65 Roosevelt Avenue
Stamford, Connecticut 06902
- Beds
- 4
- Baths
- 2
- SqFt
- 1,972
- Acres
- 0.13
- Year Built
- 1952
- Neighborhood
- West Side
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Owner occupied for the past 50+ years. Front and rear entry for both units. Large eat in kitchens and large living rooms in both units. Kitchens each have access to covered decks with steps to the rear yard. First floor unit is owner occupied and has 2 bedrooms and one bath. Second floor unit has been occupied by the same tenant for 30+ years and has two bedrooms and one bath. Full basement with hatchway door. Baseboard and radiators fueled by oil, one boiler with two zones, one HWH, two electrical meters. Gas line to house for gas stove in first floor unit only. Long driveway and carport for good off street parking in rear of house. Level rear yard.
Key Facts
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
28
24 under contract
Median List Price
$962,000
28 active listings
Median Closed Price
$932,500
64 sales
Median Days on Market
58
28 active listings
Median $ / Sq Ft
$363
28 active listings
Sale-to-List Ratio
100.0%
64 sales
How this home compares
List Price
$749,000
vs $962,000 median
22.1% below median
Price / Sq Ft
$380
vs $363 median
In line with median
Days on Market
52 days
vs 58 days median
6 days fresher than median
Based on 28 active and 64 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of October 30, 2026.
Location
65 Roosevelt Avenue, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 29, 2026per month
- Principal & Interest$4,084
- Property Taxes$853
- Insurance$250
- 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 on different Floors
- Year Built
- 1952
- New Construction
- No/Resale
- Living Area
- 1,972 sq ft
Schools
- Elementary
- Roxbury
- High
- Westhill
Interior
- Heating
- BaseboardRadiatorZoned
- Heat Fuel
- Oil
- Cooling
- Window Unit
- Laundry
- Washer/Dryer Some Units
- Basement
- FullUnfinishedSump PumpHatchway Access
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- R6
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- ShedGarden AreaCovered Deck
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,234 / Annually
- Days on Market
- 52
- MLS #
- 24205120
- MLS Status
- Under Contract - Continue to Show
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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 10/30/2026. 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 10/30/2026 at 4:10 AM UTC.