287 S Bear Hill Rd Chaplin, CT 06235

Price
$789,000
Listed On
Type
For Sale
Status
Active
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
287 S Bear Hill Rd, Chaplin, CT 06235
4 Beds
3 Bath
2900 sqft
Asking  $789,000

Snapshot

Type
For Sale
Category
Purchase
Property Type
Residential
Property Subtype
Other
MLS Number
24175652
Parcel Number
Property Sqft
2,900 sqft
Lot Size
3.39 acres
Year Built
1997
Year Updated
Bedrooms
4
Bathrooms
3
Full Bathrooms
2
3/4 Bathrooms
0
Half Bathrooms
1
Quarter Bathrooms
0
Lot Size (in sqft)
147,668.4
Price Low
-
Room Count
8
Building Unit Count
-
Condo Floor Number
-
Number of Buildings
-
Number of Floors
0
Parking Spaces
0
Location Directions
gps
Franchise Affiliation
None
Special Listing Conditions
Auction
Auction
Bankruptcy Property
Bankruptcy Property
HUD Owned
HUD Owned
In Foreclosure
In Foreclosure
Notice Of Default
Notice Of Default
Probate Listing
Probate Listing
Real Estate Owned
Real Estate Owned
Short Sale
Short Sale
Third Party Approval
Third Party Approval

Description

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.

Open House Showings

Start TimeEnd TimeAppointment Required?
No

More Details

MLS Name
SmartMLS, Inc.
Source
ListHub
MLS Number
24175652
MLS ID
CTMLS
Virtual Tour
PARTICIPANT
Name
Amy Rio
Primary Phone
(860) 916-6048
Key
3YD-CTMLS-PAYNEA
Email
amy.executive@gmail.com
BROKER
Name
Executive Real Estate
Phone
(860) 633-8800
OFFICE
Name
Better Homes and Gardens Real Estate Executive Real Estate
Phone
(860) 633-8800
Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Features

Basement
Basement
Dock
Dock
Elevator
Elevator
Fireplace
Fireplace
Greenhouse
Greenhouse
Hot Tub Spa
Hot Tub Spa
New Construction
New Construction
Pool
Pool
Sauna
Sauna
Sports Court
Sports Court
Waterfront
Waterfront
Appliances
Oven/Range
Oven/Range
Microwave
Microwave
Refrigerator
Refrigerator
Dishwasher
Dishwasher
Washer
Washer
Dryer
Dryer
Architectural Style
Colonial
Colonial
Cooling
Window Unit(s)
Window Unit(s)
Exterior
Barn,Deck,Garden Area,Covered Deck
Barn,Deck,Garden Area,Covered Deck
Heating
Hot Water(Heating)
Hot Water(Heating)
Interior
Cable - Available,Open Floor Plan
Cable - Available,Open Floor Plan
Patio and Porch
Deck
Deck
Rooms
Bedroom 3
Bedroom 3
Bathroom 3
Bathroom 3
Basement
Basement
Bedroom 1
Bedroom 1
Bedroom 2
Bedroom 2
Bedroom 4
Bedroom 4
Bathroom 2
Bathroom 2
Bathroom 1
Bathroom 1

History

DateEventPrice$/SqftSource
Listed For Sale
Residential
$789,000$272EXECUTIVE REAL ESTATE
Report issue with price history

Taxes

YearAnnual AmountDescription
2026$10,180

Nearby Schools

High School

Parish Hill High School

2.3 miles away07 - 12

Elementary School

Chaplin Elementary School

1.8 miles awayPK - 06
Get more info on 287 S Bear Hill Rd, Chaplin, CT 06235
Profile
Amy Rio
Listing Agent
(860) 916-6048
By pressing request info, you agree that Residential and real estate professionals may contact you via phone/text about your inquiry, which may involve the use of automated means.
Profile
Amy Rio
Listing Agent
(860) 916-6048
By pressing request info, you agree that Residential and real estate professionals may contact you via phone/text about your inquiry, which may involve the use of automated means.