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644 South Brooksvale Road

Cheshire, Connecticut 06410

ACTIVE$1,711,500

Reduced from $1,740,000

Beds
4
Baths
4 | 1
SqFt
6,361
Acres
2.26
Year Built
1987
Matt Caiola

Matt Caiola

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MCMATT CAIOLALUXURY PROPERTIES
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3-Car Garage2 FireplacesPrice Reduced

About This Home

Lovely contemporary Colonial set on 2.26 acres offers over 6,000 square feet of above-grade living space w/ a versatile multi-level layout. Step into the dramatic two-story brick foyer featuring floor-to-ceiling windows, & radiant floor heating throughout the 1st floor. This level offers outstanding add'l living space w/ a comfortable family room, 43' x 15' rec room, private office, full BA, & walkout access to the covered lower deck. Whether you're looking for a home gym, guest retreat, or simply extra space to spread out, you have endless possibilities! The main living level features a large kitchen w/granite countertops, center island, quality appliances, & sunny breakfast nook with lots of windows overlooking the peaceful landscape. Dining room, living room, & vaulted Great Room w/ pellet stove provide inviting spaces for everyday living & entertaining. Upper deck is conveniently accessible from the breakfast nook or great room. The primary suite features radiant floor heating, en-suite BA, double closets, & walk-in closet. 1/2 BA w/ laundry completes this level. Upstairs you'll find 3 generously sized BRs, including one w/ its own private BA, plus an additional full BA. Backing directly to Cheshire Land Trust, this property offers exceptional privacy, a putting green, pickleball court, & peaceful views from nearly every room. Whether enjoying your morning coffee on the deck or relaxing indoors, the natural setting has a sense of tranquility that's hard to find.

Key Facts

City/Town
Cheshire
Neighborhood
N/A
Property / Style
Single Family · Colonial
Year Built
1987
Days on Market
16 days
Beds
4
Baths
4 full · 1 half
Living Area
6,361 sq ft
Lot Size
2.26 acres
Garage / Parking
3 garage · 6 total
Property Taxes
$15,734 / Annually

Market Snapshot

The Cheshire Market

Single Family · trailing 12 months

Median Days on Market

31

20 active listings

Median $ / Sq Ft

$271

20 active listings

Sale-to-List Ratio

101.6%

239 sales

How this home compares

List Price

$1.71M

vs $642,000 median

2.7× the median

Price / Sq Ft

$269

vs $271 median

In line with median

Days on Market

16 days

vs 31 days median

15 days fresher than median

Based on 20 active and 239 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of July 29, 2026.

Location

644 South Brooksvale Road, Cheshire, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$10,608

per month

  • Principal & Interest$8,726
  • Property Taxes$1,311
  • Insurance$571
  • 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
6,361 sq ft

Schools

Elementary
Norton
High
Cheshire

Interior

Heating
Hot AirRadiantOther
Heat Fuel
OilOther
Cooling
Ceiling FansCentral Air
Fireplaces
2
Laundry
Upper Level
Appliances
Gas RangeWall OvenMicrowaveRange HoodRefrigeratorFreezerDishwasherWasherDryer
Basement
FullHeatedGarage AccessCooledInterior AccessLiveable SpaceFull With Walk-Out
In-Law Apartment
PossibleLower Level
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 spaces6 total parking spacesAttached GaragePavedDrivewayPrivateSharedPaved
Waterfront Details
Not Applicable
Water Source
Private Well
Sewer
Septic
Flood Zone
No
Construction
BrickCedar
Roof
Asphalt Shingle
Foundation
Concrete
Exterior Features
ShedDeckGuttersGarden AreaCovered DeckPatio
Lot Description
Lightly WoodedDryCleared

Listing & Financials

Property Taxes
$15,734 / Annually
Days on Market
16
MLS #
24190982
MLS Status
Active

Similar Properties

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

Listed By

Jennifer Bundock

(203) 632-7201

Coldwell Banker Realty

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

The IDX display contains information sourced from SmartMLS, Inc. as of 7/29/2026. 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 7/29/2026 at 10:10 AM UTC.