Darien, CT / 66 DAYS ON MARKET

222 Brookside RoadDarien, CT 06820

Asking price$3,900,000Active

Our Take

222 Brookside Road occupies 2.19 private acres in Darien, with an expansive residence, a pool, and a pool house suited to summer gatherings. Inside, generously proportioned rooms, tall ceilings, and a flexible floor plan create options for entertaining and a first-floor in-law or guest suite. The lower level adds space for recreation and relaxation. An attached four-car garage and detached two-car garage provide parking for six cars, while the pool house includes a full bath, laundry hookups, and a full kitchen.

Estimated buyer rebate

Buy with Cress and Save $48,750 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24189523
Bedrooms
5
BathroomsBaths
5 full / 1 half
Square feet
10,000
Year built
1970
Acres
2.19
Property taxes
$28,683

July 2025-June 2026

What stands out

  • 2.19 private acres in Darien
  • Tall ceilings and generously proportioned rooms
  • Flexible floor plan with first-floor suite potential
  • Spacious lower level for recreation and entertaining
  • Pool and pool house with full kitchen
  • Pool house with full bath and laundry hookups
  • Attached and detached garages for six cars
Read the full listing description

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.

Schools

Elementary
Ox Ridge
Middle
Not provided
High
Darien

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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222 Brookside Road, Darien, CT 06820

Price history

DateEventPrice
Originally listed$3,900,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $3,900,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $48,750. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Houlihan Lawrence · (203) 655-8238

Amanda Spatola

SmartMLS · Listing #24189523 · Active

Listing data checked: Sep 17, 2026, 7:00 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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