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Sold for $495,000 on 06/18/25
  • $495,000

    102 Machine Shop Hill Road, Windham, CT 06266

    4beds
    2,966sqft
    Single Family Residence
    Built in 1865
    4.04 Acres Lot
    $502,700 Zestimate®
    $167/sqft
    $3,418 Estimated rent

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    What's special

    Stunning 4-Bedroom Converted Farmhouse on 4+ Private Acres with Exceptional Outbuildings - Welcome to this beautiful 3,000 SF home, perfectly nestled on over 4 acres of serene, private land. With 4 spacious bedrooms and 2.5 baths, it offers generous living spaces, thoughtful details, and unmatched versatility both inside and out. The main level features a well-appointed kitchen with soapstone countertops, under-cabinet lighting, 2 pantries, and a convenient pass-through window to the screened porch-ideal for effortless indoor-outdoor entertaining. Enjoy meals in the formal dining room, unwind in the elegant living room, or relax in the cozy family room with a charming fireplace. The kitchen also opens to a side deck, offering easy access to outdoor dining and scenic views. Upstairs, the expansive primary suite is a true retreat with French doors leading to a private deck that overlooks the property. The en suite bathroom includes double sinks, a soaking tub with views, and a separate shower. A large walk-in closet completes the suite. The upper level also offers three additional bedrooms, a full hall bath, and convenient laundry room. The exterior of the property is a dream for hobbyists, nature lovers, or those seeking extra space. Three incredible outbuildings include: a 3-car garage with a full upper-level storage, a workshop with second-story storage, and a stunning 3-level barn featuring a cupola that offers 360-degree views. Don't miss this one-of-a-kind opportunity.

    Zillow last checked: 7 hours ago

    Listing updated: June 18, 2025 at 11:11am

    Listed by:

    Sherry Borgeson,

    Berkshire Hathaway NE Prop.

    Bought with:

    Sherry Borgeson, RES.0756010

    Berkshire Hathaway NE Prop.

    Source: Smart MLS,MLS#: 24092550MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 4
    • Bathrooms: 3
    • Full bathrooms: 2
    • 1/2 bathrooms: 1
    Primary bedroom
    • Features: Cathedral Ceiling(s), Bedroom Suite, Ceiling Fan(s), Full Bath
    • Level: Upper
    • Area: 289.08 Square Feet
    • Dimensions: 19.8 x 14.6
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 151.58 Square Feet
    • Dimensions: 10.6 x 14.3
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 217.6 Square Feet
    • Dimensions: 13.6 x 16
    Bedroom
    • Features: Hardwood Floor
    • Level: Upper
    • Area: 188.86 Square Feet
    • Dimensions: 14.2 x 13.3
    Dining room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 176.25 Square Feet
    • Dimensions: 12.5 x 14.1
    Family room
    • Features: Fireplace, Hardwood Floor
    • Level: Main
    • Area: 526.22 Square Feet
    • Dimensions: 16.6 x 31.7
    Kitchen
    • Features: Ceiling Fan(s), Eating Space, Pantry, Hardwood Floor
    • Level: Main
    • Area: 160.46 Square Feet
    • Dimensions: 14.2 x 11.3
    Living room
    • Features: Hardwood Floor
    • Level: Main
    • Area: 187.33 Square Feet
    • Dimensions: 14.3 x 13.1
    Heating
    • Hot Water, Oil
    Cooling
    • None
    Appliances
    • Included: Oven/Range, Refrigerator, Dishwasher, Electric Water Heater, Water Heater
    • Laundry: Upper Level
    Features
    • Basement: Full
    • Attic: Pull Down Stairs
    • Number of fireplaces: 1
    Interior area
    • Total structure area: 2,966
    • Total interior livable area: 2,966 sqft
    • Finished area above ground: 2,966

    Property

    Parking
    • Total spaces: 3
    • Parking features: Detached
    • Garage spaces: 3
    Features
    • Patio & porch: Screened, Porch
    Lot
    • Size: 4.04 Acres
    • Features: Secluded, Wooded, Sloped
    Details
    • Parcel number: 2291634
    • Zoning: R1

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Farm House,Victorian
    • Property subtype: Single Family Residence
    Materials
    • Vinyl Siding
    • Foundation: Concrete Perimeter, Stone
    • Roof: Asphalt,Gable
    Condition
    • New construction: No
    • Year built: 1865

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Well

    Community & neighborhood

    Location
    • Region: South Windham
    • Subdivision: South Windham