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273 Winthrop Drive

Cheshire, Connecticut 06410

ACTIVE - NEW$454,900
Beds
3
Baths
2
SqFt
1,357
Acres
0.46
Year Built
1967
Matt Caiola

Matt Caiola

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Pool2-Car Garage1 Fireplace

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,193

per 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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Listed By

Tanya Uhelsky

(203) 317-9698

Century 21 AllPoints Realty

(860) 621-8378

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.