Google satellite image for 300 Chestnut Hill Rd, Wilton, CT 06897

Off Market Apr 2021 for $1.2M

$2,371,101

Est. refi paymentEst. refi $8,574/mo

•

6,000

sq ft

300 Chestnut Hill Rd, Wilton, CT 06897

About this home

300 Chestnut Hill Rd is a 6,000 square foot house on a 2.48 acre lot with 5 bedrooms and 4.5 bathrooms. - it last sold on April 21, 2021 for $1,200,000. Based on Redfin's Wilton data, we estimate the home's value is $2,371,101.

Single-familyProperty Type

1991Year Built

2.48 acresLot Size

$395Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,371,101

$1.2M since sold in April 2021$7,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 37.8% higher than the average sale price ($1.72M) of 6 comparable homes.

SOLD AUG 24, 2026
$2,300,000
A
4 beds4.5 baths4,808 sq ft
18 W Meadow Rd, Wilton, CT 06897
SOLD AUG 13, 2026
$1,150,000
B
4 beds3 baths4,206 sq ft
5 Newtown Tpke, Weston, CT 06883
SOLD JUN 23, 2026
$1,715,000
C
4 beds3.5 baths4,496 sq ft
21 Timber Mill Ln, Weston, CT 06883
SOLD NOV 7, 2025
$1,660,000
D
4 beds3 baths4,162 sq ft
304 Chestnut Hill Rd, Wilton, CT 06897
SOLD JUL 22, 2026
$1,650,000
E
4 beds2.5 baths3,892 sq ft
49 Mollbrook Dr, Wilton, CT 06897
SOLD JUL 2, 2026
$1,848,000
F
4 beds3.5 baths5,525 sq ft
32 Buttonball Ln, Weston, CT 06883

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Earn from this home

Sell

$1,372,915

Est. take-home

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Est. cash available

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Rent

$4,610/mo

Redfin rental estimate

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Market trends in 06897, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.1%

+0.1% MoM

Median sale price

$1.4M

$106K MoM

Avg. days on market

27d

1 days MoM

Recently sold homes

29 MoM

New listings for sale

OPEN FRI, 12PM TO 2PM
$1,795,000
5 beds4.5 baths4,640 sq ft
122 Millstone Rd, Wilton, CT 06897
OPEN SUN, 1PM TO 4PM
$1,569,000
5 beds4.5 baths3,766 sq ft
132 Signal Hill Rd, Wilton, CT 06897
COMING SOON
$1,185,000
4 beds2.5 baths2,334 sq ft
75 Ledgewood Dr, Wilton, CT 06897
OPEN THU, 12PM TO 2PM
$895,000
3 beds4 baths2,798 sq ft
146 Westport Rd, Wilton, CT 06897
$3,800,000
3 beds3.5 baths4,386 sq ft
24 Graenest Ridge Rd, Wilton, CT 06897
$3,250,000
4 beds4 baths6,518 sq ft
347 Nod Hill Rd, Wilton, CT 06897
$3,850,000
5 beds5.5 baths5,034 sq ft
430 Nod Hill Rd, Wilton, CT 06897
OPEN SAT, 11AM TO 1PM
$539,900
1 bed1.5 baths1,129 sq ft
35 Glen Rdg #35, Wilton, CT 06897
3D WALKTHROUGH
$2,499,000
5 beds6 baths5,471 sq ft
77 Old Boston Rd, Wilton, CT 06897
See all

Provided by Redfin

Sale history for 300 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,580 (+29.9%)

$291,550 + $719,390

$1,010,940

2022

$22,773 (+1.3%)

$291,550 + $515,130

$806,680

2021

$22,482 (+1.5%)

$291,550 + $515,130

$806,680

2020

$22,151 (−3.8%)

$291,550 + $515,130

$806,680

2019

$23,023 (−7.9%)

$291,550 + $515,130

$806,680

2018

$24,988 (+1.5%)

$306,180 + $580,230

$886,410

2017

$24,616 (+1.6%)

$306,180 + $580,230

$886,410

2016

$24,234 (+3.1%)

$306,180 + $580,230

$886,410

2014

$23,499

$306,180 + $580,230

$886,410

Tax history for 300 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,580 (+29.9%)

$291,550 + $719,390

$1,010,940

2022

$22,773 (+1.3%)

$291,550 + $515,130

$806,680

2021

$22,482 (+1.5%)

$291,550 + $515,130

$806,680

2020

$22,151 (−3.8%)

$291,550 + $515,130

$806,680

2019

$23,023 (−7.9%)

$291,550 + $515,130

$806,680

2018

$24,988 (+1.5%)

$306,180 + $580,230

$886,410

2017

$24,616 (+1.6%)

$306,180 + $580,230

$886,410

2016

$24,234 (+3.1%)

$306,180 + $580,230

$886,410

2014

$23,499

$306,180 + $580,230

$886,410

*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: 2,124

Bathroom Information
# of Full Baths: 4
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 2
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Excellent
Building Style Type: Colonial
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 4,712
Gross Sq. Ft: 9,461
Ground Floor Sq. Ft: 2,636
# of Units: 1
# of Stories: 2

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

Lot Information
# of Buildings: 1
Land Sq. Ft: 108,029
Municipality Name: WILTON
Acres: 2.48
Zoning Code: R-2
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 6,000
Stories: 2.0
Parking Spaces: —
Basement: Yes
Accessible: No
Lot Size: 2.48 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: 2025
County: Fairfield County
APN: 1922970
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Oct 16, 2025

Around this home

Schools

Cider Mill School

Public 3-5 • Assigned • 2.2mi

9/10

Middlebrook School

Public 6-8 • Assigned • 2.4mi

10/10

Wilton High School

Public 9-12 • Assigned • 2.5mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

3 unhealthy days expected this year, 5 days in 30 years

Provided by First Street

Historical weather

Wilton, CT • 06897

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 8.7 hours in June and 4.3 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.3 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.25M – $2.73M

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Nearby similar homes

NEW 23 HRS AGO

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New listings for sale in 06897

OPEN FRI, 12PM TO 2PM

$1,795,000

5 beds4.5 baths4,640 sq ft

122 Millstone Rd, Wilton, CT 06897

OPEN SUN, 1PM TO 4PM

$1,569,000

5 beds4.5 baths3,766 sq ft

132 Signal Hill Rd, Wilton, CT 06897

COMING SOON

$1,185,000

4 beds2.5 baths2,334 sq ft

75 Ledgewood Dr, Wilton, CT 06897

OPEN THU, 12PM TO 2PM

$895,000

3 beds4 baths2,798 sq ft

146 Westport Rd, Wilton, CT 06897

$3,800,000

3 beds3.5 baths4,386 sq ft

24 Graenest Ridge Rd, Wilton, CT 06897

$3,250,000

4 beds4 baths6,518 sq ft

347 Nod Hill Rd, Wilton, CT 06897

$3,850,000

5 beds5.5 baths5,034 sq ft

430 Nod Hill Rd, Wilton, CT 06897

OPEN SAT, 11AM TO 1PM

$539,900

1 bed1.5 baths1,129 sq ft

35 Glen Rdg #35, Wilton, CT 06897

3D WALKTHROUGH

$2,499,000

5 beds6 baths5,471 sq ft

77 Old Boston Rd, Wilton, CT 06897

Home values near 300 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
288 Chestnut Hill Road, Wilton, CT 4 Beds \| 5.5 Baths \| 4424 Sq. Ft.	$2,272,985
286 Chestnut Hill Road, Wilton, CT 3 Beds \| 2.5 Baths \| 2694 Sq. Ft.	$1,424,805

Address	Redfin Estimate
282 Chestnut Hill Road, Wilton, CT 5 Beds \| 3.5 Baths \| 5765 Sq. Ft.	$2,396,290
284 Chestnut Hill Road, Wilton, CT 5 Beds \| 5 Baths \| 5421 Sq. Ft.	$2,397,451

Address	Redfin Estimate
278 Chestnut Hill Road, Wilton, CT 6 Beds \| 8 Baths \| 9373 Sq. Ft.	$4,018,400
294 Chestnut Hill Road, Wilton, CT 4 Beds \| 4.5 Baths \| 2838 Sq. Ft.	$1,815,757

This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 06897, CT

Sale history for 300 Chestnut Hill Rd

Tax history for 300 Chestnut Hill Rd

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06897

Home values near 300 Chestnut Hill Rd

More real estate resources