Key West Homes for Sale

Key West Homes for Sale

Welcome to Key West, Florida—a vibrant island paradise that perfectly blends laid-back charm with a rich tapestry of culture and history. Nestled in Monroe County, Key West is the southernmost point of the continental United States, boasting stunning sunsets, turquoise waters, and a lively atmosphere that draws visitors and residents alike. With its unique blend of tropical beauty and eclectic architecture, Key West is not just a destination; it's a lifestyle.

As you explore the homes for sale in Key West, you'll discover a variety of properties that cater to every taste and budget. From charming conch-style houses adorned with colorful shutters to modern waterfront condos offering breathtaking ocean views, the real estate market in Key West is as diverse as its inhabitants. Each home tells a story, whether it’s a historic gem steeped in local lore or a contemporary retreat designed for relaxation and entertainment.

Living in Key West means immersing yourself in a community that celebrates art, music, and outdoor adventure. Enjoy leisurely strolls down Duval Street, where you'll find an array of shops, galleries, and restaurants serving up the freshest seafood. Dive into the crystal-clear waters for snorkeling or sailing, or simply unwind on the beach as the sun dips below the horizon.

With its unique blend of charm, culture, and coastal beauty, Key West is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover your own slice of paradise in this enchanting island city!

Newest Key West Homes for Sale

617 Front Street, Key West
$49,900
2 Beds ⋅ 2 Baths ⋅ 1076108 MLS
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lockout unit deeded timeshare week 46- where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café. Enjoy Key West's renowned annual Boat Float Week featuring an international event with thrilling races, lively race villages, and prime spectator viewing areas right to your island doorstep! Ideally located just two blocks from the iconic Duval Street and steps from the marina and Key West's Historic Seaport Village, you'll be surrounded by endless options for dining, shopping, and entertainment. Stay or rent it out! This unit's potential rental income ranges from $3,885 to $5,775 for the week. Photos and views are of a closely similar unit but not exact.,

617 Front Street, Key West
617 Front Street, Key West
$32,500
2 Beds ⋅ 2 Baths ⋅ 1075831 MLS
Top floor Penthouse end unit! Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets at the resort. The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Walk downstairs or take the elevator to enjoy the Galleon's on-site Tiki bar with live music, the Pirates Cove restaurant, a private beach, a pool, and a hot tub! Week 36 (September 5th-12th) offers an ideal getaway--featuring warm weather, fewer crowds, and a relaxed island atmosphere. Stay or rent it out! This unit's potential rental income ranges from $3,885 to $5,775 for the week. Photos and views of a similar unit, but not exact

617 Front Street, Key West
617 Front Street, Key West
$59,900
2 Beds ⋅ 2 Baths ⋅ 1074332 MLS
Experience premium waterfront ownership with this deeded timeshare week 36 in the highly coveted Building C at the Galleon Resort. This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple balconies that maximize the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels and iconic pirate ships pass by just beyond your balcony. In the evenings, open the doors to take in the warm Gulf breeze and the soothing sounds of the water. Stay or rent it out! This unit's potential rental income ranges from $4,165 to $6,195 for the week, Week 36 (2026: September 5th-12th) offers an ideal getaway, featuring warm weather, fewer crowds, and a relaxed island atmosphere! Photos and view of a closely similar unit, but not exact

617 Front Street, Key West
617 Front Street, Key West
$59,000
2 Beds ⋅ 2 Baths ⋅ 1073847 MLS
PENTHOUSE! Beautiful straight-on views of the Gulf, Pool, Beach, Sunsets, and Tiki Bar. Enjoy week 32 in this Timeless Timeshare and celebrate Lobster Week and the Rum Festival. The Galleon resort has Elevators, a rooftop deck, a gated parking garage, a sauna, an exercise room, and the Pirates Cove Cafe and Outdoor gas grills, which are located on the Marina side of the Galleon. Stay or rent it out! This unit's potential rental income ranges from $4,165 to $6,195 for the week. New 2026 furnishings! The penthouse has tall, vaulted ceilings and extra windows, allowing for natural light. This unit sleeps six with 2 beds, 2 baths, and a sleeper sofa. These photos are of a similar unit taken next door. Two sets of French doors with plantation shutters lead you out to your private balconies--5-piece primary suite with a jetted soaking tub and a walk-in shower. Enjoy the active waterways and boats as they sail by--photos and views of a closely similar unit, but not an exact .

617 Front Street, Key West
617 Front Street, Key West
$42,000
2 Beds ⋅ 2 Baths ⋅ 1073845 MLS
Views of the famous Key West Sunset, Gulf of Mexico and pool await you when you arrive at this 4th-floor end- deeded timeshare unit. The live music from the Tiki bar saunters up to the balconies. This highly desirable winter week is magical enjoy the warm weather and Christmas boat parades while Key West is all dressed up for the holidays. Enjoy the private beach, pool, hot tub, sauna, outdoor gas grills located on the marina. Tiki Bar, Privates Cove cafe, exercise room or just steps away walk out the the Historic Key West Seaport Village for a delicious dinner or happy hour and just 2 blocks away is Famous Duval Street. The fully furnished unit has been updated with new furnishings. With 2 beds and 2 baths,, plus a sofa couch, this unit sleeps 6. Stay or rent it out! This unit's potential rental income ranges from $5,705 to $7,595 for the week. Highly rated resort - enjoy panoramic Key West views from the rooftop! Photos and Views are closely similarthe to unit but not exact.

617 Front Street, Key West
617 Front Street, Key West
$62,000
2 Beds ⋅ 2 Baths ⋅ 1073028 MLS
Penthouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy the unmatched appeal of owning a deeded Key West timeshare during the final week of the year, Week 52- one of the most desirable weeks in the Florida Keys! This prime holiday week offers Key West's legendary New Year's Celebrations, including live music, fireworks, and iconic Duval Street events. The Penthouse boasts expansive, straight-on views of the Gulf. Pool, hot tub,, private beach and Tiki bar, where a local guitarist performs nearly every day or night. There are elevators and one unassigned parking space. There is a sauna and exercise room, and the Pirates Cove cafe. Gated community. This Penthouse is located just two blocks from Famous Duval Street, and steps away from the marina and Key West's Historic Seaport. Daily Stay your week or rent it out. Rental rates for this unit range from $5,705 to $ 7,875 for the week.Photos and the view are of a similar unit, but not an exact

617 Front Street, Key West
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