186 S Bear Hill Rd, Chaplin, CT 06235
Property image
Property image
OFF MARKET

$550,100

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,251 sqft (on 2.18 acres)

186 S Bear Hill Rd, Chaplin, CT 06235

Est. Refi. Payment $3,704/mo*
Refinance Your Home
Currently Off Market - Sold Sep 14, 2016 for $270,000

Home Value

Trulia Estimate
$550K
Since last month
Decreased$6K (-1.1%)
Since last year
Increased$19K (+3.6%)
Since last sale
Increased$280K (+103.9%)
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 +104% in the last 10 years
MonthEstimated value
2026
August 2026$550K
August 2026$550K
July 2026$557K
June 2026$555K
May 2026$548K
April 2026$548K
March 2026$535K
February 2026$526K
January 2026$512K
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
184 Phoenixville Road, Chaplin, CT
0.46
Single-Family Home
$375,000
10/15/25
3
2
1,848
287 South Bear Hill Road, Chaplin, CT
0.41
Single-Family Home
$789,000
08/28/26
4
2.5
2,900
4 Cross Road, Chaplin, CT
0.54
Single-Family Home
$324,000
06/08/26
2
1
1,500
85 England Road, Chaplin, CT
0.64
Single-Family Home
$320,000
11/13/25
2
2
1,080
11 Mountain Laurel Lane, Chaplin, CT
0.44
Single-Family Home
$300,000
04/30/26
2
1
904
193 Phoenixville Road, Chaplin, CT
0.49
Single-Family Home
$640,000
03/23/26
5
2.5
3,268
144 Phoenixville Road, Chaplin, CT
0.59
Single-Family Home
$340,000
12/01/25
3
1
1,288
101 Ridge Road, Chaplin, CT
1.08
Single-Family Home
$305,000
02/06/26
3
1
1,267
54 Chaplin Street, Chaplin, CT
1.12
Single-Family Home
$150,000
01/14/26
3
1
1,614
58 Tower Hill Road, Chaplin, CT
1.42
Single-Family Home
$420,000
07/24/26
3
2
1,871

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
179 Bear Hill Road, Chaplin, CT 06235
0.11
$362,800
3
2
1,272
Off Market
168 Miller Road, Chaplin, CT 06235
0.23
$478,000
4
2
2,754
Off Market
287 South Bear Hill Road, Chaplin, CT 06235
0.41
$789,000
4
2.5
2,900
Recently Sold
12 Mountain Laurel Lane, Chaplin, CT 06235
0.42
$402,400
3
1
960
Off Market
304 South Bear Hill Road, Chaplin, CT 06235
0.43
$377,700
3
2
1,200
Off Market
11 Mountain Laurel Lane, Chaplin, CT 06235
0.44
$300,000
2
1
904
Recently Sold
184 Phoenixville Road, Chaplin, CT 06235
0.46
$401,000
3
2
1,848
Off Market
200 Phoenixville Road, Chaplin, CT 06235
0.46
$365,900
4
2
1,800
Off Market
193 Phoenixville Road, Chaplin, CT 06235
0.49
$640,000
5
2.5
3,268
Recently Sold
4 Cross Road, Chaplin, CT 06235
0.54
$324,000
2
1
1,500
Recently Sold
260 Phoenixville Road, Chaplin, CT 06235
0.55
$501,000
4
2.5
2,650
Off Market
256 Phoenixville Road, Chaplin, CT 06235
0.56
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 186 S Bear Hill Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2005
2.18 acre lot
2,251 sqft
$244/sqft
Garage

About this House

Brenda Milhomme Realty Group proudly presents this home which is one floor living in expansive contemporary ranch. Home offers an eat-in kitchen, solid cherry cabinets line your modern kitchen, stainless steel appliances, silestone countertops and island with a preparation sink. Arched ceilings in living room with natural light from four windows and french doors open to upper level deck. Master bedroom suite with recessed lighting. Master bathroom with corner jacuzzi tub, double vanity sink and stand up shower. Access your double level deck from your living room and master bedroom to the deck leading to the above-ground pool. Completely finished lower level adds additional 2000 square feet. Gas fireplace, game room, pool table, built in theatre, home office, in-law apartment potential, office and play room all in finished lower level. Concrete half court basketball court. Plenty of gardening area. Additional pool house or shed for storage. Please contact Brenda Milhomme Realty Group at (860) 634-5312 for more information or a private showing.
186 S Bear Hill Rd, Chaplin, CT 06235 is a 3 bedroom, 3 bathroom, 2,251 sqft single-family home built in 2005. It last sold for $270,000 on Sep 14, 2016. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $550,100, with a rent estimate of $3,090/month.

Home Details for 186 S Bear Hill Rd

Interior Features

Interior Details
BasementIn-law unitNumber of Rooms: 14Types of Rooms: Walk In Closet, Dining Room, Family Room, Laundry Room, Master Bath, Office, Recreation Room, WorkshopCeiling Fan
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: VinylGarden
Pool
Pool
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 2.18 acres

Building

Fitness & Sports
Basketball Court

Price and Tax history

DateEventPrice
Sep 14, 2016
Source: Smart MLS #G10144176
Sold
$270,000
Aug 11, 2016
Source: Agent Provided
Pending
$299,900
Jul 11, 2016
Source: Agent Provided
PriceChange
$299,900
Price decreased by 3%
Jun 16, 2016
Source: Agent Provided
PriceChange
$309,900
Price decreased by 11%
Mar 7, 2016
Source: Agent Provided
PriceChange
$349,900
Price decreased by 3%

Market trends in Chaplin

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
8
2MoM

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

Frequently asked questions about 186 S Bear Hill Rd

  • What is 186 S Bear Hill Rd estimated to be worth?
    Trulia's estimated value for 186 S Bear Hill Rd in Chaplin, CT is $550,100.
  • What is the price history for 186 S Bear Hill Rd?
    186 S Bear Hill Rd in Chaplin, CT last sold for $270,000 in September 2016.
  • 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 186 S Bear Hill Rd?
    The closest schools to 186 S Bear Hill Rd in Chaplin, CT are Chaplin Elementary School (Pre-K, rated 4/10), Parish Hill High School (Middle, rated 4/10).
  • Does 186 S Bear Hill Rd have air conditioning?
    Yes, 186 S Bear Hill Rd in Chaplin, CT has air conditioning.
  • Does 186 S Bear Hill Rd have a pool?
    Yes, 186 S Bear Hill Rd in Chaplin, CT has a pool.

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