57 Main St

Winchester, CT 06098

$375,000
Price
3
Beds
—
Baths
3,660 Sq. Ft.
$102 / Sq. Ft.
3,660
Sq. Ft.
$102
per Sq. Ft.
a blue building with a large window
an aerial view of a city with ocean view
a view of living room and yard
an aerial view of a house with a yard
a house view with a outdoor space
a view of a house with a yard
a front view of a house
a view of a storage room
a bathroom with a sink and a toilet
a view of a room with gym equipment
a view of a room with gym equipment
a living room with lots of furniture and a chandelier
a room with storage and utility
a view of a room with gym equipment
a view of storage and utility room
a room with lots of different kinds of food
a room with furniture and wooden floor
a bathroom with a tub and a shower
a view of empty room
a view of a kitchen with a sink cabinets and window
a view of an empty room
an empty room with windows and closet
a view of an empty room with a window
a view of a livingroom with a ceiling fan and window
a view of a hallway with wooden shelves
a view of gallery

Description

Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS #24112471. Property has brand new paved parking lot not shown in current picture and some new siding on...Wonderful multiuse property on Main St. in Winsted. Currently used as a cleaners on the first floor and residential unit on the second floor. Multiple possibilities for this building which is in a prime location. Potential to take over the current business and rent or live in second floor, covert to multifamily or start a new business venture. This property is also listed as commercial with MLS #24112471. Property has brand new paved parking lot not shown in current picture and some new siding on outside. Come see this great investment opportunity.
  1. Listed by Stacy LaQuerre • Regall Realty, LLC
    P: (860)-593-3777 C: (860)-593-3777 stacylaqrealtor@gmail.com

Property Details for 57 Main Street

Basement Description
Partial
Direct Waterfront
No
Neighborhood
Winchester Center
Style
Units on different Floors
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 11/09/2025 10:40 PM

Property Details for 57 Main Street

StatusActive
MLS #24112807
Days on Market152
Taxes$5,133 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / Other
Year Built1962
Lot Size0.13 AC / 5,662 SF
CountyLitchfield County

Location

Listing Courtesy of Regall Realty, LLC, Stacy LaQuerre
Add your commute

Building Information for 57 Main Street

Stories-Residences2Year Built1962Building Size-Lot Size0.13 AC / 5,662 SF

Payment Calculator

$2,281 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,853

Property Taxes

$428

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 57 Main Street

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Show M-F from 7:30 am -2:30 pm with confirmed appointment. Nights and weekends appointment with listing agent or owner required. No lock box.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.920629
  • Longitude: -73.060462
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $5,133
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Cooling System: None
  • Heat Type: Steam
  • Attic YN: No
  • Fireplaces Total: 0
  • Rooms Total: 5
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1962
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 3660
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 928133
  • Sq Ft Est Heated Above Grade: 3660.0
  • Sq Ft Total: 3660.0
  • Zoning: CB-2
Utilities
  • Heat Fuel Type: Electric
  • Hot Water Description: Other, Tank Size Unknown
  • Radon Mitigation Air: Unknown
  • Sewage System: Public Sewer In Street
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner
  • Total Number of Units: 2
  • Total Rooms Multi Family: 5
Unit 1
  • Unit Entry Order: 1
  • Unit Modified Date: 07-29-2025
  • Unit Num Bedrms: 3
  • Unit Num Rooms: 5

Property History for 57 Main Street

DateEvent & SourcePriceAppreciation
May 8, 2007

Closed (Public Record)

Public Record #327118831

$1—
May 8, 2007

Closed (Public Record)

Public Record #327118830

$1—
DateEvent & SourcePrice
05/08/2007

Closed (Public Record)

Public Record #327118831

$1
05/08/2007

Closed (Public Record)

Public Record #327118830

$1

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

Public Records for 57 Main Street

Taxable ValueLand$29,120Additions$146,860Total$175,980
Tax Record2024$5,133 ($428 / month)
Home Facts
Total Finished SqFt3,660 SqFtAbove Grade Finished SqFt3,660 SqFtStories2Lot Size5,663 SqFtStyleMiscellaneous CommercialYear Built1962ZoningCB-2CountyLITCHFIELDAPNWSTR M:111 B:074 L:002A

Schools near 57 Main Street

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Pearson Middle School
Public - 3 to 6
Mary P. Hinsdale School
Public - PK to 2
Batcheller Early Education Center
Public - PK to 2
Bridges School 2
Public - 2 to 6
Rating
School
Distance
Pearson Middle School
Public3 to 6

Mary P. Hinsdale School
PublicPK to 2

Batcheller Early Education Center
PublicPK to 2

Bridges School 2
Public2 to 6

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 57 Main Street, Winchester, CT 06098

57 Main Street is a multi-family home for sale in Winchester, CT 06098. This property was listed for sale on July 29, 2025 by Regall Realty, LLC, it's currently listed at $375,000. It has been on the market for a total of 152 days and was last sold on May 8, 2007. This listing's school district is Winchester School District. Nearby schools include Pearson Middle School, Mary P. Hinsdale School and Batcheller Early Education Center. 57 Main Street is a 3-bed, 0-bath, 3,660 sqft multi-family home built in 1962.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims 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 discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Regall Realty, LLC, Stacy LaQuerre

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. 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 Darien MLS, Smart MLS and Greenwich Multiple Listing Service 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.