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53 Flag Hill Road

Colebrook, CT 06021
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Acres27.21

Acres(Lot)

Discover an exceptional opportunity to create your own private country estate on 27 beautiful acres in the charming Litchfield Hills. Bordering protected Land Trust property an backed by a wildlife preserve, this remarkable parcel offers an extraordinary sense of seclusion, privacy, and connection to nature-yet provides the flexibility to bring your vision to life. Located at the end of a cul-de-sac, the property features a natural, regular configuration with a picturesque stream meandering east to west through the center of the land. Approximately two acres of cleared, buildable area provide an ideal setting for your dream home, while an existing 350 feet of finished driveway leads toward the homesite, with an additional 350 feet of roughed-in driveway already in place. With its open la nd, wooded acreage, natural water feature, and exceptional privacy, the property is ideally suited for a private estate or horse farm. There is also potential for subdivision and development, offering an attractive opportunity for those seeking both long-term flexibility and investment potential. The property is designated **PA 490 Forest Land**, providing a valuable property-tax reduction. A septic and soil test, property survey, and wetlands survey covering the first third of the property are on file. This extraordinary 27-acre parcel offers the rare combination of privacy, natural beauty, infrastructure, and potential that is increasingly difficult to find in the Litchfield Hills.

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Detail Ic Property Details

Property Type : Land

Price : $269,900

AD Id : 90877819

MLS Id : 24202868

Lot Size : 27.21 Acres(Lot)

County : Litchfield

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  • Lot Information

    Lot Size Acres: 27.21 Lot Description: Cul-De-Sac, Rolling Slope

  • Listing Price Information

    Listing Price: $269900

  • Tax Information

    Parcel Number: 999999999 Annual Tax: $921

  • School Information

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

    Direction: Follow CT-8 N to US-44 W/S Main St in Winchester. Follow US-44 W to Flagg Hill Rd in Colebrook.
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
Winsted - Norfolk Road, Colebrook, CT, 06021 $1,350,000 -- -- -- 124.92 Acres(Lot)
Prock Hill Road, Colebrook, CT, 06021 $295,000 -- -- -- 43.96 Acres(Lot)
82 Riverton Road, Colebrook, CT, 06021 $850,000 -- -- 2,538 116.50 Acres(Lot)
-00 Colebrook Road, Colebrook, CT, 06021 $79,900 -- -- -- 1.32 Acres(Lot)
00 Prock Hill Road, Colebrook, CT, 06021 $750,000 -- -- -- 102 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 08/30/2026 @ 14:43

MLS: 24202868 LISTED BY: Candice Slatt, Century 21 Scala Group SOURCE: SmartMLS

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