222 Brookside Road, Darien, Connecticut 06820

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.

Flood risk: check the FEMA flood map for this address.

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

What it would cost per month

An estimate you can adjust — not a quote, and not an offer of credit. Principal and interest only, plus the taxes and HOA already on this listing. Insurance, PMI and closing costs are not included. Rate seeded at 6.5% (August 2026); change it to whatever your lender quotes.

What's nearby

Distances are straight-line from the property, not driving or walking routes. Places data © OpenStreetMap contributors.

Recent comparable sales

The 5 closest recent sales to this home, nearest match first — same building where possible, then the surrounding streets, widening only when there is nothing closer. These are recorded sale prices from the MLS, not estimates. No automated valuation is shown, because what a home is worth depends on condition, layout and timing that a formula cannot see — call John at 203·883·3399 to read them properly against this home.

5 comparable sales — median $5,200,000, ranging $4,500,000 to $6,095,000.

Within a 15-minute walk, sold in the last year
• 7 Buttonwood Lane5 bd · 8 ba · 8,502 sq ft · 0.4 mi away
  $5,200,000$611/sq ft2026-07-10
• 316 Mansfield Avenue5 bd · 7 ba · 9,039 sq ft · 0.7 mi away
  $5,625,000$622/sq ft2026-07-24
Within about a mile and a half, sold in the last 2 years
• 304 Brookside Road6 bd · 8 ba · 7,344 sq ft · 0.4 mi away
  $6,095,000$829/sq ft2026-07-16
• 50 Buttonwood Lane7 bd · 7 ba · 7,200 sq ft · 0.5 mi away
  $4,500,000$625/sq ft2025-12-03
• 276 Mansfield Avenue6 bd · 7 ba · 8,972 sq ft · 0.6 mi away
  $4,800,000$534/sq ft2025-07-08

Public record

From the Darien assessor's public property record. These figures describe the property as the town has it on file and can differ from the listing — a finished basement or an addition may not be reflected in the assessor's living area.

More homes in Darien

Closest in price to this one.

• 15 Wildcat Road4 bed · 4 bath · 6,021 sq ft$3,950,000
• 700 Hollow Tree Ridge Road5 bed · 6 bath · 5,500 sq ft$3,950,000
• 32 Birch Road4 bed · 5 bath · 4,695 sq ft$3,995,000
• 72 Old Kings Highway South5 bed · 6 bath · 7,833 sq ft$3,800,000
• 20 Marianne Road5 bed · 8 bath · 6,535 sq ft$4,199,000
• 20 Locust Hill Road5 bed · 5 bath · 6,406 sq ft$3,449,000

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