109 Oaklawn Avenue
Stamford, Connecticut 06905
- Beds
- 6
- Baths
- 3 | 1
- SqFt
- 3,167
- Acres
- 0.13
- Year Built
- 1920
- Neighborhood
- Bull's Head
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
TURNKEY INCOME-PRODUCING ASSET + VALUE-ADD OPPORTUNITY IN STAMFORD'S DESIRABLE BULLS HEAD! Just minutes from Downtown Stamford, 109 Oaklawn Ave is a rare legal 2-unit property plus In-Law Apartment offering strong income, modern updates and exceptional future potential. Unit 1 features 3 Bedrooms, 1.5 Baths, spacious Living Room, Eat-in Kitchen and Primary Bedroom with en-suite Half Bath. Unit 2 offers 3 Bedrooms and Full Bath, while Unit 3 is a bright Studio with brand-new Kitchen and beautifully renovated Full Bath. Units 1 & 2 have new in-unit washers/dryers; all units feature new flooring and fresh paint. The partially finished, heated Basement offers potential for a 4th unit (do your due diligence), with separate side/rear entrances, plumbing and laundry already in place. The boiler and hot water heater have been replaced with brand-new high-efficiency on-demand wall units. Level backyard, oversized driveway with ample parking and detached 2-car Garage. All units are leased through mid-2027. Rents include heat, hot water, gas, water, garbage, snow removal, grounds and exterior maintenance. Unit 1 includes Garage use. A compelling investment with immediate income, significant upgrades and built-in value-add potential!
Key Facts
- City/Town
- Stamford
- Neighborhood
- Bull'S Head
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1920
- Days on Market
- 0 days
- Beds
- 6
- Baths
- 3 full · 1 half
- Living Area
- 3,167 sq ft
- Lot Size
- 0.13 acres
- Garage / Parking
- 2 garage · 6 total
- Property Taxes
- $10,542 / Annually
Market Snapshot
The Stamford Market
Multi-Family · trailing 12 months
Active Listings
31
13 under contract
Median List Price
$975,000
31 active listings
Median Closed Price
$940,000
65 sales
Median Days on Market
60
31 active listings
Median $ / Sq Ft
$394
31 active listings
Sale-to-List Ratio
100.0%
65 sales
How this home compares
List Price
$975,000
vs $975,000 median
In line with median
Price / Sq Ft
$308
vs $394 median
21.8% below median
Days on Market
0 days
vs 60 days median
60 days fresher than median
Based on 31 active and 65 closed sales (trailing 12 mo) of multi-family in Stamford. Source: SmartMLS · As of October 6, 2026.
Location
109 Oaklawn Avenue, Stamford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 1, 2026per month
- Principal & Interest$5,337
- Property Taxes$879
- Insurance$325
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stamford
- Neighborhood
- Bull'S Head
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1920
- New Construction
- No/Resale
- Living Area
- 3,167 sq ft
- Below Grade
- 330 sq ft
Schools
- Elementary
- Newfield
- High
- Stamford
Interior
- Heating
- BaseboardHot WaterZoned
- Heat Fuel
- Natural Gas
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 2
- Laundry
- Basement Hook-Up(s)Hook-Up In Unit 1Hook-Up In Unit 2
- Laundry Location
- In Units 1 & 2 plus Basement
- Basement
- FullHeatedSump PumpPartially FinishedWalk-outLiveable Space
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- R75
- Garage / Parking
- 2 garage spaces6 total parking spacesDetached GarageDrivewayPavedOff Street ParkingPrivatePavedAsphalt
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- ClapboardVinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- MasonryStone
- Exterior Features
- SidewalkGutters
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $10,542 / Annually
- Days on Market
- 0
- MLS #
- 24212226
- 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 10/6/2026. 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 10/6/2026 at 10:45 AM UTC.