Skip to main content

380 Orange Avenue

Milford, Connecticut 06461

ACTIVE - NEW$975,000
Beds
6
Baths
2
SqFt
3,360
Acres
1.01
Year Built
1880
Matt Caiola

Matt Caiola

Luxury Real Estate Advisor

MCMATT CAIOLALUXURY PROPERTIES
Higgins Group Private Brokerage

Request a private showing and get Matt's read on price, condition, and next steps.

Call Matt
1-Car Garage

About This Home

Beautifully updated and incredibly versatile, this two family home is currently operating as a highly successful Airbnb and can easily be converted back to a spacious single family residence. Situated on a beautiful lot, the property includes a separate barn with a one car garage. Both ranch style units are bright and well maintained. The first floor offers an updated kitchen with quartz countertops, a door to the deck, a fully renovated bath with a walk in shower, three bedrooms, a spacious living room, and hardwood floors throughout. The upper unit also features three bedrooms with hardwood floors, a bright kitchen with sliders to a private deck, and comfortable living space. Each unit has its own washer and dryer. The finished third floor provides additional flexible living space ideal for a home office, playroom, or guest area. Additional features include vinyl siding, newer windows, newer decks, and well maintained mechanicals. The 2 units are connected by a center staircase making conversion to a single family very easy. The home can be sold furnished, making it a true turnkey investment or owner occupied opportunity. Conveniently located near downtown, shopping, restaurants, train service, and major highways. Enjoy the beautiful yard in every season.

Key Facts

City/Town
Milford
Neighborhood
N/A
Property / Style
Multi-Family · Units on different Floors
Year Built
1880
Days on Market
7 days
Beds
6
Baths
2 full
Living Area
3,360 sq ft
Lot Size
1.01 acres
Garage / Parking
1 garage · 6 total
Property Taxes
$10,537 / 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

$975,000

vs $822,000 median

18.6% above median

Price / Sq Ft

$290

vs $250 median

16.0% above median

Days on Market

7 days

vs 14 days median

7 days fresher 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

380 Orange Avenue, Milford, Connecticut

Property + 1 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$6,174

per month

  • Principal & Interest$4,971
  • Property Taxes$878
  • Insurance$325
  • 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
1880
New Construction
No/Resale
Living Area
3,360 sq ft

Schools

Elementary
Orange Avenue
High
Joseph A. Foran

Interior

Heating
Hot AirZoned
Heat Fuel
Natural Gas
Cooling
Central Air
Laundry
Hook-Up In Unit 1Hook-Up In Unit 2
Laundry Location
In unit
Basement
FullUnfinishedHatchway Access

Exterior & Lot

Lot Size
1.01 acres
Zoning
R30
Garage / Parking
1 garage space6 total parking spacesBarnPavedOff Street ParkingDrivewayPrivatePaved
Waterfront Details
Not Applicable
Water Source
Public Water Connected
Sewer
Public Sewer Connected
Flood Zone
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Foundation
Stone
Exterior Features
PorchBarnDeckGuttersLighting
Lot Description
Rolling

Listing & Financials

Property Taxes
$10,537 / Annually
Days on Market
7
MLS #
24189957
MLS Status
Active

Similar Properties

Homes with a close match in area, property type, and price.

Listed By

Barbara Zink

(203) 464-2598

Coldwell Banker Realty

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 4:25 AM UTC.