Key West, FL homes for sale & real estate

Key West, FL Homes for Sale

This beautifully updated Foundry townhome in the exclusive gated Truman Annex community is a dream come true! The floor to ceiling windows and doors at the entry allow sunshine to filter into the main floor living space creating a bright and airy space. The main floor has 11 foot ceilings and double French doors that open to the private front courtyard and porch. The open floor plan allows for an easy flow from living space to dining room to kitchen. The stainless steel appliances include a microwave and dishwasher that were installed new in 2024 and barely used. The half bath is located on the first floor for convenience. Make your way up the stairs to the primary suite, located on the sec

Key West, FL Homes for Sale

A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY rentals allowed. Introducing The Watson House—one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa—each with its own private pool. Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use. The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, styli

Key West, FL Homes for Sale

Experience the ultimate Key West lifestyle in this new construction (2025) waterfront home in the exclusive Key Haven community. Situated on the coveted final canal, this 4BR+office/4BA entertainer's paradise offers 2,458 sqft of luxury living and 2,400 sqft of covered outdoor space. This home features a completely private top-floor guest quarters offering ultimate flexibility—perfect as a luxury guest retreat, an in-law apartment, or an exclusive primary sanctuary with the best views in the house. The open-concept design features a gourmet kitchen with Thermador appliances and en-suite bathrooms for every bedroom. Your outdoor oasis awaits with a sparkling pool w/ swim-up bar, a priv

Key West, FL Homes for Sale

Enjoy the Key West lifestyle in this 2 bed, 2 bath end unit at La Brisa—just steps from Smathers Beach! Relax on your private balcony with peaceful Salt Pond views, or take a short stroll across the street to sink your toes in the sand. The spacious open-concept layout features a bright kitchen, dining, and living area, plus two generously sized bedrooms, each with its own bath and ample closet space. La Brisa is a gated community with Numerous desirable amenities: saltwater pool, spa, sauna, BBQ area, tennis & pickleball courts, EV charging stations, clubhouse, and more. This unit includes assigned covered parking and a private storage unit. Whether you're looking for a prima