50 Overlook Road, Winchester, CT 06098 | RYZE Realty Group
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50 Overlook Road, Winchester, CT 06098

Single Family For Sale

50 Overlook Road, Winchester, CT
Active
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$339,900
Est. Payment: $2,175/mo  Get Pre-Approved
3
Beds
1
Baths
1,488
Sq Ft
0.97
Acres
1949
Yr Built

About This Home

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!

Listed by David Sartirana (860) 806-0225 with Northwest CT Realty (860) 379-7245

Listing Snapshot

Price $339,900 Days on Our Site 0 days
Property Tax $4,284/yr Style Colonial
Year Built 1949 Total Sq Ft 1,488
Lot Size 0.97 acres HOA Fees N/A
Bedrooms 3 Full Bathrooms 1
Total Rooms 7 Half Baths 0

Key Features

Interior
  • Cable - Available
Appliances
  • Oven/Range
  • Refrigerator
  • Washer
  • Dryer
Outdoor
  • Porch
Nearby
  • Golf Course
  • Lake
  • Library
  • Medical Facilities
  • Park
  • Public Transportation

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 3
Garage Type Barn, Detached Garage, Off Street Parking

Systems & Utilities

Heat Hot Water
Fuel Oil
Cooling None
Hot Water Oil, Domestic
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Gilbert

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $357/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 25, 2026 Listed $339,900

Frequently Asked Questions

How much does 50 Overlook Road in Winchester, CT cost?
This property is listed at $339,900, which works out to $228 per square foot.
How many bedrooms does 50 Overlook Road have?
This home has 3 bedrooms and 1 bathroom.
What is the square footage of 50 Overlook Road?
The home is 1,488 square feet, situated on 0.97 acres.
When was 50 Overlook Road in Winchester built?
This property was built in 1949.
Is 50 Overlook Road, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 50 Overlook Road, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Gilbert as the high school.
How do I schedule a tour of 50 Overlook Road, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

David Sartirana · (860) 806-0225

Northwest CT Realty · (860) 379-7245

MLS# 24210012 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 26, 2026 3:05 PM UTC

Est. $2,175/mo
$339,900
3 bd · 1 ba · 1,488 sqft
50 Overlook Road, Winchester, CT 06098