1014 Flagler Ave, Key West, FL 33040
Property image
Property image
OFF MARKET

$4,629,800

Trulia Estimate
  • 4 Beds
  • 5 Baths
  • 2,902 sqft (on 0.27 acres)

1014 Flagler Ave, Key West, FL 33040

Casa Marina
Est. Refi. Payment $27,682/mo*
Refinance Your Home
Currently Off Market - Sold Feb 7, 2020 for $2,600,000

Home Value

Trulia Estimate
$4.63M
Since last month
Decreased$14K (-0.3%)
Since last year
Increased$705K (+18%)
Since last sale
Increased$2M (+77.9%)
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 +73% in the last 10 years
MonthEstimated value
2026
August 2026$4.63M
August 2026$4.62M
July 2026$4.64M
June 2026$4.67M
May 2026$4.65M
April 2026$4.83M
March 2026$5.48M
February 2026$5.95M
January 2026$3.94M
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
0.07
Single-Family Home
$2,868,000
03/24/26
3
4
2,507
0.09
Single-Family Home
$3,875,000
05/21/26
5
4
2,619
0.03
Single-Family Home
$4,200,000
06/01/26
4
2.5
2,064
0.11
Single-Family Home
$2,950,000
05/29/26
4
4.5
2,511
0.16
Single-Family Home
$2,660,000
06/04/26
4
4
2,458
0.26
Single-Family Home
$4,000,000
06/29/26
4
3.5
3,066
0.42
Single-Family Home
$2,300,000
12/12/25
4
4
2,799
0.21
Single-Family Home
$3,200,000
06/29/26
4
4.5
2,147
0.22
Single-Family Home
$3,562,500
12/29/25
4
4.5
2,585
0.29
Single-Family Home
$3,500,000
11/18/25
4
4
1,802

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
0.03
$4,200,000
4
2.5
2,064
Recently Sold
0.07
$5,500,000
6
5.5
3,751
For Sale
0.07
$2,868,000
3
4
2,507
Recently Sold
0.07
$2,982,600
5
5
3,548
Off Market
0.06
$3,050,000
3
3
2,121
Recently Sold
0.09
$3,875,000
5
4
2,619
Recently Sold
0.08
$1,439,900
2
2
1,171
Off Market
0.11
$1,429,821
4
3
1,928
Recently Sold
0.11
$2,100,000
3
2
2,001
Recently Sold
0.11
$6,484,000
5
4.5
4,666
Off Market
0.11
$2,950,000
4
4.5
2,511
Recently Sold
0.12
$1,677,000
2
2
1,193
Recently Sold

Local Information

  • Map ViewExplore the area around 1014 Flagler Ave.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1960
0.27 acre lot
2,902 sqft
$1,595/sqft

About this House

Enter the enchanted world of a Key West legend & home of David Wolkowsky, considered to be one of the most transformational influences in modern-day Key West ! Enter a magnificent light filled great room supported by touches of Bali and Thailand in the form of floor to ceiling pillars from the other side of the world. The soaring ceiling is remarkable & the walls are all glass and open to appreciate both the views and the climate, punctuated by an enormous pool & patio to entertain. The main house is 2BD/2BA & the guest house has an additional 2BD /3BA. Guest house recently renovated with new bathrooms, windows, washer/dryer & morning kitchen.This character rich home is on a substantial 11,730 SF corner lot, totally walled & fenced for privacy. Located just one block from the historic
1014 Flagler Ave, Key West, FL 33040 is a 4 bedroom, 5 bathroom, 2,902 sqft single-family home in Casa Marina, built in 1960. It last sold for $2,600,000 on Feb 7, 2020. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,629,800.

Home Details for 1014 Flagler Ave

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central, WallHeating Fuel: Forced Air
Appliances & Utilities
Cable ReadyDishwasherDryerRefrigeratorWasher
Levels, Entrance, & Accessibility
Floors: Tile
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: OtherFoundation Type: SlabPatioPorch
Pool
Pool
Parking & Garage
Parking Spaces: 3

Property Information

Year Built
Year Built: 1960Year Updated: 2000
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Jul 7, 2026
Source: Key West AOR #618577
ListingRemoved
$4,995,000
May 14, 2026
Source: Key West AOR #618577
PriceChange
$4,995,000
Price decreased by 2%
May 1, 2026
Source: Key West AOR #618577
PriceChange
$5,095,000
Price decreased by 3%
Apr 21, 2026
Source: Key West AOR #618577
PriceChange
$5,230,000
Price decreased by 13%
Mar 25, 2026
Source: Key West AOR #618577
PriceChange
$5,995,000
Price decreased by 8%

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 Casa Marina

At least 19 Trulia users voted on each feature.
  • 89 % Say it's walkable to grocery stores

  • 88 % Say it's dog friendly

  • 83 % Say it's walkable to restaurants

  • 76 % Say yards are well-kept

  • 74 % Say streets are well-lit

  • 71 % Say it's quiet

  • 71 % Say they plan to stay for at least 5 years

  • 71 % Say people would walk alone at night

  • 67 % Say parking is easy

  • 56 % Say there's holiday spirit

  • 54 % Say there are sidewalks

  • 50 % Say kids play outside

  • 46 % Say there are community events

  • 43 % Say neighbors are friendly

  • 39 % Say there's wildlife

  • 35 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Kenny
    "Friendly helpful neighbors . Close to amenities . Theatreโ€™s, beaches, Bike riding and air port. We love our privacy and our pool. Clean , trees and the smell of newly mowed grass year round. "

LGBTQ Local Legal Protections

Frequently asked questions about 1014 Flagler Ave

  • What is 1014 Flagler Ave estimated to be worth?
    Trulia's estimated value for 1014 Flagler Ave in Key West, FL is $4,629,800.
  • What is the price history for 1014 Flagler Ave?
    1014 Flagler Ave in Key West, FL last sold for $2,600,000 in February 2020.
  • 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.
  • Does 1014 Flagler Ave have air conditioning?
    Yes, 1014 Flagler Ave in Key West, FL has air conditioning.
  • Does 1014 Flagler Ave have a pool?
    Yes, 1014 Flagler Ave in Key West, FL has a pool.

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Off Market Homes Near 1014 Flagler Ave

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