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

$2,943,100

Trulia Estimate
  • 3 Beds
  • 3.5 Baths
  • 2,697 sqft

149 Simonton St, Key West, FL 33040

Historic Seaport
Est. Refi. Payment $17,782/mo*
Refinance Your Home
Currently Off Market - Sold Aug 1, 2025 for $2,900,000

Home Value

Trulia Estimate
$2.94M
Since last month
Increased$23K (+0.8%)
Since last year
Increased$41K (+1.4%)
Since last sale
Increased$46K (+1.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +61% in the last 10 years
MonthEstimated value
2026
September 2026$2.95M
August 2026$2.94M
July 2026$2.92M
June 2026$2.89M
May 2026$2.83M
April 2026$2.86M
March 2026$2.85M
February 2026$2.88M
January 2026$2.87M
2025
2024
2023
2022
2021
2020
2019
2018

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
506 Emma St, Key West, FL
0.47
Townhouse
$2,362,000
04/14/26
3
3
1,608
101 Front St #8, Key West, FL
0.38
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
101 Front St #15, Key West, FL
0.38
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
208 Fleming St, Key West, FL
0.42
Townhouse
$1,070,000
03/02/26
2
2.5
960
528 Porter Ln, Key West, FL
0.47
Townhouse
$1,245,000
04/01/26
2
2.5
960
548 Porter Ln, Key West, FL
0.46
Townhouse
$1,160,000
01/16/26
2
2.5
960
212 Southard St, Key West, FL
0.50
Townhouse
$1,050,000
05/01/26
2
2.5
960
201-2 Southard St, Key West, FL
0.52
Townhouse
$1,000,000
02/02/26
2
1.5
960
532 Porter Ln, Key West, FL
0.48
Townhouse
$1,075,000
01/21/26
2
1.5
960
606 Truman Ave #7, Key West, FL
0.71
Townhouse
$1,799,000
11/21/25
2
2
1,120

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
141 Simonton St, Key West, FL 33040
0.02
$3,400,000
3
3
2,691
For Sale
129 Simonton St, Key West, FL 33040
0.03
$3,351,200
4
4
2,697
Off Market
119 Simonton St, Key West, FL 33040
0.04
$3,600,000
4
4
2,691
For Sale
210 Elizabeth St, Key West, FL 33040
0.07
-
6
6.5
3,361
Off Market
617 Front St #11, Key West, FL 33040
0.08
-
-
-
-
Off Market
617 Front St #21, Key West, FL 33040
0.08
-
-
-
-
Off Market
617 Front St #G, Key West, FL 33040
0.08
-
-
-
-
Off Market
616 Caroline St #5, Key West, FL 33040
0.12
$936,000
1
2
754
Off Market
616 Caroline St #6, Key West, FL 33040
0.12
$758,000
1
2
650
Recently Sold
314 Simonton St, Key West, FL 33040
0.15
$4,500,000
8
9
8,472
Recently Sold
526 Rose Ln, Key West, FL 33040
0.16
$2,229,500
2
2
1,320
Off Market

Local Information

  • Map ViewExplore the area around 149 Simonton St.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 2017
2,697 sqft
$1,091/sqft
Garage
HOA $1,650/mo

About this House

Old Town Villas at Key West is a luxurious gated development just 1 block off of Duval Street. This townhome has 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 2,700 SF of solid concrete construction accompanied with high end appliances, a large community pool & cabana area.
149 Simonton St, Key West, FL 33040 is a 3 bedroom, 4 bathroom, 2,697 sqft townhouse in Historic Seaport, built in 2017. It last sold for $2,900,000 on Aug 1, 2025 (8% below the $3,150,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,943,100, with a rent estimate of $7,683/month.
Last check for updates: about 2 hours ago
Listed by Team Gardner/Langley, (305) 902-2447
Berkshire Hathaway HomeServices Knight & Gardner Realty
Bought with: Coastal Collection Real Estate Inc.
Source: FLKMLS, MLS#613629

Home Details for 149 Simonton St

Interior Features

Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2697 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Wine Cooler, Stainless Steel Appliance(s)DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Has Heating Unspecified TypeHas CoolingAir Conditioning: Central Air,Ceiling Fans(s)Has HeatingHeating Fuel: Has Heating Unspecified Type
Windows, Doors, Floors & Walls
Flooring: Tile
Levels, Entrance, & Accessibility
Accessibility: Accessible Elevator Installed, ParkingElevatorFloors: Tile
View
No View
Security
Security: Security Gate, Fire Sprinkler System

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, Roof Top DeckHas a Private Pool
Parking & Garage
Has a GarageNo Attached GarageParking: Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 2017
Property Type / Style
Property Type: ResidentialProperty Subtype: Townhouse
Building
Construction Materials: CBS, Concrete, Stucco, Combo Construction
Property Information
Parcel Number: 00000240000149

Price & Status

Price
List Price: $3,150,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Key WestCommunity: Old Town - Unrecord (1.0)

Building

Building Area
Building Area: 2697 Square Feet

HOA

HOA Fee Includes: Maintenance Structure, Insurance, Common Area Mnt, Security, OtherHas an HOAHOA Fee: $1,650/Monthly

Lot Information

Lot Area: 1306.8 sqft

Miscellaneous

Mls Number: 613629

Price and Tax history

DateEventPrice
Aug 1, 2025
Source: FLKMLS #613629
Sold
$2,900,000
Jun 16, 2025
Source: FLKMLS #613629
Contingent
$3,150,000
May 25, 2025
Source: Key West AOR #613629
PriceChange
$3,150,000
Price decreased by 5%
Apr 26, 2025
Source: Key West AOR #613629
PriceChange
$3,299,000
Price decreased by 3%
Apr 4, 2025
Source: FLKMLS #613629
PriceChange
$3,395,000
Price decreased by 3%

Market trends in Key West

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.14M
$143KMoM
Sale-to-List Price
—
Price per sq ft
$865
$67MoM
Available listings
255
17MoM

Around this home

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

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.

Frequently asked questions about 149 Simonton St

  • What is 149 Simonton St estimated to be worth?
    Trulia's estimated value for 149 Simonton St in Key West, FL is $2,943,100.
  • What is the price history for 149 Simonton St?
    149 Simonton St in Key West, FL last sold for $2,900,000 in August 2025.
  • 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 $1.14M. That is down $143K from the prior month.
  • Does 149 Simonton St have air conditioning?
    Yes, 149 Simonton St in Key West, FL has air conditioning.
  • Does 149 Simonton St have a pool?
    Yes, 149 Simonton St in Key West, FL has a pool.

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