1212 Watson Street, aka Island Bliss, is a quintessential Old Town Key West home. This beautiful one-and-a-half-story home has been thoughtfully restored with a mix of modern touches and traditional Key West influences. From the stylish LVT flooring throughout to the stunning kitchen to the new mini split ACs, theres isnt a bit of this home that hasnt been updated. The primary suite occupies the entire second floor, with a spacious bathroom and closet, as well as direct access to the rooftop deck. The two guest bedrooms are located on the first floor and share a full bathroom. The outdoor space is just as impressive, featuring a saltwater heated pool, outdoor kitchen and grill, AZEK decking on the patio and on the upstairs sun deck, and turf yard. And dont forget about the outdoor shower, a Key West staple! Situated on one of the quieter blocks in Old Town, Island Bliss gives you the feeling of being away from it all yet is only a short stroll from everything that Old Town has to offer. The charming front porch with classic gingerbread is the perfect place to relax in the island sun and an off-street parking spot is waiting for you in the driveway.

LOCATION! LOCATION! LOCATION! You do not want to miss out on the opportunity to own one of the most sought after properties in Old Town Key West, a truly special home and lot that you MUST see in person. Permitted for transient license receivership HRCC1 (buyer to verify). The ONLY single family home on the market with DIRECT access to DUVAL Street via a walking lane. Remarkably secluded and completely hidden from view. The moment you step behind the gate, you will feel that you have entered your own tropical paradise. Add a pool and expand on this beautiful 4200 square foot lot. Zoned as a non contributing structure with HARC (buyer to verify), this is a restoration project. This is the first time the property has ever been on the market!

See video fly through on zillow under facts & features. Welcome to 1316 Royal St #3, a newly constructed, stunning single family sanctuary that sits only a few blocks from the world famous Duval Street. A rare opportunity presents itself with this brand-new home that ensures top-notch living and was built to adhere to Floridas toughest building standards. Crafted to withstand up to 180 MPH winds and located in the highly sought-after X flood zone, durable Hardi board siding, wind-rated doors and windows, elevated first floor and a metal roof assure safety and peace of mind even in the harshest of conditions. The spacious 1,743 sq. ft of modern living space offers 4 beautifully appointed on suite bedrooms and 3.5 bathrooms, with one on suite and a half bathroom on the main level, providing convenience and privacy. Step into the open-plan living area that seamlessly connects living, kitchen, and outdoor spaces, ideal for entertaining and everyday living. The kitchen features brand-new stainless appliances, and a separate coffee/bar station with a craft ice maker and beverage/wine fridge. The living area features a floor-to-ceiling glass sliding door that opens the entire space, giving way to a raised composite wood deck that surrounds a concrete pool, inviting you to relax and enjoy sunny Key West days in privacy and comfort. A highly efficient ductless mini-split cooling system paired with practical Hunter Douglas plantation shutters ensures each room is customized for your comfort and privacy. Off-street, private parking is also conveniently accounted for, adding to the ease of your daily routine. Beyond the bounds of this magnificent home, the community offers walking distance to vibrant attractions such as Casa Marina Resort, Higgs Beach, and the famous Duval Street, placing you at the heart of Key Wests finest experiences, all just moments away from your doorstep. Dont miss the opportunity to own this impeccable new home.

Hidden in the heart of Old Town Key West, this exceptional home in the Gardens of Key West combines privacy and prime location, just one block from vibrant Duval Street. Located in desirable Flood Zone X, this 3-bedroom, 3.5-bath residence offers off-street parking and a thoughtful layout perfect for relaxation or entertaining. The inviting open floor plan seamlessly connects the kitchen, dining, and living areas, with highlights including granite countertops, stainless steel appliances, and tile flooring on the main level. Upstairs, Brazilian Tigerwood flooring enriches the 2nd and 3rd floors, adding warmth and sophistication. Each spacious bedroom has an ensuite bath, 12-foot ceilings, and elegant crown molding for added charm. Outdoors, a 24 x 8 heated pool with a new heater and a covered porch provides a perfect retreat. Fully fenced for privacy, the home is within walking distance of top restaurants, galleries, shops, and attractions. This property is ideal as a full-time residence, a vacation home, or a high-demand vacation rental.

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.

Discover the essence of island living in this expansive 3,197sf, 6-bedroom, 3-bathroom home, perfectly positioned on a generous 9,500sf corner lot in the heart of Key West. This spacious 2 story CBS home features a gourmet kitchen, tile floors, 2 laundry areas, sundeck & a new roof. The sprawling yard, enclosed by a privacy wall, offers plenty of room for boat and trailer storage, RV parking, and a safe play area for kids and pets. An in-ground concrete pool with water feature adds to the outdoor appeal, while a storage shed provides extra convenience. Offering a rare combination of convenience and space, this residence is ideally located minutes from schools & grocery stores, while also being near the new Happy Landings Marina and the Key West Yacht Club, making boating a breeze! With a flexible layout and ample space, this property is brimming with possibilities, ready to be tailored to your vision of the perfect island retreat.

Located in a transient license receiver zone, this delightful 1-bedroom, 1-bathroom Craftsman-style home offers a rare opportunity for short-term rentals in the heart of Old Town Key West. Just steps from the iconic Duval Street, this charming residence perfectly blends historic character with modern convenience.Inside, the open living space is bathed in natural light, with beautiful wood details and an inviting atmosphere. The well-appointed kitchen flows seamlessly into the cozy living and dining areas, offering a perfect spot for relaxation and entertaining.Outside, a spacious covered deck sits centered in a lush tropical backyard--your private sanctuary in the midst of the lively island life. Whether youre seeking a full-time home, a vacation getaway, or a prime investment property, this home delivers both charm and exceptional rental potential.Enjoy the best of Key West, with dining, shopping, and nightlife just a stones throw away. This is island living at its finest!

Enjoy the perfect Key West location - Old Town bordering the Casa Marina neighborhood - in this 3 bedroom, 2.5 bath pool home. Youll have peace of mind knowing that the home was completely renovated from the ground up in 2019 while keeping with the historic style of the homes origins - tongue in groove ceilings, wood floors, pecky Cypress wall accent - but adding modern amenities such as impact windows, stainless steel appliances, granite countertops, tankless water heater, in-home laundry. The Main Home has an en suite Primary Bedroom; Guest Bath accessible from the hallway and Guest Bedroom; open concept Kitchen and Family Room with vaulted ceiling and a wall of accordian glass panels overlooking the pool courtyard. Opposite the pool is the Guest Cabana with Half Bath and Outdoor Shower. The property has been offered as a vacation rental and also kept part time for the owners use. Close to everything you could want in Key West - around the corner from world famous El Siboney Cuban Restaurant, 2 blocks from Truman, 4 blocks from Duval St., a quick walk to Higgs Beach and the White Street Pier. Home is being offered turnkey furnished.

Experience the charm of Old Town living at 923 Eaton St, a beautifully updated historic home featuring three bedrooms and two baths, 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!

Welcome to this charming home, nestled in the highly sought after, Historic, Meadows neighborhood in Key West. It features 3 bedrooms, 2 full baths and one 1/2 bath. Relax or entertain in the open floor plan living area. 2 sets of french doors flow seamlessly to the wraparound porch, pool and guest cottage/studio. Access to the 1/2 bath from the back porch and guest cottage make spending time in the tropical pool area a pleasure. Dade county pine and a stunning cathedral ceiling add to the spacious and historic ambiance. The spiral staircase brings you to the 3rd bedroom and den/music room. The primary bath is beautifully updated. This home has been meticulously maintained to retain the historic ambiance. For your convenience this home offers off street parking for one vehicle. Flood ins. $795 Homeowners $3,310.95 Easy to show.

Nestled in the heart of the coveted Meadows neighborhood, 1407 Olivia offers a perfect blend of historic charm and modern luxury. This fully renovated single-family home spans over 1,400 sq. ft. and features 3 bedrooms and 2 bathrooms, ideal for a family home or investment property.Step inside to discover the timeless appeal of Dade County Pine accent walls and elegant hardwood floors. The first floor boasts an open-concept kitchen and living room with vaulted ceilings, complemented by custom cabinetry, a tile backsplash, quartz countertops, and a farm sink. High-end appliances ensure a top-tier culinary experience. Wall-to-wall sliding doors open to a lushly landscaped backyard, creating seamless indoor-outdoor living.The first floor also includes two well-appointed guest bedrooms and a full bathroom with exquisite finishes. Ascend to the second floor to find a serene primary bedroom suite featuring a spacious bathroom with an expansive shower and dual vanity, offering a luxurious retreat.The homes exterior is equally impressive. A white picket-fence gate and brick-paved walkway lead to a welcoming front porch, perfect for relaxing mornings. The backyard is easy too maintain and supremely functional space complete with a large sun deck, an in-ground pool with a waterfall feature, and an outdoor shower, ideal for enjoying sunny Key West weather and outdoor entertaining.Located in the tranquil and picturesque Meadows neighborhood, this home offers a unique opportunity to experience the best of Key West living. Whether you seek a family haven or an investment, this property delivers unmatched elegance and comfort.

Built in 2006, 1100 Williams Lane is a large spacious 3BD/4BA single family home that is priced to sell. At $830.00 per sq ft, this home is one of the best priced homes in the historic district that the Key West market has to offer. Featuring spacious rooms, impact windows, and patio doors, Hardie board siding, metal roof, excellent lighting, modern kitchen with large granite countertops and custom cabinets, separate laundry room, Tiled and wood floors in excellent condition, large spacious bathrooms with additional half bath on ground floor. Two Bedrooms ensuite with large closets on second floor and great room with oversized bathroom on third floor. Large tree has been removed from the rear garden and now the yard is filled with light and sun so you can enjoy the tropical weather all year round. In-ground pool and patio with some updated landscaping in the rear. One off street parking spot and all for the unbeatable price of $1,899,000.A must see for the buyer looking for space, comfort and excellent Value in historic Old Town Key West.

Welcome to 3625 Sunrise Drive, a stunning tropical oasis that checks all of the boxes! Located on one of the most prestigious and private streets in Key West, this residence is perfectly sited on an 8,937 square foot corner lot featuring a custom 30 x 15 heated swimming pool, exotic tropical landscaping, 3 off-street parking spaces, multiple private outdoor lounging spaces and beautiful water features creating the perfect environment for entertaining and lounging. A sophisticated gated entrance welcomes you while natural light shines down, illuminating the custom cement pavers that lead you into the home. The spacious 2,100 square foot, single-level layout offers a perfect blend of indoor and outdoor living. The thoughtful floor plan is ideal for entertaining while also providing privacy, with the bedrooms separated from the common areas. Originally a 3 bedroom home thats been converted into a 2 bedroom, 2 bathroom residence with a library and tv roomi, offering a more open and versatile space. Additionally, theres a studio/workshop with a private entrance and a half bath, which could easily be transformed into guest quarters. The interior is highlighted by multiple skylights, Brazilian cherry hardwood floors, lots of custom cabinetry and storage, Chefs Kitchen, and two separate office spaces that could be converted into bedrooms. The primary bedroom offers a 13 x 11.5 bathroom, large walk-in closet, and French doors that open to the pool and gardens. Located in New Town and minutes from Smathers Beach, canals, nature trails and some of the islands best restaurants!

Visualize yourself at this peaceful residence, situated on a sprawling 7,000-square-foot corner lot, enveloped by lush tropical foliage and crowned by the distinguished National Champion Green Buttonwood tree, standing tall for over 300 years.* As you approach the front door, youll encounter a variety of native and exotic plants like the desert rose, sansevieria whale fin, and an assortment of orchids. Step through the doors of the single level home to discover two bedrooms and two bathrooms, a large kitchen, open-concept living spaces with vaulted ceilings, exposed beams, and views of the garden from every room. Unwind in the primary suite, featuring a study, a spacious bedroom with French doors opening to the pool, two closets, and an oversized bathroom boasting a 10-foot shower with two shower heads and a separate oversized tub. Behind the residence an additional detached accessory building, currently used as an office with air conditioning, awaits transformation into a charming guest house. The expansive backyard oasis also includes ample space and an abundance of mature landscaping ideal for both entertainment and relaxation. Take a leisurely swim in the pool or recline beneath the shade of mature trees while enjoying hors doeuvres or dining with loved ones. Dont miss this opportunity to live in a Champion home just blocks away from the islands best beaches, shopping, and entertainment! Schedule your private showing today! *A Champion tree is the biggest specimen of each species of tree native to the United States.

Built in 1926, located on a beautifully landscaped 9,912SF lot in midtown, this 3 bedroom 2 bath home is a prime example of historic Key West architecture. The single-story home features hardwood floors, plantation shutters, central A/C, well-appointed kitchen and a spectacular 10x32 foot heated swimming pool bathed in sunshine. Multiple French doors connect the open living/dining area to a large wrap-around porch. Primary bedroom with en-suite bath, two generously sized guest bedrooms share a large bath. Off street parking for 4-6 cars plus a large covered-gated carport with locked storage.

There is NO other waterfront, single family home currently for sale in the MLS, located from Key West all the way up to Key Largo that has a larger interior & lot, pool & concrete sea wall that is priced below 2934 Riviera Dr. You read that correctly! Do your search then come look at this one. You can own, on navigable water & be in Key West with a house that has a 2,268 sq ft interior w/ FIVE bedrooms & is priced at $827 per sq ft! Interior is currently configured has 5 bedrooms & 2 full baths, plus one 1/2 bath. Upper floor boasts primary bedroom plus additional bedroom (could be converted to an extravagant closet, extraordinary bath, office, nursery or 2nd den) both with sliding glass doors leading out to balcony (42 ft long) overlooking pool, back yard & canal. Upper level also has one full bathroom. The lower level has 3 bedrooms, 1 full bath, kitchen, den, dining room, laundry room & a 1/2 bath. Den has 10 ft ceiling plus 3 sets of sliding glass doors offering canal & pool views. Back yard has 58 ft concrete seawall (with 7 Ft wide step-down section for launching paddle boards or kayaks), in ground-concrete pool (24 X 15), covered patio (27 X 9) attached to storage shed-work shop (15 X 9) & concrete pad for OSP that could fit multiple cars. Central AC compressor replaced Oct 2023, plus tented in 2022 with warranty. Home received airport project, double pane windows. Front door, back door & all 6 sets of sliding glass doors are impact. All other windows have aluminum panels. Riviera Canal affords you easy access to both the Atlantic & the Gulf. Convenient new town KW location is close to boat ramp, schools, shopping, theaters, medical offices, ball fields, beach, airport, golf course & hospital. Just a short ride to Old Town & world-famous Duval St.. Interior of house did not flood during Hurricanes Ian or Irma. Sellers already packing, some furniture in photos has been removed. Grab your piece of waterfront paradise at 2934 Riviera Dr in Key West

A rare investment opportunity awaits at 1211 Olivia Street, a legal duplex featuring two separate homes on a quiet, tree-lined street in Key Wests coveted Meadows neighborhood. Ideal for families or investors, this property offers flexibility for hosting guests, generating rental income, or creating a private retreat. The 3,500+ square foot lot is surrounded by lush landscaping, private entrances, and charming brick pathways. The main home boasts an open floor plan, crown molding, automatic window treatments, and an updated kitchen with ample storage. Two bedrooms flank a modern bathroom with a marble-tiled walk-in shower and laundry area, while the spacious primary bedroom opens to a secluded courtyard perfect for entertaining or unwinding. The detached guest house provides additional value with its own outdoor lounge spaces, two bedrooms, a bathroom, a full kitchen, a living room, and laundry. Located in the Meadows, this property offers the best of both worlds: easy access to cafes, art galleries, Duval Street, and beaches, while enjoying the peace and privacy of a picturesque neighborhood. Whether youre looking for a family retreat, an income property, or both, this home delivers. Schedule your private showing today!

This beautifully restored old Key West home offers the perfect tropical escape. Located just a block from Duval Street, Garden of Roses combines historic charm with modern upgrades, making it an ideal vacation home. Currently being rented as a monthly vacation rental!Enjoy a spacious layout with 3 bedrooms, a high-end kitchen, and bright, open living areas. Relax outdoors with a private hot tub, lush gardens, and multiple seating areas. The home also features off-street parking, hot tub, lusciously landscaped patio for entertaining or outdoor dining.Located right in the heart of Old Town Key West, just steps from the Southernmost Point and Duval Street, this home offers the perfect blend of comfort and convenience. Schedule your showing today to experience this slice of paradise!

Step from your boat into your Key West dream home! With 4-beds and 2-baths this concrete home has a spacious open floor plan. Recently renovated kitchen and baths. Cathedral ceilings with multiple sliding glass doors that connect two of the bedrooms and the kitchen area to the pool area, picture a seamless indoor-outdoor living experience. The large, resurfaced 30 x 15 pool, complemented by your 61 concrete seawall offering direct boating access. Your covered poolside gazebo is ideal for unwinding or watching your favorite sports/shows.Live the Key West lifestyle to the fullest where comfort meets recreation. Riviera Canal provides easy access to the Atlantic and the Gulf, explore the waters at your leisure. This home would also make a great vacation rental.

Experience tropical breezes and island charm in this beautifully updated one-story home. Set on an 8,250-square-foot lot with lush landscaping, a newly refinished pool with a new heater, and vibrant green lawns, this property is perfect for outdoor living. Recent upgrades include a new roof, electrical and plumbing systems, new AC units, and all impact windows and doors, ensuring comfort and peace of mind. Inside, the bright and airy spaces feature a large primary bedroom plus an additional room that can be used as the 3rd bedroom or office in addition to the 2nd bedroom. The chefs kitchen offers ample space for entertaining, and the concrete wall surrounding the property provides privacy and a secure area for pets. Plus, theres room to add a guest cottage! Located in a wonderful neighborhood with great neighbors, this home is a must-see. Call today for your private showing!