NOMADEReal Estate

$789,000

Active

287 Bear Hill Road

Chaplin, Connecticut, 06235 · Windham County

4

Beds

3

Baths

2,900

Sq Ft

1997

Built

MLS # 24175652

Price / Sq Ft

$272

Property Type

Single Family For Sale

Lot Size

3.39

Class

Property

About This Property

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.

Property Details

287 Bear Hill Road, Chaplin Connecticut 06235 — Single Family For Sale listed at $789,000.

At a Glance

4

Bedrooms

3

Bathrooms

2,900

Sq Ft

3.39

Lot Size

--

Garage

1997

Year Built

The Details

Property TypeSingle Family For Sale
NeighborhoodWindham
Address287 Bear Hill Road
MLS Number24175652
Year Built1997
Square Footage2,900
Lot Size3.39
Bedrooms4
Bathrooms3
Water SourcePrivate Well

Property Details

Other Details

Appliances IncludedOven/Range,Microwave,Refrigerator,Dishwasher,Washer,Dryer
ColorBrown
In Law AccessFirst Floor
In Law ApartmentPossible
Lockbox LocationFront Door
Parcel Number1681632
Rooms AdditionalBonus Room,Solarium
ZoningRA

Financial

Assessed Value324400
Mil Rate Total31.38
Property Tax10180
Tax YearJuly 2025-June 2026

Property Features

Attic DescriptionUnfinished,Pull-Down Stairs
Attic YN1
Basement DescriptionFull,Unfinished,Walk-out,Full With Walk-Out
Cooling SystemWindow Unit
Energy FeaturesEnergy Star Rated,Thermopane Windows
Exterior FeaturesBarn,Deck,Garden Area,Covered Deck
Exterior SidingClapboard,Cedar
Fireplaces Total1
Foundation TypeConcrete
Fuel Tank LocationIn Basement
Garage ParkingBarn
Garages Number2
Heat Fuel TypeElectric,Oil,Wood
Heat TypeHot Water
Hot Water DescriptionOil,Domestic
Interior FeaturesCable - Available,Open Floor Plan
Laundry Room InfoMain Level
Roof InformationAsphalt Shingle

All Photos (38)

Affordability Calculator

$789,000

Down Payment$157,800
Loan Amount$631,200
Principal & Interest$3,990/mo
Property Tax$789/mo
Insurance$100/mo
Est. Monthly$4,879/mo

Listing Agent

A

Amy Rio

Better Homes and Gardens Real Estate Executive Real Estate

Contact Amy Rio

Fill out the form below and we will respond promptly.

Quick Facts

StatusActive
TypeSingle Family For Sale
ClassProperty
MLS #24175652
Last Updated2026-05-15