317 Whitehead Street

317 Whitehead Street

$6,895,000

6 beds · 7 baths · 3,425 sq ft · House

The Record

Two houses stand on one 67 by 100 foot lot in Old Town, one block from Duval Street: a two-story main residence with four bedroom suites, each with its own bath, and a two-bedroom, two-bath guest cottage. The listing calls the property newly built, and it came to the Florida Keys MLS on October 1, 2026 as number 621466.

The street

Whitehead Street is named for John Whitehead, who held a quarter interest in Key West, and whose younger brother William surveyed the island in 1829 and laid out the grid the town still follows. Ernest Hemingway's house is farther down the same street, at 907. This lot sits in the HRO zone, Historic Residential/Office, and in the X flood zone, as the listing notes.

The main house

The kitchen, dining room and living room are one room under a plank ceiling set in a white frame, with a long island that seats five and three woven pendants over it. The appliances are Miele, and the refrigeration is Fisher and Paykel columns. The stair is oak with a steel cable rail. Floor-to-ceiling impact-rated sliding glass opens the room to a covered terrace, which has a fully equipped outdoor kitchen, teak lounge seating and a dining table, and two ceiling fans.

The pool and the cottage

The main pool is heated and salt water, with a waterfall coming down a coral stone wall and built-in bench seating, and there is a separate hot tub. The guest cottage has its own kitchen, its own laundry and its own spa hot tub on a private patio of travertine. The front door of the main house faces the street through a stucco wall and a white picket gate, and the drive is reclaimed brick.

The architect

The architect credit comes from the listing's submitter: S3 Architecture. The house is framed in wood, clad in Hardie board, roofed in metal, and carries a Green Seal certification, per the listing.

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Details
Building
The Autograph House, a newly built two-story house and two-bedroom guest cottage on one 67 by 100 foot lot in Old Town, Key West, one block from Duval Street, with a heated salt-water pool, a waterfall and a covered terrace with an outdoor kitchen.
Listed by:
Stephen Byford and Bobby Coe, RE/MAX Keys Connection
Architecture:
S3 Architecture
Words:
The Full Ask
Architect:
S3 Architecture
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