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21 Berkshire Court

Cheshire, Connecticut 06410

ACTIVE - NEW$725,000
Beds
4
Baths
2 | 1
SqFt
2,873
Acres
0.59
Year Built
1986
Matt Caiola

Matt Caiola

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2-Car Garage1 Fireplace

About This Home

Welcome to 21 Berkshire Court, a beautifully updated 4-bedroom, 2.5-bath Colonial offering 2,373 square feet of living space plus approximately 500 additional square feet in the beautifully finished lower level. Set on a manicured .59-acre lot, this impressive home features thoughtfully designed renovations, wonderful living spaces, and exceptional curb appeal. The heart of the home is the gorgeous expanded kitchen featuring a breakfast bar, abundant cabinetry, and custom built-ins, all opening seamlessly to the inviting family room with additional custom built-ins and French doors leading to the large deck. Just off the kitchen is a highly functional laundry area with additional cabinetry and a convenient coffee bar, along with access to the half bath and attached two-car garage. A formal dining room, spacious living room, and beautiful entryway complete the main level, which features hardwood flooring throughout. Upstairs, the primary suite offers a walk-in closet and beautifully appointed full bath with double sinks and a walk-in shower. Three additional bedrooms and a second full bath complete the upper level. The beautifully finished lower-level rec room is perfect for entertaining, a home gym, playroom, media room, or home office, while still offering plenty of storage. Outside, enjoy the beautifully manicured yard and large deck overlooking the private backyard. Conveniently located close to the center of town with easy access to parks, restaurants & shopping!!

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1986
Days on Market
0 days
Beds
4
Baths
2 full · 1 half
Living Area
2,873 sq ft
Lot Size
0.59 acres
Garage / Parking
2 garage · 6 total
Property Taxes
$10,857 / Annually
HOA Fee
$350 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

19

31 active listings

Median $ / Sq Ft

$278

31 active listings

Sale-to-List Ratio

102.4%

254 sales

How this home compares

List Price

$725,000

vs $599,000 median

21.0% above median

Price / Sq Ft

$252

vs $278 median

9.4% below median

Days on Market

0 days

vs 19 days median

19 days fresher than median

Based on 31 active and 254 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of October 1, 2026.

Location

21 Berkshire Court, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,046

per month

  • Principal & Interest$3,870
  • Property Taxes$905
  • Insurance$242
  • HOA$29

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

Location

City/Town
Cheshire
Neighborhood
N/A
County
New Haven

Residence

Property Type
Single Family
Style
Colonial
Year Built
1986
New Construction
No/Resale
Living Area
2,873 sq ft
Below Grade
500 sq ft

Schools

Elementary
Highland
High
Cheshire

Interior

Heating
Hot Air
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
1
Laundry
Main Level
Laundry Location
Off of Kitchen
Appliances
Gas RangeMicrowaveRefrigeratorDishwasherWasherDryer
Basement
FullHeatedSump PumpFully FinishedCooledFull With Walk-Out
Interior Features
Auto Garage Door OpenerCable - Available
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
0.59 acres
Zoning
R-40
Garage / Parking
2 garage spaces6 total parking spacesAttached GaragePavedDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Construction
Wood
Color
Blue
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
DeckGutters
Lot Description
Borders Open SpaceLevel LotOn Cul-De-Sac

HOA / Association

Fee
$350 / Annually

Listing & Financials

Property Taxes
$10,857 / Annually
Days on Market
0
MLS #
24210753
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Sally Bowman

(203) 687-8026

Berkshire Hathaway NE Prop.

(203) 272-2828

Co-Listed By

Katie Smith

Berkshire Hathaway NE Prop.

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

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. 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 10/1/2026 at 5:05 PM UTC.