287 S Bear Hill Road, Chaplin, CT 06235 (MLS # 24175652)
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.
Property Type(s):
Single Family
|
Last Updated
|
5/14/2026
|
Year Built
|
1997
|
|
Garage Spaces
|
2.0
|
County
|
Windham
|
SCHOOLS
| Elementary School |
Chaplin |
| High School |
Per Board of Ed |
Additional Details
| AIR |
Window Unit(s) |
| AIR CONDITIONING |
Yes |
| APPLIANCES |
Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer |
| BARN/EQUESTRIAN |
Yes |
| BASEMENT |
Full, Unfinished, Walk-Out Access, Yes |
| CONSTRUCTION |
Cedar, Clapboard, Frame |
| EXTERIOR |
Garden |
| FIREPLACE |
Yes |
| GARAGE |
Yes |
| HEAT |
Electric, Hot Water, Oil, Wood |
| INTERIOR |
Open Floorplan |
| LOT |
3.39 acre(s) |
| LOT DESCRIPTION |
Cleared, Level, Wooded |
| SEWER |
Septic Tank |
| STYLE |
Colonial |
| TAXES |
10180 |
| WATER |
Well |
| ZONING |
RA |
Location
Listing courtesy of Better Homes and Gardens Real Estate Executive Real Estate
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This IDX solution is (c) Diverse Solutions 2026.