317 Whitehead Street, Key West, FL 33040

$6,895,000
Property Type: Residential Bedrooms: 6 Baths: 7 Square Footage: 3,425 Lot Size (sq. ft.): 6,537 Status: Active
Current Price: $6,895,000 List Date: 10/31/2025 Last Modified: 2/28/2026

Description

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 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!

More Information MLS# 617122

Contract Information

Current Price: $6,895,000 Listing Date: 2025-10-31 Listing Board: Key West Association List Price: $6,895,000 Potential Short Sale: No Bank Owned: No

Location Tax Legal

Street #: 317 Street Name: Whitehead Street Suffix: Street Key/Island: Key West State/Province: FL Zip Code: 33040 County: Monroe Subdivision: Old Town - Unrecord (1.0) Area: 01 - Key West

General Property Description

Realtor.COM Type: Residential - Single Family Style: Single Family Waterfront: No Pool: Yes Year Built: 2025 Lot SqFt: 6537 Acres: 0.15 Living Apx SqFt: 3425 SqFt Source: Builder/Architect Total Bedrooms: 6 Full Baths: 6 Half Baths: 1 Total Baths: 7 Rentals Allowed: Yes Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Building Style

Above Flood: Unknown

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Heated: Yes

Financial Status

Auction: No Bank Owned: No Potential Short Sale: No Standard Sale: Yes

Property Features

Fee Includes: None Tax Exemptions: Homestead License Info: Non Trans Rntl Lic Waterfront: None Waterview: No Waterview Dockage: None Property Condition: New Construction Building Style: Conch Vehicle Storage: Off Street Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air Heating: Central Utilities: Buyer to Verify; FKAA; Municipal Sewer Interior Features: Brazilian Quartzite Countertops; Built-in Cabinets; Drapes/Blinds Incl; Pantry; Security System; Smoke Alarms; Storage; Walk-in Closet(s) Specialty Rooms: Utility Room Appliances: Dishwasher; Dryer; Ice Machine; Microwave; Oven; Range; Refrigerator; Washer Exterior Features: Bar; Built-in Grill; Detached Guest Qtrs; Fencing; Hot Tub; Lanai; Outdoor Kitchen; Outdoor Shower; Rain Gutters; Storage Pool Info: In Ground; Salt Water; Concrete Construction: Frame; Hardi Board Siding Floor: Wood Roof: Metal Roof; Shingle Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; No Seller Finance; VA Title: Negotiable Green Certification: GREEN SEAL
Listing Office: RE/MAX Keys Connection (KW)
Last Updated: February - 28 - 2026
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