New Listing - 05/14/2026

$789,000 ($272.07 per sqft)

Est. Mortgage $3,835/mo *

Quick Pre-Approval

Listing courtesy of Amy Rio (860) 916-6048, Executive Real Estate Inc. (860) 633-8800


287 South Bear Hill Road, Chaplin, CT, 06235

287 South Bear Hill Road, Chaplin, CT, 06235

8 rooms

4 beds

2 Full / 1 Half baths

1997

Colonial

2,900 sqft

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.


Status:

Active

Type:

Single-family residential

Laundry Remarks:

Main Level

Zoning:

RA

Garage:

2-car Barn

Heating:

Hot Water

Cooling:

Window Unit

Energy Features:

Energy Star Rated, Thermopane Windows

Basement:

Full, Unfinished, Walk-out, Full With Walk-Out

Acreage:

3.39

Est. Taxes:

$10,180

Assessment

$324,400

Lot Description:

Secluded,Treed,Level Lot,Cleared

Elementary School:

Chaplin

High School:

Per Board of Ed

Days on Market:

7

Appliances:

Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

MLS #:

24175652


Community Info

School Info

Walk Score

Mass Transit

Yelp


Copyright ©2026 SmartMLS, Inc.