273 Winthrop Drive
Cheshire, Connecticut 06410
- Beds
- 3
- Baths
- 2
- SqFt
- 1,357
- Acres
- 0.46
- Year Built
- 1967
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Welcome to this inviting three-bedroom, two full bath ranch offering comfortable one level living in a desirable neighborhood. With just over 1300 sq ft plus a finished basement it provides plenty of space for everyday living. This home features beautifully refinished floors throughout adding warmth and character. A generous size living room with a wood stove to provide warmth for those cold days ahead! Cheshire Mixville park is just steps away. Close to Rt10, Rt 84, shopping and so much more!
Key Facts
- City/Town
- Cheshire
- Neighborhood
- N/A
- Property / Style
- Single Family · Ranch
- Year Built
- 1967
- Days on Market
- 0 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,357 sq ft
- Lot Size
- 0.46 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $7,345 / Annually
Market Snapshot
The Cheshire Market
Single Family · trailing 12 months
Active Listings
31
36 under contract
Median List Price
$599,000
31 active listings
Median Closed Price
$572,500
254 sales
Median Days on Market
19
31 active listings
Median $ / Sq Ft
$278
31 active listings
Sale-to-List Ratio
102.4%
254 sales
How this home compares
List Price
$454,900
vs $599,000 median
24.1% below median
Price / Sq Ft
$335
vs $278 median
20.5% above median
Days on Market
0 days
vs 19 days median
19 days fresher than median
Based on 31 active and 254 closed sales (trailing 12 mo) of single family in Cheshire. Source: SmartMLS · As of October 1, 2026.
Location
273 Winthrop Drive, Cheshire, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$2,429
- Property Taxes$612
- Insurance$152
- 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
- Ranch
- Year Built
- 1967
- New Construction
- No/Resale
- Living Area
- 1,357 sq ft
Schools
- Elementary
- Doolittle
- Middle
- Per Board of Ed
- High
- Cheshire
Interior
- Heating
- Hot Water
- Heat Fuel
- Oil
- Cooling
- Central Air
- Fireplaces
- 1
- Appliances
- Electric CooktopCook TopMicrowaveRefrigeratorWasherElectric Dryer
- Basement
- FullFully Finished
- In-Law Apartment
- No
Exterior & Lot
- Lot Size
- 0.46 acres
- Zoning
- R-20
- Garage / Parking
- 2 garage spaces6 total parking spacesUnder House GaragePavedDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer In Street
- Flood Zone
- No
- Pool
- Above Ground Pool
- Construction
- Vinyl Siding
- Color
- tan brick
- Roof
- Shingle
- Foundation
- Concrete
- Exterior Features
- DeckGutters
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $7,345 / Annually
- Days on Market
- 0
- MLS #
- 24210901
- MLS Status
- Active
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 10/1/2026. 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 10/1/2026 at 5:10 PM UTC.