139 Rogers Avenue
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 5 | 1
- SqFt
- 6,572
- Acres
- 0.24
- Year Built
- 1915
- Neighborhood
- Fort Trumbull Beach
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
An exceptional coastal compound overlooking Milford Harbor, this one-of-a-kind waterfront estate features a main residence with thoughtful updates plus a fully detached Nantucket inspired guest house and three-car garage. Just two blocks from Fort Trumbull Beach and the Milford Yacht Club, and minutes to town shops, restaurants and Metro North, the property offers private beach access and direct harbor views creating an unmatched blend of lifestyle, location, and flexibility. The main home showcases timeless architecture, high ceilings, a formal living room w/fireplace and a den with harbor views. Modern updates include an expansive open concept kitchen/family room with fireplace, large island, dining area and sliders to a new waterfront deck. The spacious covered front porch overlooking the harbor is perfect for summer evenings. Upstairs, the harbor-facing primary suite offers a private deck and full bath. Two additional bedrooms and a third-floor guest/bonus suite w/full bath complete the home. The guest house spans 1768 SF and features a first floor rec room with wet bar, full bath, patio with hot tub hookup and outdoor shower. Located on the upper level is a large harbor view room with fireplace and balcony, two additional rooms, a common area and full bath ideal for guests or extended family. Bluestone patios connect both residences creating seamless indoor-outdoor living along the harbor. A RARE coastal retreat with unmatched versatility. This property is a MUST SEE!
Key Facts
- City/Town
- Milford
- Neighborhood
- Fort Trumbull Beach
- Property / Style
- Single Family · Colonial
- Year Built
- 1915
- Days on Market
- 92 days
- Beds
- 4
- Baths
- 5 full · 1 half
- Living Area
- 6,572 sq ft
- Lot Size
- 0.24 acres
- Garage / Parking
- 3 garage · 3 total
- Property Taxes
- $17,813 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
73
94 under contract
Median List Price
$699,900
73 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
73 active listings
Median $ / Sq Ft
$381
73 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$1.79M
vs $699,900 median
2.6× the median
Price / Sq Ft
$272
vs $381 median
28.6% below median
Days on Market
92 days
vs 43 days median
49 days longer than median
Based on 73 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
139 Rogers Avenue, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$9,127
- Property Taxes$1,484
- Insurance$597
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Fort Trumbull Beach
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Colonial
- Year Built
- 1915
- New Construction
- No/Resale
- Living Area
- 6,572 sq ft
- Below Grade
- 1,518 sq ft
Schools
- Elementary
- Calf Pen Meadow
- High
- Jonathan Law
Interior
- Heating
- BaseboardHot AirHot WaterRadiator
- Heat Fuel
- Natural Gas
- Cooling
- Central AirWall Unit
- Fireplaces
- 3
- Laundry
- Lower Level
- Laundry Location
- Lower Level
- Appliances
- Gas RangeMicrowaveRefrigeratorDishwasherDisposalWasherDryer
- Basement
- FullHeatedStorageInterior AccessPartially FinishedConcrete Floor
- In-Law Apartment
- Possible
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R7.5
- Garage / Parking
- 3 garage spaces3 total parking spacesAttached GaragePavedOn Street ParkingDrivewayPrivatePaved
- Waterfront
- Direct waterfront
- Waterfront Details
- HarborWalk to WaterBeachBeach RightsWater CommunityViewAccess
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Flood Zone
- No
- Construction
- Clapboard
- Color
- white
- Roof
- Asphalt Shingle
- Foundation
- ConcreteStone
- Exterior Features
- PorchDeckGuttersGarden AreaLightingStone WallFrench DoorsPatio
- Lot Description
- DryProfessionally LandscapedWater View
Listing & Financials
- Property Taxes
- $17,813 / Annually
- Days on Market
- 92
- MLS #
- 24170303
- MLS Status
- Under Contract
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Co-Listed By
Brandy Hall
Higgins Group Real Estate
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.