141 Simonton St

Key West, FL 33040

$3,500,000
Price
3
Beds
2,691 Sq. Ft.
$1,301 / Sq. Ft.
2,691
Sq. Ft.
$1,301
per Sq. Ft.
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front view of a house with a street
a view of a city with tall buildings
a living room with furniture and a gate
a spacious bedroom with a large bed and a flat tv screen
a kitchen with stainless steel appliances granite countertop a sink and a stove
a bedroom with a large bed and a chandelier
a swimming pool with outdoor seating and yard
a view of front door
a view of entryway and hall with wooden floor
a living room with furniture and a flat screen tv
a view of a chairs and table in patio
a living room with furniture and a table
a kitchen with stainless steel appliances granite countertop a sink and dishwasher with wooden floor
a view with granite countertop a sink and a refrigerator
a work room with furniture and windows
a bathroom with a double vanity sink mirror and shower
a view of a hallway with paintings on the wall
a en suite bathroom with a toilet sink and tub
a large white bed in a bedroom next to a window
a bedroom with a bed and a chandelier
a bathroom with a sink a toilet a mirror and shower
a spacious bedroom with a bed a couch and a window
a bedroom with a large bed and a view of kitchen
a bedroom with a large bed and a chandelier
a bedroom with a large bed and a window
a view of walk in closet with clothes and shoes
a en suite bathroom with a granite countertop double vanity sink a mirror a bathtub and vanity
a bathroom with a double vanity sink mirror and shower
a bathroom with a bathtub sink and vanity
a view of a livingroom with furniture and staircase
a living room with furniture and a flat screen tv
a living room with furniture and a wooden floor
a living room with furniture and a wooden floor
a dining room with furniture and floor to ceiling window
a view of a balcony with chairs
a view of a house with a patio
a room with storage and utility
a bedroom with a bed and window
a view of a house with swimming pool
a front view of a house
a view of swimming pool with patio
a front view of building with cars parked
an aerial view of a
a picture of houses with lots of trees
a view of a patio with dining table and chairs with a small yard
a view of a white building among the front of a building
a picture of a bathroom with a shower

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...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.
  1. Listed by Brenda J Donnelly • Brenda Donnelly Real Estate LLC

Property Details for 141 Simonton Street

Waterfront
None
Waterfront
No
Zoning
HRCC - Historic Residential Commercial Core
Subdivision
Old Town - Unrecord (1.0)
Building Style
Townhouse
Vehicle Storage
Garage, Covered Parking, Off Street Parking, Attached
Pets
Pets Allowed
LISTING UPDATED: 06/13/2026 01:05 AM

Property Details for 141 Simonton Street

StatusActive
MLS #619959
Days on Market52
Taxes$8,689 / year
HOA Fees$1,650 / month
Condo/Co-op Fees-
Property TypeTownhouse
MLS TypeResidential / Townhouse
Year Built2017
Lot Size0.03 AC / 1,407 SF
CountyMonroe County
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Location

Listing Courtesy of Brenda Donnelly Real Estate LLC
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Building Information for 141 Simonton Street

Stories4Residences-Year Built2017Lot Size0.03 AC / 1,407 SF

Payment Calculator

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$19,815 per month

30 year fixed, 6.36% Interest

Principal and Interest

$17,441

Property Taxes

$724

HOA Dues

$1,650

The Payment Calculator is for illustrative purposes only.

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Property Information for 141 Simonton Street

Summary
Location and General Information
  • Waterview: Ocean View, Harbor/Marina View, Open Water View
  • Area: 01 - Key West
  • Absolute Longitude: 81.803912
  • Control Depth: 0
  • Off Shore Island: No
  • Listing Board: Key West Association
  • Side: Median
  • KW Neighborhood: Old Town-N of Truman
  • Mile Marker: 1.0
  • Marathon Neighborhood: N/A
  • Accessibility Feat: Accessible Elevator Installed
  • Neighborhood Feature: Community Pool
  • Key/Island: Key West
Taxes and HOA Information
  • Association Info: Mandatory Home Owners Asc: Yes
  • Association Info: 1st Right of Refusal: No
  • Fee Includes: Bldg Exterior Mnt, Other, Common Area Mnt, Building Insurance
  • Furnished: Furnished
  • Tax Year: 2025
  • Tax Exemptions: None
Property
Lot Information
  • Lot Size: 24 X 58
  • Acres: 0.03
  • Parcel #: 00000240-000141
  • Land Size: Less Than 1/4 Acre
Property and Assessments
  • Legal: UNIT 141 SIMONTON ST - OLD TOWN VILLAS AT KEY WEST OR2721-1202/09 OR2773-709/806(DEC/COV) OR2859-489/91
  • MLS Approved: Y
  • SqFt Source: Appraisal
  • Flood Zone: AE
  • Rentals Allowed: With Restrictions
  • Deed Restrictions: Unknown
  • Picture Count: 49
  • Document Count: 0
  • Building Style: Above Flood: Unknown
  • Property Condition: Updated/Remodeled
  • Security: Electric Gate
  • Title: Negotiable
Utilities
  • Utilities: FKAA, Municipal Sewer
  • Pub Sewer HkUp: Yes
  • Pool: Yes
  • Pool Info: In Ground, Concrete
  • Porch/Balcony: Open Porch/Balcony, Roof Top Deck
Interior and Exterior Features
Interior Features
  • Floor: Tile
  • Interior Features: Entrance Foyer, Whirlpool Bath Tub, Walk-in Closet(s), Fire Sprinkler, Elevator, Granite Counter Top, Built-in Cabinets
  • Pre-Wired: Cable
  • Appliances: Washer, Stainless Steel Appliance(s), Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
Exterior Features
  • Roof: Metal Roof
  • Construction: CBS, Combo Construction, Stucco, Concrete
  • Dockage: None
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors

Property History for 141 Simonton Street

DateEvent & SourcePriceAppreciation
May 9, 2026

Listed (Active)

FKMLS #619959

$3,500,000—
Jun 8, 2017

Sold (Public Record)

Public Record #598917356

$1,668,500—
DateEvent & SourcePrice
05/09/2026

Listed (Active)

FKMLS #619959

$3,500,000
06/08/2017

Sold (Public Record)

Public Record #598917356

$1,668,500

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 141 Simonton Street

Taxable ValueLand-Additions-Total-
Tax Record2024$8,416 ($701 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,421 SqFtAbove Grade Finished SqFt2,421 SqFtStories4Lot Size1,407 SqFtStyleSingle Family ResidenceYear Built2017CountyMONROEAPN00000240-000141

Schools near 141 Simonton Street

This home is within Monroe.
Rating
School
Type
Grades
Distance
Gerald Adams Elementary School
Public - PK to 5
Monroe Virtual Franchise
Public - 6 to 12
Key West High School
Public - 9 to 12
Monroe Virtual Instruction Program (District Provided)
Public - K to 5
Rating
School
Distance
Gerald Adams Elementary School
PublicPK to 5

Monroe Virtual Franchise
Public6 to 12

Key West High School
Public9 to 12

Monroe Virtual Instruction Program (District Provided)
PublicK to 5

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 141 Simonton Street, Key West, FL 33040

141 Simonton Street is a townhouse for sale in Key West, FL 33040. This property was listed for sale on May 9, 2026 by Brenda Donnelly Real Estate LLC, it's currently listed at $3,500,000. It has been on the market for a total of 52 days and was last sold on June 8, 2017. This listing's school district is Monroe. Nearby schools include Gerald Adams Elementary School, Monroe Virtual Franchise and Key West High School. 141 Simonton Street is a 3-bed, 3-bath, 2,691 sqft townhouse built in 2017.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Brenda Donnelly Real Estate LLC

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.