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30 Upland Road, Winchester, CT 06098

Single Family For Sale

$220,000
$119/sqft
30 Upland Road, Winchester, CT
Active
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4
Bedrooms
2
Bathrooms
1,844
Sq Ft
0.17
Acres
1869
Year Built

About This Home

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**

Listed by Jeffrey Liskin (860) 601-0991 with Northwest CT Realty (860) 379-7245

Listing Snapshot

Price $220,000 Days on Our Site 28 days
Property Tax $3,204/yr Style Colonial
Year Built 1869 Total Sq Ft 1,844
Lot Size 0.17 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 8 Half Baths 0

Key Features

Appliances
  • Oven/Range
  • Refrigerator
  • Washer
  • Dryer
Outdoor
  • Porch
Nearby
  • Health Club
  • Lake
  • Library
  • Medical Facilities
  • Park
  • Public Rec Facilities

Structure & Parking

Construction Frame
Roof Metal
Garage Type Driveway

Systems & Utilities

Heat Hot Air
Fuel Oil
Cooling None
Hot Water Electric, Upright Tank, 40 Gallon Tank
Water Public Water Connected
Sewer Public Sewer Connected

Schools

Elem Per Board of Ed
High Per Board of Ed

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $267/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 19, 2026 Listed $220,000

Frequently Asked Questions

How much does 30 Upland Road in Winchester, CT cost?
This property is listed at $220,000, which works out to $119 per square foot.
How many bedrooms does 30 Upland Road have?
This home has 4 bedrooms and 2 bathrooms.
What is the square footage of 30 Upland Road?
The home is 1,844 square feet, situated on 0.17 acres.
When was 30 Upland Road in Winchester built?
This property was built in 1869.
Is 30 Upland Road, Winchester, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 30 Upland Road, Winchester in?
This home is served by the Winchester public school system, with Per Board of Ed as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 30 Upland Road, Winchester, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Jeffrey Liskin · (860) 601-0991

Northwest CT Realty · (860) 379-7245

MLS# 24176921 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 5, 2026 7:05 PM UTC