316 Valley Road, Greenwich, Connecticut 06807

About this home

Some homes are built. This one was sculpted. Elevated above the Mianus River with year-round water views, this four-bedroom Greenwich home feels like a private European escape in Cos Cob. Over the past three years, the interiors have been beautifully renovated to match the artistry of the grounds. Enter into a walkout entertainment room, where stonework, a wet bar and fireplace set the tone. Upstairs, sunlit living and dining spaces flow past a glass-enclosed wine display into a chef's kitchen overlooking the river, with high-end appliances, custom finishes, a coffee and wine bar and glass-wrapped window seat for morning coffee. An expansive primary suite with custom closets and renovated bath is complemented by generous en suite bedrooms and a top-level retreat for guests, work or play. Life moves outside through the kitchen's French doors to a two-level stone patio, where a waterfall, stone fire pit and dining area invite long evenings with friends. Beyond it, hidden garden paths, fieldstone terraces and outdoor rooms created by the former head designer of the New York Botanical Garden unfold across the property. Follow paths to a covered stone grotto with fireplace - perfect for wine and cheese by the fire on cool evenings - a garden shed and hillside tower overlooking the property. Walk to schools, the neighborhood deli and wine shop, launch a kayak across the street, or reach Metro-North in five minutes. This is not simply a house you see. It is one you feel.

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 $1,900,000 to $3,000,000.

Within a 15-minute walk, sold in the last year
• 116 Hillcrest Park Road4 bd · 3 ba · 2,480 sq ft · 0.3 mi away
  $1,900,000$766/sq ft2026-02-06
• 98 Hillcrest Park Road4 bd · 4 ba · 3,298 sq ft · 0.3 mi away
  $2,610,000$791/sq ft2026-05-29
• 185 Valley Road4 bd · 4 ba · 3,569 sq ft · 0.6 mi away
  $3,000,000$840/sq ft2026-07-07
• 7 Pleasant View Place4 bd · 4 ba · 3,670 sq ft · 0.6 mi away
  $2,300,000$626/sq ft2025-12-18
• 19 Pond Place5 bd · 4 ba · 3,023 sq ft · 0.7 mi away
  $2,410,000$797/sq ft2025-08-20

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.

• 2017-10-10$1,205,500Single Family
• 2013-11-25$900,000Single Family

More homes in Greenwich

Closest in price to this one.

• 58 Arch Street4 bed · 4 bath · 2,941 sq ft$2,750,000
• 47 Ridge Street4 bed · 5 bath · 3,408 sq ft$2,895,000
• 67 Benjamin Street4 bed · 3 bath · 2,346 sq ft$2,995,000
• 208 Bedford Road4 bed · 4 bath · 4,955 sq ft$2,500,000
• 10 Steep Hollow Lane4 bed · 3 bath · 3,852 sq ft$2,499,000
• 65 Sherwood Place Unit 655 bed · 6 bath · 2,885 sq ft$2,490,000

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