1223 Flagler Ave, Key West, FL 33040
Home value
$1,595,500
$1.39M - $1.83M
$6,512/mo
Owner options
$6,512/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$6,512/mo
Rent Zestimate®
$9,814/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$9,814/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Zillow last checked:
Listing updated:
Jose Wenzel, PA 305-395-1381,
Preferred Properties (KW),
Philip Lawrence Lavoie 317-292-4423,
Preferred Properties (KW)
outside mls - FKBR
Outside Of MLS - FKBR
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Cooling
- Central Air, Ceiling Fans(s)
Appliances
- Included: Washer, Dryer, Dishwasher, Refrigerator, Oven, Microwave, Wine Cooler, Stainless Steel Appliance(s)
Features
- Bar
- Flooring: Tile, Wood, Carpet
- Furnished: Yes
Interior area
- Total structure area: 2,260
- Total interior livable area: 2,260 sqft
Property
Features
- Patio & porch: Open Porch/Balcony, Deck
- Exterior features: Outdoor Shower
- Has private pool: Yes
- Pool features: In Ground, Decked
- Fencing: Privacy
Lot
- Size: 4,356 Square Feet
Details
- Parcel number: 00040490000000
- Zoning: SF - Single Family
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- CBS
Condition
- Year built: 1958
Community & HOA
Community
- Security: No Security
- Subdivision: Tropical Bldt & Investment Co Sub (2.0)
HOA
- Has HOA: No
- Services included: None
Location
- Region: Key West
Financial & listing details
- Price per square foot: $686/sqft
- Tax assessed value: $1,196,235
- Annual tax amount: $10,607
- Date on market: 9/10/2025
- Listing terms: No Seller Finance,Cash,Conventional,FHA
Price history
| Date | Event | Price |
|---|---|---|
| 11/4/2025 | Sold | $1,550,000-3.1%$686/sqft |
Source: | ||
| 10/31/2025 | Pending sale | $1,600,000$708/sqft |
Source: | ||
| 9/30/2025 | Contingent | $1,600,000$708/sqft |
Source: | ||
| 9/10/2025 | Listed for sale | $1,600,000-10.6%$708/sqft |
Source: | ||
| 4/13/2023 | Listing removed | -- |
Source: | ||
| 11/14/2022 | Price change | $1,790,000-3.2%$792/sqft |
Source: | ||
| 10/25/2022 | Listed for sale | $1,850,000+92.7%$819/sqft |
Source: | ||
| 1/21/2021 | Sold | $960,000-8.6%$425/sqft |
Source: | ||
| 8/12/2020 | Listed for sale | $1,050,000+89.2%$465/sqft |
Source: Last Key Realty, Inc (KW) #592065 Report a problem | ||
| 9/30/2014 | Sold | $555,000-5.1%$246/sqft |
Source: Public Record Report a problem | ||
| 9/3/2014 | Pending sale | $585,000$259/sqft |
Source: Prudential Knight & Gardner Realty #120265 Report a problem | ||
| 8/25/2014 | Listed for sale | $585,000+48.1%$259/sqft |
Source: Prudential Knight & Gardner Realty Report a problem | ||
| 10/25/2009 | Listing removed | $395,000+29.5%$175/sqft |
Source: Coldwell Banker Schmitt #544771 Report a problem | ||
| 6/1/2009 | Sold | $305,000-22.8%$135/sqft |
Source: | ||
| 3/15/2009 | Listed for sale | $395,000-15.8%$175/sqft |
Source: Coldwell Banker Schmitt #544771 Report a problem | ||
| 1/17/2009 | Listing removed | $469,000$208/sqft |
Source: NCI #544771 Report a problem | ||
| 9/16/2008 | Listed for sale | $469,000-5.8%$208/sqft |
Source: NCI #544771 Report a problem | ||
| 8/8/2008 | Listing removed | $498,000$220/sqft |
Source: Coldwell Banker** #544771 Report a problem | ||
| 3/16/2008 | Listed for sale | $498,000$220/sqft |
Source: NCI #544771 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,403 -1.9% | $1,196,235 -0.4% |
| 2024 | $10,608 +7.2% | $1,200,464 +10% |
| 2023 | $9,891 +14.6% | $1,091,331 +10% |
| 2022 | $8,634 +42.8% | $992,119 +56.8% |
| 2021 | $6,047 +7% | $632,732 +10% |
| 2020 | $5,652 | $575,211 +10% |
| 2019 | $5,652 +12.4% | $522,919 +3.5% |
| 2018 | $5,028 +1.3% | $505,424 -0.1% |
| 2017 | $4,964 -1.7% | $505,779 +6.8% |
| 2016 | $5,050 +0.8% | $473,687 +3.8% |
| 2015 | $5,010 | $456,508 |
Neighborhood: White Street Gallery District
Nearby homes
- $1,245,5005 bd4 ba1.8k sqft1227 Flagler Ave #AB, Key West, FL 33040Off Market
- $1,277,5004 bd3 ba2k sqft1219 Flagler Ave, Key West, FL 33040Off Market

- $---- bd4 ba-- sqft1227 Flagler Ave, Key West, FL 33040Off Market
- $2,596,0004 bd3 ba2.1k sqft1214 Von Phister St, Key West, FL 33040Off Market

- $1,124,2003 bd3 ba3.3k sqft1217 Flagler Ave, Key West, FL 33040Off Market
- $1,419,2003 bd2 ba1.5k sqft1231 Flagler Ave, Key West, FL 33040Off Market
- $1,523,6003 bd3 ba2.3k sqft1212 Von Phister St, Key West, FL 33040Off Market
- $2,734,1004 bd4 ba2.4k sqft1226 Von Phister St, Key West, FL 33040Off Market
Nearby schools
GreatSchools rating
- 3/10Horace O'bryant SchoolGrades: PK-8Distance: 0.4 mi
- 4/10Key West High SchoolGrades: 9-12Distance: 0.7 mi
Get a cash offer in 3 minutes
Get a cash offer in 3 minutes
- Florida
- Monroe County
- Key West
- 33040
- White Street Gallery District
- 1223 Flagler Ave