Key West Homes for Sale, Single Family Houses, MLS Home Listings

Gorgeous tropical gardens greet you to this enchanting home in the coveted Casa Marina neighborhood. Enjoy a spacious 3 beds/ 2.5 baths with pool and off-street parking. While the home is complete with all the amenities one would expect in an island home the improvements are intentionally simple yet thoughtful to preserve its vintage charm. Through the front door you will be welcomed to a spacious sitting room that can adapt to your personal needs as a generous bonus space. Just past the two guest rooms with shared bath you will find a striking greatroom with soaring 2 story ceiling heights that flood the room with natural light. Enjoy the open yet dedicated dining room and a delightful petite kitchen that overlooks the pool and back gardens. The upstairs is reserved for the primary suite alone and boasts a unique balcony overlooking the great room for a spacious open and airy feel. Thoughtful improvements carry to the outside with low maintenance composite decking, full exterior paint just completed and storage for your extras. Come take a look at this gracious home awaiting someone to adore its thoughtful preservations and authentic charm.

Welcome to 2615 Eagle Avenue, a stunning, spacious, custom built residence surrounded by its own private botanical garden. The oversized double door entryway indicates what awaits you on the inside. Large sweeping rooms with high cathedral ceilings, gorgeous tile floors, double doors opening to the garden from every room, all designed with one-level living and an emphasis on engaging one eye to the stunning nature that surrounds you. The chef in your family will dance with delight in the spacious kitchen built for creating and entertaining with new Sub Zero refrigerator, gas stove, two dishwashers, wine cooler, and ice machine. Each room has been upgraded with impact windows and doors with views of the luscious tropical delights that await you outside from every angle. Currently configured as a three bedroom with an additional spacious office that would easily convert to a fourth bedroom. Master suite privately located in front of the house with a newly renovated master bath that exudes luxury and style. The 12,000 sq. ft. lot encompasses a large thrilling botanical garden full of life with an emphasis on native plants and palms attracting all the local birds and butterflies. A covered pavilion overlooking the 33 pool and spa with a sand walkway that meanders through the tropical plants. A double car garage with built in storage with additional off-street covered parking for three more vehicles to store all the family toys. House is equipped with a generator, lots of storage, separate utility entryway, exterior lighting and irrigation. Book your showing today to see this extraordinary home as you wont be disappointed.

3731 Eagle Avenue is an exceptionally crafted two-story masterpiece on one of Key Wests most sought-after blocks in New Town. Built by a locally renowned contractor for their personal family home, this property stands out for its superior quality and attention to detail featuring pressure treated pine framing, hardie board siding, and double insulated windows. A grand tropical entrance reveals a secluded oasis complete with mature native landscaping surrounding a custom heated swimming pool, water feature, two outdoor showers, covered outdoor grill, and beautifully maintained IPE decking. Nestled at the rear of the property and elevated well above ground level, the home enjoys both privacy and stunning tropical views. The first floor boasts a spacious, open layout featuring a large living room with custom-built cabinetry, a formal dining area, and a gourmet kitchen fitted with elegant Poggenpohl cabinetry. Two guest bedrooms and two guest bathrooms complete this level, offering ample space for family or visitors. Upstairs, the primary bedroom offers a large covered porch overlooking the pool and gardens, walk in closet, and beautiful en suite bathroom. Additional features include covered parking with an electric impact rated garage door and exquisite design details throughout, making this tropical hideaway a rare find on one of the best blocks in Key West.

Discover your dream home at the prestigious Truman Annex Community, situated on the serene Admirals Lane. This two-story detached single-family residence offers a perfect blend of comfort and elegance with 3 bedrooms and 3 full bathrooms. Enhanced by impact windows and doors, the house also features a private carport for added convenience.Adjacent to the property lies a shared community pool, ideal for relaxation and enjoyment. Inside, the main living area boasts exquisite travertine floors, creating a luxurious ambiance. Open the French doors to the composite wood back deck, where outdoor dining, barbecues, and lounging become a daily indulgence.The fully equipped kitchen is a culinary haven, catering to every chefs desires. With one bedroom on the first floor and two bedrooms on the second floor, each with a private bathroom, this home is designed for utmost comfort and privacy.Emphasizing its prime location, this property is just a stones throw from Duval Street, the Key West White House, and the Key West Harbor, all while being nestled within the security of a gated community. Live out your Key West dreams in this exceptional property that epitomizes the essence of island living.

Beautifully renovated mid-century home in the heart of Key West. This property is sited on a 9510 sq ft lot and offers a large in ground pool with 28 ft custom waterfall. This spacious 4BR+den home is ideal for guests and entertaining with large chefs kitchen, open living and dining area with impact rated sliders opening to pool area. Brand new kitchen with cabinet space galore, walk in pantry, wet bar with beverage fridge & glass washer, commercial refrigerator/freezer, built-in ice maker, induction range, double ovens and more. Split bedroom layout is a dream for guests including a main level en suite plus upper level luxury primary bedroom suite. Three bedrooms, 2.5 baths plus den on main level. Upper level boasts cathedral ceilings, primary bedroom with en suite full bath, and large dressing room/closet. Upper level living and additional kitchen space opens to the private rooftop deck with tree top views. Two laundry rooms, tankless water heaters, 3 NEW central AC units, and more! Heated pool, impact windows and doors. NEW electrical and plumbing, irrigation system, landscape, wifi extenders for both levels. Expansive outdoor areas for relaxing poolside, grilling, reading/dining under the covered porch, or swimming laps. Outdoor shower and half bath off pool area. Garage and driveway parking for autos or water toys. Offered furnished!

Welcome to 610 Griffin Lane, a charming Key West style compound perfectly blending modern elegance with island character. Tucked away on a quiet lane in the coveted Old Town area, this unique property offers a rare opportunity for privacy, relaxation, and easy access to the vibrant lifestyle of Key West.This sweet compound features three separate dwellings, all surrounding a serene, brick-paved courtyard. The main home is a beautifully updated 2-bedroom, 2-bath retreat with French doors that open to spacious porches--perfect for morning coffee or evening libations. The open-concept living space includes a stylish kitchen with quartz countertops, stainless steel appliances, and an island with seating. The natural flow from the indoors to the outdoors makes entertaining a breeze.The light-filled first bedroom includes an en-suite bath with a solid-surface vanity, glass walk-in shower, and a private outdoor shower for that true island vibe. The second bedroom boasts vaulted ceilings with transom-style windows and direct access to the cocktail pool and patio through French doors. The second bath is conveniently located just steps away from the pool.The guest cottage, a charming 1-bedroom, 1-bath space, offers a private retreat for guests or the potential for rental income. A third versatile structure provides additional living space, perfect for an art studio, home office, or extra bedroom.Lush and abundant tropical landscaping surrounds the private heated cocktail pool, creating a peaceful oasis. Additional amenities include hardwood floors, vaulted ceilings, a generator, and the rare luxury of off-street parking in Old Town. The entire property is fenced, ensuring complete privacy in your personal haven.Situated just a short walk from Key Wests finest restaurants, the best shops, and attractions, these cozy cottages offer a welcoming slice of paradise in one of the most sought-after areas of Key West. Dont miss the chance to call this island retreat yours!

Welcome to The Chavez House, a beautiful 3-bedroom, 2 bath transient rental home proudly listed on the National Register of Historic Places. With a solid rental history, this property is a fantastic investment opportunity in the heart of the historic seaport neighborhood.Upon entering, youre greeted by a bright and inviting family room bathed in natural light--an ideal space for intimate conversations and gatherings. The main floor features a spacious primary en-suite bedroom with king-size accommodations, accentuated by Dade County pine walls and a thoughtfully designed bath with dual sinks, a tub/shower combination, and a separate pedestal sink room.The inviting dining area comfortably seats six and offers an option for outdoor dining on the lanai, creating an authentic island experience. The lanai, complete with a vaulted ceiling and tropical fan, serves as an excellent gathering spot for family and friends. The kitchen features a convenient breakfast bar for four, stainless steel appliances, white quartz countertops, and a vaulted shiplap-style ceiling. French doors lead to a private pool area where you can relax in the heated pool, surrounded by lush tropical landscaping.Ascend the beautiful wrap-around staircase to discover two additional queen bedrooms on the second floor, each featuring unique elements such as barn doors, vaulted ceilings, and ceiling fans. The shared bathroom includes a vanity sink and tub/shower combination, ensuring comfort for all guests.Located in vibrant Old Town, The Chavez House, is just a short stroll from the allure of Duval Street, the Key West Cemetery, and the Historic Seaport district. With its proven rental history, this Transient ensures the potential for lucrative income and offers a serene escape.Dont miss your chance to own The Chavez House--where historic charm meets modern living. Schedule your showing today!

1315 Grinnell is an Insanely Stunning Newly Renovated Residence featuring a perfect blend of outstanding design and luxurious detail, located in the enviable Casa Marina neighborhood with easy access to all.This home is located on a beautiful corner lot, complete with an inviting front porch for people watching and sipping morning coffee. The convenient off street parking area has an electronic gate plus ample room for scooters and bikes. Special brick pathways extend from the parking area to either side of the property.The foyer, accented with a pine wall, leads you into the natural light filled open concept main interior-amazing vaulted ceilings with massive cross beams and gleaming travertine flooring. The great room leads to a culinary chefs dream kitchen equipped with high end appliances and custom cabinetry, wine cooler, plentiful storage, and a complimentary granite island which seats four comfortably. The two bedrooms in the main house boast en suite baths with custom closets. Elegant tile enhances the baths, and french doors lead to the exterior. The spacious outdoor area, which epitomizes the Keys Indoor/outdoor lifestyle is perfect for entertaining and is lushly landscaped. It features a lovely lanai, in addition to a sparkling 20X9 heated saltwater pool with complimentary waterfall. The newly constructed charming cottage houses a full bath and is a versatile bonus space. Additional features defining this incredible property include whole house generator, detached storage shed, TimberTech decking, private outdoor shower, metal roof, spray foam insulation, impact doors and windows, irrigation system, custom window treatments, and is meticulously maintained. This is an exquisite property in a fabulous location in the X flood zone. This one could be your ticket to your seamless and joyful Keys Living Experience.

Historic charm meets modern living in this unique Key West home! 1017 Angela Street is a beautifully restored 3 bedroom, 3.5 bathroom home with a vibrant personality, nestled on one of the quietest streets in Old Town, just steps from Duval Street and the Historic Seaport. Enjoy the convenience of modern amenities that this home offers, alongside playful, eclectic touches throughout. Relax and unwind in the private backyard oasis shaded by majestic mango trees, and featuring a heated pool and jacuzzi spa. The entire property is fenced and surrounded by lush tropical landscaping. Additional benefits include first floor primary bedroom, off-street parking in the driveway, and an outdoor shower. This is Key West living at its finest!

Indulge in the pinnacle of luxury at this stunning three-story Old Town Key West residence, a property that simply must be seen. Located directly across from the historic Key West Lighthouse and just steps from the renowned Duval Street, this home offers unparalleled access to Key Wests finest attractions. A leisurely stroll takes you to the Southernmost Point and the Atlantic Ocean, mere minutes away. Located in the coveted X Flood Zone, one of Key Wests highest elevation points and boasting over 3,000 square feet of meticulously designed living space, including four bedrooms and four bathrooms featuring two master suites, this home effortlessly blends sophistication with contemporary comfort. The first floor showcases a generous eat-in kitchen, a versatile guest bedroom or sitting room, and two full bathrooms, while the expansive great room provides an ideal retreat for relaxation or entertainment. French doors open to reveal a spacious in-ground pool, perfect for enjoying refreshing breezes and ample outdoor space. The second and third floors house two additional master suites, each offering privacy and opulence. Embrace a lifestyle of refinement and coastal allure in this exclusive Key West haven. Ideally situated for walking or biking to renowned restaurants, enjoying live music, exploring galleries, spending the day at Fort Zachary Taylor State Park or savoring the vibrant energy of Duval Street.

Historic Classic Revival Home in the Heart of Old Town Key WestNestled in the charming heart of Old Town, this stunning Classic Revival home, built in 1890 by the esteemed ship captain Benjamin Saunders, has been beautifully restored in the past two years, blending historic elegance with modern comforts. Situated just two blocks from the vibrant Duval Street and within close proximity to the historic seaport, renowned restaurants, and local attractions, this home offers the perfect combination of privacy and convenience.Spanning two lots, this remarkable property boasts a brand-new 40-foot pool surrounded by mature landscaping, providing an oasis of complete privacy. With over 2,450 square feet of living space, the home features three spacious bedrooms and three full bathrooms, offering ample room for both relaxation and entertainment.Multiple verandas and porches invite you to enjoy the gentle tropical breeze and views of the lush surroundings, while maintaining the essence of old-world charm. This Key West treasure offers a rare opportunity to own a piece of local history, complete with modern updates that cater to todays lifestyle.Dont miss your chance to make this captivating home your very own slice of paradise in the heart of Key West!

Vacation rental Ocean and Harbor view unit in Truman Annex. Beautiful sunset vistas of the Atlantic and the Gulf while also overlooking the the tropical and lush grounds of Truman Waterfront Park and Truman Harbor. This residence features a large covered balcony right off the main living area with living room, dining room and kitchen. The second storys primary bedroom and bath opens out to its own private balcony. Highly desirable Old Town location in Mills Place condominiums in Truman Annex.

Welcome to 329 William Street, where timeless island charm meets modern comfort in the heart of Old Town Key West. With six luxurious bedrooms, each boasting en suite bathrooms and kitchen facilities, this historic gem offers unparalleled convenience and privacy. Whether you seek a tranquil retreat or an investment opportunity, this property beckons with its unique features. Prime Location: Situated just one block from the iconic Historic Seaport boardwalk and a mere three blocks from the vibrant energy of Duval Street. Rental Opportunities: Excellent opportunity for long term and/or employee rental possibilities. Expansive Lot & Outdoor Oasis: Spanning over 5000 square feet, 329 William Street boasts ample space for relaxation and entertainment. Take a refreshing dip in the large pool, sip cocktails at the inviting tiki bar, or bask in the serenity of lush tropical landscaping. The part of the property where the pool currently sits appears to have had a structure previously and would likely be considered a ROGO lot with development potential (buyer to verify). Historic Charm: Steeped in history and architectural beauty, the property exudes timeless charm and character. Immerse yourself in the rich heritage of Key West while enjoying modern amenities and comforts.Perfect for savvy investors or those simply seeking a slice of paradise to call their own, 329 William Street offers a rare opportunity to own a piece of Key Wests storied past while embracing its vibrant present. Dont miss your chance to experience the quintessential island lifestyle at the Seaport Inn.Transient licenses currently associated with the property do not convey with the sale.Duplicate listing MLS #609512 w/transient licenses.

Experience the epitome of luxury in this exquisite 3BD/3BA residence nestled on a quiet Lane in the heart of Old Town Key West, just a stones throw from the world famous Southernmost Point and 1 block from the iconic Duval Street. Indulge in the unparalleled convenience of having Key Wests renowned restaurants, museums, and art galleries at your doorstep, with the beach a leisurely bike ride away. Step into the modern charm of this meticulously maintained home, which was thoughtfully constructed in 2002. Enjoy the convenience of an open floor plan that seamlessly combines the living, dining, and kitchen areas. Revel in the sleek and stylish stainless steel appliances, complemented by the elegance of granite countertops and custom cabinetry. High vaulted ceilings create an inviting sense of space, while a harmonious blend of tile and wood floors adds a touch of sophistication. Into the backyard oasis, where a delightful heated and chilled pool awaits, ensconced in the lush embrace of tropical foliage. The custom tiki hut beckons you to entertain in style, making this outdoor space perfect for hosting gatherings with family and friends. The grandeur of the primary bedroom is unparalleled, with a jaw-dropping en suite bath and an expansive walk-in closet, offering a retreat within your own home. Recent enhancements include fresh paint, the pools artful re-tiling and resurfacing, and the installation of a brand-new Central A/C system, ensuring your comfort and satisfaction. Dont let this extraordinary opportunity slip through your fingers!

Indulge in the allure of Coastal living with this honored 2023 Historic Preservation Award winning home. Meticulously restored and updated in 2022, this residence epitomizes timeless elegance and relaxed sophistication. Situated on an expansive 5800 sq ft private corner lot.Step onto the welcoming front porch, complete with a classic Porch Swing and charming Bahama Shutters, epitomizing quintessential Key West charm. Inside, the living spaces blend traditional elements with tropical flair, featuring crisp white walls, Dade County Pine, and tall windows framing lush views of the Tropical landscape.The main floor boasts a thoughtfully designed layout, with a Primary Bedroom featuring a new Bath addition and spacious Walk-in closet, ensuring accessibility and privacy.An exceptional highlight of this home is its soaring dining room ceiling, creating an unmatched ambiance for dining experiences. Additionally, the Bonus Room serves as a versatile space, doubling as a Library and potential Fourth Bedroom, complete with a cozy Loft reading nook.The kitchen seamlessly merges Historic charm with modern convenience, showcasing custom Thomasville Nouveau cabinetry, a Nantucket Fireclay Sink, Calcutta quartz countertops, and premium Cafe and Miele appliances.Upstairs, two spacious Guest Bedrooms and full bath offer a tranquil retreat, providing luxury, comfort, and privacy for visitors. Outside, discover a Resort styled lush tropical oasis that seamlessly extends the homes inviting interior. Relax on the covered deck or by the 30x10 Saltwater pool, accompanied by a charming resident mermaid.A unique historic Decorative Roof metal trim, newly installed Carport with dropdown storage, Electric car charger, and Shower elevate the outdoor experience, offering an unparalleled Key West atmosphere. You will be drawn to exploring the charming courtyard with brick pathways, indigenous plants, fruit trees, and Peaceful moments at this beautiful Key West home.

Tranquil Midtown Estate feels worlds away, while just minutes to delectable dining and nightlife in exciting Key West! Nestled on nearly a quarter-acre of gated, lush tropical gardens, this spacious 3/3 main house plus 1/1 guest house comes move-in ready; boasting elevated coastal design where modern finishes and amenities meet relaxed sophistication. Indulge in year-round temperate weather from a backyard oasis, masterfully outfitted for hosting memorable gatherings with a well-equipped outdoor kitchen with gas grill, gas burner, ample prep space and beverage cooler. Lounge poolside, cocktail in hand, in the shade of a large tiki hut and cool off in the stunning resort-style pool, complete with fountain waterfalls! Additional exterior features include brick paver pool deck and outdoor rain shower. Upon entry, the main house features an open-concept great room with walls of impact glass windows and doors, providing abundant natural light. The immaculate Chefs Kitchen, with quartz countertops, glass tile backsplash, premium stainless-steel appliances, and island with seating, allows for effortless entertaining. As a bonus, a Dutch door leads to a spacious butlers pantry with laundry. The primary suite enjoys privacy in its own wing, and comes equipped with luxurious en suite, walk-in closet, and access to a private garden. The separate guest wing offers two expansive bedrooms and two full bathrooms. The well-appointed guest house offers two floors, with living room and kitchenette on the main level, complete with serene pool views and impact glass doors leading out to a private, poolside composite deck. The upstairs guest bedroom offers loads of privacy and en suite bathroom. Enjoy an abundance of covered parking with two pergola carports and additional off-street parking. Located within a quiet, established neighborhood but in proximity to restaurants and convenience stores in town, this ideal location offers the best of both worlds!

Discover the ultimate island retreat at 1409 White Street, a meticulously designed 4-bedroom, 4.5-bathroom home nestled on a charming tree-lined street just steps from Key Wests renowned art galleries, beaches, and outdoor amenities. This property seamlessly blends timeless charm with modern elegance, offering an unparalleled living experience.Beyond the white picket fence, lush tropical landscaping creates a serene oasis, adorned with blooming orchids and fruit trees. A covered front porch, complete with dual ceiling fans, invites you to unwind and enjoy the island lifestyle.Inside, the home boasts over 2,000 SQ FT of thoughtfully designed living space, featuring rich hardwood floors, vaulted ceilings, Dade County Pine accents, and abundant natural light. The open-concept layout effortlessly connects the living, dining, and kitchen areas, making it perfect for entertaining.The newly renovated gourmet kitchen is equipped with high-end appliances, including a Miele refrigerator and an ILVE stove and hood, Quartz countertops, and custom cabinetry. No detail was overlooked in creating this elegant and functional space.Wall-to-wall, impact-rated sliding doors lead to an inviting backyard. The expansive deck includes a covered dining area and overlooks a sparkling heated saltwater pool surrounded by lush foliage. The private guesthouse features a kitchenette, full bathroom, and outdoor shower, offering luxurious accommodations for guests.Two primary suites add to the homes appeal. The first-floor suite features an en-suite Carrera marble bathroom with a walk-in shower, while the upstairs suite showcases vaulted ceilings, Dade County Pine, and an elegant en-suite bath. An additional upstairs guest bedroom includes large windows and an en-suite bath.Located moments from Higgs Beach, White Street Pier, Faustos grocery and tennis courts. This island home offers ample off-street parking for multiple vehicles. 1409 White Street is waiting for you to make it yours!

Beautiful Meadows Masterpiece located one of Key Wests idyllic neighborhoods. Built in 2020 using the finest materials and craftsmanship, this home combines the best of Key West Architecture with modern luxury finishes.Exquisite Nickel-grooved walls and stunning hardwood floors that create a warm and inviting atmosphere. The coffered ceilings, adorned with Dade County Pine add that extra touch of sophistication, while the impact windows and slider patio doors provide both beauty and peace of mind.The spectacular chefs kitchen is a culinary dream, showcasing quartz countertops and a premium viking appliance package. Overlooking the living and dining area, it opens up via two large pocket sliders to sun-kissed patio and heated pool and also features two electric awnings providing an element of shade.Each of the four bedrooms is en suite, with custom closets, custom Bahama shutters and stunning bathrooms, finished with luxurious marble, quartz and iridescent tile, ensuring comfort and style for everyone.Exterior package is equally impressive, featuring decorative shutters, full irrigation and lighting, mature tropical landscaping providing lots of privacy and light composite decking. Chicago brick walkway and off street parking add to the propertys charm and functionality.Located in an x-flood zone, this home was constructed using the highest level of building codes and standards with many luxurious features, resulting in an exceptional home in a beautiful neighborhood.

Beautiful. Historic. Ideal for Entertaining When you walk through the beautiful front door of this stunning two-story historic home, you will be amazed by the high ceilings, large open concept living area with original hardwood floors. High arches separate the entryway and the two different seating areas.Host all your gatherings in the large dining room that has a vaulted ceiling with wood beams and attached sitting area. With multiple french doors in the dining room, it makes for a seamless connection to the deck and large heated pool, ideal for indoor/outdoor entertaining. The main floor also includes a bedroom ensuite with french doors that lead to the pool area.Completely done in Miami Dade County Pine, the two second floor ensuite bedrooms with hardwood floors, make for a perfect place to retire for the evening. The primary bedroom leads to a large balcony overlooking the lush landscape with a smaller balcony off the bathroom that overlooks the pool area. Imagine yourself sipping your morning coffee on the front porch or one of the two balconies this home has to offer.Climb the ladder to the spacious loft area, completely finished in beautiful Miami Dade County Pine, to discover another ladder, which leads to a hidden gem, where you have a treetop view of the Casa Marina neighborhood from the widows walk.The home sits on a generous sized lot with off street parking and fenced area, all within walking distance to the Bay View Park, Dog Parks, White St. Fishing Pier, Beach and Great Restaurants.Currently being used as a successful monthly vacation rental. Being sold fully furnished and turn-key.

Located in Old Town Key West, and on one of the most sought after tranquil lanes, sits this perfectly updated home in the X zone. Upon entering, the foyer seamlessly flows into an open-concept living room and kitchen. Youre welcomed by a breathtaking cathedral ceiling that enhances the sense of space, while large pocket doors draw your gaze to the outdoors. An expansive lanai extends the living space, featuring a dedicated dining area and alfresco kitchen. This home offers three spacious en suite bedrooms, each thoughtfully designed for comfort and privacy. The Sea Grass green kitchen features a glass backsplash, quartz countertops, and top of the line appliances including a Wolf Range. The open loft space, currently furnished with twin beds, can easily be transformed into a home office. Tucked away in the loft is a hidden, generously sized closet, perfect for additional storage. The master suite, located just off the pool, boasts elegant built-in cabinetry. A hallway leads to the laundry facility, and two additional en suite bedrooms, one of which has its own private porch. The exterior of this home is truly exceptional, featuring IPE decking that surrounds a stunning 20 x 10 pool with a sleek tiled water feature, an outdoor shower, and tropical landscaping with a privacy fence. Most importantly, there is an antique, bricked driveway enough for two cars.