287 South Bear Hill Road, Chaplin, CT 06235
SOLD
AUG 28, 2026

$791,000

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,900 sqft (on 3.39 acres)

287 South Bear Hill Road, Chaplin, CT 06235

Est. Refi. Payment $5,420/mo*
Refinance Your Home
Currently Off Market - Sold Aug 28, 2026 for $789,000

Home Value

Trulia Estimate
$791K
Since last month
Increased$30K (+4%)
Since last year
Decreased$16K (-2%)
Since last sale
Increased$2K (+0.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +191% in the last 10 years
MonthEstimated value
2026
September 2026$791K
August 2026$761K
July 2026$761K
June 2026$767K
May 2026$783K
April 2026$753K
March 2026$753K
February 2026$750K
January 2026$753K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
193 Phoenixville Road, Chaplin, CT
0.84
Single-Family Home
$640,000
03/23/26
5
2.5
3,268
39 Cannon Road, Hampton, CT
0.98
Single-Family Home
$510,000
09/15/26
3
2.5
2,071
11 Mountain Laurel Lane, Chaplin, CT
0.45
Single-Family Home
$300,000
04/30/26
2
1
904
85 England Road, Chaplin, CT
0.55
Single-Family Home
$320,000
11/13/25
2
2
1,080
184 Phoenixville Road, Chaplin, CT
0.82
Single-Family Home
$375,000
10/15/25
3
2
1,848
52 Singleton Road, Chaplin, CT
1.42
Single-Family Home
$365,000
10/08/25
3
2.5
2,440
58 Tower Hill Road, Chaplin, CT
1.50
Single-Family Home
$420,000
07/24/26
3
2
1,871
4 Cross Road, Chaplin, CT
0.95
Single-Family Home
$324,000
06/08/26
2
1
1,500

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
304 South Bear Hill Road, Chaplin, CT 06235
0.14
$380,200
3
2
1,200
Off Market
21 Linkkila Lane, Chaplin, CT 06235
0.23
$535,000
5
4
2,604
For Sale
0 Cedar Swamp Road, Chaplin, CT 06235
0.28
-
-
-
-
Off Market
168 Miller Road, Chaplin, CT 06235
0.34
$471,100
4
2
2,754
Off Market
11 Mountain Laurel Lane, Chaplin, CT 06235
0.45
$300,000
2
1
904
Recently Sold
179 Bear Hill Road, Chaplin, CT 06235
0.50
$363,500
3
2
1,272
Off Market
12 Mountain Laurel Lane, Chaplin, CT 06235
0.50
$405,200
3
1
960
Off Market
85 England Road, Chaplin, CT 06235
0.55
$335,300
2
2
1,080
Off Market
32 Mountain Laurel Lane, Chaplin, CT 06235
0.67
$437,500
4
2
1,547
Off Market
260 Phoenixville Road, Chaplin, CT 06235
0.76
$502,300
4
2.5
2,650
Off Market
256 Phoenixville Road, Chaplin, CT 06235
0.80
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 287 South Bear Hill Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1997
3.39 acre lot
2,900 sqft
$272/sqft
Garage

About this House

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.
287 South Bear Hill Road, Chaplin, CT 06235 is a 4 bedroom, 3 bathroom, 2,900 sqft single-family home built in 1997. It last sold for the $789,000 asking price on Aug 28, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $791,000, with a rent estimate of $3,389/month.
Last check for updates: about 2 hours ago
Listed by Amy P. Rio, (860) 916-6048
Better Homes and Gardens Real Estate Executive Real Estate, (860) 633-8800
Bought with: Daniel Deojay, (860) 367-1130, RE/MAX Bell Park Realty, (860) 774-7600
Source: Smart MLS, MLS#24175652

Home Details for 287 South Bear Hill Road

Interior Features

Interior Details
Basement: Full,Unfinished,Walk-Out AccessNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom, Dining Room, Kitchen, Living Room, Office, Rec Play Room, Sun Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2900 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Oven/Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Water HeaterDishwasherDryerLaundry: Main LevelMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Hot Water,Electric,Oil,WoodHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Window: Thermopane Windows

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Deck, CoveredOther Structures: Barn(s)Exterior: GardenFoundation: Concrete PerimeterGardenNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageParking Spaces: 2Parking: Barn
Frontage
Not on Waterfront
Water & Sewer
Sewer: Septic Tank
Finished Area
Finished Area (above surface): 2900 Square Feet

Property Information

Year Built
Year Built: 1997
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Clapboard, CedarNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 1681632

Price & Status

Price
List Price: $789,000Price Per Sqft: $272/sqft
Status Change & Dates
Off Market Date: Mon Aug 03 2026Possession Timing: Negotiable

Active Status

MLS Status: Closed

Location

Direction & Address
City: Chaplin
School Information
Elementary School: ChaplinHigh School: Per Board of Ed

Agent Information

Buyer Agent
Buyer Company Name: THE DEOJAY TEAM AT BELL PARK REALTY

Building

Building Area
Building Area: 2900 Square Feet

HOA

No HOA

Lot Information

Lot Area: 3.39 Acres

Energy

Energy Efficiency Features: Windows

Miscellaneous

BasementMls Number: 24175652Attic: Pull Down StairsAttribution Contact: (860) 916-6048Above Grade Unfinished Area: 2900

Price and Tax history

DateEventPrice
Aug 28, 2026
Source: Smart MLS #24175652
Sold
$789,000
Aug 6, 2026
Source: Smart MLS #24175652
Pending
$789,000
May 14, 2026
Source: Smart MLS #24175652
Listed For Sale
$789,000
Mar 1, 2026
Source: Smart MLS #24121168
ListingRemoved
$789,000
Oct 8, 2025
Source: Smart MLS #24121168
PriceChange
$789,000
Price decreased by 8%

Market trends in Chaplin

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
7
1MoM

Around this home

What Locals Say about Chaplin

At least 3 Trulia users voted on each feature.

  • 100 % Say there's wildlife

  • 100 % Say car is needed

  • 88 % Say there's holiday spirit

  • 83 % Say parking is easy

  • 83 % Say it's dog friendly

  • 71 % Say people would walk alone at night

  • 60 % Say yards are well-kept

  • 50 % Say they plan to stay for at least 5 years

  • 39 % Say neighbors are friendly

  • 33 % Say kids play outside

  • 33 % Say it's quiet

  • 29 % Say there are community events

  • 25 % Say it's walkable to restaurants

  • 25 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

Frequently asked questions about 287 South Bear Hill Road

  • What is 287 South Bear Hill Road estimated to be worth?
    Trulia's estimated value for 287 South Bear Hill Road in Chaplin, CT is $791,000.
  • What is the price history for 287 South Bear Hill Road?
    287 South Bear Hill Road in Chaplin, CT last sold for $789,000 in August 2026.
  • Is Chaplin a buyer's or seller's market?
    Chaplin is currently a seller's market, based on recent for-sale activity.
  • What are the closest schools to 287 South Bear Hill Road?
    The closest schools to 287 South Bear Hill Road in Chaplin, CT are Chaplin Elementary School (Pre-K, rated 4/10), Parish Hill High School (Middle, rated 4/10).
  • Does 287 South Bear Hill Road have air conditioning?
    Yes, 287 South Bear Hill Road in Chaplin, CT has air conditioning.
  • Does 287 South Bear Hill Road have laundry facilities?
    Yes, 287 South Bear Hill Road in Chaplin, CT has in-unit laundry.

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