For Sale
Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05
Photo 1 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05
Photo 2 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05
Photo 3 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05
Photo 4 of Single family home for sale at 50 Overlook Rd, Winsted, CT 06098 | MLS# 24210012 | Listing updated on 2026-10-05
32+
Beds Icon

Street View

$339,900

Monthly Est:$1,692

  • Beds Icon3 Beds
  • Beds Icon
    1 Bath
  • Beds Icon1,488sqft

50 Overlook Rd, Winsted, CT 06098

$1,692/moEst:

Get Pre-Approved

  • Single Family Residence

  • Built in 1949

  • $-- HOA

  • 42,253.2 sqft lot

  • $228/sq.ft

Description

Lovingly maintained by the same family since it was built in 1949, this 3-bedroom Colonial offers approximately 1,500 sq. ft. of living space on a 1-acre lot on the outskirts of town, yet within walking distance to the beach at Highland Lake. The main level features a spacious living room, large kitchen, dining room, full bath and inviting 3-season porch. Upstairs are three comfortable bedrooms with ample closet space. Hardwood floors run throughout the home, adding to its classic charm. Energy-conscious features include three heating sources: an oil-fired boiler, pellet stove in the living room and a magnificent soapstone wood stove in the lower level. The home also offers plenty of insulation, thermopane windows and a roof installed in 2021. Outside, you'll find excellent garage and storage space, including a large barn/garage with room for vehicles and a workshop, plus an additional detached garage. Set on nearly an acre with convenient access to Highland Lake and town amenities, this well-cared-for home is ready for its next chapter. This one is worth seeing!

  • Houzeo last checked: 12 hours ago
  • Listing updated: October 5, 2026 at 1:15 pm
  • Listing Provided by: David Sartirana | Northwest CT Realty
  • Source: SMART MLS-CT | MLS#: 24210012 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Litchfield County

  • City

    Winsted

  • Neighborhood

    --

  • Year Built

    1949

  • HOA Fees

    -

  • Finished Area

    1,488 sqft

  • Lot Size

    42,253.2 sqft lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24210012

  • MLS Status

    Active

  • Days on Market

    11

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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: 3

    Bathroom: 1

Interior

  • Sewer

    Public Sewer Connected

  • Heating

    Hot Water, Oil

  • Appliances

    Oven/range, Refrigerator, Washer, Dryer

  • Interior Features

    Cable Available

  • Cooling

    None

  • Exterior Features

    Porch

Construction

  • Year Built

    Year Built: 1949

  • Home type

    Single Family Residence

  • Architectural Style

    Colonial

  • Foundation Details

    Block, Concrete

  • Roof

    Asphalt Shingle

Utilities & Energy

  • Parking Features

    Barn, Detached Garage, Off Street Parking

  • Laundry Features

    Lower Level

  • Water Source

    Public Water Connected

  • Basement

    Full, Concrete Floor, Full With Hatchway

Other Features

  • Lot Features

    Corner Lot, Lightly Wooded, Level Lot

  • Subdivision Name

    Winsted

Price History

DateEventPrice

09/26/2026

Source: mls_logoSMART MLS-CT #24210012

Listed for Sale

$339,900

$228/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