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For salePrice cut: $100K (8/18)
$3,400,000
3beds
2,691sqft

141 Simonton St, Key West, FL 33040

3beds
2,691sqft
Townhouse
Built in 2017
1,306 sqft
Attached garage
$1,263 price/sqft
$1,650/mo HOA

What's special

Two-car garageOpen-concept layout

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.

138 days
|
556
|
9
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Source: FLKMLS,MLS#: 619959MLS Logo
Travel times

Kitchen

Dining Room

Family Room

Bedroom

Bedroom

Zillow last checked:

Listing updated:

Listed by:

Brenda J Donnelly 305-304-1116,

Brenda Donnelly Real Estate LLC

Source: FLKMLS,MLS#: 619959MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 3
  • Full bathrooms: 3
Cooling
  • Central Air, Heat Pump, Ceiling Fans(s)
Appliances
  • Included: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Stainless Steel Appliance(s)
Features
  • Built-in Features, Granite Counters, Elevator, Walk-in Closet(s)
  • Flooring: Tile
  • Furnished: Yes
Interior area
  • Total structure area: 2,691
  • Total interior livable area: 2,691 sqft
Video & virtual tour

Property

Parking
  • Parking features: Attached
  • Has attached garage: Yes
Accessibility
  • Accessibility features: Accessible Elevator Installed
Features
  • Patio & porch: Open Porch/Balcony, Roof Top Deck
  • Has private pool: Yes
  • Pool features: In Ground, Concrete
Lot
  • Size: 1,306 Square Feet
  • Dimensions: 24 X 58
Details
  • Parcel number: 00000240000141
  • Zoning: HRCC - Historic Residential Commercial Core

Construction

Type & style
  • Home type: Townhouse
  • Architectural style: Townhouse
  • Property subtype: Townhouse
Materials
  • CBS, Concrete, Stucco, Combo Construction
Condition
  • Updated/Remodeled
  • New construction: No
  • Year built: 2017

Community & HOA

Community
  • Security: Security Gate, Fire Sprinkler System
  • Subdivision: Old Town - Unrecord (1.0)
HOA
  • Has HOA: Yes
  • Services included: Maintenance Structure, Insurance, Common Area Mnt, Other
  • HOA fee: $1,650 monthly
Location
  • Region: Key West

Financial & listing details

  • Price per square foot: $1,263/sqft
  • Tax assessed value: $3,077,293
  • Annual tax amount: $8,688
  • Date on market: 5/19/2026
  • Listing terms: Cash,Conventional

Price history

DateEventPrice
8/18/2026Price change$3,400,000-2.9%$1,263/sqft
Source: FLKMLS #619959
5/19/2026Listed for sale$3,500,000+109.8%$1,301/sqft
Source: FLKMLS #619959
6/12/2017Sold$1,668,400$620/sqft
Source: Public Record

Public tax history

YearProperty taxesTax assessment
2025$8,689 +3.2%$1,034,250 +2.9%
2024$8,416 +1.6%$1,005,103 +3%
2023$8,281 +4.5%$975,829 +3%
2022$7,927 -2.5%$947,407 +3%
2021$8,127 +1.7%$919,813 +1.4%
2020$7,992 $907,114 +2.3%
2019$7,992 +1.4%$886,720 +1.9%
2018$7,878 -0.1%$870,187 +209.2%
2017$7,884 +163.6%$281,400
2016$2,992 $281,400

Find assessor info on the county website

Monthly payment

Est. payment
$22,774/mo
Principal & interest
$18801
Property taxes
$2323
HOA Fees
$1650
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Estimated market value

Not available

Estimated sales range

Not available

Not available

Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: Historic Seaport

Nearby schools

Gerald Adams Elementary School
Grades PK-5 • 4 miles
4/10
GreatSchools® Rating
Test Score Rating
3/10
Student Progress Rating
4/10
Monroe Virtual Instruction Program
Grades K-12 • 0.5 miles
N/A
GreatSchools® Rating
Key West High School
Grades 9-12 • 1.8 miles
4/10
GreatSchools® Rating
Test Score Rating
4/10
College Readiness Rating
5/10
Student Progress Rating
2/10