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.