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287 S Bear Hill Road

Chaplin, CT 06235

$789,000 $3,326/Mo

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Overview

Bed

Bath

2,168

Sqft

3.39

Acres(Lot)

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 Bos ch 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.

Property Details

Property Type : Residential

Price : $789,000

AD Id : 78647394

MLS Id : 24175652

Beds : 4

Lot Size : 3.39 Acres

Living Area Size : 2,168

Year Built : 1997

Garage : 2

County : Windham

Map

What's Nearby

Nearby Areas

Features

Bedroom Information

Total beds: 4

Bathroom Information

Total Baths: 3 Full Baths: 2 Half Baths: 1

Room Information

Rooms Total: 8 Has Basement: Yes Basement: Full, Walk-Out Access, Unfinished
Roofing Information

Asphalt
Interior Features

Open Floorplan Roof: Asphalt Appliances: Dishwasher, Dryer, Microwave, Range, Oven, Refrigerator, Washer Laundry Features: Main Level
Heating & Cooling

Has Heating: Yes Heating: Electric, Oil, Wood, Hot Water Has Cooling: Yes Cooling: Window Unit(s)

Building Information

Year Built: 1997 Building Area Total: 2900 Construction Materials: Cedar, Frame, Clapboard Patio And Porch Features: Deck Private Pool: No
Exterior Features

Exterior Features: Garden

Lot Information

Lot Size Acres: 3.39 Lot Description: Cleared, Level, Wooded

Listing Price Information

Listing Price: $789000

Tax Information

Parcel Number: 1681632 Annual Tax: $10180

Garage Information

Has Garage: Yes Garage Space: 2

School Information

Elementary School: Chaplin

Junior High School:

Senior High School: Per Board of Ed
Location Information

Direction: gps WaterSource: Well

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Nearby Home Value

Address	Estimate	Bed	Bath	Sq. Ft	Lot Size
4 Cross Road, Chaplin, CT, 06235	$299,000	2	1	1,000	1,000 SqFt
203 Willimantic Road, Chaplin, CT, 06235	$495,000	3	2	1,504	1,504 SqFt
58 Tower Hill Road, Chaplin, CT, 06235	$399,000	3	2	1,871	1,871 SqFt
7-9 Bates Road, Chaplin, CT, 06235	$434,000	4	4	3,522	3,522 SqFt
222 Tower Hill Road, Chaplin, CT, 06235	$389,900	3	2	1,170	1,170 SqFt

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IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 06/04/2026 @ 02:16

MLS: 24175652 LISTED BY: Amy Rio, Better Homes and Gardens Real Estate Executive Real Estate SOURCE: SmartMLS