Date
Details
Price
Change
Source
6/25/2025
Listed
$299,000
—
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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1/35
$299,000 Contingent
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Property Description
Estate Owned 3 to 4 Bedroom Colonial in Immaculate Move In Condition! Tucked away on a quiet street but within walking distance of Schools, Medical Facilities and Shopping. Special features include a huge cedar closet, Hardwood floors throughout the entire house, bay windows, 24' x 14' Family Room with Propane Gas Stove and an Oversized Full Bath The Master Bedroom features its own office. Relaxing Enclosed Porch. Park-Like Landscaped Grounds. Parking for 6 vehicles plus a free standing one car garage. Washer/Dryer included.
Full Property Details
Full Property Details for 38 Upland Rd
General
- Price: $299,000
- Taxes: (July 2025-June 2026)
- Status: Contingent
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24103381
- Updated: 7/10/2025
- Added to Site: 33 day(s) ago
Interior
- Number of Rooms: 8
- Interior Features: Cable - Available
- Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 1
- Half Bathrooms: 1
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: Primary Bedroom, 11.25 x 14, Upper
- Bedroom 1: Bedroom, 12 x 10.75, Upper
- Bedroom 2: Bedroom, 12 x 9.6, Upper
Other Rooms
- Family Room: Family Room, 24 x 14, Main
- Eat In Kitchen: Eat-In Kitchen - Vinyl Floor, 22 x 16.3, Main
- Dining Room: Dining Room, 14 x 12, Main
- Office: Office, 11.6 x 5.5, Upper
- Laundry: Main Level
Parking
- Garage: Yes
- Garage Spaces: 1
- Total Spaces: 6
- Parking: Detached Garage, Paved, Off Street Parking, Driveway
Location
- County: Litchfield
- Neighborhood: Winsted
- Driving Directions: Main Street to Spencer Street. Left on Upland Road. #8 Upland Road is on your right. GPS Friendly
School Information
- Elementary School: Harry P. Hinsdale
- High School: Gilbert
Community
- Community Name: Winsted
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Water, Radiator, Oil
- Heating Fuel: Oil
- Water Heater: Electric, 40 Gallon Tank
Utilities
- Sewer: Public Sewer Connected
- Water: Public Water Connected
Structural Information
- Architectural Style: Colonial
- Construction Status: No/Resale
- Exterior Const.: Clapboard
- Basement Desc.: Full
- Roof: Asphalt Shingle
- Attic: Yes
- Disability Access: Chair Lift
- Square Feet: 1,736
- Above Ground: 1,736 Sq. Ft.
- Year Built: 1870
Lot Features
- Lot Size (Acres): 0.34
- Driveway/Sidewalk: Private, Paved
- Zoning: Single Family TG
- Lot Description: Sloping Lot
Green Features
- Energy Features: Storm Doors
Financial Considerations
- Assessment Amount: $136,220
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 926816
Listed by Cohen Agency, Holly Blinkoff
We Value Your Privacy
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Listing agent
— 38 Upland Rd —
Holly Blinkoff
Cohen Agency
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 38 Upland Rd
School District:Winchester School District
| Rating | Name | Grades | Distance |
|---|---|---|---|
|
2 Wetmore Ave, Winsted, CT 06098 | 3-6 | 0.6 mi |
Disclaimer: School ratings provided by
GreatSchools. Ratings are on a scale of 1-10.
Learn more about GreatSchools ratings.
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 38 Upland Rd
Tax History
Tax History for 38 Upland Rd
Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,974
7%
$136,220
—
2023
$3,711
3%
$136,220
—
2023
$3,595
9%
$136,220
39%
2022
$3,294
—
$98,210
—
2021
$3,294
—
$98,210
—
2020
$3,294
—
$98,210
—
2019
$3,294
—
$98,210
—
2018
$3,294
5%
$98,210
5%
2017
$3,125
—
$93,170
—
2016
$3,125
3%
$93,170
—
2015
$3,047
2%
$93,170
—
2014
$2,973
2%
$93,170
—
2011
$2,907
—
$93,170
—
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 38 Upland Rd
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- Single Family
- Active
- Updated 18 hours ago
- 4Beds
- 1Total Bath
- 1,492Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 1,495Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 3Total Baths
- 1,945Sq. Ft.
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- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 1Total Bath
- 1,482Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,092Sq. Ft.
Listed by Kristy Paradis (860) 307-0114
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- Single Family
- Active
- Updated 3 days ago
- 4Beds
- 4Total Baths
- 2,898Sq. Ft.
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38 Upland Road, Winchester, CT 06098 (MLS# 24103381) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 38 Upland Road is currently listed for $299,000 and was received on June 11, 2025. Want to learn more about 38 Upland 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.