595 Tamarack Road
Cheshire, Connecticut 06410
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 3,149
- Acres
- 2.08
- Year Built
- 1988
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Set on over two acres in one of Cheshire's most desirable neighborhoods, 595 Tamarack Road offers classic New England charm with plenty of space both inside and out. This four-bedroom Colonial has been owned and cared for by the original owners and features a generous primary suite, additional flexible space, and approximately 1,220 square feet of partially finished basement space. The main level offers comfortable living areas with room to gather, work, and entertain, while the large lot provides plenty of room to enjoy the outdoors. The natural setting gives the property a quiet, comfortable feel while still being close to Cheshire Center, Wallingford, local shops, restaurants, parks, trails, and nearby orchards and farms. A well-maintained home in a sought-after Cheshire location with the space, character, and setting that make it easy to call home.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1988
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 3,149 sq ft
- Lot Size
- 2.08 acres
- Garage / Parking
- 3 garage
- Property Taxes
- $15,175 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
19
46 under contract
Median List Price
$675,000
19 active listings
Median Closed Price
$557,500
246 sales
Median Days on Market
43
19 active listings
Median $ / Sq Ft
$282
19 active listings
Sale-to-List Ratio
101.7%
246 sales
How this home compares
List Price
$845,000
vs $675,000 median
25.2% above median
Price / Sq Ft
$268
vs $282 median
In line with median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 19 active and 246 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of August 25, 2026.
Location
595 Tamarack Road, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$4,340
- Property Taxes$1,265
- Insurance$282
- 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
- 1988
- New Construction
- No/Resale
- Living Area
- 3,149 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Laundry
- Main Level
- Appliances
- Electric CooktopWall OvenRefrigeratorDishwasherWasherDryer
- Basement
- Full
Exterior & Lot
- Lot Size
- 2.08 acres
- Zoning
- R-80
- Garage / Parking
- 3 garage spacesAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Septic
- Construction
- Clapboard
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Some WetlandsLevel Lot
Listing & Financials
- Property Taxes
- $15,175 / Annually
- Days on Market
- 0
- MLS #
- 24199333
- MLS Status
- Coming Soon
Similar Properties
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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 8/25/2026. 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 8/25/2026 at 5:10 PM UTC.