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38 Upland Road Winchester, CT $ 269,000
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$ 269,000 Get more info
38 Upland Road
$ 269,000
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Share Save

38 Upland Road

Winchester, CT, 06098
$ 269,000
Bedrooms3 Baths1.1 Sq 1,736

Monthly Estimate*

$ 1,656

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Single Family Home for sale in Winchester, CT

for $269,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,736 square foot home was built in 1870 on a lot size of 0.34.

TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive Park-Like Landscaped Grounds. Off Street Parking for 6 Vehicles. City Water and Sewer. All Kitchen Appliance as well as Washer & Dryer remain with the property. Close Proximity to Town Center for General Shopping, Medical, Variety of Food Venues. "MOVE-IN CONDITION".

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Single Family Contingent

Price

$ 269,000

Bedrooms

3

Full Bath

1

Half Bath

1

Property Type

Single Family

Taxes

$ 3,974

Style

Lot Size

0.34

Year Built

1870

Town/City

Winchester

MLS | Web ID

24131432
Features
General
Zoning TG
Neighborhood Winsted
County Litchfield
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Under Contract - Continue to Show
Acres 0.34
Directions Main Street to Spencer Street. Left on Upland Road. Address #38 is on the Right. GPS Friendly.
High School Gilbert
City Winchester
Elementary School Harry P. Hinsdale
Sq Ft Total 1736
DOM 87
Year Built 1870
Style Colonial
Year Built Source Public Records
Handicap Features Chair Lift
Energy Features Storm Doors
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Interior
Cooling System None
Total Rooms 7
Basement Description Full Unfinished Sump Pump Storage Interior Access Concrete Floor Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Level Lot Professionally Landscaped
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* Excluded Features
List By
Marshall Cohen

Listing Agent

Cohen Agency

Broker

mcohenre@optonline.net

Email

Affordability Calculator

$1,987
Per Month
83%
17%
0%
Monthly Principal & Interest
$1,656
Monthly Property Taxes
$331
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4605803 Elementary School
1415485 Middle School
Gilbert High School High School
Pricing History
DatePricePrice ChangeDescription
10/28/2025$269,000 -5.28% Price Down
10/6/2025$284,000 Listed Price

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38 Upland Road, Winchester, CT, 06098 is a Single Family Home for sale at $269,000 with 1,736 sqft and a lot size of 0.34. 38 Upland Road has 3 bedrooms, 1.1 baths, and was built in 1870. The property's zip code is 06098 which is in Winchester, CT

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