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
30 Upland Rd Winsted, CT 06098
Winchester Area
4
Beds
2
Baths
1,844
Sq Ft
7,405
Sq Ft Lot
Highlights
- Colonial Architecture
- Bonus Room
- Porch
- Attic
About This Home
As of July 2026Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**
Last Agent to Sell the Property
Northwest CT Realty Brokerage Phone: (860) 601-0991 License #RES.0810883 Listed on: 05/19/2026
Co-Listed By
Northwest CT Realty Brokerage Phone: (860) 601-0991 License #REB.0756493
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $3,204
Year Built
- Built in 1869
Lot Details
- 7,405 Sq Ft Lot
- Property is zoned R-3
Home Design
- Colonial Architecture
- Stone Foundation
- Frame Construction
- Metal Roof
- Vinyl Siding
Interior Spaces
- 1,844 Sq Ft Home
- Bonus Room
- Unfinished Basement
- Basement Fills Entire Space Under The House
- Oven or Range
Bedrooms and Bathrooms
- 4 Bedrooms
- 2 Full Bathrooms
Laundry
- Laundry on main level
- Dryer
- Washer
Attic
- Walkup Attic
- Unfinished Attic
Parking
- 1 Parking Space
- Driveway
Outdoor Features
- Porch
Utilities
- Heating System Uses Oil
- Electric Water Heater
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 926817
Ownership History
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
Name
Owned For
Owner Type
Purchase Details
Closed on
Nov 1, 1984
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Winsted, CT
-
Amy Rio
-
Mike Albert
Mike Albert
RE/MAX RISE
(860) 845-0960
242 Total Sales
1 in Winchester
$179,900 Price
-
John Daikus
John Daikus
eXp Realty
(860) 590-9556
58 Total Sales
1 in Winchester
$240,000 Price
-
Justin Guerrera
Justin Guerrera
Regency Real Estate, LLC
(475) 285-4179
42 Total Sales
1 in Winchester
$180,000 Price
-
Jessica Sperry
Jessica Sperry
Maverick Realty
(413) 276-4102
46 Total Sales
1 in Winchester
$275,000 Price
-
Rob Rosa
Rob Rosa
Berkshire Hathaway NE Prop.
(860) 560-1786
285 Total Sales
1 in Winchester
$255,000 Price
Purchase History
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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- |
Source: Public Records
Property History
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 |
|---|---|---|---|---|---|
| 07/22/2026 07/22/26 | Sold | $185,000 | -15.9% | $100 / Sq Ft | |
| 07/06/2026 07/06/26 | Pending | -- | -- | -- | |
| 05/19/2026 05/19/26 | For Sale | $220,000 | +100.0% | $119 / Sq Ft | |
| 09/28/2018 09/28/18 | Sold | $110,000 | -4.3% | $60 / Sq Ft | View Prior Sale |
| 06/01/2018 06/01/18 | For Sale | $115,000 | -- | $62 / Sq Ft |
Source: SmartMLS
Tax History
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 | $3,204 | $109,830 | $25,480 | $84,350 |
| 2024 | $2,992 | $109,830 | $25,480 | $84,350 |
| 2023 | $2,898 | $109,830 | $25,480 | $84,350 |
| 2022 | $3,167 | $94,430 | $18,480 | $75,950 |
| 2021 | $3,167 | $94,430 | $18,480 | $75,950 |
| 2020 | $3,167 | $94,430 | $18,480 | $75,950 |
| 2019 | $3,167 | $94,430 | $18,480 | $75,950 |
| 2018 | $3,167 | $94,430 | $18,480 | $75,950 |
| 2017 | $2,998 | $89,390 | $18,480 | $70,910 |
| 2016 | $2,998 | $89,390 | $18,480 | $70,910 |
| 2015 | $2,923 | $89,390 | $18,480 | $70,910 |
| 2014 | $2,852 | $89,390 | $18,480 | $70,910 |
Source: Public Records
Agents Affiliated with this Home
-
Jeffrey Liskin
Seller's Agent in 2026
Jeffrey Liskin
Northwest CT Realty
(860) 601-0991
52 Total Sales
-
David Sartirana
Seller Co-Listing Agent in 2026
David Sartirana
Northwest CT Realty
(860) 806-0225
339 Total Sales
-
Gabriela Pesantez
GP
Buyer's Agent in 2026
Gabriela Pesantez
William Raveis Real Estate
(860) 354-3906
2 Total Sales
-
JD
Seller's Agent in 2018
Jason Della Valle
Northwest CT Realty
-
Gina Vignolesi
Buyer's Agent in 2018
Gina Vignolesi
eXp Realty
(860) 856-8973
30 Total Sales
-
Kristina Zack
Buyer Co-Listing Agent in 2018
Kristina Zack
Avanti Real Estate New England
(860) 856-8727
4 Total Sales
Map
Source: SmartMLS
MLS Number: 24176921
APN: WINC-000106-000103-000013
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