287 South Bear Hill Road, Chaplin, CT 06235
Single Family For Sale
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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 | 33 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
- Cable - Available
- Open Floor Plan
- Oven/Range
- Microwave
- Refrigerator
- Dishwasher
- Washer
- Dryer
- Barn
- Deck
- Garden Area
- Covered Deck
Structure & Parking
Systems & Utilities
Schools
Mortgage Calculator
Estimate only. Contact a lender for accurate figures.
Listing History
| Date | Event | Price |
|---|---|---|
| May 14, 2026 | Listed | $789,000 |
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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
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287 South Bear Hill Road, Chaplin CT, 06235
$789,000 • Active
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