Off Market Jun 2021 for $2.2M

$3,316,556

Est. refi paymentEst. refi $4,158/mo

•

7,261

sq ft

398 Valley Rd, New Canaan, CT 06840

About this home

This CT Classic exudes the highest quality and meticulously care at every turn! 5 bedroom, 4 bath Colonial with commanding presence, thanks to gracious stone-pillared entrance, Belgium block drive, lush lawns, mature perennial gardens, and the best sledding hill around! The current owners completed a most thoughtful renovation and seamless addition w/custom millwork, Marvin windows and hardwood floors throughout. A welcome flow from the Library and Living room sharing 2-sided fireplace and French doors to the terrace with wet-bar in the library/office. The Dining room is 'aglow' with the raised hearth fireplace and privacy doors to the Butler Pantry with custom cabinetry & appliances. The premier Kitchen, sunny Breakfast & Family room w/fireplace and coffered ceilings are the heart of this treasured home! 5 bedrooms on the 2nd floor, private Master Suite with luxurious bath, heated floors and spectacular dressing room with beautiful built-ins. The spacious Master bedroom offers great light and 9ft ceilings. 2 additional ensuite bedrooms, with bedrooms 4 & 5 w/hallbath. 2nd floor laundry room and handsome office with custom cabinetry overlooks the backyard. Large LL playroom with great storage. Side entrance leads to backstairs, mudroom and 3-car garage. Stone terrace with access from several interior rooms. 2-acre property, meticulously manicured w/irrigation, 20KW generator and security system. Centrally located, move in and enjoy summer in historic Silvermine!

Single-familyProperty Type

1957Year Built

2.05 acresLot Size

$457Est. Price/Sq.Ft.

3 car garageParking

Listed by Anne Krieger • William Pitt Sotheby's Int'l

Bought with Bettina Hegel • Brown Harris Stevens

Source:Smart MLS #170394020

Redfin Estimate

$3,316,556

$1.1M since sold in June 2021$2,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 8.4% higher than the average sale price ($3.06M) of 6 comparable homes.

SOLD AUG 13, 2026
$3,475,000
A
4 beds4.5 baths5,902 sq ft
99 Hickok Rd, New Canaan, CT 06840
SOLD AUG 31, 2026
$2,600,000
B
5 beds4.5 baths4,348 sq ft
559 Cheese Spring Rd, New Canaan, CT 06840
SOLD AUG 18, 2026
$2,750,000
C
4 beds4.5 baths4,399 sq ft
85 Bittersweet Ln, New Canaan, CT 06840
SOLD MAY 4, 2026
$2,630,000
D
5 beds5 baths4,899 sq ft
9 Old Farm Rd, Wilton, CT 06897
SOLD AUG 21, 2026
$4,250,000
E
5 beds4.5 baths6,211 sq ft
83 Long Lots Rd, New Canaan, CT 06840
SOLD AUG 31, 2026
$2,660,000
F
6 beds4 baths4,425 sq ft
40 Shadow Ln, New Canaan, CT 06840

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Earn from this home

Sell

$1,506,101

Est. take-home

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Refinance

Est. cash available

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Rent

$4,818/mo

Redfin rental estimate

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Market trends in 06840, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

107.7%

+1.4% MoM

Median sale price

$2.4M

$373K MoM

Avg. days on market

19d

0 days MoM

Recently sold homes

7 MoM

New listings for sale

NEW 20 MINS AGO
$5,195,000
6 beds7 baths6,054 sq ft
25 Adams Ln, New Canaan, CT 06840
NEW 20 HRS AGO
$1,250,000
5 beds2 baths1,936 sq ft
16 Raymond St, New Canaan, CT 06840
COMING SOON
$2,295,000
3 beds2.5 baths2,406 sq ft
197 Park St #197, New Canaan, CT 06840
COMING SOON
$2,495,000
4 beds3.5 baths3,170 sq ft
39 Bank St #8, New Canaan, CT 06840
$355,000
1 bed1 bath758 sq ft
196 Park St #8, New Canaan, CT 06840
COMING SOON
$1,399,000
3 beds2.5 baths1,655 sq ft
179 South Ave #9, New Canaan, CT 06840
COMING SOON
$2,349,000
4 beds3.5 baths3,836 sq ft
6 Down River Rd #2, New Canaan, CT 06840
$4,595,000
6 beds6.5 baths6,246 sq ft
125 West Rd, New Canaan, CT 06840
$1,999,000
4 beds3 baths4,183 sq ft
Gravel Island Rd, New Canaan, CT 06840
COMING SOON
$3,495,000
3 beds4 baths4,407 sq ft
700 N Wilton Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 398 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,862 (+3.1%)

$525,140 + $629,160

$1,154,300

2022

$21,204 (+1.2%)

$525,140 + $629,160

$1,154,300

2021

$20,962

$525,140 + $629,160

$1,154,300

2020

$20,962 (−0.4%)

$525,140 + $629,160

$1,154,300

2019

$21,054 (−6.2%)

$525,140 + $629,160

$1,154,300

2018

$22,443 (+1.7%)

$555,660 + $767,620

$1,323,280

2017

$22,059 (+2.2%)

$555,660 + $767,620

$1,323,280

2016

$21,583 (+5.0%)

$555,660 + $767,620

$1,323,280

2014

$20,564

$555,660 + $767,620

$1,323,280

Tax history for 398 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,862 (+3.1%)

$525,140 + $629,160

$1,154,300

2022

$21,204 (+1.2%)

$525,140 + $629,160

$1,154,300

2021

$20,962

$525,140 + $629,160

$1,154,300

2020

$20,962 (−0.4%)

$525,140 + $629,160

$1,154,300

2019

$21,054 (−6.2%)

$525,140 + $629,160

$1,154,300

2018

$22,443 (+1.7%)

$555,660 + $767,620

$1,323,280

2017

$22,059 (+2.2%)

$555,660 + $767,620

$1,323,280

2016

$21,583 (+5.0%)

$555,660 + $767,620

$1,323,280

2014

$20,564

$555,660 + $767,620

$1,323,280

*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

2.05 Acres

Year renovated

—

Sq. Ft.

6,017

Year built

1957

Style

Single Family Residential

County

Fairfield County

APN

187864

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: 3

Interior

Interior Information
Total Rooms: 11
Laundry Room Location: Sunny laundry room on second floor
Laundry Room Info: Upper Level
Interior Features: Audio System, Auto Garage Door Opener, Cable - Available, Security System
In-Law Apartment: No
Fireplaces Total: 4
Cooling System: Attic Fan, Central Air, Zoned
Appliances Included: Gas Cooktop, Wall Oven, Microwave, Range Hood, Refrigerator, Freezer, Subzero, Icemaker, Dishwasher, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 2

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Laundry Room, Mud Room
Room Count: 14
Basement Description: Full, Partially Finished, Heated, Cooled, Sump Pump
Has Attic
Attic Description: Pull-Down Stairs, Floored, Storage Space

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: French Doors, Garden Area, Shed, Terrace, Underground Sprinkler

Lot Information
Lot Description: Dry, Cleared, Professionally Landscaped

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Radon Mitigation Air
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 6017
Driveway Type: Asphalt

Financial

Assessments Information
Assessed Value: $1,154,300

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Oil
Heat Type: Hot Air, Radiant
Heat Fuel Type: Oil, Propane
Fuel Tank Location: In Basement
Energy Features: Generator, Thermopane Windows

Location

School Information
Middle Jr High School: Saxe Middle
High School: New Canaan
Elementary School: East

Location Information
State: Connecticut
Directions: Silvermine Road, (Rt. 106) to Valley Road
County: Fairfield

Public facts

Beds: 5
Baths: 5.0
Sq. Ft.: 6,017
Stories: 2.0
Lot Size: 2.05 acres
Style: Single Family Residential
Year Built: 1957
Year Renovated: —
County: Fairfield County
APN: 187864

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

East School

Public K-4 • Assigned • 1.5mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.7mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.9mi

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

56% 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

New Canaan, CT • 06840

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

$3.15M – $3.82M

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Nearby similar homes

$4,595,000

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NEW CONSTRUCTION

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6 beds7 baths10,495 sq ft

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6 beds5.5 baths25,115 sq ft

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NEW CONSTRUCTION

$5,190,000

4 beds5.5 baths8,368 sq ft

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NEW 20 MINS AGO

$5,195,000

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New listings for sale in 06840

NEW 20 MINS AGO

$5,195,000

6 beds7 baths6,054 sq ft

25 Adams Ln, New Canaan, CT 06840

NEW 20 HRS AGO

$1,250,000

5 beds2 baths1,936 sq ft

16 Raymond St, New Canaan, CT 06840

COMING SOON

$2,295,000

3 beds2.5 baths2,406 sq ft

197 Park St #197, New Canaan, CT 06840

COMING SOON

$2,495,000

4 beds3.5 baths3,170 sq ft

39 Bank St #8, New Canaan, CT 06840

$355,000

1 bed1 bath758 sq ft

196 Park St #8, New Canaan, CT 06840

COMING SOON

$1,399,000

3 beds2.5 baths1,655 sq ft

179 South Ave #9, New Canaan, CT 06840

COMING SOON

$2,349,000

4 beds3.5 baths3,836 sq ft

6 Down River Rd #2, New Canaan, CT 06840

$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

$1,999,000

4 beds3 baths4,183 sq ft

Gravel Island Rd, New Canaan, CT 06840

Home values near 398 Valley Rd

Data from public records.

Address	Redfin Estimate
378 Valley Rd, New Canaan, CT 4 Beds \| 3.5 Baths \| 3546 Sq. Ft.	$2,458,503
427 Valley Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 4275 Sq. Ft.	$2,461,497

Address	Redfin Estimate
356 Valley Rd, New Canaan, CT 4 Beds \| 3.5 Baths \| 4067 Sq. Ft.	$2,442,147
286 Valley Rd, New Canaan, CT 4 Beds \| 3 Baths \| 3818 Sq. Ft.	$2,270,208

Address	Redfin Estimate
319 Valley Rd, New Canaan, CT 5 Beds \| 5 Baths \| 4432 Sq. Ft.	$3,625,199
443 Valley Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 3960 Sq. Ft.	$2,378,109

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

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About this home

Redfin Estimate

Earn from this home

Market trends in 06840, CT

Sale history for 398 Valley Rd

Tax history for 398 Valley Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 06840

Home values near 398 Valley Rd

More real estate resources