Amy Rio
Better Homes and Gardens Real Estate Executive Real Estate
(860) 321-8567
1,015 Total Sales
5 in Winchester
$60K - $425K Price Range
Estimated Value: $1,441,857
A true vacation retreat on the shore of Highland Lake! Rare offering in exceptional condition ready for summer enjoyment. Central AC/heat with an open floorplan offering spacious family and entertaining opportunity. Folding glass doors to large lakefront deck with panoramic views of the water. Original house completely renovated inside and out in 2016, with recent stone patio and fire pit added and lakefront hot tub. Boathouse with full size refrigerator, granite countertop and ample storage at the shore front as well as sandy inlet for swimming and launching. Finished lower level for guests with bath walks out to the lake. Attic level with additional finished private office / rec room. Tucked off a private drive with expansive paved parking / boat storage area, this is the epitome of lake house living.
Last Agent to Sell the Property
William Pitt Sotheby's Int'l Brokerage Phone: (860) 309-0032 License #REB.0756675 Listed on: 04/15/2026
Amy Rio
Better Homes and Gardens Real Estate Executive Real Estate
(860) 321-8567
1,015 Total Sales
5 in Winchester
$60K - $425K Price Range
Mike Albert
RE/MAX RISE
(860) 845-0960
242 Total Sales
1 in Winchester
$179,900 Price
John Daikus
eXp Realty
(860) 590-9556
58 Total Sales
1 in Winchester
$240,000 Price
Justin Guerrera
Regency Real Estate, LLC
(475) 285-4179
42 Total Sales
1 in Winchester
$180,000 Price
Jessica Sperry
Maverick Realty
(413) 276-4102
46 Total Sales
1 in Winchester
$275,000 Price
Rob Rosa
Berkshire Hathaway NE Prop.
(860) 560-1786
285 Total Sales
1 in Winchester
$255,000 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 | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $760,000 | -- | ||
| Moore Robert A | $480,000 | -- | |
| Ryan Jennifer L | $425,000 | -- |
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 | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | -- | $608,000 | |
| Previous Owner | -- | $384,000 |
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 |
|---|---|---|---|---|---|
| 06/09/2026 06/09/26 | Sold | $1,475,000 | -1.3% | $546 / Sq Ft | |
| 04/27/2026 04/27/26 | Pending | -- | -- | -- | |
| 04/15/2026 04/15/26 | For Sale | $1,495,000 | +96.7% | $554 / Sq Ft | |
| 03/22/2019 03/22/19 | Sold | $760,000 | -10.4% | $297 / Sq Ft | View Prior Sale |
| 02/28/2019 02/28/19 | Pending | -- | -- | -- | |
| 09/06/2018 09/06/18 | For Sale | $848,000 | +50.1% | $331 / Sq Ft | |
| 11/14/2014 11/14/14 | Sold | $565,000 | -13.1% | $380 / Sq Ft | View Prior Sale |
| 09/12/2014 09/12/14 | Pending | -- | -- | -- | |
| 07/14/2014 07/14/14 | For Sale | $649,900 | -- | $437 / 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 | $24,705 | $846,930 | $472,500 | $374,430 |
| 2024 | $23,070 | $846,930 | $472,500 | $374,430 |
| 2023 | $22,350 | $846,930 | $472,500 | $374,430 |
| 2022 | $14,261 | $425,180 | $277,200 | $147,980 |
| 2021 | $14,261 | $425,180 | $277,200 | $147,980 |
| 2020 | $14,261 | $425,180 | $277,200 | $147,980 |
| 2019 | $14,261 | $425,180 | $277,200 | $147,980 |
| 2018 | $14,261 | $425,180 | $277,200 | $147,980 |
| 2017 | $12,535 | $373,730 | $229,460 | $144,270 |
| 2016 | $14,357 | $428,050 | $229,460 | $198,590 |
| 2015 | $11,266 | $344,540 | $229,460 | $115,080 |
| 2014 | $10,994 | $344,540 | $229,460 | $115,080 |
Seller's Agent in 2026
KAREN NEWTON
William Pitt
(860) 309-0032
91 Total Sales
Buyer's Agent in 2026
Nancy Reardon
Berkshire Hathaway Home Services
(860) 508-0416
319 Total Sales
Seller's Agent in 2019
Jon Polayes
Higgins Group Bedford Square
(203) 856-5823
Buyer's Agent in 2019
Christine Doyle-Bouchez
William Pitt
(860) 309-9091
8 Total Sales
SD
Buyer Co-Listing Agent in 2019
Suzanne Doyle
William Pitt
RM
Seller's Agent in 2014
ROBERT MOORE
Northwest CT Realty
Source: SmartMLS
MLS Number: 24166368
APN: WINC-000114-000124-000015
Ask me questions while you tour the home.