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99 High Street, 
Winchester, CT 06098

$575,000

14

Beds

12

Baths

3,012

Sq Ft

Multi-Family

Active

Listed by

Ralph Harvey, (855) 456-4945

Listwithfreedom.Com, (855) 456-4945

(855) 456-4945

Last updated:

October 31, 2026, 04:46 PM

MLS#

24209933

Source:

CT

About This Home

99 High Street

99 High St, Winsted, CT 06098 is a multi family residential property. The Building was built in 1958 and includes 4 units as well as a garage for multi purpose storage warehouse use. It has a large swing up garage door for excellent storage. There is also a small office with an interior bathroom. 1 unit is a 2 bedroom 1.5 bath. 3 units are a 1 bedroom, 1 bath. Each unit is rented with a stable long term paying tenant. The garage is also rented to a long term tenant. The driveway parking area was recently redone with new concrete for parking access. The exterior was recently painted and has been well maintained, a new furnace has been added as well, 3 of the 4 units have been updated.

Home Facts

Multi-Family

12 Baths

14 Bedrooms

Built in 1900

Subdivision & Development:

Hartford

Price Summary

575,000

$190 per Sq. Ft.

MLS #:

24209933

Last Updated:

October 31, 2026, 04:46 PM

Added:

a month ago

Rooms & Interior

Bedrooms

Total Bedrooms:

14

Bathrooms

Total Bathrooms:

12

Full Bathrooms:

10

Interior

Living Area:

3,012 Sq. Ft.

Structure

Structure

Building Area:

3,012 Sq. Ft.

Year Built:

1900

Lot

Lot Size (Sq. Ft):

10,018

Finances & Disclosures

Finances

Price:

$575,000

Price per Sq. Ft:

$190 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.