Recently Viewed Properties
See This Home
Save This Listing
Close

View All Photos

$789,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,900 Sq. Ft.
See This Home
Save This Home
See This Home
Save This Home
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

Full Property Details for 287 S Bear Hill Rd

General

  • Price: $789,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24121168
  • Updated: 11/26/2025
  • Added to Site: 141 day(s) ago

Interior

  • Number of Rooms: 10
  • Interior Features: Cable - Available, Open Floor Plan
  • Fireplace: Yes
  • Number of Fireplaces: 1
  • Appliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom - Vaulted Ceiling, Ceiling Fan, Full Bath, Walk-In Closet, Hardwood Floor, 28 x 12, Main
  • Bedroom 1: Bedroom - Wall/Wall Carpet, 12 x 11, Upper
  • Bedroom 2: Bedroom - Walk-In Closet, Hardwood Floor, 14 x 14, Upper
  • Bedroom 3: Bedroom - Walk-In Closet, Wall/Wall Carpet, 19 x 15, Upper

Other Rooms

  • Living Room: Living Room - Vaulted Ceiling, Ceiling Fan, Fireplace, Hardwood Floor, 20 x 15, Main
  • Kitchen: Kitchen - Remodeled, Breakfast Bar, Breakfast Nook, Hardwood Floor, 11 x 13, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Hardwood Floor, 11 x 8, Main
  • Office: Office - Hardwood Floor, 12 x 11, Main
  • Game room: Yes
  • Game Room: Rec/Play Room - Hardwood Floor, 22 x 19, Main
  • Rec Room: Hardwood Floor, 22 x 19, Main
  • Laundry: Main Level
  • Other Room 1: Other - Laundry Hookup, Pantry, Tile Floor, 9 x 7, Main

Exterior

  • Exterior Features: Underground Utilities, Porch, Barn, Deck, Garden Area, Stable, Kennel
  • Color: Brown Wood

Parking

  • Parking: None

Location

  • County: Windham
  • Neighborhood: South Chaplin
  • Driving Directions: Rt 198 to Cross St to So Vear Hill Rd signs up

School Information

  • Elementary School: Chaplin
  • Middle School: Per Board of Ed
  • Intermediate School: Per Board of Ed
  • High School: Per Board of Ed

Community

  • Community Name: South Chaplin

Heating & Cooling

  • Cooling Type: None
  • Heating Type: Baseboard, Hot Water, Electric, Oil, Wood
  • Heating Fuel: Electric, Oil, Wood
  • Water Heater: Other, Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Description/Design: Horse Property
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Unfinished, Interior Access, Walk-out, Concrete Floor, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,900
  • Above Ground: 2,900 Sq. Ft.
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 3.39
  • Zoning: RA
  • Lot Description: Lightly Wooded, Cleared

Horse Property

  • Horse Property: Yes

Green Features

  • Energy Features: Generator, Thermopane Windows

Financial Considerations

  • Assessment Amount: $324,400
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1681632

Listed by Home Selling Team, Jeanne Crum

Quickly Find Out More

* Indicates a required field

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Send Message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby’s International Realty®). I acknowledge that I have read and agree to the Terms of Use and Privacy Notice.

We Value Your Privacy

Listing agent

— 287 S Bear Hill Rd —

  • Jeanne Crum

    Home Selling Team

Agent Contact: (860) 942-4970 Office Contact: (860) 456-7653

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 287 S Bear Hill Rd

School Districts:Chaplin School District, Regional High School District 11
NameGradesDistance
Chaplin Elementary School
240 Palmer Road, Chaplin, CT 06235
PK-61.9 mi
Parish Hill High School
304 Parish Hill Road, Chaplin, CT 06235
9-122.2 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 287 S Bear Hill Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/08/2025
Price Reduced
$789,000
-7.56%
MLS
8/28/2025
Listed
$853,500
252.83%
MLS
3/06/2008
Sold
$241,900
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 287 S Bear Hill Rd

Year
Property Taxes
Change
Tax Assessment
Change
2024
$10,180
5%
$324,400
—
2023
$9,716
24%
$324,400
47%
2023
$7,824
3%
$220,400
—
2022
$7,604
6%
$220,400
—
2021
$7,163
—
$220,400
—
2020
$7,163
—
$220,400
—
2019
$7,163
-1%
$220,400
-1%
2018
$7,248
-7%
$223,000
—
2017
$7,816
—
$223,000
—
2016
$7,816
-4%
$223,000
—
2015
$8,140
—
$223,000
—
2014
$8,140
7%
$223,000
-12%
2012
$7,616
—
$252,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 287 S Bear Hill Rd

$
Down Payment
%
$
%

$
$

*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Listed by Home Selling Team, Jeanne Crum

Similar Properties near 287 S Bear Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

771 Brook Rd, Hampton, CT 06247 - Photo 1
$719,900

771 Brook Rd  Hampton, CT 06247

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,534
    Sq. Ft.
Listed by RE/MAX Bell Park Realty
769 Brook Rd, Hampton, CT 06247 - Photo 1
$719,900

769 Brook Rd  Hampton, CT 06247

  • Single Family
  • Active
  • 3
    Beds
  • 3
    Total Baths
  • 2,534
    Sq. Ft.
Listed by RE/MAX Bell Park Realty
349 S Bigelow Rd, Hampton, CT 06247 - Photo 1 Just Listed
$739,900

349 S Bigelow Rd  Hampton, CT 06247

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,447
    Sq. Ft.
Listed by Executive Real Estate Inc.
43 Wyllys Farm Rd, Mansfield, CT 06268 - Photo 1
$810,000

43 Wyllys Farm Rd  Mansfield, CT 06268

  • Single Family
  • Active
  • Updated 7 days ago
  • 4
    Beds
  • 4
    Total Baths
  • 2,853
    Sq. Ft.
Listed by RE/MAX One

Just Listed near 287 S Bear Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

349 S Bigelow Rd, Hampton, CT 06247 - Photo 1 Just Listed
$739,900

349 S Bigelow Rd  Hampton, CT 06247

  • Single Family
  • Active
  • Updated 1 day ago
  • 2
    Beds
  • 3
    Total Baths
  • 2,447
    Sq. Ft.
Listed by Executive Real Estate Inc.
198 Main St, Hampton, CT 06247 - Photo 1 Just Listed
$400,000

198 Main St  Hampton, CT 06247

  • Single Family
  • Active
  • Updated 2 hours ago
  • 4
    Beds
  • 2
    Total Baths
  • 2,695
    Sq. Ft.
Listed by Regency Real Estate, LLC
444 N Rd, Ashford, CT 06278 - Photo 1 Just Listed
$400,000
Open House

444 N Rd  Ashford, CT 06278

  • Single Family
  • Active
  • Updated 4 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,993
    Sq. Ft.
Listed by Rick Loranger (860) 933-8565
597 Warrenville Rd, Mansfield, CT 06250 - Photo 1 Just Listed
$225,000

597 Warrenville Rd  Mansfield, CT 06250

  • Mobile Home
  • Active
  • Updated 6 hours ago
  • 2
    Beds
  • 1
    Total Bath
  • 780
    Sq. Ft.
Listed by Home Selling Team

Price Reduced near 287 S Bear Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

127 Windy Hill Rd, Hampton, CT 06247 - Photo 1 Price Reduced
-$15,000 (-3.95%)
$364,900

127 Windy Hill Rd  Hampton, CT 06247

  • Single Family
  • Active
  • Updated 4 days ago
  • 2
    Beds
  • 2
    Total Baths
  • 2,066
    Sq. Ft.
Listed by Johnston & Associates Real Estate, LLC
67 Paradise Dr, Brooklyn, CT 06234 - Photo 1 Price Reduced
-$10,000 (-1.75%)
$559,900

67 Paradise Dr  Brooklyn, CT 06234

  • Single Family
  • Active
  • Updated 5 days ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,250
    Sq. Ft.
Listed by RE/MAX Bell Park Realty
633 Wauregan Rd, Brooklyn, CT 06234 - Photo 1 Price Reduced
-$20,000 (-4.76%)
$399,900

633 Wauregan Rd  Brooklyn, CT 06234

  • Single Family
  • Active
  • Updated 6 days ago
  • 3
    Beds
  • 2
    Total Baths
  • 1,716
    Sq. Ft.
Listed by Signature Properties of NewEng
106 Tripp Hollow Rd, Brooklyn, CT 06234 - Photo 1 Price Reduced
-$25,000 (-6.85%)
$340,000

106 Tripp Hollow Rd  Brooklyn, CT 06234

  • Single Family
  • Active
  • Updated 1 day ago
  • 4
    Beds
  • 3
    Total Baths
  • 2,220
    Sq. Ft.
Listed by Keller Williams Realty Leading Edge

Recent Sales near 287 S Bear Hill Rd

This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.

29 Windswept Ln, Mansfield, CT 06268 - Photo 1 Sold
$675,000

29 Windswept Ln  Mansfield, CT 06268

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 1,801
    Sq. Ft.
Listed by RE/MAX One
Sold by RbRE, LLC
447 Woodland Rd, Mansfield, CT 06268 - Photo 1 Sold
$793,000

447 Woodland Rd  Mansfield, CT 06268

  • Single Family
  • Closed
  • 5
    Beds
  • 3
    Total Baths
  • 2,503
    Sq. Ft.
Listed and Sold by ERA Blanchard & Rossetto
Lot 29 Wyllys Farm Rd, Mansfield, CT 06250 - Photo 1 Sold
$752,400

Lot 29 Wyllys Farm Rd  Mansfield, CT 06250

  • Single Family
  • Closed
  • 3
    Beds
  • 3
    Total Baths
  • 2,400
    Sq. Ft.
Listed by KW Legacy Partners
Sold by Home Selling Team
6 Wyllys Farm Rd, Mansfield, CT 06268 - Photo 1 Sold
$743,750

6 Wyllys Farm Rd  Mansfield, CT 06268

  • Single Family
  • Closed
  • 4
    Beds
  • 3
    Total Baths
  • 3,460
    Sq. Ft.
Listed by Executive Real Estate Inc.
Sold by Weichert,REALTORS-Four Corners

287 South Bear Hill Road, Chaplin, CT 06235 (MLS# 24121168) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 287 South Bear Hill Road is currently listed for $789,000 and was received on August 28, 2025. Want to learn more about 287 South Bear Hill Road? Do you have questions about finding other Single Family real estate for sale in Chaplin? You can browse all Chaplin real estate or contact a Coldwell Banker agent to request more information.

Tour this property