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287 South Bear Hill Road, 
Chaplin, CT 06235

$789,000


4

Beds


3

Baths


2,900

Sq Ft


Single Family

Pending

Listed by

Amy Rio, (860) 916-6048

Better Homes And Gardens Real Estate Executive Real Estate, (860) 633-8800

(860) 633-8800

Last updated:

August 29, 2026, 07:37 AM

MLS#

24175652

Source:

CT

About This Home

287 South Bear Hill Road

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.

Home Facts

Single Family

3 Baths

4 Bedrooms

Built in 1997

Price Summary

789,000

$272 per Sq. Ft.

MLS #:

24175652

Last Updated:

August 29, 2026, 07:37 AM

Added:

3 month(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

4

Bathrooms

Total Bathrooms:

3

Full Bathrooms:

2

Interior

Living Area:

2,900 Sq. Ft.


Structure

Structure

Architectural Style:

Colonial

Building Area:

2,900 Sq. Ft.

Year Built:

1997


Lot

Lot Size (Sq. Ft):

147,668


Finances & Disclosures

Finances

Price:

$789,000

Price per Sq. Ft:

$272 per Sq. Ft.

Source:CT
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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.