53 Country Club Road, Darien, Connecticut 06820

About this home

Rarely does a Darien Colonial of this caliber offer such an exceptional combination of space, quality, location and value. Nestled on a quiet cul-de-sac in the coveted Ox Ridge School District, this beautifully updated 5-bedroom, 4.5-bath home offers over 4,000 sq. ft. of gracious, move-in-ready living on the two main floors. Sunlight streams through soaring ceilings, illuminating a stunning two-story family room with fireplace and built-ins, opening to a remodeled eat-in kitchen and sunny breakfast area. Formal living and dining rooms, a private office and a bonus/playroom with fireplace complete the main level. Upstairs are five spacious bedrooms, three full baths and an oversized laundry room. The finished lower level features 1,000+ sq. ft., a full bath, mudroom, storage and flexible space for a sixth bedroom, gym or recreation room. Enjoy a welcoming neighborhood where neighbors gather and children play, just minutes from the Talmadge Hill train station, the Merritt Parkway and the shopping and dining in Darien, New Canaan, Stamford, and surrounding towns. At $2,425,000, appreciate the space, comfort and lifestyle of a substantial Darien home at a truly compelling price. An amazing opportunity seldom found in today's Darien real estate market. *Agents please see confidential remarks*

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

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 $2,100,000, ranging $1,600,000 to $4,315,000.

Within a 15-minute walk, sold in the last year
• 8 Leeds Lane4 bd · 3 ba · 3,777 sq ft · 0.2 mi away
  $2,237,500$592/sq ft2025-11-03
• 518 Hoyt Street5 bd · 4 ba · 3,680 sq ft · 0.2 mi away
  $2,100,000$570/sq ft2026-07-08
• 489 Hoyt Street4 bd · 3 ba · 3,630 sq ft · 0.3 mi away
  $1,600,000$440/sq ft2025-11-10
• 28 Crooked Mile Road5 bd · 7 ba · 4,653 sq ft · 0.5 mi away
  $4,315,000$927/sq ft2026-06-11
Within about a mile and a half, sold in the last 2 years
• 566 Hoyt Street3 bd · 5 ba · 3,861 sq ft · 0.2 mi away
  $1,695,000$439/sq ft2025-08-29

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.

Recorded sales

Deed transfers on file with the Darien land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2020-08-13$1,325,000Single Family
• 2008-05-15$2,000,000Single Family

More homes in Darien

Closest in price to this one.

• 11 Highland Avenue4 bed · 4 bath · 3,095 sq ft$2,395,000
• 96 Fitch Avenue4 bed · 4 bath · 3,025 sq ft$2,350,000
• 2646 Boston Post Road8 bed · 3 bath · 3,443 sq ft$2,525,000
• 6 Oak Crest4 bed · 3 bath · 2,676 sq ft$2,295,000
• 1644 Boston Post Road4 bed · 4 bath · 3,511 sq ft$2,250,000
• 41 Sedgwick Avenue3 bed · 4 bath · 3,000 sq ft$2,695,000

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