58 Sheephill Road
Greenwich, Connecticut 06878
- Beds
- 4
- Baths
- 3 | 1
- SqFt
- 2,899
- Acres
- 0.24
- Year Built
- 1946
- Neighborhood
- Riverside
- Property Type
- Single Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
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.
Key Facts
Market Snapshot
The Greenwich Market
Single Family · trailing 12 months
Active Listings
50
16 under contract
Median List Price
$3.25M
50 active listings
Median Closed Price
$2.50M
214 sales
Median Days on Market
40
50 active listings
Median $ / Sq Ft
$861
50 active listings
Sale-to-List Ratio
101.0%
214 sales
How this home compares
List Price
$2.20M
vs $3.25M median
32.3% below median
Price / Sq Ft
$759
vs $861 median
11.8% below median
Days on Market
0 days
vs 40 days median
40 days fresher than median
Based on 50 active and 214 closed sales (trailing 12 mo) of single family in Greenwich. Source: SmartMLS · As of September 16, 2026.
Location
58 Sheephill Road, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$11,427
- Property Taxes$943
- Insurance$733
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1946
- New Construction
- No/Resale
- Living Area
- 2,899 sq ft
- Below Grade
- 422 sq ft
Schools
- Elementary
- Cos Cob
- High
- Greenwich
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Laundry
- Upper Level
- Appliances
- Gas CooktopOven/RangeMicrowaveRefrigeratorFreezerIcemakerDishwasherWasherDryer
- Basement
- FullHeatedStorageFully FinishedCooled
- In-Law Apartment
- YesFirst Floor
- Interior Features
- Cable - Pre-wired
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R-12
- Garage / Parking
- 4 total parking spacesPavedDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- ShedDeck
- Lot Description
- Fence - PartialTreedClearedProfessionally Landscaped
Listing & Financials
- Property Taxes
- $11,319 / Annually
- Days on Market
- 0
- MLS #
- 24206943
- MLS Status
- Coming Soon
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/16/2026. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing or leasing. Data is deemed reliable but is not guaranteed accurate by the MLS, the listing broker, the listing agent, or Matt Caiola. Buyers and tenants should independently verify all information that matters to their decision.
Map locations may be approximate. Any offer of compensation, if applicable, is made only to participants of the MLS where the listing is filed. ©2026 Smart MLS, Inc. All rights reserved.
Data last updated on 9/16/2026 at 9:30 PM UTC.