287 S Bear Hill Rd

Chaplin, CT 06235

$789,000
Price
4
Beds
2,900 Sq. Ft.
$272 / Sq. Ft.
2,900
Sq. Ft.
$272
per Sq. Ft.
a front view of a house with a garden
a front view of a house with yard and green space
a front view of a house with a garden
a front view of a house with a garden
a front view of a house with a yard and garage
a front view of a house with garden
a front view of a house with a yard
wooden floor in an empty room
an empty room with wooden floor a fireplace and a ceiling fan
a view of entryway and hall with wooden floor
a kitchen with a refrigerator and a stove top oven
a kitchen with stainless steel appliances granite countertop a sink stove refrigerator and cabinets
a kitchen with granite countertop a sink cabinets and stainless steel appliances
a view of an empty room and window
a kitchen with appliances and cabinets
a kitchen with granite countertop a stove top oven sink and cabinets
an empty room with wooden floor and windows
a bathroom with a sink and a mirror
a view of a livingroom with workspace and a window
a view of an empty room with wooden floor and a window
a utility room with dryer and washer
a living room with furniture and a window
a bathroom with a sink and a mirror
an empty room with windows
a bedroom with a bed chair and window
a spacious bedroom with a bed and wooden floor
a bathroom with a sink a toilet and mirror
a view of deck with a patio
a view of balcony with wooden floor and fence
a front view of a house with garden
a front view of a house with a garden
a view of a house with a garage
a front view of a house with a yard
a picture of floor plan
a picture of a book and a bed
an aerial view of a swimming pool with outdoor space and trees all around
an aerial view of a house with a yard and trees
a view of outdoor space and mountain view

Description

If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the last 2 years and offers front porch with Mahogany entry, Brazilian Walnut floors (IPE) in entry, office,...If you are looking for everything this is the home for you. Home sits on 3.39 acres of beautiful land with a 36x48 Morton barn that has 2 stalls but could be 6, or if you want a kennel it is set up with 5 doggy doors into barn has water and electric and can be heated if you want. Nice areas for pasture and also a chicken coop with water and electric. The home has been completely renovated in the last 2 years and offers front porch with Mahogany entry, Brazilian Walnut floors (IPE) in entry, office, living room and kitchen. Livingroom with vaulted ceilings,fireplace,opens into dining area in kitchen with doors to back deck, kitchen is perfect for the person who loves to cook. Soap stone counters, all new cabinetry, new stainless-steel Bosch appliances with Induction stove. Off kitchen is the laundry room with energy star GE washer and dryer. Office with those wonderful Walnut floors and the primary bedroom on main level with vaulted ceilings 2 step in closets and private full bath all new with porcelain tile in walk in shower and floor, granite vanity. Sunroom is beautiful with vaulted ceilings, skylights and slider to back deck, lots of natural sun light and a solid marble floor. Extra room on main level has own entry and could be perfect for in-law, home business. Home is heated with Central wood boiler or oil heat very easy to switch back and forth,Kubota Diesel whole house generator, underground utilities. If you are looking for a place to start a small farm and homestead

Property Details for 287 South Bear Hill Road

Basement Description
Full, Unfinished, Interior Access, Walk-out, Concrete Floor, Full With Walk-Out
Direct Waterfront
No
Neighborhood
South Chaplin
Style
Colonial
Garage Parking Info
None
Swimming Pool
No
LISTING UPDATED: 11/30/2025 06:17 PM

Property Details for 287 South Bear Hill Road

StatusActive
MLS #24121168
Days on Market117
Taxes$10,180 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeSingle Family
MLS TypeResidential
Year Built1997
Lot Size3.39 AC / 147,668 SF
CountyWindham County

Location

Listing Courtesy of Home Selling Team, Jeanne L Crum
Add your commute

Building Information for 287 South Bear Hill Road

Stories-Year Built1997Building Size-Lot Size3.39 AC / 147,668 SF

Payment Calculator

$4,747 per month

30 year fixed, 6.28% Interest

Principal and Interest

$3,899

Property Taxes

$848

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 287 South Bear Hill Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Rt 198 to Cross St to So Vear Hill Rd signs up
  • Elementary School: Chaplin
  • High School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • Latitude: 41.782769
  • Longitude: -72.113365
  • Middle Jr High School: Per Board of Ed
  • Neighborhood Amenities: Medical Facilities, Public Rec Facilities, Shopping/Mall
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $10,180
Interior and Exterior Features
Exterior Features
  • Exterior Features: Underground Utilities, Porch, Barn, Deck, Garden Area, Stable, Kennel
  • Waterfront Description: Not Applicable
Interior Features
  • Appliances Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer
  • Attic Description: Access Via Hatch
  • Cooling System: None
  • Heat Type: Baseboard, Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Interior Features: Cable - Available, Open Floor Plan
  • Laundry Room Info: Main Level
  • Laundry Room Location: Laundry and Pantry very Large Space
  • Rooms Total: 10
Room 1
  • Room Entry Order: 1
  • Room Features: Vaulted Ceiling,Ceiling Fan,Fireplace,Hardwood Floor
  • Room Length: 20.0
  • Room Level: Main
  • Room Type: Living Room
  • Room Width: 15.0
Room 2
  • Room Entry Order: 10
  • Room Features: Laundry Hookup,Pantry,Tile Floor
  • Room Length: 9.0
  • Room Level: Main
  • Room Type: Other
  • Room Width: 7.0
Room 3
  • Room Entry Order: 11
  • Room Features: Breakfast Nook,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Eat-In Kitchen
  • Room Width: 8.0
Room 4
  • Room Entry Order: 2
  • Room Features: Remodeled,Breakfast Bar,Breakfast Nook,Hardwood Floor
  • Room Length: 11.0
  • Room Level: Main
  • Room Type: Kitchen
  • Room Width: 13.0
Room 5
  • Listing Key: 3CF5788BD65F0BBFE0631A01100ACC96
  • Room Entry Order: 3
  • Room Features: Vaulted Ceiling,Ceiling Fan,Full Bath,Walk-In Closet,Hardwood Floor
  • Room Length: 28.0
  • Room Level: Main
  • Room Type: Primary Bedroom
  • Room Width: 12.0
Room 6
  • Room Entry Order: 4
  • Room Features: Hardwood Floor
  • Room Length: 12.0
  • Room Level: Main
  • Room Type: Office
  • Room Width: 11.0
Room 7
  • Room Entry Order: 5
  • Room Features: Skylight,French Doors,Marble Floor
  • Room Length: 19.0
  • Room Level: Main
  • Room Type: Sun Room
  • Room Width: 12.0
Room 8
  • Room Entry Order: 6
  • Room Features: Hardwood Floor
  • Room Length: 22.0
  • Room Level: Main
  • Room Type: Rec/Play Room
  • Room Width: 19.0
Room 9
  • Listing Key: 3CF5788BD65F0BBFE0631A01100ACC96
  • Room Entry Order: 7
  • Room Features: Walk-In Closet,Wall/Wall Carpet
  • Room Length: 19.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 15.0
Room 10
  • Room Entry Order: 8
  • Room Features: Wall/Wall Carpet
  • Room Length: 12.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 11.0
Room 11
  • Room Entry Order: 9
  • Room Features: Walk-In Closet,Hardwood Floor
  • Room Length: 14.0
  • Room Level: Upper
  • Room Type: Bedroom
  • Room Width: 14.0
Property
Property and Assessments
  • Color: Brown Wood
  • Construction Description: Frame
  • Exterior Siding: Wood
  • Foundation Type: Concrete
  • Fuel Tank Location: In Basement
  • New Construction Type: No/Resale
  • Property Info: Horse Property
  • Roof: Asphalt Shingle
  • Year Built: 1997
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • In Law Access: First Floor, Separate Entry
  • In Law Apartment: Possible
  • Sq Ft Description: two room finished on main level
  • Sq Ft Est Heated Below Grade: 0
  • Living Area SQFT Per Public Records: 2168
Lot Information
  • Lot Description: Lightly Wooded, Cleared
  • Parcel Number: 1681632
  • Sq Ft Est Heated Above Grade: 2900.0
  • Sq Ft Total: 2900.0
  • Zoning: RA
Utilities
  • Energy Features: Generator, Thermopane Windows
  • Heat Fuel Type: Electric, Oil, Wood
  • Hot Water Description: Other, Oil, Domestic
  • Radon Mitigation Air: No
  • Radon Mitigation Water: No
  • Sewage System: Septic
  • Water Source: Private Well
Multi Family
Income and Expenses
  • Occupied By: Owner

Property History for 287 South Bear Hill Road

DateEvent & SourcePriceAppreciation
Mar 6, 2008

Closed (Public Record)

Public Record #234378734

$241,900

+3.7% / yr

Feb 4, 2000

Closed (Public Record)

Public Record #92824835

$179,900—
DateEvent & SourcePrice
03/06/2008

Closed (Public Record)

Public Record #234378734

$241,900

+3.7% / yr

02/04/2000

Closed (Public Record)

Public Record #92824835

$179,900

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 287 South Bear Hill Road

Taxable ValueLand$31,600Additions$292,800Total$324,400
Tax Record2023$9,716 ($810 / month)
Home Facts
Beds4Baths2.5Total Finished SqFt2,168 SqFtAbove Grade Finished SqFt2,168 SqFtStories2Lot Size147,668 SqFtStyleSingle Family ResidenceYear Built1997ZoningRACountyWINDHAMAPNCHAP M:53 B:52Fireplace TypeHas Fireplace

Schools near 287 South Bear Hill Road

This home is within Chaplin School District.
Rating
School
Type
Grades
Distance
Chaplin Elementary School
Public - PK to 6
Parish Hill High School
Public - 7 to 12
Rating
School
Distance
Chaplin Elementary School
PublicPK to 6

Parish Hill High School
Public7 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 287 South Bear Hill Road, Chaplin, CT 06235

287 South Bear Hill Road is a single family home for sale in Chaplin, CT 06235. This property was listed for sale on August 28, 2025 by Home Selling Team, it's currently listed at $789,000. It has been on the market for a total of 117 days and was last sold on March 6, 2008. This listing's school districts are Regional School District 11, Chaplin School District. Nearby schools include Chaplin Elementary School and Parish Hill High School. 287 South Bear Hill Road is a 4-bed, 3-bath, 2,900 sqft single family home built in 1997.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Home Selling Team, Jeanne L Crum

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.