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88 Winthrop Road

Chesterfield, CT 06412
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Bed 3

Bed

Bath 3

Bath

SqFt2,240

Sqft

Acres33.97

Acres(Lot)

Set on nearly 34 acres and directly abutting state forest, this unique contemporary home offers privacy, space, and endless potential. The open-concept interior features soaring cathedral ceilings and exposed beams, creating a dramatic and inviting living space. The home offers 3 bedrooms, 2.5 bathrooms, and an oversized 2-car attached garage. A separate approximately 800-square-foot barn/shop provides additional workspace, storage, or hobby potential and includes a dedicated garage bay. This home is an excellent opportunity for a buyer looking to restore and customize the property to their vision. With substantial acreage, direct access to nature, and versatile outbuildings, this property presents a rare opportunity to create a private estate, homestead, or retreat.

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Detail Ic Property Details

Property Type : Residential

Price : $499,000

AD Id : 91161453

MLS Id : 24204497

Beds : 3

Lot Size : 33.97 Acres

Living Area Size : 2,240 Sq. Ft

Tax Amount : $8,410

Year Built : 1980

Garage : 2

County : Middlesex

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1

    Room Information

    Rooms Total: 8 Basement: Crawl Space
  • Roofing Information

    Asphalt
  • Interior Features

    Roof: Asphalt
  • Heating & Cooling

    Has Heating: Yes Heating: Oil, Forced Air Has Cooling: Yes Cooling: Window Unit(s)

  • Building Information

    Year Built: 1980 Building Area Total: 2240 Construction Materials: Wood Siding, Frame, Vertical Siding Private Pool: No
  • Exterior Features

    Exterior Features: Balcony

  • Lot Information

    Lot Size Acres: 33.97 Lot Description: Wooded

  • Listing Price Information

    Listing Price: $499000

  • Tax Information

    Parcel Number: 941053 Annual Tax: $8410

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 2

  • School Information

    Elementary School: Per Board of Ed
    Junior High School:
    Senior High School: Per Board of Ed
  • Location Information

    Direction: GPS Friendly WaterSource: Well
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
275 W Main Street, Chesterfield, CT, 06412 $779,999 4 4 2,706 2 Acres

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 10/06/2026 @ 14:28

MLS: 24204497 LISTED BY: Carlos Ortiz, RE/MAX Heritage SOURCE: SmartMLS

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