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

123 Brookside Rd
Darien, CT 06820

  • 5 Beds
  • 3.5 Baths
  • 3,858 sqft (on 1.02 acres)

$3,398,100

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $21,937/mo*
Refinance Your Home

$3,398,100

Trulia Estimate
as of Jul 17, 2026
Est. Refi. Payment $21,937/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,858 sqft
(on 1.02 acres)

Local Information

  • Map ViewExplore the area around 123 Brookside Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

this nantucket style expanded cape sits on a lush green acre near town and cherry lawn park. Beautifully designed and maintained, this home features wonderful trim work throughout. Warmth exudes from this five bedroom, 3 and half bath home including the family room with a cathedral ceiling and field stone fireplace. Offering an office and a mahogany lined den as well as a basement playroom, this home has room for everyone. Plenty of storage can be found in the four bedrooms upstairs and the bedroom suite downstairs is ideal for guests. the blue stone patio opens to the large back yard and is perfect for outdoor entertaining. truly a must see property for the discerning buyer.
123 Brookside Rd, Darien, CT 06820 is a 5 bedroom, 4 bathroom, 3,858 sqft single-family home built in 1957. It last sold for $2,095,000 on Jul 1, 2015. It is currently off market. The Trulia Estimate is $3,398,100, with a rent estimate of $15,769/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 123 Brookside Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningCooling System: CentralHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Carpet, Hardwood
Interior Details
Number of Rooms: 10Types of Rooms: Dining Room, Family Room, Library, Mud Room
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: OtherDeckExterior: WoodPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1957Year Updated: 2021
Property Type / Style
Property Type: Single Family HomeArchitecture: Other

Community

Units in Building: 1

Lot Information

Lot Area: 1.02 acres

Price History for 123 Brookside Rd

DatePriceEventSource
07/01/2015$2,095,000Sold
Smart MLS #99097418
03/28/2015$1,995,000Listed For SaleAgent Provided
01/04/2003$1,595,000Sold
Smart MLS #98140995
04/09/2001$949,000Sold
N/A
12/03/1999$809,000Sold
N/A
11/22/1996$480,000Sold
N/A

Market trends in Darien

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.73M
Sale-to-List Price
105.6%
Price per sq ft
$787
Available listings
54
11MoM
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Property Tax and Assessment

Year2025
Tax$23,915
Assessment$1,544,900
Home facts updated by county records

Comparable Sales for 123 Brookside Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4 Rabbit Lane, Darien, CT
0.11
Single-Family Home
$2,675,000
08/11/25
5
3.5
3,690
26 Birch Road, Darien, CT
0.30
Single-Family Home
$3,012,000
11/18/25
4
3.5
4,155
14 Richmond Dr, Darien, CT
0.48
Single-Family Home
$2,002,500
09/10/25
5
3.5
3,578
2 Knollwood Lane, Darien, CT
0.36
Single-Family Home
$2,300,000
08/19/25
4
3.5
3,678
12 Sunset Road, Darien, CT
0.36
Single-Family Home
$3,912,000
06/15/26
4
4.5
4,306
217 Mansfield Avenue, Darien, CT
0.45
Single-Family Home
$2,250,000
05/29/26
3
2.5
2,760
29 Richmond Drive, Darien, CT
0.58
Single-Family Home
$2,060,000
05/12/26
4
3
3,512
6 Fox Hill Ln, Darien, CT
0.49
Single-Family Home
$4,000,000
08/11/25
5
5
5,330
202 Mansfield Ave, Darien, CT
0.37
Single-Family Home
$2,795,000
08/21/25
6
6
6,058
8 Sunset Road, Darien, CT
0.39
Single-Family Home
$3,925,000
07/16/26
5
4.5
4,840

Nearby homes

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Assigned Schools

These are the assigned schools for 123 Brookside Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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. "
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  • 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. "
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  • Trulia User
    "great place to raise kids, we have lived here for about a decade. fantastic schools, great neighbors"
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  • 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
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  • 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 "
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  • 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
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  • 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
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  • 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."
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  • 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
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  • 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
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  • 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
  • dwenger
    "Spectacular location: Walk to beaches, shops, Train to NYC, convenient to I-95 and more "
    0
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Homes for sale near 123 Brookside Rd

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Off Market Homes Near 123 Brookside Rd

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