39 South Main Street

Winsted, CT 06098

1/2 Bath
3,486 Sq. Ft.
$180 / Sq. Ft.
Sq. Ft.
per Sq. Ft.


Three properties totaling 4.41 acres for one price! 1. 3500 sq ft 2 family home featuring 1800's architecture including massive period correct windows, wrap around porch, beautiful stone foundation, and detached 2 car garage. 5 bed, 2 1/2 bath main house with 2 bed, 1 bath attic apartment. 1.13 acres
2. Freshly updated 960 sq ft ranch. 3 bed, 1 bath, walk out basement, great backyard with tons of potential. .37 acres.
3. 2.9 acres of undeveloped land. Potential for multiple access points. Condo's?

Property Details for 39 South Main Street

Units on different Floors
Direct Waterfront
Swimming Pool
Basement Description
Full With Hatchway
Garage Parking Info
Detached Garage
Garages Number


Listing Courtesy of The D'Amore Agency, LLC, Ryan Horvay

Property Details for 39 South Main Street

MLS #170365799
Days on Market42
Taxes$8,102 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / Other
Year Built1900
Lot Size4.41 AC / 192,099 SF
CountyLitchfield County

Listing Agent

Ryan Horvay

Ryan Horvay

The D'Amore Agency, LLC


P: (860) 480-0357

M: (860) 480-0357

Contact Agent(s)

Building Information for 39 South Main Street

Stories-Residences2Year Built1900Building Size-Lot Size4.41 AC / 192,099 SF

Payment Calculator

$2,783 per month

30 year fixed, 2.95% Interest

Principal and Interest


Property Taxes


HOA Dues


Property Information for 39 South Main Street

    Property and Location
  • Postal Code Plus 4: 2064
  • Directions: GPS use 18 Strong Terrace Winsted, CT.
  • Walk Score: 41
  • Nearby Amenities: Basketball Court, Golf Course, Lake, Medical Facilities, Park, Public Rec Facilities
  • Property Sub Type: Other
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Acres Source: Public Records
    HOA and Fees
  • HOA: No
  • Property Tax: $8,102
  • Tax Year: July 2020-June 2021
    Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
    Exterior Features
  • Exterior Features: Porch-Wrap Around
  • Waterfront Description: Not Applicable
    Interior Features
  • Attic: Yes
  • Attic Description: Walk-up
  • Fireplaces Total: 1
  • Street View Param: 1$41.91811467681617$-73.05686573927774$76.29$13.33$1.00$ce-d7SlSRdQOspWuOXkGkw
    Property and Assessments
  • Bank Owned Property YN: No
  • Exterior Siding: Stone, Wood
  • Driveway Type: Private, Shared
  • Fuel Tank Location: In Basement
  • Foundation Type: Masonry
  • Roof Information: Asphalt Shingle
  • Gross SQFT Per Public Records: 6983
  • New Construction Type: No/Resale
  • Construction Description: Frame, Stone
  • Year Built Source: Public Records
  • Living Area SQFT Per Public Records: 3486
  • Handicap Features: Multiple Entries/Exits
    Lot Information
  • Lot Description: City Views
  • Parcel Number: 929066
  • Zoning: R-3
  • Cooling System: None
  • Heat Type: No Heat
  • Heat Fuel Type: Natural Gas, Oil
  • Water Source: Public Water Connected
  • Hot Water Description: Domestic
  • Sewage System: Public Sewer Connected
  • Radon Mitigation Air: Unknown
  • Radon Mitigation Water: Unknown
Multi Family
    Income and Expenses
  • Total Numof Units: 2
  • Occupied By: Vacant
    Building Details
  • Unit Count: 2
  • Rooms Total Multi Family: 17
    Unit 1
  • Unit Full Baths: 2
  • Unit Half Baths: 1
  • Unit Num Rooms: 13
  • Occupied By: Vacant
    Unit 2
  • Unit Full Baths: 1
  • Unit Num Rooms: 4
  • Occupied By: Vacant

Public Records for 39 South Main Street

Taxable ValueLand$20,300Additions$130,410Total$150,710
Tax Record2020$5,055 ($421 / month)
Home Facts
Baths3.5Total Finished SqFt5,072 SqFtAbove Grade Finished SqFt3,486 SqFtFinished Basement SqFt1,586 SqFtStories2Lot Size49,223 SqFtStyleDuplexYear Built1900ZoningR-3CountyLITCHFIELDAPNWINC M:116 B:079 L:008

Schools near 39 South Main Street

St Anthony SchoolPrivatePK-80.7 mi
Batcheller Early Education CenterPublicPK-20.9 mi
Batcheller - Bridges 1PublicK0.9 mi
Pearson Middle SchoolPublic3-61.0 mi

St Anthony School

PK-8, 0.7 mi, Private


Batcheller Early Education Center

PK-2, 0.9 mi, Public


Batcheller - Bridges 1

K, 0.9 mi, Public


Pearson Middle School

3-6, 1.0 mi, Public


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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39 South Main Street is a multi-family home for sale in Winsted, CT 06098. This property was listed for sale on January 13, 2021 by The D'Amore Agency, LLC at $629,000. This listing's school district is Winchester School District. Nearby schools include The Gilbert School, St Anthony School and Explorations. 39 South Main Street is a 7-bed, 3.5-bath, 3,486 sqft multi-family home built in 1900. This address can also be written as 39 S Main St.

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 expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of The D'Amore Agency, LLC, Ryan Horvay

The information being provided by Darien MLS as of 01/13/2021 12:00 AM, Smart MLS as of 01/13/2021 12:00 AM, and/or Greenwich Multiple Listing Service ("GMLS") as of 01/13/2021 12:00 AM is provided exclusively for the visitor's personal, noncommercial use and may not be used for any purpose other than to identify prospective properties the visitor may be interested in purchasing. The data contained herein is copyrighted by GMLS, Darien MLS, and/or Smart MLS and is protected by all applicable copyright laws. Any unauthorized dissemination of this information is in violation of copyright laws and is strictly prohibited. This website may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this website. 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. Data last updated on 01/18/2021 05:39 PM.