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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
    $252,000 Zestimate®
    $172/sqft
    $2,765 Estimated rent

    Home value

    $252,000

    $229,000 - $277,000

    $2,765/mo

    Zestimate® history
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    What's special

    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: 7 hours ago

    Listing updated: February 13, 2026 at 02:40pm

    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

    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

    Find assessor info on the county website

    Neighborhood: 06095

    Nearby schools

    GreatSchools rating
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    $252,000
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    +$5,040
    With Zillow Showcase(estimated)
    $257,040