Last Sold Price
2 beds1,236 sqft$169/sqft
42 Upland Rd, Winchester, CT 06098

Description

This charming home includes updated kitchen and bathroom. include newer appliances cabinets and countertops. Oak hardwood floors adorn the dining room and living rooms. A sliding glass door provides access to the private large deck from the Dining room. The Bedrooms are located on the second floor along with an over sized bathroom and laundry room. The location is close to shopping, restaurants, parks and public transportation. Sold "as is". Newer roof 5 years old, Hot water heater 1 year old, Thermopane...This charming home includes updated kitchen and bathroom. include newer appliances cabinets and countertops. Oak hardwood floors adorn the dining room and living rooms. A sliding glass door provides access to the private large deck from the Dining room. The Bedrooms are located on the second floor along with an over sized bathroom and laundry room. The location is close to shopping, restaurants, parks and public transportation. Sold "as is". Newer roof 5 years old, Hot water heater 1 year old, Thermopane windows 5 years old, furnace is 8 years old. Enjoy the private patio and the fire pit along with the ornate exterior features.
LISTING CLOSED: 07/11/2024 12:00 AM

Property Details for 42 Upland Road

Status
MLS #
24012423
Days on Market
44
Taxes
$2,326 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1891
Lot Size
0.22 AC / 9,583 SF
Basement Description
Partial, Unfinished, Dirt Floor, Concrete Floor
Direct Waterfront
No
Neighborhood
Winsted
Style
Colonial
Garage Parking Info
Off Street Parking, Unpaved
Swimming Pool
No

Recent comparable sales

Median sold price

$231,000

Avg days on market

21

Sale-to-list ratio

98.1%

Winchester, CT

9 comparable properties found

$225,000 | 9 John Street, Winchester, CT 06098
1

$225,000

Sold 04/02/26

2
Bedrooms
1,172
Square Feet
0.06
Acres
$229,000 | 18 Curtice Street, Winchester, CT 06098
2

$229,000

Sold 02/09/26

2
Bedrooms
1,252
Square Feet
0.09
Acres
a front view of a house with a yard
3

$269,900

Sold 06/25/25

2
Bedrooms
1,424
Square Feet
0.51
Acres
$231,000 | 817 East Wakefield Boulevard, Winchester, CT 06098
4

$231,000

Sold 02/20/26

2
Bedrooms
1,051
Square Feet
0.62
Acres
$243,000 | 22 Curtice Street, Winchester, CT 06098
5

$243,000

Sold 11/17/25

3
Bedrooms
1,334
Square Feet
0.09
Acres
$270,000 | 325 East Wakefield Boulevard, Winchester, CT 06098
6

$270,000

Sold 03/31/25

2
Bedrooms
1,192
Square Feet
0.07
Acres
$225,000 | 130 Stanton Avenue, Winchester, CT 06098
7

$225,000

Sold 11/03/25

2
Bedrooms
768
Square Feet
0.24
Acres
$236,434 | 343 West Wakefield Boulevard, Winchester, CT 06098
8

$236,434

Sold 08/25/25

2
Bedrooms
674
Square Feet
0.28
Acres
$225,000 | 32 Charles Street, Winchester, CT 06098
9

$225,000

Sold 12/10/25

3
Bedrooms
1,044
Square Feet
0.15
Acres

Location

Sold By William Raveis Real Estate, Mike Grady; William Raveis Real Estate, Brenda Drzewiecki

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Building Information for 42 Upland Road

Stories-Year Built1891Building Size-Lot Size0.22 AC / 9,583 SF

Payment Calculator

$1,256 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,062

Property Taxes

$194

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 42 Upland Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: rt 44 to Winsted. Upland Rd on West end of town.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.92939
  • Longitude: -73.077729
  • State: Connecticut
Parking
  • Parking Total Spaces: 3
HOA and Fees
  • Home Owner's Assocation: No
  • Sewer Usage Fee Annual: $600
  • Tax Year: July 2023-June 2024
  • Property Tax: $2,326
Interior and Exterior Features
Exterior Features
  • Exterior Features: Shed, Awnings, Deck, Stone Wall
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Gas Cooktop, Gas Range, Range Hood, Refrigerator, Washer, Electric Dryer
  • Attic Description: Walk-up
  • Cooling System: None
  • Heat Type: Hot Air
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Upper Level
  • Laundry Room Location: Second Floor in Bathroom
  • Rooms Total: 5
Room 1
  • Room Entry Order: 1
  • Room Features: Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 12.0
Room 2
  • Room Entry Order: 2
  • Room Features: Sliders,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Main
  • Room Type: Dining Room
  • Room Width: 11.5
Room 3
  • Room Entry Order: 3
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Primary Bedroom
  • Room Width: 14.0
Room 4
  • Room Entry Order: 4
  • Room Length: 11.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 13.0
Room 5
  • Listing Key: 16C59E1F78F26128E0631401100AC5BA
  • Room Entry Order: 5
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 14.0
Property
Property and Assessments
  • Color: Green
  • Construction Description: Frame
  • Exterior Siding: Shake, Clapboard
  • Foundation Type: Concrete, Stone
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1891
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1236
Lot Information
  • Lot Description: Treed, Level Lot
  • Parcel Number: 926815
  • Sq Ft Est Heated Above Grade: 1236.0
  • Sq Ft Total: 1236.0
  • Zoning: TG
Utilities
  • Energy Features: Thermopane Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: 40 Gallon Tank
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Vacant

Property History for 42 Upland Road

DateEvent & SourcePriceAppreciation
Jul 11, 2024

Closed (Public Record)

Public Record #1536209651

$209,000

+2.1% / yr

Mar 29, 2007

Closed (Public Record)

Public Record #217631300

$145,000

+28.0% / yr

Jul 26, 2005

Closed (Public Record)

Public Record #164920565

$96,000
DateEvent & SourcePrice
07/11/2024

Closed (Public Record)

Public Record #1536209651

$209,000

+2.1% / yr

03/29/2007

Closed (Public Record)

Public Record #217631300

$145,000

+28.0% / yr

07/26/2005

Closed (Public Record)

Public Record #164920565

$96,000

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 42 Upland Road

Taxable ValueLand$26,810Additions$61,320Total$88,130
Tax Record2025$2,571 ($214 / month)
Home Facts
Beds2Baths1Total Finished SqFt1,236 SqFtAbove Grade Finished SqFt1,236 SqFtUnfinished Basement SqFt600 SqFtStories2Lot Size9,583 SqFtStyleSingle Family ResidenceYear Built1891Year Renovated1891ZoningR-3CountyNORTHWEST HILLSAPNWSTR M:106 B:103 L:011

Schools near 42 Upland Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - 2 to 6
Public - 2 to 6
Public - PK to 2
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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 42 Upland Road, Winchester, CT 06098
$209,000
2
1,236
9,583
4
2
1,801
4,792
2
2,480
8,712
$83,500
5
1,845
5,227
5
3
2,726
9,148
$117,500
2
2,444
17,424

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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.

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.