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249 Canaan Road

Stratford, Connecticut 06614

ACTIVE$629,900

Reduced from $650,000

Beds
4
Baths
2 | 1
SqFt
2,208
Acres
0.12
Year Built
1939
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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1-Car Garage1 FireplacePrice Reduced

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
185 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

Median Days on Market

25

5 active listings

Median $ / Sq Ft

$236

5 active listings

Sale-to-List Ratio

101.7%

32 sales

How this home compares

List Price

$629,900

vs $649,000 median

In line with median

Price / Sq Ft

$285

vs $236 median

20.8% above median

Days on Market

185 days

vs 25 days median

160 days longer than median

Based on 5 active and 32 closed sales (trailing 12 mo) of multi-family in Stratford. Source: SmartMLS · As of July 28, 2026.

Location

249 Canaan Road, Stratford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$3,968

per month

  • Principal & Interest$3,212
  • Property Taxes$546
  • Insurance$210
  • 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
185
MLS #
24150795
MLS Status
Active
Financing
FHA

Similar Properties

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

Listed By

Thomas Chanaca

(203) 362-9021

Chanaca Real Estate

(203) 384-0305

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 7/28/2026. 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 7/28/2026 at 6:20 AM UTC.