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!
Sold for $952,397 on 07/10/25
$952,397
32 Gilbert Hill Road, Chester, CT 06412
3beds
3,788sqft
Single Family Residence
Built in 1986
5.31 Acres Lot
$955,700 Zestimate®
$251/sqft
$4,698 Estimated rent
What's special
Zillow last checked: 7 hours ago
Listing updated: July 10, 2025 at 01:17pm
Listed by:
Stephen Quesnel,
Exclusive Properties
Bought with:
Jodi Strycharz, RES.0767047
William Pitt Sotheby's Int'l
Source: Smart MLS,MLS#: 24091259

Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Level: Main
Bedroom
- Level: Lower
Bedroom
- Level: Upper
Primary bathroom
- Level: Main
Bathroom
- Level: Main
Bathroom
- Level: Upper
Dining room
- Level: Main
Kitchen
- Level: Main
Library
- Level: Main
Living room
- Level: Main
Loft
- Level: Upper
Rec play room
- Level: Lower
Heating
- Forced Air, Oil
Cooling
- Central Air
Appliances
- Included: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Lower Level, Main Level
Features
- Open Floorplan
- Doors: French Doors
- Basement: Full,Heated,Storage Space,Cooled,Interior Entry,Partially Finished,Liveable Space
- Attic: None
- Number of fireplaces: 1
Interior area
- Total structure area: 3,788
- Total interior livable area: 3,788 sqft
- Finished area above ground: 3,788
Property
Parking
- Total spaces: 2
- Parking features: Detached, Garage Door Opener
- Garage spaces: 2
Features
- Patio & porch: Deck, Patio
- Exterior features: Rain Gutters, Garden, Stone Wall
Lot
- Size: 5.31 Acres
- Features: Secluded, Few Trees, Cul-De-Sac, Landscaped, Open Lot
Details
- Additional structures: Shed(s)
- Parcel number: 940147
- Zoning: R-5
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subtype: Single Family Residence
Materials
- Wood Siding
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1986
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & neighborhood
Community
- Community features: Park, Playground
Location
- Region: Chester
- Subdivision: Wig Hill
Services availability
Sell for more on Zillow
Get a free Zillow Showcase℠ listing and you could sell for .
$955,700
2% more+ $19,114
With Zillow Showcase(estimated)
$974,814