luxury houses with terrace for sale Key West, United States

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.

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 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*

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)!

Timeless Old Town Charm! Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades. 1211 Knowles Lane features a versatile 300 sq. ft. loft currently utilized as a third bedroom, office, and additional storage, perfect for flexible island living. Inviting front and side porches set the tone for relaxed Key West living, offering peaceful spaces to unwind and enjoy the tranquil neighborhood. Inside, you're welcomed by bright, spacious living areas highlighted by soaring ceilings and gorgeous flooring throughout the living and dining rooms. The thoughtfully updated kitchen boasts stainless steel appliances, custom cabinetry, and a generous pantry designed for both everyday living and entertaining.The bedrooms are comfortably sized, offering charm and privacy. Bathrooms have been tastefully renovated with contemporary fixtures while preserving the home's historic character. Step outside onto beautiful teak decking into your own private tropical oasis. The backyard retreat features an outdoor shower, hot tub, rooftop deck, and brick-paved driveways creating the ultimate indoor-outdoor island lifestyle. Located in a prime Old Town setting, you're just a leisurely walk or bike ride to Key West's beautiful beaches, renowned restaurants, and vibrant nightlife. *Bonus features: off street parking and located in the x-flood zone.

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.

Rare Old Town mixed-use opportunity at 1011 Whitehead Street, just steps from Duval Street, the Key West Lighthouse and the Hemingway Home. This historic property features three beautifully updated, furnished one-bedroom residences, each with its own kitchen and transient rental license, allowing the units to be rented individually or together. Private patios and balconies add classic Key West charm, while a street-level commercial storefront provides an additional income-producing component. With three valuable transient licenses, flexible use and an iconic walkable location, this is a unique opportunity to own a distinctive piece of Key West.

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.

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.

Welcome to an extraordinary oceanfront residence in exclusive Casa Caselles, where two townhomes have been beautifully combined into one remarkable 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 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 integrated into the custom kitchen. The chef's kitchen features an oversized island, European-style cabinetry, quartz countertops, 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. Twelve balconies and hurricane-rated sliding glass doors provide beautiful light in every room, with every bedroom offering private balcony access. Additional features include remote-controlled window coverings, a guest suite with zero-entry shower, multiple laundry areas, covered parking for four vehicles, an outdoor shower, and a whole-house generator that provides peace of mind. Residents also enjoy an oceanfront pool overlooking the Atlantic.

A distinguished offering on one of Key West's most coveted private island enclaves, 32 Sunset Key Drive embodies the ease, elegance, and exclusivity of waterfront living. One of the largest custom residences on Sunset Key, this 3,635-square-foot oceanfront estate was conceived by its original owners with an unwavering commitment to craftsmanship, comfort, and detail. Set beside its own private beach, the home features six ensuite bedrooms and seven full baths, creating a refined retreat designed for gracious hosting and effortless relaxation. Inside, coffered wood-paneled ceilings, tumbled marble, and solid oak floors lend depth, texture, and timeless coastal sophistication. Expansive living, dining, and kitchen spaces open naturally to the outdoors, blurring the line between interior comfort and the island's spectacular waterfront setting. Beyond, a custom rock pool with a hot tub and two-story slide evokes the atmosphere of a private resort, while a fully equipped outdoor kitchen, full bath, shower, and laundry facility elevate every gathering with ease and intention. Hop on the five minute ferry ride to your island paradise, enjoy the fabulous spa and dine at the acclaimed restaurant Latitudes. Truly, this is a one of a kind opportunity for the discerning buyer.

Extraordinary home in the historic district! Enjoy Key West living in the prized Old Town neighborhood with the perfect combination of all the top sought after attributes requested by buyers: walkable location, swimming pool, & private parking without compromise. Offered entirely furnished, the 3 bedroom and 3 bath home is absolutely move-in ready, prepared for your immediate occupancy. With over 1500 sq. ft. of interior living on 2 floors, a bedroom/office and a full bath are on the ground level, with a full master suite and an additional bedroom and bath on the second. Generous off street parking is superb for the historic district location, with room for all full size vehicles and perhaps even 2 cars. From the charming covered front porch, through the open main living area, and on to the pool and deck, the delightful home offers a seamless, integrated living space that is welcoming and ideal to gather and entertain. Expertly crafted renovations with modern design features are highlighted by historic details to remind you of living in Old Town. If lucrative vacation rental income potential is of interest, the home has been rented for over $19,000 mo. A complete package containing a survey, elevation certificate, insurance declaration pages, and other helpful documents available on request.

Designed for relaxed island living, this modern home blends privacy, comfort, and convenience in Midtown, just minutes from dining, beaches, and nightlife. Clean lines, tall ceilings, and an abundance of natural light define the open-concept living spaces, while retractable impact glass doors invite seamless indoor-outdoor living. The updated kitchen pairs style with function, featuring quartz countertops, a tile backsplash, premium stainless-steel appliances, and open sightlines to the dining and living areasperfect for entertaining. The living space extends outdoors to a backyard retreat with a pool, generous lounge areas, and room for both sun-soaked afternoons and relaxed evening gatherings. The covered pool bar and adjacent half bath add thoughtful convenience for hosting. The primary suite is elevated and positioned in its own wing, offering a calm retreat with en suite bath, walk-in closet, and access to a private deck overlooking the pool. Two additional bedrooms are equally well-appointed, providing comfortable accommodations for family or guests. Built with durability and ease of maintenance in mind, the concrete construction includes a metal roof, impact doors and windows, security system, and a private gated driveway with two keypad entry gatesideal for full-time residents or seasonal use. For buyers seeking investment potential, the property already offers a strong rental history, with January through March secured at $41,500 and returning tenants eager to continue year after year. Bright, airy, and thoughtfully designed, this home captures the essence of relaxed modern living in one of Key West's premier neighborhoods.

Built in 2008, this stunning 3-bedroom, 3.5-bath pool home perfectly blends the timeless character of classic Key West architecture with the comfort and convenience of modern construction. Ideally located just a short stroll from shops, restaurants, bars, and the world-famous Duval Street, this home offers the best of island living. Step inside to a bright, open-concept main living space with a wall of stackable impact glass doors that seamlessly connect the indoors with the private outdoor oasis. Just beyond the doors, you'll find a custom heated pool with tranquil water fountains, surrounded by lush tropical landscaping that offers both beauty and privacy, all complemented by a brand-new travertine pool deck that enhances the space with both elegance and durability. Each bedroom features its own en suite bath and walk-in closet, offering comfort and convenience for you and your guests. Storage is abundant throughout the home--a rare find in Key West. For added peace of mind, the property is outfitted with full impact-rated windows and doors. The modern kitchen is equipped with sleek stainless steel appliances, perfect for entertaining or everyday living. The home features two-zone central AC (one unit per floor), and the third-floor primary suite offers a loft-like retreat with both central air and a mini-split system for personalized comfort. Currently operating as a successful vacation rental, this property offers excellent income potential. The home can be sold turnkey with furnishings included, giving buyers the option to move right in or start generating rental income immediately.