185 Oakland Street
Stratford, Connecticut 06615
- Beds
- 3
- Baths
- 2
- SqFt
- 1,459
- Acres
- 0.13
- Year Built
- 1920
- Property Type
- 2 Family
Matt Caiola
Luxury Real Estate Advisor
Request a private showing and get Matt's read on price, condition, and next steps.
About This Home
WHY RENT WHEN YOU CAN OWN!!! This well-kept Cape is within walking distance to Metro North along with Paradise Green and other shops, dining and transportation needs. Live in one unit and rent the other. 2-car detached garage and full, unfinished basement with plenty of storage space and expansion potential. Both units have access to their own washer/dryer and all appliances are included. Don't miss this opportunity. Schedule an appointment to preview today!
Key Facts
- City/Town
- Stratford
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1920
- Days on Market
- 67 days
- Beds
- 3
- Baths
- 2 full
- Living Area
- 1,459 sq ft
- Lot Size
- 0.13 acres
- Garage / Parking
- 2 garage
- Property Taxes
- $6,332 / Annually
Market Snapshot
The Stratford Market
Multi-Family · trailing 12 months
Active Listings
7
9 under contract
Median List Price
$564,999
7 active listings
Median Closed Price
$575,000
35 sales
Median Days on Market
47
7 active listings
Median $ / Sq Ft
$288
7 active listings
Sale-to-List Ratio
102.5%
35 sales
How this home compares
List Price
$479,000
vs $564,999 median
15.2% below median
Price / Sq Ft
$328
vs $288 median
13.9% above median
Days on Market
67 days
vs 47 days median
20 days longer than median
Based on 7 active and 35 closed sales (trailing 12 mo) of multi-family in Stratford. Source: SmartMLS · As of October 15, 2026.
Location
185 Oakland Street, Stratford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$2,653
- Property Taxes$528
- Insurance$160
- 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
- 1920
- New Construction
- No/Resale
- Living Area
- 1,459 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- None
- Basement
- FullUnfinishedFull With Hatchway
Exterior & Lot
- Lot Size
- 0.13 acres
- Zoning
- RM-1
- Garage / Parking
- 2 garage spacesDetached Garage
- Waterfront Details
- Beach Rights
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Color
- Yellow
- Roof
- Asphalt Shingle
- Foundation
- Concrete
- Exterior Features
- Porch-EnclosedPorch
- Lot Description
- N/A
Listing & Financials
- Property Taxes
- $6,332 / Annually
- Days on Market
- 67
- MLS #
- 24197891
- MLS Status
- Under Contract
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 10/15/2026. 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 10/15/2026 at 4:20 AM UTC.