Google street view image for 2 Chestnut Hill Rd, West Simsbury, CT 06092

Off market

$453,110

•

2 ba

•

1,742

sq ft

2 Chestnut Hill Rd, West Simsbury, CT 06092

About this home

2 Chestnut Hill Rd is a 1,742 square foot house on a 0.81 acre lot with 3 bedrooms and 2 bathrooms. Based on Redfin's West Simsbury data, we estimate the home's value is $453,110.

Single-familyProperty Type

1968Year Built

0.81 acresLot Size

$260Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$453,110

$18K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 18.8% lower than the average sale price ($558K) of 6 comparable homes.

SOLD AUG 17, 2026
$671,000
A
3 beds2.5 baths2,258 sq ft
48 Quorn Hunt Rd, West Simsbury, CT 06092
SOLD JUL 6, 2026
$630,500
B
3 beds2.5 baths2,535 sq ft
5 Watch Hill Ln, West Simsbury, CT 06092
SOLD AUG 14, 2026
$605,000
C
3 beds2 baths1,816 sq ft
6 David Dr, Simsbury, CT 06070
SOLD JUN 30, 2026
$569,000
D
4 beds2.5 baths2,300 sq ft
33 Chestnut Hill Rd, West Simsbury, CT 06070
SOLD SEP 29, 2026
$420,000
E
3 beds2 baths1,425 sq ft
52 Fernwood Dr, Simsbury, CT 06070
SOLD AUG 24, 2026
$452,500
F
4 beds2.5 baths1,688 sq ft
12 Crane Pl, Simsbury, CT 06070

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Earn from this home

Sell

$425,017

Est. take-home

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Rent

$2,768/mo

Redfin rental estimate

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Market trends in 06092, CT

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

109.2%

1.6% MoM

Median sale price

$665K

$10K MoM

Avg. days on market

15d

6 days MoM

Recently sold homes

8 MoM

Provided by Redfin

Sale history for 2 Chestnut Hill Rd

As the MLS and public records start to fill up, we'll list the details here.

Tax history for 2 Chestnut Hill Rd

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

Property details

Interior

Basement Information
Basement Sq. Ft: 875

Bathroom Information
# of Full Baths: 2

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 7

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Cape Cod
Construction Type: Frame

Property Information
Living Sq. Ft: 1,742
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 35,284
Municipality Name: SIMSBURY
Acres: 0.81
Zoning Code: R40OS
State Use Description: 1-FAMILY RESIDENCE

Utility Information
Sewer Type: Septic

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,742
Stories: 2.0
Lot Size: 0.81 acres
Style: Single Family Residential
Year Built: 1968
Year Renovated: 1993
County: Hartford County
APN: 6106455S

Home facts updated by county records on Oct 9, 2026

Around this home

Schools

K - 12
Preschool & daycare

Tootin' Hills School

Public K-6 • Assigned • 1.1mi

9/10

Henry James Memorial School

Public 7-8 • Assigned • 3.8mi

9/10

Simsbury High School

Public 9-12 • Assigned • 3.0mi

10/10

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

4/10 Heat Factor

7 days above 96° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

2/10 Air Factor

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

Provided by First Street

Historical weather

West Simsbury, CT • 06092

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$431,000 – $522,000

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Home values near 2 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
6 Chestnut Hill Rd, West Simsbury, CT 5 Beds \| 3.5 Baths \| 4666 Sq. Ft.	$789,282
5 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2160 Sq. Ft.	$581,369
5 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2160 Sq. Ft.	$567,383
6 Chestnut Hill Rd, West Simsbury, CT 5 Beds \| 3.5 Baths \| 4666 Sq. Ft.	$786,187
221 West Mountain Rd, West Simsbury, CT 3 Beds \| 2 Baths \| 2312 Sq. Ft.	$511,291
5 Notch Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2738 Sq. Ft.	$581,628
238 West Mountain Rd, West Simsbury, CT 4 Beds \| 2 Baths \| 2000 Sq. Ft.	$496,029

Address	Redfin Estimate
3 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2310 Sq. Ft.	$550,874
1 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2020 Sq. Ft.	$446,019
4 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 1686 Sq. Ft.	$477,191
216 West Mountain Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 1879 Sq. Ft.	$505,458
220 West Mountain Rd, West Simsbury, CT 4 Beds \| 3.5 Baths \| 2933 Sq. Ft.	$653,539
218 West Mountain Rd, West Simsbury, CT 3 Beds \| 2.5 Baths \| 3326 Sq. Ft.	$633,565
239 West Mountain Rd, West Simsbury, CT 4 Beds \| 2 Baths \| 2714 Sq. Ft.	$562,576

Address	Redfin Estimate
4 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 1686 Sq. Ft.	$487,233
1 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2020 Sq. Ft.	$534,873
3 Chestnut Hill Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 1560 Sq. Ft.	$505,097
223 West Mountain Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2080 Sq. Ft.	$378,042
7 Watch Hill Ln, West Simsbury, CT 4 Beds \| 3 Baths \| 2492 Sq. Ft.	$489,122
1 Notch Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2410 Sq. Ft.	$612,487
5 Notch Rd, West Simsbury, CT 4 Beds \| 2.5 Baths \| 2738 Sq. Ft.	$573,458

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