4 Cherrywood Circle
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2
- SqFt
- 2,043
- Acres
- 0.43
- Year Built
- 1954
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
Welcome to this delightful South End Colonial offering plenty of space, comfort, and versatility! This well-maintained home boasts a modern kitchen with granite countertops and newer stainless-steel appliances. The beautiful dining room is accented by custom paneled wainscoting, while the spacious front-to-back living room offers hardwood floors and plenty of room to gather and entertain. A bonus room on the main level provides flexible space for a home office, gym, or playroom. Upstairs, the primary bedroom offers three closets and a charming built-in window seat, along with two additional bedrooms and a full bath. The finished lower level adds approximately 360 square feet of living space, perfect for a family room, recreation area, or home gym, with additional unfinished space for storage and a workshop. The propane heating system and central air conditioning condenser were replaced in 2018. Outside, enjoy a level yard, deck, patio, and storage shed, along with the convenience of a one-car garage. With its inviting living spaces, thoughtful details, and convenient location, this home has so much to offer!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Colonial
- Year Built
- 1954
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 2,043 sq ft
- Lot Size
- 0.43 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $8,107 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
24
50 under contract
Median List Price
$712,000
24 active listings
Median Closed Price
$585,000
241 sales
Median Days on Market
29
24 active listings
Median $ / Sq Ft
$298
24 active listings
Sale-to-List Ratio
103.0%
241 sales
How this home compares
List Price
$525,000
vs $712,000 median
26.3% below median
Price / Sq Ft
$257
vs $298 median
13.8% below median
Days on Market
0 days
vs 29 days median
29 days fresher than median
Based on 24 active and 241 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of October 30, 2026.
Location
4 Cherrywood Circle, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$2,862
- Property Taxes$676
- Insurance$175
- 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
- 1954
- New Construction
- No/Resale
- Living Area
- 2,043 sq ft
- Below Grade
- 360 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Air
- Heat Fuel
- ElectricPropane
- Cooling
- Central Air
- Laundry
- Lower Level
- Laundry Location
- 2nd floor hookups in primary br closet
- Appliances
- Oven/RangeMicrowaveRefrigeratorDishwasherDisposalWasherElectric Dryer
- Basement
- FullHatchway AccessPartially Finished
- Interior Features
- Auto Garage Door Opener
Exterior & Lot
- Lot Size
- 0.43 acres
- Zoning
- R-40
- Garage / Parking
- 1 garage spaceAttached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeckPatio
- Lot Description
- Corner LotIn SubdivisionLevel Lot
Listing & Financials
- Property Taxes
- $8,107 / Annually
- Days on Market
- 0
- MLS #
- 24216017
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/30/2026. 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 10/30/2026 at 5:05 PM UTC.