Offering 'Turn Key' - Move in Ready. This beautiful Key West home on two lots just blocks from the Atlantic Ocean has undergone a total property renovation including a magnificent addition. Quality materials and custom finishes have been utilized to produce a luxurious yet casually elegant 4BR/3.5BA single level home with two cottages, generous gated off street parking, heated/chilled pool and amenities aplenty. Old Key West greets you at the entry gates with historic Old Town curbstones flowing through the lush landscaping designed by Craig Reynolds. Architect, William Horn, has thoughtfully redesigned the home, pool cottage and guest cottage which can amazingly transform into a garage should you choose. The expansive Great Room is a WOW with gleaming Dade County Pine floors and soaring ceilings. French doors and banks of tall windows provide long views of the inviting pool, spacious decking and tropical foliage. Grand Chef's kitchen with Wolf appliances, floor to ceiling custom cabinetry and walk-in pantry. The handsome primary bedroom suite with sumptuous bath and shower includes dual custom closets and a glorious private sun room that also opens to the pool. Outdoor kitchen, private outdoor shower, Big A*s Fans, smart home technology, Sonos system, indoor/outdoor speakers, security cameras, tank-less hot water heater, generator and enormous propane tank are but a few of the many amenities of this spectacular property. No expense has been spared to create the ultimate Key West home for private indoor and outdoor island living. Furniture, furnishings, artwork, household goods, 4 electric bikes and electric car included in price with exceptions to be noted at premises.
514 Emma is a wonderful single-family home located in Truman Annex. The first floor features a large, updated chef's kitchen with double wall ovens, double refrigerator/freezers and a large island. There is a guest bedroom, and a full bathroom as well as a dining area. French doors in the living area, open to the large rear porch and pool. There is a carport on the rear of the property, PLUS a second deeded carport just across the street. The second floor has a spacious primary en-suite with a private covered porch, plus two guest bedrooms with shared covered porch and full bath. Home features a propane generator. The property is a successful rental property. Video Tour: https://show.tours/zd4yyTKj
One of the largest townhomes available in Truman Annex, plus your own private pool. The first floor includes a dining area, kitchen, bathroom and a guest bedroom or den with a convenient murphy bed. The living room opens to the rear deck and pool. Upstairs is the Primary bedroom ensuite with a private deck. Two more guest bedrooms share a bath and a covered porch that overlooks Porter Lane. Located within walking and biking distance to Duval Street, the Key West waterfront and fabulous restaurants and bars. Assigned parking in front of the property. Includes a non-transient rental license. Video Tour: https://show.tours/ChvTcKG4
Welcome to 156 Sea Lane, a residence that stands as a testament to architectural integrity and the vibrant history of the Florida Keys. This home was conceived and brought to life by its original owner, the legendary Reese Palley, who envisioned a sanctuary that combined the permanence of a fortress with the soul of an adventurer. Unlike the standard construction found throughout the islands, 156 Sea Lane was built with a commitment to durability and ''over-engineered'' by structural and civil engineer Joel Roseblatt for safety. Palley played an active, hands-on role in its design and construction, ensuring the home could withstand the elements of the Keys for generations. Concrete Reinforced Block (CBS): The skeleton of the home is high-strength concrete masonry, reinforced to provide a rock-solid foundation. Hollow Core Construction: Rarely seen in residential builds, the use of hollow core concrete slabs for the floors and the roof provides extraordinary structural spans, superior fire resistance, and incredible thermal mass. A ''Forever'' Home: The result is a structure with 3,672 sq. ft. under roof that offers a level of quietude and security that is increasingly rare, serving as a peaceful bunker against the tropical elements. To own this home is to share in the legacy of Palley -- an author, art dealer, world-class sailor, and one of the most colorful intellectuals to ever call the Florida Keys home. Before settling on Geiger Key, he gained international fame as a premier art dealer. A man of the sea, Reese circumnavigated the globe and authored over 15 books, including ''The Answer', 'Unlikely Passages'', CONCRETE: A 7,000 Year History'. Palley resided here until just before his passing at 94 in 2015, at which point the current owners took up the mantle of stewardship for this extraordinary property. 156 Sea Lane is more than a house; it is a piece of the Florida Keys' intellectual and architectural heritage.
Located in the sought-after Lionsgate community in the heart of Old Town, this charming 2-bedroom, 2-bath condo offers a rare blend of serenity, connection, and island ease. From the second floor, gentle breezes and soft eastern light filter through the palms each morning--an everyday moment that makes this home feel instantly uplifting. Vaulted ceilings enhance the sense of space, creating an airy, open atmosphere that lives larger than expected. The living room and kitchen flow seamlessly together, making it easy to cook, entertain, and stay connected with guests or unwind while watching TV. Thoughtful improvements include new laminate flooring, quartz countertops, and a fresh interior paint palette, delivering a clean, move-in-ready feel. Storage is a standout with a dedicated laundry room and attic--rare finds in Key West living--along with off-street parking conveniently located at the unit. Despite its central location, the home is remarkably quiet, offering a peaceful retreat from the energy below. Lionsgate is known not just for its lush tropical landscaping and heated saltwater pool, but for its strong sense of community--neighbors who feel more like extended family and friendships built to last. Golf-cart friendly, EV-charging ready, and located in an X flood zone, this hidden oasis is just minutes from downtown, beaches, and dining. Whether as a full-time residence, second home, or investment, this is Old Town living at its most genuine and joyful.
Discover the perfect blend of modern elegance and island charm in this updated 5-bedroom, 4-bathroom Key West retreat. Just blocks from the beach and moments from the vibrant energy of Duval Street, this fully furnished home is ideal for full-time residency or a high-performing investment property. Step inside to an inviting open floor plan featuring gorgeous gray-blue tile flooring and a stylish kitchen with premium finishes. The main level boasts spacious living and dining areas, while the upper level offers two additional rooms--perfect for guests, a home office, or a cozy den. With accommodations for up to 14 guests, this home is designed for both comfort and convenience. Outside, escape to your private oasis featuring a large deck, lush landscaping, and an expansive pool--perfect for relaxing or entertaining. A detached pool house adds incredible value, offering a 1-bedroom, 1-bathroom studio with a kitchenette. With new exterior paint and thoughtful updates throughout, this home is a rare opportunity to own a slice of paradise in Key West. Don't miss your chance to experience the best of island living!
Old Town Condo Near Duval:Bright 1-bedroom, 1-bath condo located in the heart of Historic Old Town Key West. Featuring high ceilings and an open floor plan, this residence is filled with natural light. Just steps from Duval Street, dining, shopping, and entertainment. Ideal as a vacation rental, investment property, or personal island retreat.OWNERS MAY HAVE A PET WITH ASSOCIATION APPROVAL.
Welcome to 103 Key Haven Road! This home is on an over-sized lot, which overlooks a small bay, and has mangrove and sunset views. The expansive back yard feels very private and has a large patio area. There is plenty of room for your boat along the seawall, and it is the perfect spot to watch sunset. The 3 bedroom home is livable as it is, or you can add your own current updates.
Welcome to Sweet Tee! Escape to this charming 2-story townhome in the peaceful Key West Golf Club community. Featuring 2 bedrooms and 1.5 baths, this cozy retreat offers a relaxed island vibe just minutes from all that Key West has to offer--Old Town, beaches, and great local dining. The home has done well as a vacation rental and long term rental, thanks to its quiet setting and access to fantastic amenities, including two pools, a fitness center, and beautifully maintained green spaces. Whether you're seeking a tranquil getaway, a place to call home or investment property, this townhome is the perfect spot to enjoy island living.
55' X 18' floating boating boat slip at Sunset Marina in Key West. Quality slip located on the leeward side of Key West, has deep water 6' draft and no bridges. Since this is a deeded condominium property it allows use of the 1/8 mile newly constructed private waterfront boardwalk for viewing marine life, taking a stroll or walking your dog. The pool and hot tub are at your disposal along with plentiful available parking, For added safety and privacy this property is gated and has no other access roads. Located on Sailfish Pier, slip is right off main Boardwalk. Marina store and fuel available a stones throw away. Golf course is adjacent to property. Slip will accommodate up to a max length of 55' LOA. Easy open parking available. It's a great place for your vessel and is located in a resort style setting. 2 bedroom condominiums are also available for sale at property. This is not a liveaboard slip. Call agent for more details.
Welcome to 1501 Laird Street! A beautifully appointed home with three (3) bedrooms and two (2) full bathrooms. A single-story home with a stunning pool!When you walk in you're greeted with a grand open space with soaring ceilings, filled with natural light. Step into the redone kitchen with Bosch appliances, adjacent to the living room with new accent lights and ceiling fans. An open concept to make a very friendly entertaining area. The living room is a great space to sit and relax, to visit with your friends and family, or to just enjoy the beautiful day just on the other side of the windows.Split floor plan with 2 bedrooms on one side and the third guest bedroom on the other side. The third bedroom could easily be a great office space or perfect guest bedroom. Great for your friends and family to come and visit. Both bathrooms have been updated for total comfort.Step outside to a large, saltwater, heated/chilled pool with the Key West Tiki Hut to go with your pool. New pool pump, heater/chiller and just converted to a saltwater pool. This is the best of this home, the home just opens up to the outdoor living area almost like it is part of the house, we call this perfection in The Key West market! Total enjoyment is the fruits of your labor in this home.The neighborhood is perfect, just far enough away from all the action but just a simple bike ride and you arrive at all that Key West has to offer. Call today for your private showing, you will not be disappointed with this well maintained home!
This brand new home is a beauty! Completed in 2025, this 2 story , Cat 5 home, with Impact windows and doors, Hardiboard siding , has 4 Bedrooms, 3 bathrooms, a large spacious Living/ Dining/ Kitchen occupying the majority of the First level, with a downstairs bedroom and bath. The second floor has 3 bedrooms and 2 baths. The outside - back yard is incredible, with about a 30 foot long chickee hut poolside, a large heated pool/spa surrounded by beautiful stone work, landscaping, a putting green, and lots of room for lounging in the sun. toys, and a large covered area under the home, with seating , power, and tv- adjacent to a permitted downstairs enclosure. Completely fenced yard, and lots of room for covered, off street parking. This home is being sold furnished.
Opportunity to enjoy the laid-back Florida Keys lifestyle in a secure, affordable setting, 1 bedroom, 1 bath. Located in the gated Seaside Resort on Big Coppitt Key, this well-maintained community is one of the Keys' best-kept secrets. Residents enjoy access to resort-style amenities, including two swimming pools, gym equipment, a clubhouse, a library/game room, and a marina. You can't beat the price of having your own home so close to the city for dining out, shopping, & entertainment. Use it year-round or for short periods as a second home. There is a 2-person limit per unit. Guests may visit the owner's unit for no more than 3 weeks. Vacation rentals are allowed. The Association requires a minimum 30-day rental period. A rental application, background check, and a $150 fee are required, along with approval from the committee. Each unit pays its own water and sewer bill. Each unit has its own electric meter. There is an application for permission to purchase because the Association has the right to check prospective Buyers. The application fee is $150. The association bills owners quarterly. No pets are allowed. The Association fee is $943 per Quarter. One of owner is a licensed Realtor.
This spacious 3-bedroom, 3-bath home offers a layout you simply don't see often in Key West. Each LARGE bedroom has its own en-suite bath, giving everyone their own private space. What really makes this property stand out are the three separate entrances, including private exterior access to two of the bedrooms. A hallway door can be closed to fully separate the front and back of the home, creating complete privacy for the two rear bedrooms with their own entrances.This setup works incredibly well for families, roommates, multi-generational living, hosting guests, or for buyers looking to maximize rental flexibility and income. Add in a quiet courtyard, stainless steel appliances, and custom-tiled showers, and you have a home that's both comfortable and practical.Located just a short walk from Duval Street, this home delivers something that's hard to find on the island: one of the largest living spaces available at the best price for its size and location. If you've been searching for value without giving up space or walkability, this one checks ALL of the boxes. **COMES FURNISHED***Pet's permitted: Owners can have 1 pet max 30 lbs.
3BR/2.5BA 2-story townhouse with its own private pool and professionally landscaped yard with lush vegetation for ultimate privacy. The downstairs features an open-concept living room, dining area, and kitchen. The living area opens to the outdoor porch, pool, and tropically landscaped yard with irrigation and lighting. Upstairs you will find the primary bedroom with an en-suite bathroom and great closet storage. There are two more bedrooms, a guest bath upstairs, and the washer/dryer closet. Upgrades include a powder room on the first floor, 42'' cabinets, breakfast bar, engineered hand-scraped walnut floors throughout, crown moldings, upstairs laundry, and more. Impeccably maintained, furniture negotiable. Enjoy all the amenities of the Key West Golf Club, including two pools, a gym, manned/gated security, and more. Don't miss this one! The KWGC is a private gated community that offers two heated swimming pools, a clubhouse, on-site management, 24-hour security & fitness center. Please visit KwgcHoa.com for detailed community association information. KWGC Bd. of Directors must waive their Right of First Refusal. Buyer must remit 2 months. HOA fee at closing, considered ''working capital contribution.'' Fee is non-refundable, non-advanced, and non-prorated. Buyer can review HOA docs at https://www.kwgchoa.com/documents/
924 Flagler is an iconic home built in 1925 in the sought after Casa Marina area. Totally renovated and upgraded, this home has received multiple design and restoration awards. The incredible property has over 12,300 square feet of expansive grounds including meandering walkways, an outbuilding, a two car garage, lush tropical landscaping and spralling open spaces. The interior of this concrete home features 14 ft. ceilings on the first floor and 12' on the second floor. A sunroom entry is lined with Palladian doors and opens to a patio and the living room. An office, powder room, large dining room and the chef's kitchen complete the first floor. The second floor features the primary bedroom and a sitting room converted from a fourth bedroom plus two more guest bedrooms and a bath. A spacious second floor sun porch offers beautiful views and more space to relax. The list of improvements, upgrades and amenities is extensive and include hurricane rated roofs over the home and the garage, custom mahogany wood windows and doors, copper gutters and downspouts to a 7,000 gallon cistern used for irrigation, custom Hanson & Bringle millwork and cabinetry, Cat 5 & 6 wiring, McIntosh audio system throughout the house, a whole house generator, updated electric and plumbing, an electronic gated driveway. This one of a kind home is a Key West treasure in an excellent location.
This elevated above flood 4/3 is renovated throughout and move in ready. Located on one of the most desirable streets in the luxury Key Haven community just minutes from Key West. The home is solid concrete and has 10' ceilings on both floors. There are large dual master suites on the second floor, one with freestanding tub. The home has a metal roof and two central AC's. There is plenty of off street parking, and even room for an RV! The yard is fully irrigated and there is enough dock space for 2 boats of approximately 30 feet each. Easy to add a boat lift (15k pound boat lift is approximately 30K). Vacant and easy to show. Listing agent is owner.
More than a residence and rarer than legend, 910-914 Watson Street stands as one of the most iconic private estates in all of Key West--a once-in-a-generation offering where historic gravitas, tropical scale, and modern refinement converge behind gated walls in the heart of Old Town. Just moments from Truman Waterfront Park and beloved local favorites such as 5 Brothers Coffee and Cafe Sole, this historic estate delivers the rare combination of island ease and cultivated sophistication. Bathed in natural light, the home's timeless architecture artfully blurs the line between indoors and out, creating spaces that feel both expansive and intimate. Anchoring the tropical grounds is a resort-style pool and spa framed by tranquil water features and a serene koi pond. The experience is elevated further by an oversized covered pool loggia, designed for effortless island living and entertaining, featuring outdoor dining, a fully equipped outdoor kitchen, and a generous living area--all sheltered and inviting year-round. The enclosed, gated grounds offer rare privacy and practicality, including two-car garages and off-street parking for at least six additional vehicles--an exceptional luxury in Old Town. A dedicated dog run with motorized gate and lush landscaping complete the sense of a hidden tropical sanctuary. Spanning 4,387 square feet, the estate includes five bedrooms and six and a half baths, thoughtfully arranged for both togetherness and autonomy. A one bedroom suite resides in a separate guest house with its own entrance, front porch, and living space, ideal for a mother-in-law suite, long-term guests, or on-site grounds personnel. Set on an expansive 13,182 square-foot lot in the coveted X-500 Flood Zone, the property is equally suited for lively gatherings or quiet moments of retreat.
1420 Whalton Street is a masterfully engineered luxury residence where elevated construction, refined design, and resort-style amenities converge in one of Key West's most desirable residential neighborhoods.Built by Shaw Construction in 2023 with Insulated Concrete Form (ICF) construction and reinforced rebar, the home offers exceptional structural integrity, energy efficiency, and prepped for solar for long term durability. The structure is thoughtfully elevated for peace of mind. Hurricane impact glass is installed throughout.The private outdoor oasis features a saltwater pool with 6-foot depth, integrated spa jets, and true spa-style pool configuration, surrounded by a professionally designed tropical landscape by Ecoscapes, a top local landscape firm. Approved gazebo plans convey. Inside, 10-foot ceilings and reclaimed Dade County pine floors bring warmth and character throughout. The home offers four en-suite bedrooms plus a dedicated powder room, along with a laundry/utility room, custom dog room, and attic storage.The chef's kitchen is equipped with Sub-Zero, Wolf, and Cove appliances, including a Sub-Zero beverage cooler and wine cooler, and custom cabinetry by Hansen & Bringle, the most respected high-end local cabinet maker.Comfort is engineered with two top-of-the-line American Standard/Trane multi-speed A/C systems, featuring zoned climate control, built-in humidification, and UV air purification. The Pneumatic Vacuum Elevator (PVE) for your convenience is efficient, quiet and low-maintenance.Additional highlights include a top-tier security system with cameras, wiring for a MusicCast sound system, Hunter Douglas Duette shades, solar-ready conduits, and a high-capacity propane system with premium generator capable of powering the home for up to 10 days, supported by a dedicated A/C sub-panel.A rare opportunity to own a technically advanced, beautifully finished luxury residence in the heart of Key West. Call you
Exquisite Old Town residence just completed!Rare opportunity to own your Key West dream home designed to satisfy both peace of mind and self-indulging luxuries. This historic structure has been rebuilt from the foundation up to create the perfect harmony of historic restoration, structural integrity and custom design. Luxurious 5 bed/ 4 bath including a detached poolside cabana and off-street parking. An exceptional floor plan perfectly combines open concept living and defined spaces with attention to both function and elegance. Practice your culinary skills in a luxury kitchen with a high end appliance package to include Viking and Subzero. Delight in the perfect combination of indoor/outdoor living with custom door wall and sliders off bedrooms that lead to vast covered porches both up and down that cater to space for both dining and lounging Relax around the custom pool with sun shelf and waterfall or on the sunny poolside patio surrounded with tropical vegetation. Located in the X flood zone plus new roof and new impact windows/doors throughout lend itself to energy saving, sound proofing, insurance discounts and ease of ownership. An ideal combination of historic character,a modern floor plan, sprawling spaces and designer finishes await you in this Key West dream home!
Charming Old Town Retreat in X Flood Zone! Step into island living with this beautifully renovated 1-bedroom, 1.5-bath home, plus sleeping loft and cabana, in the heart of Old Town Key West. Thoughtfully updated with quartz countertops, custom wood cabinetry, and top-of-the-line stainless steel appliances, this home seamlessly blends modern comfort with historic charm. A cozy sleeping loft offers extra space for guests or lounging, while a separate structure on the property can serve as a studio, guest room, or private cabana. Nestled on a generously sized lot in the desirable X flood zone, this home also conveys with a 1/10 interest in a private parking lot behind the residence--a rare Key West perk! Don't miss your chance to own a versatile and stylish island escape in one of Key West's most sought-after neighborhoods.
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!
Charming historic duplex ideally located within walking distance to the White Street Gallery District, Old Town, and Key West beaches. The ground-floor unit features a 2BD/1BA layout with a separate living room and updated kitchen, off-street parking, and good size yard with room to add a pool. A covered outdoor living area spans the length of the property and is surrounded by tropical landscaping and brick walkways. The second-floor unit is a remodeled one-bedroom studio, with its own kitchenette and bath. The living area opens to a shaded porch among the treetops. Fully fenced with mature tropical landscaping offering exceptional privacy. This property could easily be configured into a single family home or would be perfect for a family to off-set ownership expenses by renting one unit and enjoying one unit. The Units each can have their own separate entrances for privacy.
Don't miss this rare and exceptional opportunity to have your dream waterfront masterpiece begin construction in 2026! Located in the prestigious, gated community of Shark Key, 36 Cannon Royal is an extraordinary west-facing lot that spans nearly 14,500 square feet and boasts approximately 130 feet of waterfront, delivering breathtaking sunset views over the Gulf waters. The sale of this property includes the completed construction of a 4,624 square-foot single family residence in accordance with the approved architectural plans and all associated permits. This thoughtfully designed 5-bedroom, 4.5-bath home features an elevator, a high-end chef's kitchen, loft, outdoor shower, fire pit, outdoor kitchen, and multiple porches/balconies that set the tone for a seamless indoor-outdoor lifestyle. The expansive fifty foot resort-style pool with sun ledge completes the vision of perfectly tailored island life. Additional conveniences include a two car garage, ample storage, and large covered patio located on the ground level. 36 Cannon Royal is a fully realized, ready-to-build waterfront estate offering luxurious coastal living, impact-rated construction, and peace of mind without compromising comfort or design. Shark Key residents enjoy exclusive amenities including a clubhouse, private beach, swimming lagoon, and pickleball/tennis courts- just minutes away from the world-class dining, arts, and entertainment of iconic Key West. Current architectural plans of 36 Cannon Royal are pending review by Shark Key ARB.
Located in one of Key West's most desirable townhome communities, this inviting residence offers comfort, flexibility, and value -- all with no HOA and no monthly fees. The main level features a full bathroom with a shower, along with washer and dryer conveniently located on the outside porch.The living area flows seamlessly into a well-sized kitchen and dining space, creating an easy and functional layout for everyday living. Upstairs, you'll find two bedrooms, a full bath, and a private deck accessible from both bedrooms, offering a peaceful spot to enjoy the island breezes.This home presents wonderful potential and works beautifully as either a primary residence or an investment property.The property is fenced, private, and ideally located in New Town, Key West, close to shopping, dining, and everyday conveniences.A rare opportunity to own in a well-established Key West community -- don't miss your chance to make it yours.
The data relating to the real estate for sale on this web site comes in part from the Internet Data Exchange Program of the Florida Keys Board of Realtors® Florida Keys MLS, Inc. Real Estate listings held by brokerage firms other than the owner of this site are marked with the MLS logo and detailed information about them includes the name of the listing broker's office. Information is provided exclusively for consumers’ personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that data is deemed reliable but is not guaranteed accurate.
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.
