Chris LaCava
Coldwell Banker Realty
(475) 323-6757
153 Total Sales
2 in Winchester
$145K - $268K Price Range
Excellent opportunity for both owner-occupants and investors! This well-maintained two-family home features two spacious units, each offering 5 rooms, 2 bedrooms, and 1 full bath. Both apartments showcase beautiful hardwood flooring throughout and are served by separate natural gas heating systems for efficiency and convenience. The upper-level unit includes a charming enclosed porch, providing additional seasonal living space and a perfect spot to relax. Situated on a generous .66-acre lot, the property offers seasonal views of Highland Lake and is within walking distance of two public beaches, making it an ideal location to enjoy all that the area has to offer. Additional features include a detached three-car garage, ample outdoor space, and a desirable setting close to recreation, shopping, dining, and other local amenities. Whether you're looking to generate rental income or occupy one unit while offsetting your mortgage with the other, this is an outstanding opportunity.
Last Agent to Sell the Property
Northwest CT Realty Brokerage Phone: (860) 806-0225 License #REB.0756493 Listed on: 07/06/2026
Chris LaCava
Coldwell Banker Realty
(475) 323-6757
153 Total Sales
2 in Winchester
$145K - $268K Price Range
Tami Hoxhallari
Lotus Realty Group, LLC.
(475) 219-6709
34 Total Sales
1 in Winchester
$335,000 Price
Erin Giguiere
Regall Realty, LLC
(860) 500-1294
43 Total Sales
1 in Winchester
$1,050,000 Price
Annie Valentin
Great Estates, CT
(475) 285-2606
32 Total Sales
1 in Winchester
$350,000 Price
Sharon Chase
Coldwell Banker Realty
(959) 251-1032
115 Total Sales
3 in Winchester
$316K - $560K Price Range
Lana Ogrodnik
Showcase Realty, Inc.
(475) 263-4970
56 Total Sales
1 in Winchester
$325,000 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 |
|---|---|---|---|---|
| 09/01/2026 09/01/26 | Sold | $325,000 | 0.0% | $155 / Sq Ft |
| 07/09/2026 07/09/26 | Pending | -- | -- | -- |
| 07/06/2026 07/06/26 | For Sale | $325,000 | -- | $155 / 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 | $5,625 | $192,850 | $53,060 | $139,790 |
| 2024 | $5,253 | $192,850 | $53,060 | $139,790 |
| 2023 | $5,089 | $192,850 | $53,060 | $139,790 |
| 2022 | $3,798 | $113,230 | $31,260 | $81,970 |
| 2021 | $3,798 | $113,230 | $31,260 | $81,970 |
| 2020 | $3,798 | $113,230 | $31,260 | $81,970 |
| 2019 | $3,798 | $113,230 | $31,260 | $81,970 |
| 2018 | $3,798 | $113,230 | $31,260 | $81,970 |
| 2017 | $3,912 | $116,630 | $33,330 | $83,300 |
| 2016 | $3,912 | $116,630 | $33,330 | $83,300 |
| 2015 | $3,814 | $116,630 | $33,330 | $83,300 |
| 2014 | $3,722 | $116,630 | $33,330 | $83,300 |
Seller's Agent in 2026
David Sartirana
Northwest CT Realty
(860) 806-0225
339 Total Sales
Buyer's Agent in 2026
Amanda Balaski
Northwest CT Realty
(860) 605-6618
43 Total Sales
Source: SmartMLS
MLS Number: 24189235
APN: WINC-000114-000087-000026
Ask me questions while you tour the home.