1430 South Main Street
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 1,932
- Acres
- 0.46
- Year Built
- 1993
- Neighborhood
- Cook Hill
- 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
More than 30 years of care, a brand-new roof, and a backyard ready for your next gathering-this classic Cheshire Colonial is ready to welcome you home. Lovingly maintained by its original owners, this 3 bedroom, 2-1/2 bath home sits on 0.46 acres and offers 1,632 square feet plus a partially finished lower level. Hardwood floors bring warmth and character, while a comfortable layout offers space to come together and spread out. Formal living and dining rooms set the scene for holidays and special occasions, the eat-in kitchen welcomes everyday meals, and the family room with a fireplace is an inviting place to settle in at the end of the day. A convenient half bath completes the main level. Upstairs, the primary bedroom features its own full bath, with two additional bedrooms and a second full bath rounding out the floor. The partially finished lower level offers flexible space for movie nights, a home office, workouts, or hobbies, along with generous storage. Take your morning coffee out to the deck, gather friends for a summer dinner, or spend an afternoon tending the garden. Overlooking the backyard, the deck extends your living space outdoors, while a storage shed keeps tools and seasonal essentials close at hand. An attached two-car garage, low-maintenance vinyl siding, public water, septic, and oil-fired hot-water heat add everyday practicality. A new roof in 2026 and a boiler replaced in 2017 are valuable updates.
Key Facts
- City/Town
- Cheshire
- Neighborhood
- Cook Hill
- Property / Style
- Single Family · Colonial
- Year Built
- 1993
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 1,932 sq ft
- Lot Size
- 0.46 acres
- Garage / Parking
- 2 garage · 2 total
- Property Taxes
- $7,863 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
21
46 under contract
Median List Price
$675,000
21 active listings
Median Closed Price
$585,000
241 sales
Median Days on Market
32
21 active listings
Median $ / Sq Ft
$297
21 active listings
Sale-to-List Ratio
103.0%
241 sales
How this home compares
List Price
$524,900
vs $675,000 median
22.2% below median
Price / Sq Ft
$272
vs $297 median
8.4% below median
Days on Market
0 days
vs 32 days median
32 days fresher than median
Based on 21 active and 241 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of November 3, 2026.
Location
1430 South Main Street, 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$655
- 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
- Cook Hill
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1993
- New Construction
- No/Resale
- Living Area
- 1,932 sq ft
- Below Grade
- 300 sq ft
Schools
- Elementary
- Norton
- High
- Cheshire
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansSplit SystemWhole House Fan
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- in Half Bath
- Appliances
- Electric RangeMicrowaveRange HoodRefrigeratorDishwasherDisposal
- Basement
- FullPartially Finished
- In-Law Apartment
- No
- Interior Features
- Auto Garage Door OpenerCable - Available
Exterior & Lot
- Lot Size
- 0.46 acres
- Zoning
- R-20
- Garage / Parking
- 2 garage spaces2 total parking spacesAttached GaragePavedDrivewayPrivateShared
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $7,863 / Annually
- Days on Market
- 0
- MLS #
- 24216659
- MLS Status
- Coming Soon
Similar Properties
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Co-Listed By
Katie Smith
Berkshire Hathaway NE Prop.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 11/3/2026. 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 11/3/2026 at 5:30 PM UTC.