$3,600,000
4 Beds
4 Baths
2,691 sqft
119 Simonton St, Key West, FL 33040
Est. Mortgage $22,788/mo*
Get Pre-QualifiedWe estimate this home will sell faster than 90% nearby.
Home Highlights
Property Type
Townhouse
Year Built
2018
Price/Sqft
$1,338
Parking
Attached Garage
HOA
$1,650/Monthly
Local Information
- Map ViewExplore the area around 119 Simonton St.
- Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
- Shop & Eat
-- mins to
About this House
Discover modern island luxury at 119 Simonton Street, a premier end-unit townhouse nestled within the exclusive gated community of Old Town Villas. Built in 2018 and spanning a generous 2,691 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior features new white oak flooring that leads you through an open-concept living space. The kitchen is a true standout, boasting elegant granite countertops and a custom kitchen island--a unique feature in the community. For the ultimate convenience, a private elevator services all four floors of the home, transporting you from the air-conditioned two-car garage to the spectacular rooftop terrace where you can view daily sunrises over the Historic Key West Marina and sunsets over Mallory Square, both a very short walk away. The top floor features a rare full bathroom and a flexible bonus room ideal for a home office or guest suite. Whether you're mixing drinks at the custom wet bar or lounging on the terrace, this level serves as the ultimate private retreat for taking in breathtaking panoramic views. Peace of mind is built into the architecture with full impact-rated windows and doors and a durable metal roof, ensuring the home is as secure as it is beautiful. The third floor has two primary bedrooms featuring large walk-in closets and balconies. The lifestyle offered here is unparalleled, situated just one block off the vibrant energy of Duval Street. You are steps away from the island's best dining and boutiques, yet you can retreat instantly to the quiet security of a gated community. Spend your afternoons lounging by the large tropical community pool and cabana area, enjoying a level of comfort and convenience unsurpassed in the heart of Old Town. With a rare two-car garage and an unbeatable location, this residence captures the very best of the Florida Keys lifestyle.
Last check for updates: about 4 hours ago
Listing courtesy of Brenda J Donnelly, (305) 304-1116
Brenda Donnelly Real Estate LLC
Source: FLKMLS, MLS#620913
Also Listed on FLKMLS.
We estimate this home will sell faster than 90% nearby.
Open House
Sunday, September 06
11:00 AM to 1:00 PM
Home Details for 119 Simonton St
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Beds & Baths Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 4 |
Dimensions and Layout Living Area: 2691 Square Feet |
Appliances & Utilities Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)DishwasherDryerMicrowaveRefrigeratorWasher |
Heating & Cooling Has CoolingAir Conditioning: Central Air,Heat Pump,Ceiling Fans(s) |
Windows, Doors, Floors & Walls Flooring: Tile, Wood |
Levels, Entrance, & Accessibility ElevatorFloors: Tile, Wood |
View No View |
Security Security: Security Gate, Fire Sprinkler System |
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Exterior Home Features Patio / Porch: Open Porch/Balcony, Roof Top DeckHas a Private Pool |
Parking & Garage Has a GarageHas an Attached GarageParking: Attached |
Pool Pool: In Ground, ConcretePool |
Frontage Not on Waterfront |
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Days on Market: 24 |
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Year Built Year Built: 2018 |
Property Type / Style Property Type: ResidentialProperty Subtype: TownhouseArchitecture: Townhouse |
Building Construction Materials: CBS, Concrete, Stucco, Combo ConstructionNot a New Construction |
Property Information Condition: Updated/RemodeledParcel Number: 00000240000119 |
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Price List Price: $3,600,000Price Per Sqft: $1,338 |
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MLS Status: Active |
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Direction & Address City: Key WestCommunity: Old Town - Unrecord (1.0) |
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Listing Agent Listing ID: 620913 |
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Building Area Building Area: 2691 Square Feet |
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HOA Fee Includes: Maintenance Structure, Insurance, Common Area Mnt, OtherHas an HOAHOA Fee: $1,650/Monthly |
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Lot Area: 1306.8 sqft |
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Listing Terms: Cash, Conventional |
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Furnished |
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Mls Number: 620913 |
Around this home
Neighborhood Overview
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.
Market trends in Key West
Last updated July 2026
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
Home Value
Trulia Estimate
$3.45MSince last month
Increased$51K (+1.5%)Since last year
Increased$167K (+5.1%)Since last sale
Increased$1M (+64.2%)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 +59% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $3.45M |
| August 2026 | $3.5M |
| July 2026 | $3.4M |
| June 2026 | $3.63M |
| May 2026 | $3.67M |
| April 2026 | $3.37M |
| March 2026 | $3.36M |
| February 2026 | $3.32M |
| January 2026 | $3.23M |
2025 | |
2024 | |
2023 | |
2022 | |
2021 | |
2020 | |
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 |
|---|---|---|---|---|---|---|---|
0.50 | Townhouse | $2,362,000 | 04/14/26 | 3 | 3 | 1,608 | |
0.40 | Townhouse | $1,345,000 | 05/20/26 | 2 | 2.5 | 1,216 | |
0.40 | Townhouse | $1,220,000 | 09/30/25 | 2 | 2.5 | 1,216 | |
0.45 | Townhouse | $1,070,000 | 03/02/26 | 2 | 2.5 | 960 | |
0.50 | Townhouse | $1,245,000 | 04/01/26 | 2 | 2.5 | 960 | |
0.49 | Townhouse | $1,160,000 | 01/16/26 | 2 | 2.5 | 960 | |
0.53 | Townhouse | $1,050,000 | 05/01/26 | 2 | 2.5 | 960 | |
0.55 | Townhouse | $1,000,000 | 02/02/26 | 2 | 1.5 | 960 | |
0.50 | Townhouse | $1,075,000 | 01/21/26 | 2 | 1.5 | 960 | |
0.75 | 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 |
|---|---|---|---|---|---|---|
0.02 | $3,351,200 | 4 | 4 | 2,697 | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.05 | - | - | - | - | Off Market | |
0.04 | $2,943,100 | 3 | 3.5 | 2,697 | Off Market | |
0.05 | $3,400,000 | 3 | 3 | 2,691 | For Sale | |
0.09 | - | - | - | - | Off Market | |
0.09 | - | - | - | - | Off Market | |
0.09 | $1,050,000 | - | - | - | Recently Sold | |
0.10 | - | 6 | 6.5 | 3,361 | Off Market | |
0.16 | $930,700 | 1 | 2 | 754 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 8, 2026 Source: FLKMLS #620913 | Listed For Sale | $3,600,000 |
Aug 8, 2026 Source: Key West AOR #619812 | ListingRemoved | $3,600,000 |
Jul 23, 2026 Source: Key West AOR #619812 | PriceChange | $3,600,000 Price decreased by 6% |
May 7, 2026 Source: FLKMLS #619812 | Listed For Sale | $3,850,000 |
Feb 26, 2019 Source: FLKMLS #584455 | Sold | $2,100,000 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $20,333 | $3,171,731 |
Home facts updated by county records
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Brenda J Donnelly, Brenda Donnelly Real Estate LLC
Agent Phone: (305) 304-1116
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.
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Frequently asked questions about 119 Simonton St
- What is the estimated monthly payment for 119 Simonton St?Based on a $3,600,000 list price with 20% down at today's rates, the estimated monthly payment for 119 Simonton St in Key West, FL is approximately $21,368 (about $18,833 principal & interest, $2,460 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 119 Simonton St compare to homes in Key West?119 Simonton St in Key West, FL is listed at $3,600,000, about 181% above the $1.28M median sale price in Key West.
- What do residents say about the Historic Seaport neighborhood?Residents describe the Historic Seaport neighborhood in Key West, FL as dog-friendly, walkable to restaurants, and walkable to grocery stores. See homes for sale in Historic Seaport, Key West.
- What are the closest schools to 119 Simonton St?The closest schools to 119 Simonton St in Key West, FL are Gerald Adams Elementary School (Pre-K, rated 4/10), Key West High School (rated 4/10), Monroe Virtual Instruction Program (Elementary/Middle/High).
- Does 119 Simonton St have air conditioning?Yes, 119 Simonton St in Key West, FL has air conditioning.
- Does 119 Simonton St have a pool?Yes, 119 Simonton St in Key West, FL has a pool.
119 Simonton St, Key West, FL 33040 is a 4 bedroom, 4 bathroom, 2,691 sqft townhouse built in 2018. 119 Simonton St is located in Historic Seaport, Key West. This property is currently available for sale and was listed by FLKMLS on Aug 8, 2026. The MLS # for this home is MLS# 620913.