155 Winchester Rd

3,770 Sq. Ft.
$167 / Sq. Ft.
3,770
Sq. Ft.
$167
per Sq. Ft.

Description

Situated on 2.6 peaceful acres, this unique property offers exceptional space and flexibility for multigenerational living, rental potential, or a private guest residence. Offering 5 bedrooms, 3 full baths, and 1 half bath. The main residence features 3 bedrooms and 2 full baths, with the primary living quarters located above the oversized garage. This spacious upper level offers an open-concept living room, kitchen with dining area, the master bedroom has a walk-in closet and private bath, two additional...Situated on 2.6 peaceful acres, this unique property offers exceptional space and flexibility for multigenerational living, rental potential, or a private guest residence. Offering 5 bedrooms, 3 full baths, and 1 half bath. The main residence features 3 bedrooms and 2 full baths, with the primary living quarters located above the oversized garage. This spacious upper level offers an open-concept living room, kitchen with dining area, the master bedroom has a walk-in closet and private bath, two additional bedrooms, a second full bath, and a private deck overlooking the peaceful surroundings. The in-law suite provides its own private living space with 2 bedrooms, 1.5 baths, spacious living room, dining room, kitchen, laundry room. Whether used for extended family, guests, or a private home office, this flexible layout offers endless possibilities. Car enthusiasts, hobbyists, and contractors will appreciate the impressive 40' x 40' heated garage, featuring radiant floor heat, a 12,000-pound two-post automotive lift, and abundant space for vehicles, equipment, or workshop projects. Additional year-round comfort is provided by a pellet stove and an energy-efficient mini-split system for supplemental heating and cooling. Minutes from the village center, hiking and biking trails, state parks, skiing, and dining.
  1. Listed by Margaret Alexson • Elyse Harney Real Estate
    P: (860)-485-3723 C: (860)-485-3723 margaretalexson@gmail.com

Property Details for 155 Winchester Road

Basement Description
Full
Direct Waterfront
No
Garages Number
6
Neighborhood
South Norfolk
Style
Cape Cod
Garage Parking Info
Attached Garage
Swimming Pool
No
LISTING UPDATED: 07/03/2026 06:48 PM

Property Details for 155 Winchester Road

StatusActive
MLS #24184788
Days on Market1
Taxes$9,070 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS TypeResidential
Year Built1972
Lot Size2.26 AC / 98,445 SF
CountyLitchfield County

Location

Listing Courtesy of Elyse Harney Real Estate, Margaret Alexson
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Building Information for 155 Winchester Road

Stories-Year Built1972Building Size-Lot Size2.26 AC / 98,445 SF

Payment Calculator

$3,890 per month

30 year fixed, 6.36% Interest

Principal and Interest

$3,134

Property Taxes

$756

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

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Property Information for 155 Winchester Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Route 272 to Winchester Road
  • Elementary School: Botelle
  • High School: Regional District 7
  • Latitude: 41.956828
  • Longitude: -73.190876
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $9,070
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Refrigerator, Electric Range
  • Attic Description: Access Via Hatch
  • Cooling System: Ceiling Fans
  • Heat Type: Baseboard
  • Attic YN: Yes
  • Fireplaces Total: 0
  • Laundry Room Info: Main Level
  • Rooms Total: 8
Room 1
  • Room Entry Order: 1
  • Room Level: Upper
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Upper
  • Room Type: Kitchen
Room 3
  • Room Entry Order: 3
  • Room Level: Main
  • Room Type: Kitchen
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 5
  • Listing Key: 547555E75B6F7B2CE063E201100ADF3E
  • Room Entry Order: 5
  • Room Level: Main
  • Room Type: Bedroom
Room 6
  • Room Entry Order: 6
  • Room Level: Upper
  • Room Type: Bedroom
Room 7
  • Room Entry Order: 7
  • Room Level: Main
  • Room Type: Bedroom
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • Fuel Tank Location: Above Ground
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1972
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor
  • In Law Apartment: Yes
  • Living Area SQFT Per Public Records: 3770
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 2197070
  • Sq Ft Est Heated Above Grade: 3770.0
  • Sq Ft Total: 3770.0
  • Zoning: RU
Utilities
  • Heat Fuel Type: Propane
  • Hot Water Description: Other, 40 Gallon Tank
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 155 Winchester Road

DateEvent & SourcePriceAppreciation
May 1, 2020

Closed (Public Record)

Public Record #668545930

$280,000

+2.4% / yr

Aug 25, 1999

Closed (Public Record)

Public Record #91906916

$170,000—
DateEvent & SourcePrice
05/01/2020

Closed (Public Record)

Public Record #668545930

$280,000

+2.4% / yr

08/25/1999

Closed (Public Record)

Public Record #91906916

$170,000

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

Public Records for 155 Winchester Road

Taxable ValueLand$46,130Additions$357,140Total$403,270
Tax Record2024$9,070 ($756 / month)
Home Facts
Beds4Baths3.5Total Finished SqFt3,770 SqFtAbove Grade Finished SqFt3,770 SqFtUnfinished Basement SqFt1,664 SqFtStories2Lot Size98,446 SqFtStyleSingle Family ResidenceYear Built1972ZoningRUCountyNORTHWEST HILLSAPNNFLK M:6-08 B:0011

Schools near 155 Winchester Road

This home is within Norfolk School District.
Rating
School
Type
Grades
Distance
Public - PK to 6
Public - 7 to 8
Public - 9 to 12
Public - 10 to 12
Rating
School
Distance
Botelle Elementary School
PublicPK to 6

Northwestern Regional Middle School
Public7 to 8

Northwestern Regional High School
Public9 to 12

Intensive Learning Program
Public10 to 12

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

155 Winchester Road is a single family home for sale in Norfolk, CT 06058. This property was listed for sale on July 3, 2026 by Elyse Harney Real Estate, it's currently listed at $629,000. It has been on the market for a total of 1 days and was last sold on May 1, 2020. This listing's school districts are Norfolk School District, Regional School District 07. Nearby schools include Botelle Elementary School, Northwestern Regional Middle School and Northwestern Regional High School. 155 Winchester Road is a 4-bed, 4-bath, 3,770 sqft single family home built in 1972.

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 Elyse Harney Real Estate, Margaret Alexson

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.