Key West Homes with Furnished

Key West Homes with Furnished

Welcome to Key West, Florida—a vibrant island paradise nestled in Monroe County, renowned for its stunning sunsets, lively culture, and rich history. As the southernmost point in the continental United States, Key West boasts a unique charm that draws visitors and residents alike to its sun-kissed shores and laid-back lifestyle.

In Key West, you’ll find an eclectic mix of historic architecture, from colorful conch houses to modern beachfront properties, all infused with the island’s distinctive character. Whether you’re seeking a cozy cottage or a luxurious waterfront estate, the real estate market here offers a variety of homes that cater to diverse tastes and budgets.

One of the standout features of many homes in Key West is that they come fully furnished, making your transition to island life seamless and stress-free. Imagine stepping into a beautifully decorated space that reflects the vibrant colors of the surrounding landscape, complete with comfortable furnishings and stylish decor. These homes are not just places to live; they are sanctuaries where you can unwind and embrace the island’s relaxed vibe.

Key West is also known for its outdoor activities, from snorkeling in crystal-clear waters to exploring the lush landscapes of the Dry Tortugas National Park. With a bustling arts scene, lively nightlife, and an array of dining options, there’s always something to do in this enchanting locale.

Discover the magic of Key West real estate today, where furnished homes await to welcome you to your new island life!

Newest Key West Homes with Furnished

1004 Watson St Unit 1, Key West
$895,000
3 Beds ⋅ 2 Baths ⋅ 621844 MLS
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.

1004 Watson St Unit 1, Key West
115 Front St Unit APT 101, Key West
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 621771 MLS
Prior to the development of Truman Annex which was a notable Naval base located in the center of Key West, now has many upscale homes and condos. This newly renovated 3-bedroom, 3-bathroom residence blends historic charm with cutting-edge contemporary design by interior designer David Smith. Step inside to soaring open ceilings with exposed ductwork and striking geometric lighting. Smart home technology is seamlessly integrated, allowing you to control the entire residence from your iPhone or iPad. Blackout and privacy illusion shades are installed throughout with impact windows and doors. The chef's kitchen is a true showpiece, featuring illuminated crystalline quartz countertops, an oversized island with under-counter lighting, and premium Miele appliances. A sleek induction cooktop with downdraft ventilation, walnut cabinetry with custom divider drawers, and 48'' x 48'' high-grade porcelain tile flooring complete the space. The primary suite offers ,a dramatic down-lit interlocking panel accent wall, a custom walk-in closet, and views of the historic Little White House. Spa-inspired bathrooms showcase porcelain walls, quartz sinks, smart toilets, and multi-head showers. The second en-suite bedroom features a private terrace, illuminated niche, and a luxurious walk-in shower. Every closet in the home is custom-designed and thoughtfully lit. Additional highlights include a fully furnished turnkey offering, oversized 8' doors, recessed window trims and baseboards, a large community pool, and one covered deeded parking space.

115 Front St Unit APT 101, Key West
817 Pearl St, Key West
$825,000
1 Beds ⋅ 1 Baths ⋅ 621769 MLS
Charming Home in the Meadows, Old Town, Key West. This beautiful completely renovated one bedroom cottage on Pearl Street is move in ready, and is being sold furnished. Stepping into the home through the custom built Dutch-door, the interior is bright, the walls are shadow-gap wood, there is new flooring, and recessed LED lighting throughout. The Bedroom has a murphy bed, and built in bedroom drawers, with additional storage. The Kitchen has custom cabinets, granite countertops, and is steps away from the back deck with a Tiki and wet bar - and outside seating area. Mitsubishi mini split AC, Custom shades, All new impact windows and doors, and the front Dutch Door has hurricane panels. During the renovation, the whole house was insulated between the studs, 3/4 inch pressure treated plywood added, then 1' fire rock, and then lap siding- PT-kiln dried-dipped on both sides with primer. This property is completely fenced, has a sprinkler system, Outdoor shower, and the best part- is a wonderful front porch to relax and watch the world go by! Home Owners insurance is $ 1471.58, Flood Insurance is $ 1463.00

817 Pearl St, Key West
711 Olivia St, Key West
$2,895,000
3 Beds ⋅ 3 Baths ⋅ 621758 MLS
Fully restored historic 3BD/3BA with 1,600 sq ft of total living space in the heart of Old Town, with pool, private guest cottage, and off-street parking, located in X flood zone and offered turnkey. Some historic homes ask their next owners to take on a century of hidden repairs. This one asks only that you move in. With great care and pride, the owner restored the house from foundation to roof: a new foundation, new windows and siding, all-new electrical and plumbing, and every system beneath the surface brought current. The result is the character of an Old Town classic with the soundness of a home built today, and none of the worries that usually come with an older house. Inside, the main house is arranged as a 2BD/2BA, with both bedrooms ensuite, giving each occupant a private retreat of their own. Outside, the pool sets the tone for long winter afternoons in the tropical sun. Beside it, a separate 1BD/1BA guest cottage gives visiting family or friends their own quarters and bath, so everyone can share the season while keeping their privacy. Off-street parking for one car, a true premium in Old Town, makes arrivals and departures easy. The home is offered fully turnkey, with interiors curated by local designer Amie Woeppel, so a seasonal owner can arrive, unpack, and start living, with nothing left to fix or furnish. Every choice reflects an owner who restored this house to be lived in and loved, not simply sold. From the front door, Duval Street is a six-minute walk, with a wide selection of restaurants and bars along the way. Old Town history, rebuilt from the ground up and ready for its next chapter.

711 Olivia St, Key West
832 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 1 Baths ⋅ 621705 MLS
Welcome to serene lane living in the heart of Old Town. Enjoy a beautifully updated 2bd/1ba with soaring vaulted ceilings throughout. This shotgun style floor plan has been modified to create an inviting side entrance into an attractive open floor plan including a fabulous covered porch overlooking a quaint tropical garden with room for a pool. The 2 bedrooms are in the front half of the home and the primary suite enjoys use of the front porch overlooking the quiet lane. Charming spaces finished in white washed tongue and groove wood ceilings and walls with wood floors throughout. This home is finished in hardiboard siding and surrounded by brick pavers for low maintenance. A perfect move in ready island oasis offered fully furnished and professionally managed with future bookings to convey. Come see this gem situated on a peaceful one way Old Town driving lane with off street parking! Neighboring property at 832 Johnson Lane is also available for sale.

832 Johnson Ln, Key West
8 Golf Club Dr, Key West
$849,000
3 Beds ⋅ 3 Baths ⋅ 621697 MLS
Beautifully renovated 3-bedroom, 2.5-bath townhome offering a perfect blend of style, comfort, and outdoor living. The stunning chef's kitchen features custom wood cabinetry, quartz waterfall countertops, and a premium KitchenAid appliance package. Additional interior upgrades include a new central A/C system, wood flooring throughout, two completely renovated upstairs bathrooms, and the addition of a convenient half bath on the main level. Enjoy indoor-outdoor living with screened porches, weather- and UV-protective vinyl blinds on the rear deck, and an expanded backyard patio finished with flagstone pavers. The professionally designed tropical landscape, created by a landscape architect, includes irrigation, landscape lighting, and beautiful stone walkways that transform the entire property into a private island oasis. Additional improvements include impact-resistant windows, no-see-um screening, new gutters, hurricane shutters, and full screening and lattice around the base of the home. The under-house area has been enhanced with access panels, an insect and critter barrier, and additional storage space. Meticulously maintained and thoughtfully upgraded, this exceptional property offers quality craftsmanship and attention to detail at every turn. Every improvement has been carefully considered, creating a move-in-ready home that is as functional as it is beautiful. Please visit KWGCHOA.com for detailed community association information.

8 Golf Club Dr, Key West
830 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 1 Baths ⋅ 621685 MLS
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West
830 Johnson Ln, Key West
$1,500,000
2 Beds ⋅ 2 Baths ⋅ 621684 MLS
Quiet Old Town lane living in this historic cottage with guest house and off street parking. The main home consists of a 1bd/1ba with an additional sleeping loft and a storage loft. The guest house sits at the rear of the property and features 1bd/1ba, kitchen, living room and loft. There is a spacious open area between the 2 structures finished in composite decking currently set up for outdoor dining and living or the ideal space for the addition of a pool. Bright and airy with vaulted ceilings throughout and multiple sets of French doors. Enjoy a newly renovated bathroom in the main house. Truly a great opportunity to dress up and expand upon a charming historic property. Or, enjoy the rustic charm of two cottages complete with kitchens on a peaceful one way Old Town driving lane. Offered fully furnished with professional management in place and future bookings to convey. Property is considered a legal duplex. Neighboring property at 832 Johnson Lane is also available for sale.

830 Johnson Ln, Key West
1809 Seidenberg Ave, Key West
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 621680 MLS
Welcome to 1809 Seidenberg Avenue, a fully renovated island retreat in the heart of Midtown Key West. A full wall of pocket sliders opens the bright, open floor plan to the outdoors, so living space and backyard flow together. Out back you'll find one of the larger pools on the island, a spacious deck, a large chickee hut for shaded dining and lounging, and your own putting green, all inside a fenced yard with low-maintenance turf and mature tropical landscaping. Inside are 3 bedrooms and 2 baths, with quartz countertops, built-in cabinetry, stainless appliances, central air and ceiling fans throughout. The home is solid CBS construction with off-street parking. It's offered fully furnished and turnkey, with over $60K in rentals already booked for 2027. Whether you want a primary residence, a getaway or an income property, this one is ready to enjoy on day one. Schedule your private tour today!

1809 Seidenberg Ave, Key West
5607 College Rd Unit # B302, Key West
$1,375,000
2 Beds ⋅ 2 Baths ⋅ 621674 MLS
Experience waterfront living at its finest in this rare top-floor residence at Sunset Marina. Boasting breathtaking, unobstructed open-water views and spectacular year-round sunsets, this 2-bedroom, 2-bathroom condominium offers 1,171 square feet of thoughtfully designed living space. The spacious layout provides the perfect balance of comfort and functionality, featuring a generous living area, dedicated dining space, and well-appointed kitchen, along with two bedrooms ideal for accommodating family and guests. Boating enthusiasts will appreciate the full-service marina located just steps below, offering convenient access to everything needed for a day on the water. With direct access to the Gulf and a short boat ride to the Atlantic Ocean, this property is truly a boater's paradise. Sunset Marina is a gated, resort-style community offering a swimming pool, spa, and clubhouse. Additional conveniences include one covered parking space and private storage in the garage. Located just minutes from the heart of Key West and directly across from the island's only golf course, this exceptional residence combines waterfront tranquility with easy access to world-class dining, entertainment, and recreation. Whether you're searching for a full-time residence or an island getaway, this is a rare opportunity to enjoy the very best of the Key West lifestyle.

5607 College Rd Unit # B302, Key West
606 Truman Ave Unit APT 1, Key West
$1,249,000
2 Beds ⋅ 2 Baths ⋅ 621668 MLS
A RARE OLD TOWN FIND -- LOCATION, LIFESTYLE & INVESTMENT POTENTIAL! A MUST-SEE for the savvy investor, seasonal resident, or anyone dreaming of owning a piece of the Key West lifestyle! Tucked inside Windward Park, an intimate gated enclave of just 13 townhomes, this 2BD/2BA residence delivers the kind of winning combination that makes Old Town Key West so irresistible: a coveted downtown address, tropical surroundings, and a sense of privacy just one and a half blocks from the energy of Duval Street. World-class dining, lively bars, charming boutiques, and the unmistakable spirit of Key West are all just moments away. Think location, location, LOCATION -- with a tropical twist! Built in the late 1980s, Windward Park is one of the few small gated communities in the heart of Old Town. Beyond the gated entrance, a sparkling community pool and lush tropical gardens create a private oasis that feels worlds away from the bustle outside. Here, you can enjoy the best of both worlds: the excitement of downtown living and a peaceful retreat to call your own. Positioned as the first townhome on the left as you enter the community, this residence welcomes you with a charming front porch overlooking the pool and gardens. Inside, 1,120 square feet of versatile living space offer two bedrooms and two baths, with a layout that accommodates a variety of lifestyles. The ground-floor bedroom opens to its own sunny private patio -- an inviting setting for al fresco dining, entertaining, or enjoying the laid-back island atmosphere. Its convenient downstairs location also offers flexibility for guests or those who prefer a no-stairs bedroom option. THE OPPORTUNITY? 606 Truman deserves a closer look. Its central location, gated setting, community pool, off street parking spot and turnkey offering make it an appealing candidate for buyers looking to combine personal enjoyment and income potential.

606 Truman Ave Unit APT 1, Key West
2823 Patterson Ave, Key West
$1,499,000
2 Beds ⋅ 3 Baths ⋅ 621624 MLS
A TROPICAL OASIS IN NEW TOWN! Turnkey, fully furnished, and ready to enjoy, this private tropical retreat in Key West's Elamar Estates area of New Town makes island living effortless. Set on a 6,132 SF lot, this Mid Century Modern inspired home offers 1,751 SF of living space and an 80 SF pool house. Completely remodeled down to the studs in 2007, the residence features an open floor plan connecting the living room, dining room, Florida room, and kitchen, complete with premium appliances, including a Thermador five burner gas range. All main living areas overlook the lush backyard and a 28 x 12 foot heated kidney shaped pool. Two master suites, a third full bathroom with a Jacuzzi style tub and shower, custom closets, and a wine cabinet enhance the home's appeal. Enclosed by 7ft & 8ft privacy fences, the landscaped backyard offers a secluded poolside escape (perfect for your own ''no tan lines tan''). Additional features include a metal roof, impact windows and doors, central HVAC, tankless water heater, laundry room, five ceiling fans, sun protected carport, and a welcoming front porch framed by Zoysia grass and Christmas palms. Located on a quiet two block street with sidewalks and ample off street parking, the property is just half a block from the Lake McKillip boat ramp, offering access to the Atlantic and Gulf. Two kayaks are included. Shopping, restaurants, schools, and medical offices are conveniently nearby.

2823 Patterson Ave, Key West
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