16 Cherry Valley Rd, Greenwich, CT 06830

Off Market Feb 2023 for $2.3M

$2,680,257

Est. refi paymentEst. refi $13,143/mo

•

3,224

sq ft

16 Cherry Valley Rd, Greenwich, CT 06830

About this home

Superb quality construction in backcountry setting. Custom built for owners as guest/in-law quarters, lightly used, still feels new. Pastoral setting overlooks vast meadow, woods, and nearby estates. First-floor master suite, two more bedrooms up. Huge, high-ceiling basement with large walk-in wine cellar and large unfinished spaces. Enormous expansion potential (FAR = 10,250 sq.ft.). Likely pool site in rear, off lovely flagstone terrace.

Single-familyProperty Type

2000Year Built

3.77 acresLot Size

$831Est. Price/Sq.Ft.

2 car garageParking

Listed by Gideon Fountain • Houlihan Lawrence

Bought with Brian Milton • Compass Connecticut, LLC

Source:Smart MLS #170540334

Redfin Estimate

$2,680,257

$304K since sold in February 2023$638K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 25.8% lower than the average sale price ($3.61M) of 5 comparable homes.

SOLD AUG 4, 2026
$4,750,000
A
5 beds4 baths4,181 sq ft
9 Paddock Dr, Greenwich, CT 06831
SOLD JUN 15, 2026
$2,700,000
B
5 beds3.5 baths4,880 sq ft
47 Will Merry Ln, Greenwich, CT 06831
SOLD SEP 1, 2026
$4,000,000
C
5 beds7 baths6,216 sq ft
55 Will Merry Ln, Greenwich, CT 06831
SOLD MAR 10, 2026
$4,500,000
D
5 beds5.5 baths6,150 sq ft
10 Wyckham Hill Ln, Greenwich, CT 06831
SOLD JUL 31, 2026
$2,100,000
E
3 beds3.5 baths2,894 sq ft
46 Stag Ln, Greenwich, CT 06831

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Earn from this home

Sell

$752,326

Est. take-home

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Refinance

Est. cash available

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Rent

$4,440/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

103.0%

0.9% MoM

Median sale price

$2.7M

$174K MoM

Avg. days on market

31d

3 days MoM

Recently sold homes

6 MoM

New listings for sale

OPEN SAT, 12PM TO 3PM
$949,000
4 beds2 baths1,720 sq ft
113 Pilgrim Dr, Greenwich, CT 06831
NEW 20 HRS AGO
$2,500,000
4 beds3 baths2,989 sq ft
19 Tamarack Pl, Greenwich, CT 06831
OPEN SAT, 1PM TO 3PM
$999,000
4 beds2 baths1,568 sq ft
181 Hobart Ave, Greenwich, CT 06831
OPEN SAT, 12PM TO 2PM
$6,950,000
5 beds6.5 baths6,849 sq ft
12 Hedgerow Ln, Greenwich, CT 06831
$1,495,000
3 beds2 baths2,720 sq ft
Greenwich, CT 06831
$5,995,000
6 beds4.5 baths4,629 sq ft
508 Round Hill Rd, Greenwich, CT 06831
$3,000,000
5 beds4 baths3,782 sq ft
99 Porchuck Rd, Greenwich, CT 06831
OPEN SAT, 12PM TO 4PM
$1,450,000
4 beds3 baths2,304 sq ft
64 Caroline Pl, Greenwich, CT 06831
$8,495,000
6 beds8.5 baths8,704 sq ft
7 Calhoun Dr, Greenwich, CT 06831
$1,449,000
3 beds2.5 baths1,713 sq ft
105 Glenville St, Greenwich, CT 06831
See all

Provided by Redfin

Sale history for 16 Cherry Valley Rd

Date

Event

Price

GMLS #117289

Feb 9, 2023

Sold

$2,376,000

$737/sq ft

Dec 27, 2022

Pending

—

Dec 21, 2022

Contingent

—

Dec 9, 2022

Listed

$2,000,000

$620/sq ft

+24

Superb quality construction in backcountry setting. Custom built for owners as guest/in-law quarters, lightly used, still feels new. Pastoral setting overlooks vast meadow, woods, and nearby estates. First-floor master suite, two more bedrooms up. Huge, high-ceiling basement with large walk-in wine cellar and large unfinished spaces. Enormous expansion potential (FAR = 10,250 sq. ft. ). Likely pool site in rear, off lovely flagstone terrace.

Smart MLS #170540334

Feb 9, 2023

Sold

$2,376,000

$737/sq ft

Dec 27, 2022

Pending

—

Dec 23, 2022

Contingent

—

Dec 9, 2022

Listed

$2,000,000

$620/sq ft

Public Records

Apr 26, 2000

Sold

$1,340,000

$416/sq ft

GMLS #37282

Feb 18, 1998

Sold

$1,075,000

$333/sq ft

Apr 23, 1997

Listed

$1,250,000

$388/sq ft

GMLS #34187

Mar 10, 1997

Sold

$875,000

$271/sq ft

Feb 21, 1996

Listed

$985,000

$306/sq ft

GMLS #29859

Feb 20, 1996

Sold

—

May 5, 1994

Listed

$1,095,000

$340/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$15,623 (+1.0%)

$778,960 + $592,690

$1,371,650

2022

$15,472 (+0.5%)

$778,960 + $592,690

$1,371,650

2021

$15,390

$691,810 + $636,020

$1,327,830

2020

$15,390 (−0.8%)

$691,810 + $636,020

$1,327,830

2019

$15,509 (+2.7%)

$691,810 + $636,020

$1,327,830

2018

$15,097

$691,810 + $636,020

$1,327,830

2017

$15,097 (+1.5%)

$691,810 + $636,020

$1,327,830

2016

$14,872 (−15.1%)

$691,810 + $636,020

$1,327,830

2014

$17,508

$1,180,130 + $415,870

$1,596,000

Tax history for 16 Cherry Valley Rd

Year

Property tax

Land + Additions

Assessment*

2023

$15,623 (+1.0%)

$778,960 + $592,690

$1,371,650

2022

$15,472 (+0.5%)

$778,960 + $592,690

$1,371,650

2021

$15,390

$691,810 + $636,020

$1,327,830

2020

$15,390 (−0.8%)

$691,810 + $636,020

$1,327,830

2019

$15,509 (+2.7%)

$691,810 + $636,020

$1,327,830

2018

$15,097

$691,810 + $636,020

$1,327,830

2017

$15,097 (+1.5%)

$691,810 + $636,020

$1,327,830

2016

$14,872 (−15.1%)

$691,810 + $636,020

$1,327,830

2014

$17,508

$1,180,130 + $415,870

$1,596,000

*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

3.77 Acres

Year renovated

—

Sq. Ft.

3,224

Year built

2000

Style

Single Family Residential

County

Fairfield County

APN

1848997

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

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Location: Separate room
Laundry Room Info: Main Level
Interior Features: Auto Garage Door Opener, Cable - Pre-wired
Fireplaces Total: 1
Cooling System: Central Air
Appliances Included: Oven/Range, Microwave, Refrigerator, Freezer, Dishwasher, Washer, Dryer

Bathroom Information
# of Baths (Full): 2

Bedroom Information
Beds Total: 3

Room Information
Rooms Additional: Wine Cellar
Room Count: 9
Basement Description: Partially Finished
Has Attic
Attic Description: Crawl Space

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Wood

Lot Information
Lot Description: Level Lot, Lightly Wooded

Building Information
Foundation Type: Concrete
Construction Description: Other

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3224

Financial

Assessments Information
Assessed Value: $1,371,650

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Hot Water Description: Oil
Heat Type: No Heat
Heat Fuel Type: Oil
Energy Features: Generator

Location

School Information
High School: Greenwich
Elementary School: Parkway

Location Information
State: Connecticut
Directions: NA
County: Fairfield

Public facts

Beds: 2
Baths: 3.0
Sq. Ft.: 3,224
Stories: 2.0
Lot Size: 3.77 acres
Style: Single Family Residential
Year Built: 2000
Year Renovated: —
County: Fairfield County
APN: 1848997

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 2

Around this home

Schools

Parkway School

Public K-5 • Assigned • 1.2mi

10/10

Western Middle School

Public 6-8 • Assigned • 5.8mi

8/10

Greenwich High School

Public 9-12 • Assigned • 4.3mi

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

$2.55M – $3.08M

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New listings for sale in 06831

OPEN SAT, 12PM TO 3PM

$949,000

4 beds2 baths1,720 sq ft

113 Pilgrim Dr, Greenwich, CT 06831

NEW 20 HRS AGO

$2,500,000

4 beds3 baths2,989 sq ft

19 Tamarack Pl, Greenwich, CT 06831

OPEN SAT, 1PM TO 3PM

$999,000

4 beds2 baths1,568 sq ft

181 Hobart Ave, Greenwich, CT 06831

OPEN SAT, 12PM TO 2PM3D WALKTHROUGH

$6,950,000

5 beds6.5 baths6,849 sq ft

12 Hedgerow Ln, Greenwich, CT 06831

$1,495,000

3 beds2 baths2,720 sq ft

Greenwich, CT 06831

$5,995,000

6 beds4.5 baths4,629 sq ft

508 Round Hill Rd, Greenwich, CT 06831

$3,000,000

5 beds4 baths3,782 sq ft

99 Porchuck Rd, Greenwich, CT 06831

OPEN SAT, 12PM TO 4PM

$1,450,000

4 beds3 baths2,304 sq ft

64 Caroline Pl, Greenwich, CT 06831

$8,495,000

6 beds8.5 baths8,704 sq ft

7 Calhoun Dr, Greenwich, CT 06831

Home values near 16 Cherry Valley Rd

Data from public records.

Address	Redfin Estimate
59 Cherry Valley Road, Greenwich, CT 4 Beds \| 4.5 Baths \| 3887 Sq. Ft.	$3,407,287
44 Cherry Valley Road, Greenwich, CT 5 Beds \| 5.5 Baths \| - Sq. Ft.	$7,646,104

Address	Redfin Estimate
40 Cherry Valley Road, Greenwich, CT 4 Beds \| 5.5 Baths \| 7864 Sq. Ft.	$4,635,700
46 Cherry Valley Road, Greenwich, CT 3 Beds \| 3.5 Baths \| 3312 Sq. Ft.	$2,672,037

Address	Redfin Estimate
56 Cherry Valley Road, Greenwich, CT 8 Beds \| 8 Baths \| 8513 Sq. Ft.	$5,714,227
21 Cherry Valley Road, Greenwich, CT 4 Beds \| 4.5 Baths \| 4005 Sq. Ft.	$3,940,146

Property information provided by Smart MLS when last listed in 2022. This data may not match . Learn more.

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