Off Market Sep 2017 for $3.7M

$5,550,331

Est. refi paymentEst. refi $17,678/mo

•

6,000

sq ft

256 Brookside Rd, Darien, CT 06820

About this home

Originally designed by Ed Wallace, this remarkable Connecticut colonial has been tastefully renovated and expanded, boasting every amenity and 2.1 acres of meticulously landscaped grounds in a desirable, private location. The main house includes six bedrooms plus four full and two half baths. A gourmet eat-in kitchen opens onto a light-filled family room with wood burning fireplace and views of the private backyard. Nestled among the lovely land and gardens are a guest house and stunning pool with pool house offering a spacious living area with a half bath and outdoor shower. The separate guest house includes a generous entertaining space, potting room, separate bedroom, and full bath. This is an opportunity to own a very special property.

NEGOTIABLE: WINDOW TREATMENTS

Single-familyProperty Type

1948Year Built

2.1 acresLot Size

$925Est. Price/Sq.Ft.

3 car garageParking

Listed by Kristin Nemec • Houlihan Lawrence

Bought with Cristina Veeder • Houlihan Lawrence

Source:Smart MLS #99174218

Redfin Estimate

$5,550,331

$1.8M since sold in September 2017$10K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 32.3% higher than the average sale price ($4.20M) of 6 comparable homes.

SOLD MAY 8, 2026
$4,600,000
A
5 beds5 baths6,325 sq ft
15 Marianne Rd, Darien, CT 06820
SOLD AUG 3, 2026
$4,500,000
B
5 beds3.5 baths4,379 sq ft
20 Buttonwood Ln, Darien, CT 06820
SOLD AUG 17, 2026
$4,475,000
C
5 beds4.5 baths5,506 sq ft
174 Leroy Ave, Darien, CT 06820
SOLD MAY 29, 2026
$4,500,000
D
5 beds5 baths5,864 sq ft
6 Cloudy Ln, Darien, CT 06820
SOLD APR 16, 2026
$2,300,000
E
5 beds5 baths4,672 sq ft
12 Dellwood Rd, Darien, CT 06820
SOLD JUN 23, 2026
$4,795,000
F
5 beds5 baths6,798 sq ft
74 Salisbury Rd, Darien, CT 06820

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Earn from this home

Sell

$2,767,657

Est. take-home

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Refinance

Est. cash available

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Rent

$7,359/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

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 SUN, 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 256 Brookside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$36,193 (+2.2%)

$799,610 + $1,255,660

$2,055,270

2022

$35,412 (+2.3%)

$799,610 + $1,255,660

$2,055,270

2021

$34,611 (+3.1%)

$799,610 + $1,255,660

$2,055,270

2020

$33,563 (−0.8%)

$799,610 + $1,255,660

$2,055,270

2019

$33,850 (−11.9%)

$799,610 + $1,255,660

$2,055,270

2018

$38,440 (+4.7%)

$856,730 + $1,533,840

$2,390,570

2017

$36,715 (+2.5%)

$856,730 + $1,415,260

$2,271,990

2016

$35,829 (+5.1%)

$856,730 + $1,415,260

$2,271,990

2014

$34,103

$856,730 + $1,415,260

$2,271,990

Tax history for 256 Brookside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$36,193 (+2.2%)

$799,610 + $1,255,660

$2,055,270

2022

$35,412 (+2.3%)

$799,610 + $1,255,660

$2,055,270

2021

$34,611 (+3.1%)

$799,610 + $1,255,660

$2,055,270

2020

$33,563 (−0.8%)

$799,610 + $1,255,660

$2,055,270

2019

$33,850 (−11.9%)

$799,610 + $1,255,660

$2,055,270

2018

$38,440 (+4.7%)

$856,730 + $1,533,840

$2,390,570

2017

$36,715 (+2.5%)

$856,730 + $1,415,260

$2,271,990

2016

$35,829 (+5.1%)

$856,730 + $1,415,260

$2,271,990

2014

$34,103

$856,730 + $1,415,260

$2,271,990

*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

2.11 Acres

Year renovated

2006

Sq. Ft.

4,847

Year built

1948

Style

Single Family Residential

County

Fairfield County

APN

103012

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

Interior Information
Total Rooms: 12
Laundry Room Location: First
Interior Features: Security System
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Cook Top, Dishwasher, Dryer, Refrigerator, Washer

Bathroom Information
# of Baths (Full): 4
# of Baths (Half): 2

Bedroom Information
Beds Total: 6

Room Information
Rooms Additional: Laundry Room, Mud Room, Workshop
Room Count: 14
Basement Description: Full, Partially Finished
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Wood Shingle
Exterior Siding: Clapboard, Wood
Exterior Features: Cabana, French Doors, Guest House, Hot Tub, Patio, Underground Sprinkler

Lot Information
Lot Description: Level Lot, Fence - Partial, Fence - Stone

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

Building Information
Foundation Type: Masonry
Construction Description: Block, Concrete
Color: WHITE

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 4876

Financial

Assessments Information
Assessed Value: $2,271,990

Utilities

Utility Information
Water Source: Private Well
Sewage System: Septic
Heat Type: Hot Air
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Generator

Location

School Information
Middle Jr High School: Middlesex
High School: Darien
Elementary School: Ox Ridge

Location Information
State: Connecticut
Directions: Post Road to Brookside Road #256
County: Fairfield

Public facts

Beds: 6
Baths: 5.0
Sq. Ft.: 4,847
Stories: 2.0
Lot Size: 2.11 acres
Style: Single Family Residential
Year Built: 1948
Year Renovated: 2006
County: Fairfield County
APN: 103012

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Ox Ridge Elementary School

Public PreK-5 • Assigned • 0.8mi

10/10

Middlesex Middle School

Public 6-8 • Assigned • 2.4mi

10/10

Darien High School

Public 9-12 • Assigned • 1.6mi

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, 16 days in 30 years

6/10 Wind Factor

72% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 6 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

$5.27M – $6.38M

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Home values near 256 Brookside Rd

Data from public records.

Address	Redfin Estimate
275 Brookside Rd, Darien, CT 4 Beds \| 2.5 Baths \| 3046 Sq. Ft.	$3,272,358
234 Brookside Rd, Darien, CT 6 Beds \| 6.5 Baths \| 6829 Sq. Ft.	$4,879,056

Address	Redfin Estimate
246 Brookside Rd, Darien, CT 7 Beds \| 8 Baths \| 8100 Sq. Ft.	$7,425,426
268 Brookside Rd, Darien, CT 6 Beds \| 6.5 Baths \| 6914 Sq. Ft.	$5,448,006

Address	Redfin Estimate
283 Brookside Rd, Darien, CT 4 Beds \| 4 Baths \| 2906 Sq. Ft.	$3,308,484
225 Brookside Rd, Darien, CT 6 Beds \| 6.5 Baths \| 7552 Sq. Ft.	$5,268,148

Property information provided by Smart MLS when last listed in 2017. This data may not match . Learn more.

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