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370 Calf Pen Lane

Milford, Connecticut 06460

ACTIVE$619,900

Reduced from $649,900

Beds
4
Baths
3
SqFt
2,882
Acres
0.24
Year Built
1938
Matt Caiola

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
73 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

Median Days on Market

35

84 active listings

Median $ / Sq Ft

$339

84 active listings

Sale-to-List Ratio

100.0%

457 sales

How this home compares

List Price

$619,900

vs $651,950 median

In line with median

Price / Sq Ft

$215

vs $339 median

36.6% below median

Days on Market

73 days

vs 35 days median

38 days longer than median

Based on 84 active and 457 closed sales (trailing 12 mo) of single family in Milford. Source: SmartMLS · As of October 1, 2026.

Location

370 Calf Pen Lane, Milford, Connecticut

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,281

per month

  • Principal & Interest$3,309
  • Property Taxes$765
  • Insurance$207
  • 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
73
MLS #
24192670
MLS Status
Active
Financing
FHA,VA,CHFA

Similar Properties

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

Listed By

Dean Long

(860) 532-1919

William Raveis Real Estate

(860) 739-4455

This information is believed to be accurate, but without warranty.

The IDX display contains information sourced from SmartMLS, Inc. as of 10/1/2026. 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 10/1/2026 at 5:35 PM UTC.