249 Canaan Road
Stratford, Connecticut 06614
- Beds
- 3
- Baths
- 2 | 1
- SqFt
- 2,208
- Acres
- 0.12
- Year Built
- 1939
- Neighborhood
- North End
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
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About This Home
Wonderful opportunity awaits with this versatile two-family home positioned on a desirable corner lot in Stratford. Perfect for both owner-occupants and investors alike, this property offers incredible flexibility and income-generating potential with a month-to-month tenant currently occupying the first-floor unit. The spacious first-floor layout features one bedroom, one and a half baths, living room with fireplace, dining room, and kitchen complete with a cozy breakfast nook. The upper level provides a bright living space with great natural light, two bedrooms, and a full bath. Providing even more upside, the expansive walk-up attic holds fantastic potential to be finished into an additional bedroom or bonus space. Additional property highlights include natural gas heating, hardwood flooring, a detached one-car garage, and a level yard. Conveniently located close to local parks, shopping, and public transportation, this property represents a solid investment or a smart mortgage helper in a convenient neighborhood.
Key Facts
- City/Town
- Stratford
- Neighborhood
- North End
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1939
- Days on Market
- 1 day
- Beds
- 3
- Baths
- 2 full · 1 half
- Living Area
- 2,208 sq ft
- Lot Size
- 0.12 acres
- Garage / Parking
- 1 garage · 4 total
- Property Taxes
- $8,136 / Annually
Market Snapshot
The Stratford Market
Multi-Family · trailing 12 months
Active Listings
9
5 under contract
Median List Price
$650,000
9 active listings
Median Closed Price
$560,000
39 sales
Median Days on Market
68
9 active listings
Median $ / Sq Ft
$271
9 active listings
Sale-to-List Ratio
102.4%
39 sales
How this home compares
List Price
$579,900
vs $650,000 median
10.8% below median
Price / Sq Ft
$263
vs $271 median
In line with median
Days on Market
1 day
vs 68 days median
67 days fresher than median
Based on 9 active and 39 closed sales (trailing 12 mo) of multi-family in Stratford. Source: SmartMLS · As of November 11, 2026.
Location
249 Canaan Road, Stratford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Nov 5, 2026per month
- Principal & Interest$3,143
- Property Taxes$678
- Insurance$193
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stratford
- Neighborhood
- North End
- County
- Fairfield
Residence
- Property Type
- Multi-Family
- Subtype
- Duplex
- Style
- Units on different Floors
- Year Built
- 1939
- New Construction
- No/Resale
- Living Area
- 2,208 sq ft
Schools
- Elementary
- Nichols
- Middle
- Per Board of Ed
- High
- Stratford
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Fireplaces
- 1
- Laundry
- Basement Hook-Up(s)Common Laundry Area
- Laundry Location
- Basement
- Basement
- FullUnfinishedShared BasementSump PumpConcrete FloorFull With Walk-Out
Exterior & Lot
- Lot Size
- 0.12 acres
- Zoning
- RM-1
- Garage / Parking
- 1 garage space4 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Vinyl Siding
- Color
- White
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $8,136 / Annually
- Days on Market
- 1
- MLS #
- 24219929
- MLS Status
- Coming Soon
- Financing
- FHA,VA,CHFA
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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 11/11/2026. 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 11/11/2026 at 6:16 PM UTC.