For Sale
House for sale at 99 High St, Winsted, CT 06098 | MLS# 24209933 | Listing updated on 2026-10-02
Photo 1 of House for sale at 99 High St, Winsted, CT 06098 | MLS# 24209933 | Listing updated on 2026-10-02
Photo 2 of House for sale at 99 High St, Winsted, CT 06098 | MLS# 24209933 | Listing updated on 2026-10-02
Photo 3 of House for sale at 99 High St, Winsted, CT 06098 | MLS# 24209933 | Listing updated on 2026-10-02
Photo 4 of House for sale at 99 High St, Winsted, CT 06098 | MLS# 24209933 | Listing updated on 2026-10-02
9+
Beds Icon

Street View

$575,000

Monthly Est:$2,862

  • Beds Icon14 Beds
  • Beds Icon
    12 Baths
  • Beds Icon3,012sqft

99 High St, Winsted, CT 06098

$2,862/moEst:

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  • Quadruplex

  • Built in 1900

  • $-- HOA

  • 10,018.8 sqft lot

  • $191/sq.ft

Description

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.

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 2, 2026 at 1:13 pm
  • Listing Provided by: Ralph Harvey | ListWithFreedom.com
  • Source: SMART MLS-CT | MLS#: 24209933 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Multi Family

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Winsted

  • Neighborhood

    --

  • Year Built

    1900

  • HOA Fees

    -

  • Finished Area

    3,012 sqft

  • Lot Size

    10,018.8 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24209933

  • MLS Status

    Active

  • Days on Market

    12

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 14

    Bathrooms: 12

Interior

  • Cooling

    None

  • Sewer

    Public Sewer Connected

Construction

  • Year Built

    Year Built: 1900

  • Home type

    Quadruplex

  • Roof

    Shingle

  • Foundation Details

    None

  • Architectural Style

    4updown Unit(s) Per Floor

Utilities & Energy

  • Parking Features

    Detached Garage

  • Basement

    None

  • Water Source

    Public Water Connected

Other Features

  • Subdivision Name

    Winsted

  • Lot Features

    Corner Lot

Price History

DateEventPrice

09/25/2026

Source: mls_logoSMART MLS-CT #24209933

Listed for Sale

$575,000

$191/sqft

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Oct 07, 2026, 11:30AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group