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119 Simonton Street, Key West, FL 33040

New Listing
$3,850,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,691 Lot Size (sq. ft.): 1,438 Status: Active
Current Price: $3,850,000 List Date: 5/07/2026 Last Modified: 5/07/2026

Overview

Description

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 2,400 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior has been freshly painted and 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 yo ...

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Listing Details MLS# 619812

Location, Tax & Legal

Street #
119
Street Name
Simonton
Street Suffix
Street
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unrecord (1.0)
Area
01 - Key West
KW Neighborhood
Old Town-N of Truman
City
KEY WEST
Mile Marker
1
Marathon Neighborhood
N/A
Side
Median
Flood Zone
AE
Alternate Key #
9103707
Parcel #
00000240-000119
Zoning
HRCC - Historic Residential Commercial Core
Deed Restrictions
Unknown
Legal
Unit 119 Simonton St - Old Town Villas At Key West Or2721-1202/09 Or2773-709/806(Dec/Cov) Or2951-1078 Or3141-551
Taxes
20333.12
Tax Year
2025
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes

General Property Description

Realtor.COM Type
Residential - Condo/Townhouse
Style
Townhouse
Waterfront
No
Pool
Yes
Year Built
2018
Lot SqFt
1438
Lot Sqft Source
Tax Records
Acres
0.03
Living Apx SqFt
2691
SqFt Source
Appraisal
Total Bedrooms
4
Full Baths
4
Total Baths
4
Rentals Allowed
With Restrictions
Control Depth
0

Association Info

Mandatory Home Owners Asc
Yes
1st Right of Refusal
No
Association Fee $
1650

Building Style

Above Flood
Unknown
Stories
4 Stories
Townhouse
Yes

More Information

Vehicle Storage

Car(s)
2
Covered Parking
Yes
Garage
Yes
Attached
Yes
Off Street Parking
Yes

Financial Status

Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
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 2,400 square feet, this residence seamlessly blends sophisticated contemporary design with the timeless allure of Key West. The interior has been freshly painted and 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.

Fee Includes

Bldg Exterior Mnt
Yes
Building Insurance
Yes
Common Area Mnt
Yes
Other
Yes

Dockage

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Dryer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Washer
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Heat Pump
Yes

Waterfront

None
Yes

Waterview

Harbor/Marina View
Yes
Ocean View
Yes
Open Water View
Yes

Floor

Tile
Yes
Wood
Yes

Neighborhood Feature

Community Pool
Yes

Interior Features

Built-in Cabinets
Yes
Elevator
Yes
Entrance Foyer
Yes
Fire Sprinkler
Yes
Granite Counter Top
Yes
Walk-in Closet(s)
Yes
Wet Bar
Yes
Whirlpool Bath Tub
Yes

Property Condition

Updated/Remodeled
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Security

Electric Gate
Yes

Construction

CBS
Yes
Combo Construction
Yes
Concrete
Yes
Stucco
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Furnished
Yes

Terms

Cash
Yes
Conventional
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Roof Top Deck
Yes

Title

Negotiable
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Pre-Wired

Cable
Yes

Roof

Metal Roof
Yes

Property Features

Fee Includes: Bldg Exterior Mnt; Building Insurance; Common Area Mnt; Other Tax Exemptions: None Waterfront: None Waterview: Harbor/Marina View; Ocean View; Open Water View Dockage: None Property Condition: Updated/Remodeled Building Style: Townhouse Vehicle Storage: Garage; Attached; Covered Parking; Off Street Parking Furnished: Furnished Cooling: Ceiling Fans(s); Central Air; Heat Pump Utilities: FKAA; Municipal Sewer Interior Features: Built-in Cabinets; Elevator; Entrance Foyer; Fire Sprinkler; Granite Counter Top; Walk-in Closet(s); Wet Bar; Whirlpool Bath Tub Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Pool Info: In Ground; Concrete Construction: CBS; Combo Construction; Concrete; Stucco Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Community Pool Security: Electric Gate Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable
Listing Office: Brenda Donnelly Real Estate LLC
Last Updated: May - 07 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.