41 Chestnut Drive Windsor, CT $ 314,925
41 Chestnut Drive
$ 314,925
Recently Listed
Share Save

41 Chestnut Drive

Windsor, CT, 06095
$ 314,925
Bedrooms2 Baths2.0 Sq 1,452

Monthly Estimate*

$ 1,965

41 Chestnut Drive, Windsor, CT 06095 - Image 1
41 Chestnut Drive, Windsor, CT 06095 - Image 2
41 Chestnut Drive, Windsor, CT 06095 - Image 3
41 Chestnut Drive, Windsor, CT 06095 - Image 4
41 Chestnut Drive, Windsor, CT 06095 - Image 5
41 Chestnut Drive, Windsor, CT 06095 - Image 6
41 Chestnut Drive, Windsor, CT 06095 - Image 7
41 Chestnut Drive, Windsor, CT 06095 - Image 8
41 Chestnut Drive, Windsor, CT 06095 - Image 9
41 Chestnut Drive, Windsor, CT 06095 - Image 10
41 Chestnut Drive, Windsor, CT 06095 - Image 11
41 Chestnut Drive, Windsor, CT 06095 - Image 12
41 Chestnut Drive, Windsor, CT 06095 - Image 13
41 Chestnut Drive, Windsor, CT 06095 - Image 14
41 Chestnut Drive, Windsor, CT 06095 - Image 15
41 Chestnut Drive, Windsor, CT 06095 - Image 16
41 Chestnut Drive, Windsor, CT 06095 - Image 17
41 Chestnut Drive, Windsor, CT 06095 - Image 18
41 Chestnut Drive, Windsor, CT 06095 - Image 19
41 Chestnut Drive, Windsor, CT 06095 - Image 20
41 Chestnut Drive, Windsor, CT 06095 - Image 21
41 Chestnut Drive, Windsor, CT 06095 - Image 22
41 Chestnut Drive, Windsor, CT 06095 - Image 23
41 Chestnut Drive, Windsor, CT 06095 - Image 24
41 Chestnut Drive, Windsor, CT 06095 - Image 25
41 Chestnut Drive, Windsor, CT 06095 - Image 26
41 Chestnut Drive, Windsor, CT 06095 - Image 27

Single Family Home for sale in Windsor, CT

for $314,925 with 2 bedrooms and 2 full baths. This 1,452 square foot home was built in 1955 on a lot size of 0.55.

Welcome to 41 Chestnut Drive, a charming and well-maintained Cape Cod style home nestled in a quiet Windsor neighborhood, perfect for those seeking comfort, convenience, and classic New England character. This bright and inviting residence has 2 spacious bedrooms with an extra room for either a den or an office, 2 full baths with one being totally renovated, with a flexible floor plan that blends functionality and warmth. A spacious kitchen with ample cabinetry flows easily into the dining area, making meal preparation and gatherings seamless. Hardwood floors add timeless appeal, while thoughtful updates ensure modern comfort. Upstairs bedrooms provide privacy and flexibility for family, guests, or a home office. The home sits on a generous, level 0.55-acre lot with a beautifully landscaped yard-ideal for outdoor activities, gardening, or relaxing on warm afternoons. A private driveway and garage offer plenty of parking and storage. Located just minutes from Windsor Center, schools, shopping, dining, and major highways, this property combines suburban tranquility with easy access to Hartford, Bradley International Airport, and all that the Connecticut River Valley has to offer. Whether you are a first-time owner, downsizing, or simply seeking a welcoming place , 41 Chestnut Drive is a wonderful opportunity to make your next move in Windsor.

See more

Single Family Active

Price

$ 314,925

Bedrooms

2

Full Bath

2

Property Type

Single Family

Taxes

$ 6,190

Style

Lot Size

0.55

Year Built

1955

Town/City

Windsor

MLS | Web ID

24142259

Features
General
Zoning Per town
Neighborhood N/A
County Hartford
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Active
Acres 0.55
Directions GPS friendly
High School Per Board of Ed
City Windsor
Elementary School Per Board of Ed
Sq Ft Total 1452
DOM 0
Year Built 1955
Style Cape Cod
Year Built Source Public Records
See more
Interior
Cooling System Central Air
Total Rooms 6
Basement Description Full Partially Finished
See more
Exterior
Water Source Private Well
Lot Description Level Lot
See more
* Excluded Features
List By
Jayson Kemp

Listing Agent

Five Stars Realty

Broker

maria@5starsmail.com

Email

Affordability Calculator

$2,481
Per Month
79%
21%
0%
Monthly Principal & Interest
$1,965
Monthly Property Taxes
$516
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.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
11/26/2025$314,925 Listed Price

Map


See all

41 Chestnut Drive, Windsor, CT, 06095 is a Single Family Home for sale at $314,925 with 1,452 sqft and a lot size of 0.55. 41 Chestnut Drive has 2 bedrooms, 2.0 baths, and was built in 1955. The property's zip code is 06095 which is in Windsor, CT