1027 Simonton St, Key West, FL 33040
Property image
Property image
OFF MARKET

1027 Simonton St
Key West, FL 33040

Upper Duvall
  • 2 Beds
  • 3 Baths
  • 1,441 sqft

$1,345,300

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $7,740/mo*

$1,345,300

Trulia Estimate
as of Jul 5, 2026
Est. Refi. Payment $7,740/mo*
2 Beds
3 Baths
1,441 sqft

Local Information

  • Map ViewExplore the area around 1027 Simonton St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This townhouse is located at 1027 Simonton St, Key West, FL. 1027 Simonton St is in the Upper Duvall neighborhood in Key West, FL and in ZIP code 33040. This property has 2 bedrooms, 3 bathrooms and approximately 1,441 sqft of floor space. This property has a lot size of 852 sqft and was built in 2015.
1027 Simonton St, Key West, FL 33040 is a 2 bedroom, 3 bathroom, 1,441 sqft townhouse in Upper Duvall, built in 2015. It last sold for $875,000 on May 4, 2020. It is currently off market. The Trulia Estimate is $1,345,300, with a rent estimate of $5,166/month.

Home Highlights

Parking
No Info
Outdoor
No Info
View
No Info
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 1027 Simonton St

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: MetalExterior: OtherFoundation Type: Concrete
Parking & Garage
Parking Space: 1

Property Information

Year Built
Year Built: 2015
Property Type / Style
Property Type: Townhouse

Community

Units in Building: 1

Lot Information

Lot Area: 852 sqft

Price History for 1027 Simonton St

DatePriceEventSource
05/04/2020$875,000Sold
FLKMLS #586974
01/27/2020$899,000ListingRemovedAgent Provided
01/27/2020$899,000PendingToActiveAgent Provided
01/10/2020$899,000PendingAgent Provided
12/10/2019$899,000PriceChange
Agent Provided
08/14/2019$925,000Listed For SaleAgent Provided
05/27/2016$812,000Sold
FLKMLS #120162

Market trends in Key West

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.2M
$61.67K
MoM
Sale-to-List Price
94.9%
0.4%
MoM
Price per sq ft
$940
$14
MoM
Available listings
304
28
MoM
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Property Tax and Assessment

Year2025
Tax$9,724
Assessment$1,240,967
Home facts updated by county records

Comparable Sales for 1027 Simonton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.06
Townhouse
$1,200,000
02/26/26
2
2
1,260
0.05
Townhouse
$1,799,000
11/21/25
2
2
1,120
0.21
Townhouse
$905,000
04/10/26
2
1.5
896
0.47
Townhouse
$1,050,000
05/01/26
2
2.5
960
0.37
Townhouse
$1,500,000
09/05/25
2
2.5
1,360
0.01
Townhouse
$1,150,000
09/24/25
2
3
1,425
0.54
Townhouse
$1,160,000
01/16/26
2
2.5
960
0.21
Townhouse
$699,000
08/15/25
2
1.5
896
0.50
Townhouse
$1,285,000
08/28/25
2
2.5
960
0.04
Townhouse
$1,325,000
11/21/25
2
3
1,440

Nearby homes

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Assigned Schools

These are the assigned schools for 1027 Simonton St.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Upper Duvall

At least 25 Trulia users voted on each feature.
  • 90 % Say it's walkable to restaurants

  • 87 % Say it's dog friendly

  • 77 % Say there are sidewalks

  • 74 % Say it's walkable to grocery stores

  • 74 % Say people would walk alone at night

  • 72 % Say streets are well-lit

  • 60 % Say there's holiday spirit

  • 59 % Say yards are well-kept

  • 58 % Say it's quiet

  • 52 % Say there's wildlife

  • 44 % Say they plan to stay for at least 5 years

  • 43 % Say there are community events

  • 41 % Say kids play outside

  • 38 % Say neighbors are friendly

  • 22 % Say parking is easy

  • 10 % Say car is needed

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Sunset Carnival and walkability. Beautiful houses and sidewalks. Many houses have gardens and are very well maintained. "
  • Trulia User
    "Very beautiful, most people are really nice and cordial. Also very walkable to shops, the marina, and restaurants/bars. But I am just visiting and walking around for a few days."
  • Marjoe55
    "We live on Shanty Creek, wish flows into Maumee bay. We face East on a tiny peninsula of forty houses."

LGBTQ Local Legal Protections

Apartments for Rent

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Homes for sale near 1027 Simonton St

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Off Market Homes Near 1027 Simonton St

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