5 Simonton St, Key West, FL 33040
OFF MARKET

5 Simonton St
Key West, FL 33040

Historic Seaport
  • Studio

$2,871,200

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $14,630/mo*
Refinance Your Home

$2,871,200

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $14,630/mo*
Refinance Your Home
Studio
(on 0.60 acres)

Local Information

  • Map ViewExplore the area around 5 Simonton St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Lot Size
0.6 acres

About this House

This single-family home is located at 5 Simonton St, Key West, FL. 5 Simonton St is in the Historic Seaport neighborhood in Key West, FL and in ZIP code 33040. This property has a lot size of 0.60 acres.
5 Simonton St, Key West, FL 33040 is a studio single-family home in Historic Seaport. It last sold for $595,000 on Apr 10, 1995. It is currently off market. The Trulia Estimate is $2,871,200, with a rent estimate of $6,736/month.

Home Details for 5 Simonton St

Property Information

Property Type / Style
Property Type: Single Family Home

Lot Information

Lot Area: 0.60 acres

Price History for 5 Simonton St

DatePriceEventSource
04/10/1995$595,000Sold
N/A

Market trends in Key West

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.23M
$20.83KMoM
Sale-to-List Price
94.6%
0.3%MoM
Price per sq ft
$958
$15MoM
Available listings
288
17MoM
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Property Tax and Assessment

Year2025
Tax
Assessment$3,067,128
Home facts updated by county records

Comparable Sales for 5 Simonton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
200 Greene St, Key West, FL
0.27
Single-Family Home
$20,000
03/27/26
2
2
1,000
318 Margaret St, Key West, FL
0.39
Single-Family Home
$900,000
08/25/25
2
2
1,463
326 Caroline St, Key West, FL
0.37
Single-Family Home
$6,350,000
01/15/26
5
5.5
4,279
215 Whitehead St, Key West, FL
0.28
Single-Family Home
$2,300,000
02/25/26
3
3
1,514
617 Front St, Key West, FL
0.07
Single-Family Home
$117,000
04/28/26
2
2
1,100
320 Margaret St, Key West, FL
0.39
Single-Family Home
$1,325,000
02/26/26
3
1.5
1,368
314 Southard St, Key West, FL
0.59
Single-Family Home
$900,000
12/01/25
3
2
1,451
101 Admirals Ln, Key West, FL
0.45
Single-Family Home
$6,300,000
10/10/25
5
4
3,173
1016 Eaton St, Key West, FL
0.53
Single-Family Home
$800,000
06/10/26
2
1.5
752
312 William St, Key West, FL
0.33
Single-Family Home
$1,650,000
10/30/25
3
2
1,376

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Simonton St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Historic Seaport
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Historic Seaport

At least 38 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 90 % Say people would walk alone at night

  • 88 % Say it's walkable to restaurants

  • 84 % Say it's walkable to grocery stores

  • 83 % Say there are sidewalks

  • 79 % Say streets are well-lit

  • 67 % Say yards are well-kept

  • 64 % Say they plan to stay for at least 5 years

  • 62 % Say there's holiday spirit

  • 60 % Say there's wildlife

  • 59 % Say there are community events

  • 57 % Say it's quiet

  • 43 % Say parking is easy

  • 42 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 30 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Mari.lindsley
    "I've lived here for 2 years and enjoy the walkability to local theatres and restaurants. There's a strong homeless contingency that detracts from the seaport. But you can't blame them for wanting to be in paradise."
    11
    Flag
  • Tom
    "There are many festivals and events that include the Key West Historic Harbor. Venues include Schooner Wharf, Waterfront Brewery, The Marker, etc.."
    2
    Flag
  • Bwruble
    "Tourist don’t clean up after their dogs, but locals do. This is a wonderful neighborhood. Gecko lane is especially beautiful and very private. "
    1
    Flag
  • Ctmortman
    "Perfect place for dogs. There are several dog pearls on the island and some restaurants are pet friendly. I own a dog watching business on Marco Island...a service much needed there"
    2
    Flag
  • Sue S.
    "We vacationed here for the month of February 2014. We did not rent a car but had bikes for a week. We are walkers and walked an average of 1-2 miles for dinner and many miles during the day touring, hiking, etc. This area is accessible to most anything."
    1
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 5 Simonton St

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Off Market Homes Near 5 Simonton St

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Frequently asked questions about 5 Simonton St

  • What is 5 Simonton St estimated to be worth?
    Trulia's estimated value for 5 Simonton St in Key West, FL is $2,871,200.
  • What is the price history for 5 Simonton St?
    5 Simonton St in Key West, FL last sold for $595,000 in April 1995.
  • 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 $1.23M. That is up $20.83K from the prior month.
  • How big is the lot at 5 Simonton St?
    The lot at 5 Simonton St in Key West, FL is about 0.60 acres (25,953 sq ft).