223 Jonathan Drive, Stamford, Connecticut 06903

About this home

Set on 2.77 manicured acres in North Stamford, 223 Jonathan Drive is a stately red brick colonial that seamlessly blends classic elegance with modern updates. Set back from the quiet road, the timeless facade creates a grand first impression, leading to the home's gracious foyer with sweeping staircase. Offering nearly 5000 square feet of living space, this extensively renovated home features 6 bedrooms, 4 full and 1 half baths. Recent updates include the kitchen, which is a chef's delight, with gorgeous views of the pool and property. The luxurious primary suite includes a newly redone spa-like bath with soaking tub, double vanities, glass shower, and walk-in closet. Enjoy the private, resort-like backyard with a beautiful pool - perfect for summer living and entertaining. New landscaping, walkways, and patio enhance the outdoor setting. Also included within the majestic property is a barn with horse stalls. The basement offers great flex space and a gym. Elegant, updated, and set in a serene North Stamford location, this is a rare offering that combines space, sophistication, and lifestyle.

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 $2,410,000, ranging $1,168,000 to $2,812,500.

Within a 15-minute walk, sold in the last year
• 4 Ravenglass Drive5 bd · 6 ba · 7,895 sq ft · 0.3 mi away
  $2,812,500$356/sq ft2026-09-11
• 21 Ravenglass Drive Unit 214 bd · 5 ba · 5,441 sq ft · 0.6 mi away
  $2,600,000$477/sq ft2026-04-09
• 110 Erskine Road6 bd · 7 ba · 5,475 sq ft · 0.6 mi away
  $1,168,000$213/sq ft2026-02-02
• 215 South Lake Drive4 bd · 8 ba · 7,169 sq ft · 0.6 mi away
  $2,410,000$336/sq ft2026-06-15
Within about a mile and a half, sold in the last 2 years
• 1516 Riverbank Road5 bd · 6 ba · 6,453 sq ft · 0.7 mi away
  $1,900,000$294/sq ft2025-04-11

Public record

From the Stamford 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 Stamford

Closest in price to this one.

• 96 Studio Road4 bed · 5 bath · 4,600 sq ft$1,999,000
• 61 Hobson Street5 bed · 4 bath · 3,644 sq ft$2,000,000
• 97 Brookhollow Lane5 bed · 5 bath · 5,929 sq ft$1,975,000
• 47 Summit Ridge Road4 bed · 5 bath · 3,164 sq ft$1,900,000
• 149 Don Bob Road4 bed · 4 bath · 4,250 sq ft$1,899,000
• 129 Emery Drive East5 bed · 4 bath · 3,519 sq ft$1,895,000

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