16 Greenwood Hill Street
Stamford, Connecticut 06902
Reduced from $1,349,900
- Beds
- 8
- Baths
- 5 | 1
- SqFt
- 5,407
- Acres
- 0.16
- Year Built
- 1880
- Neighborhood
- West Side
- 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
This recently updated Rare find offers an ideal opportunity for you to bring your in-laws! It's a large multi-family home with five or more bedrooms and two and a half bathrooms on each side. It also features gas boilers, updated electrical systems, and much more. The property requires a 24-hour notice.
Key Facts
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
30
13 under contract
Median List Price
$962,000
30 active listings
Median Closed Price
$940,000
69 sales
Median Days on Market
42
30 active listings
Median $ / Sq Ft
$400
30 active listings
Sale-to-List Ratio
100.1%
69 sales
How this home compares
List Price
$1.20M
vs $962,000 median
24.7% above median
Price / Sq Ft
$222
vs $400 median
44.5% below median
Days on Market
48 days
vs 42 days median
6 days longer than median
Based on 30 active and 69 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of September 17, 2026.
Location
16 Greenwood Hill Street, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 10, 2026per month
- Principal & Interest$6,232
- Property Taxes$1,097
- Insurance$400
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units are Side-by-Side
- Year Built
- 1880
- New Construction
- No/Resale
- Living Area
- 5,407 sq ft
- Below Grade
- 1,400 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Laundry
- Basement Hook-Up(s)Common Laundry Area
- Basement
- FullFully FinishedFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.16 acres
- Zoning
- RMF
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Exterior Features
- Porch-Enclosed
- Lot Description
- City ViewsSloping Lot
Listing & Financials
- Property Taxes
- $13,167 / Annually
- Days on Market
- 48
- MLS #
- 24193850
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
Similar Properties
Homes with a close match in area, property type, and price.
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 9/17/2026. 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 9/17/2026 at 4:55 PM UTC.