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
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About This Home
Walk to the beach in minutes with 4 beds, 3 full baths and easy in-law potential in this expansive, charming, well-maintained Historic Cape on a manicured corner lot in the Pond Point neighborhood. Originally built in 1938, this distinctive home showcases hand-milled white oak floors with walnut pegging, blending timeless craftsmanship with thoughtful updates throughout its nearly 3,000 square feet of finished living space. The main level features convenient laundry, a potential in-law setup with a second kitchen, two full baths, a ground-level bedroom, and versatile spaces ideal for a home office, den, playroom, fitness room, or guest accommodations. Upstairs, the private primary suite is accessed by its own staircase and shares a semi-private en-suite bath with two generously sized bedrooms. Character and charm resonate throughout. Outdoor living shines with newer composite decking, multiple patio 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. A brand new roof installed in April 2026 includes a transferable 50-year warranty. Ideally located near Milford's beaches, parks, downtown shops and restaurants, Metro-North rail service, and I-95, this exceptional Pond Point home offers the rare combination of history, craftsmanship, modern updates, and coastal lifestyle. A truly special property 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
- 8 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
72
94 under contract
Median List Price
$694,450
72 active listings
Median Closed Price
$550,500
434 sales
Median Days on Market
43
72 active listings
Median $ / Sq Ft
$382
72 active listings
Sale-to-List Ratio
100.0%
434 sales
How this home compares
List Price
$649,900
vs $694,450 median
6.4% below median
Price / Sq Ft
$226
vs $382 median
40.8% below median
Days on Market
8 days
vs 43 days median
35 days fresher than median
Based on 72 active and 434 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of July 28, 2026.
Location
370 Calf Pen Lane, Milford, Connecticut
Estimate Your Payment
Estimated Monthly Payment
Rates: Freddie Mac PMMS via FRED · Updated Jul 23, 2026per month
- Principal & Interest$3,314
- Property Taxes$765
- Insurance$217
- 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
- Middle
- 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
- PartialUnfinishedInterior AccessDirt Floor
- 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
- Flood Zone
- No
- 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
- 8
- MLS #
- 24192670
- 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 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 5:15 AM UTC.