50 Overlook Road, Winchester, CT 06098

bedrooms 3
bathrooms 1
|Other
NZD $608,594
USD $339,900
Published on: 27 Sep 2026
Last updated on: 06 Nov 2026
50 Overlook Road, Winchester, CT 06098
50 Overlook Road, Winchester, CT 06098
50 Overlook Road, Winchester, CT 06098
+36
50 Overlook Road, Winchester, CT 06098
  • 36
Property ID: 110120002208
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Single Family For Sale, Colonial, Winchester, CT

50 Overlook Road, Winchester, CT 06098
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!

Property Details

Basic Info

Property Type
Other
Listing Status
Pending
Land Size
3,925.45 m2
Building Size
138.24 m2
Year Built
1949
Rooms
3 bedroom(s), 1 bathroom(s)
Architecture Style
Colonial
County
Litchfield
Provider
SmartMLS, Inc.
Brokerage Office Name
Northwest CT Realty
Brokerage Office Phone
(860) 379-7245
Neighbourhoods
Winsted
Address
50 Overlook Road, Winchester, CT 06098

Nearby Schools

TypeSchool nameDistrict name
HighGilbertNot available
ElementaryPer Board of EdNot available

Tax History

YearTax amount
2027USD $4284NZD $7,671*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.co.nz nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.co.nz recommends that you independently verify any information before relying on it.

Contact Agent
David Sartirana
Northwest CT Realty
98 Main Street , Winsted, CT 06098
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98 Main Street , Winsted, CT 06098
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      Property ID: 110120002208

      Original Property ID: 3yd-CTMLS-24210012
      Data provided by SmartMLS, Inc., MLS #: 24210012
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      Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.