Key West Real Estate Search

Newest Key West Homes and Condos for Sale

$7,495,000
5 Beds ⋅ 7 Baths ⋅ 619282 MLS
Located in the heart of Old Town, 616 Eaton Street tells a story that spans more than a century. Built in 1911 and thoughtfully brought into the present day, with additions & renovations, this property reflects the enduring character of Key West while offering the comforts and conveniences of modern living. This 5BD, 5 full BA, and 2 half BA estate spans over 4,000sf and sits on an expansive 12,478sf lot. Set back from the street, it offers a level of privacy that is rare for such a central location. The main residence is designed for both everyday living & entertaining and has been furnished with new furniture & finishings adding a refined & move in ready touch. The fabulous kitchen, outfitted with top of the line finishes, opens through huge sliding glass windows to an outdoor bar & entertaining pavilion creating a seamless indoor & outdoor experience. Upstairs, the primary suite offers a quiet escape with its own office, laundry, and a generous covered porch. Throughout the home, reclaimed hardwood floors from the Biltmore, tall ceilings, and natural light highlight the balance between historic charm & modern upgrades. The outdoor space serves as the heart of the property, anchored by a heated & chilled saltwater pool with a tranquil water feature. Two detached guest houses provide a total of 3BD & 3BA, complemented by an additional cottage that can function as a 4th bedroom & bath or a private entertaining retreat. The versatility of this home is truly exceptional, ideal for hosting guests, extended stays, or creating secluded personal spaces. Additional features include a 1,500sf climate controlled attic for storage, off-street parking for up to 7 vehicles, a carport, and a golf cart garage. Positioned in the desirable X flood zone and just 2 blocks from Duval St. and the Historic Seaport, this property represents a rare opportunity to own a significant piece of Key West history, thoughtfully updated for modern living.

616 Eaton St, Key West
$950,000
3 Beds ⋅ 2 Baths ⋅ 619269 MLS
This move-in ready property offers the perfect blend of comfort, functionality, and island charm. Thoughtfully updated, the home features durable vinyl flooring throughout and energy-efficient mini-split systems in every room, providing individualized climate control and lower utility costs. The spacious layout is ideal for both full-time living and investment potential. A private driveway offers convenient off-street parking, while the fully fenced backyard creates a private outdoor retreat--perfect for entertaining, relaxing, or accommodating pets. Additional highlights include in-unit laundry and a clean, modern interior that makes this home truly turnkey. Located in a desirable New Town neighborhood, you're just minutes from shopping, dining, schools, and all that Key West has to offer. Whether you're looking for a primary residence, second home, or investment opportunity, 3700 Northside Drive checks all the boxes.

3700 Northside Dr, Key West
$1,239,999
3 Beds ⋅ 2 Baths ⋅ 619251 MLS
DO NOT MISS YOUR CHANCE TO OWN YOUR OWN PIECE OF KEY WEST HISTORY!!!! Located in the heart of the Historic District, just steps to world famous Duval Street, 5 minutes to Higgs Beach, and the world Famous Island House and Garrison Bight Marina being literally around the corner, this location is UNBEATABLE. Featuring almost 1700 Square Feet of indoor living space, this Gem mixes Old Town Conch Charm with contemporary living and comfortably sleeps 6 adults. On the first floor you'll find a spacious living room, dining room, the recently remodeled kitchen with a wine cooler and a bar area. Off to the side, you'll find an expansive bedroom and a beautiful bathroom. Upstairs features two bedrooms and an additional bathroom with a shower tub. Exterior features include offstreet parking, a perfectly sized heated pool and deck area for entertaining, and a low maintenance yard. Utilizing the side door you can avoid walking up any stairs at all. Hurricane shutters and a metal roof provide peace of mind. If you're looking for an amazing primary home, an investment property, or a mix of both... This one checks all the boxes!!!! SOLD FULLY FURNISHED SO JUST BRING YOUR BAGS!!! CALL DIRECTLY for your private showing today. MOTIVATED SELLERS SAY BRING ALL OFFERS!!!!

524 White St, Key West
$7,000,000
3 Beds ⋅ 3 Baths ⋅ 619242 MLS
Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom, three-bath beachfront home is thoughtfully designed to capture the essence of elevated island living. Wake to sweeping water views from the primary suite, and enjoy the same serene vistas from the main living area, where natural light and coastal beauty take center stage. Step outside to your private pool and spa, where you can unwind to the rhythm of waves lapping along the shoreline, all while enjoying gentle sea breezes and breathtaking sunsets over the Gulf of Mexico. The expansive main-level primary suite provides a tranquil retreat, while two beautifully appointed guest suites upstairs ensure comfort and privacy for all. Rich hardwood floors and natural stone finishes flow seamlessly throughout, complemented by a warm, sophisticated island aesthetic. Set within a private island enclave, Sunset Key offers access to exceptional amenities, including a gourmet waterfront restaurant, full-service spa, state-of-the-art fitness center, private beaches, tennis courts, and convenient ferry service. Perfectly positioned within minutes of Old Town Key West yet blissfully removed from the crowds, this secluded setting delivers a truly elevated lifestyle--where every detail is designed for quiet luxury and effortless escape.

5 Sunset, Key West
$1,990,000
3 Beds ⋅ 2 Baths ⋅ 619235 MLS
Tucked within the charm of Old Town Key West, this fully renovated historic Eyebrow home invites a lifestyle shaped by tropical surroundings, outdoor living, and close proximity to the island's most recognized destinations. Set on a deep 4200+ square foot lot stretching from Eaton Street to Thompson Lane, the property offers 3 bedrooms and 2 baths in a setting designed for both everyday living and relaxed entertaining. Recognized as a 2016 Preservation Award Winner, this lovely home reflects thoughtful preservation of its architectural style while incorporating modern updates including a metal roof and a comprehensive renovation. Inside, hardwood flooring, a light-filled living area, and a main-level primary bedroom create a comfortable and functional layout. The open design flows naturally to the outdoor spaces, while the updated kitchen features white cabinetry, quartz countertops, stainless steel appliances, tile backsplash, and dedicated prep space, along with additional storage and an interior laundry area. French doors extend the living space outward to a covered deck and courtyard. The outdoor setting is a defining element of the home, centered around a private heated pool, covered lounge area and outdoor bath. Gorgeous palms and lush plantings frame the backyard, creating a private garden atmosphere with brick walkways and a spacious courtyard for dining and gathering, while string lighting enhances the space for evening ambiance. The deep lot includes off-street parking with a brick-paved driveway accessed from Thompson Lane, a valuable feature in Old Town. Just moments from the Historic Seaport, Duval Street, and some of Key West's most loved local spots, this location provides convenient access to dining, shopping, and live entertainment. With its combination of location, updates, outdoor living spaces, and off-street parking, this property presents a compelling opportunity for use as a primary residence or vacation home in Old Town Key West..

1019 Eaton St, Key West
$675,000
2 Beds ⋅ 1 Baths ⋅ 619233 MLS
MOTIVATED SELLER! The perfect Key West starter home. This charming CBS single-family residence is situated in Midtown. The interior shines with recent upgrades, including the renovated bathroom and butcher block countertops in the kitchen. The versatile layout features two bedrooms plus a dedicated den--complete with a closet--perfect for a home office or guest space. Step out back into the massive, fully fenced backyard. Plenty of space for a pool and/or outdoor kitchen. The covered carport and dedicated laundry room are added extras that make this the perfect place to call home!

2625 Flagler Ave, Key West
$999,000
619198 MLS
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!

2330 Staples Ave, Key West
$999,000
1 Beds ⋅ 1 Baths ⋅ 619196 MLS
Discover a rare investment opportunity in the heart of Key West. This spacious corner duplex lot at 2330 Staples St and 1428 6th St offers incredible potential with two separate addresses and alley access for three convenient side entrances. The large lot features a charming, spacious cottage complete with a full kitchen, a bedroom with ample closet space, a stylish bathroom, and an attached garage--perfect for comfortable living or rental income. The second unit has been demolished, providing a blank canvas to rebuild your dream home or expand your investment portfolio. Alternatively, you can choose to demolish the existing cottage and build two brand-new units on this generous lot. Mature landscaping surrounds the property, offering privacy and a serene atmosphere. With two separate ROGOs ready to go and the Staples side of the lot free from flooding, you can start building immediately. Don't miss this unique chance to own a versatile property in a prime Key West location with endless possibilities. Whether you're looking to renovate, rebuild, or develop, this property is your gateway to maximizing value and enjoying the vibrant lifestyle of Key West. Act now and make this exceptional property yours!

2330 Staples Ave, Key West
$899,000
3 Beds ⋅ 2 Baths ⋅ 619102 MLS
Welcome to 3011 Riviera Drive, nestled in the sought-after Riviera Shores neighborhood of Key West! This delightful 3-bedroom, 2-bathroom home boasts versatility and space, featuring a spacious bonus room--ideal for guests or an in-law suite. The property sits on a generous 6,000 sq ft lot with a large fenced backyard, perfect for adding a pool. Relish in the tranquility of mature banana and mango trees, complemented by tall Christmas palms enhancing the front yard's allure. Enjoy off-street parking, a concrete driveway, and the nearby public boat ramp for aquatic adventures. The home includes nice comforts such as a durable metal roof, sound proof windows and doors, storm shutters, and a privacy fence. Relax on the covered back patio, and appreciate the proximity to Key West's Old Town, beaches, schools, shopping, and businesses--truly an inviting retreat!

3011 Riviera Dr, Key West
$1,995,000
4 Beds ⋅ 3 Baths ⋅ 619096 MLS
NEW PRICE!! Key West WATERFRONT Home with a POOL! This expansive two-story residence has everything you need, featuring a first-floor primary suite, ample off-street parking, and a canal for boating enthusiasts, along with a fantastic pool area complete with a tiki hut for shaded relaxation. With 4 bedrooms and 3 bathrooms, this home spans 2,080 sq. ft. and is just minutes away from Old Town Key West. Nestled on a cul-de-sac, Jamaica Drive is the perfect island oasis--simply drop your paddleboard in from your backyard! The kitchen is chef-ready, offering plenty of cabinet space and a large island. The open floor plan is designed for entertaining, seamlessly flowing to the backyard area with tiki hut, canal views, and a beautiful swimming pool. The first floor includes a primary suite with a luxurious bath, walk-in closet, and pool access. There are three spacious bedrooms located on the second floor. Additional features include central AC, ductless units, a workshop, soundproof windows, impact-rated doors, and hurricane panels. Saltwater pool with chiller and heater. Perfect canal home with seawall without leaving KW!

1620 Jamaica Dr, Key West
$1,480,000
2 Beds ⋅ 4 Baths ⋅ 619087 MLS
Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key. Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy feel. Updated kitchens, bathrooms, and high-end appliances add modern comfort while maintaining the home's historic charm. Perfect for living in one unit while renting the other, or as a full investment property. The home is fully fenced and includes an off-street parking space, just blocks from Duval Street

709 Olivia St, Key West
$1,410,000
3 Beds ⋅ 3 Baths ⋅ 618947 MLS
Beautifully maintained 3-bedroom, 2.5 bath pool home located in the highly desirable Newtown neighborhood of Key West. This property offers the perfect balance of indoor comfort and outdoor island living. A flagstone pathway leads to your private, quaint, floating dock on Sunrise Canal, providing convenient access to launch kayaks, paddleboards, and personal watercraft. From here, you can explore the Atlantic Ocean, Gulf waters, and the stunning backcountry of Key West. The home features a bright, open floor plan filled with natural light, a wet bar for entertaining, and spacious living areas that flow seamlessly to the outdoor pool space. The primary suite offers an ensuite bath and direct access to the pool area, creating the perfect indoor-outdoor lifestyle. Enjoy private poolside gatherings surrounded by tropical landscaping, or relax in the peaceful courtyard complete with a charming fountain. Additional features include a large covered carport with space for multiple vehicles, ample outdoor storage, and a separate laundry room. A wonderful opportunity to own a water-access pool home in one of Key West's most sought-after residential neighborhoods.

1507 19th St, Key West
$4,495,000
4 Beds ⋅ 5 Baths ⋅ 618937 MLS
There is a certain rhythm to life in Key West. Mornings begin outside, friends have a way of staying longer than planned, and some of the best evenings never make it past the backyard. 1614 Washington Street was designed for exactly that kind of life. Natural light, high ceilings, and an easy connection to the outdoors give the home an immediate sense of openness. The main living spaces flow naturally toward the pool and tropical garden, creating a setting that works just as well for a quiet morning at home as it does for dinner with friends that stretches late into the evening. The heated and chilled pool features two distinct levels--a shallow splash deck and a deeper swimming area--connected by cascading water features and surrounded by mature tropical landscaping that feels remarkably private. The floor plan understands that guests are part of island life, but privacy still matters. The first-floor primary suite creates a comfortable retreat for the owners, while upstairs, three en-suite bedrooms surround their own den and lounge. Family and friends can settle in, unpack, and have a space of their own rather than simply occupying yours. Behind that relaxed lifestyle is a house designed to make living here easier. Award-winning local architect Matthew Stratton brought together solid masonry construction, impact-rated windows and doors, solar power with Tesla battery storage, an EV charger, custom cabinetry, quartz surfaces, and thoughtful systems chosen for the realities of coastal living. The technology is there when you need it and nearly invisible when you don't. Morning walks, bike rides, the beach, neighborhood restaurants, galleries, and everything that makes Key West unlike anywhere else are simply part of the day. 1614 Washington invites you to open the doors, gather the people you love, jump in the pool, stay for dinner, and make yourself at home. Because ultimately, the best luxury isn't about having more. It's having a home that lets you live well.

1614 Washington St, Key West
$1,969,000
3 Beds ⋅ 3 Baths ⋅ 618929 MLS
Welcome to your ideal island escape at 1607 Sunshine Drive in vibrant Key West, FL! This newer-construction 2014 single-family home offers the modern coastal lifestyle you want - built to the latest building codes for improved insurance options- featuring impact glass windows and doors, metal roof, concrete siding, and an elevated structure above base flood for added peace of mind. Step inside to a bright, breezy layout with a full bedroom and bath on the first floor with a convenient Murphy bed for ultimate flexibility, plus two spacious en-suite bedrooms upstairs -- each opening to private decks where you can catch the island breeze and have a morning con leche or an evening Cuba Libre. You'll love the coastal finishes throughout, including plantation shutters, granite countertops, and stainless steel appliances, plus a beverage pantry that adds a fun, functional touch. Outside is where this home truly shines: the fully fenced lot includes privacy fencing around the backyard, composite decking on all deck surfaces, and tropical landscaping complete with lighting and irrigation--creating a polished, resort-like setting for relaxing or entertaining. A heated pool and two off-street parking spots round out the experience. The home may be offered furnished for a true turn-key opportunity, 1607 Sunshine Drive is ready for you to start living the Key West lifestyle from day one.

1607 Sunshine Dr, Key West
$1,299,999
3 Beds ⋅ 2 Baths ⋅ 618878 MLS
LEGAL DUPLEX with INVESTMENT OPPORTUNITY. Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer. Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate electric and water meters. The attic can easily be converted to additional living space the same size as the upstairs unit. Adding approximately 700 sq ft. Park your car in your own private driveway. Add a pool to your backyard. The property is fenced in and very private. An aquifer exists on the property allowing you a water source for your irrigation and landscape. The amenities of this location offer a neighborhood grocery store, bakery, restaurants, art galleries and Bayview Park all with in walking distance. Now is your chance to bring your vision to reality in Old Town Key West. Schedule your private tour today!

1306 Virginia St, Key West
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Key West Homes for Sale

The United States of America’s southernmost point is Key West, Florida. With a fabulous location only one hundred and six miles from Havana, Cuba, the city is steeped in Spanish history. To reach Key West, you’ll need to fly into Key West International airport; otherwise, it requires driving one hundred and twenty-six miles from the mainland and crossing over forty-two bridges. Though one of the state’s most relaxing and exciting places to live, the island is only one mile wide and four miles long. It is a popular option for newlyweds, vacationers, musicians, authors, roosters, and a handful of kitties.

Seemingly disconnected from the rest of the world, Key West has a carefree vibe and residents that tend toward dark suntans, hippy attitudes, and permanent smiles. There are just as many second-home owners as full-time residents in the community, which has a population of roughly twenty-five thousand people. During significant week-long events like Fantasy Fest, Key West Power Boat Races, Conch Republic Independence Celebration, and Hemingway Days, the population doubles. Moreover, according to Trip Advisor, the city is the nation’s number one wedding destination.

Specific points of interest in Key West include the two-hundred-acre Key West Golf Club, Key West Bight Marina, Key West City Marina, Naval Air Station Key West, and Mallory Square. Likewise, there are several fabulous neighborhoods in Key West, such as Sunset Key, The Meadows, Key West Historic District, and Old Town. Each of these communities offers a different flavor of Key West real estate. Real estate in Key West is extraordinarily diverse and includes lower-maintenance housing, houseboats, and older homes, as well as sprawling Key West luxury estates and everything in between. Please contact us today, and we will share details about the specific properties currently available in Key West, Florida, to assist you with your Key West home search.

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