316 West Main Street
Milford, Connecticut 06460
- Beds
- 6
- Baths
- 3
- SqFt
- 3,200
- Acres
- 0.33
- Year Built
- 1900
- 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
Rare Opportunity: 6 bedroom Multi Family in Milford - This fully updated Multi-Family Property is a fantastic opportunity for both owner-occupants and investors in one of Connecticut's most desirable shoreline communities. From the moment you arrive, you'll appreciate the property's classic curb appeal, ample off-street parking, and convenient location just minutes from downtown, the train station, shopping, restaurants, beaches, and major highways. Inside, each unit offers spacious, functional layouts filled with natural light, providing comfortable living for tenants or extended family. Whether you're looking to offset your mortgage by living in one unit while renting the other, or add a solid income-producing property to your portfolio, this versatile two-family offers exceptional flexibility. The full basement provides valuable storage space, while the yard offers room to relax, entertain, or enjoy the outdoors. Milford continues to attract renters and homeowners alike thanks to its vibrant downtown, beautiful beaches, parks, harbor, and easy access to Metro-North, Interstate 95, and the Merritt Parkway. Opportunities to own a multifamily property in such a sought-after location are becoming increasingly rare. Don't miss your chance to invest in both your future and one of Connecticut's premier coastal communities.
Key Facts
- City/Town
- Milford
- Neighborhood
- N/A
- Property / Style
- Multi-Family · Units on different Floors
- Year Built
- 1900
- Days on Market
- 20 days
- Beds
- 6
- Baths
- 3 full
- Living Area
- 3,200 sq ft
- Lot Size
- 0.33 acres
- Garage / Parking
- 2 garage · 8 total
- Property Taxes
- $8,956 / Annually
Market Snapshot
The Milford Market
Multi-Family · trailing 12 months
Active Listings
2
Milford inventory
Median List Price
$822,000
2 active listings
Median Closed Price
$731,100
15 sales
Median Days on Market
14
2 active listings
Median $ / Sq Ft
$250
2 active listings
Sale-to-List Ratio
97.3%
15 sales
How this home compares
List Price
$669,000
vs $822,000 median
18.6% below median
Price / Sq Ft
$209
vs $250 median
16.4% below median
Days on Market
20 days
vs 14 days median
6 days longer than median
Based on 2 active and 15 closed sales (trailing 12 mo) of multi-family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
316 West Main Street, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,411
- Property Taxes$746
- Insurance$223
- 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
- Duplex
- Style
- Units on different Floors
- Year Built
- 1900
- New Construction
- No/Resale
- Living Area
- 3,200 sq ft
Schools
- Elementary
- Mathewson
- High
- Jonathan Law
Interior
- Heating
- Hot Air
- Heat Fuel
- Natural Gas
- Cooling
- Central Air
- Laundry
- All Units Have Hook-Ups
- Laundry Location
- In each unit.
- Basement
- FullUnfinished
Exterior & Lot
- Lot Size
- 0.33 acres
- Zoning
- R12.
- Garage / Parking
- 2 garage spaces8 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePaved
- Waterfront Details
- Not Applicable
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Aluminum
- Color
- tan
- Roof
- Asphalt Shingle
- Foundation
- Stone
- Lot Description
- Level Lot
Listing & Financials
- Property Taxes
- $8,956 / Annually
- Days on Market
- 20
- MLS #
- 24188337
- MLS Status
- Active
Similar Properties
Homes with a close match in area, property type, and price.
Co-Listed By
Joel Silkoff
ASJ Realty Partners
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 7:50 AM UTC.