Rob Rosa
Berkshire Hathaway NE Prop.
(860) 560-1786
286 Total Sales
1 in Winchester
$255,000 Price
Estimated Value: $196,834 - $217,000
Adorable two-bedroom cottage near Highland Lake available first week of October. Tile in kitchen, new lighting and gleaming hardwood living room floors. Washer/ Dryer in basement w/ plenty of storage. Spacious Enclosed mudroom/porch. Off street parking for 2 cars. Close to shops and restaurants. Requirements: Background/credit check, no eviction, one year lease and one month security.
Last Agent to Rent the Property
KW Legacy Partners License #RES.0817808 Listed on: 08/11/2025
Rob Rosa
Berkshire Hathaway NE Prop.
(860) 560-1786
286 Total Sales
1 in Winchester
$255,000 Price
David Sartirana
Northwest CT Realty
(959) 251-2063
341 Total Sales
158 in Winchester
$118 - $960K Price Range
Guillermo Araujo
Five Stars Realty
(860) 791-3396
206 Total Sales
1 in Winchester
$170,000 Price
Simonne Corriveau
KW Legacy Partners
(860) 855-3309
128 Total Sales
1 in Winchester
$227,000 Price
Jennifer Kamens
Berkshire Hathaway NE Prop.
(860) 385-6843
87 Total Sales
1 in Winchester
$199,900 Price
Pam Famiglietti
William Raveis Real Estate
(475) 219-6733
157 Total Sales
2 in Winchester
$500K - $780K Price Range
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 | Prior Sale |
|---|---|---|---|---|---|
| 10/01/2025 10/01/25 | Rented | $1,750 | 0.0% | -- | |
| 09/30/2025 09/30/25 | Under Contract | -- | -- | -- | |
| 09/15/2025 09/15/25 | Price Changed | $1,750 | -5.4% | $3 / Sq Ft | |
| 09/05/2025 09/05/25 | Price Changed | $1,850 | -2.6% | $4 / Sq Ft | |
| 08/11/2025 08/11/25 | For Rent | $1,900 | +18.8% | -- | |
| 10/01/2024 10/01/24 | Rented | $1,600 | 0.0% | -- | |
| 09/26/2024 09/26/24 | Under Contract | -- | -- | -- | |
| 09/09/2024 09/09/24 | For Rent | $1,600 | +6.7% | -- | |
| 08/01/2023 08/01/23 | Rented | $1,500 | 0.0% | -- | |
| 07/27/2023 07/27/23 | Under Contract | -- | -- | -- | |
| 07/17/2023 07/17/23 | For Rent | $1,500 | 0.0% | -- | |
| 10/21/2022 10/21/22 | Sold | $150,000 | +9.1% | $284 / Sq Ft | View Prior Sale |
| 09/24/2022 09/24/22 | Pending | -- | -- | -- | |
| 09/20/2022 09/20/22 | For Sale | $137,500 | 0.0% | $260 / Sq Ft | |
| 09/06/2022 09/06/22 | Pending | -- | -- | -- | |
| 08/30/2022 08/30/22 | For Sale | $137,500 | -- | $260 / 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 | $1,707 | $58,520 | $21,490 | $37,030 |
| 2024 | $1,594 | $58,520 | $21,490 | $37,030 |
| 2023 | $1,544 | $58,520 | $21,490 | $37,030 |
| 2022 | $1,681 | $50,120 | $15,610 | $34,510 |
| 2021 | $1,681 | $50,120 | $15,610 | $34,510 |
| 2020 | $1,681 | $50,120 | $15,610 | $34,510 |
| 2019 | $1,681 | $50,120 | $15,610 | $34,510 |
| 2018 | $1,681 | $50,120 | $15,610 | $34,510 |
| 2017 | $1,561 | $46,550 | $15,610 | $30,940 |
| 2016 | $1,561 | $46,550 | $15,610 | $30,940 |
| 2015 | $1,522 | $46,550 | $15,610 | $30,940 |
| 2014 | $1,485 | $46,550 | $15,610 | $30,940 |
Landlord's Agent in 2025
Jessica Chavez
KW Legacy Partners
(860) 990-2389
22 Total Sales
Seller's Agent in 2023
Cindy Sherwood
The Gonzalez Property Group
(203) 885-9716
46 Total Sales
DA
Buyer's Agent in 2023
Darcy Anderson-Abbott
Berkshire Hathaway Home Services
(860) 485-8329
58 Total Sales
Seller's Agent in 2022
David D'Amore
Northwest CT Realty
(860) 485-3508
43 Total Sales
Source: SmartMLS
MLS Number: 24118484
APN: WINC-000115-000059-000003
Ask me questions while you tour the home.