409 Fleming St, Key West, FL 33040
Property image
Property image
OFF MARKET

$959,000

Trulia Estimate
as of Sep 22, 2026
  • 2 Beds
  • 2 Baths
  • 754 sqft

409 Fleming St, Key West, FL 33040

Duvall Street

Home Highlights

Single-Family Home
754 sqft
$1,272/sqft

Local Information

  • Map ViewExplore the area around 409 Fleming St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

Live in the heart of Old Town Key West in this beautifully updated 2-bedroom, 2-bath single-family home, just one block from iconic Duval Street. This charming residence has been tastefully renovated throughout, blending classic Key West character with modern finishes and conveniences.

The bright, open interior features an updated kitchen, renovated bathrooms, and stylish finishes that make the home both comfortable and inviting. The layout offers two bedrooms and two full baths, making it ideal for year-round living.

Step outside and enjoy everything Old Town has to offer. World-class restaurants, shopping, galleries, entertainment, and the waterfront are all just a short stroll from your front door.

If you're looking for a beautifully updated long-term rental in one of Key West's most desirable locations, this exceptional home offers the perfect combination of comfort, convenience, and island living.

Tenant is responsible for ac maintenace twice a year, pest control, and keeping the Gardenias from growing upove the fence. 1st, last, and security are due before moving in. $3800 each.

$60 credit check per person or per married couple.
409 Fleming St, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 754 sqft single-family home in Duvall Street. It last sold for $367,500 on Aug 31, 2016 (9,571% above the $3,800 asking price). More recently, it was listed as a rental in July 2026 with an asking price of $3,800 per month. That rental listing was removed on August 9, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $959,000, with a rent estimate of $4,221/month.

Home Details for 409 Fleming St

Property Information

Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Interior Features

Appliances & Utilities
Dishwasher

Comparable Sales for 409 Fleming St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
612 Mickens Ln, Key West, FL
0.16
Single-Family Home
$979,000
04/09/26
2
1.5
823 sqft
618 Mickens Ln, Key West, FL
0.17
Single-Family Home
$800,000
12/09/25
2
2.5
1,056 sqft
210 Angela St, Key West, FL
0.25
Single-Family Home
$736,000
08/10/26
2
1
760 sqft
314 Southard St, Key West, FL
0.14
Single-Family Home
$900,000
12/01/25
3
2
1,451 sqft
515 Petronia St, Key West, FL
0.28
Single-Family Home
$1,400,000
03/31/26
2
2
1,200 sqft
1016 Eaton St, Key West, FL
0.56
Single-Family Home
$800,000
06/10/26
2
1.5
752 sqft
716 Elizabeth St, Key West, FL
0.33
Single-Family Home
$875,000
09/30/25
3
2
1,049 sqft
216 Fleming St, Key West, FL
0.12
Single-Family Home
$1,850,000
01/07/26
2
2.5
1,312 sqft
212 Fleming St, Key West, FL
0.13
Single-Family Home
$1,650,000
04/15/26
2
2.5
1,420 sqft
834 Olivia St, Key West, FL
0.57
Single-Family Home
$780,000
01/07/26
2
2
648 sqft

Nearby homes

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Rental Market Trends in Duvall Street

Last updated Sep 2026
Trulia Rent Estimate$4,221/mo
Average rent
$6.5K
Available listings
1
View rental market trends in Key West, FL

Around this home

Neighborhood Overview

Duvall Street
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Duvall Street

  • Trulia User
    "It’s a great community there is tourism so there can be alot of people traffic but for the most part everyone is in good spirits."
    0
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  • Trulia User
    "too many festivals to name. There's always something going on Old Town and then come on it's Duvall Street crying out loud mark this would not be a family neighborhood. It's definitely an easy rental"
    0
    Flag
  • Romero7648
    "Neighbor is downtown and free transportation in immediate vicinity. Many establishments will provide employee discount if you live in the area. "
    0
    Flag
  • Anne H.
    "none where I live. More events near where I work, which is an upscale store on Duval st. such as live music, art vendors, good restaurants."
    3
    Flag

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Price and Tax history

DateEventPrice
Aug 9, 2026
Source: Zillow Rentals
ListingRemoved
$3,800
Jul 28, 2026
Source: Zillow Rentals
Listed For Rent
$3,800
Jul 23, 2026
Source: Zillow Rentals
ListingRemoved
$3,800
Jun 11, 2026
Source: Zillow Rentals
PriceChange
$3,800
Price decreased by 5%
May 7, 2026
Source: Zillow Rentals
Listed For Rent
$4,000

Frequently asked questions about 409 Fleming St

  • What is 409 Fleming St estimated to be worth?
    Trulia's estimated value for 409 Fleming St in Key West, FL is $959,000.
  • What is the price history for 409 Fleming St?
    409 Fleming St in Key West, FL last sold for $367,500 in August 2016.
  • 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.

Homes for rent near 409 Fleming St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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