Date
Details
Price
Change
Source
9/25/2026
Listed
$339,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$339,900 Just Listed
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Property 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!
Full Property Details
Full Property Details for 50 Overlook Rd
General
- Price: $339,900
- Taxes: (July 2026-June 2027)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24210012
- Updated: 9/26/2026
- Added to Site: 7 day(s) ago
Interior
- Number of Rooms: 7
- Interior Features: Cable - Available
- Appliances: Oven/Range, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 1
- Full Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, 19 x 13, Upper
- Bedroom 1: Bedroom, 13 x 12, Upper
- Bedroom 2: Bedroom, 13 x 12, Upper
Other Rooms
- Living Room: Living Room - Pellet Stove, Hardwood Floor, 15 x 12, Main
- Kitchen: Kitchen, 17 x 13, Main
- Dining Room: Dining Room, 11 x 11, Main
- Laundry: Lower Level
Exterior
- Exterior Features: Porch
Parking
- Garage: Yes
- Garage Spaces: 3
- Total Spaces: 8
- Parking: Barn, Detached Garage, Off Street Parking
Location
- County: Litchfield
- Neighborhood: Winsted
- Driving Directions: 50 Overlook Rd
School Information
- Elementary School: Per Board of Ed
- High School: Gilbert
Community
- Community Name: Winsted
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Oil
- Heating Fuel: Oil
- Water Heater: Oil, Domestic
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Vinyl Siding
- Basement Desc.: Full, Concrete Floor, Full With Hatchway
- Roof: Asphalt Shingle
- Attic: Yes
- Square Feet: 1,488
- Above Ground: 1,488 Sq. Ft.
- Year Built: 1949
Lot Features
- Lot Size (Acres): 0.97
- Zoning: TSF
- Lot Description: Corner Lot, Lightly Wooded, Level Lot
Green Features
- Energy Features: Generator Ready, Thermopane Windows
Financial Considerations
- Assessment Amount: $142,800
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 924483
Listed by Northwest CT Realty, David Sartirana and Northwest CT Realty, Amy Sartirana
We Value Your Privacy
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Listing agents
— 50 Overlook Rd —
David Sartirana
Northwest CT Realty
Amy Sartirana
Northwest CT Realty
Agent Contact: (860) 806-0225 Office Contact: (860) 379-7245
NMLS#: 1598647Get Pre-Approved Today
Price & Sales History for 50 Overlook Rd
Tax History
Tax History for 50 Overlook Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,165
7%
$142,800
—
2023
$3,890
3%
$142,800
—
2023
$3,768
6%
$142,800
34%
2022
$3,566
—
$106,330
—
2021
$3,566
—
$106,330
—
2020
$3,566
—
$106,330
—
2019
$3,566
—
$106,330
—
2018
$3,566
5%
$106,330
5%
2017
$3,397
—
$101,290
—
2016
$3,397
3%
$101,290
—
2015
$3,312
2%
$101,290
—
2014
$3,232
2%
$101,290
—
2011
$3,160
—
$101,290
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 50 Overlook Rd
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- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 1Total Bath
- 1,082Sq. Ft.
Listed by Chris Clarke (860) 879-6650
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 3Total Baths
- 1,132Sq. Ft.
- Single Family
- Active
- Updated 10 days ago
- 2Beds
- 1Total Bath
- 1,424Sq. Ft.
Listed by Derek J Savoy (860) 387-3214
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- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 2Total Baths
- 1,828Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 1Total Bath
- 1,184Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 3Total Baths
- 1,990Sq. Ft.
Listed by Sallie King (860) 668-3117
- Single Family
- Active
- Updated 5 days ago
- 2Beds
- 3Total Baths
- 1,132Sq. Ft.
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- Single Family
- Active
- Updated 5 hours ago
- 3Beds
- 3Total Baths
- 1,700Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 3Beds
- 3Total Baths
- 2,026Sq. Ft.
Listed by Sharon Chase (860) 307-2376
- Apartment
- Active
- Updated 2 days ago
- 1Bed
- 1Total Bath
- 865Sq. Ft.
Listed by Coldwell Banker Realty
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50 Overlook Road, Winchester, CT 06098 (MLS# 24210012) is a Single Family property with 3 bedrooms and 1 full bathroom. 50 Overlook Road is currently listed for $339,900 and was received on September 25, 2026. Want to learn more about 50 Overlook Road? Do you have questions about finding other Single Family real estate for sale in Winsted? You can browse all Winsted real estate or contact a Coldwell Banker agent to request more information.