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$789,000
16 Days On Site

287 South Bear Hill Road
Chaplin, CT 06235

For Sale|Single Family Residence|Active
4
Beds
3
Total Baths
2
Full Baths
1
Partial Bath
2,168
SqFt
$364
/SqFt
1997
Built
County:
Windham
Listing courtesy of Amy Rio of Better Homes and Gardens Real Estate Executive Real Estate Office Phone: (860) 633-8800 Broker Contact: (860) 916-6048

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1-860-573-4349
287 South Bear Hill Road287 South Bear Hill Road287 South Bear Hill Road287 South Bear Hill Road
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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.

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Listing Snapshot
Price 
$789,000
Days On Site 
16 Days
Bedrooms 
4
Inside Area (SqFt) 
2,168 sqft
Total Baths 
3
Full Baths 
2
Partial Baths 
1
Lot Size 
3.39 Acres
Year Built 
1997
MLS® Number 
24175652
Status 
Active
Property Tax 
$10,180
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
2 weeks agoListing updated with changes from the MLS®
2 weeks agoListing first seen on site
General Features
Acres 
3.39
Foundation 
Concrete Perimeter
Garage 
Yes
Garage Spaces 
2
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
2900
Style 
Colonial
Water Source 
Well
Zoning 
RA
Interior Features
Appliances 
DishwasherDryerMicrowaveRangeOvenRefrigeratorWasher
Basement 
FullWalk-Out AccessUnfinished
Cooling 
Window Unit(s)
Fireplace 
Yes
Fireplaces 
1
Heating 
ElectricOilWoodHot Water
Interior 
Open Floorplan
Laundry Features 
Main Level
Office 
Dimensions - 12 x 11Level - Main
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Exterior Features
Construction Details 
CedarFrameClapboard
Exterior 
Garden
Lot Features 
ClearedLevelWooded
Other Structures 
Barn(s)
Patio And Porch 
Deck
Roof 
Asphalt
Schools
School District
Unknown
Elementary School
Chaplin
Middle School
Unknown
High School
Per Board of Ed
Listing courtesy of Amy Rio of Better Homes and Gardens Real Estate Executive Real Estate Office Phone: (860) 633-8800 Broker Contact: (860) 916-6048



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Last checked: 2026-05-31 05:00 PM UTC.

Neighborhood & Commute
Source: Walkscore
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