TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive Park-Like Landscaped Grounds. Off Street Parking for 6 Vehicles. City Water and Sewer. All Kitchen Appliance as well as Washer & Dryer remain with the property. Close Proximity to Town Center for General Shopping, Medical, Variety of Food Venues. "MOVE-IN CONDITION".
Sold for $240,000
$240,000
38 Upland Road, Winchester, CT 06098
3beds
1,736sqft
Single Family Residence
Built in 1870
0.34 Acres Lot
$257,000 Zestimate®
$138/sqft
$2,906 Estimated rent
Home value
$257,000
$244,000 - $270,000
$2,906/mo
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List your homeWhat's special
Zillow last checked: 7 hours ago
Listing updated: March 11, 2026 at 03:43pm
Listed by:
Marshall Cohen (860)307-2594,
Cohen Agency 860-618-5800,
Holly Blinkoff 860-806-8010,
Cohen Agency
Bought with:
Sharon Gilson, RES.0260949
Northwest CT Realty
Source: Smart MLS,MLS#: 24131432
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Primary bedroom
- Features: Ceiling Fan(s), Hardwood Floor
- Level: Upper
- Area: 157.5 Square Feet
- Dimensions: 14 x 11.25
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 129 Square Feet
- Dimensions: 10.75 x 12
Bedroom
- Features: Hardwood Floor
- Level: Upper
- Area: 115.2 Square Feet
- Dimensions: 9.6 x 12
Bathroom
- Level: Main
Bathroom
- Features: Tile Floor
- Level: Upper
Dining room
- Features: Wall/Wall Carpet
- Level: Main
- Area: 168 Square Feet
- Dimensions: 12 x 14
Family room
- Features: Wall/Wall Carpet
- Level: Main
- Area: 336 Square Feet
- Dimensions: 14 x 24
Kitchen
- Features: Vinyl Floor
- Level: Main
- Area: 358.6 Square Feet
- Dimensions: 16.3 x 22
Living room
- Features: Bay/Bow Window, Wall/Wall Carpet
- Level: Main
- Area: 204 Square Feet
- Dimensions: 12 x 17
Office
- Level: Upper
- Area: 63.8 Square Feet
- Dimensions: 5.5 x 11.6
Heating
- Radiator, Oil
Cooling
- None
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
- Laundry: Main Level, Mud Room
Features
- Doors: Storm Door(s)
- Basement: Full,Unfinished,Sump Pump,Storage Space,Interior Entry,Concrete
- Attic: Pull Down Stairs
- Has fireplace: No
Interior area
- Total structure area: 1,736
- Total interior livable area: 1,736 sqft
- Finished area above ground: 1,736
Property
Parking
- Total spaces: 6
- Parking features: Detached, Off Street, Garage Door Opener
- Garage spaces: 1
Accessibility
- Accessibility features: Stair Lift
Features
- Patio & porch: Enclosed, Porch
- Exterior features: Rain Gutters, Lighting
Lot
- Size: 0.34 Acres
- Features: Level, Landscaped
Details
- Parcel number: 926816
- Zoning: TG
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1870
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Green energy
- Energy efficient items: Doors
Community & neighborhood
Community
- Community features: Golf, Lake, Library, Medical Facilities, Park, Playground, Shopping/Mall, Tennis Court(s)
Location
- Region: Winsted
- Subdivision: Winsted
Price history
| Date | Event | Price |
|---|---|---|
| 3/11/2026 | Sold | $240,000-10.8%$138/sqft |
Source:  Smart MLS #24131432 Report a problem | ||
| 3/10/2026 | Pending sale | $269,000$155/sqft |
Source: Smart MLS #24131432 Report a problem | ||
| 10/28/2025 | Price change | $269,000-5.3%$155/sqft |
Source: Smart MLS #24131432 Report a problem | ||
| 10/6/2025 | Listed for sale | $284,000-5%$164/sqft |
Source: Smart MLS #24131432 Report a problem | ||
| 10/3/2025 | Listing removed | $299,000$172/sqft |
Source: Smart MLS #24103381 Report a problem | ||
| 9/19/2025 | Pending sale | $299,000$172/sqft |
Source: Smart MLS #24103381 Report a problem | ||
| 6/25/2025 | Listed for sale | $299,000$172/sqft |
Source: Smart MLS #24103381 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $3,974 +10.5% | $136,220 |
| 2024 | $3,595 | $136,220 |
| 2023 | $3,595 +9.1% | $136,220 +38.7% |
| 2022 | $3,294 | $98,210 |
| 2021 | $3,294 | $98,210 |
| 2020 | $3,294 | $98,210 |
| 2019 | $3,294 | $98,210 |
| 2018 | $3,294 +5.4% | $98,210 +5.4% |
| 2017 | $3,125 | $93,170 |
| 2016 | $3,125 +2.6% | $93,170 |
| 2015 | $3,047 +2.5% | $93,170 |
| 2014 | $2,973 +2.3% | $93,170 |
| 2013 | $2,907 -7.7% | $93,170 -24.8% |
| 2012 | $3,149 | $123,830 |
| 2011 | $3,149 | $123,830 |
| 2010 | $3,149 +3.1% | $123,830 |
| 2009 | $3,055 | $123,830 |
| 2008 | $3,055 +10.7% | $123,830 +53.8% |
| 2007 | $2,759 +2.8% | $80,500 |
| 2006 | $2,684 +1.1% | $80,500 |
| 2005 | $2,655 +9.5% | $80,500 |
| 2003 | $2,425 -5.4% | $80,500 -13.5% |
| 1995 | $2,564 | $93,020 |
Find assessor info on the county website
Neighborhood: 06098
Nearby schools
GreatSchools rating
- 6/10Pearson Middle SchoolGrades: 3-6Distance: 0.6 mi
- NAPearson AcademyGrades: Distance: 0.5 mi
- NABatcheller Early Education CenterGrades: PK-2Distance: 1.1 mi
Schools provided by the listing agent
- Elementary: Harry P. Hinsdale
- Middle: Pearson
- 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.
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- Connecticut
- Litchfield County
- Winsted
- 06098
- 38 Upland Road