Off market sep 2016 for $270K

$532,099

Est. refi paymentEst. refi $1,834/mo

•

2,251

sq ft

186 S Bear Hill Rd, Chaplin, CT 06235

About this home

Beautiful custom built home with arched doorways, 9' tray ceilings & hardwood flooring. Custom kitchen with cherry cabinets, quartz counter tops, built in cook top, 2 built in ovens & an island with prep sink with breakfast bar. The formal dining room leads out onto the expansive deck overlooking the pool & private yard. The large living room with fireplace offers a relaxing space after a long day. The master bedroom suite has a full bath with whirlpool tub, walk-in closet, tray ceiling and door to the deck. This home was built for entertaining with a massive family room with bar and fire place and adding 200 square feet of living space. The lower level could also be used as an accessory apartment. Words cannot do this property justice. You must see it for yourself!

Single-familyProperty Type

2005Year Built

2.18 acresLot Size

$236Est. Price/Sq.Ft.

2 car garageParking

Listed by Rick Loranger • Home Selling Team

Bought with Amy Vinal • Pine Knoll Real Estate

Source:Smart MLS #G10144176

Redfin Estimate

$532,099

$262K since sold in September 2016$6,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.3% higher than the average sale price ($510K) of 6 comparable homes.

SOLD SEP 15, 2026
$510,000
A
3 beds2.5 baths2,071 sq ft
39 Cannon Rd, Hampton, CT 06247
SOLD AUG 17, 2026
$566,500
B
3 beds2.5 baths2,542 sq ft
194 Brookside Ln, Mansfield Center, CT 06250
SOLD SEP 1, 2026
$650,000
C
3 beds2.5 baths2,534 sq ft
771 Brook Rd, Hampton, CT 06247
SOLD SEP 11, 2026
$455,000
D
3 beds2 baths1,714 sq ft
49 Parsonage Rd, Hampton, CT 06247
SOLD JUL 22, 2026
$470,000
E
3 beds2.5 baths2,136 sq ft
37 Tuckie Rd, Windham, CT 06280
SOLD SEP 18, 2026
$410,000
F
3 beds2.5 baths1,836 sq ft
371 Warrenville Rd, Mansfield Center, CT 06250

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Earn from this home

Sell

$330,472

Est. take-home

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Refinance

Est. cash available

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Rent

$3,127/mo

Redfin rental estimate

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Market trends in 06235, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

106.5%

0.8% MoM

Median sale price

$400K

$15K MoM

Avg. days on market

49d

10 days MoM

Recently sold homes

1 MoM

New listings for sale

$375,000
3 beds1.5 baths1,570 sq ft
11 Carefree Ln, Chaplin, CT 06235
See all

Provided by Redfin

Sale history for 186 S Bear Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,384 (+2.9%)

$26,100 + $181,900

$208,000

2022

$7,176 (+6.2%)

$26,100 + $181,900

$208,000

2021

$6,760

$26,100 + $181,900

$208,000

2020

$6,760

$26,100 + $181,900

$208,000

2019

$6,760 (−2.9%)

$26,100 + $181,900

$208,000

2018

$6,962 (−7.3%)

$26,200 + $188,000

$214,200

2017

$7,508

$26,200 + $188,000

$214,200

2016

$7,508 (−4.0%)

$26,200 + $188,000

$214,200

2014

$7,818 (+5.9%)

$26,200 + $188,000

$214,200

2012

$7,381

$49,100 + $195,700

$244,800

Tax history for 186 S Bear Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$7,384 (+2.9%)

$26,100 + $181,900

$208,000

2022

$7,176 (+6.2%)

$26,100 + $181,900

$208,000

2021

$6,760

$26,100 + $181,900

$208,000

2020

$6,760

$26,100 + $181,900

$208,000

2019

$6,760 (−2.9%)

$26,100 + $181,900

$208,000

2018

$6,962 (−7.3%)

$26,200 + $188,000

$214,200

2017

$7,508

$26,200 + $188,000

$214,200

2016

$7,508 (−4.0%)

$26,200 + $188,000

$214,200

2014

$7,818 (+5.9%)

$26,200 + $188,000

$214,200

2012

$7,381

$49,100 + $195,700

$244,800

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

2.18 Acres

Year renovated

—

Sq. Ft.

2,251

Year built

2005

Style

Single Family Residential

County

Windham County

APN

2475271

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Covered Garage
Garages Number: 2

Interior

Interior Information
Total Rooms: 10
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Open Floor Plan, Cable - Pre-wired
In-Law Apartment: Yes
In-Law Access: Possible
Fireplaces Total: 1
Cooling System: Ceiling Fans, Central Air
Appliances Included: Dishwasher, Dryer, Electric Cooktop, Microwave, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 10
Basement Description: Fully Finished, Full With Walk-Out, Heated, Walk-out

Exterior

Exterior Features
Exterior Siding: Vinyl Siding
Exterior Features: Deck, Garden Area, Gutters, Shed, Storage Building, Underground Utilities

Lot Information
Lot Description: Secluded

Pool Information
Swimming Pool
Pool Description: Above Ground Pool

Property Information
Property Type: Single Family For Sale
Property Info: Horse Property
Driveway Type: Asphalt, Paved

Financial

Assessments Information
Assessed Value: $214,200

Rental Information
Lease Purchase YN: No

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hydro Air
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground
Energy Features: Thermopane Windows
Electric Amperage: 200

Location

School Information
High School: Region 11
Elementary School: Chaplin

Location Information
State: Connecticut
Directions: Route 198 to Cross Street to South Bear Hill Road.
County: Windham

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,251
Stories: 1.0
Lot Size: 2.18 acres
Style: Single Family Residential
Year Built: 2005
Year Renovated: —
County: Windham County
APN: 2475271

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Chaplin Elementary School

Public PreK-6 • Assigned • 1.6mi

4/10

Parish Hill High School

Public 7-12 • Assigned • 2.2mi

4/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 94° expected this year, 15 days in 30 years

6/10 Wind Factor

50% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Chaplin, CT • 06235

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$506,000 – $612,000

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New listings for sale in 06235

$375,000

3 beds1.5 baths1,570 sq ft

11 Carefree Ln, Chaplin, CT 06235

Home values near 186 S Bear Hill Rd

Data from public records.

Address	Redfin Estimate
146 S Bear Hill Road, Chaplin, CT 3 Beds \| 2.5 Baths \| 1990 Sq. Ft.	$588,624
140 S Bear Hill Road, Chaplin, CT 3 Beds \| 2.5 Baths \| 1664 Sq. Ft.	$427,977

Address	Redfin Estimate
171 S Bear Hill Road, Chaplin, CT 3 Beds \| 2 Baths \| 2242 Sq. Ft.	$557,779
223 S Bear Hill Road, North Windham, CT 3 Beds \| 1.5 Baths \| 1138 Sq. Ft.	$323,285

Address	Redfin Estimate
159 S Bear Hill Road, Chaplin, CT 3 Beds \| 3 Baths \| 2044 Sq. Ft.	$444,828
209 S Bear Hill Road, Chaplin, CT 4 Beds \| 1 Baths \| 2125 Sq. Ft.	$399,567

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06235, CT

Sale history for 186 S Bear Hill Rd

Tax history for 186 S Bear Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06235

Home values near 186 S Bear Hill Rd

More real estate resources