38 Upland Rd

Winchester, CT 06098

$269,000
Price
3
Beds
1,736 Sq. Ft.
$155 / Sq. Ft.
1,736
Sq. Ft.
$155
per Sq. Ft.

Description

TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive Park-Like Landscaped Grounds. Off Street Parking for 6 Vehicles. City Water and Sewer. All Kitchen Appliance...TO SETTLE ESTATE: Available for Immediate Occupancy is this Immaculate 3 to 4 Bedroom Colonial tucked away on a quiet street. Features Hardwood Floors throughout the house, 24' x 14' Family Room with Propane Gas Stove, Country Kitchen. Primary Bedroom with it's own office area. Oversized Full Bath. 3-Season 21' x 8' Enclosed Porch. 26' x 10' Concrete Patio. Detached One Car Garage. Attractive Park-Like Landscaped Grounds. Off Street Parking for 6 Vehicles. City Water and Sewer. All Kitchen Appliance as well as Washer & Dryer remain with the property. Close Proximity to Town Center for General Shopping, Medical, Variety of Food Venues. "move-in condition".
  1. Listed by Marshall Cohen • Cohen Agency
    P: (860)-307-2594 C: (860)-307-2594 mcohenre@optonline.net
  2. Listed by Holly J Blinkoff • Cohen Agency
    P: (860)-618-5800 C: (860)-806-8010 hollyblinkoff@hotmail.com

Property Details for 38 Upland Road

Basement Description
Full, Unfinished, Sump Pump, Storage, Interior Access, Concrete Floor, Full With Hatchway
Direct Waterfront
No
Garages Number
1
Neighborhood
Winsted
Style
Colonial
Garage Parking Info
Detached Garage, Off Street Parking
Swimming Pool
No
LISTING UPDATED: 12/23/2025 09:36 PM

Property Details for 38 Upland Road

StatusActive
MLS #24131432
Days on Market80
Taxes$3,974 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1870
Lot Size0.34 AC / 14,810 SF
CountyLitchfield County

Location

Listing Courtesy of Cohen Agency, Marshall Cohen; Cohen Agency, Holly J Blinkoff
Add your commute

Building Information for 38 Upland Road

Stories-Year Built1870Building Size-Lot Size0.34 AC / 14,810 SF

Payment Calculator

$1,660 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,329

Property Taxes

$331

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 38 Upland Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Main Street to Spencer Street. Left on Upland Road. Address #38 is on the Right. GPS Friendly.
  • Elementary School: Harry P. Hinsdale
  • High School: Gilbert
  • Latitude: 41.929232
  • Longitude: -73.077494
  • Middle Jr High School: Pearson
  • Neighborhood Amenities: Golf Course, Lake, Library, Medical Facilities, Park, Playground/Tot Lot, Shopping/Mall, Tennis Courts
  • State: Connecticut
Parking
  • Parking Total Spaces: 6
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $3,974
Interior and Exterior Features
Exterior Features
  • Exterior Features: Porch-Enclosed, Porch, Gutters, Lighting
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: None
  • Heat Type: Radiator
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Interior Features: Auto Garage Door Opener, Cable - Available
  • Laundry Room Info: Main Level
  • Laundry Room Location: Off of Kitchen
  • Rooms Additional: Laundry Room, Mud Room
  • Rooms Total: 7
Room 1
  • Room Entry Order: 1
  • Room Features: Vinyl Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 16.3
Room 2
  • Room Entry Order: 10
  • Room Features: Tile Floor
  • Room Level: Upper
  • Room Type: Full Bath
Room 3
  • Room Entry Order: 2
  • Room Features: Wall/Wall Carpet
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 12.0
Room 4
  • Room Entry Order: 3
  • Room Features: Bay/Bow Window,Wall/Wall Carpet
  • Room Length: 17.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.0
Room 5
  • Listing Key: 405B2FA93B0B3488E0631A01100AEF5E
  • Room Entry Order: 4
  • Room Features: Wall/Wall Carpet
  • Room Length: 24.0
  • Room Level: Main
  • Room Type: Family Room
  • Room Width: 14.0
Room 6
  • Room Entry Order: 5
  • Room Features: Ceiling Fan,Hardwood Floor
  • Room Length: 11.25
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 7
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 10.75
Room 8
  • Room Entry Order: 7
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 9.6
Room 9
  • Listing Key: 405B2FA93B0B3488E0631A01100AEF5E
  • Room Entry Order: 8
  • Room Length: 11.6
  • Room Level: Upper
  • Room Type: Office
  • Room Width: 5.5
Room 10
  • Room Entry Order: 9
  • Room Level: Main
  • Room Type: Half Bath
Property
Property and Assessments
  • Color: White
  • Construction Description: Frame
  • Exterior Siding: Clapboard
  • Foundation Type: Stone
  • Fuel Tank Location: In Basement
  • Handicap Features: Chair Lift
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1870
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Sq Ft Description: Assessor's Field Card
Lot Information
  • Lot Description: Level Lot, Professionally Landscaped
  • Parcel Number: 926816
  • Sq Ft Est Heated Above Grade: 1736.0
  • Sq Ft Total: 1736.0
  • Zoning: TG
Utilities
  • Energy Features: Storm Doors
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, 40 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Vacant

Public Records for 38 Upland Road

Taxable ValueLand$28,140Additions$108,080Total$136,220
Tax Record2024$3,974 ($331 / month)
Home Facts
Beds3Baths1.5Total Finished SqFt1,736 SqFtAbove Grade Finished SqFt1,736 SqFtStories2Lot Size14,810 SqFtStyleSingle Family ResidenceYear Built1870ZoningR-3CountyLITCHFIELDAPNWSTR M:106 B:103 L:012

Schools near 38 Upland Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Pearson Middle School
Public - 3 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
Public3 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.

Similar Homes

Similar Sold Homes

Explore Nearby Homes

More information about 38 Upland Road, Winchester, CT 06098

38 Upland Road is a single family home for sale in Winchester, CT 06098. This property was listed for sale on October 4, 2025 by Cohen Agency, it's currently listed at $269,000. This listing's school district is Winchester School District. Nearby schools include Pearson Middle School, Bridges School 2 and Mary P. Hinsdale School. 38 Upland Road is a 3-bed, 2-bath, 1,736 sqft single family home built in 1870.

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 makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Cohen Agency, Marshall Cohen; Cohen Agency, Holly J Blinkoff

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.