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155 Winchester Road

Norfolk, Connecticut 06058

ACTIVE$599,000

Reduced from $629,000

Beds
4
Baths
3 | 1
SqFt
3,770
Acres
2.26
Year Built
1972
Matt Caiola

Matt Caiola

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6-Car GaragePrice Reduced

About This Home

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.

Key Facts

City/Town
Norfolk
Neighborhood
South Norfolk
Property / Style
Single Family · Cape Cod
Year Built
1972
Days on Market
25 days
Beds
4
Baths
3 full · 1 half
Living Area
3,770 sq ft
Lot Size
2.26 acres
Garage / Parking
6 garage
Property Taxes
$9,070 / Annually

Market Snapshot

The Norfolk Market

Single Family · trailing 12 months

Median Days on Market

25

10 active listings

Median $ / Sq Ft

$256

10 active listings

Sale-to-List Ratio

96.7%

10 sales

How this home compares

List Price

$599,000

vs $792,000 median

24.4% below median

Price / Sq Ft

$159

vs $256 median

37.9% below median

Days on Market

25 days

vs 25 days median

In line with median

Based on 10 active and 10 closed sales (trailing 12 mo) of single family in Norfolk. Source: SmartMLS · As of July 28, 2026.

Location

155 Winchester Road, Norfolk, Connecticut

Property + 2 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,010

per month

  • Principal & Interest$3,054
  • Property Taxes$756
  • Insurance$200
  • HOA$0

Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.

Location

City/Town
Norfolk
Neighborhood
South Norfolk
County
Litchfield

Residence

Property Type
Single Family
Style
Cape Cod
Year Built
1972
New Construction
No/Resale
Living Area
3,770 sq ft

Schools

Elementary
Botelle
High
Regional District 7

Interior

Heating
Baseboard
Heat Fuel
Propane
Cooling
Ceiling Fans
Laundry
Main Level
Appliances
RefrigeratorElectric Range
Basement
Full
In-Law Apartment
YesFirst Floor

Exterior & Lot

Lot Size
2.26 acres
Zoning
RU
Garage / Parking
6 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Concrete
Lot Description
Level Lot

Listing & Financials

Property Taxes
$9,070 / Annually
Days on Market
25
MLS #
24184788
MLS Status
Active
Financing
FHA

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Margaret Alexson

(860) 485-3723

Elyse Harney Real Estate

(860) 435-0120

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.

Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.

Data last updated on 7/28/2026 at 4:25 AM UTC.