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222 Brookside RoadDarien, CT 06820

For Sale

$3,900,000

Smart Buyer Rebate $39,000

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.

Listed by Amanda Spatola

·

Houlihan Lawrence

·

(203) 273-8615

Last updated September 12, 2026

·

Source: SmartMLS #24189523

Listing Facts

  • TypeSingle-family
  • NeighborhoodDarien
  • Bedrooms5
  • Bathrooms6
  • Days on Prevu64
  • Taxes$28,683/year
  • Size10,000 sqft
  • Price per sqft$390

Amenities

  • Swimming Pool

Location

Mortgage Calculator

Listing History

08/25/2026
Status changed to Active
$3,900,000
08/24/2026
Status changed to Removed from Feed
$3,900,000
07/13/2026
Listed by Houlihan Lawrence
$3,900,000
  1. 08/25/2026$3,900,000
    Status changed to Active
  2. 08/24/2026$3,900,000
    Status changed to Removed from Feed
  3. 07/13/2026$3,900,000
    Listed by Houlihan Lawrence

Property Details for 222 Brookside Road

Exterior

Construction

  • New Construction: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1970
  • Architectural Style: Contemporary
  • Construction Materials: Frame
  • Exterior Features: Underground Utilities, Sidewalk, Porch, Cabana, Deck, Hot Tub, Patio

Features

  • Pool Features: Pool House, In Ground Pool
  • Pool Private: Yes
  • Waterfront Features: Not Applicable

Measurements

  • Lot Features: Rear Lot, Cleared, Open Lot
  • Lot Size Acres: 2.19

Financial

Taxes

  • Parcel Number: 103030
  • Tax Annual Amount: $28,683.00
  • Tax Year: 25

Interior

Features

  • Appliances: Electric Cooktop, Wall Oven, Dishwasher
  • Fireplaces Total: 3
  • Interior Features: DROPEN, PREWIRED, SECURESY

Rooms

  • Basement: Full, Heated, Garage Access, Cooled, Interior Access, Liveable Space, Full With Walk-Out
  • Bathrooms Full: 5
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 6
  • Bedrooms Total: 5
  • Rooms Total: 13

Other

Features

  • Accessibility Features: 32" Minimum Door Widths, Hallways 36+ Inches Wide, Raised Toilet

Parking

Parking

  • Attached Garage: Attached Garage, Detached Garage
  • Garage Spaces: 6

Schools

Elementary School

  • Elementary School: Ox Ridge

High School

  • High School: Darien

Utilities

Equipment

  • Cooling: Central Air, Zoned
  • Heating: Hot Water, Radiator
  • Laundry Features: Main Level
  • Sewer: Public Sewer In Street, Septic
  • Water Source: Public Water In Street, Private Well

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 6 bathrooms in this single-family home at 222 Brookside Road.

What schools are nearby to 222 Brookside Road?

Nearby schools include the Ox Ridge Elementary School and Darien High School.

Does this single-family home have parking?

Yes, there are 6 parking spaces available for 222 Brookside Road.

What are the annual taxes for 222 Brookside Road?

Annual taxes for this single-family home are estimated at $28,683.

How does 222 Brookside Road compare to other single-family homes in Darien?

This single-family home is listed 24% below the average price for single-family homes in Darien and has been on the market for 1 less day than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 10,000 sqft.

222 Brookside Road is a 5-bedroom, 6-bath single-family home for sale in Darien CT 06820. Listed on Prevu for 64 days at $3,900,000. This residence features 10,000 square feet of living space, located in Darien. The median listing price for single-family homes in this area is $3,649,000. Nearby schools include Ox Ridge Elementary School and Darien High School. Property amenities include swimming pool. View other single-family home listings in Fairfield County.

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Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.