Key West Homes on the Bay / Gulf Side For Sale

Set in the coveted Sanctuary in the Key West Golf Club, this well-maintained, multi-level spa home is the retreat youve been searching for. The second floor includes two en-suite bedrooms and laundry, while the first floor features a convenient half bath and open concept kitchen, dining & living room, creating an ideal space for entertaining and everyday living. French doors open to a private, covered patio and spa, perfect for relaxing. This turnkey home is furnished with coastal-inspired decor and includes a convenient carport. Key West Golf Club residents have access to the large lagoon pool, a separate lap pool, clubhouse, fitness center, and gated security. Dont miss out on this move-in-ready home!

Nestled within the charming and storied streets of Key Wests old town, this exquisite property presents an unparalleled opportunity to own a slice of paradise in one of the most coveted locations in the Florida Keys. Located in the heart of the historic district, mere steps away from the pristine beaches and the vibrant entertainment scene of Key West. Enjoy the convenience of living within walking distance to Duval Street, the famous Mallory Square, and all the captivating sights and sounds of this charming island. Whether youre looking for a full-time residence, a vacation getaway, or an investment property, this beautiful Key West home offers it all. Live the island dream in a historic setting where every day feels like a vacation. This property is a true gem!

Discover the ultimate in low-maintenance living with this charming, move-in ready single-level home, ideally located just a short stroll from the prestigious Key West Yacht Club, vibrant shops, top-tier restaurants, marinas, and the shimmering waters of the Gulf of Mexico. Enjoy the quintessential Key West lifestyle with easy access to beaches, downtown, and the islands endless attractions--all just a leisurely bike ride away.This rare gem boasts a spacious master suite with three closets, including a generous walk-in closet and two additional single closets for all your storage needs. A set of elegant French doors opens directly onto a serene back patio, creating a peaceful retreat that seamlessly blends with the private backyard, offering ample space for future enhancements like a pool.Built with durability in mind, this solid concrete block home features a metal roof that has withstood high winds with no damage, providing peace of mind for years to come. A tall privacy fence encircles the property, ensuring seclusion while still offering large side yard space for RV parking--a true rarity in this prime location.Dont miss this exceptional opportunity to own a slice of paradise in Key West!

Welcome to your dream home in the heart of New Town! This bright and beautifully maintained CBS constructed residence offers a perfect blend of comfort and style. Step inside to find a generously sized renovated kitchen, featuring sleek stainless steel appliances, stunning granite countertops, and modern recessed lighting that creates an inviting atmosphere. The spacious living room boasts new impact-resistant glass doors that seamlessly lead you to your personal outdoor oasis. Dive into your heated or chilled pool, adorned with exquisite new tile, or relax in the beautifully landscaped, low-maintenance paver backyard, which offers plenty of seating options for entertaining friends and family. Additional storage is available with a large shed on the property. Nestled on a quiet street with ample parking, including a convenient circular driveway, this move-in ready gem is perfect for anyone seeking tranquility and elegance. Dont miss your chance to make this stunning home yours--schedule a viewing today!

Step into this bright and airy two-story single-family move in ready home nestled in the heart of Historic Old Town Key West. Boasting 3 inviting bedrooms, 2 baths, and an open floor plan with a spacious kitchen and dining or bonus room, this residence offers the perfect blend of comfort and entertainment space. With the added convenience of off-street parking for 2 vehicles and its prime location within walking distance to an array of restaurants, clubs, and the waterfront, this home presents a wealth of flexibility for your ideal living experience.

NEW LISTING! First time on the market in over 45 years! This historic home built by the Roberts Family is located on a quiet cul-de-sac lane in Old Town Key West. Tucked away and just off Frances St, 608 Roberts Lane (formerly known as Cates Lane as well as Darwin Court dates back to the late 1800s. This is a classic Conch home with light filled rooms, Dade County Pine, and hard wood flooring is classic Key West architecture. The main level with spacious foyer opens to the living room and separate kitchen with table space. There is main level bedroom and full bath. The second floor boasts an expansive home office, art studio, possible 3rd bedroom, or lounge space along with primary bedroom and full bath. There is ample storage space with custom built-in closets throughout the upper floor. Low maintenance yard with tropical landscape, deck area is perfect for dining el fresco or relaxing in paradise. The shed has a full size washer & dryer along with room for tools. Absolutely charming home that has been owner-occupied and never used as a rental. This lovely gem of a home hidden in Old Town near fine dining, shopping and just blocks to famous Duval Street. Dade county pine, ductless central AC, tall ceilings, and a classic front porch & yard with picket fence all make this home the perfect island residence. Desirable X Flood Zone and low assumable flood insurance $809/yr! (Tax record shows year built 1933, home is shown on older Sanborn maps Circa 1899)

Enjoy Key West living on one of our most picturesque Old Town lanes. Located in the heart of the historic district and near the seaport, everything you want in Key West is right out your door. Built in the early 1900s, over the years the home was converted into a legal 2-unit property with separate water & electric accounts, however easily returned to a single family residence. The current configuration is upstairs (large 1 BR & 1 BA with a sleeping loft) and downstairs (2 BR & 1.5 BA) units, with an exterior staircase. Both units have a front & rear porch, balcony, or deck. For your parking convenience, an off-street spot is in front of the property. Lease information available upon request. Competitively priced for $1,490,000.

This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

KEY WEST DUPLEX! This is the perfect secluded island compound in Key West with POOL! Two detached homes make this ideal for an owner occupier to have rental income, employee housing, multi-generational living or as an income property. The main home is spacious and offers three bedrooms, two updated baths, central AC, laundry room, and kitchen is equipped with with stainless steel appliances. The primary bedroom suite offers large closet plus a walk-in closet and room opens to the lovely pool area. Additional bedroom has sliding glass doors opening to the expansive side fenced yard with tropical landscape. All three bedrooms are generously sized. Bonus screened in porch area for relaxing or entertaining. Surrounded by a privacy fence, the large pool area features plenty of outdoor space for poolside lounging, dining and hosting guests. The detached 1 bedroom/1 bath two story cottage makes the perfect guest space or rental unit with full kitchen, ductless AC units, and private gated entrance. Oversized lot allows for plenty of parking for your autos, boat, or RV. Shed and lots of storage space. Low maintenance artificial turf yard. Impacted rated windows and doors.

Step back in time with this enchanting Key West cottage, built in 1899 and lovingly preserved through the years. This 2-bedroom, 2-bathroom home offers the perfect blend of historic charm and modern comfort. Both bedrooms are en-suite, with one conveniently located on the main level and the master suite spanning the entire second floor.The homes rich history is evident in the abundance of Dade County Pine, a hallmark of classic Key West architecture. Having only had five owners in its lifetime, this property has been carefully maintained and was honored with the prestigious Ceramic Star for restoration and preservation in 1996. Its also proudly listed on the National Register of Historic Places.The outdoor spaces are nothing short of magical. The lanai, overlooking a heated saltwater pool, is the centerpiece of relaxation and entertaining. Enjoy the soothing sounds of the pools water feature, surrounded by backlit palm trees and lush orchids and bromeliads; all kept vibrant with a drip irrigation system. A covered grill area and hammock invite you to savor lazy afternoons or festive gatherings.For additional versatility, the carport doubles as a cozy spot for lounging or entertaining. Inside, modern conveniences abound, including a new full-sized washer and dryer. Offered fully furnished, this home is truly move-in ready.Located in a highly walkable neighborhood, youll enjoy easy access to the best of Key Wests shops, restaurants, and attractions. Dont miss the chance to own a piece of Key West history with this unique and charming cottage. Schedule your private showing today and discover the magic for yourself!

Motivated Seller, priced to sell. Come take a look at this beautiful home located in the Sanctuary at the coveted gate community of Key West Golf Club. This unique property with views of the 17th fairway boasts with an oversized lot with a private pool, with new equipment and has been recently resurfaced. The pool and side yard are surrounded by an enormous deck offering ample outdoor space for relaxing or entertaining complete with sunshades. Lush tropical landscaping makes you feel that you are in an oasis while offering plenty of privacy. Upon entering you will see this home is ready to move in complete with furnishings. The upgrades are plentiful, complete with new luxury vinyl flooring, quartz countertops, fresh painting complete, stainless steel appliances and more. Screened porches off the living room and master bedroom offer additional outdoor living space with views of the lake and the golf course. 3 bedrooms are located upstairs, and a bonus room/den or office on the first floor. Convenient half bath downstairs leads to a private outdoor shower. Off street parking for two vehicles, one covered, additional parking spot prefect for golf cart, moped, bicycles. The community offers 24 hour manned gate, additional gates at the entry to the Sanctuary, two community pools and gym for residents. Security system in place for your convenience. Come and take a look at this home you wont want to miss this one.

Nestled in a quiet lane in Old Town Key West, this elevated 2-bedroom, 2-bathroom Conch house offers the perfect blend of historic charm and modern security. Perched high to protect against flooding, this home features a fully rebuilt foundation and substructure, providing both peace of mind and lower insurance costs.The house was meticulously renovated in 2006, adhering to FEMA standards and Historic Architectural Review Commn. guidelines. This award-winning transformation preserved the homes 1892 footprint while integrating modern upgrades for reliability and comfort.Inside, youll find warm Dade County Pine walls and vintage Bakelite doorknobs, paired with sleek, updated appliances and custom cabinetry. Practical upgrades include central air, new plumbing, and electrical systems. With off-street parking and a prime location near the Historic Seaport, Duval Street, and vibrant galleries, this home offers an unparalleled combination of Key West history and modern convenience.Dont miss the chance to own a piece of Key Wests rich history, with the added benefits of modern upgrades and elevated peace of mind. Schedule your private showing today to see how this charming home can be your perfect retreat or investment in one of the islands most sought-after locations.

Discover your dream surfers cottage on a tropical island! Built in 1918, this charming home still showcases elements of its historic architecture, blending timeless character with a unique coastal vibe. Located at 1020 Fleming Street in the Historic Seaport area of Old Town Key West, youll be just a short walk from amazing restaurants, great bars, and some of the best fishing and diving charters in the world.This rare gem has not been available on the market for nearly two decades and appears on the Key West map of 1848--dont miss the opportunity to make it yours. Start living your dream today. Call now!

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two full bathrooms, ideally situated just steps from the Historic Seaport and a short stroll to Duval Street. Offered turn-key, this property combines classic Key West architecture with modern enhancements, making it perfect for enjoying the local lifestyle.Inside, youll find Dade County Pine walls, hardwood floors, and renovated kitchen and bathrooms. The second floor boasts two inviting bedrooms, while the first floor offers a charming bunk room. Step outside to discover a spacious 10x20 ft heated pool and a private tropical backyard oasis, perfect for outdoor relaxation. Additional features include a newer metal roof, an impact-rated sliding glass door leading to the rear deck, and efficient ductless AC units.This charming home is fully furnished and ready for you to move right in or to generate a reliable income as an investment property, allowing you to enjoy all that Key West living has to offer!

Beautiful 3 bedroom 2.5 bath home being offered Turn-key, perfect walking location to restaurants, historic waterfront, shopping and all the nightlife on Duval St . Spacious open floor plan for easy living and entertaining friends and family includes the ever important first floor bedroom, half bath and laundry room. Just off the kitchen/ dining area sneak out to the hot tub to relax, or outdoor patio for dining with plenty of shade and privacy. Back inside, make your way up the gorgeous staircase to the second level to find an oversized master bedroom with walk in closet and ensuite bath. The second floor also includes the third bedroom and second full bathroom! 400 White St is a home you wont want to leave ! Call today to schedule your private tour.

Welcome to 1418 Laird Street, a meticulously renovated mid-town gem centrally located to all Key West has to offer. Nestled on a rare double lot, this elevated, one-level home offers unparalleled luxury, privacy, and tropical charm. From the moment you arrive, youll be captivated by the lush landscaping, thoughtfully illuminated with landscape lighting, and the convenience of parking for multiple vehicles. Step inside to discover a space where no detail was overlooked. Upon entry you will note the attention to detail that is consistent throughout. High ceilings, crown moldings, gas fireplace, hardwood floors, wainscoting, and built-in shelving are just a few of the attributes. The open living area is a marvel, containing the living area, dining room, a study, and the Chefs kitchen. Entertaining is a breeze with a kitchen that boasts a gas range, a spacious center island, and plenty of room for gatherings. The elegant primary suite is a private oasis, complete with a stunning garden view, a fabulous bathroom featuring an antique clawfoot tub, and an enormous custom closet, bigger than most Key West bedrooms! Whether youre unwinding in the private lounge or indulging in spa-like comfort, this suite is a dream come true. Outdoor living is just as impressive, with numerous seating areas, a built-in grilling station, and an inviting dining space. The heated and chilled saltwater pool with a tranquil fountain is the perfect place to relax and enjoy the Florida sun. Practical features include impact doors and windows, a whole-house generator, a newer metal roof, and an elevated 8x12 shed for extra storage. Every inch of this home has been lovingly updated and maintained, offering peace of mind and effortless Key West living. This tropical retreat is more than a home; it is a lifestyle. Do not miss your chance to own this one-of-a-kind property in one of Key Wests most desirable locations!

Experience the quintessential Key West lifestyle in this beautifully transformed gem in the heart of Old Towns Solaris Hill. Restored and reimagined in 2022, this unique home seamlessly blends modern comfort with the historic charm of an 1889 cigar makers factory, as noted in Key West Sanborn maps. Enter through an inviting white picket fence to a spacious front porch, perfect for enjoying lazy afternoons with a cool drink or chatting with neighbors under swaying palms.Inside, a refreshing breeze welcomes you into an airy foyer with exquisite hickory hardwood floors, custom lighting, and a stunning locally crafted floating staircase that serves as a stylish focal point. The chef-inspired kitchen is the heart of the home, equipped with top-of-the-line Wolf appliances and a Sub-Zero refrigerator, all nestled in custom cabinetry with gorgeous soapstone countertops. An eye-catching iron and marble island takes center stage, surrounded by a handcrafted Cle tile wall that sets the scene for culinary adventures.Bright and inviting, the spacious living area features two sets of impact-rated French doors, enhancing the essence of indoor-outdoor living, where you can bask in the gentle sea breeze. Original Dade County pine adds warmth and character throughout. The retreat-like primary bedroom and two thoughtfully designed guest bedrooms offer ample relaxation space, each with beautifully upgraded bathrooms featuring custom tiles and Kohler fixtures.Step outside to your personal oasis, complete with a brand-new saltwater pool surrounded by tropical landscaping and a travertine deck, ideal for sun-soaked gatherings or starlit evenings. An outdoor shower adds a refreshing touch, while a custom-built privacy fence ensures your sanctuary from the outside world.Enjoy the convenience of private off-street parking and proximity to the vibrant culture, dining, and entertainment that Key West offers. Duval Street is just two blocks away, with nightlife and fabulous restaurants.

Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the historic seaport, renowned restaurants, and local attractions, this home offers the perfect combination of privacy and convenience.Spanning two lots, this remarkable property boasts a brand-new 40-foot pool surrounded by mature landscaping, providing an oasis of complete privacy. With over 2,450 square feet of living space, the home features three spacious bedrooms and three full bathrooms, offering ample room for both relaxation and entertainment.Multiple verandas and porches invite you to enjoy the gentle tropical breeze and views of the lush surroundings, while maintaining the essence of old-world charm. This Key West treasure offers a rare opportunity to own a piece of local history, complete with modern updates that cater to todays lifestyle.Dont miss your chance to make this captivating home your very own slice of paradise in the heart of Key West!

In the heart of it all, here is a home you are sure to fall in love with. This luxury home offers the perfect blend of comfort and convenience, ideal for both vacationers and full-time residents. Boasting 3 spacious bedrooms and 3 modern bathrooms, it provides everything you need for a relaxing and enjoyable stay. The inviting front porch is perfect for people-watching, while the private pool offers a refreshing escape. With two off-street parking spaces, youll never have to worry about finding a spot.Its prime location means youre just a short walk from a variety of attractions, including restaurants, the harbor front, shopping, and exciting water activities. The home underwent complete reconstruction in 2018, ensuring it has all the modern amenities and style youre looking for. Whether youre here to relax or explore, this home offers it all.

Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomizes timeless elegance and relaxed sophistication. Situated on an expansive 5800 sq ft private corner lot.Step onto the welcoming front porch, complete with a classic Porch Swing and charming Bahama Shutters, epitomizing quintessential Key West charm. Inside, the living spaces blend traditional elements with tropical flair, featuring crisp white walls, Dade County Pine, and tall windows framing lush views of the Tropical landscape.The main floor boasts a thoughtfully designed layout, with a Primary Bedroom featuring a new Bath addition and spacious Walk-in closet, ensuring accessibility and privacy.An exceptional highlight of this home is its soaring dining room ceiling, creating an unmatched ambiance for dining experiences. Additionally, the Bonus Room serves as a versatile space, doubling as a Library and potential Fourth Bedroom, complete with a cozy Loft reading nook.The kitchen seamlessly merges Historic charm with modern convenience, showcasing custom Thomasville Nouveau cabinetry, a Nantucket Fireclay Sink, Calcutta quartz countertops, and premium Cafe and Miele appliances.Upstairs, two spacious Guest Bedrooms and full bath offer a tranquil retreat, providing luxury, comfort, and privacy for visitors. Outside, discover a Resort styled lush tropical oasis that seamlessly extends the homes inviting interior. Relax on the covered deck or by the 30x10 Saltwater pool, accompanied by a charming resident mermaid.A unique historic Decorative Roof metal trim, newly installed Carport with dropdown storage, Electric car charger, and Shower elevate the outdoor experience, offering an unparalleled Key West atmosphere. You will be drawn to exploring the charming courtyard with brick pathways, indigenous plants, fruit trees, and Peaceful moments at this beautiful Key West home.