222 Brookside Road
Darien, Connecticut 06820
- Beds
- 5
- Baths
- 5 | 1
- SqFt
- 10,000
- Acres
- 2.19
- Year Built
- 1970
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
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.
Key Facts
- City/Town
- Darien
- Neighborhood
- N/A
- Property / Style
- Single Family · Contemporary,Modern
- Year Built
- 1970
- Days on Market
- 14 days
- Beds
- 5
- Baths
- 5 full · 1 half
- Living Area
- 10,000 sq ft
- Lot Size
- 2.19 acres
- Garage / Parking
- 6 garage
- Property Taxes
- $28,683 / Annually
Market Snapshot
The Darien Market
Single Family · trailing 12 months
Active Listings
25
54 under contract
Median List Price
$3.80M
25 active listings
Median Closed Price
$2.71M
211 sales
Median Days on Market
51
25 active listings
Median $ / Sq Ft
$733
25 active listings
Sale-to-List Ratio
106.3%
211 sales
How this home compares
List Price
$3.90M
vs $3.80M median
In line with median
Price / Sq Ft
$390
vs $733 median
46.8% below median
Days on Market
14 days
vs 51 days median
37 days fresher than median
Based on 25 active and 211 closed sales (trailing 12 mo) of single family in Darien. Source: SmartMLS · As of July 27, 2026.
Location
222 Brookside Road, Darien, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$19,885
- Property Taxes$2,390
- Insurance$1,300
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Darien
- Neighborhood
- N/A
- County
- Fairfield
Residence
- Property Type
- Single Family
- Style
- Contemporary,Modern
- Year Built
- 1970
- New Construction
- No/Resale
- Living Area
- 10,000 sq ft
- Below Grade
- 3,000 sq ft
Schools
- Elementary
- Ox Ridge
- High
- Darien
Interior
- Heating
- Hot WaterRadiator
- Heat Fuel
- Oil
- Cooling
- Central AirZoned
- Fireplaces
- 3
- Laundry
- Main Level
- Laundry Location
- Hallway- laundry shoot upstair
- Appliances
- Electric CooktopWall OvenDishwasher
- Basement
- FullHeatedGarage AccessCooledInterior AccessLiveable SpaceFull With Walk-Out
- In-Law Apartment
- PossibleDetachedFirst Floor
- Interior Features
- Auto Garage Door OpenerCable - Pre-wiredSecurity System
- Accessibility
- 32" Minimum Door Widths,Hallways 36+ Inches Wide,Raised Toilet
Exterior & Lot
- Lot Size
- 2.19 acres
- Zoning
- R2
- Garage / Parking
- 6 garage spacesAttached GarageDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water In StreetPrivate Well
- Sewer
- Public Sewer In StreetSeptic
- Flood Zone
- No
- Pool
- Pool HouseIn Ground Pool
- Construction
- Shingle
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Underground UtilitiesSidewalkPorchCabanaDeckHot TubPatio
- Lot Description
- Rear LotClearedOpen Lot
Listing & Financials
- Property Taxes
- $28,683 / Annually
- Days on Market
- 14
- MLS #
- 24189523
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 7/27/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 7/27/2026 at 3:05 PM UTC.