42 Gerry Street
Greenwich, Connecticut 06830
- Beds
- 5
- Baths
- 2
- SqFt
- 2,118
- Acres
- 0.13
- Year Built
- 1924
- Neighborhood
- Pemberwick
- Property Type
- 2 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 42 Gerry Street, a thoughtfully updated two-family property where the big-ticket improvements are already checked off the list, so you can spend more time enjoying the investment and less time making repair calls. Both units were renovated within the last two years, with the upper-level unit receiving the most recent refresh, including a brand-new dishwasher, newer appliances, and washer/dryer. The ground-level unit offers 3 bedrooms and 1 bath, while the upper unit provides an updated space ideal for extended living or an owner-occupant setup. A new roof, installed in winter 2025 and backed by a 50-year transferable warranty, joins a new boiler and water heater. In other words, the unglamorous but very important work has already been done. Conveniently located near I-95, the Merritt Parkway, NYC trains, and public transportation, 42 Gerry Street makes commuting simple and ownership refreshingly straightforward. A smart property with the updates, location, and flexibility to match.
Key Facts
- City/Town
- Greenwich
- Neighborhood
- Pemberwick
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1924
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 2 full
- Living Area
- 2,118 sq ft
- Lot Size
- 0.13 acres
- Garage / Parking
- 4 total
- Property Taxes
- $6,402 / Annually
Market Snapshot
The Greenwich Market
Multi-Family · trailing 12 months
Active Listings
5
2 under contract
Median List Price
$1.52M
5 active listings
Median Closed Price
$1.21M
12 sales
Median Days on Market
29
5 active listings
Median $ / Sq Ft
$635
5 active listings
Sale-to-List Ratio
100.0%
12 sales
How this home compares
List Price
$1.19M
vs $1.52M median
22.0% below median
Price / Sq Ft
$561
vs $635 median
11.7% below median
Days on Market
0 days
vs 29 days median
29 days fresher than median
Based on 5 active and 12 closed sales (trailing 12 mo) of multi-family in Greenwich. Source: SmartMLS · As of August 13, 2026.
Location
42 Gerry Street, Greenwich, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 6, 2026per month
- Principal & Interest$6,132
- Property Taxes$534
- Insurance$396
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Greenwich
- Neighborhood
- Pemberwick
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1924
- New Construction
- No/Resale
- Living Area
- 2,118 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Greenwich
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Washer/Dryer All Units
- Laundry Location
- Bathroom of each unit
- Basement
- Full
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- R-6
- Garage / Parking
- 4 total parking spacesDrivewayOff Street ParkingPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Gray/Blue
- Roof
- Asphalt Shingle
- Foundation
- Masonry
- Lot Description
- Sloping LotOn Cul-De-Sac
Listing & Financials
- Property Taxes
- $6,402 / Annually
- Days on Market
- 0
- MLS #
- 24198916
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Paul Durante
Criterion Real Estate LLC
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 8/13/2026. 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 8/13/2026 at 4:55 AM UTC.