317 Whitehead St Key West, FL 33040
Old Town NeighborhoodEstimated payment $37,024/month
About This Home
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!
Home Details
Home Type
- Single Family
Year Built
- 2025
Kitchen
- Column Refrigerator
Map
Home Values in the Area
Average Home Value in this Area
Tax History
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $12,071 | $1,422,264 | $1,340,216 | $82,048 |
| 2024 | $13,183 | $1,421,628 | $1,340,216 | $81,412 |
| 2023 | $13,183 | $1,534,352 | $1,409,377 | $124,975 |
| 2022 | $10,517 | $1,232,779 | $1,041,017 | $191,762 |
| 2021 | $12,930 | $1,639,977 | $1,441,409 | $198,568 |
| 2020 | $12,278 | $1,639,997 | $1,441,409 | $198,588 |
| 2019 | $11,207 | $1,473,020 | $1,264,910 | $208,110 |
| 2018 | $9,474 | $1,061,504 | $1,061,504 | $0 |
| 2017 | $8,570 | $900,000 | $0 | $0 |
| 2016 | $9,050 | $900,000 | $0 | $0 |
| 2015 | $9,272 | $900,000 | $0 | $0 |
| 2014 | $9,644 | $900,000 | $0 | $0 |
Property History
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 10/31/2025 10/31/25 | For Sale | $6,895,000 | +277.8% | $2,064 / Sq Ft | |
| 11/01/2022 11/01/22 | Sold | $1,825,000 | -8.8% | $516 / Sq Ft | View Prior Sale |
| 01/24/2022 01/24/22 | For Sale | $2,000,000 | -- | $566 / Sq Ft |
Purchase History
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,825,000 | -- | |
| Warranty Deed | $1,150,000 | Accommodation | |
| Interfamily Deed Transfer | -- | Attorney | |
| Warranty Deed | $771,000 | -- | |
| Warranty Deed | $75,000 | -- | |
| Deed | $40,000 | -- |
Mortgage History
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Open | $3,119,358 | Balloon |
Source: Key West Association of REALTORS®
MLS Number: 617122
APN: 00004490-000000
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