30 Upland Road, Winchester, CT 06098 - Photo 1

1/1

$185,000

Sold
Closed
Single Family
4 Beds
2 Full Baths
1,844 Sq. Ft.

1/1

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

Sold For: $185,000
Taxes: (July 2025-June 2026)
Status: Closed
Type: Single Family
Source: SMARTMLS
MLS ID: 24176921
Added to Site: 97 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
Sold by William Raveis Real Estate, Gabriela Pesantez

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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

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NMLS#: 1598647

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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

Date

Details

Price

Change

Source

7/22/2026

Sold

$185,000

-15.91%

MLS

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.

117 Greenwoods Rd E, Norfolk, CT 06058 - Photo 1

Just Listed

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Single Family
Active
Updated 4 days ago

4
Beds
1
Total Bath
2,236
Sq. Ft.

Listed by Wynne Lord (860) 833-3896

58 Maple Ave, Norfolk, CT 06058 - Photo 1

Just Listed

$625,000

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Single Family
Active
Updated 4 days ago

4
Beds
3
Total Baths
2,653
Sq. Ft.

Listed by Betsy Little Real Estate LLC

81 Evergreen Xing, New Hartford, CT 06057 - Photo 1

Just Listed

$799,900

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Single Family
Active
Updated 2 days ago

5
Beds
4
Total Baths
3,599
Sq. Ft.

Listed by Odalys Bekanich (860) 965-3652

302 Gillette Rd, New Hartford, CT 06057 - Photo 1

Just Listed

$154,925

302 Gillette Rd New Hartford, CT 06057

Land Residential
Active
Updated 3 days ago

2.4
Acres

Listed by Five Stars Realty

44 Pine Rd, Colebrook, CT 06021 - Photo 1

Price Reduced

-$20,000 (-2.72%)

$715,000

44 Pine Rd Colebrook, CT 06021

Single Family
Active
Updated 5 days ago

4
Beds
3
Total Baths
3,158
Sq. Ft.

Listed by Cohen Agency SiM, LLC

1318 Litchfield Turnpike, New Hartford, CT 06057 - Photo 1

Price Reduced

-$20,000 (-3.4%)

$569,000

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Multi-Family
Active
Updated 5 days ago

5
Total Beds

Listed by Turning Point Realty, LLC

65 Burwell Rd, New Hartford, CT 06057 - Photo 1

Price Reduced

-$15,000 (-4.11%)

$350,000

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Single Family
Active
Updated 6 days ago

2
Beds
2
Total Baths
1,396
Sq. Ft.

Listed by Better Living Realty, LLC

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Price Reduced

-$100 (-0.05%)

$218,900

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Townhouse
Active
Updated 5 days ago

2
Beds
2
Total Baths
1,612
Sq. Ft.

Listed by Mustafa Muaremi (860) 877-4682

107 Birdsall St, Winchester, CT 06098 - Photo 1

Sold

$210,000

107 Birdsall St Winchester, CT 06098

Single Family
Closed

4
Beds
2
Total Baths
1,874
Sq. Ft.

Listed by Dave Jones Realty, LLC
Sold by Hunter Real Estate, LLC

21 Riveredge Dr, Winchester, CT 06098 - Photo 1

Sold

$160,000

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Townhouse
Closed

2
Beds
2
Total Baths
992
Sq. Ft.

Listed by Northwest CT Realty
Sold by Century 21 AllPoints Realty

111 Torringford St, Winchester, CT 06098 - Photo 1

Sold

$205,000

111 Torringford St #7 Winchester, CT 06098

Townhouse
Closed

2
Beds
2
Total Baths
1,156
Sq. Ft.

Listed by Country Manor Realty
Sold by Northwest CT Realty

Sold

$204,000

111 Torringford St #33 Winchester, CT 06098

Townhouse
Closed

2
Beds
2
Total Baths
1,102
Sq. Ft.

Listed by Smith & DeGroat Real Estate
Sold by William Raveis Real Estate

30 Upland Road, Winchester, CT 06098 (MLS# 24176921) is a Single Family property that was sold at $185,000 on July 22, 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.

30 Upland Rd Winchester, CT 06098