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 & ½ 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.
For sale
$3,180,000
1019 Whitehead St, Key West, FL 33040
3beds
1,373sqft
Single Family Residence
Built in 1928
2,178 Square Feet Lot
$2,971,100 Zestimate®
$2,316/sqft
$-- HOA
What's special
Lounge around the poolFront porchMaintenance free composite deckingMaster bath ensuiteWhole-house ventilating dehumidifierModern upscale interior
- 22 days |
- 1,707 |
- 56 |
Zillow last checked:
Listing updated:
Listed by:
Wade J Meyer 305-432-6373,
Real Estate Management of Key West, LLC
Source: FLKMLS,MLS#: 620747
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Heating
- Has Heating (Unspecified Type)
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Disposal, Stainless Steel Appliance(s)
Features
- Smart Thermostat, Walk-in Closet(s), Quartz Countertops
- Flooring: Tile
Interior area
- Total structure area: 1,373
- Total interior livable area: 1,373 sqft
Property
Features
- Patio & porch: Deck, Patio
- Exterior features: Rain Gutters, Storage
- Has private pool: Yes
- Pool features: In Ground, Concrete, Decked
- Fencing: Fenced,Privacy
Lot
- Size: 2,178 Square Feet
- Dimensions: 40 X 65
Details
- Parcel number: 00027390000000
- Zoning: HMDR - Historic Medium Density Residential
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Conch
- Property subtype: Single Family Residence
Materials
- Frame
Condition
- Updated/Remodeled
- New construction: No
- Year built: 1928
Utilities & green energy
- Utilities for property: Cable Available
Community & HOA
Community
- Security: On Premises System, Security System
- Subdivision: Old Town - Unrecord (1.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $2,316/sqft
- Tax assessed value: $1,418,446
- Annual tax amount: $12,231
- Date on market: 7/26/2026
- Listing terms: Cash,Conventional,FHA
Estimated market value
Zestimate®
$2,971,100
Estimated sales range
$2.82M - $3.12M
Rent Zestimate®
$5,331/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/26/2026 | Listed for sale | $3,180,000+127.1%$2,316/sqft |
Source: | ||
| 9/29/2021 | Sold | $1,400,000-6.7%$1,020/sqft |
Source: | ||
| 8/16/2021 | Listed for sale | $1,500,000+30.4%$1,092/sqft |
Source: Key West AOR #597337 Report a problem | ||
| 2/26/2021 | Sold | $1,150,000$838/sqft |
Source: | ||
| 12/21/2020 | Listed for sale | $1,150,000-6.1%$838/sqft |
Source: Truman & Co. (KW) #593837 Report a problem | ||
| 9/8/2020 | Listing removed | $1,225,000$892/sqft |
Source: Buy The Keys (KW) #590968 Report a problem | ||
| 6/19/2020 | Price change | $1,225,000-3.9%$892/sqft |
Source: Buy The Keys (KW) #590968 Report a problem | ||
| 5/23/2020 | Listed for sale | $1,275,000+27.5%$929/sqft |
Source: Vacasa Florida, LLC #590968 Report a problem | ||
| 1/31/2019 | Sold | $1,000,000-4.7%$728/sqft |
Source: Public Record Report a problem | ||
| 1/28/2019 | Listed for sale | $1,049,000$764/sqft |
Source: Keller Williams Key West Compass Realty #580909 Report a problem | ||
| 1/28/2019 | Pending sale | $1,049,000$764/sqft |
Source: Keller Williams Key West Compass Realty #580909 Report a problem | ||
| 1/13/2019 | Price change | $1,049,000-4.5%$764/sqft |
Source: Keller Williams Key West Compass Realty #580909 Report a problem | ||
| 8/7/2018 | Price change | $1,099,000-1.9%$800/sqft |
Source: Keller Williams Key West Compass Realty #580909 Report a problem | ||
| 7/3/2018 | Listed for sale | $1,120,000+2.3%$816/sqft |
Source: Keller Williams Key West Compass Realty #580909 Report a problem | ||
| 5/8/2018 | Listing removed | $1,095,000$798/sqft |
Source: Rob Severin Real Estate Co #578319 Report a problem | ||
| 3/30/2018 | Price change | $1,095,000-0.2%$798/sqft |
Source: Rob Severin Real Estate Co #578319 Report a problem | ||
| 3/6/2018 | Price change | $1,097,000-0.1%$799/sqft |
Source: Rob Severin Real Estate Co #578319 Report a problem | ||
| 2/28/2018 | Price change | $1,098,000-4.5%$800/sqft |
Source: Rob Severin Real Estate Co #578319 Report a problem | ||
| 1/19/2018 | Price change | $1,150,000-3.8%$838/sqft |
Source: Rob Severin Real Estate Co #578319 Report a problem | ||
| 8/11/2017 | Listed for sale | $1,195,000+26.5%$870/sqft |
Source: Keys Commercial Real Estate LLC (KW) #576585 Report a problem | ||
| 6/10/2016 | Sold | $945,000-1.5%$688/sqft |
Source: Public Record Report a problem | ||
| 5/21/2016 | Pending sale | $959,000$698/sqft |
Source: Engel & Volkers Key West #122873 Report a problem | ||
| 2/15/2016 | Listed for sale | $959,000+11.6%$698/sqft |
Source: Engel & Voelkers Florida Keys (KW) #122873 Report a problem | ||
| 7/1/2015 | Sold | $859,000-0.1%$626/sqft |
Source: Public Record Report a problem | ||
| 6/11/2015 | Pending sale | $859,900+50.9%$626/sqft |
Source: Engel & Volkers Palm Beach (KW) #121289 Report a problem | ||
| 8/1/2012 | Sold | $570,000-3.2%$415/sqft |
Source: Public Record Report a problem | ||
| 3/31/2003 | Sold | $589,000$429/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,231 -0.1% | $1,418,446 0% |
| 2024 | $12,248 +5% | $1,419,085 +10% |
| 2023 | $11,659 +15.1% | $1,290,077 +10% |
| 2022 | $10,126 +20.9% | $1,172,797 +31.3% |
| 2021 | $8,376 +11.4% | $893,477 +10% |
| 2020 | $7,516 | $812,252 -4.7% |
| 2019 | $7,516 -5.2% | $852,363 +5.5% |
| 2018 | $7,932 +3.2% | $807,741 -0.7% |
| 2017 | $7,688 -2.3% | $813,037 +30.6% |
| 2016 | $7,868 +21.8% | $622,647 +18.6% |
| 2015 | $6,458 | $524,960 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Upper Duvall
Nearby schools
GreatSchools rating
- 3/10Horace O'bryant SchoolGrades: PK-8Distance: 1 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 1.5 mi
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