5 Simonton St, Key West, FL 33040
OFF MARKET

5 Simonton St
Key West, FL 33040

Historic Seaport
  • Studio

$2,879,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $16,467/mo*
Refinance Your Home

$2,879,400

Trulia Estimate
as of May 22, 2026
Est. Refi. Payment $16,467/mo*
Refinance Your Home
Studio
(on 0.60 acres)

Local Information

Map showing home location
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-- mins to
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Description

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.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources.

Home Highlights

Parking
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HOA
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Price/Sqft
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Listed
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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
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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
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
312 William St, Key West, FL
0.33
Single-Family Home
$1,650,000
10/30/25
3
2
1,376
617 Front St, Key West, FL
0.07
Single-Family Home
$92,000
04/06/26
2
2
1,100
19 Sunset Key Dr, Key West, FL
0.58
Single-Family Home
$22,000,100
03/17/26
4
5
6,532

Nearby homes

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Assigned Schools

These are the assigned schools for 5 Simonton St.
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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

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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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Homes for rent near 5 Simonton St

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5 Simonton St, Key West, FL 33040 is a studio single-family home. 5 Simonton St is located in Historic Seaport, Key West. This property is not currently available for sale. 5 Simonton St was last sold on Apr 10, 1995 for $595,000. The current Trulia Estimate for 5 Simonton St is $2,879,400.