George Cress of Real Broker Email: george@cress.co (dot co) Call/Text: 212-203-5251
Greenwich, CT / 12 DAYS ON MARKET
58 Sheephill RoadGreenwich, CT 06878
Buy with Cress and Save $18,500 on brokerage fees*
When you buy with Cress, we give you back a portion of the brokerage commission we receive.
See how the commission rebate works ↗*Estimate assumes a 2.5% buyer-agent commission and a 40% rebate. Actual savings depend on final purchase price and commission received.
Asking price$1,850,000ActiveReduced $350,000 (15.9%) from original price · Price history ↓
Open house
- Saturday, October 3, 202611:00 am – 1:00 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.
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
Open Google Maps ↗58 Sheephill Road, Greenwich, CT 06878
Price history
| Date | Event | Price |
|---|---|---|
| Observed asking price | $1,850,000 | |
| Latest asking price | $1,850,000 | |
| Observed asking price | $2,200,000 | |
| Originally listed | $2,200,000 |
Intermediate price changes and previous listings may not be included.
Could this be your next home?
Let’s talk about the property—and what working with Cress could save you.
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Sold 03/31/24
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*Estimate: $1,850,000 asking price × assumed 2.5% buyer-agent commission × 40% rebate = $18,500. Actual savings depend on the final purchase price and commission Cress receives. The assumed commission is not a representation of this listing's offered or actual compensation.
Listed by Redfin Corporation · (203) 349-8711
Karen Gilmore
SmartMLS · Listing #24206943 · Active
Listing data checked: Sep 30, 2026, 7:01 AM 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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