Located in the charming community of Winsted, this 4-bedroom home is tucked away in a quiet, low-traffic neighborhood while still being close to many local amenities. Hardwood floors run throughout the home, adding warmth and character, and the tree-lined backyard offers a private outdoor setting to enjoy year round. This home also features a beautiful enclosed second-floor sun porch, perfect for relaxing with morning coffee, reading, or enjoying the changing seasons. A large walk-up attic provides abundant storage space and may offer the potential to be finished for additional living area, office space, or a hobby room. Just a short distance away, you will find the local library, coffee shops, parks, restaurants, and a variety of neighborhood shops and conveniences. Outdoor enthusiasts will appreciate nearby Highland Lake, offering opportunities for boating, swimming, and recreation throughout the warmer months. This home does need some TLC and updating, but with vision and effort, it has the potential to truly shine. Whether you are looking for a primary residence or an investment opportunity, this property offers excellent potential in a desirable location. **Audio & Video surveillance present**
Sold for $185,000
$185,000
30 Upland Road, Winchester, CT 06098
4beds
1,844sqft
Single Family Residence
Built in 1869
7,405 Square Feet Lot
$-- Zestimate®
$100/sqft
$2,633 Estimated rent
Home value
Not available
Estimated sales range
Not available
$2,633/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Jeffrey Liskin (860)601-0991,
Northwest CT Realty 860-379-7245,
David Sartirana 860-806-0225,
Northwest CT Realty
Bought with:
Gabriela Pesantez, RES.0832735
William Raveis Real Estate
Source: Smart MLS,MLS#: 24176921
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 2
Rooms
- Room types: Bonus Room
Primary bedroom
- Features: Full Bath
- Level: Upper
- Area: 156 Square Feet
- Dimensions: 12 x 13
Bedroom
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Level: Upper
- Area: 144 Square Feet
- Dimensions: 12 x 12
Bedroom
- Level: Main
- Area: 120 Square Feet
- Dimensions: 10 x 12
Dining room
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Kitchen
- Features: Pantry
- Level: Main
- Area: 156 Square Feet
- Dimensions: 12 x 13
Living room
- Level: Main
- Area: 144 Square Feet
- Dimensions: 12 x 12
Heating
- Forced Air, Oil
Cooling
- None
Appliances
- Included: Oven/Range, Refrigerator, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level
Features
- Basement: Full,Unfinished
- Attic: Walk-up
- Has fireplace: No
Interior area
- Total structure area: 1,844
- Total interior livable area: 1,844 sqft
- Finished area above ground: 1,844
Property
Parking
- Total spaces: 1
- Parking features: Driveway, Paved
- Has uncovered spaces: Yes
Features
- Patio & porch: Porch
Lot
- Size: 7,405 Square Feet
- Features: Level, Sloped
Details
- Parcel number: 926817
- Zoning: R-3
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Stone
- Roof: Metal
Condition
- New construction: No
- Year built: 1869
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Health Club, Lake, Library, Medical Facilities, Park, Public Rec Facilities
HOA
- Has HOA: No
Location
- Region: Winsted
Financial & listing details
- Price per square foot: $100/sqft
- Tax assessed value: $109,830
- Annual tax amount: $3,204
- Date on market: 5/19/2026
Price history
| Date | Event | Price |
|---|---|---|
| 7/22/2026 | Sold | $185,000-15.9%$100/sqft |
Source:  Smart MLS #24176921 Report a problem | ||
| 7/6/2026 | Pending sale | $220,000$119/sqft |
Source: Smart MLS #24176921 Report a problem | ||
| 5/19/2026 | Listed for sale | $220,000+100%$119/sqft |
Source: Smart MLS #24176921 Report a problem | ||
| 9/28/2018 | Sold | $110,000-4.3%$60/sqft |
Source: Smart MLS #170090607 Report a problem | ||
| 8/4/2018 | Pending sale | $115,000$62/sqft |
Source: Northwest CT Realty #170090607 Report a problem | ||
| 6/1/2018 | Listed for sale | $115,000$62/sqft |
Source: Northwest CT Realty #170090607 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,204 +10.6% | $109,830 |
| 2024 | $2,898 | $109,830 |
| 2023 | $2,898 -8.5% | $109,830 +16.3% |
| 2022 | $3,167 | $94,430 |
| 2021 | $3,167 | $94,430 |
| 2020 | $3,167 | $94,430 |
| 2019 | $3,167 | $94,430 |
| 2018 | $3,167 +5.6% | $94,430 +5.6% |
| 2017 | $2,998 | $89,390 |
| 2016 | $2,998 +2.6% | $89,390 |
| 2015 | $2,923 +2.5% | $89,390 |
| 2014 | $2,852 +2.3% | $89,390 |
| 2013 | $2,789 -7% | $89,390 -24.2% |
| 2012 | $2,999 | $117,950 |
| 2011 | $2,999 | $117,950 |
| 2010 | $2,999 +3.1% | $117,950 |
| 2009 | $2,910 | $117,950 |
| 2008 | $2,910 +3.9% | $117,950 +44.3% |
| 2007 | $2,802 +2.8% | $81,760 |
| 2006 | $2,726 +1.1% | $81,760 |
| 2005 | $2,696 +9.5% | $81,760 |
| 2003 | $2,463 +0.8% | $81,760 -7.8% |
| 1995 | $2,443 | $88,650 |
Find assessor info on the county website
Neighborhood: 06098
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Nearby schools
GreatSchools rating
- 6/10Pearson Middle SchoolGrades: 2-6Distance: 0.5 mi
- NAPearson AcademyGrades: Distance: 0.5 mi
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.1 mi
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- Connecticut
- Litchfield County
- Winsted
- 06098
- 30 Upland Road
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