317 Whitehead Street, KEY WEST, FL

$6,895,000

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6

Beds

7

Baths

3,340

Square feet

6,534

Land Size

About 317 Whitehead Street

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 away.Come experience Key West luxury at its finest!

Features of 317 Whitehead Street

MLS® # 617122
Price $6,895,000
Bedrooms 6
Bathrooms 7.00
Full Baths 6
Half Baths 1
Square Footage 3,340
Land Size 6,534
Year Built 2025
Type Residential
Sub-Type Single Family
Style Conch
Status Active

Community Information

Address 317 Whitehead Street
Area 01 - Key West
Subdivision Old Town - Unrecord (1.0)
City KEY WEST
County Monroe
State FL
Zip Code 33040

Amenities

Utilities FKAA, Buyer to Verify, Municipal Sewer
Parking Off Street Parking
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool In Ground, Concrete, Salt Water

Interior

Interior Features Drapes/Blinds Incl, Brazilian Quartzite Countertops, Walk-in Closet(s), Storage, Smoke Alarms, Security System, Built-in Cabinets, Pantry
Appliances Washer, Ice Machine, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Heating Central
Cooling Central Air, Ceiling Fans(s)
Fireplace No

Exterior

Exterior Features Bar, Storage, Outdoor Shower, Outdoor Kitchen, Lanai, Hot Tub, Rain Gutters, Detached Guest Qtrs, Fencing, Built-in Grill
Lot Description Less Than 1/4 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof, Shingle Roof
Construction Frame, Hardi Board Siding

Additional Information

Date Listed October 31st, 2025
Days on Market 2
Zoning HRO - Historic Residential/Office
Short Sale No
RE / Bank Owned No
HOA Fees 0.00

Listing Details

AgentBobby W Coe Iv
OfficeRE/MAX Keys Connection (KW)

Listing Map

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