28 Gregory Road, Greenwich, Connecticut 06807

About this home

Opportunity awaits in one of Greenwich's most desirable communities. Located on a quiet residential street in Cos Cob, this spacious home offers 3,597 square feet of living space across two levels, featuring 4 bedrooms and 3 full bathrooms. A new roof and recently painted interior provide added value, while the generous floor plan offers exceptional flexibility for today's lifestyle. The generous footprint provides exceptional flexibility for modern living, entertaining, or future customization. Enjoy the benefits of Greenwich ownership, including access to top-rated schools, parks, beaches, and convenient proximity to Cos Cob village, Riverside, Old Greenwich, Metro-North, and major commuting routes. A rare chance to secure a substantial home in a sought-after Greenwich location.

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 $2,200,000, ranging $960,000 to $2,610,000.

Within a 15-minute walk, sold in the last year
• 98 Hillcrest Park Road4 bd · 4 ba · 3,298 sq ft · 0.3 mi away
  $2,610,000$791/sq ft2026-05-29
• 681 River Road4 bd · 5 ba · 3,826 sq ft · 0.4 mi away
  $2,445,000$639/sq ft2026-07-24
Within about a mile and a half, sold in the last 2 years
• 6 Windsor Lane4 bd · 3 ba · 3,003 sq ft · 0.1 mi away
  $1,803,000$600/sq ft2025-05-02
• 45 Sundance Drive3 bd · 3 ba · 3,424 sq ft · 0.2 mi away
  $960,000$280/sq ft2025-06-17
• 42 Mimosa Drive4 bd · 3 ba · 2,751 sq ft · 0.3 mi away
  $2,200,000$799/sq ft2025-06-16

More homes in Greenwich

Closest in price to this one.

• 52 Francis Lane3 bed · 4 bath · 3,049 sq ft$1,895,000
• 8 Ernel Drive4 bed · 3 bath · 1,832 sq ft$1,950,000
• 55 Cos Cob Avenue3 bed · 3 bath · 2,550 sq ft$1,800,000
• 5 Bayside Terrace4 bed · 4 bath · 2,461 sq ft$1,999,000
• 33 Sachem Road3 bed · 3 bath · 2,972 sq ft$1,750,000
• 16 Dale Drive4 bed · 3 bath · 2,300 sq ft$1,695,000

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