Last Sold Price
1 bed576 sqft$349/sqft
108 W Rd, Winchester, CT 06098

Description

Charming, historic home in Winchester Center with modern updates and the convenience of single level living! Once an old schoolhouse built in 1800, this adorable home has been transformed into quite the cozy abode. This home offers a lovely new enclosed porch with wood-plank walls and ceiling, as well as hardwood floors throughout the home, and a sunny living room with a distinctive, high arching ceiling. Kitchen has been nicely updated with granite counters, tile backsplash and stainless steel appliances....Charming, historic home in Winchester Center with modern updates and the convenience of single level living! Once an old schoolhouse built in 1800, this adorable home has been transformed into quite the cozy abode. This home offers a lovely new enclosed porch with wood-plank walls and ceiling, as well as hardwood floors throughout the home, and a sunny living room with a distinctive, high arching ceiling. Kitchen has been nicely updated with granite counters, tile backsplash and stainless steel appliances. The bedroom has a private, full bath and stairs leading to a great loft space with skylight for overnight guests or a convenient home office. An additional loft space is also available for use or storage. New well and septic recently installed and new double insulated stainless steel oil tank! Crushed stone driveway has also been recently redone. Home feels like a quiet, country retreat with nature's surroundings in this private backyard with perennials, fence and wooded borders. Store your lawn and garden equipment in the 24x14 shed. Minutes from Lake Winchester, Highland Lake and Crystal Lake for more ways to enjoy the outdoors close by! Tour this adorable home today!
LISTING CLOSED: 10/04/2022 12:00 AM

  1. Listed by Jonathan Hastings • KW Legacy Partners
    P: (860) 874-9482 C: (860) 874-9482 jonathanhastings@livian.com
  2. Listed by Sandra A Terenzi • KW Legacy Partners
    P: (860) 761-3780 C: (860) 305-7896 sandieterenzi@gmail.com

Property Details for 108 W Road

Status
MLS #
170515495
Days on Market
5
Taxes
$2,533 / year
HOA Fees
-
Condo/Co-op Fees
-
Property Type
MLS Type
Residential
Year Built
1800
Lot Size
0.32 AC / 13,939 SF
Basement Description
Crawl Space
Direct Waterfront
No
Garages Number
0
Neighborhood
Winchester Center
Style
Ranch
Garage Parking Info
Driveway
Swimming Pool
No

Recent comparable sales

Median sold price

$231,000

Avg days on market

19

Sale-to-list ratio

97.1%

Winchester, CT

9 comparable properties found

$261,000 | 115 Laurel Way, Winchester, CT 06098
1

$261,000

Sold 10/17/25

1
Bedrooms
604
Square Feet
0.52
Acres
$250,000 | 233 Grantville Road, Winchester, CT 06098
2

$250,000

Sold 08/22/25

1
Bedrooms
1,168
Square Feet
1.95
Acres
$236,434 | 343 West Wakefield Boulevard, Winchester, CT 06098
3

$236,434

Sold 08/25/25

2
Bedrooms
674
Square Feet
0.28
Acres
$179,000 | 209 Mason Avenue, Winchester, ID 83555
4

$179,000

Sold 08/07/26

1
Bedrooms
1
Bathrooms
636
Square Feet
0.16
Acres
5

$198,000

Sold 12/16/25

1
Bedrooms
1
Bathrooms
508
Square Feet
3.99
Acres
$219,000 | 537 Hillman Drive, Winchester, VA 22601
1/21
6

$219,000

Sold 08/29/25

1
Bedrooms
496
Square Feet
0.03
Acres
$231,000 | 817 East Wakefield Boulevard, Winchester, CT 06098
7

$231,000

Sold 02/20/26

2
Bedrooms
1,051
Square Feet
0.62
Acres
a house view with a garden space
1/30
8

$265,551

Sold 03/09/26

1
Bedrooms
660
Square Feet
1.4
Acres
a front view of a house
1/17
9

$130,000

Sold 02/17/26

1
Bedrooms
585
Square Feet
0.04
Acres

Location

Listing Courtesy of KW Legacy Partners, Jonathan Hastings; KW Legacy Partners, Sandra A Terenzi

Sold By KW Legacy Partners, Michael Price

Add your commute

Building Information for 108 W Road

Stories-Year Built1800Building Size-Lot Size0.32 AC / 13,939 SF

Payment Calculator

$1,233 per month

30 year fixed, 6.55% Interest

Principal and Interest

$1,022

Property Taxes

$211

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 108 W Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Newfield Rd to West Rd.
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.902527
  • Longitude: -73.1407
  • Neighborhood Amenities: Lake, Park, Playground/Tot Lot
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Special Association Assessment: No
  • Property Tax: $2,533
Virtual Tour
  • Virtual Tour: No
Interior and Exterior Features
Exterior Features
  • Exterior Features: Gutters, Porch-Enclosed, Shed
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Range Hood, Refrigerator, Washer, Dryer
  • Cooling System: Ceiling Fans, Window Unit
  • Heat Type: Baseboard
  • Attic YN: No
  • Fireplaces Total: 0
  • Room Count: 5
  • Rooms Total: 4
Room 1
  • Room Entry Order: 1
  • Room Features: Granite Counters,Hardwood Floor
  • Room Level: Main
  • Room Type: Kitchen
Room 2
  • Room Entry Order: 2
  • Room Features: 9 ft+ Ceilings,Ceiling Fan,Hardwood Floor
  • Room Level: Main
  • Room Type: Living Room
Room 3
  • Room Entry Order: 3
  • Room Features: Full Bath,Hardwood Floor
  • Room Level: Main
  • Room Type: Bedroom
Room 4
  • Room Entry Order: 4
  • Room Features: Hardwood Floor,Skylight,Vaulted Ceiling
  • Room Level: Upper
  • Room Type: Loft
Room 5
  • Room Entry Order: 5
  • Room Level: Upper
  • Room Type: Other
Property
Property and Assessments
  • Construction Description: Frame
  • Driveway Type: Crushed Stone
  • Exterior Siding: Wood
  • Foundation Type: Stone
  • Fuel Tank Location: Above Ground
  • Gross SQFT Per Public Records: 1279
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1800
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 576
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 925394
  • Sq Ft Est Heated Above Grade: 576.0
  • Sq Ft Total: 576.0
  • Zoning: RU-3
Utilities
  • Energy Features: Storm Doors, Storm Windows
  • Heat Fuel Type: Oil
  • Hot Water Description: Oil
  • Sewage System: Septic
  • Water Source: Private Well

Property History for 108 W Road

DateEvent & SourcePriceAppreciation
Oct 3, 2022

Closed (Public Record)

Public Record #1498970983

$201,000

+5.9% / yr

Oct 17, 2011

Closed (Public Record)

Public Record #318322880

$107,000

+0.5% / yr

Aug 3, 2004

Closed (Public Record)

Public Record #153501638

$103,000
DateEvent & SourcePrice
10/03/2022

Closed (Public Record)

Public Record #1498970983

$201,000

+5.9% / yr

10/17/2011

Closed (Public Record)

Public Record #318322880

$107,000

+0.5% / yr

08/03/2004

Closed (Public Record)

Public Record #153501638

$103,000

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

Public Records for 108 W Road

Taxable ValueLand$42,140Additions$54,390Total$96,530
Tax Record2025$2,816 ($235 / month)
Home Facts
Beds1Baths1Total Finished SqFt630 SqFtAbove Grade Finished SqFt630 SqFtUnfinished Basement SqFt576 SqFtStories1Lot Size13,939 SqFtStyleSingle Family ResidenceYear Built1800Year Renovated1800ZoningRU-3CountyNORTHWEST HILLSAPNWSTR M:036 B:156 L:010

Schools near 108 W Road

This home is within Winchester School District.
Rating
School
Type
Grades
Distance
Public - 2 to 6
Public - 1 to 4
Public - PK to 2
Public - PK to 2
Rating
School
Distance
Pearson Middle School
Public2 to 6

Able School
Public1 to 4

Batcheller Early Education Center
PublicPK to 2

Mary P. Hinsdale School
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: 108 W Road, Winchester, CT 06098
$201,000
1
576
13,939
$92,000
3
1.5
1,871
156,380
2
1
1,323
87,120
351,094
3
1
1,544
126,324
$125,000
2
2,208
92,347

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.

Listing Courtesy of KW Legacy Partners, Jonathan Hastings; KW Legacy Partners, Sandra A Terenzi

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.