First Time on the Market! Surprising water views combined with maximum privacy are the signature advantages of this luxurious and well positioned Overlook home on the exclusive private island of Sunset Key. The original owners bought pre-construction and added many thoughtful upgrades and architectural improvements. This three story, 2 bedroom, 2 and a half bath home has been well maintained and never rented. Years of planting and care have gone into creating maximum privacy with lush landscaping in all directions. The pure realization of a true tropical escape: quiet, serene and secure, with no automobiles, world class amenities including an oceanfront restaurant and bar, full service spa, beautiful sand beaches, community resort style pool, tennis courts and fitness center. Plus Overlook has its own separate heated swimming pool as well. All of this just a quick ferry ride available every half hour to connect to all the action that Key West has to offer. A truly unique island experience! Check it out.
Experience an authentic island lifestyle at this classic conch cottage nestled in the heart of Old Town. Located on a quiet lane, just steps to Duval Street and The Green Parrot, this updated home provides a unbeatable location for walking to all of the best spots in Key West. Designed in the iconic ''conch cottage'' style, the interior features Dade County Pine walls, vaulted ceilings, and modern appliances. Enjoy the ease of main-floor living with two bedrooms--each paired with a dedicated bathroom--complemented by a versatile loft space featuring the third bedroom and bathroom. The private, fully fenced outdoor space is surrounded by lush tropical greenery and offers plenty of space to spread out (or eventually put in a pool). The front porch provides a discrete vantage point to enjoy morning coffee or evening cocktails while watching the world go by on Aronovitz Lane. Newly installed impact rated doors and windows, a newer roof (replaced in 2021), and X flood zone location keep insurances very reasonable. Offered fully furnished and with years of monthly vacation rental history, this home is ready for it's next owner, weather as a Winter home, full-time residence, or investment property.
Welcome home to your oasis in the heart of old town Key West. Located a short walk to famous Duval St, this home is close to all the fun, yet secluded by a gorgeous lush garden of mature trees in desirable Truman Gardens. Take in the beauty by sitting on either one of two porches. Inside, a split layout offers privacy with each of the two bedrooms with their own bathrooms. Vaulted ceilings throughout give this home a bright and roomy feel. The home has been very well kept and lightly used as a secondary residence for the current owners. This home's bonus offer for downtown...a designated off street parking space, although you may not need a car since you can bike or walk to everywhere!
Welcome to your own slice of paradise in the Florida Keys! This wonderful opportunity offers a beautifully updated 2-bedroom, 2-bath single-family waterfront home that perfectly blends island charm, modern comfort, and unbeatable boating access—just minutes from Key West. Step inside and feel instantly at home. The open, airy floor plan is filled with natural light and coastal vibes, featuring a trendy kitchen with stainless steel appliances and a layout that's as inviting as it is functional—perfect for relaxing or entertaining.The primary suite is a true retreat, complete with French doors opening to the canal, serene water views, and a spa-like en suite bath with a Jacuzzi tub and double vanities It's the perfect place to unwind after a day on the water. Outside is where this home truly shines. Enjoy a virtually maintenance-free composite deck ideal for morning coffee, sunset cocktails, or hosting friends after a day of boating. With direct access to the bay and backcountry, this property is a dream for boaters, kayakers, and anyone who loves the laid-back Keys lifestyle. Add in easy-to-maintain landscaping, central A/C, many new appliances, and a durable metal roof, and you have peace of mind wrapped in tropical beauty. Situated in Big Coppitt Key this quiet canal-front home is just 10-15 minutes from the vibrant energy of Key West, while still offering the tranquility and privacy of island living. Close to shopping, dining, and local attractions.
Great opportunity to own your own home or have an excellent source of rental income. Currently the least expensive detached residence in Key West. This renovated one bedroom condo cottage overlooking the large communal pool is just one block to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with only 3 other condos. There are lovely landscaped communal areas with fruit trees, sun decks, lounge chairs and outdoor dining areas.....Recent improvements to the home include a new metal roof, impact windows plus additional storm shutters and a new wall AC. The condo has one bedroom, a full bath with shower above, full kitchen and double doors leading to the pool and patio area.
Welcome to 1422 Catherine Street in The Heart of Key West.Two structures with a total of two (2) bedrooms and two (2) bathrooms. The front structure is a one (1) bedroom and one (1) bathroom and the back structure is also a one (1) bedroom and one (1) bathroom. The front structure has just recently gone through a major improvement, totally redone foundation with concrete, new floors and totally updated. Outdoors is a perfect courtyard for dining under the stars or just hanging out and solving all the world's problems. There are also washer and dryer hook ups and an outdoor shower.This home is perfect for full time residents, second home or a great rental property. Call today for your private showing.
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 'Serenity by the Sea' 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.
Step inside this lovely move-in ready townhome nestled in the secluded Key West Golf Club community! This 2 beds, 1.5 baths home has been beautifully updated showcasing colorful tropical vibes with freshly painted walls, new cabinets, countertops and appliances. Adding to the list and for your peace of mind is a newer AC system, new impact windows, new LVP flooring, IPE on front and back stairs and Truly Nolan termite bond among others. Currently a well performing vacation rental , the condo offers the flexibility to utilize it as either an income producing source or as a comfortable full time home.
Experience the captivating charm of Key West through this stunning Conch home, a genuine gem steeped in history. Dating back to the late 1800s, this property has undergone meticulous restoration, blending the historical allure of Old Town Key West with modern comforts. Recognized for its outstanding restoration efforts, the home has proudly won the Historic Florida Keys Preservation Award, showcasing the artistry of master craftsmanship and custom woodworking, which reflect the unique character of the Dade County Pine. Step inside to discover a haven of elegance, where high ceilings and stainless-steel appliances harmonize with sophisticated design. The heart of the home, the kitchen, effortlessly combines functionality with style, making it a delightful space for culinary adventures. Adjacent to the kitchen, expansive living areas invite relaxation and connection, seamlessly merging indoor and outdoor living. The spacious bedrooms offer serene retreats, each with its own unique charm and island flair. An additional bonus room presents endless possibilities, whether as a guest suite, office, or serene reading nook. An exquisite feature of this property is the inviting poolside guest cottage, a perfect sanctuary for visitors or a private escape for family. This charming cottage enhances the home's versatility, ensuring guests enjoy their own serene space while being just steps away from the main house. The layout thoughtfully caters to both privacy and togetherness, ensuring a cozy atmosphere for family and friends. Outside, the property boasts a charming garden oasis, perfect for hosting gatherings or enjoying quiet moments in the sun. The lush tropical landscape embodies the vibrant spirit of Key West, creating a serene backdrop for outdoor living. This Conch home is more than just a residence; it represents a lifestyle steeped in warmth, community, and the essence of island living. In Key West, every day feels like a vacation.
Enjoy relaxed island living in this spacious 3-bedroom, 2-bath condo located in the gated community of Key West by the Sea, directly across from Smathers Beach. This bright and comfortable residence offers an open living and dining area, a private balcony with tropical surroundings, and a thoughtful layout ideal for everyday living or hosting guests. Residents enjoy resort-style amenities including two swimming pools, tennis courts, a clubhouse, and beautifully landscaped grounds. Conveniently located near beaches, shopping, dining, and all the attractions of Old Town Key West, this condo is perfect as a primary residence, second home, or island getaway.
Located in the desirable Saddlebunch Key community, 18 W Circle Dr offers true canal front living just minutes from Key West. This quiet, residential neighborhood is known for its natural surroundings, strong community feel, and easy access to town without the congestion of downtown living. The property features private dockage with approximately 3 feet of draft, ideal for skiffs, flats boats, and bay boats. Launch kayaks or paddle boards directly from your backyard and enjoy quick access to the backcountry and Atlantic fishing grounds. This is functional waterfront designed for everyday use. Inside, the home offers a bright and comfortable layout with large windows that bring in natural light and peaceful canal views, cathedral ceilings, updated kitchen cabinets, new appliances, new updated bathrooms and new tile floors. The floor plan works well as a primary residence, second home, or long-term investment, the heated pool helps and low insurances make it so much better. Saddlebunch Key provides the perfect balance of privacy and convenience. Enjoy easy access to local favorites like Baby's Coffee, as well as quick drives to Key West dining, shopping, schools, and beaches. A rare opportunity to own a boating-friendly waterfront home in one of the Lower Keys' most sought-after residential communities.
NEW LISTING! Sea Lane, a waterfront property located just minutes from Key West! This property boasts over 110 feet of canal frontage, deep water direct ocean access!! It is a well-maintained, owner-occupied property, making it an ideal island retreat. Situated near Geiger Key Marina, it is only a short drive from Old Town Key West or the airport, yet it offers serene canal views and boating access. The spacious home is currently set up as a large one-bedroom, two-bathroom residence, but it can easily be transformed into two bedrooms. It also presents a fantastic opportunity for a modular or new home replacement.The features of this property include a generous living and dining area, indoor laundry facilities, a shed for extra storage, and a covered lanai that is perfect for al fresco dining or relaxing in the shade. Off-street parking.
Beautifully appointed home that offers a charming backyard with a covered patio and built in spa. Stunning 2 story home in the gated Sanctuary of the Key West Golf Course. 2 upstairs bedrooms both with en suite full bathrooms and a half bath on the main level. A private covered parking bay conveys. Gated community ,24 hr. security 2 fabulous pools, community center building/fitness room and more.
Rare opportunity to own a luxury 2-bedroom, 2-bath condo-hotel residence with full transient nightly rental rights at the renowned Santa Maria Suites Resort. This turnkey property generated nearly $200,000 in actual gross rental revenue in 2025, offering strong income performance while preserving the flexibility of personal use.Located just one block from world-famous Duval Street, the resort blends a prime Old Town location with a private, resort-style atmosphere. Owners and guests enjoy walkability to dining and shopping while returning home to a quiet luxury setting.This residence is one of the few desirable single-level, pool-facing units in the complex. The layout features spacious living and dining areas, a well-equipped kitchen, and two comfortable bedroom suites..Built in 2006 and consistently recognized as one of the island's premier resorts, the property offers amenities including off-street parking, 24-hour fitness center, and concierge services.Comprehensive interior renovations to the units, along with upgrades to the pool and gym, are planned for completion in 2027. The current owner has paid nearly the entire special assessment related to these improvements.Buyers may choose their own management company or negotiate with the existing on-site operator. All reservations within 180 days of closing must be honored. The property is being sold fully furnished and with future bookings in place, providing a seamless transition and immediate income continuity.Whether you are seeking a high-performing investment, a second home, or a hybrid ownership model, this residence delivers income potential in one of the most supply-constrained markets in the country.Own a piece of Key West that works for you -- financially and personally.
Quietly set within the gated Seaside Residences community, 97 Seaside Court North is a 2-bedroom, 3-full-bath, light-filled end-unit townhome offering privacy, volume, and a distinctly calm island feel. Built with solid masonry construction and impact-rated windows and doors, the home provides durability, security, and peace of mind. Solar panels paired with a Generac battery storage system further enhance efficiency and resilience. Mature palms rise to the third floor, creating a lush green canopy in every direction, while the rear of the home overlooks established mahogany trees. In contrast, the front overlooks the pool at a comfortable distance. Opposing balconies on each level create excellent indoor-outdoor flow and steady cross-breezes, giving the home a relaxed tropical rhythm. Living spaces are generous and well-proportioned, supported by an in-unit elevator serving all floors and by laundry and trash chutes for everyday convenience. A standout feature is the expanded outdoor footprint, approximately 450 square feet of additional side-yard space, uncommon in the community, and offering flexibility for gardening, lounging, or future customization. The ground-level enclosure can function beautifully as a yoga studio, home gym, or covered dining and entertaining area, extending usable living space beyond the interior. Just around the corner from Smathers Beach, Key West's longest stretch of sand and a favorite spot for sunrise walks, the home remains remarkably quiet with minimal road and aircraft noise. Residents enjoy access to resort-style amenities, including a pool and association fitness center, all within a secure, well-maintained community. Built in 2005 on a larger-than-average lot with approximately 1,824 square feet of interior living space and a two-car garage, 97 Seaside Court North offers a rare combination of light, privacy, outdoor flexibility, and tranquility in one of Key West's most solid and well-run communities.
KEY WEST'S UNLIKELY SANCTUARY DUAL TRANSIENT LICENSES While most Old Town properties embrace tropical pastels and wooden shutters, this exceptional compound stands as a bold architectural departure. With its striking modern aesthetic, raw concrete elements, and serene private courtyard, this is where minimalist design meets maximum investment potential, just one block from Duval Street. THE COMPOUND Built in 2008 on a generous 5,220sf lot, this 2,441sf property features two distinct units, a front house and back house, connected by a heated pool oasis. Four bedrooms, four full baths, soaring two-story ceilings, and thoughtfully curated interiors showcase warm mid-century touches against clean architectural lines. Wood and tile floors, built-in cabinetry, walk-in closets, and abundant natural light through expansive glass doors create spaces that are both meditative and functional. THE SANCTUARY High privacy walls enclose a tranquil pool courtyard with tropical landscaping, outdoor shower, and ample off-street parking. Electric gate entry ensures complete seclusion while downtown's energy pulses just steps away. THE OPPORTUNITY Two active transient rental licenses with 1-day minimum stays unlock exceptional income in Key West's most sought-after location. The property's distinctive design aesthetic attracts discerning guests seeking something different, proven by outstanding reviews and strong rental performance. HNC zoning supports flexible commercial use, while X flood zone designation offers insurance advantages. THE LOCATION Heart of Old Town, steps from Duval's legendary dining, nightlife, galleries, and waterfront. Close enough to all the action, far enough from the noise. This is investment-grade real estate with soul, where architectural distinction drives premium rates and occupancy.
PERCHED on the coveted top floor of La Brisa, this 4th-story condo offers an unbeatable vantage point where the horizon seems to melt into the turquoise waters of the Atlantic. As you step inside, your eyes are immediately drawn through the open-concept living space to the expansive balcony--a private outdoor sanctuary that feels like it's floating above the sea. Whether you sip your morning coffee watching the shrimp boats head out or unwind with evening cocktails, you'll feel a disconnect from your everyday tasks. Take a swim in the pool or the ocean, ride a bike in to town, or jog along Smathers Beach. It's all here at your fingertips and just 1.6 miles from the Key West airport. Resort-style amenities include a gated community with an elevator, pool, clubhouse, car charging station, and tennis courts.You'll have covered parking and a storage unit below for your bicycles or mopeds. New elevators being installed! Key West is more than just a real estate investment--it's an invitation to live at the vibrant crossroads of art, culture, and history.If panoramic views are what you're searching for stop and look no further.
Exceptional opportunity to own a dry rack boat slip accommodating vessels up to 35 feet at sought-after Stock Island Marina, offering some of the best boating access in the Florida Keys with quick, direct entry to the Atlantic Ocean. This covered, secure rack storage provides convenient launch and retrieval along with well-maintained marina facilities designed for ease and protection. Ideal for avid boaters, the location offers close proximity to world-class fishing, diving, and cruising waters, making it a perfect home base for enjoying everything the Keys have to offer.
Ready for immediate occupancy! This Spa home located in the Sanctuary at the Key West Golf Club features a private dip pool and carport. The first floor is an open floor plan with kitchen, living area and half bath. French doors open to the walled, private rear yard with your own dip pool. Upstairs feature the primary and guest bedroom ensuites. The Key West Golf Club also features a fitness center and large community pool.
Well-maintained duplex offering flexible living and strong income potential in a desirable Key West location. The property features a charming 3-bedroom, 2-bath main home plus a separate 1-bedroom, 1-bath studio cottage--ideal for extended family, guests, or rental income. Both units are thoughtfully laid out with comfortable living spaces and plenty of natural light. Currently fully leased and income-producing, this is an excellent opportunity for investors or owner-occupants looking to offset expenses while enjoying island living.
Charming Old Town Condo in the Heart of Key West! Don't miss this beautifully updated and move-in ready 1-bedroom condo perfectly situated in the vibrant White Street Gallery District. This charming residence offers easy, low-maintenance living in one of the most walkable and desirable neighborhoods of Old Town Key West.Step outside your front door and enjoy being just moments away from local coffee shops, popular restaurants, grocery stores, art galleries, yoga and fitness studios, Bayview Park, and public tennis courts. Love the outdoors? The beach, pickleball and bocce courts are just a short bike ride away.Inside, you'll find a thoughtfully designed space with modern finishes, ideal for a full-time residence, vacation home, or rental investment. The condo includes one designated off-street parking spot--an added convenience in this central location.Live close to everything that makes Key West special, with the laid-back lifestyle you've been dreaming of.Can be purchased together with a beautiful commercial space MLS #615799.
New listing in Midtown West! Discover a unique property located in the heart of Key West, featuring a double corner lot of 12,400 square feet with two swimming pools and ample living space. Key features of this property include a stunning chef's kitchen equipped with a gas range, abundant cabinet space, a double oven, and sleek granite countertops. Ideal for entertaining, the formal living room boasts a coral fireplace, while the family room opens to a decked area surrounded by pools and lush tropical landscaping. The private primary suite includes a serene garden area perfect for enjoying your morning coffee, an en suite bath, built-in storage, and a spacious walk-in closet. There are three additional generous bedrooms available, including one with an en suite bath and direct pool access. This well-maintained home has been owner-occupied and features dual-zone central AC, main level laundry, and abundant storage, including a bonus space with full basement. The basement is perfect for a playroom, game room, or workspace. The fenced corner lot also includes a covered carport. This incredible property is conveniently located near beaches, parks, pickleball courts, dining, and more! Covered carport. Whole house generator. Lot 124x100. Bonus finished basement area is 638 sq ft (not included in living sq ft).
Refined Key West living in the coveted Casa Marina neighborhood, located in the Old Town Historic District. Built in 2004 and thoughtfully updated in 2021, this elegant residence blends timeless design with modern comfort--anchored by a showstopping Wedgewood Blue kitchen featuring Viking appliances and a wine cooler. Designed for both entertaining and everyday ease, the home offers a spacious living room plus a cozy den--ideal for formal gatherings or relaxed conversations. Step outside to your private tropical oasis with a heated pool and spa, surrounded by lush landscaping and inviting spaces for alfresco dining.The main level features a generous guest suite with cathedral ceilings, a walk-in closet, and an en-suite bath, with direct access to the pool and spa through glass doors. Upstairs, two additional en-suite bedrooms include a serene primary suite with a walk-in closet and a spa-inspired bath with soaking tub, large shower, dual vanities, and abundant storage. Glass doors open to a covered porch overlooking the pool. Another upstairs suite includes a balcony facing White Street--perfect for enjoying the neighborhood energy.The third floor provides a flexible bonus space with a half bath and ample storage--ideal as a fourth bedroom, office, media room, or creative studio.Additional features include a security system with remote-access cameras, Sonos throughout, and a Generac whole-house generator. Enjoy the rare convenience of off-street parking for a small car in Old Town. Walk to Higgs Beach, the White Street Pier, tennis courts, the dog park, Fausto's, and local favorites like Sandy's Cafe--this is Key West living at its finest. Low insurances and easy to show!
Experience coastal living at its finest in this stunning oceanfront condominium, where luxury meets comfort. Nestled along the pristine shoreline, this rare 2 bedroom, 2.5-bath end unit residence offers breathtaking views of the Atlantic Ocean, creating a serene backdrop for your everyday life. The open concept living area invites natural light, seamlessly blending indoor and outdoor spaces. Enjoy panoramic ocean views through floor-to-ceiling impact windows, perfect for entertaining or simply soaking in the beauty of the sea. The heart of the home features a gourmet kitchen with top-of-the-line Viking appliances, ensuring that culinary enthusiasts can create gourmet meals with ease. Sleek granite & quartz countertops and custom cabinetry provide both style and functionality. Elegant Living Spaces with beautiful African Mahogany hardwood floors flow throughout the main living areas, adding warmth and sophistication. The living room is designed for relaxation, complete with modern fixtures and tasteful accents. Each of the bedrooms offers ample space, with the master suite boasting a huge walk-in closet and an en-suite bathroom with an ocean view. The bathrooms are outfitted with high-end finishes. Outdoor Oasis. Step onto your private balcony to enjoy morning coffee or sunset cocktails while listening to the soothing sounds of the waves. The condo complex also features access to resort-style amenities, including a heated pool, hot tub and direct marina access. Located in a sought-after community, this gated condo places you close to fine dining, shopping, and recreational activities, allowing you to fully immerse yourself in the vibrant coastal lifestyle. This luxurious oceanfront condo is a rare find, combining elegance, comfort, and breathtaking views. Prewired for surround sound and surveillance. 2 covered parking spaces convey. Whether you seek a permanent residence or a vacation getaway, this property is sure to impress.
Charming Old Town Key West home blending historic island style with comfortable modern living. This well-maintained three-bedroom, two-bath residence features beautiful hardwood floors, abundant natural light, and inviting living spaces that create a relaxed Key West atmosphere. The functional layout works well for full-time living, a second home, or an income-producing investment property, with comfortable bedrooms and well-appointed baths. Located in the heart of Old Town, you're just minutes from world-famous dining, shopping, galleries, and the waterfront, with bike-friendly streets and classic Key West architecture all around. Ready for immediate occupancy, this property offers an excellent opportunity to enjoy the island lifestyle or begin generating rental income right away in one of Key West's most desirable neighborhoods.
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Key West is located in Florida. Key West, Florida 33040has a population of 26,776. Key West 33040 is more family-centric than the surrounding county with 24.54% 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 33040 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 33040 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.
