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65 Roosevelt Avenue

Stamford, Connecticut 06902

PENDING$749,000
Beds
4
Baths
2
SqFt
1,972
Acres
0.13
Year Built
1952
Matt Caiola

Matt Caiola

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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

City/Town
Stamford
Neighborhood
West Side
Property / Style
Multi-Family · Units on different Floors
Year Built
1952
Days on Market
52 days
Beds
4
Baths
2 full
Living Area
1,972 sq ft
Lot Size
0.13 acres
Property Taxes
$10,234 / Annually

Market Snapshot

The Stamford Market

Multi-Family · trailing 12 months

View area

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$5,187

per 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

City/Town
Stamford
Neighborhood
West Side
County
Fairfield

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

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Barbara Hickey

(203) 912-0578

William Pitt Sotheby's Int'l

(203) 968-1500

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.