142 Brookside Rd, Darien, CT 06820
Property image
Property image
OFF MARKET

$3,997,100

Trulia Estimate
as of Sep 19, 2026
  • 5 Beds
  • 4 Baths
  • 4,524 sqft (on 1.12 acres)

142 Brookside Rd, Darien, CT 06820

Home Highlights

Single-Family Home
Built in 1935
1.12 acre lot
4,524 sqft
$884/sqft
Attached Garage

Local Information

  • Map ViewExplore the area around 142 Brookside Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Welcome to 142 Brookside, a beautifully updated and partially furnished rental where timeless style meets modern convenience. This spacious 5-bedroom home features beautifully modernized finishes throughout, including gleaming hardwood floors, and fresh and inviting decor. The open-concept kitchen is equipped with all updated high-end appliances and flows seamlessly into bright living and dining spaces-perfect for both relaxing and entertaining. Upstairs, you'll find generous bedrooms with stylish furnishings and ample closet space. Outside, enjoy a spacious landscaped front & back yard providing ample room for entertaining or unwinding outside. Conveniently located close to town, schools, parks, and transportation, 142 Brookside combines turnkey living with a warm, contemporary aesthetic-just unpack and settle in!
142 Brookside Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 4,524 sqft single-family home built in 1935. It last sold for $2,275,000 on May 11, 2017 (11,275% above the $20,000 asking price). More recently, it was listed as a rental in May 2026 with an asking price of $23,000 per month. That rental listing was removed on August 6, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,997,100.

Home Details for 142 Brookside Rd

Interior Features

Heating & Cooling
Heating: Central, FireplaceAir ConditioningCooling System: Air Conditioner, Central AirHeating Fuel: Central
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Parking & Garage
GarageParking: Attached Garage Other, On Site

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 142 Brookside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Buttonwood Lane, Darien, CT
0.17
Single-Family Home
$4,500,000
08/03/26
5
3.5
4,379 sqft
26 Birch Road, Darien, CT
0.30
Single-Family Home
$3,012,000
11/18/25
4
3.5
4,155 sqft
16 Overbrook Lane, Darien, CT
0.33
Single-Family Home
$4,000,000
07/29/26
5
4.5
5,166 sqft
12 Dellwood Road, Darien, CT
0.53
Single-Family Home
$2,300,000
04/16/26
5
5
4,672 sqft
9 Point O Woods Road South, Darien, CT
0.38
Single-Family Home
$2,950,000
05/28/26
6
5
4,848 sqft
28 Royle Road, Darien, CT
0.64
Single-Family Home
$3,050,000
09/10/26
5
3.5
3,829 sqft
146 Ridge Acres Road, Darien, CT
0.45
Single-Family Home
$3,300,000
02/25/26
4
5
3,422 sqft
5 Birch Road, Darien, CT
0.48
Single-Family Home
$3,300,000
08/21/26
5
2.5
3,316 sqft
12 Sunset Road, Darien, CT
0.51
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306 sqft
17 Richmond Drive, Darien, CT
0.42
Single-Family Home
$2,700,000
08/17/26
4
3
2,894 sqft

Nearby homes

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Rental Market Trends in Darien

Last updated Sep 2026
Average rent
$5.85K
Available listings
23
View rental market trends in Darien, CT

Around this home

What Locals Say about Darien

At least 147 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 89 % Say yards are well-kept

  • 88 % Say parking is easy

  • 87 % Say car is needed

  • 84 % Say there's holiday spirit

  • 82 % Say people would walk alone at night

  • 80 % Say kids play outside

  • 73 % Say there's wildlife

  • 71 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 58 % Say neighbors are friendly

  • 58 % Say there are community events

  • 58 % Say there are sidewalks

  • 55 % Say it's walkable to restaurants

  • 48 % Say it's walkable to grocery stores

  • 44 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Kimrichardnyc
    "Happy, safe and friendly place to live and raise children. Need more diversification like in wesport CT though. "
    0
    Flag
  • Trulia User
    "This is the best town to raise kids and build friendships. The beaches, parks, restaurants, nature and proximity to NYC also makes a great place to live. We have found the people generally friendly and welcoming. "
    0
    Flag
  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
    0
    Flag
  • Jessica_hatch7
    "NA commute to the city is an easy 65 minute train ride. We have two stations in Darien, both easily accessible. "
    3
    Flag
  • Peter S.
    "Holidays and school events. Dining and activities such as sports, the arts and many many social events"
    0
    Flag
  • Mzengo8
    "My neighborhood plays kid lacrosse/ basketball or football games. And we have parties on almost every holiday. Which is very fun for all of the kids on the block "
    0
    Flag
  • Bill T.
    "Dead end but on a hill and has a loop so kids can run around, play and explore. Lots of trees and woods surround the neighborhood."
    3
    Flag
  • Tad
    "My commute is five minutes to the train station, five minute walk from parking lot to the tracks, then an hour on the train to grand central each work day. "
    1
    Flag
  • Allison w.
    "They would love it, such a friendly area. Dogs are everywhere and appreciated. I have 2 dogs and I am so glad there are a ton of dogs around. "
    0
    Flag
  • Chad W.
    "Darien is as family friendly as it gets. There is a lot of money here. Some are kind, but many are snobby. It's a bit of a bubble, which is why many families move here."
    0
    Flag
  • Jessica_hatch7
    "The people are amazing and the schools are fantastic. We are only 60 minutes from the city and the trains run very frequently. "
    2
    Flag
  • Victoria_belluscio
    "Great place to raise children- excellent schools- everything is 5-10 min away so good for busy schedules! 2 train stations for easy commuting, beaches, parks and more!"
    0
    Flag
  • Kathrynquirk445
    "Beautiful area. Gorgeous homes. Lovely neighbors. Lived here many years and love it. Great privacy and incredibly convenient."
    0
    Flag
  • Bill T.
    "Big circle where no cars or trucks visit unless they live here or have business in the neighborhood... great place for kids"
    1
    Flag
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Aug 6, 2026
Source: Zillow Rentals #24175193
ListingRemoved
$20,000
Jun 15, 2026
Source: Zillow Rentals
PriceChange
$20,000
Price decreased by 13%
May 14, 2026
Source: Zillow Rentals
Listed For Rent
$23,000
Jan 14, 2026
Source: Zillow Rentals
ListingRemoved
$23,000
Nov 8, 2025
Source: Zillow Rentals
Listed For Rent
$23,000

Frequently asked questions about 142 Brookside Rd

  • What is 142 Brookside Rd estimated to be worth?
    Trulia's estimated value for 142 Brookside Rd in Darien, CT is $3,997,100.
  • What is the price history for 142 Brookside Rd?
    142 Brookside Rd in Darien, CT last sold for $2,275,000 in May 2017.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Darien?
    The median sale price in Darien is $2.82M. That is down $155K from the prior month.
  • Does 142 Brookside Rd have air conditioning?
    Yes, 142 Brookside Rd in Darien, CT has air conditioning.
  • Does 142 Brookside Rd have laundry facilities?
    Yes, 142 Brookside Rd in Darien, CT has in-unit laundry.

Homes for rent near 142 Brookside Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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