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Gilbert Hill Road
Chester, Connecticut
$995,000 Price
3 Bedrooms  
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Photo 1 of Gilbert Hill Road, Chester, Connecticut, $995,000, Web #: 24091259Previous PhotoNext Photo1 of 25

Contract Signed

Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame...

Welcome to a one-of-a-kind estate where history meets modern comfort - located within walking distance to Chester's charming downtown area. Built in 1986, this home was crafted using materials from a 1740 barn that were relocated to the stunning 5.31-acre rocky hillside it occupies today. The original timbers frame a breathtaking residence, blending rustic character with a contemporary and elegant design. Step inside to the open-concept kitchen and living area, where 12-ft glass French Doors fill every corner with natural light. The loft above, nestled within exposed beams, offers a bedroom and versatile space. The main floor features a spacious walk-in pantry, a study/sitting room with floor-to-ceiling shelves, and a primary bedroom retreat with cashmere-lined walls and 40-ft ensuite bathroom and laundry room. The lower level includes a bedroom and large area ready to be finished into extra living space if desired. Venture further down to discover the wine cellar and the unique 'Rock Room' showcasing the natural quarry beneath the home. Outside, the large deck and patio provides sweeping views of the park like setting - framed by stone walls, lush gardens, and fruit trees. More highlights include a 2 car garage, shed, whole house generator, and foundation with utilities ready for a greenhouse, workshop, or other use. A valuable land strip offers potential for a 2nd driveway or subdivision. Don't miss this remarkable home with a story to tell - your next chapter starts here!

Listing courtesy of Exclusive Properties

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

Contract Signed
Chester, Connecticut
Type: House
Price: $995,000
Re Tax: $16,499
Last Updated: 7/3/2025
Approx. sqft: 3,788 sf
Web ID: 24091259

Info & Amenities

Type: Single Family
Rooms: 8.0
Bedrooms: 3
Bathrooms: 3.0
Built: 1986
Woodburning fireplaces: 1

All information is from sources deemed reliable but is subject to errors, omissions, changes in price, prior sale or withdrawal without notice. No representation is made as to the accuracy of any description. All measurements and square footages are approximate and all descriptive information should be confirmed by customer. All rights to content, photographs and graphics are reserved to Brown Harris Stevens. Customer should consult with its counsel regarding all closing and tax costs. Broker represents the seller/owner on Broker's own exclusives, except if another agent of Broker represents the buyer/tenant, in which case Broker will be a dual agent, in Connecticut, or , in New York State and New Jersey, a dual agent with designated or disclosed agents representing seller/owner and buyer/tenant. Broker represents the buyer/tenant when showing the exclusives of other real estate firms. In Florida, Broker acts as a Transaction Broker with all sellers and buyers, unless a different form of agency has been established in writing. If you are looking to purchase or rent housing, are using a screen reader, and are having problems using this website, please call 1-212-712-1163 for assistance. All phone charges will be reimbursed by Brown Harris Stevens. Broker actively supports Fair Housing and Equal Housing Opportunities. BHS has adopted the attached policy statement - Prior to showing a homebuyer a property or providing services: (1) BHS does not require identification from a prospective homebuyer, (2) BHS may require a written agreement from a homebuyer before showing properties; and (3) BHS does not require a pre-approval for a mortgage loan in order to show a homebuyer properties. However, based upon the requirements of the seller, the building in which the properties is located, or others, some or all of the foregoing items may be required. Listing information for certain New York City properties provided courtesy of the Real Estate Board of New York's Residential Listing Service (the "RLS"). The information contained in this listing has not been verified by the RLS and should be verified by the consumer. The listing information provided here is for the consumer's personal, non-commercial use. Retransmission, redistribution or copying of this listing information is strictly prohibited except in connection with a consumer's consideration of the purchase and/or sale of an individual property. This listing information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. 2025 The Real Estate Board of New York, Inc., all rights reserved. RLS Data display by Brown Harris Stevens. Powered by Terra Holdings.