About 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.
Features of 99 High Street
| MLS® # | 24209933 |
|---|---|
| Price | $575,000 |
| Bedrooms | 14 |
| Bathrooms | 12.00 |
| Full Baths | 10 |
| Half Baths | 2 |
| Square Footage | 3,012 |
| Acres | 0.23 |
| Type | Multi-Family For Sale |
| Sub-Type | 4 Family |
| Style | 4updown - Unit(s) per Floor |
| Status | Active |
Community Information
| Address | 99 High Street |
|---|---|
| Area | Winsted |
| Subdivision | Hartford |
| City | Winchester |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06098 |
Amenities
| Parking | Detached Garage |
|---|---|
| # of Garages | 8 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Heating | No Heat |
|---|---|
| Cooling | None |
| Fireplace | No |
| Has Basement | No |
| Basement | None |
Exterior
| Exterior | Wood |
|---|---|
| Lot Description | Corner Lot |
| Roof | Shingle |
| Foundation | None |
School Information
| Elementary | Harry P. Hinsdale |
|---|---|
| Middle | Pearson |
| High | Per Board of Ed |
Additional Information
| Date Listed | September 25th, 2026 |
|---|---|
| Days on Market | 11 |
| Zoning | Commercial |
| RE / Bank Owned | No |
Listing Details
| Office | ListWithFreedom.com |
|---|
