About This Home

This 3-bedroom, 1-bathroom single family at 50 Overlook Road in Winchester, CT is listed for $339,900 ($228 per sqft). Built in 1949, the home offers 1,488 sqft of living space on a 0.97 acres lot.

Key Features

  • Built in 1949
  • 0.97 acre lot
  • 8 parking spaces

Property Details

1 full
3-car garage
1949
Listing 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!

Monthly Cost Estimate

$1,818/mo

20% down · 6.5% · 30 years

Principal$246
Interest$1,473
Insurance$99

Estimates only. Actual payments may vary.

Location

50 Overlook Road

Winchester, CT 06098

Features & Amenities

Interior Features

Cable - Available

Exterior Features

Porch

Property Details

Outdoor Features

Porch

Heating

Hot Water(Heating)

Appliances

Oven/RangeRefrigeratorWasherDryer

Questions & Answers

This 3-bedroom, 1-bathroom single family at 50 Overlook Road is listed at $339,900 ($228/sqft). The estimated monthly payment is $1,818 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1949, 0.97 acre lot, 8 parking spaces. Interior Features: Cable - Available. Exterior Features: Porch.

This property is listed by David Sartirana.

DS

David Sartirana

Agent at Northwest CT Realty

Listed by Northwest CT Realty · Broker phone: (860) 379-7245 · View on Broker Site · Broker website

MLS# 24210012· Source: SmartMLS, Inc.· 33 days on PropertySimple

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.

50 Overlook Road, Winchester, CT 06098

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