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- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
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Street View
$549,000
Monthly Est:$2,733
11 Beds
- 6 Baths
5 full baths + 1 half bath
5,233sqft
150 Oak St, Winsted, CT 06098
$549,000
$2,733/moEst:
Get Pre-Approved
Multi Family
Built in 1924
$-- HOA
8,276.4 sqft lot
$105/sq.ft
Description
*PRICE REDUCTION* 150 Oak St. is a fully rented, rare, charming 1920's 5-family apartment home located in a beautiful residential neighborhood in Winsted/Winchester, CT. Old World charm with original woodwork, high ceilings, mostly hardwood floors, and hallways connecting the spacious rooms in 4 of the units -which feature 2 bedrooms and a dining room. The 5th floor is a 3-4 bedroom, 1 1/2 bath unit with electric H&HW. There is a 4-bay detached garage -some rented separately. 1 garage bay is rented to a non-tenant at $65/mo. A great investment opportunity! New since between 2021-2023: roof, 4 hot water heaters and 3 furnaces! Walking distance to Northwestern CT Community...
Continue Reading- Houzeo last checked: 8 minutes ago
- Listing updated: August 25, 2026 at 2:21 pm
- Listing Provided by: Pamela Silvestri | Turning Point Realty, LLC
- Source: SMART MLS-CT | MLS#: 24166332

Property Details
Status
Active
Type
Multi Family
No. of Stories
-
County
City
Neighborhood
--
Year Built
1924
HOA Fees
-
Finished Area
5,233 sqft
Lot Size
8,276.4 sqft lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24166332
MLS Status
Active
Days on Market
148

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HOA Management
0
HOA Fees
$-/
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
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: 11
Bathrooms: 6
Interior
Exterior Features
Porch
Sewer
Public Sewer Connected
Cooling
None
Heating
Electric, Natural Gas, Hot Water
Construction
Year Built
Year Built: 1924
Home type
Multi Family
Foundation Details
Stone
Architectural Style
Units Are Side By Side, Other
Roof
Asphalt Shingle
Utilities & Energy
Parking Features
Detached Garage, On Street Parking, Off Street Parking, Unassigned Parking
Basement
Full, Unfinished, Storage, Concrete Floor
Water Source
Public Water Connected
Laundry Features
Basement Hook Up(s), Washer/dryer Some Units
Other Features
Lot Features
Sloping Lot
Subdivision Name
Winsted
Price History
| Date | Event | Price |
|---|---|---|
06/23/2026 Source: | Price Decreased | $549,000 -5.18% $105/sqft |
05/01/2026 Source: | Listed for Sale | $579,000 $111/sqft |
04/20/2026 Source: | Coming Soon | $579,000 +52536.36% $111/sqft |
06/16/2021 Source: #170411059 | Price Increased | $1,100 +12.82% $0/sqft |
08/29/2019 Source: #170220415 | Price Increased | $975 +30.00% $0/sqft |
Show more
Getting Around 150 Oak St
Bike Score®
Somewhat Bikeable
26/100
Walk Score®
Somewhat Walkable
62/100
Data provided by Redfin
Nearby Homes
Find Homes by Property Features in Winsted, CT

Based on information provided to and compiled by the SMART MLS, Inc. through Sep 16, 2026, 03:00AM. 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
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