27 Clapboard Ridge Rd, Greenwich, CT 06830

Off market apr 2021 for $3.5M

$6,755,252

Est. refi paymentEst. refi $23,685/mo

•

6,168

sq ft

27 Clapboard Ridge Rd, Greenwich, CT 06830

About this home

Sitting peacefully on 4+ acres of manicured gardens, lawns, and mature trees located at the end of a private lane in the prestigious mid-country section of Greenwich. Enter through 1 of 2-gated entrances and you will find this classic New England colonial, which has been meticulously renovated whilst maintaining many original details. Gracious and spacious formal living room with 1 of 4 fireplaces adjoined by a sunroom which leads to a stone terrace overlooking the sweeping lawns and sparkling pond. Original wood paneled dining room, library, well-equipped gourmet kitchen with casual dining area, and light filled step down family room perfect for intimate or large gatherings. Upstairs the sumptuous master suite features a walk-in closet, beautifully renovated master bathroom, and fireplace. There are four additional bedrooms and 2 bathrooms on the second level. 75-foot heated pool and cabana are surrounded by exquisite gardens, which make this a true private oasis for the most discerning buyer seeking privacy and tranquility. Please note the main entrance is off Clapboard Ridge Road and the second entrance is on Flagler Drive. Address can be changed to 27 Flagler Drive.

Single-familyProperty Type

1858Year Built

4.29 acresLot Size

$1,095Est. Price/Sq.Ft.

3 car garageParking

Listed by Jennifer Leahy • Douglas Elliman of Connecticut

Bought with Non Member • SmartMLS, Inc.

Source:Smart MLS #170298531

Redfin Estimate

$6,755,252

$3.3M since sold in April 2021$477K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 35.7% higher than the average sale price ($4.98M) of 6 comparable homes.

SOLD OCT 5, 2026
$5,250,000
A
6 beds4.5 baths5,416 sq ft
57 Clapboard Ridge Rd, Greenwich, CT 06830
SOLD AUG 6, 2026
$4,450,000
B
6 beds5 baths6,012 sq ft
17 Kenilworth Ter, Greenwich, CT 06830
SOLD JUL 6, 2026
$6,700,000
C
9 beds6.5 baths6,841 sq ft
78 Khakum Wood Rd, Greenwich, CT 06831
SOLD SEP 18, 2026
$5,175,000
D
5 beds6 baths8,082 sq ft
583 Lake Ave, Greenwich, CT 06830
SOLD OCT 2, 2026
$3,000,000
E
7 beds4.5 baths3,439 sq ft
33 Hillside Rd, Greenwich, CT 06830
SOLD JAN 29, 2026
$5,300,000
F
5 beds4.5 baths5,126 sq ft
81 Clapboard Ridge Rd, Greenwich, CT 06830

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Sell

$3,868,416

Est. take-home

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Refinance

Est. cash available

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Rent

$8,947/mo

Redfin rental estimate

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Market trends in 06830, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.9%

1.2% MoM

Median sale price

$2.6M

$778 MoM

Avg. days on market

37d

5 days MoM

Recently sold homes

11 MoM

New listings for sale

OPEN SUN, 12PM TO 3PM
$4,195,000
4 beds4.5 baths3,660 sq ft
80 Milbank Ave Unit A, Greenwich, CT 06830
$1,350,000
3 beds2.5 baths2,120 sq ft
145 Putnam Park #145, Greenwich, CT 06830
$4,895,000
4 beds3.5 baths2,310 sq ft
19 Davenport Ave, Greenwich, CT 06830
Mike Parelli Real Estate LLC
OPEN SUN, 1PM TO 3PM
$1,195,000
4 beds2 baths2,018 sq ft
351 Delavan Ave, Greenwich, CT 06830
$1,850,000
4 beds3 baths2,365 sq ft
59 Stanwich Rd, Greenwich, CT 06830
$479,000
1 bed1 bath585 sq ft
52 Lafayette Pl Unit 2B, Greenwich, CT 06830
$1,495,000
4 beds3 baths1,822 sq ft
127 Lake Ave, Greenwich, CT 06830
$2,000,000
2 beds1 bath783 sq ft
7 Idlewild Mnr, Greenwich, CT 06830
$2,195,000
5 beds3 baths2,688 sq ft
27 Sachem Ln, Greenwich, CT 06830
OPEN SUN, 12PM TO 3PM
$4,795,000
5 beds4.5 baths4,870 sq ft
151 Stanwich Rd, Greenwich, CT 06830
See all

Provided by Redfin

Sale history for 27 Clapboard Ridge Rd

Date

Event

Price

GMLS #109912

Apr 19, 2021

Sold

$3,500,000

$567/sq ft

Mar 19, 2021

Pending

—

Feb 12, 2021

Contingent

—

Oct 14, 2020

Price Changed

$3,995,000

$648/sq ft

May 29, 2020

Listed

$4,395,000

$713/sq ft

+25

Sitting peacefully on 4+ acres of manicured gardens, lawns, & mature trees located at the end of a private lane in the prestigious mid-country section of Greenwich. Enter through 1 of 2-gated entrances & you will find this New England colonial, which has been meticulously renovated whilst maintaining many original details. Gracious & spacious formal living room w/ 1 of 4 fireplaces adjoined by a sunroom which lead to a stone terrace overlooking the sweeping lawns & pond. Original wood paneled dining room, library, gourmet kitchen w/ casual dining area, & light filled step down family rm perfect for intimate or large gatherings. 75-foot heated pool & cabana are surrounded by exquisite gardens, which make this a true private oasis for the most discerning buyer seeking privacy & tranquility.

Smart MLS #170298531

Apr 16, 2021

Sold

$3,500,000

$567/sq ft

Feb 16, 2021

Contingent

—

Oct 14, 2020

Price Changed

$3,995,000

$648/sq ft

May 29, 2020

Listed

$4,395,000

$713/sq ft

Smart MLS #170161179

Sep 26, 2019

Listing Removed

—

Mar 27, 2019

Listed

$4,750,000

$770/sq ft

GMLS #105933

Mar 27, 2019

Listed

$4,750,000

$770/sq ft

Smart MLS #99183185

Dec 31, 2018

Listing Removed

—

Apr 26, 2017

Listed

$4,995,000

$810/sq ft

GMLS #99632

Apr 26, 2017

Listed

$4,995,000

$810/sq ft

GMLS #53814

Jun 25, 2004

Sold

$5,350,000

$867/sq ft

Jun 25, 2003

Listed

$5,750,000

$932/sq ft

GMLS #50927

Jun 22, 2003

Sold

—

Jul 23, 2002

Listed

$6,785,000

$1,100/sq ft

GMLS #38725

Jan 15, 1998

Sold

$3,000,000

$486/sq ft

Oct 27, 1997

Listed

$3,600,000

$584/sq ft

GMLS #37167

Oct 9, 1997

Sold

—

Apr 9, 1997

Listed

$7,950,000

$1,289/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$29,538 (+1.0%)

$1,735,020 + $858,340

$2,593,360

2022

$29,253 (−3.5%)

$1,735,020 + $858,340

$2,593,360

2021

$30,310

$1,530,900 + $1,084,300

$2,615,200

2020

$30,310 (−0.8%)

$1,530,900 + $1,084,300

$2,615,200

2019

$30,546 (+2.7%)

$1,530,900 + $1,084,300

$2,615,200

2018

$29,735

$1,530,900 + $1,084,300

$2,615,200

2017

$29,735 (+1.5%)

$1,530,900 + $1,084,300

$2,615,200

2016

$29,290 (−8.2%)

$1,530,900 + $1,084,300

$2,615,200

2014

$31,916

$2,541,490 + $367,920

$2,909,410

Tax history for 27 Clapboard Ridge Rd

Year

Property tax

Land + Additions

Assessment*

2023

$29,538 (+1.0%)

$1,735,020 + $858,340

$2,593,360

2022

$29,253 (−3.5%)

$1,735,020 + $858,340

$2,593,360

2021

$30,310

$1,530,900 + $1,084,300

$2,615,200

2020

$30,310 (−0.8%)

$1,530,900 + $1,084,300

$2,615,200

2019

$30,546 (+2.7%)

$1,530,900 + $1,084,300

$2,615,200

2018

$29,735

$1,530,900 + $1,084,300

$2,615,200

2017

$29,735 (+1.5%)

$1,530,900 + $1,084,300

$2,615,200

2016

$29,290 (−8.2%)

$1,530,900 + $1,084,300

$2,615,200

2014

$31,916

$2,541,490 + $367,920

$2,909,410

*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

4.29 Acres

Year renovated

—

Sq. Ft.

4,572

Year built

1858

Style

Single Family Residential

County

Fairfield County

APN

1850181

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: 3

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 15
Laundry Room Info: Lower Level
Interior Features: Auto Garage Door Opener, Cable - Available, Security System
Appliances, Security System
Fireplaces Total: 4
Cooling System: Central Air
Appliances Included: Gas Range, Microwave, Subzero, Dishwasher, Washer, Dryer

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

Bedroom Information
Beds Total: 7

Room Information
Rooms Additional: Breezeway, Foyer, Laundry Room, Mud Room
Room Count: 15
Basement Description: Full, Partial
Has Attic
Attic Description: Walk-up, Finished, Heated

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Shingle
Exterior Features: Cabana, Lighting, Patio, Underground Sprinkler

Lot Information
Lot Description: Open Lot, Level Lot, Lightly Wooded, Rolling, Professionally Landscaped

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

Building Information
Foundation Type: Concrete
Construction Description: Frame
Color: white

Property Information
Waterfront Description: Pond
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4572
Driveway Type: Private, Circular, Paved

Financial

Assessments Information
Assessed Value: $2,615,200

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Septic
Hot Water Description: Natural Gas
Heat Type: Hot Air
Heat Fuel Type: Natural Gas
Fuel Tank Location: In Basement

Location

School Information
Middle Jr High School: Central
Intermediate School: Per Board of Ed
High School: Greenwich
Elementary School: Parkway

Location Information
State: Connecticut
Nearby Amenities: Golf Course, Health Club, Library, Playground/Tot Lot, Private School(s), Public Transportation, Shopping/Mall
Directions: North Street to Clapboard Ridge Road make a right onto private road and #27 is the last home at the end.
County: Fairfield

Public facts

Beds: 7
Baths: 4.5
Sq. Ft.: 4,572
Stories: 2.0
Lot Size: 4.29 acres
Style: Single Family Residential
Year Built: 1858
Year Renovated: —
County: Fairfield County
APN: 1850181

Home facts updated by county records on Jul 12, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Parkway School

Public K-5 • Assigned • 3.0mi

10/10

Central Middle School

Public 6-8 • Assigned • 2.1mi

8/10

Greenwich High School

Public 9-12 • Assigned • 2.3mi

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

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, 14 days in 30 years

6/10 Wind Factor

56% 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

$6.42M – $7.77M

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Home values near 27 Clapboard Ridge Rd

Data from public records.

Address	Redfin Estimate
1 Flagler Drive, Greenwich, CT 6 Beds \| 8.5 Baths \| 11500 Sq. Ft.	$9,515,975
25 Flagler Drive, Greenwich, CT - Beds \| - Baths \| - Sq. Ft.	$6,355,638

Address	Redfin Estimate
19 Flagler Drive, Greenwich, CT 4 Beds \| 3.5 Baths \| 3372 Sq. Ft.	$4,277,687
15 Flagler Drive, Greenwich, CT 4 Beds \| 2.5 Baths \| 3648 Sq. Ft.	$4,787,575

Address	Redfin Estimate
21 Flagler Drive, Greenwich, CT 4 Beds \| 5 Baths \| 3176 Sq. Ft.	$5,459,448
11 Flagler Drive, Greenwich, CT 5 Beds \| 5.5 Baths \| 7745 Sq. Ft.	$9,461,892

Property information provided by Smart MLS when last listed in 2020. This data may not match . Learn more.

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