$3,400,000
Original price: $3,500,000
3 Beds
3 Baths
2,691 sqft
141 Simonton St, Key West, FL 33040
Est. Mortgage $21,744/mo*
Get Pre-QualifiedHome Highlights
Townhouse
Built in 2017
$1,263/sqft
Attached Garage
HOA $1,650/mo
Local Information
- Map ViewExplore the area around 141 Simonton St.
- Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
- Shop & Eat
-- mins to
About this House
Located within the quiet, gated security of Old Town Villas, this 3-bedroom, 3-bathroom townhome offers a sophisticated, low-maintenance island retreat just one block off of Duval St. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features an open-concept layout with a spacious living room and chef's kitchen complete with stainless steel appliances and granite peninsula offering abundant prep space and casual seating. Just off the kitchen, a flexible-use room can serve as a dining area or private bedroom suite, complete with its own ensuite bathroom. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout by the California Closets, offering unparalleled storage and organization. For effortless luxury, a private elevator services all four levels, transporting you from the two-car garage all the way to the rooftop terrace. The third floor hosts two spacious ensuite bedrooms, each featuring private balconies and large walk-in closets complete with custom organizational systems. The top floor is dedicated to an open living room and office area--a flexible bonus space filled with natural light. Step out from this upper lounge onto the spectacular rooftop terrace, equipped with custom awnings for comfortable shade, designed to capture both sunrise serenity and vibrant sunset views. For total peace of mind, the home features impact-rated windows and doors throughout. Beyond your front door, enjoy the exclusive community amenities, including a large pool and cabana. Conveniently situated near the very best dining and boutiques Key West has to offer, this home delivers the ultimate blend of privacy, location and the coveted Key West lifestyle.
Last check for updates: about 8 hours ago
Listing courtesy of Brenda J Donnelly, (305) 304-1116
Brenda Donnelly Real Estate LLC
Source: FLKMLS, MLS#619959
Also Listed on FLKMLS.
Open House
Sunday, September 06
11:00 AM to 1:00 PM
Home Details for 141 Simonton St
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Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 3 |
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 |
Levels, Entrance, & Accessibility Accessibility: Accessible Elevator InstalledElevatorFloors: Tile |
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: 108 |
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Year Built Year Built: 2017 |
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: 00000240000141 |
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Price List Price: $3,400,000Price Per Sqft: $1,263 |
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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: 619959 |
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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: 619959 |
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
$3.27MSince last month
Decreased$20K (-0.6%)Since last year
Increased$215K (+7%)Since last sale
Increased$2M (+95.8%)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 +97% in the last 10 years
| Month | Estimated value |
|---|---|
2026 | |
| September 2026 | $3.27M |
| August 2026 | $3.22M |
| July 2026 | $3.29M |
| June 2026 | $3.31M |
| May 2026 | $3.38M |
| April 2026 | $3.11M |
| March 2026 | $3.13M |
| February 2026 | $3.11M |
| January 2026 | $3.04M |
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 |
|---|---|---|---|---|---|---|---|
0.36 | Townhouse | $1,345,000 | 05/20/26 | 2 | 2.5 | 1,216 | |
0.45 | Townhouse | $2,362,000 | 04/14/26 | 3 | 3 | 1,608 | |
0.36 | Townhouse | $1,220,000 | 09/30/25 | 2 | 2.5 | 1,216 | |
0.40 | Townhouse | $1,070,000 | 03/02/26 | 2 | 2.5 | 960 | |
0.46 | Townhouse | $1,245,000 | 04/01/26 | 2 | 2.5 | 960 | |
0.45 | Townhouse | $1,160,000 | 01/16/26 | 2 | 2.5 | 960 | |
0.48 | Townhouse | $1,050,000 | 05/01/26 | 2 | 2.5 | 960 | |
0.50 | Townhouse | $1,000,000 | 02/02/26 | 2 | 1.5 | 960 | |
0.46 | Townhouse | $1,075,000 | 01/21/26 | 2 | 1.5 | 960 | |
0.47 | Townhouse | $1,075,000 | 10/17/25 | 2 | 1.5 | 960 |
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 | $2,943,100 | 3 | 3.5 | 2,697 | Off Market | |
0.03 | $3,351,200 | 4 | 4 | 2,697 | Off Market | |
0.05 | $3,600,000 | 4 | 4 | 2,691 | For Sale | |
0.08 | - | 6 | 6.5 | 3,361 | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.10 | - | - | - | - | Off Market | |
0.12 | $936,000 | 1 | 2 | 754 | Off Market | |
0.12 | $758,000 | 1 | 2 | 650 | Recently Sold | |
0.14 | $4,500,000 | 8 | 9 | 8,472 | Recently Sold | |
0.15 | $2,229,500 | 2 | 2 | 1,320 | Off Market |
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 18, 2026 Source: FLKMLS #619959 | PriceChange | $3,400,000 Price decreased by 3% |
May 19, 2026 Source: FLKMLS #619959 | Listed For Sale | $3,500,000 |
Jun 12, 2017 Source: N/A | Sold | $1,668,400 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $8,689 | $3,077,293 |
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 141 Simonton St
- What is the estimated monthly payment for 141 Simonton St?Based on a $3,400,000 list price with 20% down at today's rates, the estimated monthly payment for 141 Simonton St in Key West, FL is approximately $20,283 (about $17,885 principal & interest, $2,323 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
- How does the list price for 141 Simonton St compare to homes in Key West?141 Simonton St in Key West, FL is listed at $3,400,000, about 166% 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 141 Simonton St?The closest schools to 141 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 141 Simonton St have air conditioning?Yes, 141 Simonton St in Key West, FL has air conditioning.
- Does 141 Simonton St have a pool?Yes, 141 Simonton St in Key West, FL has a pool.
141 Simonton St, Key West, FL 33040 is a 3 bedroom, 3 bathroom, 2,691 sqft townhouse built in 2017. 141 Simonton St is located in Historic Seaport, Key West. This property is currently available for sale and was listed by FLKMLS on May 19, 2026. The MLS # for this home is MLS# 619959.