About 50 Overlook Road
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!
Features of 50 Overlook Road
| MLS® # | 24210012 |
|---|---|
| Price | $339,900 |
| Bedrooms | 3 |
| Bathrooms | 1.00 |
| Full Baths | 1 |
| Square Footage | 1,488 |
| Acres | 0.97 |
| Type | Single Family For Sale |
| Style | Colonial |
| Status | Active |
Community Information
| Address | 50 Overlook Road |
|---|---|
| Area | Winsted |
| City | Winchester |
| County | Litchfield |
| State | Connecticut |
| Zip Code | 06098 |
Amenities
| Features | Generator Ready, Thermopane Windows |
|---|---|
| Parking Spaces | 8 |
| Parking | Barn, Detached Garage, Off Street Parking |
| # of Garages | 3 |
| Is Waterfront | No |
| Waterfront | Not Applicable |
| Has Pool | No |
Interior
| Interior Features | Cable - Available |
|---|---|
| Appliances | Oven/Range, Refrigerator, Washer, Dryer |
| Heating | Hot Water, Oil |
| Cooling | None |
| Fireplace | No |
| Has Basement | Yes |
| Basement | Full, Concrete Floor, Full With Hatchway |
Exterior
| Exterior | Vinyl Siding |
|---|---|
| Exterior Features | Porch |
| Lot Description | Corner Lot, Lightly Wooded, Level Lot |
| Roof | Asphalt Shingle |
| Foundation | Block, Concrete |
School Information
| Elementary | Per Board of Ed |
|---|---|
| High | Gilbert |
Additional Information
| Date Listed | September 26th, 2026 |
|---|---|
| Days on Market | 13 |
| Zoning | TSF |
| RE / Bank Owned | No |
Listing Details
| Office | Northwest CT Realty |
|---|