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316 West Main Street

Milford, Connecticut 06460

ACTIVE$669,000
Beds
6
Baths
3
SqFt
3,200
Acres
0.33
Year Built
1900
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
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2-Car Garage

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

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

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,380

per 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.

Listed By

Alan Stewart Jr

(203) 275-6084

ASJ Realty Partners

(203) 517-0537

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.