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133 Painter Hill Road

Woodbury, CT 06798
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Acres2.53

Acres(Lot)

Nestled along one of Woodbury's finest country roads, this exceptional 2.53-acre parcel offers a rare masterclass in privacy and natural beauty. Located just moments from the Roxbury town line, the gently rolling landscape is framed by mature trees and directly abuts the Arthur Miller Preserve and the Frank and Ellen McCort protected Land Trust. Positioned just two homes away from the historic Calder Estate, the setting creates an extraordinary sense of quietude and absolute seclusion. The property features a magnificent all-season running stream with its own natural waterfall, dramatically enhancing the native wildlife and scenic beauty of the area. Enveloped by the timeless allure of Litchfield County, this land offers an ideal canvas for an architectural masterpiece, a private weekend r etreat, or a magnificent legacy estate. Its pristine setting, open spaces, and dramatic yet intimate feel provide the perfect balance of country elegance and everyday livability. Peerless privacy, a coveted location, protected surroundings, and an immediate neighborhood of significant homes make this a compelling opportunity in one of Connecticut's most desirable country settings-just minutes from the refined charm of Roxbury and Washington, and approximately 90 minutes from NYC.

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Detail Ic Property Details

Property Type : Land

Price : $395,000

AD Id : 87478697

MLS Id : 24187054

Lot Size : 2.53 Acres(Lot)

County : Litchfield

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Feature Features

  • Lot Information

    Lot Size Acres: 2.53 Lot Description: Sloped

  • Listing Price Information

    Listing Price: $395000

  • Tax Information

    Parcel Number: 2614044 Annual Tax: $1457

  • School Information

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

    Direction: Painter Ridge to Painter Hill to property - see sign.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Flanders Road, Woodbury, CT, 06798 $1,150,000 -- -- -- 42.60 Acres(Lot)
Cowles Road, Woodbury, CT, 06798 $675,000 -- -- -- 23 Acres(Lot)
Carmel Hill Road, Woodbury, CT, 06798 $179,900 -- -- -- 4 Acres(Lot)

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 07/14/2026 @ 13:42

MLS: 24187054 LISTED BY: Judith Auchincloss, Klemm Real Estate Inc SOURCE: SmartMLS

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