Date
Details
Price
Change
Source
5/19/2026
Listed
$220,000
—
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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1/25
$220,000 Just Listed
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1/25
Property Description
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**
Full Property Details
Full Property Details for 30 Upland Rd
General
- Price: $220,000
- Taxes: (July 2025-June 2026)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24176921
- Updated: 5/20/2026
- Added to Site: 1 day(s) ago
Interior
- Number of Rooms: 8
- Rooms/Areas: Bonus Room
- Appliances: Oven/Range, Refrigerator, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
- Primary Bedroom: Primary Bedroom - Full Bath, 13 x 12, Upper
- Bedroom 1: Bedroom, 12 x 10, Main
- Bedroom 2: Bedroom, 12 x 12, Upper
- Bedroom 3: Bedroom, 12 x 12, Upper
Other Rooms
- Living Room: Living Room, 12 x 12, Main
- Kitchen: Kitchen - Pantry, 13 x 12, Main
- Dining Room: Dining Room, 12 x 12, Main
- Laundry: Main Level
Exterior
- Exterior Features: Porch
- Color: White
Parking
- Total Spaces: 1
- Parking: Driveway
Location
- County: Litchfield
- Driving Directions: Route 44 Main Street to Upland Rd
School Information
- Elementary School: Per Board of Ed
- High School: Per Board of Ed
Heating & Cooling
- Cooling Type: None
- Heating Type: Hot Air, Oil
- Heating Fuel: Oil
- Water Heater: Electric, Upright Tank, 40 Gallon Tank
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, Unfinished
- Roof: Metal
- Attic: Yes
- Square Feet: 1,844
- Above Ground: 1,844 Sq. Ft.
- Year Built: 1869
Lot Features
- Lot Size (Acres): 0.17
- Driveway/Sidewalk: Paved
- Zoning: R-3
- Lot Description: Level Lot, Sloping Lot
Financial Considerations
- Annual Sewer Fee: $600
- Assessment Amount: $109,830
- Sewer Assmt: Metered
- Tax Year: July 2025-June 2026
Disclosures and Reports
- Property ID: 926817
Listed by Northwest CT Realty, Jeffrey Liskin and Northwest CT Realty, David Sartirana
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agents
— 30 Upland Rd —
Jeffrey Liskin
Northwest CT Realty
David Sartirana
Northwest CT Realty
Agent Contact: (860) 601-0991 Office Contact: (860) 379-7245
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 30 Upland Rd
School District:Winchester School District
| Name | Grades | Distance |
|---|---|---|
Pearson Middle School 2 Wetmore Avenue, Winsted, CT 06098 | 3-6 | 0.5 mi |
Batcheller Early Education Center 201 Pratt Street, Winsted, CT 06098 | PK-2 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 30 Upland Rd
Tax History
Tax History for 30 Upland Rd
Year
Property Taxes
Change
Tax Assessment
Change
2025
$3,204
7%
$109,830
—
2023
$2,992
3%
$109,830
—
2023
$2,898
-8%
$109,830
16%
2022
$3,167
—
$94,430
—
2021
$3,167
—
$94,430
—
2020
$3,167
—
$94,430
—
2019
$3,167
—
$94,430
—
2018
$3,167
6%
$94,430
6%
2017
$2,998
—
$89,390
—
2016
$2,998
3%
$89,390
—
2015
$2,923
2%
$89,390
—
2014
$2,852
2%
$89,390
—
2011
$2,789
—
$89,390
—
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 30 Upland Rd
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- Single Family
- Active
- Updated 7 days ago
- 2Beds
- 1Total Bath
- 672Sq. Ft.
- Single Family
- Active
- Updated 1 day ago
- 2Beds
- 2Total Baths
- 962Sq. Ft.
![[Address not provided], Winchester, CT 06098 - Photo 1](https://m1.cbhomes.com/p/229/24169258/5C6EB13Ba1e647E/s23cc.webp)
- Single Family
- Active
- Updated 1 day ago
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- 3Total Baths
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- Single Family
- Active
- Updated 13 hours ago
- 4Beds
- 3Total Baths
- 2,422Sq. Ft.
- Single Family
- Active
- Updated 6 hours ago
- 3Beds
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- Active
- Updated 1 hour ago
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- Single Family
- Active
- Updated 1 day ago
- 4Beds
- 2Total Baths
- 1,969Sq. Ft.
- Single Family
- Active
- Updated 2 days ago
- 5Beds
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- Updated 1 day ago
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- 2Total Baths
- 1,144Sq. Ft.
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- Single Family
- Closed
- 2Beds
- 2Total Baths
- 1,252Sq. Ft.
Listed by Northwest CT Realty
Sold by Lisa Prinz
Sold by Lisa Prinz
30 Upland Road, Winchester, CT 06098 (MLS# 24176921) is a Single Family property with 4 bedrooms and 2 full bathrooms. 30 Upland Road is currently listed for $220,000 and was received on May 19, 2026. Want to learn more about 30 Upland Road? Do you have questions about finding other Single Family real estate for sale in Winchester? You can browse all Winchester real estate or contact a Coldwell Banker agent to request more information.