1420 Flagler Ave, Key West, FL 33040
OFF MARKET

$788,100

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,757 sqft

1420 Flagler Ave, Key West, FL 33040

White Street Gallery District
Est. Refi. Payment $4,817/mo*
Refinance Your Home

Home Value

Trulia Estimate
$788K
Since last month
Decreased$11K (-1.3%)
Since last year
Increased$21K (+2.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +42% in the last 10 years
MonthEstimated value
2026
September 2026$807K
August 2026$788K
July 2026$817K
June 2026$808K
May 2026$820K
April 2026$804K
March 2026$811K
February 2026$817K
January 2026$783K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.13
Single-Family Home
$565,000
11/14/25
2
1
1,083
0.22
Single-Family Home
$740,000
12/23/25
2
1
1,237
0.22
Single-Family Home
$900,000
07/27/26
2
1
1,640
0.05
Single-Family Home
$1,800,000
07/28/26
3
3
1,690
0.07
Single-Family Home
$2,750,000
04/30/26
3
3
1,615
0.11
Single-Family Home
$1,600,000
02/17/26
3
2
1,434
0.23
Single-Family Home
$1,750,000
08/03/26
2
2
1,130
0.14
Single-Family Home
$905,000
08/07/26
2
2
1,118
0.35
Single-Family Home
$660,000
07/22/26
3
1
1,079
0.15
Single-Family Home
$2,400,000
03/25/26
3
3
1,818

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
0.02
$899,200
2
1
903
Off Market
0.05
$2,424,500
4
3.5
1,884
Off Market
0.05
$1,800,000
3
3
1,690
Recently Sold
0.06
$1,474,000
3
3
1,489
For Sale
0.04
$1,266,100
4
2
1,777
Off Market
0.02
$823,800
3
2
1,325
Off Market
0.06
$1,699,999
7
4.5
2,501
For Sale
0.07
$2,750,000
3
3
1,615
Recently Sold
0.05
$1,227,200
3
2
1,344
Off Market
0.08
$2,300,000
4
4
2,799
Recently Sold
0.05
$2,595,000
4
3
1,931
For Sale
0.08
$1,617,700
3
2
1,855
Off Market

Local Information

  • Map ViewExplore the area around 1420 Flagler Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
1,757 sqft
$449/sqft

About this House

This single-family home is located at 1420 Flagler Ave, Key West, FL. 1420 Flagler Ave is in the White Street Gallery District neighborhood in Key West, FL and in ZIP code 33040. This property has 2 bedrooms, 1 bathroom and approximately 1,757 sqft of floor space. This property has a lot size of 5280 sqft and was built in 1958.
1420 Flagler Ave, Key West, FL 33040 is a 2 bedroom, 1 bathroom, 1,757 sqft single-family home in White Street Gallery District, built in 1958. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $788,100, with a rent estimate of $3,530/month.

Home Details for 1420 Flagler Ave

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Concrete

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: StuccoFoundation Type: Concrete

Property Information

Year Built
Year Built: 1958Year Updated: 1985
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 5280 sqft

Price and Tax history

YearProperty taxTax assessment
2025
$2,052
$823,749
Home facts updated by county records

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143K
MoM
Sale-to-List Price
โ€”
Price per sq ft
$865
$67
MoM
Available listings
255
17
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about White Street Gallery District

At least 1 Trulia users voted on each feature.
  • 100 % Say it's walkable to grocery stores

  • 100 % Say there's holiday spirit

  • 100 % Say people would walk alone at night

  • 100 % Say there are sidewalks

  • 100 % Say neighbors are friendly

Sourced by Trulia users. Learn more about our methodology.
  • DYLAN F.
    "IN LIVING IN KEY WEST FROM AUGUST OF 2010, THROUGH JANUARY OF 2013, ONLY TO MOVE AWAY DUE TO CORPORATE OBLIGATIONS, IS THE MOST INDESCRIBABLE AND TIMELESS EXPERIENCE OF A ;LIFE TIME! THEN, IN VACATIONING IN KEY WEST, SINCE 1983, I HAVE AL;WAYS FOUND THAT THIS ISLAND PARADISE IS THE ONLY ONE PLACE TO VISIT OR LIVE ANYWHERE ON THIS PLANET. ITS CHARM, HISTORIC SIGNIFICANCE, INDESCRIBABLE BEAUTY, COMPREHENSIVE AND ENDLESS PAMPERING, AND THE BEST OF THE BEST OF IN TROPICAL ISLAND PARADISES, 24/7 AND 365 DAYS A YEAR! THIS OCEAN PARADISE IS SURROUNDED BY BOTH THE ATLANTIC OCEAN AND THE AND THE GULF OF MEXICO, AND IT JUST TAKES YOUR BREATH AWAY! ITS OVERALL MAGNETIC DRAW AND INDESCRIBABLE BEAUTY, IS YOURS TO DISCOVER AND ENJOY! ONCE SEEN AND EXPERIENCED, ONE LEAVES THE ISLAND PARADISE AS "THE EXPERIENCE OF A LIFE TIME". IT IS THE UTMOST OF TROPICAL PARADISES! IT IS BEST DESCRIBED AS A CLOSES THING TO HEAVEN ON EARTH! TO COMPLIMENT THIS, KEY WEST IS THE SAFEST CITY IN AMERICA, WITH A SUPERIOR LAW ENFORCEMENT AND POLICE FORCE AND EVEN COMPREHENSIVE PUBLIC SERVICES OF EQUAL SUPERIORITY AND EXCELLENCE. THE PEOPLE OF KEY WEST INVENTED AND DEFINE "FRIENDLY" AND MEET EVERYONE AS AN OLD FRIEND AND WITH A CONSTANT MAGNETIC SMILE..ON EVERY FACE. THEN, IT GETS EVEN BETTER! AS THE ISLAND HAS THE UTMOST IN LUXURY 5 STAR HOTELS THROUGH OUT THE ENTIRE ISLAND, WITH 5 STAR LUXURY AND SERVICES, TO AND THROUGH,. EVEN THE MOST COST EFFECTIVE YET LUXURIOUS AND SPOTLESS ACCOMMODATIONS THROUGHOUT THIS TROPICAL PARADISE. THEN, TO SURPASS EVEN THIS, THE ISLAND''S ENDLESS ARRAY OF FINE RESTAURANTS, FROM A THROUGH Z, IN BOTH THE FINEST OF ALL CUISINES, FROM THE BEST OF THE BEST TO EVEN THE MOST COST EFFECTIVE FOOD,WITH DELICIOUS MEALS BEING SERVED 24/7 & AROUND EVERY CORNER., WITH AN ENDLESS ARRAY OF ENTERTAINMENT THAT IS VIRTUALLY INDESCRIBABLE, AND BEAST OF ALL, FUN, FUN, FUN! "

LGBTQ Local Legal Protections

Frequently asked questions about 1420 Flagler Ave

  • What is 1420 Flagler Ave estimated to be worth?
    Trulia's estimated value for 1420 Flagler Ave in Key West, FL is $788,100.
  • Is Key West a buyer's or seller's market?
    Key West is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Key West?
    The median sale price in Key West is $1.14M. That is down $143K from the prior month.
  • What are the closest schools to 1420 Flagler Ave?
    The closest schools to 1420 Flagler Ave in Key West, FL are Horace O'bryant School (Pre-K/Elementary/Middle, rated 3/10), Key West High School (rated 4/10).
  • How big is the lot at 1420 Flagler Ave?
    The lot at 1420 Flagler Ave in Key West, FL is about 0.12 acres (5,280 sq ft).

Explore by feature - Pet Friendly

Explore by feature - Garage

Explore by feature - Air Conditioning

Explore by feature - Pool

Explore by feature - Washer/dryer

Explore by feature - Outdoor Space

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 1420 Flagler Ave

Skip to last item
Skip to first item

Homes for sale near 1420 Flagler Ave

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item