149 Brookside Rd, Darien, CT 06820
OFF MARKET

$4,326,100

Trulia Estimate
  • 5 Beds
  • 5 Baths
  • 5,830 sqft (on 1.25 acres)

149 Brookside Rd, Darien, CT 06820

Est. Refi. Payment $30,060/mo*
Refinance Your Home
Currently Off Market - Sold May 9, 1997 for $1,075,000

Home Value

Trulia Estimate
$4.33M
Since last month
Decreased$5K (-0.1%)
Since last year
Increased$357K (+9%)
Since last sale
Increased$3M (+302.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +53% in the last 10 years
MonthEstimated value
2026
October 2026$4.33M
September 2026$4.33M
August 2026$4.39M
July 2026$4.28M
June 2026$4.33M
May 2026$4.31M
April 2026$4.19M
March 2026$4.23M
February 2026$4.05M
January 2026$4.01M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
20 Buttonwood Lane, Darien, CT
0.10
Single-Family Home
$4,500,000
08/03/26
5
3.5
4,379
16 Overbrook Lane, Darien, CT
0.30
Single-Family Home
$4,000,000
07/29/26
5
4.5
5,166
7 Buttonwood Lane, Darien, CT
0.10
Single-Family Home
$5,200,000
07/10/26
5
7
8,502
50 Buttonwood Lane, Darien, CT
0.23
Single-Family Home
$4,500,000
12/03/25
7
6.5
7,200
32 Birch Road, Darien, CT
0.34
Single-Family Home
$4,000,000
10/09/26
4
4.5
4,695
12 Dellwood Road, Darien, CT
0.61
Single-Family Home
$2,300,000
04/16/26
5
5
4,672
9 Point O Woods Road South, Darien, CT
0.46
Single-Family Home
$2,950,000
05/28/26
6
5
4,848
12 Sunset Road, Darien, CT
0.49
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306
146 Ridge Acres Road, Darien, CT
0.47
Single-Family Home
$3,300,000
02/25/26
4
5
3,422
28 Royle Road, Darien, CT
0.59
Single-Family Home
$3,050,000
09/10/26
5
3.5
3,829

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
151 Brookside Rd, Darien, CT 06820
0.04
$2,814,000
3
3
3,085
Off Market
5 Hamilton Ln, Darien, CT 06820
0.05
$3,074,100
4
3.5
3,175
Off Market
8 Hamilton Ln, Darien, CT 06820
0.05
$2,531,700
4
4
2,513
Off Market
141 Brookside Rd, Darien, CT 06820
0.05
$3,818,500
5
8
6,250
Off Market
2 Sylvan Rd, Darien, CT 06820
0.06
$2,614,800
4
3.5
3,010
Off Market
10 Buttonwood Ln, Darien, CT 06820
0.07
$3,107,900
4
4
4,375
Off Market
146 Brookside Rd, Darien, CT 06820
0.07
$3,396,300
4
4
2,652
Off Market
142 Brookside Rd, Darien, CT 06820
0.08
$3,986,400
5
4
4,524
Off Market
9 Hamilton Ln, Darien, CT 06820
0.08
$3,610,300
5
4
4,719
Off Market
3 Sylvan Rd, Darien, CT 06820
0.09
$2,207,100
4
3
2,602
Off Market
6 Sylvan Rd, Darien, CT 06820
0.09
$2,987,900
3
3
2,650
Off Market
10 Hamilton Ln, Darien, CT 06820
0.09
$2,896,400
4
2.5
3,580
Off Market
135 Brookside Rd, Darien, CT 06820
0.09
$3,695,500
5
5.5
6,000
Off Market
20 Buttonwood Lane, Darien, CT 06820
0.10
$4,500,000
5
3.5
4,379
Recently Sold
7 Buttonwood Lane, Darien, CT 06820
0.10
$5,200,000
5
7
8,502
Recently Sold
138 Brookside Rd, Darien, CT 06820
0.10
$3,477,000
4
4
4,301
Off Market
1 Ironwood Ln, Darien, CT 06820
0.10
$3,189,200
5
4.5
4,074
Off Market
7 Sylvan Rd, Darien, CT 06820
0.10
$2,623,500
4
4.5
3,148
Off Market
4 Ironwood Ln, Darien, CT 06820
0.12
$3,504,400
5
5
4,663
Off Market
21 Hamilton Ln, Darien, CT 06820
0.12
$3,720,800
3
4
3,873
Off Market

Local Information

  • Map ViewExplore the area around 149 Brookside Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1939
1.25 acre lot
5,830 sqft
$742/sqft

About this House

This single-family home is located at 149 Brookside Rd, Darien, CT. 149 Brookside Rd is in Darien, CT and in ZIP code 06820. This property has 5 bedrooms, 5 bathrooms and approximately 5,830 sqft of floor space. This property has a lot size of 1.25 acres and was built in 1939.
149 Brookside Rd, Darien, CT 06820 is a 5 bedroom, 5 bathroom, 5,830 sqft single-family home built in 1939. It last sold for $1,075,000 on May 9, 1997. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,326,100.

Home Details for 149 Brookside Rd

Interior Features

Interior Details
BasementAtticNumber of Rooms: 12
Heating & Cooling
Heating: Forced Air, OilAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1939Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
DeckExterior: WoodPatio

Community

Units in Building: 1

Lot Information

Lot Area: 1.25 acres

Price and Tax history

DateEventPrice
May 9, 1997
Source: N/A
Sold
$1,075,000
Jun 19, 1987
Source: N/A
Sold
$683,000

Market trends in Darien

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
34
5MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Darien

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 84% say there's holiday spirit
  • 58% say neighbors are friendly
  • 58% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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.
  • David Holst-grubbe
    "The city is entirely safe and heavily patrolled by town cops. The school system is second to none anywhere. The city spends a great deal of money to keep everything clean and well maintained."
    0
    Flag
  • 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
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  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 149 Brookside Rd

  • What is 149 Brookside Rd estimated to be worth?
    Trulia's estimated value for 149 Brookside Rd in Darien, CT is $4,326,100.
  • What is the price history for 149 Brookside Rd?
    149 Brookside Rd in Darien, CT last sold for $1,075,000 in May 1997.
  • Is Darien a buyer's or seller's market?
    Darien is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Darien?
    Residents describe Darien, CT as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Darien, CT.
  • How big is the lot at 149 Brookside Rd?
    The lot at 149 Brookside Rd in Darien, CT is about 1.3 acres.

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Off Market Homes Near 149 Brookside Rd

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