Skip to main content

370 Calf Pen Lane

Milford, Connecticut 06460

ACTIVE - NEW$599,900
Beds
4
Baths
3
SqFt
2,882
Acres
0.24
Year Built
1938
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 Garage1 FireplaceVirtual Tour

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

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

Property + 12 nearby

Estimate Your Payment

Estimated Monthly Payment

Rates: Freddie Mac PMMS via FRED
$4,288

per 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

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 10/15/2026. 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.