296 Winthrop Drive Cheshire, CT $ 799,999
296 Winthrop Drive
$ 799,999
Recently Listed
Open House 12/27 12pm - 2pm
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296 Winthrop Drive

Cheshire, CT, 06410
$ 799,999
Bedrooms7 Baths3.0 Sq 4,225

Monthly Estimate*

$ 4,991

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Single Family Home for sale in Cheshire, CT

for $799,999 with 7 bedrooms and 3 full baths. This 4,225 square foot home was built in 1969 on a lot size of 0.89.

Welcome to your dream home! This completely renovated single-family residence blends modern luxury with classic charm in one of Cheshire's most desirable neighborhoods - everything is new, stylish, and ready for you to enjoy. This light-filled residence features 4-bedrooms and 4-baths which has been beautifully renovated with high-end finishes and a bright open layout. Step into a brand-new living room designed for comfort and style with new flooring, fresh neutral paint and modern recessed lighting. New open-concept kitchen and dining room with modern finishes, ideal for entertaining. The family room shines with a custom fireplace, build-in TV. Upstairs Primary bedroom suite with a brand-new en-suite bathroom, offering spa-like comfort and privacy. Two spacious additional bedrooms upstairs with generous closet space and natural light. The home includes a two-car attached garage and a long private driveway, offering plenty of parking.

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Open House

12/27/2025 12:00 PM - 2:00 PM
296 Winthrop Drive Cheshire, CT
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

$ 799,999

Bedrooms

7

Full Bath

3

Property Type

Single Family

Taxes

$ 10,074

Style

Lot Size

0.89

Year Built

1969

Town/City

Cheshire

MLS | Web ID

24145612

Features
General
Zoning R-20
Neighborhood Mixville
County New Haven
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.89
Directions GPS
High School Cheshire
City Cheshire
Elementary School Doolittle
Sq Ft Total 4225
DOM 1
Year Built 1969
Style Colonial
Year Built Source Public Records
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Interior
Cooling System None
Total Rooms 10
Basement Description Full Full With Hatchway
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Exterior
Water Source Public Water Connected
Lot Description Corner Lot Level Lot
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* Excluded Features
List By
Arta Sevrani

Listing Agent

Coldwell Banker Realty

Broker

artananaj@gmail.com

Email

Affordability Calculator

$5,830
Per Month
86%
14%
0%
Monthly Principal & Interest
$4,991
Monthly Property Taxes
$840
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
900809 Elementary School
1232875 Middle School
Cheshire High School High School
Pricing History
DatePricePrice ChangeDescription
12/23/2025$799,999 Listed Price

Map


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296 Winthrop Drive, Cheshire, CT, 06410 is a Single Family Home for sale at $799,999 with 4,225 sqft and a lot size of 0.89. 296 Winthrop Drive has 7 bedrooms, 3.0 baths, and was built in 1969. The property's zip code is 06410 which is in Cheshire, CT