42 Gerry Street, Greenwich, Connecticut 06830

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.

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

Schools

Taxes

Interior

Building & Exterior

Lot & Land

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 $1,000,000, ranging $885,000 to $1,140,000.

Within a 15-minute walk, sold in the last year
• 116 Hamilton Avenue5 bd · 3 ba · 2,324 sq ft · 0.4 mi away
  $1,049,000$451/sq ft2026-04-02
• 8 Reynolds Place5 bd · 3 ba · 1,819 sq ft · 0.5 mi away
  $1,140,000$626/sq ft2025-12-24
• 52 Pemberwick Road5 bd · 2 ba · 2,530 sq ft · 0.6 mi away
  $940,000$371/sq ft2025-09-23
• 40 Moshier Street4 bd · 2 ba · 1,716 sq ft · 0.7 mi away
  $1,000,000$582/sq ft2026-02-23
• 67 View Street West3 bd · 2 ba · 2,570 sq ft · 0.7 mi away
  $885,000$344/sq ft2026-06-11

Listing & sale history

Every time this exact home has come to market in the MLS data this site tracks. Where a sale closed, the recorded sale price is shown; "asking" marks a price the home was listed at rather than what it sold for.

Recorded sales

Deed transfers on file with the Greenwich land records, newest first. These are recordings rather than MLS sales, so they include transfers that were never listed. Nominal and $0 transfers (estate, trust and family conveyances) are excluded.

• 2019-01-18$455,000Single Family

More homes in Greenwich

Closest in price to this one.

• 276 Bruce Park Avenue4 bed · 3 bath · 1,969 sq ft$1,525,000
• 15 Henry Street2 bed · 2 bath · 1,258 sq ft$799,000
• 21 West Division Street4 bed · 4 bath · 3,392 sq ft$1,699,000
• 9 Columbus Avenue4 bed · 4 bath · 2,280 sq ft$1,800,000
• 11 Columbus Avenue8 bed · 4 bath · 5,250 sq ft$2,200,000

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