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

121 Simonton St
Key West, FL 33040

Historic Seaport
  • 3 Beds
  • 3.5 Baths
  • 2,541 sqft

$2,753,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $15,852/mo*
Refinance Your Home

$2,753,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $15,852/mo*
Refinance Your Home
3 Beds
3.5 Baths
2,541 sqft

Local Information

  • Map ViewExplore the area around 121 Simonton St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Townhouse
Year Built
2019
Living Area
2,541 sqft
Price/Sqft
$1,084

Description

Old Town Villas at Key West is now 80% sold out. Join in on one of the most significant new landmark developments in Key West history. These luxurious townhomes are in a truly gated community. All have the same floor plan of 3 bedrooms, 3.5 baths on 4 floors. A private elevator in each unit takes you from the 2 car garage to the rooftop terrace. Just under 2,600 SF of solid concrete construction, a large pool & cabana area, high end appliances and low HOA dues estimated to be $750/month. Get in now to customize your units finishes.
121 Simonton St, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 2,541 sqft townhouse in Historic Seaport, built in 2019. It last sold for $1,825,000 on May 1, 2019. It is currently off market. The Trulia Estimate is $2,753,600, with a rent estimate of $7,892/month.

Home Details for 121 Simonton St

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Walk In ClosetCeiling Fan
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Levels, Entrance, & Accessibility
ElevatorFloors: Hardwood

Exterior Features

Exterior Home Features
Roof: MetalDeckExterior: OtherFoundation Type: SlabPorch
Pool
Pool

Property Information

Year Built
Year Built: 2019
Property Type / Style
Property Type: Townhouse

Community

Units in Building: 1

Lot Information

Lot Area: 1398 sqft

Additional Information

On Site Laundry Available

Price History for 121 Simonton St

DatePriceEventSource
05/01/2019$1,825,000Sold
FLKMLS #582022
09/25/2018$1,950,000Listed For SaleAgent Provided
06/14/2018$1,725,000Sold
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$20,098
Assessment$2,753,725
Home facts updated by county records

Comparable Sales for 121 Simonton St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
149 Simonton St, Key West, FL
0.04
Townhouse
$2,900,000
08/01/25
3
3.5
2,697
129 Simonton St, Key West, FL
0.02
Townhouse
$3,300,000
08/28/25
4
4
2,697
506 Emma St, Key West, FL
0.50
Townhouse
$2,362,000
04/14/26
3
3
1,608
101 Front St #8, Key West, FL
0.40
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
101 Front St #15, Key West, FL
0.40
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
208 Fleming St, Key West, FL
0.45
Townhouse
$1,070,000
03/02/26
2
2.5
960
231 Southard St, Key West, FL
0.53
Townhouse
$1,285,000
08/28/25
2
2.5
960
528 Porter Ln, Key West, FL
0.50
Townhouse
$1,245,000
04/01/26
2
2.5
960
548 Porter Ln, Key West, FL
0.49
Townhouse
$1,160,000
01/16/26
2
2.5
960
212 Southard St, Key West, FL
0.53
Townhouse
$1,050,000
05/01/26
2
2.5
960

Nearby homes

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Assigned Schools

These are the assigned schools for 121 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

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Apartments for Rent

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Explore by feature - Pet Friendly

17 pet-friendly rentals in Key West, FL

Explore by feature - Garage

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Explore by feature - Pool

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Explore by feature - Outdoor Space

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Homes for sale near 121 Simonton St

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Off Market Homes Near 121 Simonton St

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