156 West Main Street
Milford, Connecticut 06460
- Beds
- 5
- Baths
- 4
- SqFt
- 3,013
- Acres
- 0.30
- Year Built
- 1930
- Property Type
- 4 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
Prime downtown location meets an exceptional multifamily opportunity at 156 West Main Street in the heart of Milford. This four-family property features updated units, all in great condition, offering an appealing option for investors seeking a well-maintained property in a sought-after setting. Enjoy the lifestyle and convenience that make downtown Milford a destination, with local dining, shops, and the charm of this coastal community close at hand. Whether you're expanding your investment portfolio or exploring an owner-occupied multifamily purchase, this property brings together updated interiors, four units, and a standout downtown address.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1930
- Days on Market
- 0 days
- Beds
- 5
- Baths
- 4 full
- Living Area
- 3,013 sq ft
- Lot Size
- 0.30 acres
- Garage / Parking
- 8 total
- Property Taxes
- $8,900 / Annually
Market Snapshot
The Milford Market
Multi-Family · trailing 12 months
Active Listings
4
4 under contract
Median List Price
$799,450
4 active listings
Median Closed Price
$685,000
11 sales
Median Days on Market
43
4 active listings
Median $ / Sq Ft
$458
4 active listings
Sale-to-List Ratio
98.2%
11 sales
How this home compares
List Price
$1.20M
vs $799,450 median
49.5% above median
Price / Sq Ft
$397
vs $458 median
13.3% below median
Days on Market
0 days
vs 43 days median
43 days fresher than median
Based on 4 active and 11 closed sales (trailing 12 mo) of multi-family in Milford. Source: SmartMLS · As of October 10, 2026.
Location
156 West Main Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 8, 2026per month
- Principal & Interest$6,619
- Property Taxes$742
- Insurance$398
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- N/A
- County
- New Haven
Residence
- Property Type
- Multi-Family
- Subtype
- Quadruplex
- Style
- Units on different Floors
- Year Built
- 1930
- New Construction
- No/Resale
- Living Area
- 3,013 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Window Unit
- Laundry
- Washer/Dryer All Units
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.30 acres
- Zoning
- RO
- Garage / Parking
- 8 total parking spacesPavedOff Street ParkingDrivewayPaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- Block
- Exterior Features
- SidewalkPorchDeckGuttersLighting
- Lot Description
- Corner Lot
Listing & Financials
- Property Taxes
- $8,900 / Annually
- Days on Market
- 0
- MLS #
- 24213005
- MLS Status
- Coming Soon
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Leslie Terres
West Shore Realty
This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/10/2026. 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 10/10/2026 at 12:55 AM UTC.