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.
For sale
$789,000
287 South Bear Hill Road, Chaplin, CT 06235
4beds
2,900sqft
Single Family Residence
Built in 1997
3.39 Acres Lot
$768,600 Zestimate®
$272/sqft
$-- HOA
What's special
Cedar sidingVaulted ceilingsFirst-floor primary suiteStunning mahogany entryGated drivewayCentral vacBosch stainless appliances
- 37 days |
- 821 |
- 44 |
Zillow last checked:
Listing updated:
Listed by:
Team Rio of Executive Real Estate,
Amy P. Rio (860)916-6048,
Better Homes and Gardens Real Estate Executive Real Estate 860-633-8800
Source: Smart MLS,MLS#: 24175652
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Bonus Room, Solarium
Primary bedroom
- Features: Vaulted Ceiling(s), Ceiling Fan(s), Full Bath, Walk-In Closet(s), Hardwood Floor
- Level: Main
- Area: 336 Square Feet
- Dimensions: 12 x 28
Bedroom
- Features: Walk-In Closet(s), Wall/Wall Carpet
- Level: Upper
- Area: 285 Square Feet
- Dimensions: 15 x 19
Bedroom
- Features: Wall/Wall Carpet
- Level: Upper
- Area: 132 Square Feet
- Dimensions: 11 x 12
Bedroom
- Features: Walk-In Closet(s), Hardwood Floor
- Level: Upper
- Area: 196 Square Feet
- Dimensions: 14 x 14
Dining room
- Features: Bay/Bow Window
- Level: Main
- Area: 132 Square Feet
- Dimensions: 12 x 11
Kitchen
- Features: Remodeled, Breakfast Bar, Breakfast Nook, Hardwood Floor
- Level: Main
- Area: 143 Square Feet
- Dimensions: 13 x 11
Living room
- Features: Vaulted Ceiling(s), Ceiling Fan(s), Fireplace, Hardwood Floor
- Level: Main
- Area: 300 Square Feet
- Dimensions: 15 x 20
Office
- Features: Hardwood Floor
- Level: Main
- Area: 132 Square Feet
- Dimensions: 11 x 12
Rec play room
- Features: Hardwood Floor
- Level: Main
- Area: 418 Square Feet
- Dimensions: 19 x 22
Sun room
- Features: Skylight, French Doors, Marble Floor
- Level: Main
- Area: 228 Square Feet
- Dimensions: 12 x 19
Heating
- Hot Water, Electric, Oil, Wood
Cooling
- Window Unit(s)
Appliances
- Included: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water Heater
- Laundry: Main Level
Features
- Open Floorplan
- Windows: Thermopane Windows
- Basement: Full,Unfinished,Walk-Out Access
- Attic: Pull Down Stairs
- Number of fireplaces: 1
Interior area
- Total structure area: 2,900
- Total interior livable area: 2,900 sqft
- Finished area above ground: 2,900
Property
Parking
- Total spaces: 2
- Parking features: Barn
- Garage spaces: 2
Features
- Patio & porch: Deck, Covered
- Exterior features: Garden
Lot
- Size: 3.39 Acres
- Features: Secluded, Wooded, Level, Cleared
Details
- Additional structures: Barn(s)
- Parcel number: 1681632
- Zoning: RA
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Clapboard, Cedar
- Foundation: Concrete Perimeter
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1997
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
- Utilities for property: Cable Available
Green energy
- Green verification: ENERGY STAR Certified Homes
- Energy efficient items: Windows
Community & HOA
HOA
- Has HOA: No
Location
- Region: Chaplin
Financial & listing details
- Price per square foot: $272/sqft
- Tax assessed value: $324,400
- Annual tax amount: $10,180
- Date on market: 5/14/2026
Estimated market value
$768,600
$730,000 - $807,000
$3,570/mo
Price history
| Date | Event | Price |
|---|---|---|
| 5/14/2026 | Listed for sale | $789,000$272/sqft |
Source:  Smart MLS #24175652 Report a problem | ||
| 3/1/2026 | Listing removed | $789,000$272/sqft |
Source: Smart MLS #24121168 Report a problem | ||
| 10/8/2025 | Price change | $789,000-7.6%$272/sqft |
Source: Smart MLS #24121168 Report a problem | ||
| 8/28/2025 | Listed for sale | $853,500+252.8%$294/sqft |
Source: Smart MLS #24121168 Report a problem | ||
| 3/5/2008 | Sold | $241,900-26.4%$83/sqft |
Source: Smart MLS #G476209 Report a problem | ||
| 12/6/2007 | Sold | $328,704$113/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $10,180 +4.8% | $324,400 |
| 2024 | $9,716 +24.2% | $324,400 +47.2% |
| 2023 | $7,824 +2.9% | $220,400 |
| 2022 | $7,604 +6.2% | $220,400 |
| 2021 | $7,163 | $220,400 |
| 2020 | $7,163 | $220,400 |
| 2019 | $7,163 -1.2% | $220,400 -1.2% |
| 2018 | $7,248 -7.3% | $223,000 |
| 2017 | $7,816 | $223,000 |
| 2016 | $7,816 -4% | $223,000 |
| 2015 | $8,140 | $223,000 |
| 2014 | $8,140 +6.9% | $223,000 -11.7% |
| 2013 | $7,616 | $252,600 |
| 2012 | $7,616 | $252,600 |
| 2011 | $7,616 | $252,600 |
| 2010 | $7,616 +1% | $252,600 |
| 2009 | $7,540 -29.1% | $252,600 -15.7% |
| 2007 | $10,632 +5% | $299,500 |
| 2006 | $10,123 +9.8% | $299,500 +7.2% |
| 2005 | $9,217 +60.2% | $279,300 +103.9% |
| 2003 | $5,754 -17.7% | $137,000 -30.1% |
| 2002 | $6,989 | $196,000 +29.8% |
| 1996 | -- | $150,950 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
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Climate risks
Neighborhood: 06235
Nearby schools
GreatSchools rating
- 4/10Chaplin Elementary SchoolGrades: PK-6Distance: 1.9 mi
- 4/10Parish Hill High SchoolGrades: 7-12Distance: 2.2 mi
Schools provided by the listing agent
- Elementary: Chaplin
Source: Smart MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Windham County
- Chaplin
- 06235
- 287 South Bear Hill Road
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