157 Elm Street Winchester, CT ^$ 339,000

157 Elm Street

^$ 339,000

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Recently Listed

157 Elm Street

Winchester, CT, 06098

^$ 339,000

Bedrooms6 Baths2.1 Sq 2,376

Monthly Estimate*

^$ 2,115

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Single Family Home for sale in Winchester, CT

for $339,000 with 6 bedrooms and 2 full baths, 1 half bath. This 2,376 square foot home was built in 1900 on a lot size of 0.21.

Bring your vision to this spacious 6-bedroom, 2.5-bath home full of character and potential. Featuring a newer roof and boiler, this property offers peace of mind while leaving room for your personal touch. Enjoy the classic Victorian details and generous layout, perfect for creating your dream home. Situated on a sidewalk-lined street just steps from downtown eateries, a local brewery, and minutes to Highland Lake for outdoor recreation. Off-street parking adds convenience. Don't miss this opportunity to own a piece of history in a vibrant location-schedule your showing today!

Single Family Active

Price

^$ 339,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 3,402

Style

Lot Size

0.21

Year Built

1900

Town/City

Winchester

MLS | Web ID

24142357

Features

General

Zoning R-3

Neighborhood N/A

County Litchfield

Tax Year July 2025-June 2026

Property Type Single Family For Sale

Status Active

Acres 0.21

Directions Per GPS

High School Per Board of Ed

City Winchester

Elementary School Per Board of Ed

Sq Ft Total 2376

DOM 2

Year Built 1900

Style Victorian

Year Built Source Public Records

Interior

Cooling System Window Unit

Total Rooms 8

Basement Description Full Unfinished

Exterior

Water Source Public Water Connected

Lot Description Level Lot Sloping Lot

* Excluded Features

List By

Doreen Gagnon

Listing Agent

Coldwell Banker Realty

Broker

doreentg420@gmail.com

Affordability Calculator

$2,398

Per Month

Monthly Principal & Interest: $2,115
Monthly Property Taxes: $284
Monthly Home Insurance: --

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Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% 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

Trends
Schools

Single family listings in Winchester, CT

Average List Price ^$529,217

Percent of Sale Price 56%

About Winchester, CT

11,188 Population

5% Since 2002

^$59,013 Median Income

45.79 Median Age

21% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

3092524 Elementary School

1232933 Middle School

Per Board of Ed High School High School

Pricing History

Date	Price	Price Change	Description
11/27/2025	$339,000		Listed Price

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157 Elm Street, Winchester, CT, 06098 is a Single Family Home for sale at $339,000 with 2,376 sqft and a lot size of 0.21. 157 Elm Street has 6 bedrooms, 2.1 baths, and was built in 1900. The property's zip code is 06098 which is in Winchester, CT

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% 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.

Listing information has been assembled from various sources of varying degrees of reliability. Any information critical to a buying decision should be independently verified.

Information on this this page is provided by the Smart Multiple Listing Service, Inc. The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

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157 Elm Street

Single Family Home for sale in Winchester, CT

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