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$952,397

  • Sold
  • Closed
  • Single Family
  • 3 Beds
  • 3 Full Baths
  • 3,788 Sq. Ft.
  • 2 Car Garage
See This Home
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See This Home
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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!

Full Property Details for 32 Gilbert Hill Rd

General

  • Sold For: $952,397
  • Taxes: (July 2025-June 2026)
  • Status: Closed
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24091259
  • Added to Site: 306 day(s) ago

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Laundry Room, Wine Cellar
  • Interior Features: Auto Garage Door Opener, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Gas Range, Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Electric Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3
  • Primary Bathroom: Primary Bath, Main
  • Full Bath: Main

Bedrooms

  • Total Bedrooms: 3
  • Primary Suite: Main
  • Bedroom 1: Bedroom, Lower
  • Bedroom 2: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Kitchen: Kitchen, Main
  • Dining Room: Dining Room, Main
  • Library: Library, Main
  • Loft: Loft, Upper
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Laundry: Lower Level, Main Level

Exterior

  • Exterior Features: Shed, Deck, Gutters, Garden Area, Stone Wall, French Doors, Patio

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking: Detached Garage

Location

  • County: Middlesex
  • Neighborhood: Wig Hill
  • Driving Directions: At end of street in cul-de-sac. Look for sign with "32" on it and pull down the long driveway

School Information

  • Elementary School: Chester
  • High School: Per Board of Ed

Community

  • Community Name: Wig Hill

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Oil
  • Heating Fuel: Oil
  • Water Heater: Oil, 65 Gallon Tank

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Contemporary
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Heated, Storage, Cooled, Interior Access, Partially Finished, Liveable Space
  • Roof: Asphalt Shingle
  • Square Feet: 3,788
  • Above Ground: 3,788 Sq. Ft.
  • Year Built: 1986

Lot Features

  • Lot Size (Acres): 5.31
  • Zoning: R-5
  • Lot Description: Secluded, Lightly Wooded, On Cul-De-Sac, Professionally Landscaped, Open Lot

Financial Considerations

  • Assessment Amount: $609,280
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 940147

Listed by Exclusive Properties, Stephen Quesnel
Sold by William Pitt Sotheby's Int'l, Jodi Strycharz

Listing agent

— 32 Gilbert Hill Rd —

  • Stephen Quesnel

    Exclusive Properties

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 32 Gilbert Hill Rd

School Districts:Regional High School District 04, Chester School District
NameGradesDistance
Valley Regional High School
256 Kelsey Hill Road, Deep River, CT 06417
9-121.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 32 Gilbert Hill Rd

Date
Details
Price
Change
Source
7/10/2025
Sold
$952,397
-4.28%
MLS
6/03/2025
Price Reduced
$995,000
-13.48%
MLS
4/30/2025
Listed
$1,150,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Listed by Exclusive Properties, Stephen Quesnel
Sold by William Pitt Sotheby's Int'l, Jodi Strycharz

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32 Gilbert Hill Road, Chester, CT 06412 (MLS# 24091259) is a Single Family property that was sold at $952,397 on July 10, 2025. Want to learn more about 32 Gilbert Hill Road? Do you have questions about finding other Single Family real estate for sale in Chester? You can browse all Chester real estate or contact a Coldwell Banker agent to request more information.