249 Canaan Rd

2,208 Sq. Ft.
$294 / Sq. Ft.
2,208
Sq. Ft.
$294
per Sq. Ft.

Description

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.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.
  1. Listed by Thomas Chanaca • Chanaca Real Estate
    P: (203)-362-9021 C: (203)-362-9021 thomas@chanacarealestate.org

Property Details for 249 Canaan Road

Basement Description
Partial
Direct Waterfront
No
Garages Number
1
Neighborhood
N/A
Style
Units on different Floors
Garage Parking Info
Detached Garage
Swimming Pool
No
LISTING UPDATED: 01/24/2026 06:54 PM

Property Details for 249 Canaan Road

StatusActive
MLS #24150795
Days on Market5
Taxes$6,557 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeMulti-Family / 2 Family
Year Built1939
Lot Size0.12 AC / 5,227 SF
CountyFairfield County

Location

Listing Courtesy of Chanaca Real Estate, Thomas Chanaca
Add your commute

Building Information for 249 Canaan Road

Stories-Residences2Year Built1939Building Size-Lot Size0.12 AC / 5,227 SF

Payment Calculator

$3,714 per month

30 year fixed, 6.15% Interest

Principal and Interest

$3,168

Property Taxes

$546

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 249 Canaan Road

Summary
Property and Location
  • Acres Source: Public Records
  • Directions: Corner of Canaan Rd and Mary Ave
  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed
  • Latitude: 41.19712
  • Longitude: -73.147528
  • State: Connecticut
HOA and Fees
  • Home Owner's Assocation: No
  • Tax Year: July 2025-June 2026
  • Property Tax: $6,557
Interior and Exterior Features
Exterior Features
  • Waterfront Description: Not Applicable
Interior Features
  • Attic Description: Finished, Walk-up
  • Cooling System: None
  • Heat Type: Hot Water
  • Attic YN: Yes
  • Fireplaces Total: 1
  • Laundry Room Location: Basement
  • Rooms Total: 9
Property
Property and Assessments
  • Construction Description: Frame
  • Exterior Siding: Vinyl Siding
  • Foundation Type: Concrete
  • New Construction Type: No/Resale
  • Roof: Asphalt Shingle
  • Year Built: 1939
  • Year Built Source: Public Records
  • Bank Owned Property: No
  • Living Area SQFT Per Public Records: 2208
Lot Information
  • Lot Description: Corner Lot, Level Lot
  • Parcel Number: 365672
  • Sq Ft Est Heated Above Grade: 2208.0
  • Sq Ft Total: 2208.0
  • Zoning: RM-1
Utilities
  • Heat Fuel Type: Natural Gas
  • Hot Water Description: Natural Gas, 30 Gallon Tank
  • Sewage System: Public Sewer Connected
  • Water Source: Public Water Connected
Multi Family
Income and Expenses
  • Occupied By: Tenant
  • Total Number of Units: 2
  • Total Rooms Multi Family: 9
Unit 1
  • Lease: Monthly
  • Unit Entry Order: 2
  • Unit Full Baths: 1
  • Unit Modified Date: 01-24-2026
  • Unit Num Bedrms: 3
  • Unit Num Rooms: 5
  • Unit Occupied By: Tenant
Unit 2
  • Lease: Monthly
  • Unit Entry Order: 1
  • Unit Full Baths: 1
  • Unit Half Baths: 1
  • Unit Modified Date: 01-24-2026
  • Unit Monthly Rent: $1,500
  • Unit Num Bedrms: 1
  • Unit Num Rooms: 4
  • Unit Occupied By: Tenant

Property History for 249 Canaan Road

DateEvent & SourcePriceAppreciation
Sep 23, 2021

Closed (Public Record)

Public Record #1472880724

$320,000
DateEvent & SourcePrice
09/23/2021

Closed (Public Record)

Public Record #1472880724

$320,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 249 Canaan Road

Taxable ValueLand$63,560Additions$99,540Total$163,100
Tax Record2024$6,557 ($546 / month)
Home Facts
Baths2.5Total Finished SqFt2,208 SqFtAbove Grade Finished SqFt2,208 SqFtUnfinished Basement SqFt1,098 SqFtStories2Lot Size5,227 SqFtStyleDuplexYear Built1939Year Renovated1982ZoningRM-1CountyFAIRFIELDAPNSTRA M:30-10 B:17 L:6Fireplace TypeHas Fireplace

Schools near 249 Canaan Road

This home is within Stratford School District.
Rating
School
Type
Grades
Distance
Public - K to 6
Public - 7 to 8
Public - 9 to 12
Public - K to 1
Rating
School
Distance
Nichols School
PublicK to 6

David Wooster Middle School
Public7 to 8

Stratford High School
Public9 to 12

Aba Nichols
PublicK to 1

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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249 Canaan Road is a multi-family home for sale in Stratford, CT 06614. This property was listed for sale on January 22, 2026 by Chanaca Real Estate, it's currently listed at $650,000. It has been on the market for a total of 5 days and was last sold on September 23, 2021. This listing's school district is Stratford School District. Nearby schools include Nichols School, David Wooster Middle School and Stratford High School. 249 Canaan Road is a 4-bed, 3-bath, 2,208 sqft multi-family home built in 1939.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass makes no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Chanaca Real Estate, Thomas Chanaca

Based on information from one of the following Multiple Listing Services: Darien MLS, Smart MLS and Greenwich Multiple Listing Service. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Darien MLS, Smart MLS and Greenwich Multiple Listing Service is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.