Mary Monagan
Century 21 Bette Real Estate
(475) 285-2832
26 Total Sales
1 in Winchester
$529,900 Price
Estimated Value: $332,122
Well-maintained two-family home situated on a large, level lot in an area of well-cared-for properties. Conveniently located near downtown, schools, Northwestern Connecticut Community College, shopping, and restaurants. The first-floor unit features an eat-in kitchen, dining area, living room, two bedrooms, and a full bath. The second-floor unit offers a spacious kitchen/living area, 2-3 bedrooms, and a full bath. Additional features include a two-story, two-car garage barn providing ample storage or workshop space. An excellent opportunity for owner occupancy or investment in a desirable in-town location.
Last Agent to Sell the Property
Northwest CT Realty Brokerage Phone: (860) 806-0225 License #REB.0756493 Listed on: 11/01/2025
Mary Monagan
Century 21 Bette Real Estate
(475) 285-2832
26 Total Sales
1 in Winchester
$529,900 Price
Victoria Stillings
Coldwell Banker Realty
(475) 234-4175
111 Total Sales
1 in Winchester
$150,000 Price
Sharon Watson Stokland
List N Show LLC
(866) 789-5844
134 Total Sales
1 in Winchester
$90,000 Price
Jayson Kemp
Five Stars Realty
(860) 370-3052
125 Total Sales
5 in Winchester
$170K - $292K Price Range
Kara Reynolds
West View Properties, LLC
(475) 219-6496
49 Total Sales
1 in Winchester
$383,000 Price
Maxwell Castrogiovanni
eXp Realty
(475) 255-7967
165 Total Sales
1 in Winchester
$295,000 Price
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 12/22/2025 12/22/25 | Sold | $305,000 | +1.7% | $130 / Sq Ft |
| 11/07/2025 11/07/25 | Pending | -- | -- | -- |
| 11/01/2025 11/01/25 | For Sale | $299,900 | -- | $128 / Sq Ft |
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $4,141 | $141,960 | $33,040 | $108,920 |
| 2024 | $3,867 | $141,960 | $33,040 | $108,920 |
| 2023 | $3,746 | $141,960 | $33,040 | $108,920 |
| 2022 | $3,425 | $102,130 | $24,010 | $78,120 |
| 2021 | $3,425 | $102,130 | $24,010 | $78,120 |
| 2020 | $3,425 | $102,130 | $24,010 | $78,120 |
| 2019 | $3,425 | $102,130 | $24,010 | $78,120 |
| 2018 | $3,425 | $102,130 | $24,010 | $78,120 |
| 2017 | $3,470 | $103,460 | $24,010 | $79,450 |
| 2016 | $3,470 | $103,460 | $24,010 | $79,450 |
| 2015 | $3,383 | $103,460 | $24,010 | $79,450 |
| 2014 | $3,301 | $103,460 | $24,010 | $79,450 |
Seller's Agent in 2025
David Sartirana
Northwest CT Realty
(860) 806-0225
343 Total Sales
Seller Co-Listing Agent in 2025
Amy Sartirana
Northwest CT Realty
(860) 605-6217
54 Total Sales
Buyer's Agent in 2025
Michael Bachmann
HomeSmart Homes and Estates
(203) 833-3681
58 Total Sales
Source: SmartMLS
MLS Number: 24137315
APN: WINC-000111-000009-000019
Ask me questions while you tour the home.