287 South Bear Hill Road Chaplin, CT 06235
Listing Courtesy of: SMART MLS / Listed By: Amy Rio, Better Homes And Gardens Real Estate Executive Real Estate - Contact:  (860) 916-6048

  287 South Bear Hill Road Chaplin, CT 06235

Active (68 Days)
$789,000 (USD)
4
BED
3
BATH
2,168
SQFT

Description

Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, function, and country charm-ideal for a mini farm, homestead, or private retreat. The heated and insulated 36x48 Morton barn features front and rear sliding barn doors, 2 horse stalls with potential for 6, 5 doggy doors, water, electric, skylights, and year-round water access-perfect for horses, kennels, or hobby farming. The property also includes a chicken coop, goat building, fenced garden with 12 raised beds, pond, two running streams, and a fire pit area. Inside, the home has been extensively updated with a stunning mahogany entry, Brazilian Walnut (IPE) flooring, vaulted ceilings, fireplace, and a beautifully designed chef's kitchen with soapstone counters, custom cabinetry, and Bosch stainless appliances including an induction stove. The first-floor primary suite offers vaulted ceilings, two walk-in closets, and a renovated bath with porcelain tile and granite vanity. A sunroom with marble floors and skylights opens to the back deck, while a spacious bonus room with private entrance offers ideal in-law, office, or gym potential. Additional features include dual heat with Central Wood Boiler and oil backup, Kubota whole-house generator, underground utilities, central vac, artesian well, cedar siding, and gated driveway. A truly exceptional property with endless possibilities.

MLS #:
24175652
Taxes
$10,875(2026)
Lot Size
3.39 acres
Type
Single-Family Home
Year Built
1997
Style
Colonial
County
Windham County

Listed By

Amy Rio, Better Homes And Gardens Real Estate Executive Real Estate, Contact: (860) 916-6048
Source
SMART MLS
Last checked Jul 21 2026 at 7:56 PM GMT+0000
Bathroom Details
  • Full Bathrooms: 2
  • Half Bathroom: 1
Interior Features
  • Cable - Available
  • Open Floor Plan
Kitchen
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Lot Information
  • Level Lot
  • Treed
  • Secluded
  • Cleared
Property Features
  • Foundation: Concrete
Heating and Cooling
  • Hot Water
  • Window Unit
Basement Information
  • Walk-Out
  • Unfinished
  • Full
  • Full With Walk-Out
Exterior Features
  • Cedar
  • Clapboard
  • Roof: Asphalt Shingle
Utility Information
  • Sewer: Septic
  • Fuel: Oil, Electric, Wood
  • Energy: Thermopane Windows, Energy Star Rated
School Information
  • Elementary School: Chaplin
  • High School: Per Board of Ed
Garage
  • Barn
Living Area
  • 2,168 sqft
Additional Information: Executive Real Estate | (860) 916-6048
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