644 South Brooksvale Road
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 4,700
- Acres
- 2.26
- Year Built
- 1987
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
24
41 under contract
Median List Price
$599,900
24 active listings
Median Closed Price
$560,000
253 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 17, 2026per 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
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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.