Off Market Feb 2020 for $1.7M

$3,179,240

Est. refi paymentEst. refi $10,028/mo

•

3,831

sq ft

58 Valley Rd, New Canaan, CT 06840

About this home

Captivating and picturesque. This beautifully maintained historic home is set back from the road and surrounded by 2 acres of mature trees, stone walls, masterfully landscaped gardens and a private pool. It has been thoughtfully updated while blending charm & details of the era with modern amenities and finishes. From the numerous glass paneled doors leading to the expansive verandah to the impressive updated professional kitchen with stainless steel countertops, skylights and exposed stone facade, there is a pleasant surprise around every corner. High ceilings and light filled rooms greet you upon entering and upstairs offers a master suite with marble bath and private dressing room, 4 additional guest rooms and laundry room. A true gem.

Single-familyProperty Type

1870Year Built

2 acresLot Size

$830Est. Price/Sq.Ft.

2 car garageParking

Listed by Page Growney • William Pitt Sotheby's Int'l

Listed by Preston Stamm • William Pitt Sotheby's Int'l

Bought with Judy Dunn • Houlihan Lawrence

Source:Smart MLS #170235823

Redfin Estimate

$3,179,240

$1.5M since sold in February 2020$65K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 34.5% higher than the average sale price ($2.36M) of 6 comparable homes.

SOLD JUL 31, 2026
$2,355,000
A
5 beds4.5 baths4,194 sq ft
130 Comstock Hill Rd, New Canaan, CT 06840
SOLD JUL 10, 2026
$1,400,000
B
4 beds4 baths3,541 sq ft
23 Laurel Ln, Wilton, CT 06897
SOLD AUG 31, 2026
$2,660,000
C
6 beds4 baths4,425 sq ft
40 Shadow Ln, New Canaan, CT 06840
SOLD AUG 10, 2026
$2,210,000
D
5 beds3.5 baths3,112 sq ft
21 Hickory Dr, New Canaan, CT 06840
SOLD AUG 18, 2026
$2,750,000
E
4 beds4.5 baths4,399 sq ft
85 Bittersweet Ln, New Canaan, CT 06840
SOLD JUN 22, 2026
$2,805,000
F
6 beds5 baths4,158 sq ft
176 Carter St, New Canaan, CT 06840

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Earn from this home

Sell

$1,792,667

Est. take-home

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Refinance

Est. cash available

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Rent

$4,630/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

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
OPEN TODAY, 1PM TO 3PM
$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 58 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$20,184 (+3.1%)

$523,880 + $541,800

$1,065,680

2022

$19,577 (+1.2%)

$523,880 + $541,800

$1,065,680

2021

$19,353

$523,880 + $541,800

$1,065,680

2020

$19,353 (−0.4%)

$523,880 + $541,800

$1,065,680

2019

$19,438 (−8.7%)

$523,880 + $541,800

$1,065,680

2018

$21,285 (+1.7%)

$554,330 + $700,700

$1,255,030

2017

$20,921 (+2.2%)

$554,330 + $700,700

$1,255,030

2016

$20,470 (+5.0%)

$554,330 + $700,700

$1,255,030

2014

$19,503

$554,330 + $700,700

$1,255,030

Tax history for 58 Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$20,184 (+3.1%)

$523,880 + $541,800

$1,065,680

2022

$19,577 (+1.2%)

$523,880 + $541,800

$1,065,680

2021

$19,353

$523,880 + $541,800

$1,065,680

2020

$19,353 (−0.4%)

$523,880 + $541,800

$1,065,680

2019

$19,438 (−8.7%)

$523,880 + $541,800

$1,065,680

2018

$21,285 (+1.7%)

$554,330 + $700,700

$1,255,030

2017

$20,921 (+2.2%)

$554,330 + $700,700

$1,255,030

2016

$20,470 (+5.0%)

$554,330 + $700,700

$1,255,030

2014

$19,503

$554,330 + $700,700

$1,255,030

*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

4.5

Stories

Lot width

—

Lot depth

—

Lot size

2 Acres

Year renovated

—

Sq. Ft.

3,831

Year built

1870

Style

Single Family Residential

County

Fairfield County

APN

187915

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

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

Interior

Interior Information
Total Rooms: 10
Interior Features: Security System
Fireplaces Total: 2
Cooling System: Central Air, Wall Unit, Zoned
Appliances Included: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room
Room Count: 12
Basement Description: Partial, Unfinished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Stone
Exterior Features: Awnings, Deck, Shed, Terrace

Lot Information
Lot Description: Level Lot

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

Building Information
Foundation Type: Concrete
Construction Description: Frame

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3831

Financial

Assessments Information
Assessed Value: $1,065,680

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Domestic
Heat Type: Hot Air, Zoned
Heat Fuel Type: Oil
Fuel Tank Location: Above Ground

Location

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

Location Information
State: Connecticut
Directions: Route 106 to Valley Road, to #58.
County: Fairfield

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 3,831
Stories: 2.0
Lot Size: 2 acres
Style: Single Family Residential
Year Built: 1870
Year Renovated: —
County: Fairfield County
APN: 187915

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 3

Around this home

Schools

East School

Public K-4 • Assigned • 1.2mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 2.3mi

10/10

New Canaan High School

Public 9-12 • Assigned • 2.6mi

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 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$3.02M – $3.66M

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Nearby similar homes

$1,999,000

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NEW CONSTRUCTION

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OPEN SEP 12, 1PM TO 3PM

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2 beds2 baths1,395 sq ft

21 Parallel St, Norwalk, CT 06850

$1,450,000

4 beds4 baths5,120 sq ft

14 Fullmar Ln, Norwalk, CT 06850

New listings for sale in 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

OPEN TODAY, 1PM TO 3PM

$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

Home values near 58 Valley Rd

Data from public records.

Address	Redfin Estimate
72 Valley Rd, New Canaan, CT 6 Beds \| 9.5 Baths \| 7983 Sq. Ft.	$4,304,819
92 Valley Rd, New Canaan, CT 5 Beds \| 5.5 Baths \| 5855 Sq. Ft.	$3,828,314

Address	Redfin Estimate
46 Valley Rd, New Canaan, CT 2 Beds \| 2 Baths \| 2144 Sq. Ft.	$1,439,562
102 Valley Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 5232 Sq. Ft.	$3,491,042

Address	Redfin Estimate
70 Valley Rd, New Canaan, CT 5 Beds \| 4.5 Baths \| 5044 Sq. Ft.	$3,210,180
48 Valley Rd, New Canaan, CT 5 Beds \| 4.5 Baths \| 5003 Sq. Ft.	$2,695,517

Property information provided by Smart MLS when last listed in 2019. 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 58 Valley Rd

Tax history for 58 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 58 Valley Rd

More real estate resources