Skip to main contentSkip to navigation
1 / 37

Land with Home for Sale in Chaplin, Connecticut

287 S Bear Hill Rd, Chaplin, CT 06235

$789,000
3.39 acres
Active sale
ago
Est $4,633/mo

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 fenced pasture, 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.

2,900
Sq feet
4
Beds
2
Full baths
1
1/2 bath
1997
Built

Location

Street address
287 S Bear Hill Rd
Elevation
556 feet
Coordinates
41.7835, -72.114

Property details

Acreage
3.39 acres
Zoning
RA
MLS #
CTMLS 24175652
Posted

Property taxes

2026
$10,180

Parcels

  • CT-024-53-52

Details and features

Listing

Type
Residential

Lot

Features
Cleared, Level Lot, Secluded, Treed

Exterior

Pool
Deck
Features
Barn, Deck, Garden Area, Covered Deck

Structure

Style
Colonial
Basement
Full, Unfinished
Water
Private
Heating
Hot Water
Cooling
Window Unit(s)

Interior

Room Count
8
Rooms
Basement, Bathroom x 3, Bedroom x 4
Fireplaces
Yes
Appliances
Dishwasher, Dryer, Microwave, Oven/Range, Refrigerator, Washer
Features
Available, Open Floor Plan Cable

Nearby schools

NameType
ChaplinElementary

Listing history

DateEventPriceChangeSource
May 15, 2026New listing$789,000CTMLS
Subscribe to listing updates

Payment calculator

This 3.39-acre property is located at 287 S Bear Hill Rd in Chaplin, CT 06235. The property is available for sale for $789,000. It has a 2,900 sq ft 4 bedroom, 2 bath house built in 1997.

Listed by Better Homes and Gardens Real Estate Executive Real Estate, (860) 633-8800

Checked 1 hour agoUpdated Source

Report listing issue

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.

Contact listing agent Rules
By submitting, I agree to the terms of use and to be contacted by real estate professionals. Message and data rates may apply.
Contact