Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility--perfect as a luxury guest retreat, an in-law apartment, or an exclusive primary sanctuary with the best views in the house. The open-concept design features a gourmet kitchen with Thermador appliances and en-suite bathrooms for every bedroom. Your outdoor oasis awaits with a sparkling pool w/ swim-up bar, a private putting green, four decks, and a rooftop deck boasting stunning Gulf & Atlantic views. A 15,000lb boat lift and davit provides direct deep-sea access. An elevator and an extensive A/C-storage unit complete this exquisite retreat.
A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa--each with its own private pool.Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use.The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, stylish new furnishings, and 12-foot soaring ceilings. The main level includes two guest rooms with baths, formal living and dining rooms, a parlor, and a well-appointed kitchen that opens to the pool deck and outdoor dining area.Upstairs, four en suite bedrooms include two primary suites with private balconies--one overlooking Simonton Street, the other with views of the pool. A spacious third-floor suite, accessed via an interior or exterior staircase, offers a private living room, wet bar, and yet another balcony retreat.The villa, renovated to the studs in 2014, offers a clean, contemporary design with 4 bedrooms, 4 baths, full kitchen, living area, private pool, and outdoor bar--perfect for entertaining.Whether you choose to rent the estate in its entirety or as two separate homes, The Watson House is a rare asset in Key West's luxury rental market--highly sought-after and consistently booked well in advance.
Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa--just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet space.La Brisa is a gated community with Numerous desirable amenities: saltwater pool, spa, sauna, BBQ area, tennis & pickleball courts, EV charging stations, clubhouse, and more. This unit includes assigned covered parking and a private storage unit. Whether you're looking for a primary home, vacation escape, or investment opportunity, this is your chance to customize and make it your own. Lowest-priced unit in the community--don't miss out! Schedule your private tour today.
Ground floor end unit! Two-bedroom, one bath Shipyard condo. Updated kitchen with stainless steel appliances. Updated bath with shower. New impact windows and doors. The Shipyard is in the Truman Annex in Old Town Key West. Great location with easy walking and biking to all the action and great restaurants, beaches and sunsets that Key West offers.
Enjoy your tropical retreat in the heart of Old Town Key West with this stunning, fully remodeled, three-story corner lot island oasis. The first floor of this expansive attached home welcomes you with soaring vaulted ceilings, an open floor plan drenched in natural light, and seamless indoor-outdoor living. Throw open the French doors and lounge on your poolside veranda, or take a dip in the perfect pool that invites you to unwind, entertain, and soak in the sunshine.Inside, the custom-designed kitchen is a chef's dream: smart technology appliances, touch-operated faucets, dual ovens (one with an air fryer), a warming drawer, soft-close drawers, built-in wine rack, liquor dispenser, trash compactor with recycling system, and even an ice machine--all wrapped in a layout designed for convenience and elegance. The living room exudes charm with stunning glass doors salvaged from the historic Casa Marina Resort, flooding the space with warm Key West light. Belt-driven ceiling fans and a hand-crafted octopus sink in the half bath add an artistic, whimsical touch that sets this home apart.Upstairs, the second floor features two spacious bedrooms with private bathrooms, ample storage, and a breezy balcony that overlooks the sparkling pool and sun deck below. Travel via stairs or your private elevator. The third floor houses an ideal office ,bed room, artist's studio, complete with a half bath, and access to the spectacular Widow's Walk--where panoramic rooftop views showcase the very best of Key West's tropical beauty.With three bedrooms, 3 full bathrooms, (2 inside and 1 outside) 2 half bathrooms, off-street parking, and no renovation needed, and even all the furniture conveys this home is truly turn-key. Stylishly curated with comfort and character in mind, it's the dream escape you've been waiting for. Paradise found--schedule your private showing today!
One of the largest slips in the Florida Keys.Perfect for large yachts and wide beam catamarans...Survey shows 100' long by 34' wide...but can accommodate up to 125' LOA boat.Safe Harbour Marina is a deep water (14' min.) protected port and recreational marina. Originally constructed in the late 1950's and located in the heart of the last vestiges of the commercial fishing and shrimping docks, it is a throwback to the old Key West, with a collection of locals, transplants, snowbirds, artists and craftsmen.One dockside assigned parking space, plus moped and bicycle parking.Private gated entrance, 3 phase electric, phone, cable and wireless internet. City water and pump-out. Unrestricted rental ability.Popular Restaurant / Bar on-site, secure bath, showers and laundry room. Small dip pool, dog park.Slip taxes included in the low quarterly $1,615.00 maintenance fee.3 miles to Key West Airport. 5 miles to downtown iconic Duval Street.Key West area the most convenient port in Florida to the Caribbean, Mexico, the Gulf States & South America.
Welcome to this delightful Key West townhouse offering comfort, convenience, and character in one of the island's most central locations! Just minutes from shopping, dining, theaters, and more, this 2-bedroom, 2-bath home is perfect for easy island living.The updated kitchen features granite countertops and opens to a spacious, fenced-in back deck--ideal for outdoor dining, relaxing, or rinsing off in your private outdoor shower. Enjoy extra storage space, both inside and out, and a cozy front porch perfect for morning coffee or evening chats. Thoughtful upgrades include a tankless hot water heater and a whole-house water softener system.Don't miss this opportunity to own a piece of paradise--schedule your private showing today!
Discover an extraordinary opportunity to embrace the live aboard lifestyle at Sunset Marina with this spacious 60 ft x 20 ft boat slip with he ability to dock a 65ft boat, located on the coveted Barracuda Pier. This slip not only provides a comfortable living space but also serves as a profitable income-generating asset, making it an ideal investment for boating enthusiasts and investors alike.Steady Income Stream This prime slip generates a remarkable $3,300 per month, providing a robust return on investment and a seamless way to enjoy life on the water while benefitting financially. Enjoy convenient on-site facilities, including a laundromat, convenience store, a fuel dock for easy refueling, and clean showers and restrooms, ensuring that all your daily needs are readily accessible. Benefit from one parking space, making access to and from the marina hassle-free for you and your guests.Situated on Barracuda Pier, this slip offers not just a place to dock your boat, but a vibrant community and picturesque surroundings. You will enjoy quick access to open waters, as well as picturesque views of the marina atmosphere.- **Seller Financing Available:** Take advantage of flexible seller financing options, making it easier for you to secure this incredible opportunity. Contact us today to learn more and arrange your private showing! Live your dream on the water while enjoying the benefits of a solid investment!
Incredible chance to own a premier slip in the private/gated Sunset Marina. Located at the end of the Sailfish pier, this 50' by 20' slip allows stress free docking and direct open water access for a wide range of boats. The slip is equipped with its own metered water, electric, and a lockable dock box to store items. HOA fees cover access to parking, the heated pool, spa, and clubhouse. In the marina is a fuel dock and a convenience store for all your boating essentials. Located conveniently for quick access to the Gulf and the Atlantic with a short ride. No liveaboards permitted.
Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops and more!
Coastal Living at Its Finest - 2-Bedroom Condo at La Brisa ! Wake up to ocean breezes in this beautifully appointed 2-bedroom, 2-bathroom condo located just steps from Smathers beach. Situated directly across the street from the shoreline, this bright and airy residence offers the perfect blend of comfort, convenience, and coastal charm. Inside, you'll find a spacious open-concept living and dining area filled with natural light, a modern kitchen , and two generously sized bedrooms with ample closet space. The primary suite features a private en-suite bathroom, while the second bedroom is ideal for guests or a home office. Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. This condo also offers amenities such as assigned parking, in-unit laundry, and access to a community pool, tennis courts and clubhouse. Perfect as a primary residence, weekend retreat, or investment property--this is beachside living made easy! Call for your private tour today !
LIVEABOARD Houseboat & Slip (Package) at Garrison Bight Marina (Houseboat Row). It's a Leasehold to the City of Key West and with the Transfer of Title to your name. NO RENTALS, VRBO/AIRBNB! This community is Historic. It's a TRUE KEY WEST LIFESTYLE... CASH ONLY! If your ready to enjoy life and have a crash pad in the Florida Keys, then come and see this one. Absolutely adorable. This community has no public pool.
New impact windows and doors! Key West Golf Club single family home is now available for sale and immediate occupancy. Located in the Sanctuary, this home features 3 bedrooms and 2.5 baths. Enjoy your own private pool or relax at the community's large lagoon pool and fitness center. Open floor plan opens to the large rear deck with pool. Upstairs is the primary bedroom ensuite, two guest bedrooms and another full bath. All bedrooms feature vaulted ceilings and covered porches. Off-street parking in your own carport. Owner is a Florida Realtor.
Take a look at this picture perfect townhouse located in the prestigious Truman Annex . Nice end unit located just off Southard St is in excellent condition with many renovations throughout the house. Kitchen has been nicely updated with stainless steel appliances, custom cabinetry and granite countertops. Bamboo flooring throughout the first level leads to a cozy back brick patio and the convenient entrance to Southard St. Both bedrooms upstairs have bathrooms that are ensuite. There are porches (one covered) upstairs and downstairs front and back. Hard to beat this location with Truman Waterfront down one end of the street and Duval St and all it offers just two blocks away. Call for your private showing and make this your own 'Piece of Paradise'!!
Investment opportunity! Weekly rentals are allowed! Nestled within the highly sought-after Truman Annex in Old Town Key West, 202 Admirals Lane exudes coastal charm and luxury living at its finest. Boasting 5 bedrooms and 4 full bathrooms, this meticulously maintained residence showcases beautifully renovated bathrooms and a private pool oasis, offering an idyllic retreat for residents and vacationers alike. Situated nearby the iconic Duval Street and the tranquil expanse of Fort Zachary Taylor State Park, this home epitomizes the quintessential Key West lifestyle. Upon entering, you're greeted by an inviting main living area, adorned with French doors that effortlessly blur the lines between indoor and outdoor living. A sun-drenched sunroom, encased in glass doors, is the perfect setting for relaxation or entertainment year-round. Additional living spaces abound, including a bright and airy sitting room. The main floor is thoughtfully appointed with a convenient full bathroom, ensuring comfort and convenience for guests. The 2nd level offers 4 bedrooms and 3 full baths and the ensuite 3rd floor is great for guest . Included is a Truman Annex transient rental license allowing for weekly rentals, 202 Admirals Lane presents a lucrative investment opportunity as a successful vacation rental. Rare for Key West, this home features a coveted 2-car garage, providing secure parking and storage, a coveted amenity for sure. Offered turnkey, the residence comes complete with all furnishings and future reservations, promising a seamless transition for discerning buyers or investors seeking the ultimate Key West retreat.
Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental OpportunityStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key West Golf Club community. This charming residence offers the perfect blend of comfort, style, and convenience, and is being sold fully furnished, including all furniture, decor, and household essentials--just bring your flip-flops.Enjoy your own private pool surrounded by lush tropical landscaping, creating a serene outdoor oasis perfect for lounging, entertaining, or a refreshing dip after a day in the sun.Whether you're seeking a vacation getaway or a lucrative investment, this home delivers. All future bookings will convey with the sale, offering immediate income potential and a seamless transition into ownership.Located in a gated community with 24-hour security, two resort-style pools, a fitness center, and close proximity to world-class dining, beaches, and downtown Key West, this property truly has it all.Don't miss your chance to own a turnkey slice of paradise in the Florida Keys.
Spacious 4-Bedroom, 3-Bath Home on Expansive Lot with Fruit Trees!Welcome to this beautifully maintained 4-bedroom, 3-bathroom home nestled on a generous 9,375 sq ft fully fenced lot. Perfect for families and entertainers alike, this property offers the ideal blend of space, comfort, and outdoor living. Inside, you'll find a thoughtfully designed layout with ample natural light, spacious bedrooms. Step outside to your private oasis, complete with mature fruit trees and plenty of room for gardening, entertaining, or future additions. Whether you're dreaming of a backyard retreat, a play space for kids and pets, or simply enjoying your own slice of nature, this home has it all.
This large home on an extra large 6300 sf corner lot is an excellent opportunity for a renovation project. The main home is just under 1600 sf and consists of 4 bedrooms and 2 bathrooms and there is also a good sized detached structure of almost 200 sf that could be turned in to, among other ideas, an extra bedroom, artist's studio or pool cabana.The home had the roof replaced in 2014 and has storm shutters. There are terrazzo floors. The extra large lot has sour orange, Spanish lime and banana trees, off street parking and plenty of room for a pool.
Fully renovated and redefined mid-century home, perfectly tailored for modern island living. Located on one of the most desirable streets in Key West, this turnkey property sits on an oversized 9,500 square foot lot in the heart of the island. Offering over 3,600 square feet of thoughtfully designed living space, the home features four bedrooms, four full bathrooms and a bonus room ideal for guests or a home office. The layout offers privacy and flexibility, with main-level guest rooms and an upstairs suite featuring cathedral ceilings, a spa-like bath and a spacious closet. The open-concept design is made for entertaining, with a sleek chef's kitchen featuring custom cabinetry, double ovens, an induction range and a walk-in pantry. Two laundry rooms and a second kitchen area upstairs add extra convenience and flexibility.Slide open the expansive glass doors and step into your own private resort. The living space transitions effortlessly to the outdoors, where you'll find tropical landscaping, multiple lounge areas, a covered porch for dining or relaxing and a heated lap pool with a stunning 28-foot custom waterfall. There's also an outdoor shower and a dedicated poolside half bath.Additional upgrades include new electrical and plumbing systems, three new central AC units, an irrigation system and a full furnishings package. The home also includes garage and driveway parking.Modern, stylish, and centrally located--this is Key West living at its finest.
This bright and well-maintained condo offers the perfect blend of comfort and convenience in one of Key West's most desirable neighborhoods. Just a straight shot down the road to White Street Pier, you're also minutes from both Higgs Beach and Smathers Beach for swimming, sunbathing, and seaside strolls. Head the other direction and you'll reach Bayview Park, with tennis courts, green space, and a community center. Inside, the condo features two comfortable bedrooms, a full bathroom, and the convenience of an in-unit washer and dryer. The living area is efficiently laid out, with natural light and a relaxed flow that makes the space feel open and inviting--ideal for year-round living or as a low-maintenance vacation home. *Seller is a licensed Florida realtor. Tenant in place until July 31, 2025.
Charming 1-bedroom, 1-bathroom condo offering 454 square feet of living space. The condo boasts an open floor plan with hurricanes rated windows, one assigned parking spot and also located in the X Flood Zone. The property is just few a few blocks from vibrant Duval Street, known for entertainment and dining options and additionally, it's within walking distance to the dog park, beaches, wildlife center, art galleries and much more! Tenant in place until July 31, 2026. *Seller is a Licensed Florida realtor.
Renovated and Elevated Key West Townhome - Move-in Ready at Exceptional Value.Discover this beautifully updated and elevated 2 bedroom, 2 bath townhome, conveniently located near schools, shopping, dining and all the attractions that make Key West such a vibrant place to live. With off-street parking for 2/3 vehicles and no detail overlooked, this home is offers a excellent combination of comfort, style and security.Enjoy hurricane-rated impact windows, new metal roof, marble powder finished walls & stunning Brazilian Cherrywood floors throughout. First Floor features Beautifully upgraded Kitchen, with granite countertops, tile backsplash, custom cabinets and a stainless steel appliance package, large spacious living room with built-in entertainment center and opens out to a covered porch where you can relax and unwind and enjoy the Florida Keys balmy breezes.Both Bedrooms located on the Second Floor with stunning renovated baths and a steam shower in Primary Suite. Spacious attic offers the potential to add a third bedroom, home office or playroom - great for growing families or your out of town guests.Low Annual HOA fee of $1500 and the elevated structure and impact windows will keep the insurance costs affordable.Property is a must-see and offers unbeatable value and an easy Island Lifestyle.
Charming Historic Gem in the Heart of Old Town Key West!Welcome to 729 Windsor Lane--a rare opportunity to own a piece of Key West history nestled in one of the island's most desirable residential neighborhoods. Set on an expansive nearly 3,000 sq.ft. lot, this classic home offers a generous footprint that's almost unheard of in Old Town, along with the luxury of coveted off-street parking.Step inside to discover a thoughtfully updated interior that blends historic charm with modern comfort. The remodeled bathroom features stylish tilework, updated fixtures, and a spa-like feel, while the upgraded kitchen boasts contemporary cabinetry, sleek countertops, and stainless steel appliances--perfect for preparing everything from a quiet Key West breakfast to tropical cocktails on the patio.Surrounded by lush native foliage, the property offers a serene, private setting just steps from Duval Street, world-class dining, art galleries, entertainment, and more--while maintaining the tranquility of a quiet residential neighborhood.For investors, the unbeatable location just a short stroll from Duval Street, renowned restaurants, nightlife, galleries, and cultural attractions makes this property ideal for monthly vacation rentals or long-term leasing to locals. For second-home buyers, it offers an effortless blend of privacy and proximity to the action, in a quiet residential neighborhood. Truly your home away from home. And for the historic home lover, this residence offers a chance to preserve and personalize a piece of Key West's architectural heritage with room to enhance over time and make it your own.With its historic architecture, upgraded amenities, and rare lot size, this home offers endless potential to create your tropical dream oasis. Whether you're looking for a charming island retreat, a vacation rental, or a full-time residence, 729 Windsor Lane delivers the perfect blend of location, lifestyle, and opportunity.
NEW AC ALL IN ONE HEATING AND AIR INSTALLED 12/25.Disscover your island oasis in this beautifully renovated 3-bedroom, 2-bath home. Situated on a larger lot, this property provides a serene escape just minutes from the heart of Key West (7 min drive) and the vibrant energy of Duval Street (17 min drive). Move right in and enjoy the ease of off-street parking, with plenty of space to create your dream backyard - picture a pool, jacuzzi, or lush landscaping! Located at the end of a quiet, dead-end street, you'll appreciate the peaceful setting and a lovely glimpse of water views. A truly prime location awaists!
Welcome to this charming 1-bedroom, 1-bathroom apartment nestled in the heart of Key West. Located on desirable Seminary Street, this cozy yet functional home offers a perfect mix of comfort, character, and convenience.Step inside to find an open living space with hard flooring throughout the living room, office nook, and bedroom, complemented by easy-to-clean tile in the kitchen and bath. Natural light floods the interior through multiple windows and dual French doors that lead to a spacious private balcony -- ideal for enjoying the tropical breeze.The thoughtfully designed layout includes a built-in desk and custom storage in the hallway, making great use of every inch of space. The bedroom features an airy open ceiling design that enhances the flow of light and air, creating a sense of openness rarely found in one-bedroom apartments.Additional highlights include in-unit washer and dryer, efficient window A/C units, and a location just minutes from the island's best dining, shopping, and beaches.Don't miss this unique opportunity to live in one of Key West's most charming neighborhoods. Schedule your private showing today!

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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.