Off Market Dec 2023 for $1.7M

$3,013,687

Est. refi paymentEst. refi $9,115/mo

•

3,730

sq ft

44 Brookside Rd, Darien, CT 06820

About this home

Welcome to 44 Brookside, where timeless elegance and modern convenience merge seamlessly. A meticulously maintained colonial residence showcasing quintessential New England architecture, nestled in the heart of Darien. As you approach, you'll be greeted by charming stone pillars, a sprawling flat lawn and an inviting front porch. Upon entering, you'll be captivated by abundant natural light that fills each room. The main level boasts a spacious floor plan and lofty ceilings that make an ideal atmosphere for both entertaining and everyday living. The heart of this home is the kitchen family room, complete with quartz countertops, stainless steel appliances and a cozy fireplace flowing to a screened-in porch, creating an ideal space for year-round enjoyment. The adjacent living room offers a comfortable retreat for relaxation. On the second level, you'll discover four generously sized bedrooms, including a luxurious primary suite that is an oasis of comfort with a walk-in closet and beautiful bath. Convenience is at your doorstep, with a short stroll to the train station, downtown, Cherry Lawn Park and Royle Elementary School. Do not let this opportunity pass you by to make 44 Brookside your forever home!

Single-familyProperty Type

1866Year Built

0.87 acresLot Size

$808Est. Price/Sq.Ft.

2 car garageParking

Listed by Peter Stuart • Houlihan Lawrence

Bought with Keiley Fuller • Compass Connecticut, LLC

Source:Smart MLS #170600478

Redfin Estimate

$3,013,687

$1.3M since sold in December 2023$89K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% higher than the average sale price ($2.81M) of 6 comparable homes.

SOLD AUG 17, 2026
$2,700,000
A
4 beds3 baths2,894 sq ft
17 Richmond Dr, Darien, CT 06820
SOLD MAY 12, 2026
$2,060,000
B
4 beds3 baths3,512 sq ft
29 Richmond Dr, Darien, CT 06820
SOLD JUN 30, 2026
$2,985,000
C
4 beds2.5 baths3,694 sq ft
10 Queens Ln, Darien, CT 06820
SOLD MAY 29, 2026
$2,250,000
D
3 beds2.5 baths2,760 sq ft
217 Mansfield Ave, Darien, CT 06820
SOLD JUN 15, 2026
$3,912,000
E
4 beds4.5 baths4,306 sq ft
12 Sunset Rd, Darien, CT 06820
SOLD AUG 3, 2026
$2,950,000
F
4 beds3.5 baths3,354 sq ft
3 Rocaton Rd, Darien, CT 06820

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Earn from this home

Sell

$1,515,617

Est. take-home

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Refinance

Est. cash available

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Rent

$5,977/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 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
$1,750,000
4 beds2.5 baths2,427 sq ft
2 Fairfield Ave, 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 44 Brookside Rd

Date

Event

Price

Smart MLS #170600478

Dec 8, 2023

Sold

$1,740,000

$466/sq ft

Oct 21, 2023

Pending

—

Sep 27, 2023

Listed

$1,795,000

$481/sq ft

Smart MLS #170095145

Oct 15, 2019

Listing Removed

—

Apr 4, 2019

Price Changed

$1,399,000

$375/sq ft

Nov 5, 2018

Price Changed

$1,495,000

$401/sq ft

Aug 13, 2018

Price Changed

$1,550,000

$416/sq ft

Jun 13, 2018

Listed

$1,650,000

$442/sq ft

Public Records

Aug 6, 2012

Sold

$1,595,000

$428/sq ft

Smart MLS #98537416

May 1, 2012

Listed

$1,595,000

$428/sq ft

Smart MLS #98134788

Dec 31, 2002

Listing Removed

—

Jun 30, 2002

Listed

$1,495,000

$401/sq ft

Public Records

Jul 1, 1992

Sold

$535,000

$143/sq ft

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2023

$16,362 (+2.2%)

$504,560 + $424,550

$929,110

2022

$16,009 (+2.3%)

$504,560 + $424,550

$929,110

2021

$15,646 (+3.1%)

$504,560 + $424,550

$929,110

2020

$15,172 (−0.8%)

$504,560 + $424,550

$929,110

2019

$15,302 (−6.6%)

$504,560 + $424,550

$929,110

2018

$16,380 (−0.5%)

$586,600 + $432,040

$1,018,640

2017

$16,461 (+2.5%)

$586,600 + $432,040

$1,018,640

2016

$16,064 (+5.1%)

$586,600 + $432,040

$1,018,640

2014

$15,290

$586,600 + $432,040

$1,018,640

Tax history for 44 Brookside Rd

Year

Property tax

Land + Additions

Assessment*

2023

$16,362 (+2.2%)

$504,560 + $424,550

$929,110

2022

$16,009 (+2.3%)

$504,560 + $424,550

$929,110

2021

$15,646 (+3.1%)

$504,560 + $424,550

$929,110

2020

$15,172 (−0.8%)

$504,560 + $424,550

$929,110

2019

$15,302 (−6.6%)

$504,560 + $424,550

$929,110

2018

$16,380 (−0.5%)

$586,600 + $432,040

$1,018,640

2017

$16,461 (+2.5%)

$586,600 + $432,040

$1,018,640

2016

$16,064 (+5.1%)

$586,600 + $432,040

$1,018,640

2014

$15,290

$586,600 + $432,040

$1,018,640

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

0.87 Acres

Year renovated

—

Sq. Ft.

3,730

Year built

1866

Style

Single Family Residential

County

Fairfield County

APN

104140

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 13, 2023.

Property details

Parking

Garage Information
Garage & Parking: Detached Garage
Garages Number: 2

Interior

Virtual Tour Information
Has Virtual Tour

Interior Information
Total Rooms: 8
Laundry Room Location: First Floor
Interior Features: Auto Garage Door Opener, Security System
In-Law Apartment: No
Appliances, Thermostat(s)
Fireplaces Total: 2
Cooling System: Central Air
Appliances Included: Gas Range, Oven/Range, Microwave, Refrigerator, Freezer, Subzero, Dishwasher, Disposal, Washer, Dryer

Bathroom Information
# of Baths (Full): 2
# of Baths (Half): 1

Bedroom Information
Beds Total: 4

Room Information
Rooms Additional: Mud Room
Room Count: 8
Basement Description: Partial With Hatchway, Concrete Floor, Storage, Sump Pump
Has Attic
Attic Description: Pull-Down Stairs

Exterior

Exterior Features
Roof Information: Asphalt Shingle
Exterior Siding: Wood

Lot Information
Lot Description: Open Lot, Cleared, Secluded, Level Lot

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

Property Information
Property Type: Single Family For Sale
Living Area SQFT Per Public Record: 3730
Driveway Type: Private, Paved

Financial

Assessments Information
Assessed Value: $929,110

Utilities

Utility Information
Water Source: Public Water Connected
Sewage System: Public Sewer Connected
Hot Water Description: 40 Gallon Tank
Heat Type: Baseboard, Radiator
Heat Fuel Type: Oil
Fuel Tank Location: In Basement
Energy Features: Storm Doors, Storm Windows

Location

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

Location Information
State: Connecticut
Nearby Amenities: Park, Playground/Tot Lot, Public Transportation, Tennis Courts, Walk to Bus Lines
Directions: Post Rd to brookside
County: Fairfield

Public facts

Beds: 4
Baths: 2.5
Sq. Ft.: 3,730
Stories: 2.0
Lot Size: 0.87 acres
Style: Single Family Residential
Year Built: 1866
Year Renovated: —
County: Fairfield County
APN: 104140

Home facts updated by county records on Jul 13, 2023

Other

Documents & Disclosures
Supplement Count Public: 1

Around this home

Schools

Royle Elementary School

Public PreK-5 • Assigned • 0.5mi

9/10

Middlesex Middle School

Public 6-8 • Assigned • 1.8mi

10/10

Darien High School

Public 9-12 • Assigned • 1.3mi

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

6/10 Heat Factor

7 days above 99° expected this year, 16 days in 30 years

6/10 Wind Factor

70% 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

$2.86M – $3.47M

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Nearby similar homes

OPEN SAT, 1PM TO 3PM

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OPEN SUN, 12PM TO 2PM

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OPEN SUN, 12PM TO 2PM3D WALKTHROUGH

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New listings for sale in 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

$1,750,000

4 beds2.5 baths2,427 sq ft

2 Fairfield Ave, 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

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Home values near 44 Brookside Rd

Data from public records.

Address	Redfin Estimate
29 Brookside Rd, Darien, CT 5 Beds \| 4 Baths \| 3360 Sq. Ft.	$2,329,406
33 Brookside Rd, Darien, CT 3 Beds \| 1.5 Baths \| 1782 Sq. Ft.	$1,344,572

Address	Redfin Estimate
40 Brookside Rd, Darien, CT 4 Beds \| 3 Baths \| 2932 Sq. Ft.	$2,594,832
45 Brookside Rd, Darien, CT 4 Beds \| 4.5 Baths \| 3618 Sq. Ft.	$2,679,547

Address	Redfin Estimate
57 Brookside Rd, Darien, CT 4 Beds \| 2.5 Baths \| 2450 Sq. Ft.	$2,010,525
31 Brookside Rd, Darien, CT 3 Beds \| 2.5 Baths \| 2362 Sq. Ft.	$1,741,911

Property information provided by Smart MLS when last listed in 2023. This data may not match . Learn more.

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