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  • 141 Simonton Street, Key West, FL 33040 (MLS# 619959)

141 Simonton Street, Key West, FL 33040

$3,500,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 2,691 Lot Size (sq. ft.): 1,407 Status: Active
Current Price: $3,500,000 List Date: 5/19/2026 Last Modified: 5/27/2026

Description

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.

Open Houses

Saturday, May 30, 11:00 am - 2:00 pm

More Information MLS# 619959

Contract Information

Listing Board: Key West Association As is Rght to Inspct: Yes Current Price: $3,500,000 Listing Date: 2026-05-09 List Price: $3,500,000

Location, Tax & Legal

KW Neighborhood: Old Town-N of Truman City: KEY WEST Off Shore Island: No Mile Marker: 1 Marathon Neighborhood: N/A Side: Median Flood Zone: AE Alternate Key #: 9103719 Parcel #: 00000240-000141 Zoning: HRCC - Historic Residential Commercial Core Deed Restrictions: Unknown Legal: UNIT 141 SIMONTON ST - OLD TOWN VILLAS AT KEY WEST OR2721-1202/09 OR2773-709/806(DEC/COV) OR2859-489/91 Taxes: 8688.59 Tax Year: 2025 Pub Sewer HkUp: Yes Street #: 141 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

General Property Description

Realtor.COM Type: Residential - Condo/Townhouse Waterfront: No Control Depth: 0 Lot Size: 24 X 58 Lot SqFt: 1407 Pool: Yes Lot Sqft Source: Tax Records Total Units: 0 Acres: 0.03 SqFt Source: Appraisal Rentals Allowed: With Restrictions Style: Townhouse Year Built: 2017 Living Apx SqFt: 2691 Total Bedrooms: 3 Full Baths: 3 Total Baths: 3

Remarks & Misc

Remarks – Consumer: 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.

Association Info

Mandatory Home Owners Asc: Yes 1st Right of Refusal: No Association Fee $: 1650 Assoc/Mnt Fee Per: Monthly

Fee Includes

Bldg Exterior Mnt: 1 Building Insurance: 1 Common Area Mnt: 1 Other: 1

Dockage

None: 1

Tax Exemptions

None: 1

Appliances

Dishwasher: 1 Dryer: 1 Microwave: 1 Oven: 1 Range: 1 Refrigerator: 1 Stainless Steel Appliance(s): 1 Washer: 1

Pets

Pets Allowed: 1

Cooling

Ceiling Fans(s): 1 Central Air: 1 Heat Pump: 1

Waterfront

None: 1

Waterview

Harbor/Marina View: 1 Ocean View: 1 Open Water View: 1

Floor

Tile: 1

Neighborhood Feature

Community Pool: 1

Interior Features

Built-in Cabinets: 1 Elevator: 1 Entrance Foyer: 1 Fire Sprinkler: 1 Granite Counter Top: 1 Walk-in Closet(s): 1 Whirlpool Bath Tub: 1

Property Condition

Updated/Remodeled: 1

Building Style

Above Flood: Unknown Stories: 4 Stories Townhouse: 1

Windows/Doors

Impact Rstnce Doors: 1 Impact Rstnce Window: 1

Vehicle Storage

Car(s): 2 Covered Parking: 1 Garage: 1 Attached: 1 Off Street Parking: 1

Security

Electric Gate: 1

Construction

CBS: 1 Combo Construction: 1 Concrete: 1 Stucco: 1

Land Size

Less Than 1/4 Acre: 1

Furnished

Furnished: 1

Terms

Cash: 1 Conventional: 1

Utilities

FKAA: 1 Municipal Sewer: 1

Porch/Balcony

Open Porch/Balcony: 1 Roof Top Deck: 1

Title

Negotiable: 1

Pool Info

In Ground: 1 Concrete: 1

Pre-Wired

Cable: 1

Roof

Metal Roof: 1

Financial Status

Standard Sale: Yes

Accessibility Feat

Accessible Elevator Installed: 1

Status Change Info

Status: Active

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); Whirlpool Bath Tub Pre-Wired: Cable Appliances: Dishwasher; Dryer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Accessibility Feat: Accessible Elevator Installed Pool Info: In Ground; Concrete Construction: CBS; Combo Construction; Concrete; Stucco Floor: Tile 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 - 27 - 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.

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