luxury houses for sale Key West, United States

Historic Old Town Key West charm, completely reimagined with the luxury and convenience of modern living. Located in the desirable X Flood Zone, this extraordinary townhome has undergone an extensive, top to bottom transformation. Far more than a visual renovation, the home features under the hood all new plumbing and electric wiring and systems. The beautifully redesigned interiors, contemporary finishes, and thoughtful upgrades throughout makes nearly everything feels brand new. One of only two units, the property enjoys an exceptionally low HOA fee of just $35 per month, covering common area insurance, maintenance, and reserves. Even better, this stunning home is offered fully furnished as shown. Just bring your toothbrush and begin enjoying the island lifestyle on the day of closing. Inside are two inviting bedrooms, two beautifully renovated full bathrooms, and a versatile bonus area with a Murphy bed for guests or a home office. The primary suite features a private ensuite bath, while both bathrooms showcase luxurious tiled walk-in showers and modern fixtures. The completely reimagined kitchen features a Frigidaire refrigerator, THOR gas range, ZLINE microwave, Samsung smart dishwasher, island sink with disposal, GE Profile all-in-one washer/dryer, wine cooler, and beverage cooler. Soaring cathedral ceilings and two expansive skylights fill the living space with natural light. Central air conditioning and a supplemental mini-split provide year-round comfort. Outside, a private tropical retreat awaits, complete with a spacious deck, built-in seating, propane fire feature, string lights, privacy fencing, and full size hot tub. A rare opportunity to enjoy the character of historic Key West with the freshness of a thoroughly reinvented home. Ideal as a primary residence, second home, or potential monthly rental. Completely reimagined, beautifully furnished, and move in ready.

Discover island living at this spacious two-story, 5-bedroom, 4-bathroom retreat nestled in a quiet residential neighborhood right in the heart of Key West. Perfectly positioned this inviting property offers easy access to the beaches, tennis and pickleball courts, bocce courts, and the local dog park. Enjoy a leisurely bike ride to the vibrant energy of downtown Key West and Duval Street, then return home to your own private tropical escape. Inside, an open and welcoming floor plan features beautiful gray-blue tile flooring, a stylish kitchen, and generous living and dining areas designed for gathering with family and friends. With room to accommodate up to 14 people, the home offers exceptional flexibility for a large family, visiting guests, or those seeking a second home with income potential. The upper level provides two additional rooms, ideal for extra sleeping space, a home office, or a relaxing den. Step outside to a private backyard oasis featuring lush tropical landscaping, an expansive swimming pool, and a spacious deck perfect for outdoor dining, entertaining, and soaking up the Florida sunshine. A detached pool house adds another dimension of versatility, complete with a one-bedroom, one-bathroom studio and kitchenette--ideal for guests or additional living space. Offered fully furnished and with a history of vacation rental income, this property presents an exciting opportunity for investors seeking an income-producing asset or buyers looking to combine a personal island getaway with rental potential. Whether you envision a welcoming family retreat, a second home in paradise, or an investment in the Florida Keys lifestyle, 1519 Johnson Street offers space, flexibility, and a desirable central location to make it your own.

Discover effortless waterfront living in the exclusive gated community of Shark Key. Beautifully designed and newly constructed, this stunning residence is offered fully furnished and turnkey, allowing you to move right in and begin enjoying the best of the Florida Keys. Combining coastal sophistication with relaxed island living, the home offers breathtaking open-water views, spectacular sunsets, and an exceptional indoor-outdoor living experience. Designed to embrace its waterfront setting, the residence features an inviting, open layout filled with natural light, beautiful water views, and a seamless connection to the outdoors. Expansive covered balconies and terraces extend the living space, providing wonderful areas for relaxing, dining, and entertaining while enjoying the surrounding tropical beauty and gentle island breezes. The private pool and outdoor living areas create a beautiful setting for spending time with family and friends or simply unwinding as the sun sets over the open water. Additional features include an elevator, enclosed storage, and abundant covered parking beneath the home. The generous ground-level area offers flexibility and possibilities for a variety of uses, adding to the property's convenience and appeal. Approved permits for an observation dock provide the opportunity to further enjoy the property's spectacular waterfront setting and sunset views. Located just minutes from Key West, Shark Key is one of the Florida Keys' most prestigious gated communities, offering residents an array of resort-style amenities, including tennis and pickleball courts, a swimming lagoon, and a private beach area. New construction, fully furnished, and completely turnkey, this is an opportunity to enjoy the beauty of the Florida Keys without the wait. Simply move in, settle in, and enjoy.

This stunning 5-bedroom, 5-bathroom home, completely reimagined and rebuilt in 2023, offers 3,062 sq. ft. of luxurious living space on a 5,040 sq. ft. lot. Featuring 9-foot ceilings, custom wood cabinetry, porcelain wood-look tile and luxury vinyl flooring, the home showcases exceptional craftsmanship throughout. The chef's kitchen is a true centerpiece, featuring an impressive 17-foot island with seating for eight, professional grade appliances, a 36-inch gas range with vented hood, and a wine refrigerator. The spacious primary suite features a walk-in closet and a spa inspired wet room with dual showerheads, a clawfoot soaking tub, and dual vanities. Additional conveniences include laundry areas on both floors and abundant storage, including attic and under-home space. Built with durability and efficiency in mind, the home features impact resistant windows, spray foam insulation, and a double strapped aluminum standing seam roof. The backyard offers an inviting outdoor retreat, highlighted by a heated pool and traditional thatched chickee hut, perfect for relaxing or entertaining in true Key West style. From the moment you step inside, you'll appreciate the striking architectural symmetry, exquisite craftsmanship, and meticulous attention to detail that make this exceptional Key West residence truly one of a kind. *Please note that some photos have been digitally staged or altered*

Sweeping Gulf views. Private deeded boat dockage. Effortless Key West elegance. Situated in the coveted enclave of Flagler's Landing, this elevated waterfront residence captures breathtaking open-water views from virtually every room--offering a front-row seat to world-famous Key West sunsets. Spanning ~1,387 sq. ft. of light-filled living space, the home is thoughtfully designed for effortless entertaining. The main level features an open-concept layout anchored by a gourmet kitchen, complete with a custom coral stone island (seating for six), custom cabinetry, under-cabinet lighting, premium GE appliances, a six-burner range, and a brand-new refrigerator. Warm bamboo flooring, recessed lighting, and a wide waterfront balcony create seamless indoor-outdoor flow for evening breezes and sunset entertaining. A half bath completes the main level. A spiral staircase leads to the upper level, where a built-in bookshelf hall opens to a front-facing balcony. Both serene bedrooms feature walk-in closets and expansive water views. The primary and guest suites share a spacious full bath equipped with a glass walk-in shower, large vanity, and a jacuzzi-style tub. Outside and below, additional amenities include ground-level covered parking, dedicated storage, a laundry area, and a private ground-floor brick patio. For boating enthusiasts, the home includes a deeded shallow-draft slip suitable for a ~24 ft. boat, along with access to a community heated concrete pool. Situated moments from beaches, dining, shopping, and marinas, this home presents a rare opportunity to own a luxury retreat in an exclusive Key West community.

Nestled in the heart of Old Town Key West, this historic gem boasts an impeccable blend of classic architecture and modern amenities. With a rich history dating back to the late1800's, this captivating residence offers the perfect opportunity to own a piece of Key West's storied past. Listed on the National Register of Historic Places and awarded the Gold Star for Historic Preservations, 516 Elizabeth St. is the perfect example of a Classical Revival Eyebrow House - a style unique to Key West. The roof overhangs over the second floor windows onto classic porch columns giving the suggested appearance of 'eyebrows' providing protection from rain and sun allowing the inside to have fresh air even during the hot summer months. Upon entering the home, original Dade County pine walls, high 10ft ceilings, original double hung wooden windows exude the timeless elegance of a bygone era. While preserving its historic character, this home has been thoughtfully updated with modern amenities. The kitchen features custom wooden cabinets and stainless steel appliances and all bathrooms are beautifully renovated. Enjoy the convenience of contemporary living without compromising on the historic appeal. The primary bedroom and bathroom upstairs provide a tranquil retreat, and the guest bedroom downstairs with it's own bathroom is convenient and comfortable. French doors lead from the formal dining room and kitchen to a large sundeck with a covered dining area and extra lounging space to entertain. A Pool and new decking was just added to the property. This home has a rich history, with tales of past occupants, the Pinder family, and the unique stories of its heritage adding an extra layer of prestige and historical significance to its charm. This historic home is a rare find in a prime location, offering the best of both worlds. Sold furnished (art work excluded)!

Welcome to 1724 Rose Street, a spacious single-family home on a generous corner lot in a quiet Midtown neighborhood, close to Key West's beautiful beaches. The main level features an inviting open-concept kitchen, dining, and living area, along with three bedrooms and two baths. Freshly painted inside and out, the home is move-in ready while offering an opportunity to add your own personal touches and updates. The upstairs addition was done in 2016 offering two additional studio spaces. Both studios provide exceptional flexibility and could potentially be configured with a separate entrance, making them ideal for guests, extended family, a home office, or additional living accommodations. The large corner lot offers off-street parking for 2-3 vehicles, plus abundant on street parking. Out back, the spacious yard has plenty of room to create your own private oasis, with space for a large pool, outdoor lounging and entertaining areas, plus ample storage. With its flexible layout, generous lot, parking, and desirable Midtown location, this property offers numerous possibilities--from a comfortable home for a large family to monthly vacation rental use or employee housing. A rare opportunity to create a spacious Key West retreat with room to grow, customize, and enjoy the island lifestyle.

Opportunity in the desirable Lime Grove neighborhood of New Town Key West! Situated on an oversized corner lot, this CBS home offers 1,242 sq. ft. of living area, an expansive yard and plenty of possibilities for its next owner. Owned by the same family for decades, the property has been lovingly maintained and is ready for its next chapter. Originally designed as a three-bedroom home, two of the bedrooms were opened into one another by removing the dividing wall, creating one oversized bedroom. The third bedroom remains separate, and the original three-bedroom configuration could potentially be restored by a new owner by adding the dividing wall. The generous corner lot provides abundant outdoor space with plenty of room to create a tropical outdoor living area and potential for a pool. The property also includes a detached 483 sq. ft. CBS garage/workshop in need of significant repair and rehabilitation, offering the potential to restore and repurpose the structure. Attached to the rear of the garage is a 228 sq. ft. utility/laundry/storage space. Inside, the home retains much of its original character with ample potential for updating and personalization. Whether envisioned as a primary residence, long-term rental investment or renovation project, the spacious lot, CBS construction, flexible layout and New Town location provide a great foundation for its next chapter. Just steps from Lake McKillip, take an evening stroll along the public wooden walkway over the water and enjoy beautiful Key West sunsets. Conveniently located in New Town near shopping centers, schools, the senior center, beaches and everything the island has to offer. Bring your vision and discover the possibilities at 2804 Harris Avenue.

This is set to become one of the most striking homes on Shark Key and it's already underway. A rare opportunity to own a completely brand new waterfront home in one of the Florida Keys' most exclusive gated communities. Positioned on Sea Lore Lane, this 18,750 sq ft waterfront lot offers more than 90 feet of pristine shoreline and uninterrupted open water views. Designed by Artibus Design, the residence is currently under construction and envisioned as a nearly 6,000 sq ft modern coastal showpiece with 6 bedrooms and 6.5 bathrooms. Every inch of this home is being thoughtfully built for modern waterfront living, combining bold architecture, expansive walls of glass, elevated finishes, and seamless indoor outdoor flow throughout. This is the appeal of brand new construction in the Keys. Fresh design. Modern materials. Current building standards. A home created for the way buyers want to live today. Inside, expansive open living spaces, gallery style proportions, striking focal points, an indoor gym, and a large entertainment room create a setting that feels both sophisticated and inviting. Outside, a resort style waterfront environment takes center stage with a pool, expansive covered outdoor living spaces, and a large three car garage beneath the home, all designed to maximize the incredible setting and open water views. For a limited time, a buyer has the rare opportunity to step in and customize finishes and details, helping shape the final vision while avoiding the years of planning, approvals, and uncertainty that can come with building in the Florida Keys. With construction already in progress, this is an opportunity to secure one of the most exciting new builds coming to Shark Key before completion. This is more than new construction. It's the opportunity to own one of the island's most exciting new waterfront homes and create something truly exceptional in the Florida Keys.

Traditional Key West home impeccably maintained, boasts three bedrooms, three full baths with plenty of closets throughout the home. Large private lot with a heated pool featuring a waterfall. Nice size cabana room that has a/c and heat with ample closet space can be a fourth bedroom. This home has large rooms for entertaining, quaint front porch and off street parking. A true treasure.

This is a unique opportunity to own a 25 X 80 commercial deep water slip in paradise. This slip comes with parking and the amenities of Safe Harbor Marina.

This is a unique opportunity to own a 25 X 80 deep water slip in paradise. The slip comes with parking and all the amenities of Safe Harbor Marina.

This is a unique opportunity to own a 25 X80 deep water house boat slip in paradise. The slip comes with parking and the amenities of Safe Harbor Marina.

A rare opportunity to own a beautifully renovated historic property on coveted Fleming Street in the heart of Old Town Key West. Thoughtfully designed and renovated with exceptional craftsmanship, this unique property offers 7 bedrooms and 6 baths, creating an extraordinary combination of flexibility, privacy, and Old Town charm. The property is comprised of a 5-bedroom, 4-bath main residence, a separate one-bedroom guest apartment, and a one-bedroom pool cottage, each offering its own living space and kitchen. The guest apartment provides the perfect private quarters for visiting family and friends, or could easily be incorporated into the main residence to create additional living space or an expansive primary suite. The detached pool cottage offers yet another private retreat or rental opportunity. Outdoor living is at the heart of this exceptional property. A secluded, lushly landscaped entertaining area features a lagoon-style heated saltwater pool, tiki bar, and outdoor shower - an ideal setting for relaxing afternoons, sunset cocktails, and entertaining guests. Front and rear balconies provide additional opportunities to enjoy the quintessential Key West lifestyle, from morning coffee to evening cocktails. A private off-street parking space adds an especially valuable convenience in Old Town. Inside, the renovation reflects an exceptional level of craftsmanship and attention to detail, with beautiful finishes and crown molding throughout. Just a few blocks from the energy of Duval Street, the Historic Seaport and all that Old Town Key West has to offer, yet designed to provide a private oasis when you return home. A truly special property with endless possibilities for living, entertaining, and enjoying the Key West lifestyle. Owner is a licensed Florida Real Estate agent.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Introducing Seven Palms Cove, a one-of-a-kind new construction community that redefines luxury island living. With only seven exclusive residences available--each starting at $4 million--this private enclave offers a rare opportunity to own a slice of paradise just minutes from the heart of Key West.Each state-of-the-art home spans over 4,000 square feet and features 5 spacious bedrooms, 5.5 elegantly designed bathrooms, open balconies, and your own private rooftop terrace with sweeping water views. Built with impact glass throughout and outfitted with top-of-the-line appliances and finishes, these homes offer modern sophistication at every turn. Step outside to your own sparkling infinity-edge pool positioned right on the water, Turn Oceanside onto E Shore Dr (SR-942) at Mile Marker 25. The destination is ahead on the left.

Experience the charm and ideal location that make Old Town Key West so special. Located in the desirable X Flood Zone, this two-bedroom, two-bath home offers an inviting layout filled with classic island character. A wine refrigerator provides a convenient touch for entertaining or enjoying a chilled bottle at the end of the day. The outdoor space is a true highlight, featuring a spacious 31-by-11-foot saltwater pool equipped with both a heater and chiller for year-round enjoyment. Ideally situated just minutes from Duval Street, restaurants, galleries, and shops, this home provides easy access to everything that makes Key West such a unique place to live and enjoy.

Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a large swimming pool and an outdoor shed perfect for outdoor kitchen and living space. The property has never flooded and sits above flood. The possibilities are endless. Come see it today.

Welcome to an extraordinary oceanfront residence in the exclusive Casa Caselles community, where two townhomes have been masterfully combined into one spectacular 4,224 sq. ft. luxury retreat. Completely reimagined, this one-of-a-kind home features a private interior elevator with automatic doors accessing all floors, exceptional craftsmanship, and effortless oceanfront and poolside living. Offering 4 en-suite bedrooms, 4.5 baths, 2 expansive living rooms divided by a wall insulated with commercial soundproofing, an exercise room, and a hidden office seamlessly integrated into the custom kitchen, the residence is designed for everyday comfort and grand-scale entertaining. The chef's kitchen centers around an oversized island with custom European-style cabinetry, premium quartz countertops, a BlueStar gas range, paneled Sub-Zero refrigerator, Cove dishwasher, U-Line ice maker, wine refrigerator, and Perlick refrigerator/freezer drawers. The family room includes an electric fireplace and custom wet bar with refrigerator drawers, dishwasher, and built-in cabinetry. Travertine flooring, custom built-ins, hidden storage, recessed lighting, remote-controlled window coverings, and in-wall TV wiring reflect meticulous attention to detail. Every major system has been replaced, including electrical, plumbing, insulation, and HVAC. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, while a whole-house generator provides peace of mind. The luxurious primary suite offers a custom walk-in closet, and every bedroom has private balcony access. A guest suite includes a zero-entry shower for added comfort and accessibility. Tiled courtyards, expanded entertaining terraces, covered parking for four vehicles, an outdoor shower, and multiple laundry areas enhance daily living. Residents also enjoy an oceanfront pool overlooking the Atlantic, completing one of Key West's most distinctive waterfront residences.