5 Amazing Properties On The Market In Key West

Once in a lifetime opportunity to live on a private island just minutes from Key West! 14 acres of tropical seclusion on the ocean, and the only residential lot on Cow Key, near The Perry Hotel and Stock Island Marina Village for megayachts, and the International Airport.

Size: 14 acres

Listing details: This pristine island is the perfect location to construct your waterfront dream home, corporate retreat, or exclusive resort-style vacation property on 4 acres of private upland.

10,168 of exterior square feet and 4,373 of interior square footage including three bedrooms and 3.5 bathrooms with two first floor primary suites study.

Listing details: Saltwater heated pool, guest house, first-floor primary suite, living room & dining area, upstairs loft bedroom, and a garage.

1200 Whitehead St. is the Old Town Key West classic you’ve been dreaming of! The contemporary renovation complements the home’s historic origin with rich hardwood flooring throughout the open floor-plan providing seamless indoor/outdoor living and entertaining.

Listing details: A beautifully appointed kitchen with sleek cabinetry, Quartz countertops, and Bosch appliances. Five bedrooms and 5 bathrooms include a beautifully designed master with an en suite and a private balcony that overlooks the pool.

Incredible opportunity to own both a delightful single-family home in the coveted Truman Annex gated community and a four-bedroom transiently licensed turn key luxury vacation rental investment home, fully outfitted to the highest standard and projected to achieve rental income in excess of $200,000 in the first calendar year of active rental.

Listing details: Collect the revenue of an exceptional vacation home with a special transient license, with the benefit of visiting and enjoying your beautifully classic yet unique Eyebrow home in the heart of Old Town – complete with sunny private pool, covered deck, and magnificently landscaped grounds featuring waterfalls of orchids spilling from a gorgeous Gumbo Limbo tree. Previously a full-time residence.

Impeccably presented, this residence epitomizes luxury coastal living with its front-row position on the Gulf of Mexico. An expansive light-filled family, dining, & kitchen space provides the house’s focus with magnificent ocean views.

Listing details: The outdoor space is the perfect spot for soaking up some sun, or taking a swim in the sparkling pool and has been designed to accommodate relaxed, year-round entertaining.