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.
For sale
$575,000
99 High Street, Winchester, CT 06098
14beds
3,012sqft
Multi Family
Built in 1900
-- sqft lot
$565,400 Zestimate®
$191/sqft
$-- HOA
What's special
New furnace
- 16 days
- 285
- 7
Zillow last checked:
Listing updated:
Listed by:
Ralph M. Harvey III (855)456-4945,
ListWithFreedom.com 855-456-4945
Source: Smart MLS,MLS#: 24209933
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 14
- Bathrooms: 12
- Full bathrooms: 10
- 1/2 bathrooms: 2
Heating
- None
Cooling
- None
Appliances
- Included: No Hot Water
Features
- Basement: None
- Attic: None
Interior area
- Total structure area: 3,012
- Total interior livable area: 3,012 sqft
- Finished area above ground: 3,012
Property
Parking
- Total spaces: 8
- Parking features: Detached
- Garage spaces: 8
Lot
- Size: 10,018 Square Feet
- Features: Corner Lot
Details
- Parcel number: 927680
- Zoning: Commercial
Construction
Type & style
- Home type: MultiFamily
- Architectural style: 4updown - Unit(s) per Floor
- Property subtype: Multi Family
- Attached to another structure: Yes
Materials
- Wood Siding
- Foundation: None
- Roof: Shingle
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Subdivision: Hartford
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $191/sqft
- Tax assessed value: $34,440
- Annual tax amount: $7,016
- Date on market: 9/25/2026
Estimated market value
$565,400
$537,000 - $594,000
$1,385/mo
Price history
| Date | Event | Price |
|---|---|---|
| 9/25/2026 | Listed for sale | $575,000+43.8%$191/sqft |
Source:  Smart MLS #24209933 Report a problem | ||
| 8/13/2024 | Sold | $400,000+73.9%$133/sqft |
Source: Public Record Report a problem | ||
| 12/8/2015 | Sold | $230,000+31.4%$76/sqft |
Source: Public Record Report a problem | ||
| 5/21/2013 | Sold | $175,000$58/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $6,924 +21.4% | $237,370 +9.8% |
| 2024 | $5,704 | $216,160 |
| 2023 | $5,704 +1.5% | $216,160 +29% |
| 2022 | $5,618 | $167,510 |
| 2021 | $5,618 | $167,510 |
| 2020 | $5,618 | $167,510 |
| 2019 | $5,618 | $167,510 |
| 2018 | $5,618 +6.2% | $167,510 +6.2% |
| 2017 | $5,292 | $157,780 |
| 2016 | $5,292 +2.6% | $157,780 |
| 2015 | $5,159 | $157,780 |
Find assessor info on the county website
Monthly payment
Est. payment
