Off market may 2021 for $225K

$319,143

•

1,451

sq ft

323 S Bear Hill Rd, Chaplin, CT 06235

About this home

2 lots for the price of 1! Great 3 bedroom, 1 bath home has several updates including new flat roof, March 2021. Home has gorgeous vintage hardwood floors through out. Bright tiled entrance is a newer addition. Large living room with a lovely river stone fireplace overlooks beautiful, spacious yard including a private pond and several mature trees. Private pond had been hand stocked with bass, cat fish and trout over the course of 50 years. Several big ticket items have been updated including new vinyl siding, replacement windows, a drilled well, a new side deck, both chimneys have been re flashed in March 2021 when flat roof was replaced. Basement has a full sized door on ground level making it convenient to bring wood in. 2 sheds provide tons of outdoor storage! Oversized paved driveway. Current owner has flagged what he recalls to be the back of the 2nd lot. Lots are adjacent and being sold together, new owner can do as they see fit. Schedule your showing today!!!

Single-familyProperty Type

1900Year Built

2.75 acresLot Size

$220Est. Price/Sq.Ft.

Listed by Crystal Gebhardt Coogan • RbRE, LLC

Bought with Hala Hanna • KW Legacy Partners

Source:Smart MLS #170375612

Redfin Estimate

$319,143

$94K since sold in May 2021$7,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.3% higher than the average sale price ($287K) of 6 comparable homes.

SOLD SEP 4, 2026
$177,000
A
3 beds2 baths1,552 sq ft
69 Station Rd, Hampton, CT 06247
SOLD FEB 6, 2026
$305,000
B
3 beds1 bath1,267 sq ft
101 Ridge Rd, Chaplin, CT 06235
SOLD JUL 24, 2026
$420,000
C
3 beds2 baths1,871 sq ft
58 Tower Hill Rd, Chaplin, CT 06235
SOLD JUN 8, 2026
$324,000
D
2 beds1 bath1,500 sq ft
4 Cross Rd, Chaplin, CT 06235
SOLD JUN 15, 2026
$265,000
E
3 beds1 bath1,872 sq ft
282 N Bigelow Rd, Hampton, CT 06247
SOLD FEB 27, 2026
$229,900
F
3 beds1 bath1,495 sq ft
25 Chappell St, Chaplin, CT 06235

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$137,739

Est. take-home

List your home with Redfin and save $3,191

Rent

$2,289/mo

Redfin rental estimate

List your home for rent

Market trends in 06235, CT

Last updated September 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

Provided by Redfin

Sale history for 323 S Bear Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,720 (+2.9%)

$25,700 + $79,100

$104,800

2022

$3,616 (+6.2%)

$25,700 + $79,100

$104,800

2021

$3,406

$25,700 + $79,100

$104,800

2020

$3,406

$25,700 + $79,100

$104,800

2019

$3,406 (−2.9%)

$25,700 + $79,100

$104,800

2018

$3,507 (−7.3%)

$25,700 + $82,200

$107,900

2017

$3,782

$25,700 + $82,200

$107,900

2016

$3,782 (−4.0%)

$25,700 + $82,200

$107,900

2014

$3,938 (−1.1%)

$25,700 + $82,200

$107,900

2012

$3,980

$48,500 + $83,500

$132,000

Tax history for 323 S Bear Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$3,720 (+2.9%)

$25,700 + $79,100

$104,800

2022

$3,616 (+6.2%)

$25,700 + $79,100

$104,800

2021

$3,406

$25,700 + $79,100

$104,800

2020

$3,406

$25,700 + $79,100

$104,800

2019

$3,406 (−2.9%)

$25,700 + $79,100

$104,800

2018

$3,507 (−7.3%)

$25,700 + $82,200

$107,900

2017

$3,782

$25,700 + $82,200

$107,900

2016

$3,782 (−4.0%)

$25,700 + $82,200

$107,900

2014

$3,938 (−1.1%)

$25,700 + $82,200

$107,900

2012

$3,980

$48,500 + $83,500

$132,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

1,451

Year built

1900

Style

Single Family Residential

County

Windham County

APN

1682604

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Paved, Off Street Parking

Interior

Interior Information
Total Rooms: 6
Fireplaces Total: 1
Cooling System: Window Unit
Appliances Included: Gas Range, Dishwasher

Bathroom Information
# of Baths (Full): 1

Bedroom Information
Beds Total: 3

Room Information
Room Count: 7
Basement Description: Full With Walk-Out

Exterior

Exterior Features
Roof Information: Shingle, Flat
Exterior Siding: Vinyl Siding
Exterior Features: Deck, Garden Area, Patio, Porch-Enclosed, Stone Wall

Lot Information
Lot Description: Open Lot, Cleared, Corner Lot

Building Information
Foundation Type: Stone
Construction Description: Frame
Color: Red

Property Information
Waterfront Description: Pond, Walk to Water
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 1451
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $104,800

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: 40 Gallon Tank
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement

Location

School Information
High School: Parish Hill
Elementary School: Chaplin

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Playground/Tot Lot, Public Rec Facilities, Stables/Riding
Directions: On the corner of South Bear Hill Rd and England Rd
County: Windham

Public facts

Beds: 3
Baths: 1.0
Sq. Ft.: 1,451
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Windham County
APN: 1682604

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Listing Information
Has Home Warranty Offered

Around this home

Schools

Chaplin Elementary School

Public PreK-6 • Assigned • 2.0mi

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

3/10 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

$304,000 – $368,000

Reach more buyers when you sell with Redfin. Save up to $3,191 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$535,000

5 beds4 baths2,604 sq ft

21 Linkkila Ln, Chaplin, CT 06235

$189,000

2 beds1 bath1,000 sq ft

28 Lovers Ln, Windham, CT 06280

NEW CONSTRUCTION

$565,000

3 beds2 baths1,800 sq ft

874 Brook Rd, Hampton, CT 06427

$385,000

4 beds3.5 baths2,866 sq ft

111 Ashford Center Rd, Ashford, CT 06278

3D WALKTHROUGH

$135,000

3 beds2 baths1,152 sq ft

57 Circle Dr, North Windham, CT 06256

$160,000

3 beds2 baths1,152 sq ft

28 Circle Dr, North Windham, CT 06256

Home values near 323 S Bear Hill Rd

Data from public records.

Address	Redfin Estimate
339 South Bear Hill Rd, Chaplin, CT 2 Beds \| 2 Baths \| 1909 Sq. Ft.	$310,999
344 South Bear Hill Rd, Chaplin, CT 3 Beds \| 2 Baths \| 1814 Sq. Ft.	$392,624

Address	Redfin Estimate
304 South Bear Hill Rd, Chaplin, CT 3 Beds \| 2 Baths \| 1200 Sq. Ft.	$366,425
334 South Bear Hill Rd, Chaplin, CT 3 Beds \| 2 Baths \| 1410 Sq. Ft.	$388,437

Address	Redfin Estimate
287 South Bear Hill Rd, Chaplin, CT 4 Beds \| 2.5 Baths \| 2900 Sq. Ft.	—
437 North Bear Hill Rd, Chaplin, CT 2 Beds \| 3.5 Baths \| 1906 Sq. Ft.	$580,907

Property information provided by Smart MLS when last listed in 2021. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Windham County	Agents near me	Westport, CT homes for sale	Windham County Housing Market
Houses for sale near me	Greenwich, CT homes for sale	New Haven, CT homes for sale
Land for sale near me	Stamford, CT homes for sale	Milford, CT homes for sale
Open Houses near me	West Hartford, CT homes for sale	Windham County Property Records
Condos for sale near me	Norwalk, CT homes for sale	CT New Listings

Foster homes for sale
Putnam homes for sale
Brooklyn homes for sale

Worcester County homes for sale
Middlesex County homes for sale
Norfolk County homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 06235, CT

Sale history for 323 S Bear Hill Rd

Tax history for 323 S Bear Hill Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

Home values near 323 S Bear Hill Rd

More real estate resources