Off Market Nov 2013 for $1.4M

$2,547,059

Est. refi paymentEst. refi $9,648/mo

•

5,765

sq ft

282 Chestnut Hill Rd, Wilton, CT 06897

About this home

PRICE REDUCED!! Tremendous opportunity to reside at one of Wilton's most admired properties. This stunningly beautiful 5 BR classic colonial is located on a private, highly sought after cul-de-sac in South Wilton near the Westport line, just minutes from town, schools & train. A gracious formal living room with fireplace, a large sun filled four season room, and a wonderful first floor office with a fireplace are some of the many features of this beautiful traditional home. There is an additional 1,344 square feet in the finished lower level. This home is perfectly sited on 3.35 professionally landscaped acres of level manicured lawns, mature gardens & a fabulous pool.

Single-familyProperty Type

1957Year Built

3.35 acresLot Size

$442Est. Price/Sq.Ft.

2 car garageParking

Listed by Nancy Budd • Coldwell Banker Residential Brokerage

Bought with Nancy Budd • Coldwell Banker Residential Brokerage

Source:Smart MLS #99013023

Redfin Estimate

$2,547,059

$1.1M since sold in November 2013$115K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 67.5% higher than the average sale price ($1.52M) of 6 comparable homes.

SOLD AUG 14, 2026
$1,600,000
A
4 beds3.5 baths3,144 sq ft
75 Norfield Rd, Weston, CT 06883
SOLD AUG 13, 2026
$1,150,000
B
4 beds3 baths4,206 sq ft
5 Newtown Tpke, Weston, CT 06883
SOLD JUL 8, 2026
$1,030,000
C
4 beds3 baths3,134 sq ft
15 Rivergate WD, Wilton, CT 06897
SOLD AUG 10, 2026
$1,625,000
D
5 beds3.5 baths3,477 sq ft
6 Adams Way, Weston, CT 06883
SOLD BY REDFIN AUG 28, 2025
$1,420,000
E
4 beds3.5 baths4,728 sq ft
37 Topfield Rd, Wilton, CT 06897
SOLD MAY 15, 2026
$2,300,000
F
5 beds3.5 baths5,472 sq ft
117 Weston Rd, Westport, CT 06880

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Earn from this home

Sell

$1,556,773

Est. take-home

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Refinance

Est. cash available

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Rent

$4,480/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

NEW 25 HRS AGO
$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
$539,900
1 bed1.5 baths1,129 sq ft
35 Glen Rdg #35, Wilton, CT 06897
OPEN SUN, 1PM TO 4PM
$2,499,000
5 beds6 baths5,471 sq ft
77 Old Boston Rd, Wilton, CT 06897
COMING SOON
$3,800,000
3 beds3.5 baths4,386 sq ft
24 Graenest Ridge Rd, Wilton, CT 06897
$799,000
2 beds2.5 baths1,781 sq ft
39 Lambert Cmn #39, Wilton, CT 06897
See all

Provided by Redfin

Sale history for 282 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,666 (+36.4%)

$315,910 + $732,130

$1,048,040

2022

$22,478 (+1.3%)

$315,910 + $480,340

$796,250

2021

$22,191 (+1.5%)

$315,910 + $480,340

$796,250

2020

$21,865 (−3.8%)

$315,910 + $480,340

$796,250

2019

$22,725 (−2.6%)

$315,910 + $480,340

$796,250

2018

$23,330 (+1.5%)

$330,540 + $497,070

$827,610

2017

$22,983 (+1.6%)

$330,540 + $497,070

$827,610

2016

$22,627 (+3.1%)

$330,540 + $497,070

$827,610

2014

$21,940

$330,540 + $497,070

$827,610

Tax history for 282 Chestnut Hill Rd

Year

Property tax

Land + Additions

Assessment*

2023

$30,666 (+36.4%)

$315,910 + $732,130

$1,048,040

2022

$22,478 (+1.3%)

$315,910 + $480,340

$796,250

2021

$22,191 (+1.5%)

$315,910 + $480,340

$796,250

2020

$21,865 (−3.8%)

$315,910 + $480,340

$796,250

2019

$22,725 (−2.6%)

$315,910 + $480,340

$796,250

2018

$23,330 (+1.5%)

$330,540 + $497,070

$827,610

2017

$22,983 (+1.6%)

$330,540 + $497,070

$827,610

2016

$22,627 (+3.1%)

$330,540 + $497,070

$827,610

2014

$21,940

$330,540 + $497,070

$827,610

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

3.35 Acres

Year renovated

—

Sq. Ft.

4,421

Year built

1957

Style

Single Family Residential

County

Fairfield County

APN

1922900

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

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

Interior

Interior Information
Total Rooms: 10
Laundry Room Location: lower level
Interior Features: Security System
Fireplaces Total: 3
Cooling System: Ceiling Fans, Central Air
Appliances Included: Cook Top, Dishwasher, Dryer, Icemaker, Microwave, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 3
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Room Count: 7
Basement Description: Fully Finished
Has Attic
Attic Description: Storage Space, Walk-up

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: French Doors, Lighting, Patio, Porch

Lot Information
Lot Description: On Cul-De-Sac, Level Lot

Pool Information
Swimming Pool
Pool Description: Gunite, In Ground Pool

Building Information
Foundation Type: Concrete
Color: white

Property Information
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4421

Financial

Assessments Information
Assessed Value: $827,610

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Steam
Fuel Tank Location: In Ground
Energy Features: Storm Doors, Storm Windows

Location

HOA Information
Association Amenities: Golf Course

School Information
Middle Jr High School: Middlebrook
Intermediate School: Cider Mill
High School: Wilton
Elementary School: Miller-Driscoll

Location Information
State: Connecticut
Nearby Amenities: Golf Course
Directions: Route 33 (Westport Road) to Chestnut Hill Road. Private Lane on Right. #282 is on the left on cul-de-sac.
County: Fairfield

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 4,421
Stories: 2.0
Lot Size: 3.35 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: —
County: Fairfield County
APN: 1922900

Home facts updated by county records on Jul 12, 2023

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

$2.42M – $2.93M

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Nearby similar homes

$2,250,000

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NEW CONSTRUCTION

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48 Old Farm Rd, Wilton, CT 06897

New listings for sale in 06897

NEW 25 HRS AGO

$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

$539,900

1 bed1.5 baths1,129 sq ft

35 Glen Rdg #35, Wilton, CT 06897

OPEN SUN, 1PM TO 4PM

$2,499,000

5 beds6 baths5,471 sq ft

77 Old Boston Rd, Wilton, CT 06897

COMING SOON

$3,800,000

3 beds3.5 baths4,386 sq ft

24 Graenest Ridge Rd, Wilton, CT 06897

$799,000

2 beds2.5 baths1,781 sq ft

39 Lambert Cmn #39, Wilton, CT 06897

Home values near 282 Chestnut Hill Rd

Data from public records.

Address	Redfin Estimate
288 Chestnut Hill Rd, Wilton, CT 4 Beds \| 5.5 Baths \| 4424 Sq. Ft.	$2,390,140
284 Chestnut Hill Rd, Wilton, CT 5 Beds \| 5 Baths \| 5421 Sq. Ft.	$2,578,367

Address	Redfin Estimate
278 Chestnut Hill Rd, Wilton, CT 6 Beds \| 8 Baths \| 9373 Sq. Ft.	$4,261,559
295 Chestnut Hill Rd, Wilton, CT 4 Beds \| 4 Baths \| 6374 Sq. Ft.	$2,835,107

Address	Redfin Estimate
286 Chestnut Hill Rd, Wilton, CT 3 Beds \| 2.5 Baths \| 2694 Sq. Ft.	$1,481,745
294 Chestnut Hill Rd, Wilton, CT 4 Beds \| 4.5 Baths \| 2838 Sq. Ft.	$1,853,116

Property information provided by Smart MLS when last listed in 2013. This data may not match . 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 282 Chestnut Hill Rd

Tax history for 282 Chestnut 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 06897

Home values near 282 Chestnut Hill Rd

More real estate resources