3 Luxury Residences in Connecticut and New York Blending Modern and Historic Elegance

Rising above the serene landscape of Shelter Island Heights, “Treetops” stands as an AIA Archi Award-winning modern masterpiece, perched at 162 feet above sea level on “Divinity Hill.” Built in 2002, this architectural gem offers unparalleled views across the North Fork, Peconic Bay, Long Island Sound, and even to Connecticut. Designed by Peter Schladermundt and refined by Frederick Stelle, the home’s striking form unites two sleek volumes with a glass pavilion, crafted from stone, steel, and glass. Floor-to-ceiling windows frame dramatic vistas, while refined details like anodized aluminum and hand-laid mouldings elevate the aesthetic. Inside, open living spaces flow effortlessly, with radiant heat floors, a fireplace, and deck access for outdoor dining. The primary suite, an aerie among the treetops, boasts a rooftop terrace and spa-like amenities, delivering a tranquil escape amidst breathtaking surroundings.

Positioned along the edge of Tompkins Square Park, The Charlie Parker Residence stands as a rare gem of Gothic Revival architecture, dating back to 1849. This 23-foot-wide, five-unit townhouse captivates with its historic elegance, featuring original double wood doors, a striking decorative relief, and a signature pointed archway. Inside, the spacious interiors boast high ceilings, preserved wood floors, and ornate fireplaces, all framed by breathtaking park views. The building offers a historic garden floor, a grand parlor level, two floors with two bedrooms each, and a penthouse crowned with a private deck, skylights, and a loft. Recognized as a landmark in the lively East Village, this meticulously preserved residence blends timeless charm with modern potential. The Garden and Parlor floors can even be combined to form a gracious owner’s duplex, offering a unique living experience in an iconic setting.

Situated in the prestigious enclave of Greens Farms, this spectacular new residence, set for completion in Spring 2026, offers a rare opportunity to craft your dream estate. Currently under construction, the home spans four meticulously designed floors, promising an abundance of space for both intimate family moments and grand entertaining. A private pool and spa create a serene backyard oasis, perfect for relaxation or hosting summer gatherings, while a covered porch invites quiet mornings with a cup of coffee amidst the tranquil rural surroundings. With customization still possible, you can infuse your personal style into every detail, ensuring a bespoke living experience. This property embodies the charm of country living, blending modern luxury with timeless elegance, all within a coveted community known for its peaceful ambiance and natural beauty.