3 different areas for quiet retreat. Remarkable condo has been elegantly renovated with white cabinets, quartz countertops and stainless appliances, LVP floors in soft shades of grey. Washer & dryer hookup. This is the most expansive condo in all of Key West! Your private oasis just 50 ft to Smathers Beach!

$1,049,000
Key West
The Halyard   - MM: 2.00
2 Bed, 2 Baths, 1,045 SqFt Days Listed: 36
-4.55% ($50,000) 1 Price Change : Last Change 14 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Slip24ft.

KEY WEST mid town open water 2/2 gem boasting an open floor plan offered turnkey with new furnishings and a deeded 12 X 24 gulf side boat dock. Hilton Haven is a unique neighborhood located mid island on a strip of land that offers a mixed use of waterfront properties on each side. This 8 unit condominium complex is at the end enjoying peace and quiet and also has its own private white sand beach and waterfront pool. Many extras to be enjoyed including tile floors throughout, 2 balconies offer both waterfront and sunset views and an abundance of closet space plus a designated generous storage room for all of your beach/water toys. Property was recently enrolled in a professional monthly vacation rental program. All of this within the city limits of Key West where you will find both nightlife, easy airport access and all of your shopping needs a bike ride or short drive away.

$999,000
Key West
New Town Unlisted   - MM: 2.00
3 Bed, 3 Baths, 1,586 SqFt Days Listed: 119
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!

$995,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
2 Bed, 2 Baths, 1,114 SqFt Days Listed: 40
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.

$975,000
Key West
Investment Co Subdivision   - MM: 1.00
3 Bed, 3 Baths, 1,216 SqFt Days Listed: 3
Condo - Active - Waterfront No
Side of Island: Median - Dockage: None

Step inside this exceptional 3-bedroom condo, where modern living meets unmatched versatility. Each of the three bedrooms features its own en-suite bathroom, ensuring comfort and privacy for all. But the true standout feature? Three separate entrances, with two bedrooms featuring private exterior access! There is a door in the hallway that can be closed to separate the front and back of the house to create total privacy for the back 2 bedrooms with private entrances. This unique layout creates incredible potential for multi-generational living or savvy investors seeking to maximize rental income. Beyond the unique design, revel in the beauty of a serene courtyard, the sleek elegance of stainless steel appliances, and the spa-like luxury of custom-tiled showers. A perfect blend of style and practicality, this condo is ideal for families and investors alike. Seize this rare opportunity to own a truly exceptional property in the heart of Key West....just a short walk to Duval Street.

$975,000
Key West
Key West By The Sea   - MM: 3.00
2 Bed, 2 Baths, 980 SqFt Days Listed: 41
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

Desirable Oceanfront, third floor corner end unit, with panoramic ocean views located in the beautiful, gated condominium complex, Key West By The Sea. Enjoy the ocean views and warm tropical breezes while sitting on your private balcony. The living room/dining area is an open floor plan with direct ocean view. The unit has two large bedrooms, the main bedroom has windows with ocean views and the second bedroom has pool view as well as ocean. This unit has an in-unit washer/dryer, a unique feature within this community. Also, this unit comes with its own storage locker directly across the hall, a very rare and desirable feature. Upgraded impact doors and windows, almost new central A/C system and freshly painted interior walls. The gated community offers resort style amenities, two large swimming pools, one of which is heated, two tennis courts, a clubhouse for gatherings, parking, bike racks as well as a pet walking trail. There is also a laundry room on first floor, for larger bulky items if needed. Located across from Smathers Beach where you can enjoy walks along the wide paved beachfront sidewalk. Ride your bikes into town to experience the many amazing restaurants Key West has to offer. The condo fees cover many essential services such asbuilding insurance, pest control, basic cable TV, building and ground maintenance for stress free living. This is a pet friendly condominium complex and allows rentals after the first year of ownership, with a minimum lease of two months, this allows for seasonal or long-term rental opportunities. This is a great investment opportunity, vacant and easy to show. Get ready to enjoy the tropical, relaxed lifestyle that is the heart of Key West!

$969,000
Key West
1800 Atlantic   - MM: 2.00
2 Bed, 2 Baths, 1,424 SqFt Days Listed: 33
-2.02% ($20,000) 1 Price Change : Last Change 2 Days Ago
Condo - Active - Waterfront Yes
Side of Island: Median - Dockage: None

Experience the best of Key West living in this beautiful 2-bedroom, 2-bathroom condominium, located in the coveted 1800 Atlantic complex. Boasting a spacious 1,424sf of living space, this second-floor unit features soaring high ceilings that create a light, airy ambiance throughout, and incredible balcony with access from living room and both bedrooms, offering a partial ocean view.Key Features:Spacious Layout: Two generously-sized bedrooms and two full bathrooms, providing comfort and privacy for residents and guests alike.High Ceilings: The elevated ceilings enhance the sense of space, creating an open and airy living experience.Prime Location: Situated on a private beach in Key West, youre just moments away from local attractions, shops, dining, and the famous waterfront.Private Balcony: Step outside onto your private balcony to enjoy fresh air and scenic views of the lush surroundings and ocean.Resort-Style Amenities: The 1800 Atlantic community offers luxurious amenities including a large heated pool, 16 person hot tub, 3 lighted tennis courts, fitness center, saunas, media room, and tropical landscaping, perfect for unwinding or entertaining guests. Monthly rentals are allowed here also making this a perfect investment. Additional Details:1,424 square feet of living spaceHigh ceilings throughout2 bedrooms, 2 bathroomsSecond-floor unitPrivate balconyFull access to resort-style amenitiesDedicated covered parking spot in private garageDedicated storage area for each unit.Secured private entrance into Lobby and Property for ComplexThis condo offers the perfect balance of luxury, convenience, and comfort. Whether youre seeking a full-time residence or a second home in paradise, this property is sure to impress.

$965,000
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 907 SqFt Days Listed: 194
-19.58% ($235,000) 3 Price Changes : Last Change 2 Days Ago
Condo - Active - Waterfront No
Side of Island: Ocean - Dockage: None

NEW PRICE! Old Town Key West TRANSIENT LICENSED 2BR CONDO! One of the most luxurious condominiums in Key West. This transient licensed condominium with contemporary design and decor offers two level living and three balconies. The main level features a gourmet kitchen, balconies, powder room, and living room with pool views. Upper level has two bedrooms with designer en suite baths. Santa Maria amenities include stunning heated pool and grounds, bellman, 24 Hour full-service concierge, parking, & gym.

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 03-09-2025.
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