249 Canaan Road
Stratford, Connecticut 06614
Reduced from $650,000
- Beds
- 4
- Baths
- 2 | 1
- SqFt
- 2,208
- Acres
- 0.12
- Year Built
- 1939
- Property Type
- 2 Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Rare two family gem in the town of Stratford. First floor currently has 1 bedroom and 1.5 bathrooms and can easily be converted back to a 2 bedroom unit. Upstairs has a large living area with 2 bedrooms, dining area, and finished 3rd floor for an additional bedroom. This property offers an amazing opportunity to live in one unit and rent the other to offset your mortgage.
Key Facts
- City/Town
- Stratford
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1939
- Days on Market
- 245 days
- Beds
- 4
- Baths
- 2 full · 1 half
- Living Area
- 2,208 sq ft
- Lot Size
- 0.12 acres
- Garage / Parking
- 1 garage
- Property Taxes
- $6,557 / Annually
Market Snapshot
The Stratford Market
Multi-Family · trailing 12 months
Active Listings
9
7 under contract
Median List Price
$564,999
9 active listings
Median Closed Price
$575,000
33 sales
Median Days on Market
35
9 active listings
Median $ / Sq Ft
$271
9 active listings
Sale-to-List Ratio
102.4%
33 sales
How this home compares
List Price
$599,000
vs $564,999 median
6.0% above median
Price / Sq Ft
$271
vs $271 median
In line with median
Days on Market
245 days
vs 35 days median
210 days longer than median
Based on 9 active and 33 closed sales (trailing 12 mo) of multi-family in Stratford. Source: SmartMLS · As of September 26, 2026.
Location
249 Canaan Road, Stratford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Sep 24, 2026per month
- Principal & Interest$3,198
- Property Taxes$546
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Stratford
- Neighborhood
- N/A
- 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
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Water
- Heat Fuel
- Natural Gas
- Cooling
- None
- Fireplaces
- 1
- Laundry Location
- Basement
- Basement
- Partial
Exterior & Lot
- Lot Size
- 0.12 acres
- Zoning
- RM-1
- Garage / Parking
- 1 garage spaceDetached Garage
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $6,557 / Annually
- Days on Market
- 245
- MLS #
- 24150795
- MLS Status
- Active
- Financing
- FHA
Similar Properties
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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 9/26/2026. 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 9/26/2026 at 6:45 AM UTC.