222 Brookside Road, Darien, CT 06820
Property image
Property image
FOR SALE
2.19 ACRES

$3,900,000

  • 5 Beds
  • 5.5 Baths
  • 10,000 sqft (on 2.19 acres)

222 Brookside Road, Darien, CT 06820

Est. Mortgage $25,494/mo*
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Home Highlights

Parking
6 Car Garage
Outdoor
Porch, Patio, Deck, Pool
Price/Sqft
$390
Listed
46 days ago
Climate Control
Radiant, Hot Water & Central Air, Zoned

Local Information

  • Map ViewExplore the area around 222 Brookside Road.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Set on 2.19 private acres in a prime Darien location, 222 Brookside Road offers exceptional space, privacy, and opportunity just minutes from town and Cherry Lawn Park. With more than 7,000 square feet above grade, plus an additional 3,000 square feet on the lower level, this expansive 4-bedroom, 5.5-bath residence provides an incredible canvas to create a home tailored to your vision. Generously proportioned rooms and tall ceilings create a wonderful sense of scale throughout, while a flexible floor plan offers endless possibilities, including the potential for a first-floor in-law or guest suite. The exceptionally spacious lower level provides abundant room for entertaining, relaxing, and recreation. Outdoors, the expansive property is highlighted by a pool and well-appointed pool house featuring a full bath, laundry hookups, and full kitchen with a range and space for a refrigerator-creating a private setting for summer gatherings and relaxation. An attached four-car garage, plus an additional detached two-car garage, provides parking for six cars and even more flexibility. A rare opportunity to enjoy significant acreage, remarkable space, and endless potential in an incredibly convenient Darien location.
Last check for updates: about 2 hours ago
Listing courtesy of Amanda Spatola, (203) 273-8615
Houlihan Lawrence, (203) 273-8615
Source: Smart MLS, MLS#24189523
Also Listed on Smart MLS.

Open House

Friday, September 11
1:00 PM to 3:00 PM

Home Details for 222 Brookside Road

Interior Features

Interior Details
Basement: Full,Heated,Garage Access,Cooled,Interior Entry,Liveable SpaceNumber of Rooms: 13Types of Rooms: Master Bedroom, Bedroom, Dining Room, Family Room, Kitchen, Living Room, Loft, Rec Play Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 10000 Square Feet
Appliances & Utilities
Utilities: Underground UtilitiesAppliances: Electric Cooktop, Oven, Dishwasher, Water HeaterDishwasherLaundry: Main Level
Heating & Cooling
Heating: Hot Water,Radiator,OilHas CoolingAir Conditioning: Central Air,ZonedHas HeatingHeating Fuel: Hot Water
Fireplace & Spa
Number of Fireplaces: 3Spa: HeatedHas a Fireplace
Levels, Entrance, & Accessibility
Accessibility: 32" Minimum Door Widths, Accessible Hallway(s), Raised Toilet
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: AsphaltPatio / Porch: Porch, Deck, PatioOther Structures: Cabana, Pool HouseExterior: SidewalkFoundation: Concrete PerimeterHas a Private Pool
Parking & Garage
Number of Garage Spaces: 6Number of Covered Spaces: 6No CarportHas a GarageHas an Attached GarageParking Spaces: 6Parking: Attached,Detached,Garage Door Opener
Pool
Pool: In GroundPool
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer, Septic Tank
Finished Area
Finished Area (above surface): 7000 Square FeetFinished Area (below surface): 3000 Square Feet

Days on Market

Days on Market: 46

Property Information

Year Built
Year Built: 1970
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary,Modern
Building
Construction Materials: Shingle SidingNot a New ConstructionDoes Not Include Home Warranty
Property Information
Parcel Number: 103030

Price & Status

Price
List Price: $3,900,000Price Per Sqft: $390
Status Change & Dates
Possession Timing: .

Active Status

MLS Status: Active

Location

Direction & Address
City: Darien
School Information
Elementary School: Ox RidgeHigh School: Darien

Agent Information

Listing Agent
Listing ID: 24189523

Building

Building Area
Building Area: 10000 Square Feet

Community

Community Features: Library, Park, Playground, Near Public Transport, Shopping/Mall
Other
Playground

HOA

No HOA

Lot Information

Lot Area: 2.19 Acres

Miscellaneous

BasementMls Number: 24189523Attic: Storage, FlooredAttribution Contact: (203) 273-8615Above Grade Unfinished Area: 7000

Additional Information

LibraryParkPlaygroundNear Public TransportShopping/Mall

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

Market trends in Darien

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.98M
$246KMoM
Sale-to-List Price
108.9%
3.3%MoM
Price per sq ft
$800
$12MoM
Available listings
36
18MoM

Home Value

Trulia Estimate
$3.72M
Since last month
Increased$1M (+37%)
Since last year
Increased$1M (+37%)
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 +32% in the last 10 years
MonthEstimated value
2026
August 2026$3.72M
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
234 Brookside Road, Darien, CT
0.11
Single-Family Home
$4,750,000
08/14/26
6
6.5
6,829
7 Buttonwood Lane, Darien, CT
0.37
Single-Family Home
$5,200,000
07/10/26
5
7
8,502
15 Marianne Road, Darien, CT
0.45
Single-Family Home
$4,600,000
05/08/26
5
5
6,325
74 Salisbury Road, Darien, CT
0.46
Single-Family Home
$4,795,000
06/23/26
5
5
6,798
304 Brookside Road, Darien, CT
0.44
Single-Family Home
$6,095,000
07/16/26
6
6.5
7,344
146 Ridge Acres Road, Darien, CT
0.10
Single-Family Home
$3,300,000
02/25/26
4
5
3,422
316 Mansfield Avenue, Darien, CT
0.67
Single-Family Home
$5,625,000
07/24/26
5
6
9,039
267 Brookside Road, Darien, CT
0.28
Single-Family Home
$2,850,000
05/29/26
4
3.5
3,416
50 Buttonwood Lane, Darien, CT
0.51
Single-Family Home
$4,500,000
12/03/25
7
6.5
7,200

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
234 Brookside Road, Darien, CT 06820
0.11
$4,750,000
6
6.5
6,829
Recently Sold
146 Ridge Acres Road, Darien, CT 06820
0.10
$3,300,000
4
5
3,422
Recently Sold
25 Three Wells Road, Darien, CT 06820
0.15
$3,073,800
5
5
6,061
Off Market
246 Brookside Road, Darien, CT 06820
0.17
$7,900,000
7
8
8,100
For Sale
22 Shady Acres Road, Darien, CT 06820
0.24
$5,785,100
5
8.5
8,277
Off Market
267 Brookside Road, Darien, CT 06820
0.28
$2,850,000
4
3.5
3,416
Recently Sold
20 Shady Acres Road, Darien, CT 06820
0.29
$3,402,500
5
4
3,322
Off Market
175 Brookside Road, Darien, CT 06820
0.29
$9,250,000
6
8.5
11,314
For Sale
9 Shady Acres Road, Darien, CT 06820
0.35
$3,142,900
5
4
4,676
Off Market
9 Sylvan Road, Darien, CT 06820
0.35
$3,803,400
5
4.5
4,637
Off Market
13 Sylvan Road, Darien, CT 06820
0.35
$3,843,800
5
4.5
5,466
Off Market

Price and Tax history

DateEventPrice
Jul 13, 2026
Source: Smart MLS #24189523
Listed For Sale
$3,900,000

LGBTQ Local Legal Protections

Amanda Spatola, Houlihan Lawrence, (203) 273-8615
Agent Phone: (203) 273-8615
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 222 Brookside Road

  • What is the estimated monthly payment for 222 Brookside Road?
    Based on a $3,900,000 list price with 20% down at today's rates, the estimated monthly payment for 222 Brookside Road in Darien, CT is approximately $26,033 (about $20,465 principal & interest, $5,493 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 222 Brookside Road compare to homes in Darien?
    222 Brookside Road in Darien, CT is listed at $3,900,000, about 31% above the $2.98M median sale price in Darien.
  • 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 homes for sale in Darien, CT.
  • What are the closest schools to 222 Brookside Road?
    The closest schools to 222 Brookside Road in Darien, CT are Darien High School (rated 10/10), Middlesex Middle School (rated 10/10), Ox Ridge Elementary School (Pre-K, rated 10/10).
  • Does 222 Brookside Road have air conditioning?
    Yes, 222 Brookside Road in Darien, CT has air conditioning.
  • Does 222 Brookside Road have a pool?
    Yes, 222 Brookside Road in Darien, CT has a pool.
222 Brookside Road, Darien, CT 06820 is a 5 bedroom, 6 bathroom, 10,000 sqft single-family home built in 1970. This property is currently available for sale and was listed by Smart MLS on Jul 13, 2026. The MLS # for this home is MLS# 24189523.