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$789,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,168 Sq. Ft.
  • 2 Car Garage
  • Updated 7 hours ago
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Set on 3.39 picturesque acres, this beautifully renovated property offers the perfect blend of luxury, functionality, and country charm-ideal for those dreaming of a small farm, homestead, or simply more space to enjoy life. The impressive 36x48 Morton barn is a standout feature, currently offering 2 horse stalls with the potential for up to 6, or perfectly suited for a kennel setup with 5 doggy doors already in place. Complete with water, electric, and the ability to be heated, the barn offers endless possibilities. The property also includes fenced pasture areas and a chicken coop with both water and electric already connected. Inside, the home has been thoughtfully and extensively renovated within the last two years, showcasing quality craftsmanship and upscale finishes throughout. A welcoming front porch leads to a stunning mahogany entry and beautiful Brazilian Walnut (IPE) flooring flowing through the entry, office, living room, and kitchen. The spacious living room features vaulted ceilings, a cozy fireplace, and opens seamlessly to the dining area and kitchen, creating the perfect space for everyday living and entertaining. The chef's kitchen is truly exceptional, featuring soapstone countertops, custom cabinetry, and premium stainless steel Bosch appliances, including an induction stove. Just off the kitchen is a convenient laundry room with Energy Star GE washer and dryer. The main-level primary suite is a private retreat with vaulted ceilings, two walk-in clo

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: 24175652
  • Updated: Today (5/14/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 8
  • Rooms/Areas: Bonus Room, Solarium
  • 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
  • Dining Room: Dining Room - Bay/Bow Window, 11 x 12, 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

Exterior

  • Exterior Features: Barn, Deck, Garden Area, Covered Deck
  • Color: Brown

Parking

  • Garage Spaces: 2
  • Parking: Barn

Location

  • County: Windham
  • Driving Directions: gps

School Information

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

Heating & Cooling

  • Cooling Type: Wall Unit, Window Unit
  • Heating Type: Hot Water, Electric, Oil, Wood
  • Heating Fuel: Electric, Oil, Wood
  • Water Heater: Oil, Domestic

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood
  • Basement Desc.: Full, Unfinished, Walk-out, Full With Walk-Out
  • Roof: Asphalt Shingle
  • Attic: Yes
  • Square Feet: 2,168
  • Above Ground: 2,168 Sq. Ft.
  • Year Built: 1997

Lot Features

  • Lot Size (Acres): 3.39
  • Zoning: RA
  • Lot Description: Secluded, Treed, Level Lot, Cleared

Green Features

  • Energy Features: Energy Star Rated, Thermopane Windows

Financial Considerations

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

Disclosures and Reports

  • Property ID: 1681632

Listed by Better Homes and Gardens Real Estate Executive Real Estate, Team Rio of Executive Real Estate, Amy Rio

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Listing agent

— 287 S Bear Hill Rd —

  • Amy Rio

    Better Homes and Gardens Real Estate Executive Real Estate

Agent Contact: (860) 916-6048 Office Contact: (860) 633-8800

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
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions 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
5/14/2026
Listed
$789,000
226.17%
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

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*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 Better Homes and Gardens Real Estate Executive Real Estate, Team Rio of Executive Real Estate, Amy Rio

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287 South Bear Hill Road, Chaplin, CT 06235 (MLS# 24175652) 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 May 14, 2026. 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.

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