29 Center Street - Winchester, CT

$239,000

Beds

3.00

Baths

2,400

SqFt

0.16

Acres

Pricing Insight: Originally listed for $239,000, the price has remained unchanged for approximately 50 days. This property has been on the market for approximately 50 days.

29 Center Street, Winchester, CT is a 7-bed, 3-bath, 2,400 square foot home built in 1898 , featuring colonial architecture.

This home is within the Winchester school district. Local, with nearby schools including Per Board of Ed.

MLS #: 24169258

Offered Price: $239,000

Residence Type: Single Family

Architectural Style: Colonial

Living Area: 2,400 Sq. Ft.

Lot Size: 0.16 Acres

Neighborhood: Winsted

County: Litchfield

Year Built: 1898

Design & Construction: Frame

Heating: Hot Air

Cooling: None

Garage Spaces: 1

Price per Sq Ft as listed: $100

Estimated Tax: $4,341

Days on Market: 49

$1,000

2 Beds · 1 Baths · 4,668 Sq Ft

440 Main Street, Winchester

$2,150

3 Beds · 1 Baths · 1,042 Sq Ft

34 Rock Street, Winchester

$850

1 Beds · 1 Baths · 450 Sq Ft

40A High Street, Winchester

Home Automation: Not specified

Energy Features: Not specified

Solar Contract: Not specified

Heating Fuel: Gas In Street

Fuel Type: Hot Air

Fuel Tank Location: Not specified

Cooling System: None

Hot Water System: Natural Gas, Domestic

Air Radon Mitigation: Not specified

Water Radon Mitigation: Not specified

Price per square foot: $100 / Sq. Ft.

Tax assessed value: $148,820

Estimated Tax: $4,341

Architectural Style: Colonial

Design & Construction: Frame

Residence Type: Single Family

Year Constructed: 1898

Living Area: 2,400 Sq. Ft.

Lot Size: 0.16 Acres

Fuel: Gas In Street

Loading automated valuation...

AUTOMATED VALUATION ESTIMATE

Note: Computer-generated estimate, not an appraisal.

Request CMA Schedule Tour

Understanding This Valuation

The RPR AVM considers:

Recent sales of comparable properties
Property characteristics and location
Market trends in Winchester
Statistical modeling algorithms

Local Market Context

Active Listings: 37

Average Price: $291,020

Average DOM: 49 days

Complimentary CMAs, no obligation

Brand new to the market. Must see large 2 story Colonial featuring 13 rooms, 7 Bedrooms, 3 Bathrooms, Walk up attic and full basement. Includes a 2 story barn. Convenient location in the heart of town lends itself to easy access to many nearby amenities. As an investment this residence also has great potential to convert to a multi family home or could be renovated for commercial office space. The possibilities are endless. The barn has the capability for multiple uses as well such as a workshop, studio, office, storage or to just park vehicles.

Continue reading ▾

Flood Risk Assessment

Location Analysis:

Inland Winchester location

Water Proximity:

No direct water access

Topography:

Standard terrain • 0.2 acres

Recommendations:

Consult FEMA Flood Maps for accurate zone info
Consider flood insurance based on professional assessment
Evaluate property drainage during inspection
Review local flood history with town officials

Risk Level: Low

Minimal flood risk indicators. Verify with FEMA flood maps.

Walkability Score: calculating…
Motif Lifestyle Score: calculating…

Amenity Access Summary

Dining & Café Access: Low to Moderate
Daily Services: Limited
Recreational Space: Limited Nearby

How These Scores Are Calculated

These scores reflect the proximity and concentration of nearby amenities, measured against a typical town-center environment.

Walkability emphasizes access to daily necessities such as groceries, pharmacies, banking, and routine services.
Motif Lifestyle emphasizes dining, cafés, parks, and leisure destinations that contribute to neighborhood character and quality of life.

All scores are normalized on a 0–100 scale to allow consistent comparison across different locations.

37

Homes For Sale

$291,020

Average List Price

Mechanicals & Utilities: Hot Air • Gas In Street • None • Public Water In Street water

Exterior Features

Exterior Construction: Stucco

Roof Type: Asphalt Shingle

Foundation: Concrete

Garage: Barn (1 car)

Utilities: Water: Public Water In Street

Only motif connects you to a certified
"Local Market Expert"

George Antonopoulos

Real Estate Advisor

Winchester • Connecticut Shoreline

Licensed Real Estate Agent – Connecticut

Verified Motif Advisor

(800) 555-0001

george@appzentric.com

Good morning George, I'm interested in
29 Center Street, Winchester, Connecticut

By proceeding, you consent to receive calls and texts at the number you provided, and artificial voice, and email, from motif about your inquiry and similar properties. Your personal information will never be sold or given to a 3rd party.

motif, the motif logo, and other various trademarks, logos, designs, and slogans are the registered and unregistered trademarks of motif, LLC. dba Motif Luxe International Realty in the U.S. and/or other countries. Corporate Responsibility, Privacy & Legal Notices: motif is a licensed real estate broker, licensed to do business as Motif LLC. No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property conditions), such should be independently verified, and Motif expressly disclaims any liability in connection therewith. No financial or legal advice provided. Equal Housing Opportunity.

The data relating to real estate for sale on this website appears in part through the SmartMLS Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms, and is provided by SmartMLS through a licensing agreement. Listing information is from various brokers who participate in the SmartMLS IDX program and not all listings may be visible on the site. The property information being provided on or through the website is for the personal, non-commercial use of consumers and such information may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on the website may no longer be available because they are for instance, under contract, sold or are no longer being offered for sale. Property information displayed is deemed reliable but is not guaranteed. Copyright 2026 SmartMLS, Inc. MLS

. Designed by Appzentric for motif

Good morning. Welcome to 29 Center Street, Winchester, CT