41 Chestnut Dr

Windsor, CT 06095

$274,925
Price
2
Beds
1,452 Sq. Ft.
$189 / Sq. Ft.
1,452
Sq. Ft.
$189
per Sq. Ft.
Under Contract
Under Contract
a front view of a house with garden
a front view of a house with garden
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a potted plant
wooden floor in an empty room with a window
a living room with furniture and a chandelier
a living room with furniture and a chandelier
a bathroom with a sink mirror vanity and toilet
a bathroom with a shower and toilet
a kitchen with stainless steel appliances a refrigerator a stove a chandelier and a refrigerator
a kitchen that has a table and chairs in it
a view of a dining room with furniture
a kitchen with cabinets stainless steel appliances a sink and wooden floor
a kitchen with stainless steel appliances granite countertop a stove top oven a refrigerator a sink and dishwasher with white cabinets
a view of workspace with wooden floor and windows
a living room with furniture and a rug
a bed sitting in a bedroom next to a window
a bedroom with a bed and a dresser
a bedroom with a bed and a window
a view of a kitchen with a sink and a fireplace
a view of a storage & utility room
a room with cabinets and dust bin
a living room with furniture and a large window
a bedroom with a bed and a flat screen tv
a view of stairs and deck with wooden floor
a house view with swimming pool and trees in the background

Description

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,...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.
  1. Listed by Jayson G Kemp • Five Stars Realty
    P: (860)-573-0277 C: (860)-573-0277 maria@5starsmail.com
  2. Listed by Maria Pirulli • Five Stars Realty
    P: (860)-560-1500 C: (860)-306-0010 maria@5starsmail.com

Property Details for 41 Chestnut Drive

Basement Description
Full, Partially Finished
Direct Waterfront
No
Garages Number
2
Neighborhood
N/A
Style
Cape Cod
Garage Parking Info
Attached Garage, Paved, Driveway
Swimming Pool
No
LISTING UPDATED: 01/04/2026 08:39 PM

Property Details for 41 Chestnut Drive

StatusUnder Contract
MLS #24142259
Days on Market32
Taxes$6,190 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1955
Lot Size0.55 AC / 23,958 SF
CountyHartford County

Location

Listing Courtesy of Five Stars Realty, Jayson G Kemp; Five Stars Realty, Maria Pirulli
Add your commute

Building Information for 41 Chestnut Drive

Stories-Year Built1955Building Size-Lot Size0.55 AC / 23,958 SF

Payment Calculator

$1,856 per month

30 year fixed, 6.15% Interest

Principal and Interest

$1,340

Property Taxes

$516

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 41 Chestnut Drive

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: GPS friendly
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.922222
  • Longitude: -72.70422
  • Neighborhood Amenities: Shopping/Mall, Walk to Bus Lines
  • State: Connecticut
Parking
  • Parking Total Spaces: 4
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,190
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Pull-Down Stairs
  • Cooling System: Central Air
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Info: Lower Level
  • Laundry Room Location: in basement
  • Rooms Additional: Bonus Room, Mud Room
  • Rooms Total: 6
Room 1
  • Room Entry Order: 1
  • Room Level: Main
  • Room Type: Living Room
Room 2
  • Room Entry Order: 2
  • Room Level: Main
  • Room Type: Dining Room
Room 3
  • Room Entry Order: 3
  • Room Level: Upper
  • Room Type: Primary Bedroom
Room 4
  • Room Entry Order: 4
  • Room Level: Upper
  • Room Type: Bedroom
Property
Property and Assessments
  • Color: red
  • Construction Description: Brick
  • Driveway Type: Private
  • Exterior Siding: Brick
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle, Gable
  • Year Built: 1955
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Apartment: No
  • Living Area SQFT Per Public Records: 1452
Lot Information
  • Lot Description: Level Lot
  • Parcel Number: 770616
  • Sq Ft Est Heated Above Grade: 1452.0
  • Sq Ft Total: 1452.0
  • Zoning: Per town
Utilities
  • Heat Fuel Type: Oil
  • Hot Water Description: Electric, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 41 Chestnut Drive

DateEvent & SourcePriceAppreciation
Jul 30, 2010

Closed (Public Record)

Public Record #327106394

$1—
DateEvent & SourcePrice
07/30/2010

Closed (Public Record)

Public Record #327106394

$1

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 41 Chestnut Drive

Taxable ValueLand$57,960Additions$159,600Total$217,560
Tax Record2023$6,596 ($550 / month)
Home Facts
Beds2Baths1.5Total Finished SqFt1,452 SqFtAbove Grade Finished SqFt1,452 SqFtStories2Lot Size23,958 SqFtStyleSingle Family ResidenceYear Built1955CountyHARTFORDAPNWSOR M:00007 B:00406 L:000062Fireplace TypeHas Fireplace

Schools near 41 Chestnut Drive

This home is within Windsor School District.
Rating
School
Type
Grades
Distance
Poquonock Elementary School
Public - PK to 2
Clover Street School
Public - 3 to 5
Sage Park Middle School
Public - 6 to 8
Windsor High School
Public - 9 to 12
Rating
School
Distance
Poquonock Elementary School
PublicPK to 2

Clover Street School
Public3 to 5

Sage Park Middle School
Public6 to 8

Windsor High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Five Stars Realty, Jayson G Kemp; Five Stars Realty, Maria Pirulli

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.