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644 South Brooksvale Road

Cheshire, Connecticut 06410

ACTIVE - NEW$1,630,000
Beds
4
Baths
4 | 1
SqFt
4,700
Acres
2.26
Year Built
1987
Matt Caiola

Matt Caiola

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3-Car Garage2 Fireplaces

About This Home

Tucked away on 2.26 beautifully landscaped acres and set well back from the road, this distinctive contemporary Colonial offers an exceptional combination of privacy, space, craftsmanship, and recreation. With more than 6,000 square feet of above-grade living space and a property that directly abuts the Cheshire Land Trust, the home enjoys a wonderfully peaceful setting surrounded by nature while offering an impressive collection of amenities inside and out. Natural light is a defining feature throughout the home, beginning with the dramatic two-story brick foyer, where soaring floor-to-ceiling windows and a pellet stove create a striking introduction. The expansive first level features radiant floor heating and tremendous versatility, with a spacious family room, private office, full bath, and an impressive 43' x 15' recreation room. Walkout access leads to a covered deck and the private grounds beyond, making this level equally well suited for entertaining, recreation, a home gym, or guest accommodations. Upstairs, the main living spaces are generous in scale yet warm and inviting. The kitchen features rich cherry cabinetry, granite countertops, stainless steel appliances, a center island, and a sun-filled breakfast area overlooking the surrounding landscape. Formal living and dining rooms provide additional entertaining space, while the vaulted Great Room with pellet stove offers a comfortable place to gather.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1987
Days on Market
0 days
Beds
4
Baths
4 full · 1 half
Living Area
4,700 sq ft
Lot Size
2.26 acres
Garage / Parking
3 garage
Property Taxes
$16,591 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

18

24 active listings

Median $ / Sq Ft

$319

24 active listings

Sale-to-List Ratio

102.3%

253 sales

How this home compares

List Price

$1.63M

vs $599,900 median

2.7× the median

Price / Sq Ft

$347

vs $319 median

8.8% above median

Days on Market

0 days

vs 18 days median

18 days fresher than median

Based on 24 active and 253 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of September 20, 2026.

Location

644 South Brooksvale Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,558

per month

  • Principal & Interest$8,632
  • Property Taxes$1,383
  • Insurance$543
  • HOA$0

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
1987
New Construction
No/Resale
Living Area
4,700 sq ft

Schools

Elementary
Norton
High
Cheshire

Interior

Heating
Hot AirRadiantOther
Heat Fuel
Oil
Cooling
Ceiling FansCentral Air
Fireplaces
2
Laundry
Main Level
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
Basement
FullHeatedGarage AccessCooledInterior AccessWalk-outLiveable Space
Interior Features
Auto Garage Door OpenerCable - AvailableCentral VacuumOpen Floor PlanSecurity System
Additional Rooms
FoyerLaundry Room

Exterior & Lot

Lot Size
2.26 acres
Zoning
R-80
Garage / Parking
3 garage spacesAttached Garage
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Construction
BrickCedar
Color
blue/grey, brick
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGuttersGarden AreaCovered DeckStone WallPatio
Lot Description
Lightly WoodedDryCleared

Listing & Financials

Property Taxes
$16,591 / Annually
Days on Market
0
MLS #
24207257
MLS Status
Active

Similar Properties

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Listed By

Brian Burke

(860) 798-3272

Coldwell Banker Realty

(860) 231-2600

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

The IDX display contains information sourced from SmartMLS, Inc. as of 9/20/2026. 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 9/20/2026 at 3:35 AM UTC.