644 South Brooksvale Road
Cheshire, Connecticut 06410
Reduced from $1,740,000
- Beds
- 4
- Baths
- 4 | 1
- SqFt
- 6,361
- Acres
- 2.26
- Year Built
- 1987
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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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
Active Listings
20
58 under contract
Median List Price
$642,000
20 active listings
Median Closed Price
$555,000
239 sales
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
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per 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
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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 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.