Sold
Last Sold Price
3 beds3,224 sqft
16 Cherry Valley Rd, Greenwich, CT 06831
Single FamilyProperty Type
3.77 acresLot Size
2000Year Built
$737/sq ftPrice per sq ft
2 carsParking Spaces

Description

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.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.
  • Listed by: Gideon Fountain 203.869.0700 gfountain@houlihanlawrence.com • Houlihan Lawrence
Listing closed: 02/09/2023 12:00 AM • Source: GMLS, MLS#: 117289

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Recent comparable sales

Median sold price

$2,600,000

Avg days on market

57

Sale-to-list ratio

101.9%

Greenwich, CT

9 comparable properties found

1

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Sold 06/02/26

3
Bedrooms
1.5
Bathrooms
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Square Feet
4.31
Acres
$1,750,000 | 3 John Street, Greenwich, CT 06831
1/10
2

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Sold 01/20/26

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Bedrooms
2,906
Square Feet
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Acres
a living room with furniture a fireplace and large windows
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3

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Sold 12/18/24

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2,584
Square Feet
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Sold 04/03/25

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Bathrooms
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Square Feet
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Acres
$2,500,000 | 108 Butternut Hollow Road, Greenwich, CT 06830
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5

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Sold 05/02/25

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2,918
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Acres
$2,900,000 | 33 Richmond Hill Road, Greenwich, CT 06831
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Sold 11/19/25

3
Bedrooms
3,630
Square Feet
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a view of a back yard of the house
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7

$2,700,000

Sold 09/06/25

3
Bedrooms
4,670
Square Feet
5.6
Acres
$2,100,000 | 46 Stag Lane, Greenwich, CT 06831
1/30
8

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Sold 07/31/26

3
Bedrooms
2,894
Square Feet
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Acres
a front view of a house with a yard
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9

$2,995,000

Sold 01/27/26

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Bedrooms
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Acres

Location

Listing Courtesy of Houlihan Lawrence, Gideon Fountain

Sold By Compass Connecticut, LLC, Brian Milton

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$13,567 per month

30 year fixed, 6.71% Interest

Principal and Interest

$12,278

Property Taxes

$1,289

HOA Dues

$0

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Property Information for 16 Cherry Valley Road

Property Details
  • Taxes: $15,472 / year
  • MLS Type: Residential
  • Section: North Parkway
  • Design: Colonial
  • Basement Type: Exterior Access, Partially Finished
  • Garage #: 2.00
  • Garage Desc: Attached
  • Garage: Yes
Building Information
  • Year Built: 2000
  • Lot Size: 3.77 AC / 164,221 SF
Summary
Location and General Information
  • Area: 3 - Greenwich
  • Elementary School: Parkway
  • Middle School: Western
  • Directions: NA
  • City: Greenwich
  • MLS Area Major: 3 - Greenwich
  • Longitude: -73.657104
  • Latitude: 41.09
  • Postal Code: 06831
  • County: Fairfield
  • State Or Province: CT
HOA and Fees
  • Parcel Number: 10-2955
  • Association Chg/Yr: $0
  • Taxes: $15,472
Interior and Exterior Features
Interior Features
  • Bathrooms Total Integer: 2
  • Baths Full: 2
  • Baths Half: 0
  • Beds Total: 3
  • Cooling: Yes
  • Heating: Yes
  • Entry Hall Level/FP: 1st: 1
  • Living Room Level/FP: 1st: 1
  • Living Room Level/FP: FP: 1
  • Dining Room Level/FP: 1st: 1
  • Family Room Level/FP: 2nd: 1
  • Kitchen Level/FP: 1st: 1
  • Primary Bdrm Level/FP: 1st: 1
  • Primary Bath Level/FP: 1st: 1
  • Dbl Bdrms Level/FP: 2nd: 2
  • Bath Level/FP: 2nd: 1
  • Laundry Level/FP: 1st: 1
  • Other Room Level/FP: LL: 1
  • Attic: Crawl Space: Yes
  • Dining Room Ceilings: Cathedral: Yes
  • Dining Room Comments: LivingDining Room: Yes
  • Entry Hall Ceilings: Extra Height: Yes
  • Entry Hall Comments: Front to Back: Yes
  • Kitchen Comments: Eat-In Kitchen: Yes
  • Laundry Comments: Separate Room: Yes
  • Living Room Ceilings: Cathedral: Yes
  • Living Room Comments: French Doors: Yes
  • Other Room Comments: Wine Cellar: Yes
  • Cooling System: Central AC: Yes
  • Heat System: Forced Air: Yes
  • Primary Bdrm Comments: Walk-in Closet(s): Yes
  • Primary Bth Ceilings: Extra Height: Yes
  • Primary Bth Comments: Luxury Bath: Yes
  • Primary Bth Comments: Sep Shower: Yes
  • Cooling System: Central A/C
Exterior Features
  • Exterior: Clapboard: Yes
  • Exterior: Clapboard
  • Roof: Wood
Property
Lot Information
  • Location Property Info: SPOLP: $1.19
  • Location Property Info: List PriceSqFt: $620.35
  • Location Property Info: Owner: Old Mill Properties Llc
  • Location Property Info: Zoning: RA-4
  • Location Property Info: State: Connecticut
  • Location Property Info: Zip Code: 06830
  • Location Property Info: # FPs: 1.0
  • Lot Description: Level,Meadow
  • Lot Size Acres: 3.77
  • Lot Size Area: 3.77
  • Lot Size Square Feet: 164221.2
  • Lot Size Units: Acres
  • Lot Description: Level: Yes
  • Lot Description: Meadow: Yes
Property and Assessments
  • General Property Info: Acres -: 3.77
  • General Property Info: Elementary School: Parkway
  • General Property Info: Middle School: Western
  • General Property Info: Design: Colonial
  • General Property Info: SqFt Source: Taxcard
  • Assessment: $1,371,650
  • Zoning: RA-4
  • Sanitation Source: Septic Tank
  • SqFt Source: Taxcard
  • Features: Auto Garage Door: Yes
  • Features: Cable TV: Yes
  • Features: Double Pane Windows: Yes
  • Features: Generator: Yes
  • Features: Terrace: Yes
  • Included: All Kitchen Applncs: Yes
  • Included: WasherDryer: Yes
Utilities
  • Gas Source: Propane: Yes
  • Heat Fuel: Oil: Yes
  • Hot Water: Oil: Yes
  • Heat System: Forced Air, Oil
  • Water Source: Well
Multi Family
Building Details
  • Public Remarks: 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.
  • Parking Desc: Garage Door Opener

Property History for 16 Cherry Valley Road

DateEvent & SourcePriceAppreciation
Feb 9, 2023

Closed (Public Record)

Public Record #1505734164

$2,376,000

+2.5% / yr

Apr 26, 2000

Closed (Public Record)

Public Record #90999997

$1,340,000

+10.6% / yr

Feb 18, 1998

Closed (Public Record)

Public Record #91002288

$1,075,000

+24.4% / yr

DateEvent & SourcePrice
02/09/2023

Closed (Public Record)

Public Record #1505734164

$2,376,000

+2.5% / yr

04/26/2000

Closed (Public Record)

Public Record #90999997

$1,340,000

+10.6% / yr

02/18/1998

Closed (Public Record)

Public Record #91002288

$1,075,000

+24.4% / yr

For completeness, we often displays two records for one sale: the MLS record and the public record.

Public Records for 16 Cherry Valley Road

Taxable ValueLand$778,960Additions$822,850Total$1,601,810
Tax Record2025$19,286 ($1,607 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt3,224 SqFtAbove Grade Finished SqFt3,224 SqFtUnfinished Basement SqFt1,643 SqFtStories2Lot Size164,221 SqFtStyleSingle Family ResidenceYear Built2000Year Renovated2000ZoningRA-4CountyWESTERN CONNECTICUTAPNGREE M:10 B:2955

Schools near 16 Cherry Valley Road

This home is within Greenwich School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Rating
School
Distance
Parkway School
PublicK to 5

Western Middle School
Public6 to 8

Greenwich High School
Public9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 16 Cherry Valley Road, Greenwich, CT 06831
$2,376,000
3
3,224
164,221
$3,910,500
5
5.5
6,329
174,240
$6,267,000
7
9,937
348,480
$2,356,500
2
1.5
3,608
174,240
4
5.5
7,864
186,001
$1,900,000
4
4,055
245,678

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the seller's discretion. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Houlihan Lawrence, Gideon Fountain

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.