320 Simonton St #2, Key West, FL 33040
Property image
Property image
OFF MARKET

$995,400

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,081 sqft

320 Simonton St #2, Key West, FL 33040

Historic Seaport
Est. Refi. Payment $5,915/mo*
Refinance Your Home
Currently Off Market - Sold Aug 31, 2021 for $800,000

Home Value

Trulia Estimate
$995K
Since last month
Increased$31K (+3.2%)
Since last year
Increased$31K (+3.2%)
Since last sale
Increased$195K (+24.4%)
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 +3% in the last 10 years
MonthEstimated value
2026
August 2026$995K
August 2026$994K
July 2026$965K

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
201-2 Southard St, Key West, FL
0.39
Townhouse
$1,000,000
02/02/26
2
1.5
960
208 Fleming St, Key West, FL
0.29
Townhouse
$1,070,000
03/02/26
2
2.5
960
532 Porter Ln, Key West, FL
0.35
Townhouse
$1,075,000
01/21/26
2
1.5
960
237 Southard St, Key West, FL
0.35
Townhouse
$1,075,000
10/17/25
2
1.5
960
212 Southard St, Key West, FL
0.35
Townhouse
$1,050,000
05/01/26
2
2.5
960
101 Front St #15, Key West, FL
0.30
Townhouse
$1,220,000
09/30/25
2
2.5
1,216
548 Porter Ln, Key West, FL
0.33
Townhouse
$1,160,000
01/16/26
2
2.5
960
101 Front St #8, Key West, FL
0.30
Townhouse
$1,345,000
05/20/26
2
2.5
1,216
528 Porter Ln, Key West, FL
0.34
Townhouse
$1,245,000
04/01/26
2
2.5
960
808 Virginia St #4, Key West, FL
0.67
Townhouse
$905,000
04/10/26
2
1.5
896

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
526 Rose Ln, Key West, FL 33040
0.03
$2,229,500
2
2
1,320
Off Market
314 Simonton St, Key West, FL 33040
0.03
$4,500,000
8
9
8,472
Recently Sold
525 Eaton St #NA, Key West, FL 33040
0.03
$3,071,200
Studio
1.5
1
Off Market
331 Simonton St #2, Key West, FL 33040
0.03
$3,270,100
Studio
1.5
2
Off Market
619 Eaton St, Key West, FL 33040
0.07
$1,790,300
3
2.5
2,000
Off Market
616 Caroline St #5, Key West, FL 33040
0.08
$936,000
1
2
754
Off Market
616 Caroline St #6, Key West, FL 33040
0.08
$758,000
1
2
650
Recently Sold
1 Donkey Milk Ln, Key West, FL 33040
0.07
$946,800
2
2
696
Off Market
621 Eaton St, Key West, FL 33040
0.08
$3,286,200
5
5.5
2,448
Off Market
616 Eaton St, Key West, FL 33040
0.08
$7,250,000
5
6
4,000
Recently Sold
322 Elizabeth St, Key West, FL 33040
0.08
$3,145,300
3
3
2,446
Off Market

Local Information

  • Map ViewExplore the area around 320 Simonton St #2.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Townhouse
Built in 1976
1,081 sqft
$921/sqft

About this House

Rare opportunity and great investment property to own Cottage #2 at 320 Simonton Street, in the heart of Old Town Key West. This adults only resort is located just one block from Duval Street. Enter the serene setting of Simonton Court Historic Inn & Cottages and you'll be greeted by fragrant tropical flowers blooming beneath gently swaying palms. The Inn was once a cigar factory where craftsmen hand rolled some of the world's most famous cigars. A brick walkway, once a lane, runs past our sparkling pools and historic cottages built in 1880 as the homes of cigar factory workers. Today this lane is a beautiful footpath through luxuriant private gardens, past expertly restored cottages and four pools shimmering amid flowering vines and palm fronds. The Cottages at Simonton Court offer privacy and a feel of home. Cottage 2 has a private bedroom downstairs and
one open loft over the living room.
320 Simonton St #2, Key West, FL 33040 is a 2 bedroom, 2 bathroom, 1,081 sqft townhouse in Historic Seaport, built in 1976. It last sold for $800,000 on Aug 31, 2021 (16% below the $950,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $995,400, with a rent estimate of $4,107/month.
Last check for updates: about 10 hours ago
Listed by Letisia Powell, (305) 797-0399
Robert Slack LLC
Bought with: Letisia Powell, (305) 797-0399, Robert Slack LLC
Source: FLKMLS, MLS#596736

Home Details for 320 Simonton St #2

Interior Features

Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1081 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: None
Heating & Cooling
Has CoolingAir Conditioning: Central Air,Ceiling Fans(s)
Windows, Doors, Floors & Walls
Flooring: Wood
Levels, Entrance, & Accessibility
Floors: Wood
View
No View
Security
Security: Security Gate, Fire Sprinkler System

Exterior Features

Exterior Home Features
Patio / Porch: Open Porch/Balcony, DeckExterior: Lighting, Outdoor ShowerHas a Private Pool
Pool
Pool: In Ground, DeckedPool
Frontage
Not on Waterfront

Property Information

Year Built
Year Built: 1976
Property Type / Style
Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Cigar Maker
Building
Construction Materials: Frame
Property Information
Parcel Number: 00004190000200

Price & Status

Price
List Price: $950,000

Active Status

MLS Status: Closed

Location

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

Building

Building Area
Building Area: 1081 Square Feet

Community

Community Features: Manager on Premises

HOA

HOA Fee Includes: OtherNo HOA

Lot Information

Lot Area: 2178 sqft

Offer

Listing Terms: Cash, Conventional

Rental Terms, Policies & Fees

Furnished

Miscellaneous

Mls Number: 596736

Additional Information

Manager on Premises

Price and Tax history

DateEventPrice
Aug 31, 2021
Source: FLKMLS #596736
Sold
$800,000

Market trends in Key West

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.28M
$50KMoM
Sale-to-List Price
95.1%
0.5%MoM
Price per sq ft
$933
$26MoM
Available listings
271
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 320 Simonton St #2

  • What is 320 Simonton St #2 estimated to be worth?
    Trulia's estimated value for 320 Simonton St #2 in Key West, FL is $995,400.
  • What is the price history for 320 Simonton St #2?
    320 Simonton St #2 in Key West, FL last sold for $800,000 in August 2021.
  • 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 $1.28M. That is up $50K from the prior month.
  • Does 320 Simonton St #2 have air conditioning?
    Yes, 320 Simonton St #2 in Key West, FL has air conditioning.
  • Does 320 Simonton St #2 have a pool?
    Yes, 320 Simonton St #2 in Key West, FL has a pool.

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