Magical in the Meadows! An exceptional opportunity to own this charming Conch cottage, originally built in 1892 and meticulously renovated to preserve its historic character while offering modern comforts.Currently configured as two bedrooms plus a versatile office/third bedroom and two bathrooms, this beautifully maintained home is nestled in a highly sought-after, quiet, and friendly neighborhood--just moments from everything Key West has to offer.This quintessential property showcases exquisite craftsmanship, including custom built-ins, crown molding, and trim handcrafted by a master shipbuilder. Architectural highlights include soaring ceilings, stunning Dade County Pine throughout, custom skylights. For exterior enhancements, welcoming front porch, privacy fencing, plus copper gutters and elegant outdoor lighting. The fully fenced property has been recently painted, enhancing its pristine curb appeal.Step into your private backyard oasis, where Ipe wood decking surrounds a sparkling pool with a brand-new heater and chiller. An outdoor shower completes the experience, perfect for embracing the laid-back luxury of island living.This one-of-a-kind home embodies the epitome of Key West charm and style--dont miss your chance to make it yours and enjoy the ultimate in Key West living!

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.

Welcome to 613 Olivia Street, a charming single-family home nestled in the heart of Old Town, Key West. Built in 1933, and located in the X Flood Zone, this historic residence offers 1,680 square feet of living space on two floors and on a 3,240 square foot lot. This property has been owner occupied for over 30 years. First time on the market in generations. Here is your chance to have that location, location, location home in Historic Old Town Key West.With a white picket fence and spacious front porch framed by stately palm trees, this home features four (4) bedrooms and one and a half (1.5) bathrooms. Its classic architecture, which includes custom crown moulding and Dade County Pine walls, reflects the rich heritage of Key West.Enter the home into the light-filled living room, which connects to the spacious kitchen with vaulted ceilings and wall-to-wall sliders leading to the private and fenced-in backyard. Two bedrooms on the ground floor and two on the second floor. There is also an unused cistern pool in the backyard, with a concrete pad that once was a second structure. The creative possibilities for this home are endless, just steps away from the vibrant culture, dining, and entertainment that Old Town Key West is renowned for. Embrace the potential of this historic gem and envision the possibilities that await at 613 Olivia Street.

$50,000 price improvement on the best priced most complete ocean view on Key West!Pure ocean view at arguably the most exclusive waterfront complex in Key West. Youll be the envy of your friends & family to call this extraordinary winter sanctuary your very own. Entirely renovated, this luxurious 2 BR & 2 BA condo is spacious with over 1500 sq. ft. of living area with an impressive oceanside 30 x 10 covered balcony. The open concept main living area ensures a stunning ocean view from the living & dining areas & kitchen. You can even savor the view as you lay in bed in the master suite. Ultimate convenience from the condo unit to the elevator & covered assigned parking may assist with mobility concerns. The home has a substantial furniture package included in the sale allowing you to move in as soon as you close. The Key West Beach Club features 2 oceanside heated swimming pools, sun terrace, an ocean view fitness room, a lighted tennis & pickleball court, cabanas with outdoor kitchens, and an EV charging station. Call for your private showing appointment as open houses will not be hosted due to the secure nature of the community.

Total renovation in the highly desirable Meadows in Old Town. Legal duplex totally restored from the ground up in 2023 & 2024. 2 bedroom/ 1 bath downstairs has 788 sf. of living area, front porch, large backyard & rear deck.Upstairs is 1 bedroom & 1 bath 544 sf. with private tree top deck. Lush, tropical landscaped 2,225 sf. lot plus bonus 5 x 74 recorded hiatus on E. side of property. Room for inground Pool or large Spa. Private off street Parking. Interior details: Many Dade County Pine walls inside professionally restored New Mitsubishi ductless split AC systems w/remotes.New LED surface mount ceiling lights.New luxury vinyl plank flooring w/ rubber backing for softness and quietness.All windows are new, 2 over 2, impact resistant with window treatments.Professionally designed kitchen by Rosanne has gorgeous Quartz countertops & new custom, all wood cabinets.New stainless steel LG appliances including a new Refrigerator, Electric range & Microwave, dishwasher & garbage disposal.Upstairs has new kitchen, cabinets and countertop with new stainless steel Frigidaire refrigerator, range & garbage disposal.Both bathrooms are fully tiled &have glass enclosure, walk in showers. Downstairs has duel under counter sinks with Quartz countertop. Exterior:You dont hear this often, look under this house! 30 new concrete, steel reinforced, spread footers secured into cap rock & tied to the house with double 2x 10 rim joists & 2 x 8 floor joists, all pressure treated.Also, Front Porch, side deck & stairs & rear deck all rebuilt with new footers.General Contractor was Brian McKendry.All new V-crimp roofing by A-Plus Roofing, with new plywood subroof, hurricane straps & storm safety underlayment for Max. Wind Insurance credits. All new gutters as well.Entire house, inside & out professionally painted by Perrys Painting.All new plumbing & instant hot water heaters by Robert from Gary Moes.All new electric by Check Electric

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!

New to the market! This Conch House is filled with Key West Charm that all starts with the covered front porch perfect for relaxing. Entertain with ease in todays kitchen with its marble countertops, stainless steel appliances, and farmers sink. The open dining and living room continue to flow through French Doors to the outdoor living area with a private wraparound porch, sun deck, and heated dipping pool. A bedroom and full bathroom are on the main level offering one story living. Two large bright and airy bedrooms with vaulted ceilings and a bath are upstairs. Bahama hurricane shutters, metal roof, storage inside and outside, off-street parking.

Welcome to 205 Virginia Street, a meticulously crafted single-family home nestled in the heart of Old Town Key West. Built in 2019, this residence seamlessly blends the historic charm of the area with modern construction standards. As you step inside, youll be greeted by an open and inviting living space adorned with wood floors and bathed in natural light. The gourmet kitchen boasts quartz countertops and a high-end stainless steel appliance package, catering to both culinary enthusiasts and those who appreciate quality craftsmanship. The home offers three bedrooms and two and a half bathrooms. The large primary suite possesses an enormous covered deck and beautiful ensuite. The second bedroom features a private balcony and custom-built shelving, providing ample storage and display options. The third bedroom may also be configured as a formal dining room, perfect for entertaining guests. Venture outside to discover your private island oasis. The heated pool, complemented by a soothing waterfall, invites relaxation year round. Surrounded by lush tropical landscaping, brick walkways, a classic picket fence, and coveted parking spot, the outdoor space is designed for both tranquility and entertainment. Covered porches on both levels, front and back, offer serene spots to enjoy the balmy Key West evenings. Constructed with durability in mind, the home is built to withstand 180 mph hurricane winds and features impact windows and doors with concrete siding, providing peace of mind and low insurance rates. Location is paramount, and 205 Virginia Street does not disappoint. Situated just a few blocks from the vibrant Duval Street, youre within walking distance to an array of restaurants, entertainment venues, and the rich cultural experiences that Key West offers. Despite its proximity to the lively downtown, the property is tucked away in a peaceful neighborhood, offering the best of both worlds. Experience the perfect charm and modern luxury at 205 Virginia Street.

This luxury, elevated, one-level home, on a rare double lot with a lush, tropical resort-style pool area, fenced with complete privacy, is tucked in the heart of midtown Key West. This tropical oasis features a supersized primary bedroom suite, extra-large 2nd bedroom/guest bathroom, and built-in Murphy bed/bookcase for extra guests. All surrounded by mature landscaping, elegant landscape lighting, a wrap-around porch overlooking the fabulous heated/chilled pool with soothing waterfalls, and a large pool deck for lounging in the Key West sun.This home is filled with charm, even the guest bathroom features an artistic ocean-inspired coral mosaic. Designed for entertaining, the open-concept showcases high ceilings, abundant natural light from many windows and French doors, accented wood beams, and gleaming hardwood floors. The chefs kitchen is a dream, complete with a 5-burner gas range, granite countertops, spacious center island with built-in wine/beverage chiller. The inviting indoor-outdoor living and multiple outdoor seating areas make it ideal for all occasions, whether hosting guests or enjoying a quiet evening.The elegant primary suite serves as a private oasis offering a sitting area, luxurious bathroom with a large tub, walk-in shower, and a walk-in closet. The outdoor living areas include a tranquil, covered, lighted outdoor pavilion for meditation, yoga, or dining outdoors, multiple seating/lounging/dining areas, and a fire pit, creating the perfect atmosphere for both relaxation and entertaining.Additional highlights include impact windows and doors, metal roof, no-maintenance turf, and an irrigation system. Offering off-street parking with a motorized gate and room for multiple vehicles (a car plus RV/boat area with 30 amp circuit) as well as a security system with cameras, this home blends luxury, privacy, and functionality. Live the Key West lifestyle in this stunning, meticulously maintained property.

Step into Key West history with a modern twist at the Kali Zoi House, a meticulously maintained gem nestled in lush tropical surroundings in Old Town Key West. Originally built in the early 1900s & updated in 1988, this fully furnished home offers nearly 1,900sqft of spacious living. Located near everything (Duval Street, beaches, etc.), this home combines historic charm with unbeatable convenience.Experience the charm of Old Town with the inviting covered front porch, an ideal spot to enjoy your morning coffee. The first floor features 3 bedrooms & 2 bathrooms. Two of the bedrooms include ensuite bathrooms, with one also offering a second entrance for guest access. The primary suite has a private exit to the backyard. Upstairs, youll find an expansive living room, dining area, & a stunning open kitchen with beautiful striped Mahogany cabinets. A third full bath completes the layout. Enjoy the island breezes from the newly redone wraparound balcony, tucked up in the treetops, offering a tranquil retreat. Unwind in the private backyard, ideal for entertaining or relaxing in the (heated or chilled) cocktail pool. The yard is fully fenced. Additional features youll love: X-Flood Zone, New Roof (2022), New Hot Water Heater, Recently Upgraded Upstairs Porches & Deck, Fully Furnished (Indoor & Outdoor): Move-In or Vacation Rental Ready!Currently part of a successful vacation rental program with a wonderful reputation, Kali Zoi House is perfect as a family getaway or a promising investment opportunity.

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.

This is your opportunity to own, on navigable water & be in Key West with a house that has 5 bedrooms, pool, concrete seawall, 2268 Interior sq ft & is priced at only $771 per sq ft! There are 4 other active listings on Riviera Canal for an average price per sq ft of $1,116. Thats $345 per sq ft MORE! Yes, there is one other 5 bedroom in that group, but its listed for over $1.73M more! You can do a LOT of redecorating with these savings! 2934 Riviera is a value. Interior is currently configured as 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.

Welcome to this charming 3-bedroom, 3-bath home in the heart of Key West, offering a perfect blend of comfort and potential. Located in the sought-after Midtown neighborhood, this home is just a short distance from the beautiful Higgs Beach and vibrant shopping areas, making it an ideal spot for both relaxation and convenience.Outside, discover your own private oasis with a stunning pool and hot tub, offering the ultimate space to unwind or entertain. The arboretum adds a touch of nature and tranquility, enhancing the outdoor experience. Whether you want to lounge by the pool or cultivate your own little retreat, the possibilities are endless.As you step inside, youll be greeted by a spacious living area featuring a cozy fireplace--perfect for those cooler evenings. The open layout provides plenty of room to create your own unique style, with endless opportunities for customization.This large corner lot offers room to expand. With three spacious bedrooms and three full baths, this home provides ample space for family, friends, or guests. Its a fantastic opportunity to make this residence truly your own, all while being in close proximity to Key Wests best amenities and attractions.Dont miss out on this incredible opportunity to own a piece of paradise in Key West!

Assumable VA loan available. Buyer does not have to be a Veteran. Contact for additional information!Discover the charm of the Keys and embrace your ultimate lifestyle with this incredible newly renovated home on prestigious Eagle Avenue. This solid concrete masterpiece effortlessly marries luxury, craftsmanship, and natural beauty, creating a residence that must be experienced in person to be fully appreciated. Step inside to a bright and airy haven where vaulted ceilings and abundant natural light enhance the inviting living spaces. This spacious single-family home is thoughtfully designed for comfort and versatility, boasting three bedrooms and two full baths. The master bedroom offers en-suite privacy, while each room features upgraded impact windows and doors, framing luscious tropical views from every angle.It feels surprisingly expansive, with spacious outdoor areas and a flowing home layout that encircles the pool, making the property live and feel much larger than it is. The tropical backyard retreat features an incredible newly resurfaced saltwater pool, and a stunning deck adorned with elegant travertine. This outdoor sanctuary creates a private, elegant resort feel that takes your breath away, whether youre enjoying the daylight or the utterly enchanting night ambiance. The lush landscaping, complete with a variety of palm trees and vibrant flowering plants, crafts a serene and picturesque environment. The spacious patio area is ideal for outdoor dining and entertaining, inviting you to savor the serene setting.This home includes numerous upgrades for the discerning buyer, including a newer roof, updated AC system, state-of-the-art pool equipment, and freshly painted interiors and exteriors. The property also features a climate-controlled garage with separate laundry facilities, and the enormous amount of storage that offer a rare Key West opportunity to both garage your car and to keep your home clear of the clutter of Fantasy Fest costumes.

Are you ready to build??? after talking with City Planning the new owner will be able to possibly renovate the main house and build a second new house or build two new houses after your plans have gone through permitting process or possibly renovate the main house and build a second new house Buyer to verify...Make your offer today.Welcome to 1327 Duncan Street, this property offers a 3 bedroom 1 bath single-family home plus a separate 1 bedroom 1 bath cottage with fenced in yard, laundry area, central air condition. The main house has 12 ft ceilings, laundry room, living room, dining room, storage room with pull down attic access. There is also a large storage building in the backyard. The large lot offers many possibilities for the new owners. The two units have separate electric and water meters and sewer accounts . ..Make your offer today.

Welcome to Casa Bella Petite le Bleu., an architectural gem in the heart of Old Town Key West, honored with a prestigious Ceramic Star for historic preservation. Nestled in the desirable X-Flood Zone, this home blends timeless charm with contemporary upgrades, off street parking and a private pool making it the perfect tropical retreat. From the moment you arrive, the classic front porch invites you in. Inside, open concept living awaits, highlighted by rich Dade County Pine, a chefs kitchen featuring Viking appliances and custom cherry cabinets. Making it the perfect space to entertain as the indoors flow seamlessly into the outdoors. Double sets of french doors open up to a tropical wonderland featuring a heated pool with a tranquil water feature, surrounded by lush landscaping. The expansive deck offers a covered lounge area, outdoor dining space, outdoor shower, and a charming historic accessory structure--perfect for a small guest suite, art studio, or office.Located on the quiet end of Elizabeth Street in the sought-after Solares Hill neighborhood, one of the highest points on the island. This property is just two blocks from Duval Street and centrally located. Walking distance to Key Wests best restaurants, beaches, and galleries, all while savoring the peace of a quiet, picturesque Old Town neighborhood.Whether youre seeking a luxurious island getaway or a full-time residence with historic charm, 819 Elizabeth Street offers the best of Old Town living. Dont miss this rare opportunity to own the perfect Key West home.

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.

Indulge in the Ultimate Island Lifestyle with this Two Bedroom, Two Bath Residence, perfectly located in the Heart of Key West. Just a short stroll to Duval Street, Historic Old Town and Our Beautiful White Sandy Beachs.A well Designed Open Floor Plan, with kitchen overlooking the living room that lead out to your own private sanctuary. Hard Wood Floors throughout. Oversized private in- ground lap-pool, large deck and completely private with wrap around fence. Both Bedrooms on the Second Floor and open onto wraparound porch offering gently ocean breezes and the perfect setting for morning coffee.Gated Front Yard ensures exclusivity, creating a true private oasis and with two additional features like Off street parking and X-Zone Location, this home should not be overlooked when looking for that Perfect Key West Retreat!

DEVELOPER ALERT !!!!!PERMIT IS READY TO BE PICKED UP**Historic Old Town Home Ready for Rehabilitation**This charming property is located in a highly desirable X flood zone and offers 5,470 sq ft of land. HARC has already approved the rehabilitation of this historic home, increasing the current square footage from 2,020 to 2,575. The finished product will include 4 bedrooms, 4.5 bathrooms, a pool, and plenty of off-street parking--a prime need in Old Town. This home also offers a large open attic that could add living space.Situated just steps from the world-famous Duval Street, youll enjoy the convenience of nearby attractions while being far enough to avoid the noise. This is a rare opportunity to own and restore a piece of Key West history.Manager of LLC is a License Florida Real Estate Agent.

Discover the timeless charm of this beautifully remodeled historic home located in Old Town, Key West. This fully furnished 3 bedroom, 2.5 bath property boasts lovingly restored Dade County Pine, and combines classic craftsmanship with modern comforts. 1211 Knowles Ln features a 300 sq.ft. loft currently used as a 3rd bedroom, office and storage ! Both front and side porches invite you to relax and soak in the tranquil neighborhood. Then step inside to be greeted by spacious living areas. The living and dining room feature stunning floors and high ceilings. The kitchen is equipped with modern stainless steel appliances, custom cabinetry, and a spacious pantry. The bedrooms are generously sized and offer comfort, charm and privacy. The bathrooms have been tastefully updated with contemporary fixtures and finishes, while maintaining the homes historic charm. Step onto the stylish teak decking to the private backyard and your own tropical oasis. Outdoor shower, hot tub, rooftop deck, and brick paved driveways are just a few more features you will love. This gorgeous home offers the charm of a historic property with all the modern upgrades you desire, in a prime location, where you can walk or bike to beautiful beaches, restaurants and nightlife! Bookings for 2025 Jan & Feb 13k per mo., Mar & Apr 11k per mo. Off street parking for 2 !