1908 Roosevelt Dr, Key West, FL 33040
Property image
Property image
OFF MARKET

$1,253,700

Trulia Estimate
  • 4 Beds
  • 3 Baths
  • 624 sqft

1908 Roosevelt Dr, Key West, FL 33040

New Town
Est. Refi. Payment $7,411/mo*
Refinance Your Home
Currently Off Market - Sold Jul 25, 2022 for $1,250,000

Home Value

Trulia Estimate
$1.25M
Since last month
$300 (0%)
Since last year
Decreased$66K (-5%)
Since last sale
Increased$4K (+0.3%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$1.25M
August 2026$1.25M
July 2026$1.25M
June 2026$1.29M
May 2026$1.26M
April 2026$1.26M
March 2026$1.25M
February 2026$1.26M
January 2026$1.26M
2025
2024
2023
2022
2020

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
0.08
Multi-Family Home
$974,500
02/27/26
5
3.5
1,634
0.35
Multi-Family Home
$1,100,000
05/01/26
4
3
1,767
0.32
Multi-Family Home
$1,100,000
08/27/26
4
3
2,664
0.51
Multi-Family Home
$1,400,000
12/30/25
3
3
1,268
0.46
Multi-Family Home
$1,300,000
12/09/25
4
2
2,019
0.12
Multi-Family Home
$1,100,000
01/16/26
6
7
2,398
0.50
Multi-Family Home
$865,000
03/27/26
2
2.5
900
0.28
Multi-Family Home
$875,000
03/27/26
6
5
2,102
0.59
Multi-Family Home
$1,295,000
03/13/26
5
4
2,146
0.40
Multi-Family Home
$750,000
10/03/25
4
2
2,236

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
0.04
$1,700,000
4
4
3,000
For Sale
0.04
-
2
1
750
Off Market
0.04
$1,213,600
5
4.5
2,377
Off Market
0.09
$965,000
2
2
1,515
For Sale
0.10
$1,300,000
7
5
2,957
For Sale
0.09
$925,000
4
3
1,239
For Sale
0.08
$974,500
5
3.5
1,634
Recently Sold
0.07
$933,000
3
2
1,453
Off Market
0.07
$1,358,300
2
2
1,195
Off Market
0.10
$775,000
3
2
930
For Sale
0.12
$688,800
2
1
1,196
Off Market
0.09
$449,000
Studio
-
-
For Sale

Local Information

  • Map ViewExplore the area around 1908 Roosevelt Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family
Year Built
1950
Living Area
624 sqft
Price/Sqft
$2,009

About this House

This multi-family home is located at 1908 Roosevelt Dr, Key West, FL. 1908 Roosevelt Dr is in the New Town neighborhood in Key West, FL and in ZIP code 33040. This property has 4 bedrooms, 3 bathrooms and approximately 624 sqft of floor space. This property has a lot size of 6970 sqft and was built in 1950.
1908 Roosevelt Dr, Key West, FL 33040 is a 4 bedroom, 3 bathroom, 624 sqft multi-family in New Town, built in 1950. It last sold for $1,250,000 on Jul 25, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,253,700, with a rent estimate of $3,267/month.

Home Details for 1908 Roosevelt Dr

Interior Features

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

Exterior Features

Exterior Home Features
Roof: Built UpExterior: Stucco, WoodFoundation Type: Concrete

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Multi Family

Community

Units in Building: 2

Lot Information

Lot Area: 7000 sqft

Price and Tax history

DateEventPrice
Jul 25, 2022
Source: FLKMLS #601311
Sold
$1,250,000
Jun 15, 2022
Source: FLKMLS #601311
Contingent
$1,290,000
Jun 7, 2022
Source: FLKMLS #601311
Listed For Sale
$1,290,000
Mar 15, 2017
Source: N/A
Sold
$620,000
Apr 27, 1994
Source: N/A
Sold
$136,200

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50K
MoM
Sale-to-List Price
95.1%
0.5%
MoM
Price per sq ft
$933
$26
MoM
Available listings
271
17
MoM

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about New Town

At least 43 Trulia users voted on each feature.
  • 86 % Say it's dog friendly

  • 82 % Say yards are well-kept

  • 81 % Say people would walk alone at night

  • 73 % Say it's walkable to restaurants

  • 72 % Say it's quiet

  • 72 % Say kids play outside

  • 71 % Say parking is easy

  • 71 % Say there are sidewalks

  • 71 % Say streets are well-lit

  • 68 % Say it's walkable to grocery stores

  • 67 % Say there's holiday spirit

  • 54 % Say car is needed

  • 52 % Say they plan to stay for at least 5 years

  • 51 % Say neighbors are friendly

  • 50 % Say there are community events

  • 44 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Angela Garcia
    "Itโ€™s a small town with little bar life so it would be relatively safe. There is a high school a block away "
  • Trulia User
    "I ride my bicycle to and from work. It is uneventful but there are natural barriers.t some of the streets are not well lit."
  • Nancy S.
    "So beautiful here everyone calls it paradise! The most relaxing place I have ever been. Welcome to your new Key West Home!(Gieger Key, 10 minutes from Key West downtown) . Make sure you visit all of the wonderful attractions, especially the butterfly garden and don't forget to stop at Gieger Key Marinal for a wonderful meal."
  • Trulia User
    "I love my neighborhood I have lived here since 1976 and my husband since 1951. Love that itโ€™s easy to get around."
  • David
    "all holidays getting celebrated here and you will never forget a holiday any day of the year all pepole are very nice "
  • Caleb G.
    "My neighborhood has the small town vibe mixed with a little party. I love how historic Key West is and how well the history is kept alive. "
  • 1gcrocker1
    "Not far from down town but far enough to be away from downtown. The area is quite friendly and has a great key west vibe."
  • Dinkydau444
    "Great place to live. Not as crowded or noisy as downtown. Never worry about parking, and are close to schools."
  • Lenore T.
    "Great neighborhood, quiet location, close to shopping, restaurants, airport, golfing, beach,schools, college and public transportation. This home has a privacy wall all the way around to add to it's appeal."

LGBTQ Local Legal Protections

Frequently asked questions about 1908 Roosevelt Dr

  • What is 1908 Roosevelt Dr estimated to be worth?
    Trulia's estimated value for 1908 Roosevelt Dr in Key West, FL is $1,253,700.
  • What is the price history for 1908 Roosevelt Dr?
    1908 Roosevelt Dr in Key West, FL last sold for $1,250,000 in July 2022.
  • 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 $1.28M. That is up $50K from the prior month.

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