370 Calf Pen Lane
Milford, Connecticut 06460
- Beds
- 4
- Baths
- 3
- SqFt
- 2,882
- Acres
- 0.24
- Year Built
- 1938
- Neighborhood
- Pond Point
- Property Type
- Single Family

Matt Caiola
Luxury Real Estate Advisor
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About This Home
Embrace a premier coastal lifestyle in this expansive, well-maintained Historic Cape, perfectly sited on a manicured corner lot in Milford's sought-after Pond Point neighborhood. Just a short walk to the beach, this charming 4-bedroom, 3-full-bathroom home boasts nearly 3,000 square feet of finished living space. Originally built in 1938, the property merges thoughtful modern updates with timeless craftsmanship, highlighted by distinctive hand-milled white oak floors with walnut pegging. The versatile main level provides easy in-law potential, featuring a second kitchen, two full baths, a ground-level bedroom, and convenient laundry. Flexible adjoining spaces easily adapt into a home office, den, playroom, fitness room, or guest accommodations. Upstairs, a private primary suite, accessed via its own dedicated staircase, shares a semi-private en-suite bath with two generously sized bedrooms. Outdoor living shines with newer composite decking, multiple patios and entertaining areas, and a level backyard ready for a future pool. A detached garage and two storage sheds provide abundant space for hobbies, storage, a workshop, lawn equipment, or recreational gear. Buyers will value the brand-new roof (April 2026) backed by a 50-year transferable warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this special Pond Point home is ready for its next chapter.
Key Facts
- City/Town
- Milford
- Neighborhood
- Pond Point
- Property / Style
- Single Family · Cape Cod
- Year Built
- 1938
- Days on Market
- 0 days
- Beds
- 4
- Baths
- 3 full
- Living Area
- 2,882 sq ft
- Lot Size
- 0.24 acres
- Garage / Parking
- 1 garage · 10 total
- Property Taxes
- $9,175 / Annually
Market Snapshot
The Milford Market
Single Family · trailing 12 months
Active Listings
84
74 under contract
Median List Price
$642,000
84 active listings
Median Closed Price
$565,000
459 sales
Median Days on Market
30
84 active listings
Median $ / Sq Ft
$328
84 active listings
Sale-to-List Ratio
100.0%
459 sales
How this home compares
List Price
$599,900
vs $642,000 median
6.6% below median
Price / Sq Ft
$208
vs $328 median
36.6% below median
Days on Market
0 days
vs 30 days median
30 days fresher than median
Based on 84 active and 459 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of October 15, 2026.
Location
370 Calf Pen Lane, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Oct 15, 2026per month
- Principal & Interest$3,323
- Property Taxes$765
- Insurance$200
- HOA$0
Estimates only. Actual rates, taxes, insurance, and HOA fees vary. Consult a lender for current rates.
Location
- City/Town
- Milford
- Neighborhood
- Pond Point
- County
- New Haven
Residence
- Property Type
- Single Family
- Style
- Cape Cod
- Year Built
- 1938
- New Construction
- No/Resale
- Living Area
- 2,882 sq ft
Schools
- Elementary
- Per Board of Ed
- High
- Per Board of Ed
Interior
- Heating
- BaseboardHot Water
- Heat Fuel
- Oil
- Cooling
- Ceiling FansWindow Unit
- Fireplaces
- 1
- Laundry
- Main Level
- Laundry Location
- Bathroom in Main Level
- Appliances
- Oven/RangeMicrowaveRange HoodRefrigeratorDishwasherDisposalWasherDryer
- Basement
- None
- In-Law Apartment
- PossibleFirst FloorSeparate Entry
- Additional Rooms
- Bonus Room
Exterior & Lot
- Lot Size
- 0.24 acres
- Zoning
- R10
- Garage / Parking
- 1 garage space10 total parking spacesDetached GaragePavedOff Street ParkingDrivewayPrivatePavedAsphalt
- Waterfront Details
- Walk to Water
- Water Source
- Public Water Connected
- Sewer
- Public Sewer Connected
- Construction
- Vinyl Siding
- Roof
- Asphalt Shingle
- Foundation
- SlabStone
- Exterior Features
- ShedPorchDeckGuttersLightingFrench DoorsPatio
- Lot Description
- Corner LotLevel Lot
Listing & Financials
- Property Taxes
- $9,175 / Annually
- Days on Market
- 0
- MLS #
- 24214549
- MLS Status
- Active
- Financing
- FHA,VA,CHFA
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This information is believed to be accurate, but without warranty.
The IDX display contains information sourced from SmartMLS, Inc. as of 10/15/2026. 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 10/15/2026 at 9:06 PM UTC.