44 Cherry Valley Rd, Greenwich, CT 06830

Off Market Jan 2001 for $4.6M

$7,013,852

Est. refi paymentEst. refi $18,850/mo

•

—

sq ft

44 Cherry Valley Rd, Greenwich, CT 06830

About this home

SUPERBLY LANDSCAPED, CLASSIC PRE-WAR CENTER HALL STONE & SHINGLE GEORGIAN OVERLOOKING BEAUTIFUL, OPEN, LEVEL LAWNS & MAGNIFICENT TREES W/ CIRCULAR DRIVEWAY OFF PRIVATE LANE CLOSE TO ROUND HILL RD. WETBAR BETWEEN GENEROUS LIVING ROOM & LIBRARY. GREENHOUSE/SOLARIUM. ORIGINAL STAFF WING NOW USED AS UPSTAIRS FR W/ BATH OR 5TH BEDROOM CHARMING 630 S. F. ATTACHED SHED W/ MANY USES. SUPERB CONDITION-SHOWS BEAUTIFULLY. ARMAND BENEDEK POOL. J-1.

Single-familyProperty Type

1935Year Built

3.96 acresLot Size

3 car garageParking

Listed by David Ogilvy • David Ogilvy and Associates

Bought with Kathy Wasilko • Cleveland, Duble & Arnold

Redfin checked: a few seconds ago

•Source:GMLS #45896

Redfin Estimate

$7,013,852

$2.4M since sold in January 2001$142K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 73.1% higher than the average sale price ($4.05M) of 6 comparable homes.

SOLD FEB 26, 2010
$3,500,000
A
5 beds6 baths6,921 sq ft
3 Roger Dr, Greenwich, CT 06830
SOLD AUG 4, 2026
$4,260,000
B
5 beds4.5 baths4,872 sq ft
33 Cliffdale Rd, Greenwich, CT 06831
SOLD AUG 4, 2026
$4,750,000
C
5 beds4 baths4,181 sq ft
9 Paddock Dr, Greenwich, CT 06831
SOLD DEC 4, 2025
$3,495,000
D
5 beds4.5 baths4,670 sq ft
49 Sumner Rd, Greenwich, CT 06831
SOLD AUG 21, 2026
$3,950,000
E
5 beds5 baths5,163 sq ft
10 Gaston Farm Rd, Greenwich, CT 06831
SOLD MAY 1, 2026
$4,350,000
F
5 beds5.5 baths5,670 sq ft
6 Reynwood Mnr, Greenwich, CT 06831

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Earn from this home

Sell

$5,767,172

Est. take-home

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Refinance

Est. cash available

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Rent

$4,806/mo

Redfin rental estimate

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Market trends in 06831, CT

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

104.0%

+0.3% MoM

Median sale price

$2.8M

$247K MoM

Avg. days on market

34d

2 days MoM

Recently sold homes

13 MoM

New listings for sale

$4,500,000
5 beds5.5 baths6,134 sq ft
18 Sidney Lanier Ln, Greenwich, CT 06831
$1,450,000
5 beds6 baths3,752 sq ft
14 Lucy St, Greenwich, CT 06831
$1,150,000
2 beds2.5 baths1,750 sq ft
8 Greenwich Hills Dr #8, Greenwich, CT 06831
$4,500,000
5 beds5.5 baths4,937 sq ft
74 Glenville Rd, Greenwich, CT 06831
$995,000
3 beds2 baths1,072 sq ft
10 Homestead Rd, Greenwich, CT 06831
See all

Provided by Redfin

Sale history for 44 Cherry Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,200 (+1.0%)

$800,590 + $1,236,270

$2,036,860

2022

$22,976 (−13.1%)

$800,590 + $1,236,270

$2,036,860

2021

$26,452

$698,600 + $1,583,680

$2,282,280

2020

$26,452 (−0.8%)

$698,600 + $1,583,680

$2,282,280

2019

$26,657 (+2.7%)

$698,600 + $1,583,680

$2,282,280

2018

$25,950

$698,600 + $1,583,680

$2,282,280

2017

$25,950 (+1.5%)

$698,600 + $1,583,680

$2,282,280

2016

$25,562 (+0.5%)

$698,600 + $1,583,680

$2,282,280

2014

$25,431

$1,351,630 + $966,630

$2,318,260

Tax history for 44 Cherry Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$23,200 (+1.0%)

$800,590 + $1,236,270

$2,036,860

2022

$22,976 (−13.1%)

$800,590 + $1,236,270

$2,036,860

2021

$26,452

$698,600 + $1,583,680

$2,282,280

2020

$26,452 (−0.8%)

$698,600 + $1,583,680

$2,282,280

2019

$26,657 (+2.7%)

$698,600 + $1,583,680

$2,282,280

2018

$25,950

$698,600 + $1,583,680

$2,282,280

2017

$25,950 (+1.5%)

$698,600 + $1,583,680

$2,282,280

2016

$25,562 (+0.5%)

$698,600 + $1,583,680

$2,282,280

2014

$25,431

$1,351,630 + $966,630

$2,318,260

*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

3.96 Acres

Year renovated

—

Sq. Ft.

4,863

Year built

1935

Style

Single Family Residential

County

Fairfield County

APN

1848979

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Parking and Garage Information
Has Garage
# of Garage Spaces: 3

Interior

Bathroom Information
# of Full Bathrooms: 5
# of Half Bathrooms: 1
Bathrooms Total Integer: 6
Bathrooms Total Decimal: 5.5

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: Steam, Oil

Interior Features
Interior Features: Back Stairs, Wet Bar
Has Fireplace(s)
# of Fireplaces Total: 5
Basement: Finished

Exterior

Exterior Features
Patio And Porch Features: Terrace
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1935
Year Built Effective: 1981
Roof: Slate
Construction Materials: Shingle Siding, Stone
Other Structures: Shed(s)
Security Features: Security System
Other Equipment: Generator

Lot Information
Lot Features: Cul-de-Sac, Level
Lot Size Area: 3.96
Lot Size Units: Acres
Lot Size Square Feet: 172497.6
Lot Size Acres: 3.96
Zoning: RA-4

Financial

Tax Information
Tax Annual Amount: $15,282
Tax Assessed Value: $843,360

Utilities

Utilities Information
Utilities: Propane
Sewer: Septic Tank
Water Source: Well

Location

School Information
Elementary School: Parkway
Middle Or Junior School: Western

Public facts

Beds: 4
Baths: 6.0
Sq. Ft.: 4,863
Stories: 2.0
Lot Size: 3.96 acres
Style: Single Family Residential
Year Built: 1935
Year Renovated: —
County: Fairfield County
APN: 1848979

Home facts updated by county records on Jul 12, 2023

Around this home

Schools

Parkway School

Public K-5 • Assigned • 1.0mi

10/10

Western Middle School

Public 6-8 • Assigned • 6.0mi

8/10

Greenwich 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

3/10 Fire Factor

0.31% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 98° expected this year, 15 days in 30 years

6/10 Wind Factor

27% chance of strong winds in next 30 years

4/10 Air Factor

5 unhealthy days expected this year, 7 days in 30 years

Provided by First Street

Historical weather

Greenwich, CT • 06830

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

$6.66M – $8.07M

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Home values near 44 Cherry Valley Rd

Data from public records.

Address	Redfin Estimate
59 Cherry Valley Rd, Greenwich, CT 4 Beds \| 4.5 Baths \| 3887 Sq. Ft.	$3,819,604
66 Cherry Valley Rd, Greenwich, CT 5 Beds \| 8 Baths \| - Sq. Ft.	$14,815,338

Address	Redfin Estimate
40 Cherry Valley Rd, Greenwich, CT 4 Beds \| 5.5 Baths \| 7864 Sq. Ft.	$7,181,520
46 Cherry Valley Rd, Greenwich, CT 3 Beds \| 3.5 Baths \| 3312 Sq. Ft.	$3,217,347

Address	Redfin Estimate
56 Cherry Valley Rd, Greenwich, CT 8 Beds \| 8 Baths \| 8513 Sq. Ft.	$6,679,164
76 Cherry Valley Rd, Greenwich, CT 5 Beds \| 5 Baths \| 5467 Sq. Ft.	$5,387,568

Property information provided by GMLS when last listed in 2000. This data may not match . Learn more.

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