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Open: Sun 0am-2pm
For sale
$3,600,000
4beds
2,691sqft

119 Simonton St, Key West, FL 33040

4beds
2,691sqft
Townhouse
Built in 2018
1,306 sqft
Attached garage
$1,338 price/sqft
$1,650/mo HOA

What's special

Exclusive gated communityRare two-car garageElegant granite countertopsDurable metal roofSpectacular rooftop terraceOpen-concept living spaceCustom kitchen island

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.

56 days
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764
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21
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Source: FLKMLS,MLS#: 620913MLS Logo
Travel times

Living Room

Kitchen

Dining Room

Zillow last checked:

Listing updated:

Listed by:

Brenda J Donnelly 305-304-1116,

Brenda Donnelly Real Estate LLC

Source: FLKMLS,MLS#: 620913MLS Logo

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 4
  • Bathrooms: 4
  • Full bathrooms: 4
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, Wood
  • 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
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: 27 X 54
Details
  • Parcel number: 00000240000119
  • Zoning: HRCC(1 - 4) - Hist Res Comm Core 1-4 SF Specl

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: 2018

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: $1,338/sqft
  • Tax assessed value: $3,171,731
  • Annual tax amount: $20,333
  • Date on market: 8/8/2026
  • Listing terms: Cash,Conventional

Price history

DateEventPrice
8/8/2026Listed for sale$3,600,000$1,338/sqft
Source: FLKMLS #620913
8/8/2026Listing removed$3,600,000$1,338/sqft
Source: Key West AOR #619812
7/23/2026Price change$3,600,000-6.5%$1,338/sqft
Source: Key West AOR #619812
5/7/2026Listed for sale$3,850,000+83.3%$1,431/sqft
Source: FLKMLS #619812
2/26/2019Sold$2,100,000$780/sqft
Source: FLKMLS #584455

Public tax history

YearProperty taxesTax assessment
2025$20,333 +3.2%$2,449,998 +2.9%
2024$19,704 +1.5%$2,380,951 +3%
2023$19,408 +4.2%$2,311,603 +3%
2022$18,625 +20.2%$2,244,275 +30.4%
2021$15,497 -1.1%$1,720,811 -1.4%
2020$15,671 $1,745,910 +9%
2019$15,671 +17.9%$1,601,031 +298.6%
2018$13,296 +274.8%$401,633 +39.6%
2017$3,547 +16.4%$287,600
2016$3,048 $287,600

Find assessor info on the county website

Monthly payment

Est. payment
$24,017/mo
Principal & interest
$19907
Property taxes
$2460
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 • 0.4 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

Open house

  • Sun, Oct 4

    12:00 AM - 2:00 PM

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