Search for Property

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

Overview

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 ent ...

Listing Details MLS# 617122

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
KW Neighborhood
Old Town-N of Truman
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
0.2 PCT ANNUAL CHANC
Alternate Key #
1004677
Parcel #
00004490-000000
Zoning
HRO - Historic Residential/Office
Deed Restrictions
Unknown
Legal
KW PT LT 3 SQR 25 G71-343/44 G72-528/29 A4-460/61 OR294-445/47 OR491-356/57 OR605-887 OR819-1809/12 OR819-1815/18 OR863-
Taxes
12070.78
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
Potential Short Sale
No
Bank Owned
No

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
Yes
Total Baths
7
Rentals Allowed
Yes
Min Rental Days
30
Control Depth
0
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Building Style

Above Flood
Unknown
Conch
Yes

More Information

Specialty Rooms

Guest/Servant Qtrs
Legal
Utility Room
Yes

Pool Info

Heated
Yes
In Ground
Yes
Salt Water
Yes
Concrete
Yes

Financial Status

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

Remarks & Misc

Remarks – Consumer
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!

License Info

Non Trans Rntl Lic
Yes

Fee Includes

None
Yes

Dockage

None
Yes

Tax Exemptions

Homestead
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Ice Machine
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

None
Yes

Waterview

No Waterview
Yes

Floor

Wood
Yes

Interior Features

Brazilian Quartzite Countertops
Yes
Built-in Cabinets
Yes
Drapes/Blinds Incl
Yes
Pantry
Yes
Security System
Yes
Smoke Alarms
Yes
Storage
Yes
Walk-in Closet(s)
Yes

Property Condition

New Construction
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Vehicle Storage

Off Street Parking
Yes

Construction

Frame
Yes
Hardi Board Siding
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
No Seller Finance
Yes
VA
Yes

Utilities

Buyer to Verify
Yes
FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes

Title

Negotiable
Yes

Exterior Features

Bar
Yes
Built-in Grill
Yes
Detached Guest Qtrs
Yes
Fencing
Yes
Hot Tub
Yes
Lanai
Yes
Outdoor Kitchen
Yes
Outdoor Shower
Yes
Rain Gutters
Yes
Storage
Yes

Roof

Metal Roof
Yes
Shingle Roof
Yes

Green Certification

GREEN SEAL
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
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.