Greenwich, CT / 0 DAYS ON MARKET

58 Sheephill RoadGreenwich, CT 06878

Asking price$2,200,000Active

Open house

  • Saturday, September 19, 20262:00 pm – 4:00 pm ET

Our Take

58 Sheephill Road in Greenwich is a 1946 home with four bedrooms and three full and one half bath. Its expanded layout includes a first-floor in-law suite with a second kitchen, living area, bedroom, walk-in closet, and renovated full bath. The second floor has three bedrooms, a primary suite, full hall bath, laundry, and storage. A finished basement adds living space and a half bath. Exterior updates include the driveway, walkway, deck, fencing, siding, roof, drainage, and gardens.

Estimated buyer rebate

Buy with Cress and Save $27,500 on brokerage fees*

When you buy with Cress, we give you back a portion of the brokerage commission we receive.

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*Estimate assumes a 2.5% buyer-agent commission and a 50% rebate. Actual savings depend on final purchase price and commission received.

At a glance

Active · MLS #24206943
Bedrooms
4
BathroomsBaths
3 full / 2 half
Square feet
2,899
Year built
1946
Acres
0.24
Property taxes
$11,319

July 2026-June 2027

What stands out

  • First-floor in-law suite with a second kitchen
  • Primary suite with high ceilings and walk-in closet
  • Double-sink primary bath with large walk-in shower
  • Second-floor laundry and generous storage
  • Finished basement with additional living space
  • New driveway and Belgium-block walkway
  • Updated deck, fencing, siding, and roof
  • Landscaped front and rear gardens
Read the full listing description

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.

Schools

Elementary
Cos Cob
Middle
Not provided
High
Greenwich

Schools as reported by SmartMLS. Confirm attendance assignments with the district.

A closer look at the location

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58 Sheephill Road, Greenwich, CT 06878

Price history

DateEventPrice
Originally listed$2,200,000

Intermediate price changes and previous listings may not be included.

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*Estimate: $2,200,000 asking price × assumed 2.5% buyer-agent commission × 50% rebate = $27,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered compensation.

Listed by Redfin Corporation · (203) 349-8711

Karen Gilmore

SmartMLS · Listing #24206943 · Active

Listing data checked: Sep 18, 2026, 7:04 PM EDT.

Listing information is deemed reliable but not guaranteed. Cress commentary is separate from the MLS listing description. Contact Cress about a correction.

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