53 Flag Hill Road, Colebrook, Connecticut

$269,900

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27.21

Acres

About 53 Flag Hill Road

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 land, 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. Property survey and soil test 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.

Features of 53 Flag Hill Road

MLS® # 24202868
Price $269,900
Acres 27.21
Type Lots and Land For Sale
Sub-Type Residential Land
Status Active

Community Information

Address 53 Flag Hill Road
Area N/A
City Colebrook
County Litchfield
State Connecticut
Zip Code 06021

Amenities

Utilities None/Unknown
Is Waterfront No
Waterfront Not Applicable
Has Pool No

Interior

Fireplace No
Has Basement No

Exterior

Lot Description Secluded, Additional Land Avail., On Cul-De-Sac, Rolling

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed August 29th, 2026
Days on Market 38
Zoning R2
RE / Bank Owned No

Listing Details

OfficeCentury 21 Scala Group

Listing Map

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Listing information last updated on October 7th, 2026 at 10:45am EDT.