Home Homes for Sale Chaplin, CT 287 South Bear Hill Road

287 South Bear Hill Road, Chaplin, CT 06235

Single Family For Sale

$789,000
$272/sqft
287 South Bear Hill Road, Chaplin, CT
Active Open House 6/20 · 11am–1pm
Photo 2
Photo 3
Photo 4
Photo 5
4
Bedrooms
3
Bathrooms
2,900
Sq Ft
3.39
Acres
1997
Year Built

About This Home

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.

Listed by Amy Rio (860) 916-6048 with Better Homes and Gardens Real Estate Executive Real Estate (860) 633-8800

Listing Snapshot

Price $789,000 Days on Our Site 27 days
Property Tax $10,180/yr Style Colonial
Year Built 1997 Total Sq Ft 2,900
Lot Size 3.39 acres HOA Fees N/A
Bedrooms 4 Full Bathrooms 2
Total Rooms 8 Half Baths 1

Key Features

Interior
  • Cable - Available
  • Open Floor Plan
Appliances
  • Oven/Range
  • Microwave
  • Refrigerator
  • Dishwasher
  • Washer
  • Dryer
Outdoor
  • Barn
  • Deck
  • Garden Area
  • Covered Deck

Structure & Parking

Construction Frame
Roof Asphalt Shingle
Garage Spaces 2
Garage Type Barn

Systems & Utilities

Heat Hot Water
Fuel Electric, Oil, Wood
Cooling Window Unit
Hot Water Oil, Domestic
Water Private Well
Sewer Septic

Schools

Elem Chaplin
High Per Board of Ed

Mortgage Calculator

$
$
%
%
Est. Monthly Payment
Principal & Interest
Est. Property Tax $848/mo
Est. Home Insurance

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
May 14, 2026 Listed $789,000

Frequently Asked Questions

How much does 287 South Bear Hill Road in Chaplin, CT cost?
This property is listed at $789,000, which works out to $272 per square foot.
How many bedrooms does 287 South Bear Hill Road have?
This home has 4 bedrooms and 3 bathrooms.
What is the square footage of 287 South Bear Hill Road?
The home is 2,900 square feet, situated on 3.39 acres.
When was 287 South Bear Hill Road in Chaplin built?
This property was built in 1997.
Is 287 South Bear Hill Road, Chaplin, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 287 South Bear Hill Road, Chaplin in?
This home is served by the Chaplin public school system, with Chaplin as the elementary school and Per Board of Ed as the high school.
How do I schedule a tour of 287 South Bear Hill Road, Chaplin, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Amy Rio · (860) 916-6048

Better Homes and Gardens Real Estate Executive Real Estate · (860) 633-8800

MLS# 24175652 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Jun 9, 2026 7:20 PM UTC