58 Sheephill Road, Greenwich, Connecticut 06878

About this home

Welcome to 58 Sheephill Rd, a thoughtfully expanded and extensively updated home offering exceptional space and flexibility. The first floor features new flooring, updated kitchen cabinetry, backsplash, under-cabinet lighting, newer appliances, and a spacious in-law suite with a second kitchen, living area, bedroom, walk-in closet, and beautifully renovated full bath. The newly added second floor offers three bedrooms, wood flooring, a full hall bath, laundry room, generous storage, and a spacious primary suite with high ceilings, walk-in closet, and luxurious bath featuring double sinks and a large walk-in shower. The finished basement provides additional living space and a half bath. Outside, enjoy a new driveway and Belgium-block walkway, updated deck, fencing, siding, roof, and drainage system, plus beautifully landscaped front and rear gardens. Numerous mechanical and interior updates complete this impressive Riverside offering.

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

Energy

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 $1,850,000, ranging $1,660,000 to $2,300,000.

Within a 15-minute walk, sold in the last year
• 9 Boyd Lane4 bd · 4 ba · 3,304 sq ft · 0.1 mi away
  $2,125,000$643/sq ft2025-11-06
• 2 Lakeview Drive3 bd · 3 ba · 2,950 sq ft · 0.1 mi away
  $2,300,000$779/sq ft2025-09-02
• 14 Neil Lane4 bd · 3 ba · 2,568 sq ft · 0.2 mi away
  $1,800,000$700/sq ft2026-07-31
• 36 Cary Road4 bd · 4 ba · 2,400 sq ft · 0.2 mi away
  $1,850,000$770/sq ft2025-10-15
• 23 Silver Beech Road4 bd · 2 ba · 2,511 sq ft · 0.3 mi away
  $1,660,000$661/sq ft2025-12-15

More homes in Greenwich

Closest in price to this one.

• 43 Burdsall Drive5 bed · 5 bath · 4,200 sq ft$2,249,000
• 10 Elskip Lane4 bed · 5 bath · 4,539 sq ft$2,299,000
• 241 Pemberwick Road6 bed · 5 bath · 2,990 sq ft$2,100,000
• 5 Bayside Terrace4 bed · 4 bath · 2,461 sq ft$1,999,000
• 8 Ernel Drive4 bed · 3 bath · 1,832 sq ft$1,950,000
• 10 Steep Hollow Lane4 bed · 3 bath · 3,852 sq ft$2,499,000

← Back to all Stamford listings