Google street view image for 44 Wakeman Rd, New Canaan, CT 06840

Off Market Sep 1988 for $325K

$2,520,957

Est. refi paymentEst. refi $2,188/mo

•

4.5 ba

•

5,904

sq ft

44 Wakeman Rd, New Canaan, CT 06840

About this home

44 Wakeman Rd is a 5,904 square foot house on a 4.13 acre lot with 6 bedrooms and 4.5 bathrooms. - it last sold on September 06, 1988 for $325,000. Based on Redfin's New Canaan data, we estimate the home's value is $2,520,957.

Single-familyProperty Type

1989Year Built

4.13 acresLot Size

$427Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,520,957

$2.2M since sold in September 1988$45K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.7% lower than the average sale price ($2.96M) of 6 comparable homes.

SOLD JUL 27, 2026
$1,850,000
A
5 beds4.5 baths5,994 sq ft
10 Samuel Dann Way, Pound Ridge, NY 10576
Listing by Compass Greater NY, LLC
SOLD AUG 6, 2026
$2,702,500
B
6 beds5.5 baths5,549 sq ft
197 Bowery Rd, New Canaan, CT 06840
SOLD JAN 14, 2026
$2,750,000
C
5 beds4.5 baths6,144 sq ft
650 Laurel Rd, New Canaan, CT 06840
SOLD JUN 10, 2026
$3,662,900
D
4 beds5 baths6,950 sq ft
46 Wakeman Rd, New Canaan, CT 06840
SOLD JUL 15, 2026
$3,600,000
E
5 beds4.5 baths5,300 sq ft
245 Benedict Hill Rd, New Canaan, CT 06840
SOLD JUN 15, 2026
$3,175,000
F
5 beds4.5 baths5,674 sq ft
374 Michigan Rd, New Canaan, CT 06840

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Earn from this home

Sell

$2,374,169

Est. take-home

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Est. cash available

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Rent

$4,647/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

108.1%

+0.4% MoM

Median sale price

$2.4M

$69K MoM

Avg. days on market

18d

1 days MoM

Recently sold homes

114

29 MoM

New listings for sale

OPEN SUN, 1PM TO 3PM
$1,995,000
4 beds2.5 baths3,530 sq ft
20 Gray Squirrel Dr, New Canaan, CT 06840
$2,300,000
5 beds3.5 baths3,274 sq ft
23 Jonathan Rd, New Canaan, CT 06840
OPEN SAT, 11AM TO 1PM
$2,000,000
5 beds5 baths3,383 sq ft
327 Jelliff Mill Rd, New Canaan, CT 06840
NEW 24 HRS AGO
$4,250,000
5 beds6 baths8,243 sq ft
51 Briscoe Rd, New Canaan, CT 06840
OPEN SAT, 1PM TO 4PM
$1,699,000
5 beds3.5 baths2,904 sq ft
761 New Norwalk Rd, New Canaan, CT 06840
$2,250,000
4 beds2.5 baths2,802 sq ft
12 Norholt Dr, New Canaan, CT 06840
OPEN SAT, 3PM TO 5PM
$2,999,999
5 beds3.5 baths5,825 sq ft
2141 Ponus Rdg, New Canaan, CT 06840
$2,095,000
3 beds3.5 baths2,642 sq ft
160 Forest St #160, New Canaan, CT 06840
OPEN SUN, 2AM TO 4PM
$2,995,000
5 beds4.5 baths2,778 sq ft
16 Grace St, New Canaan, CT 06840
$2,395,000
4 beds2.5 baths2,202 sq ft
94 Field Crest Rd, New Canaan, CT 06840
See all

Provided by Redfin

Sale history for 44 Wakeman Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,807 (+3.1%)

$613,550 + $326,620

$940,170

2022

$17,271 (+1.2%)

$613,550 + $326,620

$940,170

2021

$17,073

$613,550 + $326,620

$940,170

2020

$17,073 (−0.4%)

$613,550 + $326,620

$940,170

2019

$17,149 (−35.7%)

$613,550 + $326,620

$940,170

2018

$26,670 (+1.7%)

$719,670 + $852,880

$1,572,550

2017

$26,214 (+2.2%)

$719,670 + $852,880

$1,572,550

2016

$25,648 (+5.0%)

$719,670 + $852,880

$1,572,550

2014

$24,437

$719,670 + $852,880

$1,572,550

Tax history for 44 Wakeman Rd

Year

Property tax

Land + Additions

Assessment*

2023

$17,807 (+3.1%)

$613,550 + $326,620

$940,170

2022

$17,271 (+1.2%)

$613,550 + $326,620

$940,170

2021

$17,073

$613,550 + $326,620

$940,170

2020

$17,073 (−0.4%)

$613,550 + $326,620

$940,170

2019

$17,149 (−35.7%)

$613,550 + $326,620

$940,170

2018

$26,670 (+1.7%)

$719,670 + $852,880

$1,572,550

2017

$26,214 (+2.2%)

$719,670 + $852,880

$1,572,550

2016

$25,648 (+5.0%)

$719,670 + $852,880

$1,572,550

2014

$24,437

$719,670 + $852,880

$1,572,550

*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: 5,904

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

Heating & Cooling
Heating Type: Forced Air

Room Information
# of Rooms: 11

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Ranch
Construction Type: Frame
Exterior Wall: Stone/Stucco
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 5,904
Gross Sq. Ft: 12,804
# of Units: 1
# of Stories: 1

Lot Information
# of Buildings: 1
Land Sq. Ft: 179,903
Municipality Name: NEW CANAAN
Acres: 4.13
Zoning Code: 4AC
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 5,904
Stories: 1.0
Lot Size: 4.13 acres
Style: Single Family Residential
Year Built: 1989
Year Renovated: —
County: Fairfield County
APN: 184997

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

West School

Public PreK-4 • Assigned • 3.5mi

10/10

Saxe Middle School

Public 5-8 • Assigned • 4.5mi

10/10

New Canaan High School

Public 9-12 • Assigned • 4.6mi

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

4/10 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

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 4.2 hours in December, placing it below the U.S. average for solar exposure.

8.7 hrs

4.2 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.40M – $2.90M

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Nearby similar homes

$2,950,000

5 beds5.5 baths6,261 sq ft

215 Cross Ridge Rd, New Canaan, CT 06840

NEW CONSTRUCTION

$7,499,000

6 beds9 baths9,429 sq ft

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$4,595,000

6 beds6.5 baths6,246 sq ft

125 West Rd, New Canaan, CT 06840

3D WALKTHROUGH

$4,500,000

10 beds9 baths6,526 sq ft

Stamford, CT 06903

$1,999,000

4 beds3 baths4,183 sq ft

Gravel Island Rd, New Canaan, CT 06840

$4,700,000

5 beds6 baths6,823 sq ft

537 Oenoke Rdg, New Canaan, CT 06840

New listings for sale in 06840

OPEN SUN, 1PM TO 3PM

$1,995,000

4 beds2.5 baths3,530 sq ft

20 Gray Squirrel Dr, New Canaan, CT 06840

$2,300,000

5 beds3.5 baths3,274 sq ft

23 Jonathan Rd, New Canaan, CT 06840

OPEN SAT, 11AM TO 1PM

$2,000,000

5 beds5 baths3,383 sq ft

327 Jelliff Mill Rd, New Canaan, CT 06840

NEW 24 HRS AGO

$4,250,000

5 beds6 baths8,243 sq ft

51 Briscoe Rd, New Canaan, CT 06840

OPEN SAT, 1PM TO 4PM

$1,699,000

5 beds3.5 baths2,904 sq ft

761 New Norwalk Rd, New Canaan, CT 06840

$2,250,000

4 beds2.5 baths2,802 sq ft

12 Norholt Dr, New Canaan, CT 06840

OPEN SAT, 3PM TO 5PM3D WALKTHROUGH

$2,999,999

5 beds3.5 baths5,825 sq ft

2141 Ponus Rdg, New Canaan, CT 06840

$2,095,000

3 beds3.5 baths2,642 sq ft

160 Forest St #160, New Canaan, CT 06840

OPEN SUN, 2AM TO 4PM

$2,995,000

5 beds4.5 baths2,778 sq ft

16 Grace St, New Canaan, CT 06840

Home values near 44 Wakeman Rd

Data from public records.

Address	Redfin Estimate
46 Wakeman Rd, New Canaan, CT 4 Beds \| 5 Baths \| 6950 Sq. Ft.	$3,594,196
52 Wakeman Rd, New Canaan, CT 2 Beds \| 2 Baths \| 1198 Sq. Ft.	$1,289,039

Address	Redfin Estimate
48 Wakeman Rd, New Canaan, CT 4 Beds \| 4.5 Baths \| 5058 Sq. Ft.	$2,915,342
214 Jonathan Rd, New Canaan, CT 4 Beds \| 3.5 Baths \| 4584 Sq. Ft.	$2,394,923

Address	Redfin Estimate
64 Wakeman Rd, New Canaan, CT 4 Beds \| 5 Baths \| 3601 Sq. Ft.	$1,670,389
197 Bowery Rd, New Canaan, CT 6 Beds \| 5.5 Baths \| 5549 Sq. Ft.	$2,719,161

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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 06840, CT

Sale history for 44 Wakeman Rd

Tax history for 44 Wakeman Rd

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 44 Wakeman Rd

More real estate resources