Map location of 41 Chestnut Drive, Windsor, CT 06095
$299,925
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41 Chestnut Drive, Windsor, CT 06095

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2 Beds
2 Baths
1,452 Sq Ft

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.

Listing By: Jayson Kemp - Five Stars Realty ctsmart Realty.com
  • MLS# 24142195
  • Date Listed11/25/2025
  • Days on Realty 5 Days
  • Bedrooms 2
  • Bathrooms 2 Full baths
  • Lot Size 0.55 acres (23,958 sq. ft)
  • Sewer Septic Tank
  • Property Type Single Family
  • County Hartford
  • Year Built 1955
  • Water Well
  • Square Feet 1,452 sq. ft
  • Price Per Sq. Ft $206.56

Interior Features

  • Appliances Dishwasher, Dryer, Electric Range, Refrigerator, Washer, Electric Water Heater
  • Cooling Central Air
  • Heating Oil, Hot Water

Exterior / Lot Features

  • Roof Asphalt
  • Lot Size Acres 0.55
  • Lot Size SQFT 23,958.00
  • Lot Features Level

Directions

GPS friendly

Financial Considerations

  • Tax Amount $6,190
  • Terms Cash, Conventional, FHA, VA Loan

Nearby Schools

Source: School Digger

Allgrove School

Public • PK - 2 • Serves this home

2.62 mi

Distance

Poquonock Elementary School

Public • PK - 2

2.87 mi

Distance

Greater Hartford Academy Of The Arts Elementary Magnet

Public • PK - 5

4.19 mi

Distance

North Street School

Public • PK - 2

4.41 mi

Distance

Oliver Ellsworth School

Public • PK - 2

6.39 mi

Distance

A. Ward Spaulding School

Public • PK - 2

6.87 mi

Distance

East Granby Middle School

Public • 6 - 8 • Serves this home

2.07 mi

Distance

South Elementary School

Public • 3 - 5

4.79 mi

Distance

R. Dudley Seymour School

Public • 3 - 5

4.96 mi

Distance

Academy Of Aerospace And Engineering Middle And High School

Public • 6 - 12

5.18 mi

Distance

Metropolitan Learning Center

Public • 6 - 12

5.58 mi

Distance

Global Experience Magnet School

Public • 6 - 12 • Serves this home

5.58 mi

Distance

Windsor Locks Middle School

Public • 6 - 8

5.59 mi

Distance

Suffield Middle School

Public • 6 - 8

6.66 mi

Distance

Mcalister Intermediate School

Public • 3 - 5

6.66 mi

Distance

Granby Memorial Middle School

Public • 6 - 8

7.43 mi

Distance

East Granby High School

Public • 9 - 12 • Serves this home

2.07 mi

Distance

Windsor Locks High School

Public • 9 - 12

4.05 mi

Distance

Pine Meadow Academy

Public • 9 - 12

5.59 mi

Distance

Suffield High School

Public • 9 - 12

5.88 mi

Distance

East Windsor High School

Public • 9 - 12

7.37 mi

Distance

Granby Memorial High School

Public • 9 - 12

8.08 mi

Distance

Praise Power & Prayer Christian School

Private • KG - 12

7.1 mi

Distance

Madina Academy

Private • PK - 12

7.62 mi

Distance

Westminster School

Private • 09 - 12

7.84 mi

Distance

Suffield Academy

Private • 09 - 12

7.9 mi

Distance

The Loomis Chaffee School

Private • 09 - 12

8.68 mi

Distance

Sales & Tax History

Source: Public Records

Population & Environment

Source: Sperling's Best Places

Walkability in CT / 06095

Source: Walkscore

7/100

Car-Dependent

Walk Score ®

23/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 9/100, Transit Score: 0/100, Bike Score: 22/100.

Points of Interest near 41 Chestnut Drive, Windsor, CT 06095

Frequently Asked Questions for 41 Chestnut Drive

Source: Realty.com

41 Chestnut Drive, Windsor, CT 06095 is a Single Family 1,452 sq. ft. home listed for sale. Realty.com has 27 photos available of this 2 bed, 2 bath house, listed at $299,925. View sales and tax history, use our mortgage calculator and more on Realty.com

Realty.com has 27 photos of 41 Chestnut Drive.

Our records indicate that 41 Chestnut Drive was built in 1955.

The full address for this home is 41 Chestnut Drive, Windsor, CT 06095.

41 Chestnut Drive has been listed on Realty.com since Tue November 25, 2025

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 9/100, Transit Score: 0/100, Bike Score: 22/100.

There are 3 schools assigned to this home. Check out the schools near 41 Chestnut Drive. Allgrove School (Grades: PK - 2), East Granby Middle School (Grades: 6 - 8), East Granby High School (Grades: 9 - 12)

Listing provided courtesy of: Five Stars Realty (tel: 8605601500)
Listing agent: Jayson G. Kemp (#845663)

This content last refreshed on 2025-11-30 20:44:17. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

Export listing data of 41 Chestnut Drive, Windsor, CT 06095 : MLS# 24142195

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