30 Upland Rd

Winchester, CT 06098

$220,000
Price
4
Beds
1,844 Sq. Ft.
$119 / Sq. Ft.
1,844
Sq. Ft.
$119
per Sq. Ft.
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Under Contract - Continue To Show
Under Contract - Continue To Show
Hallway 1st Floor
1st Flr Bedroom
1st Flr Bedroom
Primary Bedroom
Primary Bedroom Bathroom
Bonus Room/Nursery
Hallway to Sun Room & Walk up Attic
Sun Room 2nd Floor

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...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
  1. Listed by Jeffrey Liskin • Northwest CT Realty
    P: (860)-601-0991 C: (860)-601-0991 jliskinrealty@gmail.com
  2. Listed by David Sartirana • Northwest CT Realty
    P: (860)-379-7245 C: (860)-806-0225 dsart3@hotmail.com

Property Details for 30 Upland Road

Basement Description
Full, Unfinished
Direct Waterfront
No
Garages Number
0
Neighborhood
N/A
Style
Colonial
Garage Parking Info
Driveway
Swimming Pool
No
LISTING UPDATED: 05/29/2026 08:29 PM

Property Details for 30 Upland Road

StatusUnder Contract - Continue To Show
MLS #24176921
Days on Market10
Taxes$3,204 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1869
Lot Size0.17 AC / 7,405 SF
CountyLitchfield County
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Location

Listing Courtesy of Northwest CT Realty, Jeffrey Liskin; Northwest CT Realty, David Sartirana
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Building Information for 30 Upland Road

Stories-Year Built1869Building Size-Lot Size0.17 AC / 7,405 SF

Payment Calculator

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$1,363 per month

30 year fixed, 6.36% Interest

Principal and Interest

$1,096

Property Taxes

$267

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 30 Upland Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 44 Main Street to Upland Rd
  • Elementary School: Per Board of Ed
  • Flood Zone: No
  • High School: Per Board of Ed
  • Latitude: 41.929155
  • Longitude: -73.077069
  • Neighborhood Amenities: Health Club, Lake, Library, Medical Facilities, Park, Public Rec Facilities
  • State: Connecticut
Parking
  • Parking Total Spaces: 1
HOA and Fees
  • Home Owner's Assocation: No
  • Sewer Usage Fee Annual: $600
  • Tax Year: July 2025-June 2026
  • Property Tax: $3,204
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Refrigerator, Washer, Dryer
  • Attic Description: Unfinished, Walk-up
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Laundry Room Location: Hallway
  • Rooms Additional: Bonus Room
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.0
Room 2
  • Room Entry Order: 2
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 3
  • Room Entry Order: 3
  • Room Features: Pantry
  • Room Length: 13.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 12.0
Room 4
  • Room Entry Order: 4
  • Room Features: Full Bath
  • Room Length: 13.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 12.0
Room 5
  • Listing Key: 52320CE0BA098607E063E201100A2D34
  • Room Entry Order: 5
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 6
  • Room Entry Order: 6
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 12.0
Room 7
  • Room Entry Order: 7
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Bedroom
  • Room Width: 10.0
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Driveway Type: Paved
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Metal
  • Year Built: 1869
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1844
Lot Information
  • Lot Description: Level Lot, Sloping Lot
  • Parcel Number: 926817
  • Sq Ft Est Heated Above Grade: 1844.0
  • Sq Ft Total: 1844.0
  • Zoning: R-3
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Upright Tank, 40 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Public Sewer Connected
  • Sewer Assess Description: Metered
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Owner

Public Records for 30 Upland Road

Taxable ValueLand$25,480Additions$84,350Total$109,830
Tax Record2024$3,204 ($267 / month)
Home Facts
Beds4Baths2Total Finished SqFt1,844 SqFtAbove Grade Finished SqFt1,844 SqFtStories2Lot Size7,405 SqFtStyleSingle Family ResidenceYear Built1869ZoningR-3CountyNORTHWEST HILLSAPNWSTR M:106 B:103 L:013

Schools near 30 Upland Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Pearson Middle School
Public - 2 to 6
Bridges School 2
Public - 2 to 6
Mary P. Hinsdale School
Public - PK to 2
Batcheller Early Education Center
Public - PK to 2
Rating
School
Distance
Pearson Middle School
Public2 to 6

Bridges School 2
Public2 to 6

Mary P. Hinsdale School
PublicPK to 2

Batcheller Early Education Center
PublicPK to 2

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Northwest CT Realty, Jeffrey Liskin; Northwest CT Realty, David Sartirana

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.