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Sold for $250,000
  • $250,000

    41 Chestnut Drive, Windsor, CT 06095

    2beds
    1,452sqft
    Single Family Residence
    Built in 1955
    0.55 Acres Lot
    $262,600 Zestimate®
    $172/sqft
    $2,510 Estimated rent

    Home value

    $262,600

    $242,000 - $286,000

    $2,510/mo

    Zestimate® history
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    What's special

    Bright and inviting residence
    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.

    Zillow last checked:

    Listing updated:

    Listed by:

    Jayson G. Kemp (860)573-0277,

    Five Stars Realty 860-560-1500,

    Maria Pirulli 860-306-0010,

    Five Stars Realty

    Bought with:

    Elvis Methoxha, RES.0794991

    Country Manor Realty

    Source: Smart MLS,MLS#: 24142259MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 2
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Level: Upper
    Bedroom
    • Level: Upper
    Dining room
    • Level: Main
    Living room
    • Level: Main
    Heating
    • Hot Water, Oil
    Cooling
    • Central Air
    Appliances
    • Included: Electric Range, Refrigerator, Dishwasher, Washer, Dryer, Electric Water Heater, Water Heater
    • Laundry: Lower Level, Mud Room
    Features
    • Basement: Full,Partially Finished
    • Attic: Pull Down Stairs
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 1,452
    • Total interior livable area: 1,452 sqft
    • Finished area above ground: 1,452

    Property

    Parking
    • Total spaces: 4
    • Parking features: Attached, Paved, Driveway, Private
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Lot
    • Size: 0.55 Acres
    • Features: Level
    Details
    • Parcel number: 770616
    • Zoning: Per town

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Cape Cod
    • Property subtype: Single Family Residence
    Materials
    • Brick
    • Foundation: Concrete Perimeter
    • Roof: Asphalt,Gable
    Condition
    • New construction: No
    • Year built: 1955

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Community
    • Community features: Shopping/Mall, Near Public Transport
    Location
    • Region: Windsor

    Price history

    DateEventPrice
    2/13/2026Sold$250,000-9.1%$172/sqft
    Source: Smart MLS #24142259 Report a problem
    1/4/2026Pending sale$274,925$189/sqft
    Source: Smart MLS #24142259 Report a problem
    12/30/2025Price change$274,925-8.3%$189/sqft
    Source: Smart MLS #24142259 Report a problem
    12/23/2025Pending sale$299,925$207/sqft
    Source: Smart MLS #24142259 Report a problem
    12/15/2025Price change$299,925-4.8%$207/sqft
    Source: Smart MLS #24142259 Report a problem
    11/26/2025Listed for sale$314,925$217/sqft
    Source: Smart MLS #24142259 Report a problem
    11/25/2025Listing removed$314,925$217/sqft
    Source: Smart MLS #24139222 Report a problem
    11/10/2025Listed for sale$314,925-4.5%$217/sqft
    Source: Smart MLS #24139222 Report a problem
    11/10/2025Listing removed$329,925$227/sqft
    Source: Smart MLS #24128819 Report a problem
    10/11/2025Listed for sale$329,925-5.7%$227/sqft
    Source: Smart MLS #24128819 Report a problem
    8/22/2025Listing removed--
    Source: Owner Report a problem
    8/4/2025Listed for sale$350,000+12.9%$241/sqft
    Source: Owner Report a problem
    5/13/2024Listing removed$310,000$213/sqft
    Source: William Raveis Real Estate, Mortgage & Insurance #24013619 Report a problem
    4/30/2024Price change$310,000-5.8%$213/sqft
    Source: Smart MLS #24013619 Report a problem
    4/28/2024Listed for sale$329,000+43.7%$227/sqft
    Source: Smart MLS #24013619 Report a problem
    3/28/2021Listing removed--
    Source: Smart MLS #170382338 Report a problem
    3/21/2021Listed for sale$229,000-0.4%$158/sqft
    Source: Smart MLS #170382338 Report a problem
    10/1/2012Listing removed$229,900$158/sqft
    Source: CT Hometown Realty LLC #G601556 Report a problem
    8/25/2011Listed for sale$229,900$158/sqft
    Source: CT Hometown Realty llc. #G601556 Report a problem

    Public tax history

    YearProperty taxesTax assessment
    2025$6,190 -6.2%$217,560
    2024$6,596 +51.4%$217,560 +67.8%
    2023$4,356 +1%$129,640
    2022$4,313 $129,640
    2021$4,313 +0.5%$129,640
    2020$4,292 +2.2%$129,640
    2019$4,198 +0.1%$129,640 +1.9%
    2018$4,194 +1.5%$127,260
    2017$4,130 +3%$127,260
    2016$4,011 +1.9%$127,260
    2015$3,935 +3.4%$127,260 +1.8%
    2014$3,807 +0.8%$124,950 -9.6%
    2013$3,778 +3.8%$138,250 +6.1%
    2012$3,641 -0.3%$130,270
    2011$3,651 +7.2%$130,270 +8.5%
    2010$3,406 -7.7%$120,022 -7.9%
    2009$3,692 +11.3%$130,270 +15.1%
    2008$3,316 $113,190
    2007$3,316 $113,190
    2006$3,316 +2%$113,190
    2005$3,252 -0.3%$113,190
    2004$3,263 +13.8%$113,190 +32.5%
    2003$2,867 +7.6%$85,400
    2001$2,664 +5%$85,400
    2000$2,536 -25.3%$85,400 -45.6%
    1996$3,393 $157,100

    Find assessor info on the county website

    Neighborhood: 06095

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