5 Willow Run Road, Greenwich, Connecticut 06831

About this home

Impeccably maintained, stunning classic colonial, tucked away on a private road in one of Greenwich's most sought-after enclaves. A combination of traditional New England architecture with spacious interiors designed for comfortable everyday living and entertaining. Enter in through a magnificent, sun filled double height entry. Generously scaled rooms, hardwood floors, multiple entertaining areas and an open floor plan filled with natural light. Large kitchen and family room. Primary suite, one ensuite bedroom and one Jack and Jill with double sink. Finished third floor for office, den, or guests, plus an unfinished attic for storage. Fabulous finished lower level which can be used as an additional family room, gym, or playroom. Large 2 car attached garage. Expansive lawns, mature landscaping, and a magnificent pool offer a private spa like setting that enhances the home's retreat-like atmosphere Quiet, wooded surroundings and elegant curb appeal. A balance of privacy and convenience, with access to top-rated Greenwich schools, country clubs, equestrian properties, and commuter routes to New York City. Minutes to downtown Greenwich, shops and restaurants, beaches and parks!

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 $1,920,000, ranging $1,606,500 to $2,520,000.

Within a 15-minute walk, sold in the last year
• 1050 King Street4 bd · 5 ba · 3,264 sq ft · 0.2 mi away
  $1,920,000$588/sq ft2025-11-03
• 107 Stonehedge Drive North4 bd · 3 ba · 3,814 sq ft · 0.3 mi away
  $2,000,000$524/sq ft2026-03-13
Within about a mile and a half, sold in the last 2 years
• 1065 King Street4 bd · 3 ba · 4,269 sq ft
  $1,606,500$376/sq ft2025-05-30
• 75 Bowman Drive5 bd · 5 ba · 4,076 sq ft · 0.5 mi away
  $1,837,500$450/sq ft2025-05-06
• 42 Sherwood Avenue5 bd · 4 ba · 3,736 sq ft · 0.6 mi away
  $2,520,000$674/sq ft2025-04-30

Recorded sales

Deed transfers on file with the Greenwich 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.

• 2004-11-16$1,775,000

More homes in Greenwich

Closest in price to this one.

• 13 Lia Fail Way4 bed · 7 bath · 6,268 sq ft$3,250,000
• 1 Hendrie Dr Extension5 bed · 3 bath · 2,092 sq ft$3,300,000
• 11 Butternut Hollow Road5 bed · 6 bath · 4,067 sq ft$3,495,000
• 67 Benjamin Street4 bed · 3 bath · 2,346 sq ft$2,995,000
• 37 Arch Street8 bed · 3 bath · 2,372 sq ft$3,600,000
• 47 Ridge Street4 bed · 5 bath · 3,408 sq ft$2,895,000

← Back to all Stamford listings