New York’s architectural history is woven into its grand estates, where past and present blend in spectacular fashion. From Long Island’s windswept coastline to Westchester’s storied suburbs, these estates showcase the evolution of wealth, design, and luxury in the Empire State.
The Bay Breeze Estate in Bellport is a waterfront retreat with panoramic bay views, an opulent pool house, and a private dock—an embodiment of early 20th-century elegance tailored for modern indulgence. In Larchmont Manor, the Point O’ View estate offers a glimpse into Gilded Age splendor with a sprawling shoreline property, a historic boathouse, and lavish entertaining spaces. Meanwhile, the Chappaqua estate fuses the charm of its 1906 origins with high-end contemporary features, boasting a heated pool, a guesthouse, and architectural details that nod to a bygone era of grandeur.
Each estate stands as a testament to craftsmanship and vision—where historic bones meet present-day comfort, and where every corner tells a story of ambition, refinement, and New York’s ever-evolving legacy of luxury.
1. Bay Breeze Estate
The $7,250,000 “Bay Breeze” waterfront estate in Bellport spans 7,200 sq. ft. with 5 bedrooms and 8 bathrooms on 2.5 acres. Built in 1915, the home features a study, lounge with bar, oversized kitchen, and multiple recreation areas. The property includes a pool house, a 20×50 heated Gunite pool and spa, a Har-Tru tennis court, and a 248′ marine wall with a private dock. Additional amenities include a fitness wing, a third-floor recreation area, and a three-tee wedge range with a “caddy shack.”
Where is Bellport Village, NY?
Bellport Village, NY, is a small, historic waterfront community located on the South Shore of Long Island in Suffolk County. It is approximately 60 miles east of New York City and about 30 miles west of the Hamptons. The village sits along the Great South Bay, offering access to beaches, marinas, and a vibrant arts and dining scene.
Living Room
A spacious living room with large glass doors opening to an outdoor view of the ocean. A fireplace with a marble surround is on one side, and a television is mounted above it. Neutral-colored furniture, a light blue rug, and decorative elements are arranged for a contemporary style.
Dining Room
Dining room with a glass-top table surrounded by green velvet chairs. Large windows allow natural light to fill the space. A chandelier hangs above the table, and modern artwork is placed on the walls. Light wood paneling and French doors contribute to a classic yet updated aesthetic.
Home Office
Dark wood paneling, built-in bookshelves filled with books, and a large wooden desk. A tufted leather chair is positioned behind the desk, with additional seating in front. Large windows provide natural light and views of the outdoors.
Pool
Rectangular swimming pool surrounded by a red brick patio and greenery. Lounge chairs and outdoor seating are arranged around the pool. A small pool house with a covered porch sits at one end, offering additional outdoor relaxation space.
Source: Coldwell Banker
2. Majestic Waterfront Estate
The $6,895,000 “Point O’ View” waterfront estate in Larchmont Manor spans 7,054 sq. ft. with 9 bedrooms and 7 bathrooms on a prime shoreline property. Built in 1903, the home features a grand foyer, formal dining room, chef’s kitchen, family room, and a primary suite with a private deck. Outdoor amenities include a pool, a boathouse, and lush lawns with waterfront views, all within close proximity to beaches, parks, and midtown Manhattan.
Where is Larchmont, NY?
Larchmont, NY, is a suburban village in Westchester County, located along the Long Island Sound. It is approximately 18 miles northeast of Midtown Manhattan, making it a desirable commuter town with access to Metro-North Railroad. Known for its waterfront parks, historic homes, and vibrant downtown, Larchmont offers a mix of coastal charm and suburban convenience.
Living Room
Light-colored furniture, a beamed ceiling, and a fireplace with a white mantel. Large windows with sheer curtains allow natural light to enter. A glass coffee table and decorative elements create a cohesive design.
Kitchen
Warm-toned cabinetry, a central island, and a tiled floor. An arched alcove with a backsplash serves as a focal point. Large windows provide a view of the water, and pendant lights hang above the island.
Bedroom
Light-colored upholstered bed, white bedding, and two bedside tables with lamps. Large windows with white trim provide natural light and an outdoor view. A textured area rug covers part of the hardwood floor.
Pool
Kidney-shaped swimming pool surrounded by a stone patio with seating and dining areas. Pool overlooks a waterfront with a clear view of the city skyline in the distance. Greenery and trees frame the space.
Source: Coldwell Banker
3. Newly Constructed 1906 Estate
This $10,995,000 estate in Chappaqua spans 7,055 sq. ft. with 5 bedrooms and 9 bathrooms, set on 7.29 private acres. Built in 1906 and newly renovated, the home features coffered ceilings, mahogany doors, oak floors, a chef’s kitchen with Miele and Wolf appliances, and multiple offices and entertainment spaces. Outdoor amenities include a bluestone terrace, a heated LED-lit pool with fire bowls, and a separate Greek Revival-style guesthouse. Located minutes from Bedford, the Saw Mill River Parkway, and Metro-North, the property offers luxury living with easy access to NYC.
Where is Chappaqua, NY?
Chappaqua, NY, is a suburban hamlet in Westchester County, located about 30 miles north of Midtown Manhattan. Known for its top-rated Chappaqua Central School District, it is a sought-after residential community with a blend of historic charm and modern amenities. The area offers a vibrant downtown, nature preserves, country clubs, and convenient access to Metro-North Railroad for an easy commute to New York City.
Foyer
Dark wood flooring contrasts with white walls and trim. A staircase with black steps and white risers leads to the upper level. Columns and recessed lighting add architectural detail.
Dining Room
A long wooden dining table is surrounded by white slipcovered chairs with black accent pillows. Floor-to-ceiling windows provide natural light and views of the exterior. Dark wood floors contrast with white walls and ceiling beams.
Living Room
White sofas and accent chairs are arranged around a wooden coffee table. Large windows and glass doors allow for natural light. Artwork, plants, and decorative elements add to the contemporary design.
Backyard with Pool
White colonial-style home with large columns overlooks a landscaped backyard. A swimming pool is surrounded by lounge chairs and umbrellas. Stone fire pits and seating areas provide additional outdoor relaxation spaces.
Source: Coldwell Banker
