Along Connecticut’s shoreline, a pair of waterfront homes captures the region’s easy rhythm of salt air, open views, and time spent outdoors. In Old Greenwich, a 2021 custom residence frames Greenwich Cove through curved glass walls, pairing sun-filled interiors with meticulous finishes. In Milford, a beachfront retreat sits just steps from the water, where ocean breezes and sweeping vistas shape days that move naturally from quiet relaxation to shared gatherings. Together, they reflect coastal living designed for both everyday ease and seasonal celebration.
Greenwich Cove Luxury Waterfront Custom Home | 14,250,000 (Sold)


Ann Simpson

Ann Simpson
Along the water’s edge in Old Greenwich, this sun-filled 2021 custom home frames dramatic views of Greenwich Cove through curved exterior walls of glass. Luxury finishes and careful detailing carry from the gourmet kitchen to a primary bedroom with fireplace, a luxurious bath, and a cleverly hidden outdoor shower. Formal and informal entertaining spaces are designed to flow seamlessly outdoors, connecting to terraces, a lanai, and stairs leading down to a shoreline saltwater pool. The home offers 6 bedrooms, 5 baths, and 2 powder rooms, with practical comforts including an elevator and generator. Outside, an undercover cabana area and a private dock extend the waterfront lifestyle. Set within Lucas Point, a private association near Tod’s Point, residents also enjoy access to the association’s own beach and boatyard.
Price: 14,250,000 (Sold)
- Size:
- 5,400 sq ft
- Contact:
- Ann Simpson, BHHS New England Properties, 203.940.0779
Waterfront Beach Retreat – Perfect For Summer Rentals, Getaways & Special Events | Contact for pricing


Vera H. Maximin

Vera H. Maximin
Steps from the shoreline in Milford, this beachfront waterfront retreat frames coastal living at its most effortless. Directly on the water, it’s designed for days paced by ocean breezes and views that stretch from sunrise to sunset. A spacious layout supports everything from relaxed weekends to larger gatherings, with outdoor areas that extend the experience beyond the interior and create an easy flow for entertaining. The setting suits a range of stays—summer and short-term beach rentals, long-term coastal living, and extended getaways—while also accommodating celebrations and hosted moments, from family vacations to small weddings, private dinners, and corporate or wellness gatherings. When you want to venture out, Milford Green, along with nearby restaurants and shops, is only minutes away, with convenient access to NYC, New Haven, and Metro-North for seamless arrivals and departures.
Price: Contact for pricing
- Size:
- 4,428 sq ft
- Contact:
- Vera H. Maximin, Higgins Group, 203.243.4841

















