Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own dedicated outdoor space and separate washer and dryer.A shared decked heated pool area provides the perfect tropical retreat, surrounded by lush landscaping for privacy and relaxation. Additional highlights include off-street parking for two vehicles and a proven rental history, with two exceptional tenants currently in place.This is an outstanding investment opportunity with a current combined income of $5600 or potential owner-occupied property with income-producing flexibility -- a true slice of Key West charm and convenience.
The ultimate lock-and-leave Key West retreat awaits in the heart of Old Town! Perfect for those seeking a low-maintenance getaway without the upkeep of a large yard or pool, this residence offers effortless luxury living and the convenience of a fly-in, fly-out lifestyle.Located on exclusive Admirals Lane within the award-winning Truman Annex, this is the largest townhouse in the community. The home features soaring 10-foot ceilings on all three levels, a bright open floor plan, and a stunning modern kitchen with quartz countertops and stainless-steel appliances.With 4 bedrooms and 3.5 bathrooms, the layout provides flexibility and comfort for family and guests. The first floor offers spacious living and dining areas that open through impact French doors to a private tiled patio surrounded by tropical landscaping--ideal for entertaining. The second floor includes a spacious primary suite with ensuite bathroom and a guest room with a separate bathroom. The stacked washer and dryer is located on the 2nd level. The third floor provides a private guest area with two bedrooms and a shared bath, each featuring tall ceilings and two queen beds per room.Impact windows and doors throughout, assigned covered parking, and access to the Truman Annex community pool add to the ease of ownership. Just steps from Duval Street, fine dining, and the waterfront, this home delivers the best of Key West living--lock it, leave it, and love it.
Triplex with Stunning Rent Roll ($172,800/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level. Units are rented for $6,500, $4,500, and $3,400 per month on long-term leases ($172,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.
Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.
Experience the easygoing charm of island life in this thoughtfully updated 3-bedroom, 2-bath condo, in the desirable resort-style living in Las Salinas. Light pours into the open-concept living space, creating a warm and inviting atmosphere that feels like home. The primary suite includes a private balcony that overlooks the pool and steps away from the newly updated fitness center. The modern kitchen boasts sleek stainless steel appliances and a smart washer/dryer combo for added convenience. Ideal for savvy investors, this property also boasts a strong rental history, making it a smart and versatile opportunity in Key West. Just moments from the Atlantic Ocean, this bright and airy condo is a dream for outdoor enthusiasts--perfectly positioned for biking, jogging, or morning walks along the scenic shoreline.
Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West architecture, featuring high ceilings, large windows that invite natural light. The main house has its own private heated pool, hot tub and outdoor shower perfect for relaxation and entertainment. The main house also has 2 guest cottages off the pool. The next building has an upstairs unit with 2 bedrooms and a bath with it's own private deck. Below is a one bedroom one bath unit and up front is the 3rd unit with one bedroom and one bath. Benefit from plenty of parking spaces, accommodating residents and guests with ease a rare find in this bustling area. Nestled in one of Key West's most historic districts, this property is just minutes away from famous landmarks, restaurants, and local shops. Take advantage of nearby beaches, water sports, and lush parks, offering a vibrant lifestyle for outdoor enthusiasts. This multifamily compound not only serves as a wonderful family home but also presents a lucrative rental opportunity in one of the most sought-after destinations in Florida. Don't miss your chance to own a piece of Key West history. Schedule a viewing today.
103 Front Street is a one of a kind masterpiece of architectural design and modern aesthetic. Built in the early 1900s, this imposing structure has been thouroughly restored and updated into a stunning home. The interior features a large great room with soaring ceilings, custom beams and woodwork. A dramatic staircase leads to a second floor walkway which is open to the main level. On one end is the primary bedroom with a large en suite. At the other end is an en suite guest bedroom. The custom features throughout are evidence of the ingenuity used in the design of this impressive home. A third bedroom and full bath on the main floor features doors that open to a separate private patio. The kitchen features custom wood cabinets and granite countertops and is open to the dining area. Extra tall windows and french doors flood the home with sunlight. Entertaining indoors or out is easy in this spacious home. A wet bar features custom built ins plus an icemaker and refrigerator. Fronted by a white picket fence, the home sits back from the street and is adorned by tropical foliage. This unique structure with thick brick walls and impressivly tall windows offers passers by a glimpse of the historic origins of the Truman Annex. Its location in the heart of old town Key West provides easy walkability to the waterfront promenade, Ft. Taylor beach, cultural venues, shops and restaurants. The property is set on two lots with a large swimming pool and spa between the covered open air loggia and parking. There's a poolside outdoor shower and lots of space for entertaining on a grand or intimate scale. This estate home is one of a kind was restored to the highest standards. One must see this home to appreciate the incredible design and attention to detail that went into this historic treasure.
LOCATION, LOCATION, LOCATION - Every boater's dream - to own at Key West downtown Historic Seaport boat slip and walk everywhere!Purchase 1 of only 15 or so privately owned liveaboard slips at the popular downtown harbor 91-slip Galleon Marina. LICENSED FOR COMMERCIAL USE TOO!Boat tour and fishing charters okay.Monthly HOA and Maintenance fee only $840 per month. Sunset views wet slip located upfront that will accommodate a 52' x 15' boat.Dock your own vessel or lease out to another boater.Easy ingress / egress to the Gulf of Mexico, the Atlantic Ocean and the Caribbean.Exclusive amenities of the upland resort available to slip owners - 24 hour security, private beach, pool, fitness center, secure bath & showers, sauna, laundromat, patio lounge with bar.Visit: https://www.galleonmarinakeywest.com
Rare Luxurious Atlantic Oceanfront Concrete 3 story home. 2 Bedrooms 2 1/2 bathrooms located in a private gated community. Ocean views from your balconies. This exquisite home has stainless steel appliances, custom cabinetry, vaulted ceilings, tiled carport, oversized well-manicured, private back yard. Huge storage room with built in shelving. This rare unit has the largest backyard in the community and an extra private parking space. These are just a few of the amenities this lavish fortress offers. Casa Caselles is located directly on the Atlantic Ocean between 2 nature preserves with a quaint Mediterranean feel and offers a front row seat to breathtaking sunrises and wildlife. The pool is beachside and allows its owners VIP seating for star gazing, fireworks and watersports. This 20 home complex is owner occupied only. No rentals are allowed. Schedule your private showing now. No rentals allowed.
Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town.Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated cocktail plunge pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path.This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps away.Come experience Key West luxury at its finest!
Third floor Harbour Place condo in the historic Navy Administration building.Enter into a private foyer where you have a full bath and a guest bedroom. Large living and dining area overlook Truman's Little White House. The primary bedroom is just down the hall and has it's own private balcony overlooking the entrance to the building and the Little White House. One covered parking space #92.
Discover an extraordinary opportunity to own a luxurious sanctuary in the heart of Old Town Key West. Built in 2002 and a complete renovation in 2025, this impeccably 4BD/3BA home masterfully fuses island-contemporary style with timeless sophistication. Located on a rare double lot in the coveted X flood zone, the 3/2 main house welcomes you with wrap-around porches, soaring ceilings, sun-drenched open living spaces, and elegant finishes throughout. The private primary suite encompasses the entire second floor, creating a serene personal retreat featuring a second floor balcony, walk-in closet, designer bath complete with a soaking tub, double vanity, and shower. The chef's kitchen is a true centerpiece with custom cabinetry, a striking quartz waterfall island, and high-end Thermador stainless steel appliances for easy living. Impact French doors lead seamlessly to the outdoor dining area featuring an alfresco kitchen and powered lanai. Step outside into your own private paradise--complete with a 15x22 heated saltwater pool, Dekton tiled waterfall, outdoor shower, and over 500 square feet of decking - all surrounded by lush landscaping. A brand new 1/1 spacious guest cottage provides comfort and privacy for family and friends. Additional property features include new HVAC systems, hardwood floors, and gated off-street parking for two. This one-of-a-kind property embodies the very best of island living--modern luxury, effortless comfort, and a location that places you moments from the vibrant heart of Key West.
Located directly across the street from the Ocean/ Smather's Beach, this beautifully renovated 2 Bedroom, 2 Bathroom condo is available at Key West by the Sea! Impact resistant Doors and Windows, newer mini splits, new cabinets, granite counters, an In- Unit Washer and Dryer, and best of all - a Brand New- Second Full Bathroom!!! Beautifully tiled baths with new vanities, light fixtures, and the beautifully painted light bluish-green paint give this condo a wonderful coastal feel. This gated community has 2 large pools, tennis, a club house, and is situated on 8 acres of land- and best of all- it is across the street from Smather's Beach- offering great snorkeling, kite surfing, and a bike path which can get you anywhere in Key West, or on a great ride or run up the Keys!
Discover the perfect blend of comfort & convenience at 1519 4th Street; a spacious 4-bedroom, 2-bathroom retreat perfectly situated in Midtown Key West. Set on a 5,000 sq. ft. lot, this beautifully refreshed home offers everything you need to enjoy the quintessential Florida Keys lifestyle.Step inside to an inviting open floor plan that flows effortlessly from the kitchen to the living and dining areas. The thoughtfully designed layout provides flexible spaces for families, remote work, or hosting friends in paradise. Recent updates include modernized lighting, refreshed bathrooms. Outside, the home has been freshly painted and professionally landscaped, creating instant curb appeal. In the backyard, your private resort-style oasis awaits, complete with an in-ground pool, gazebo, and a dedicated outdoor grilling and entertaining area. The fully fenced yard provides privacy and peace of mind for kids, pets, and gatherings alike.Located on a quiet street in desirable Midtown, this home offers the best of both worlds--tranquil residential living just minutes from Old Town, shopping, schools, and dining.Additional highlights include: off-street parking, storage shed, and generous storage throughout.
Discover the charm of 2105 Fogarty Ave--an inviting Key West gem that blends character, comfort, and an ideal island lifestyle. From the moment you step inside, you'll find bright, welcoming spaces filled with personality and warmth. Each room offers thoughtful details and natural light, creating an atmosphere that feels instantly like home.Enjoy the lush, sun-filled garden--a private outdoor retreat surrounded by tropical landscaping, perfect for morning coffee, relaxing afternoons, or entertaining under the evening sky. Inside, the open-concept living area provides an easy flow for everyday living and gatherings, enhanced by tasteful decor and a relaxed Key West vibe.The kitchen combines modern functionality with timeless charm, offering everything you need to cook, connect, and enjoy time with friends and family.Every space in this home has been carefully curated to celebrate the unique spirit of island living. And with a prime location, you're just a short bicycle ride from Key West's lively dining scene, nightlife, and beautiful beaches.Experience the best of Key West at 2105 Fogarty Ave--a home where comfort meets coastal charm. Don't miss the opportunity to make it yours.Call to schedule a showing today!
Only steps away from our island's largest and most serene sandy beach, this top-floor unit offers an unbeatable location for swimming, snorkeling, bicycling and beach walks. Enjoy stunning ocean and pool views from your private balcony and soak in that coveted west-facing Key West sunset every day. The bright and airy open floor plan is move-in ready, featuring impact windows and doors, along with an efficient mini-split A/C system.Situated within one of Key West's most desirable resort-style communities, residents enjoy two pools, tennis courts, a clubhouse, shuffleboard, and eight acres of lush, tropical landscaped grounds. Sit back and relax in this expansive green space, and embrace the island life. Two unit parking spots and guest parking add to the conveniences for visiting family
Don't miss this TRANSIENT licensed condo just steps away from the famous Duval Street. This second floor 1 bedroom 1 bath unit with 14ft high ceilings is being offered turnkey. Currently operating as a very successful short term vacation rental business. Experience all that Key West has to offer nearby with restaurants, shops, art galleries, beaches and more all in walking or biking distance!
Opportunity awaits in the heart of Midtown Key West! This rare double-lot offering includes two side-by-side parcels with endless potential for redevelopment or renovation.1503 Seminary Street features a 2-bedroom, 1-bathroom single-family home built in 1943 with 1,160 sq. ft. of living area. The home offers a spacious layout ready for your personal touch -- ideal for a full remodel or a complete redesign.1509 Seminary Street currently includes a small structure in need of teardown, providing a clean slate for new construction, expansion of the adjacent home, or the creation of a private compound.Zoned residential and centrally located just minutes from beaches, shopping, dining, and Old Town, this is an exceptional investment for builders, developers, or anyone looking to create their own Key West .
Welcome to Splendor @ Key West Golf Club, an impeccably transformed courtyard spa home located within The Sanctuary -- the exclusive gated enclave of single-family homes inside this desirable community. Every detail of this residence has been thoughtfully enhanced to perfection, offering a seamless blend of island elegance and modern comfort. Step into your private tropical oasis, surrounded by lush professional landscaping featuring Coraloo pavers, granite chips, decorative rock accents, and a soothing resurfaced spa with heater/chiller and updated pump. Enjoy the gentle breezes and shaded privacy from roll-down wind and sun screens, complemented by a trickle irrigation system for the orchids. Inside, no surface has been overlooked. Highlights include impact doors and windows, energy-efficient foam insulation, upgraded lighting and fixtures, nickel ceiling fans, and full electrical and plumbing updates. The chef's kitchen shines with sleek quartzite countertops, expanded island seating for four, soft-close cabinetry, matching upgraded LG stainless-steel appliances, and a dual-zone wine cooler. Upstairs, you'll find two serene bedrooms. The primary suite features a spacious veranda overlooking the quiet lane, a renovated bath with dual sinks, new vanity, and BathFitter walk-in shower with frosted waterfall glass doors. The guest suite offers its own en suite bath and corner shower. Additional features include a private carport, custom louvered barn doors, maple staircase, and commercial-grade Maytag washer and dryer with organized closets throughout. Enjoy resort-style living with 24-hour gated security, two community pools, a fitness center, and a clubhouse.
Seller Financing Possible!! On the Water-Close to Key West - Adorable -1-Bed/1Bath Plus Loft & Extra room on a quite canal, the home provides ultimate privacy with a 60' concrete seawall, RV hookups, and a boat ramp and dock right down the road - a fully fenced tropical backyard featuring mature Gumbo Limbo trees, landscape lighting, artificial turf, and paver paths.
Exceptional Old Town compound with pool, gardens, and two guest houses in the heart of Key West. This impeccable property blends timeless architecture with modern updates across three beautifully appointed structures. Behind a privacy wall & gate, the estate includes a grand main residence and two guest houses (both with kitchenettes), offering a total of four bedrooms and four-and-a-half baths. The main house welcomes you with an open floor plan, soaring ceilings, and a light-filled living and dining area. A dramatic wall of glass featuring new 40-foot impact-rated Nana doors and skylights opens to reveal lush tropical gardens and a resurfaced PebbleTec pool with a cascading waterfall. The heated, chilled, and saltwater-converted pool includes new tiled coping and a remote-controlled waterproof outdoor TV for movies or game nights under the stars.The gourmet kitchen features top-of-the-line appliances, Italian cabinetry, Silestone countertops, and a new espresso bar with wine cooler and beverage center. Real stone and hardwood floors run throughout, including two spacious bedrooms, each with an en suite bath. The primary suite offers French doors and a spa-like bathroom with premium fixtures. The front guest house provides flexible living space currently a den or ''man cave'' with a bedroom, pantry kitchen, and a stunning bath clad in rare iridescent Czechoslovakian green glass from the 1950s. The rear guest cottage, tucked at the back of the property, includes its own sitting and dining areas, wet-bar, vaulted ceilings, a unique bath with outdoor shower, and a private porch overlooking the pool and garden.Additional upgrades include a whole-house generator, new exterior lighting and irrigation by Blue Island, a state-of-the-art sound system, hurricane and plantation shutters, fresh exterior paint, and lush landscaping. Two off-street parking spaces on Fleming Street complete this remarkable Old Town retreat.
Welcome to 1014 17th Terrace in the highly desired neighborhood of Perlman Heights in Key West. This charming home offers a warm and welcoming atmosphere in one of the most sought-after areas of new town. Owned by only one owner, this property is waiting for you to make it your own.Located just two blocks from the Gulf and conveniently close to all local shopping centers, this home provides exceptional access to everyday amenities and services. Whether you need groceries, dining options, or retail stores, everything is within easy reach, making everyday living effortless. Situated near some of the best schools in the area, this three-bedroom, two-bathroom home is also perfect for families. A sparkling pool with fencing provides privacy, security and tropical charm. The spacious driveway provides parking for a car or coveted boat trailer storage! There is plenty of additional off-street parking as well.With its excellent location near top-rated schools and convenient access to shops and beaches, this property offers the perfect balance of comfort, convenience, and community. Don't miss this fantastic opportunity to own a beautiful home in new town!
Experience refined island living in this BRAND NEW residence perfectly situated on a generous 10,800 square foot lot and elevated at an impressive 10.5 feet. This 3 bedroom, 3.5 bath home is a testament to modern coastal luxury, where timeless design meets effortless functionality.Constructed entirely of concrete, the open concept layout is framed by soaring cathedral ceilings and expansive impact-glass doors that bathe the interiors in natural light and invite the outdoors in. Premium finishes and high end appliances enhance every detail, creating a sophisticated yet comfortable living environment.The home features two primary suites -- one upstairs and one downstairs -- each with private outdoor access for seamless indoor-outdoor living. A separate, fully equipped guest cottage offers privacy and tranquility, complete with wide sliding doors that capture lush garden views.Designed by renowned landscape architect Craig Reynolds, the tropical grounds are a private oasis. Multiple covered patios surround the heated and chilled pool with sun shelf seating, while a striking coral rock outdoor shower adds a touch of island luxury.Additional features include a 481 square foot garage for parking and storage, a whole house Generac generator, standing seam metal roof, and all impact rated windows and doors, ensuring peace of mind and durability.Every element of this turnkey property has been curated with precision and care, resulting in a one-of-a-kind retreat that embodies the essence of elegant coastal living in Key West.
Licensed for nightly Rentals! On average 120k/yr. Introducing an exquisite offering at one of Key West's sought-after waterfront resorts, 1800 Atlantic Blvd. A completely remodeled, stylish 2-bedroom, 2-bathroom condo encompassing approximately 1,311 sq ft of luxurious living space. Transient license and established management make this a rare turnkey investment opportunity offering both a seamless path to rental income and a refined retreat for personal enjoyment. Remodel completed in 2022, this turnkey residence underwent a full interior renovation. The open-plan kitchen showcases brand-new appliances, sleek cabinetry, and generous counter space, perfect for entertaining or everyday island living. The spacious living area flows seamlessly onto a large private balcony, where ocean breezes and tropical surroundings create an effortless connection to the outdoors. Both bedrooms provide balcony access and serene comfort, complemented by two beautifully finished bathrooms and an in-unit washer and dryer. Perfectly positioned on the coveted sunrise side of 1800 Atlantic, this residence delivers the quintessential resort lifestyle featuring an Olympic-size heated pool, jacuzzi spa, three lighted tennis courts (hard and clay), lush tropical gardens, private beach access, BBQ/picnic areas, and covered garage parking. Located just minutes from Old Town Key West and the airport, the property balances tranquil oceanfront living with exceptional convenience. Whether you're seeking an income-producing asset or a luxurious island getaway, Unit 327C at 1800 Atlantic Blvd stands as an exceptional choice for those desiring effortless ownership and elevated coastal living in Key West.
The iconic condo called Brucie's Ocean Peek is now available for sale. Currently an active vacation rental it is the perfect spot for a Key West pied a terre,, it can be used for monthly or greater rental. Perfectly situated overlooking the tropically landscaped Shipyard Park, it is close to the heated salt water pool. A separate entrance leads you upstairs to a wonderfully furnished living and dining area. A large covered rear deck provides a serene and beautiful setting. Impact windows and doors provide safety and security and new A/C provides comfort. The kitchen, bedroom and bathroom are nicely appointed and the condo is fully furnished and sold turn key. It's ready for you and/or your guests now!! Located in the prestigious Truman Annex, it's just down the street from Duval St in one direction and the Truman Waterfront Park and Ft Zachary Taylor State Beach in the other direction. Make this your Piece of Paradise!

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Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.