101 Webb Avenue
Stamford, Connecticut 06902
- Beds
- 6
- Baths
- 4
- SqFt
- 3,437
- Acres
- 0.21
- Year Built
- 1957
- Neighborhood
- Cove
- Property Type
- 3 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
Discover this inviting, solidly built, and legally certified three-family home in 'The Cove', one of Stamford's most sought-after coastal neighborhoods! Cherished by the same family for more than six decades, this multi-generational property offers exceptional flexibility-perfect for an owner occupant, an investor, or anyone seeking versatile living arrangements. The main level features a very spacious 3BR/2BTH + den, while the 2nd floor offers both a 2BR/1BTH unit and a 1BR/1BTH unit. Each residence includes generously sized rooms, beautiful wood floors and separate gas & electric meters (the 1BR unit is all electric). The basement provides additional space for an office, workshop, or storage. A rare bonus, the detached oversized three-car garage is perfect for business equipment,winter boat storage, hobby gear, or extra vehicles. Behind the garage, a peaceful grassy area offers the opportunity to create your own garden sanctuary. Recent updates include newer roofs on both the home(2022)and the garage(2021). And the location is unbeatable-a short walk to the beach at Cove Island Park, marina/harbor, and skating rink, with downtown Stamford, the train station, and I-95 just minutes away! Homes like this don't come around often!
Key Facts
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
23
13 under contract
Median List Price
$985,000
23 active listings
Median Closed Price
$925,000
67 sales
Median Days on Market
34
23 active listings
Median $ / Sq Ft
$389
23 active listings
Sale-to-List Ratio
100.1%
67 sales
How this home compares
List Price
$998,000
vs $985,000 median
In line with median
Price / Sq Ft
$290
vs $389 median
25.4% below median
Days on Market
0 days
vs 34 days median
34 days fresher than median
Based on 23 active and 67 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of August 24, 2026.
Location
101 Webb Avenue, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Aug 20, 2026per month
- Principal & Interest$5,125
- Property Taxes$1,282
- Insurance$333
- 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
- 3 Family
- Style
- Units on different Floors
- Year Built
- 1957
- New Construction
- No/Resale
- Living Area
- 3,437 sq ft
Schools
- Elementary
- K.T. Murphy
- Middle
- Per Board of Ed
- High
- Westhill
Interior
- Heating
- BaseboardHot AirHot WaterOther
- Heat Fuel
- ElectricNatural Gas
- Cooling
- Ceiling FansWall UnitWindow Unit
- Laundry
- Basement Hook-Up(s)
- Laundry Location
- no hookups in units. Only basement.
- Basement
- PartialUnfinishedStorageInterior AccessConcrete Floor
Exterior & Lot
- Lot Size
- 0.21 acres
- Zoning
- R5
- Garage / Parking
- 3 garage spaces3 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Walk to WaterWater Community
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- ShakeCedar
- Color
- grey
- Roof
- Asphalt Shingle
- Foundation
- BlockConcrete
- Exterior Features
- DeckGarden Area
- Lot Description
- Sloping Lot
Listing & Financials
- Property Taxes
- $15,387 / Annually
- Days on Market
- 0
- MLS #
- 24199426
- MLS Status
- Coming Soon
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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 8/24/2026. 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 8/24/2026 at 3:31 PM UTC.