50 Overlook Road, Winchester, CT 06098
Home value
$331,700
$315,000 - $348,000
$2,237/mo
Owner options
$2,237/mo
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$2,237/mo
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$2,433/mo
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$2,433/mo
Est. payment
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Zillow last checked:
Listing updated:
David Sartirana (860)806-0225,
Northwest CT Realty 860-379-7245,
Amy Sartirana 860-605-6217,
Northwest CT Realty
Sandy Kerr, RES.0793282
Berkshire Hathaway NE Prop.
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 247 Square Feet
- Dimensions: 13 x 19
Bedroom
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bedroom
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Dining room
- Level: Main
- Area: 121 Square Feet
- Dimensions: 11 x 11
Kitchen
- Level: Main
- Area: 221 Square Feet
- Dimensions: 13 x 17
Living room
- Features: Pellet Stove, Hardwood Floor
- Level: Main
- Area: 180 Square Feet
- Dimensions: 12 x 15
Sun room
- Level: Main
- Area: 140 Square Feet
- Dimensions: 7 x 20
Heating
- Hot Water, Oil
Cooling
- None
Appliances
- Included: Oven/Range, Refrigerator, Washer, Dryer, Water Heater
- Laundry: Lower Level
Features
- Windows: Thermopane Windows
- Basement: Full,Concrete
- Attic: Storage,Access Via Hatch
- Has fireplace: No
Interior area
- Total structure area: 1,488
- Total interior livable area: 1,488 sqft
- Finished area above ground: 1,488
Property
Parking
- Total spaces: 8
- Parking features: Barn, Detached, Off Street
- Garage spaces: 3
Features
- Patio & porch: Porch
Lot
- Size: 0.97 Acres
- Features: Corner Lot, Few Trees, Level
Details
- Parcel number: 924483
- Zoning: TSF
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Block, Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1949
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Windows
Community & HOA
Community
- Features: Golf, Lake, Library, Medical Facilities, Park, Near Public Transport
- Subdivision: Winsted
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $228/sqft
- Tax assessed value: $142,800
- Annual tax amount: $4,284
- Date on market: 9/26/2026
Price history
| Date | Event | Price |
|---|---|---|
| 11/6/2026 | Sold | $340,000+0%$228/sqft |
Source: | ||
| 10/30/2026 | Pending sale | $339,900$228/sqft |
Source: | ||
| 9/26/2026 | Listed for sale | $339,900$228/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $4,165 +10.5% | $142,800 |
| 2024 | $3,768 | $142,800 |
| 2023 | $3,768 +5.7% | $142,800 +34.3% |
| 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 +2.6% | $101,290 |
| 2015 | $3,312 +2.5% | $101,290 |
| 2014 | $3,232 +2.3% | $101,290 |
| 2013 | $3,160 -3% | $101,290 -20.9% |
| 2012 | $3,258 | $128,100 |
| 2011 | $3,258 | $128,100 |
| 2010 | $3,258 +3.1% | $128,100 |
| 2009 | $3,160 | $128,100 |
| 2008 | $3,160 +3% | $128,100 +43.1% |
| 2007 | $3,068 +2.8% | $89,530 |
| 2006 | $2,985 +1.1% | $89,530 |
| 2005 | $2,953 +9.5% | $89,530 |
| 2003 | $2,697 +0.9% | $89,530 -7.7% |
| 1995 | $2,674 | $97,040 |
Neighborhood: 06098
Nearby homes
- $331,8002 bd1 ba1.5k sqft52 Overlook Rd, Winsted, CT 06098Off Market
- $258,1003 bd1 ba880 sqft53 Overlook Rd, Winsted, CT 06098Off Market

- $328,1003 bd1 ba1.2k sqft54 Overlook Rd, Winsted, CT 06098Off Market
- $326,3003 bd2 ba1.8k sqft323 Winchester Rd, Winsted, CT 06098Off Market
- $286,7003 bd1 ba1k sqft56 Overlook Rd, Winsted, CT 06098Off Market
- $329,9002 bd2 ba1.6k sqft320 Winchester Rd, Winsted, CT 06098Off Market
- $298,2003 bd2 ba1.4k sqft329 Winchester Rd, Winsted, CT 06098Off Market
- $329,7003 bd2 ba2.2k sqft55 Overlook Rd, Winsted, CT 06098Off Market
Nearby schools
GreatSchools rating
- NAMary P. Hinsdale SchoolGrades: PK-2Distance: 1 mi
- 4/10Pearson Middle SchoolGrades: 2-6Distance: 1.3 mi
Schools provided by the listing agent
- High: Gilbert
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
Sell for more on Zillow
+$6,634
$338,334
Sell for more on Zillow
+$6,634
$338,334
- Connecticut
- Litchfield County
- Winsted
- 06098
- 50 Overlook Road