Off market oct 2016 for $3.3M

$5,434,739

Est. refi paymentEst. refi $13,007/mo

•

7,232

sq ft

50 Deepwood Rd, Darien, CT 06820

About this home

Picture and Perfect are the two words that describe this incredible house, designed by a well-known Darien architect. This stately manor impresses from the first approach. Grand yet comfortable, your eye is drawn to the numerous architectural details and the high-end materials and finishes seen throughout. Attention to every amenity possible, with extensive renovations since it's conception, and not one expense spared. Don't miss the lower level, complete with pool table, theater, artist alcove, gym, wine cellar and cedar closet (one of two). Close to town and train, one of our most sought-after streets with the added benefit of walking distance to the elementary, middle and high school. An absolute must see - it's one you'll never forget!

Single-familyProperty Type

1998Year Built

1.6 acresLot Size

$751Est. Price/Sq.Ft.

3 car garageParking

Listed by Maggie Marchesi • Houlihan Lawrence

Bought with Mary Lopiano • Halstead Real Estate

Source:Smart MLS #99156089

Redfin Estimate

$5,434,739

$2.1M since sold in October 2016$99K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 43.8% higher than the average sale price ($3.78M) of 6 comparable homes.

SOLD JUL 23, 2026
$5,000,000
A
5 beds7 baths8,035 sq ft
473 Hollow Tree Ridge Rd, Darien, CT 06820
SOLD AUG 7, 2026
$3,250,000
B
5 beds5.5 baths5,226 sq ft
14 Revere Rd, Darien, CT 06820
SOLD AUG 6, 2026
$3,795,000
C
5 beds6.5 baths6,424 sq ft
39 Leeuwarden Rd, Darien, CT 06820
SOLD SEP 1, 2026
$2,451,776
D
5 beds4.5 baths4,197 sq ft
43 Phillips Ln, Darien, CT 06820
SOLD APR 28, 2026
$4,400,000
E
5 beds5 baths6,052 sq ft
15 Waterbury Ln, Darien, CT 06820
SOLD JUN 17, 2026
$3,775,000
F
5 beds6.5 baths7,200 sq ft
43 Stony Brook Rd, Darien, CT 06820

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Earn from this home

Sell

$2,998,700

Est. take-home

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Refinance

Est. cash available

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Rent

$7,506/mo

Redfin rental estimate

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Market trends in 06820, CT

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

109.0%

1.3% MoM

Median sale price

$3.0M

$23K MoM

Avg. days on market

13d

0 days MoM

Recently sold homes

112

9 MoM

New listings for sale

COMING SOON
$2,699,000
5 beds4.5 baths4,084 sq ft
53 Country Club Rd, Darien, CT 06820
COMING SOON
$1,895,000
4 beds2.5 baths2,456 sq ft
9 Wilson Ridge Rd E, Darien, CT 06820
$3,795,000
4 beds4 baths4,361 sq ft
5 Cross Rd, Darien, CT 06820
OPEN TODAY, 1PM TO 4PM
$1,795,000
4 beds2 baths2,091 sq ft
150 Holmes Ave, Darien, CT 06820
$3,600,000
5 beds4.5 baths4,423 sq ft
18 Bates Farm Ln, Darien, CT 06820
OPEN TODAY, 1PM TO 4PM
$2,200,000
5 beds4 baths3,033 sq ft
13 Silver Lakes Dr, Darien, CT 06820
$16,495,000
10 beds10.5 baths11,944 sq ft
155 Long Neck Point Rd, Darien, CT 06820
See all

Provided by Redfin

Sale history for 50 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$39,989 (+2.2%)

$772,310 + $1,498,490

$2,270,800

2022

$39,126 (+2.3%)

$772,310 + $1,498,490

$2,270,800

2021

$38,240 (+3.1%)

$772,310 + $1,498,490

$2,270,800

2020

$37,082 (−0.9%)

$772,310 + $1,498,490

$2,270,800

2019

$37,400 (+15.5%)

$772,310 + $1,498,490

$2,270,800

2018

$32,373 (−0.5%)

$776,860 + $1,236,410

$2,013,270

2017

$32,534 (+2.5%)

$776,860 + $1,236,410

$2,013,270

2016

$31,749 (+5.1%)

$776,860 + $1,236,410

$2,013,270

2014

$30,219

$776,860 + $1,236,410

$2,013,270

Tax history for 50 Deepwood Rd

Year

Property tax

Land + Additions

Assessment*

2023

$39,989 (+2.2%)

$772,310 + $1,498,490

$2,270,800

2022

$39,126 (+2.3%)

$772,310 + $1,498,490

$2,270,800

2021

$38,240 (+3.1%)

$772,310 + $1,498,490

$2,270,800

2020

$37,082 (−0.9%)

$772,310 + $1,498,490

$2,270,800

2019

$37,400 (+15.5%)

$772,310 + $1,498,490

$2,270,800

2018

$32,373 (−0.5%)

$776,860 + $1,236,410

$2,013,270

2017

$32,534 (+2.5%)

$776,860 + $1,236,410

$2,013,270

2016

$31,749 (+5.1%)

$776,860 + $1,236,410

$2,013,270

2014

$30,219

$776,860 + $1,236,410

$2,013,270

*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

6.5

Stories

Lot width

—

Lot depth

—

Lot size

1.6 Acres

Year renovated

—

Sq. Ft.

7,293

Year built

1998

Style

Single Family Residential

County

Fairfield County

APN

105547

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: 16
Laundry Room Location: FIRST
Fireplaces Total: 3
Cooling System: Central Air
Appliances Included: Dishwasher, Dryer, Microwave, Refrigerator, Wall Oven, Washer

Bathroom Information
# of Baths (Full): 6
# of Baths (Half): 1

Bedroom Information
Beds Total: 5

Room Information
Rooms Additional: Foyer, Laundry Room, Mud Room
Room Count: 13
Basement Description: Cooled, Full, Heated, Liveable Space, Partially Finished, Storage
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Cedar, Shingle
Exterior Features: Shed, Terrace

Lot Information
Lot Description: Level Lot

Building Information
Foundation Type: Concrete
Construction Description: Frame, Stone
Color: GRAY

Property Information
Waterfront Description: Beach Rights
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 7232

Financial

Assessments Information
Assessed Value: $2,013,270

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Heat Type: Heat Pump
Fuel Tank Location: Above Ground

Location

HOA Information
Association Amenities: Park

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Holmes

Location Information
State: Connecticut
Nearby Amenities: Library, Park, Shopping/Mall
Directions: HOLLOW TREE RIDGE RD. TO DEEPWOOD RD.
County: Fairfield

Public facts

Beds: 5
Baths: 6.5
Sq. Ft.: 7,293
Stories: 2.0
Lot Size: 1.6 acres
Style: Single Family Residential
Year Built: 1998
Year Renovated: —
County: Fairfield County
APN: 105547

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Holmes Elementary School

Public PreK-5 • Assigned • 0.6mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 0.4mi

10/10

Darien High School

Public 9-12 • Assigned • 0.7mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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 8.7 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

$5.16M – $6.25M

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Home values near 50 Deepwood Rd

Data from public records.

Address	Redfin Estimate
49 Deepwood Road, Darien, CT 4 Beds \| 4 Baths \| 5506 Sq. Ft.	$4,016,738
57 Deepwood Road, Darien, CT 6 Beds \| 6.5 Baths \| 6198 Sq. Ft.	$4,573,518

Address	Redfin Estimate
41 Deepwood Road, Darien, CT 3 Beds \| 3.5 Baths \| 2736 Sq. Ft.	$2,636,813
26 Deepwood Road, Darien, CT 5 Beds \| 4.5 Baths \| 3954 Sq. Ft.	$3,394,730

Address	Redfin Estimate
35 Deepwood Road, Darien, CT 4 Beds \| 4 Baths \| 3715 Sq. Ft.	$3,040,977
67 Deepwood Road, Darien, CT 4 Beds \| 4.5 Baths \| 4480 Sq. Ft.	$3,152,068

Property information provided by Smart MLS when last listed in 2016. This data may not match . Learn more.

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