Seller's Agent in 2026
Jayson Kemp
Five Stars Realty
(860) 306-0010
2 in this area
123 Total Sales
41 Chestnut Dr Windsor, CT 06095
West Windsor NeighborhoodEstimated Value: $250,000 - $301,707
2
Beds
2
Baths
1,452
Sq Ft
$184/Sq Ft
Est. Value
Highlights
- Cape Cod Architecture
- Attic
- Bonus Room
- Poquonock Elementary School Rated A
- 1 Fireplace
- Mud Room
About This Home
As of February 2026Welcome 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.
Last Agent to Sell the Property
Five Stars Realty Brokerage Phone: (860) 573-0277 License #RES.0821174 Listed on: 11/26/2025
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $6,190
Year Built
- Built in 1955
Lot Details
- 23,958 Sq Ft Lot
- Level Lot
- Property is zoned Per town
Home Design
- Cape Cod Architecture
- Brick Exterior Construction
- Concrete Foundation
- Asphalt Shingled Roof
- Masonry Siding
Interior Spaces
- 1,452 Sq Ft Home
- 1 Fireplace
- Mud Room
- Bonus Room
- Partially Finished Basement
- Basement Fills Entire Space Under The House
- Pull Down Stairs to Attic
Kitchen
- Electric Range
- Dishwasher
Bedrooms and Bathrooms
- 2 Bedrooms
- 2 Full Bathrooms
Laundry
- Laundry on lower level
- Dryer
- Washer
Parking
- 2 Car Garage
- Private Driveway
Location
- Property is near shops and bus stop
Utilities
- Central Air
- Hot Water Heating System
- Heating System Uses Oil
- Private Company Owned Well
- Hot Water Circulator
- Electric Water Heater
- Fuel Tank Located in Basement
Listing and Financial Details
- Assessor Parcel Number 770616
Ownership History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
Date
Name
Owned For
Owner Type
Purchase Details
Listed on
Nov 26, 2025
Closed on
Feb 12, 2026
Sold by
Bought by
Seller's Agent
Jayson Kemp
Five Stars Realty
Buyer's Agent
Elvis Methoxha
Country Manor Realty
List Price
$299,925
Sold Price
$250,000
Premium/Discount to List
-$49,925
-16.65%
Views
2696
Current Estimated Value
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$16,927
Avg. Annual Appreciation
20.58%
Original Mortgage
$204,000
Outstanding Balance
$203,604
Interest Rate
6.15%
Mortgage Type
New Conventional
Estimated Equity
$63,323
Purchase Details
Closed on
Nov 1, 2021
Sold by
Bought by
Purchase Details
Closed on
Jul 30, 2010
Sold by
Bought by
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Home Values in the Area
Average Home Value in this Area
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Buyer | Sale Price | Title Company |
|---|---|---|---|
| $255,000 | -- | ||
| -- | None Available | ||
| -- | -- |
Source: Public Records
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Borrower | Loan Amount |
|---|---|---|---|
| Open | $204,000 | ||
| Previous Owner | $20,000 | ||
| Previous Owner | $150,000 |
Source: Public Records
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft |
|---|---|---|---|---|
| 02/13/2026 02/13/26 | Sold | $250,000 | -9.1% | $172 / Sq Ft |
| 01/04/2026 01/04/26 | Pending | -- | -- | -- |
| 12/30/2025 12/30/25 | Price Changed | $274,925 | -8.3% | $189 / Sq Ft |
| 12/30/2025 12/30/25 | For Sale | $299,925 | 0.0% | $207 / Sq Ft |
| 12/23/2025 12/23/25 | Pending | -- | -- | -- |
| 12/15/2025 12/15/25 | Price Changed | $299,925 | -4.8% | $207 / Sq Ft |
| 11/26/2025 11/26/25 | For Sale | $314,925 | 0.0% | $217 / Sq Ft |
| 10/07/2016 10/07/16 | Rented | $1,300 | 0.0% | -- |
| 10/07/2016 10/07/16 | Under Contract | -- | -- | -- |
| 10/07/2016 10/07/16 | For Rent | $1,300 | -- | -- |
Source: SmartMLS
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $6,190 | $217,560 | $57,960 | $159,600 |
| 2024 | $6,596 | $217,560 | $57,960 | $159,600 |
| 2023 | $4,356 | $129,640 | $40,600 | $89,040 |
| 2022 | $4,313 | $129,640 | $40,600 | $89,040 |
| 2021 | $4,313 | $129,640 | $40,600 | $89,040 |
| 2020 | $4,292 | $129,640 | $40,600 | $89,040 |
| 2019 | $4,198 | $129,640 | $40,600 | $89,040 |
| 2018 | $4,194 | $127,260 | $40,600 | $86,660 |
| 2017 | $4,130 | $127,260 | $40,600 | $86,660 |
| 2016 | $4,011 | $127,260 | $40,600 | $86,660 |
| 2015 | $3,935 | $127,260 | $40,600 | $86,660 |
| 2014 | $3,807 | $124,950 | $40,600 | $84,350 |
Source: Public Records
Agents Affiliated with this Home
-
Jayson Kemp
-
Maria Pirulli
Seller Co-Listing Agent in 2026
Maria Pirulli
Five Stars Realty
(860) 306-0010
2 in this area
86 Total Sales
-
Elvis Methoxha
Buyer's Agent in 2026
Elvis Methoxha
Country Manor Realty
(860) 302-8187
1 in this area
13 Total Sales
-
Catherine Thompson
Seller's Agent in 2016
Catherine Thompson
William Raveis/First Town RE
(860) 796-1861
6 in this area
70 Total Sales
Map
Source: SmartMLS
MLS Number: 24142259
APN: WIND-000007-000406-000062
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