OFF MARKET

Off Market Aug 2019 for $12M

$23,256,808

Est. refi paymentEst. refi $80,381/mo

•

13,047

sq ft

163 Pear Tree Point Rd, Darien, CT 06820

About this home

This extraordinary waterfront compound is a modern interpretation of a grand estate with expansive views of the Long Island Sound. The approach to this idyllic 4.22-acre property is enhanced by manicured hedges and magnificent old trees. Pre-war grandeur and an architecturally-significant and light-filled addition/ renovation create a sophisticated main residence complete with impressively-scaled entertaining rooms and eight bedrooms. Nearly every room takes advantage of and uniquely frames panoramic water views. Open lawns and gardens lead to a private dock and swimming pool overlooking the water's edge. The grounds offer a private tennis court and numerous entertaining areas. This truly unique estate is like no other waterfront offering within such close proximity to Manhattan.

Single-familyProperty Type

1915Year Built

4.23 acresLot Size

$1,783Est. Price/Sq.Ft.

3 car garageParking

Listed by Shelly Tretter Lynch • Compass Connecticut, LLC

Bought with Shelly Tretter Lynch • Compass Connecticut, LLC

Redfin checked: 2 minutes ago

•Source:GMLS #106472

Redfin Estimate

$23,256,808

$10.8M since sold in August 2019$4.4M since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 283.7% higher than the average sale price ($6.06M) of 6 comparable homes.

SOLD AUG 18, 2026
$8,850,000
A
5 beds5.5 baths5,823 sq ft
82 Arrowhead Way, Darien, CT 06820
SOLD JUL 15, 2026
$8,500,000
B
7 beds8.5 baths9,649 sq ft
18 Tokeneke Trl, Darien, CT 06820
SOLD AUG 14, 2026
$8,195,000
C
5 beds7 baths6,998 sq ft
30 Shipway Rd, Darien, CT 06820
SOLD AUG 18, 2026
$2,700,000
D
5 beds3.5 baths3,553 sq ft
21 Nearwater Ln, Darien, CT 06820
SOLD JUN 16, 2026
$4,300,000
E
6 beds5.5 baths5,505 sq ft
8 Pasture Ln, Darien, CT 06820
SOLD APR 20, 2026
$3,825,000
F
6 beds5.5 baths5,378 sq ft
20 Outlook Dr, Darien, CT 06820

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Earn from this home

Sell

$13,338,782

Est. take-home

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Refinance

Est. cash available

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Rent

$7,181/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

112.0%

+1.8% MoM

Median sale price

$3.0M

$202K MoM

Avg. days on market

12d

1 days MoM

Recently sold homes

30 MoM

New listings for sale

COMING SOON
$1,050,000
4 beds1.5 baths1,883 sq ft
29 Lynn Ct, Darien, CT 06820
OPEN SAT, 1PM TO 2:30PM
$949,000
2 beds1 bath910 sq ft
64 Noroton Ave, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$2,250,000
4 beds3.5 baths3,511 sq ft
1644 Boston Post Rd, Darien, CT 06820
$1,999,000
4 beds2.5 baths3,065 sq ft
2 Stony Brook Rd S, Darien, CT 06820
OPEN SAT, 1PM TO 3PM
$1,495,000
4 beds2 baths3,182 sq ft
1646 Boston Post Rd, Darien, CT 06820
COMING SOON
$7,500,000
5 beds7 baths10,213 sq ft
460 Middlesex Rd, Darien, CT 06820
$1,299,000
3 beds2 baths3,094 sq ft
53 Maple St, Darien, CT 06820
$3,950,000
5 beds5.5 baths5,500 sq ft
700 Hollow Tree Ridge Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 163 Pear Tree Point Rd

Date

Event

Price

GMLS #106472

Aug 28, 2019

Sold

$12,500,000

$958/sq ft

Jul 30, 2019

Pending

—

May 7, 2019

Listed

$14,425,000

$1,106/sq ft

GMLS #101244

Jan 1, 2019

Delisted

—

Sep 19, 2018

Price Changed

$16,900,000

$1,295/sq ft

Oct 2, 2017

Listed

$18,900,000

$1,449/sq ft

GMLS #99873

Apr 12, 2018

Delisted

—

May 15, 2017

Listed

$19,600,000

$1,502/sq ft

GMLS #96706

Apr 12, 2018

Delisted

—

May 13, 2016

Listed

$24,000,000

$1,840/sq ft

GMLS #101243

Oct 2, 2017

Delisted

—

Oct 2, 2017

Listed

$18,900,000

$1,449/sq ft

Smart MLS #99186150

Sep 12, 2017

Listing Removed

—

May 15, 2017

Listed

$19,600,000

$1,502/sq ft

Smart MLS #99145900

May 12, 2017

Listing Removed

—

May 13, 2016

Listed

$24,000,000

$1,840/sq ft

GMLS #94515

Feb 5, 2016

Delisted

—

Sep 11, 2015

Listed

$26,000,000

$1,993/sq ft

Smart MLS #99118630

Feb 4, 2016

Listing Removed

—

Sep 10, 2015

Listed

$26,000,000

$1,993/sq ft

Public Records

Feb 1, 2001

Sold

$8,390,000

$643/sq ft

Smart MLS #98030427

Oct 1, 2000

Listing Removed

—

Nov 30, 1998

Listed

$8,500,000

$651/sq ft

Public Records

Apr 11, 1988

Sold

$1,062,500

$81/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$186,006 (+2.2%)

$6,549,550 + $4,012,960

$10,562,510

2022

$181,992 (+2.3%)

$6,549,550 + $4,012,960

$10,562,510

2021

$177,873 (+2.9%)

$6,549,550 + $4,012,960

$10,562,510

2020

$172,803 (−5.1%)

$6,549,550 + $4,012,960

$10,562,510

2019

$182,004 (+22.5%)

$6,549,550 + $4,501,070

$11,050,620

2018

$148,554 (−0.5%)

$4,973,290 + $4,265,170

$9,238,460

2017

$149,294 (+2.5%)

$4,973,290 + $4,265,170

$9,238,460

2016

$145,691 (+11.3%)

$4,973,290 + $4,265,170

$9,238,460

2014

$130,878

$4,973,290 + $3,746,120

$8,719,410

Tax history for 163 Pear Tree Point Rd

Year

Property tax

Land + Additions

Assessment*

2023

$186,006 (+2.2%)

$6,549,550 + $4,012,960

$10,562,510

2022

$181,992 (+2.3%)

$6,549,550 + $4,012,960

$10,562,510

2021

$177,873 (+2.9%)

$6,549,550 + $4,012,960

$10,562,510

2020

$172,803 (−5.1%)

$6,549,550 + $4,012,960

$10,562,510

2019

$182,004 (+22.5%)

$6,549,550 + $4,501,070

$11,050,620

2018

$148,554 (−0.5%)

$4,973,290 + $4,265,170

$9,238,460

2017

$149,294 (+2.5%)

$4,973,290 + $4,265,170

$9,238,460

2016

$145,691 (+11.3%)

$4,973,290 + $4,265,170

$9,238,460

2014

$130,878

$4,973,290 + $3,746,120

$8,719,410

*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

Stories

Lot width

—

Lot depth

—

Lot size

4.23 Acres

Year renovated

2014

Sq. Ft.

14,014

Year built

1915

Style

Single Family Residential

County

Fairfield County

APN

108565

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: 7
# of Half Bathrooms: 3
Bathrooms Total Integer: 10
Bathrooms Total Decimal: 8.5

Heating & Cooling
Has Cooling
Cooling: Central A/C
Has Heating
Heating: Hot Water, Propane

Interior Features
Interior Features: Whirlpool Tub, Kitchen Island, Pantry, Back Stairs
Has Fireplace(s)
# of Fireplaces Total: 6
Basement: Partial, Unfinished

Exterior

Exterior Features
Exterior Features: Balcony, Dock
Private Pool

Property Information
Property Sub-Type: Single Family Residence
Year Built: 1915
Year Built Effective: 2014
Roof: Wood
Construction Materials: Stucco
Other Structures: Studio
Security Features: Security System
Building Area Total: 13047.0
Building Area Source: Taxcard

Lot Information
Lot Features: Level
On Waterfront
Waterfront Features: Waterfront
Lot Size Area: 4.23
Lot Size Units: Acres
Lot Size Square Feet: 184258.8
Lot Size Acres: 4.23
Zoning: RA-1

Financial

Tax Information
Tax Annual Amount: $148,554
Tax Assessed Value: $9,238,460

Utilities

Utilities Information
Utilities: Propane
Sewer: Public Sewer
Water Source: Public

Location

School Information
Elementary School: Out of Town
Middle Or Junior School: Out of Town

Public facts

Beds: 9
Baths: 8.0
Sq. Ft.: 14,014
Stories: 2.0
Lot Size: 4.23 acres
Style: Single Family Residential
Year Built: 1915
Year Renovated: 2014
County: Fairfield County
APN: 108565

Home facts updated by county records on Jul 13, 2023

Around this home

Schools

Tokeneke Elementary School

Public PreK-5 • Assigned • 2.4mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 2.2mi

10/10

Darien High School

Public 9-12 • Assigned • 2.9mi

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 98° expected this year, 16 days in 30 years

7/10 Wind Factor

78% chance of strong winds in next 30 years

5/10 Air Factor

7 unhealthy days expected this year, 9 days in 30 years

Provided by First Street

Historical weather

Darien, CT • 06820

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 8.8 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$22.09M – $26.75M

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Nearby similar homes

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New listings for sale in 06820

COMING SOON

$1,050,000

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29 Lynn Ct, Darien, CT 06820

OPEN SAT, 1PM TO 2:30PM

$949,000

2 beds1 bath910 sq ft

64 Noroton Ave, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$2,250,000

4 beds3.5 baths3,511 sq ft

1644 Boston Post Rd, Darien, CT 06820

$1,999,000

4 beds2.5 baths3,065 sq ft

2 Stony Brook Rd S, Darien, CT 06820

OPEN SAT, 1PM TO 3PM

$1,495,000

4 beds2 baths3,182 sq ft

1646 Boston Post Rd, Darien, CT 06820

COMING SOON

$7,500,000

5 beds7 baths10,213 sq ft

460 Middlesex Rd, Darien, CT 06820

$1,299,000

3 beds2 baths3,094 sq ft

53 Maple St, Darien, CT 06820

$3,950,000

5 beds5.5 baths5,500 sq ft

700 Hollow Tree Ridge Rd, Darien, CT 06820

Home values near 163 Pear Tree Point Rd

Data from public records.

Address	Redfin Estimate
155 Pear Tree Point Rd, Darien, CT 4 Beds \| 3 Baths \| 4794 Sq. Ft.	$6,962,449
156 Pear Tree Point Rd, Darien, CT 3 Beds \| 5.5 Baths \| 4578 Sq. Ft.	$6,288,058

Address	Redfin Estimate
180 Pear Tree Point Rd, Darien, CT 4 Beds \| 4 Baths \| 7734 Sq. Ft.	$7,206,423
171 Pear Tree Point Rd, Darien, CT 5 Beds \| 5 Baths \| 6305 Sq. Ft.	$6,179,931

Address	Redfin Estimate
159 Pear Tree Point Rd, Darien, CT 6 Beds \| 4.5 Baths \| 4997 Sq. Ft.	$5,935,800
170 Pear Tree Point Rd, Darien, CT 4 Beds \| 3 Baths \| 5568 Sq. Ft.	$4,325,916

Property information provided by GMLS when last listed in 2019. This data may not match . Learn more.

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