Property
$6,895,0000.15 Acres6 beds • 6 baths • 1 half bath • 3,340 sq ft
For Sale
For Sale
$6,895,0000.15 Acres
For Sale
6 beds • 6 baths • 1 half bath • 3,340 sq ft

317 Whitehead Street, Key West, FL 33040 - Monroe County

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Property ID 25406987

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Residential - Single Family - Key West, FL

Discover unparalleled luxury in the heart of Old Town, Key West. Comprised of a main house and guest cottage, this newly built ''Smart'' property infuses casual island elegance with modern sophistication. With a total of 6 bedrooms and 6.5 bathrooms, this home is an award winning architect-designed, custom-built luxurious property, complete with off-street parking, impact windows and doors, and is located in the Historic District of Old Town. Entering through your white picket fence, a Chicago brick walkway guides you to your spacious front porch, offering views of the Truman Annex and Whitehead Street. A Mahogany front door welcomes you into the main house. The main house is a two story home with White Oak hardwood flooring, and four well appointed bedrooms, each with en suite bathrooms featuring custom millwork. The ground floor is an open plan living, kitchen and dining area with an expansive chef's kitchen, including Miele appliances, column refrigeration and a large entertaining Quartz stone island. Wall-to-wall sliding glass doors open to a luxuriously sized covered, travertine-tiled back patio which includes a lounge seating area, and outdoor kitchen with built-in grill. A heated cocktail plunge pool with waterfall is the perfect spot to cool off after exploring Key West's nearby attractions. The adjacent single-story guest cottage consists of two bedrooms, both with en suite bathrooms. Complete with a private entrance, kitchenette, living area, and private plunge pool hot tub. Additionally, an outdoor shower is just steps away down a private garden path. This property is an entertainer's dream; with professionally designed interiors, and a built-in Sonos speaker sound system throughout, both indoors and outdoors. A quick walk around the block puts you in the absolute center of Key West's action. Hank's, Sloppy Joe's, Mallory Square, and other hot spots are just steps e experience Key West luxury at its finest!

Copyright © 2025 Key West Association of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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RE/MAX Keys Connection (KW)

License #3428120

Key West, FL

(305) 363-9665
Listing provided by
Bobby W Coe IV
RE/MAX Keys Connection (KW)(305) 745-9088
Source: ListHub, MLS# 617122
Listing status: Active
Listing last updated: November 6, 2025 at 5:49 PM
Listing last checked: December 11, 2025 at 3:30 PM
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Bobby W Coe IV

RE/MAX Keys Connection (KW)
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Bobby W Coe IV

RE/MAX Keys Connection (KW)