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$3,500,000
141 Simonton Street
Key West, FL 33040
MLS# 619959
3 beds  |  3 baths  |  2691 sqft


Front View
  1 / 48  
Front View Foyer 2nd Floor Living Room 2nd Floor Kitchen 3rd Floor Bedroom 4th Floor Balcony Nightime Pool Foyer Elevator Steps to 2nd Floor 2nd Floor Living Room Living Room Balcony Living Room and Kitchen 2nd Floor Kitchen 2nd Floor Kitchen 2nd Floor Dining Room 2nd Floor Bathroom Stairs 3rd Floor Laundry 3rd Floor Bedroom 3rd Floor Bedroom 3rd Floor Bedroom Bathroom 3rd Floor Primary 3rd Floor Primary 3rd Floor Primary 3rd Floor Primary Primary Closet Primary Bath Primary Bath Primary Bath 4th Floor Study 4th Floor Living Room 4th Floor Living Room 4th Floor Living Room 4th Floor Balcony 4th Floor Balcony 4th Floor Balcony 4th Floor Balcony Garage Garage Community Pool Outside Outside Outside Aerial Aerial Aeiral Aeiral Aerial
Open House (05/23/2026 - 11:00 am - 2:00 pm)

Property 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 Street. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality across four expansive floors. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features a defined, separate dining room area that flows gracefully into the kitchen--a chef's delight boasting stainless steel appliances and an elegant granite peninsula countertop with abundant prep space. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout every single floor 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 fantastic, 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 area. Conveniently situated near the very best dining and boutiques Key West has to offer, this townhome delivers the ultimate blend of privacy, location and the coveted Key West lifestyle.

Details
Maps
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 Street. Built in 2017, with solid concrete construction, this exceptional residence blends contemporary elegance with a thoughtfully designed layout that maximizes privacy, comfort, and functionality across four expansive floors. Stepping inside, the interior is highlighted by beautiful tile flooring that runs seamlessly throughout. The main level features a defined, separate dining room area that flows gracefully into the kitchen--a chef's delight boasting stainless steel appliances and an elegant granite peninsula countertop with abundant prep space. A hallmark of this property is the extensive amount of premium, custom-built cabinetry and shelving installed throughout every single floor 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 fantastic, 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 area. Conveniently situated near the very best dining and boutiques Key West has to offer, this townhome 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 - 19 - 2026

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