1029 Simonton St, Key West, FL 33040
Property image
Property image
OFF MARKET

1029 Simonton St
Key West, FL 33040

Upper Duvall
  • 3 Beds
  • 3 Baths
  • 1,485 sqft

$1,397,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,096/mo*

$1,397,300

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $8,096/mo*
3 Beds
3 Baths
1,485 sqft

Local Information

  • Map ViewExplore the area around 1029 Simonton St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
2015
Living Area
1,485 sqft
Price/Sqft
$941

About this House

1029 Simonton St is a two story, 3BR/3BA end unit with front & rear porches. The unit is situated proudly on the corner of Simonton St and Virginia St. This intimate 21 home enclave in the heart of the island is an opportunity not to be missed. High end finishings, impact glass, low maintenance fees & extremely low insurances thanks to exceeding the building code requirements. The grounds include a wonderful community pool and each unit has parking. Only steps to the sights and amenities of Duval St.
1029 Simonton St, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 1,485 sqft townhouse in Upper Duvall, built in 2015. It last sold for $800,000 on Jul 24, 2018. It is currently off market. The Trulia Estimate is $1,397,300, with a rent estimate of $5,861/month.

Home Details for 1029 Simonton St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Levels, Entrance, & Accessibility
Floors: Tile
Interior Details
Ceiling Fan

Exterior Features

Exterior Home Features
Roof: MetalExterior: OtherFoundation Type: ConcretePorch
Pool
Pool
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

Additional Information

On Site Laundry Available

Price History for 1029 Simonton St

DatePriceEventSource
07/24/2018$800,000Sold
FLKMLS #580553
06/11/2018$815,000PriceChange
Agent Provided
03/12/2018$819,000PriceChange
Agent Provided
02/22/2018$849,000Listed For SaleAgent Provided

Market trends in Key West

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

Year2025
Tax$10,132
Assessment$1,252,514
Home facts updated by county records

Comparable Sales for 1029 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
0.06
Townhouse
$1,799,000
11/21/25
2
2
1,120
0.31
Townhouse
$1,254,750
08/04/26
3
3
1,513
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
0.03
Townhouse
$1,400,000
10/10/25
3
3
1,425
0.37
Townhouse
$1,500,000
09/05/25
2
2.5
1,360
0.21
Townhouse
$699,000
08/15/25
2
1.5
896
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

Nearby homes

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Assigned Schools

These are the assigned schools for 1029 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 1029 Simonton St

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Off Market Homes Near 1029 Simonton St

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Frequently asked questions about 1029 Simonton St

  • What is 1029 Simonton St estimated to be worth?
    Trulia's estimated value for 1029 Simonton St in Key West, FL is $1,397,300.
  • What is the price history for 1029 Simonton St?
    1029 Simonton St in Key West, FL last sold for $800,000 in July 2018.
  • 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.
  • Does 1029 Simonton St have air conditioning?
    Yes, 1029 Simonton St in Key West, FL has air conditioning.
  • Does 1029 Simonton St have a pool?
    Yes, 1029 Simonton St in Key West, FL has a pool.