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39 Point Lookout, Milford
$2,875,000
3 Beds ⋅ 2 Baths ⋅ 24119606 MLS
DIRECT WATERFRONT - 183 FEET OF LONG ISLAND SOUND FRONTAGE Experience rare privacy and panoramic views from this exceptional Point Lookout residence in Milford. Perfectly positioned on one of the largest waterfront lots in the area, the property offers unobstructed vistas of Long Island Sound, Charles Island, and the entrance to Milford Harbor. A sweeping waterside lawn sets the stage for summer gatherings, while the heated inground pool-with its own pool/storage shed-is an amenity seldom found on Milford's waterfront. Just steps away, Point Lookout residents also enjoy access to the Point Lookout Association's private sandy beach, complete with kayak racks for coastal adventures. Inside, floor-to-ceiling windows in the living room frame yacht-like water views and create a bright, airy ambiance, complemented by a cozy fireplace. The remodeled kitchen boasts premium cabinetry and appliances, seamlessly opening to the dining and living areas for effortless entertaining. The spacious primary suite is a retreat of its own, featuring breathtaking water views, direct access to the pool and patio, and a luxurious bath that flows into an open-air atrium and private garden. Hardwood floors and original wood paneling throughout much of the home add warmth and timeless character. Additional highlights include a two-car garage, abundant storage, driveway parking for at least five vehicles, and beautifully landscaped garden and patio.

39 Point Lookout, Milford
35 Point Lookout, Milford
$1,650,000
6 Beds ⋅ 5 Baths ⋅ 24152190 MLS
Not located in a flood zone, the Pond Estate on Point Lookout is a truly remarkable water oriented home steeped in history and timeless elegance. Built in 1890, this iconic residence which commands wonderful views of Long Island Sound in three directions, delivering breathtaking sunrises and unforgettable sunsets. Once encompassing all of what is now Point Lookout, the estate remains a rare and storied landmark. Classic charm and architectural character are beautifully preserved, while thoughtful modern updates provide today's desired comforts. The home features an updated kitchen with granite countertops, center island, gas cooktop, vent hood, and a butler's pantry complete with sink and second dishwasher. All bathrooms have been newly remodeled, including a luxurious primary bath with double sinks. Five working fireplaces, hardwood floors throughout, thermopane replacement windows, and a brand-new roof (2025) further enhance the home's appeal. With six bedrooms, an upstairs bonus room with wet bar is ideal for entertaining. A wrap-around three-season porch offers generous space for both everyday living and relaxing . A striking stone porte-cochere has been transformed into a covered patio overlooking the heated gunite pool, while the expansive patio area doubles as a basketball or sport court. A rare opportunity to own a piece of coastal history with water views.

35 Point Lookout, Milford

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