1019 Whitehead St Key West, FL 33040
Old Town NeighborhoodEstimated payment $18,480/month
Highlights
- Cathedral Ceiling
- Stainless Steel Appliances
- Impact Glass
- Quartz Countertops
- Shutters
- Walk-In Closet
About This Home
Classic Key West charm and sophistication abound, with traditional grace yet modern conveniences, this wasn't just a simple remodel. This was a carefully thought out, complete and careful renovation of this Old Town treasure. A worry free and easily maintained 3 bedroom, 2 and & 1⁄2 bath home, master bath ensuite, on one of the most prestigious streets in Key West, this home is constantly photographed, whether it's the location, the style, or the carefully chosen color pallet by the current owners, we're not sure, but regardless, many are drawn to this home and its beautifully tailored look. Whether you want to people watch on the front porch and sip your coffee or cocktail, or withdraw to the secluded private back yard and lounge around the pool reading a Hemingway novel, who's legendary home is a mere stroll moments away out the gate one direction, or go the opposite direction to the Atlantic Ocean and the Southernmost Point Buoy, everything Key West is only minutes away from this front door, your front door. Your new home. And by new, that's what we mean-this home was carefully and completely renovated in the last couple years, essentially creating a classic Key West house, with all the comfort and benefits of a new home. A completely custom Bosch appliance filled kitchen, with virtually every modern convenience a new home would hold. Modern upscale interior, zoned central A/C system with whole-house ventilating dehumidifier, advanced internet modem and router system, maintenance free composite decking, complete security and camera system, are just a few of the extra steps the owners took when creating a time-honored but luxurious, self contained and above the norm renovation of this truly one of a kind Key West home. Lets set up your private showing today.
Listing Agent
Real Estate Management of Key West, LLC License #3275505 Listed on: 07/26/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $12,231
Year Built
- Built in 1928 | Remodeled
Lot Details
- 2,430 Sq Ft Lot
- Lot Dimensions are 40 x 65
- Privacy Fence
- Fenced
- Property is zoned HMDR - Historic Medium Density Residential
Parking
- Off-Street Parking
Home Design
- Frame Construction
- Metal Roof
Interior Spaces
- 1,373 Sq Ft Home
- Cathedral Ceiling
- Ceiling Fan
- Shutters
- Double Hung Windows
- Drapes & Rods
- French Doors
- Sliding Doors
Kitchen
- Oven
- Microwave
- Bosch Dishwasher
- Dishwasher
- Stainless Steel Appliances
- Quartz Countertops
- Disposal
Bedrooms and Bathrooms
- 3 Bedrooms
- Walk-In Closet
Laundry
- Dryer
- Washer
Home Security
- Home Security System
- Impact Glass
- Fire and Smoke Detector
Outdoor Features
- Outdoor Storage
- Rain Gutters
Utilities
- Central Air
- Programmable Thermostat
- Cable TV Available
Community Details
- Old Town Unrecord Subdivision
Listing and Financial Details
- Assessor Parcel Number 00027390000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $12,231 | $1,418,446 | $616,275 | $802,171 |
| 2024 | $11,659 | $1,448,096 | $656,034 | $792,062 |
| 2023 | $11,659 | $1,429,971 | $673,705 | $756,266 |
| 2022 | $10,126 | $1,172,797 | $408,641 | $764,156 |
| 2021 | $8,376 | $931,320 | $331,331 | $599,989 |
| 2020 | $7,516 | $812,252 | $320,286 | $491,966 |
| 2019 | $7,932 | $852,363 | $335,748 | $516,615 |
| 2018 | $7,688 | $807,741 | $341,551 | $466,190 |
| 2017 | $7,868 | $813,037 | $0 | $0 |
| 2016 | $6,458 | $622,647 | $0 | $0 |
| 2015 | $5,656 | $524,960 | $0 | $0 |
| 2014 | $5,601 | $498,592 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 07/26/2026 07/26/26 | For Sale | $3,180,000 | +127.1% | $2,316 / Sq Ft | |
| 09/29/2021 09/29/21 | Sold | $1,400,000 | +833.3% | $1,020 / Sq Ft | View Prior Sale |
| 08/21/2021 08/21/21 | Pending | -- | -- | -- | |
| 08/16/2021 08/16/21 | For Sale | $150,000 | -87.0% | $109 / Sq Ft | |
| 02/26/2021 02/26/21 | Sold | $1,150,000 | 0.0% | $838 / Sq Ft | View Prior Sale |
| 12/21/2020 12/21/20 | For Sale | $1,150,000 | +15.0% | $838 / Sq Ft | |
| 01/31/2019 01/31/19 | Sold | $1,000,000 | -10.7% | $728 / Sq Ft | View Prior Sale |
| 01/24/2019 01/24/19 | Pending | -- | -- | -- | |
| 07/03/2018 07/03/18 | For Sale | $1,120,000 | +30.4% | $816 / Sq Ft | |
| 06/10/2016 06/10/16 | Sold | $859,000 | -9.1% | $626 / Sq Ft | View Prior Sale |
| 06/10/2016 06/10/16 | Sold | $945,000 | -1.5% | $688 / Sq Ft | View Prior Sale |
| 06/06/2016 06/06/16 | Pending | -- | -- | -- | |
| 06/01/2016 06/01/16 | Pending | -- | -- | -- | |
| 02/15/2016 02/15/16 | For Sale | $959,000 | 0.0% | $698 / Sq Ft | |
| 02/12/2016 02/12/16 | For Sale | $959,000 | +11.6% | $698 / Sq Ft | |
| 07/01/2015 07/01/15 | Sold | $859,000 | 0.0% | $626 / Sq Ft | View Prior Sale |
| 07/01/2015 07/01/15 | Sold | $859,000 | -0.1% | $626 / Sq Ft | View Prior Sale |
| 06/26/2015 06/26/15 | Pending | -- | -- | -- | |
| 06/12/2015 06/12/15 | For Sale | $859,900 | -4.4% | $626 / Sq Ft | |
| 03/14/2015 03/14/15 | For Sale | $899,900 | +57.9% | $655 / Sq Ft | |
| 07/31/2012 07/31/12 | Sold | $570,000 | -7.3% | $415 / Sq Ft | View Prior Sale |
| 07/30/2012 07/30/12 | Pending | -- | -- | -- | |
| 04/25/2012 04/25/12 | For Sale | $615,000 | -- | $448 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $1,400,000 | Attorney | |
| Warranty Deed | $1,150,000 | Alachua Title | |
| Quit Claim Deed | -- | Attorney | |
| Warranty Deed | $1,000,000 | None Listed On Document | |
| Warranty Deed | $945,000 | None Available | |
| Warranty Deed | $859,000 | Attorney | |
| Warranty Deed | $570,000 | Chicago Title Insurance Co | |
| Warranty Deed | $589,000 | -- | |
| Warranty Deed | $189,000 | -- | |
| Deed | $12,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $920,000 | New Conventional | |
| Previous Owner | $417,000 | New Conventional | |
| Previous Owner | $455,000 | Unknown | |
| Previous Owner | $50,000 | Unknown | |
| Previous Owner | $389,000 | Unknown |
Source: Key West Association of REALTORS®
MLS Number: 620747
APN: 00027390-000000
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Ask me questions while you tour the home.