5-Bedroom Homes for Sale in Nassau Point

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 10,000 sq. ft. and seamlessly blends period architecture

Bridget Elkin Compass Greater NY LLC

An extraordinary waterfront retreat set on 3.5 acres, featuring a saltwater pool and private dock. Nestled in an exclusive estate setting, this meticulously custom-built residence offers breathtaking water views and 290 feet of prime waterfront access, complete with a deepwater dock—ideal for boating enthusiasts. Crafted with precision and exceptional designer finishes, this home boasts a soft,

Susan Orioli Engel & Volkers North Fork

Welcome to a unique luxury waterfront estate, perfectly situated overlooking the Peconic Bay, with stunning views of Robin's Island and the Hamptons. With over 100 feet of sandy beach and surf, this custom-built residence features a guest house on the property, a lower-level waterside sun deck, and a covered mahogany porch. It's an ideal spot for early sunrises, enjoying the bay breeze, or

Alexis Meadows Douglas Elliman Real Estate

Presenting a rare opportunity in the tiny village of New Suffolk. This slice of paradise is situated on the easterly side of West Creek along Grathwohl Road. This move in ready home is an oasis, consisting of the main house, beautifully appointed inground pool, pool house, outdoor kitchen and offered with this amazing property is a private guest cottage that can be used as overflow for family and

Frederick Markham Daniel Gale Sothebys Intl Rlty

Rarely available in size, scope, and setting, this generational Nassau Point estate is a standout along the Peconic Bay—its beauty long admired by passing boaters. Set on 4.23 acres with over 300 feet of private beachfront, it offers unmatched privacy in one of the North Fork’s most desirable waterfront enclaves. At its heart is a nearly 9,000-square-foot residence that masterfully blends

Bridget Elkin Compass Greater NY LLC

INCOME PRODUCING with LEGAL/APPROVED ACCESSORY APARTMENT and Tenants Currently in PLACE. You are right across from Deep Hole Creek in a Custom Cape on a partially wooded lot, set back from the Street. Perfect location and size for either a Seasonal Getaway Home, yet spacious enough for Year Round Living. MAIN House has Living Room with Fireplace and Dining Room Combination, Kitchen that

Deirdre Fedun Fedun Real Estate Inc

Past meets present in historic New Suffolk. The mid 19th century Captain Webb house has been transformed for modern living from the ground up, while retaining original character and details. Set on a generous .38+/- acre corner lot on coveted Jackson Street in the heart of the village, the 5-bedroom, 5.5 bath home with pool is just one block from sandy Peconic Bay beaches. The first floor

Marianne Collins Brown Harris Stevens (Mattituck)

Experience iconic North Fork waterfront living at this exquisite retreat located in the heart of Cutchogue. Perfectly situated on over an acre of land with 150 feet of direct water frontage on East Creek, this designer-curated, turn-key home offers unrivaled luxury, serenity, and access to all the region’s most celebrated amenities—award-winning wineries, farm stands, pristine beaches, and

Susan Orioli Engel & Volkers North Fork

Serene Lake Front Estate in Mattituck Situated on over an acre of tranquil waterfront, this peaceful and private estate offers stunning views of Maratooka Lake and a lifestyle of luxury and relaxation. Located just minutes from the heart of Mattituck and New Suffolk Beach, this 3000+ sq ft home is a rare North Fork gem. The residence features 5 bedrooms, including a luxurious primary suite with

Kristy Naddell Douglas Elliman Real Estate

Mattick Oasis – The Ultimate Mini Estate! Situated in a prime location, this home offers the perfect blend of luxury, comfort, and practicality. This spacious home features two cozy fireplaces, a dedicated office space, and an attached two-car garage. For car enthusiasts or hobbyists, a multi-car detached garage provides ample space for all your needs. Step outside and immerse yourself in

Kristy Naddell Douglas Elliman Real Estate

INDIAN NECK FARM: UNPARALLELED - UNRIVALED - UNSURPASSED Nestled along a deep-water creek on the North Fork of Long Island lies a once-in-a-lifetime, 148-acre waterfront estate. The perfect sanctuary for you and your guests to escape the frantic pace of everyday life. This extraordinary legacy assemblage is also refuge for an abundance of wildlife, including quail, pheasant, songbirds, owl, and

Sheri Winter Parker Corcoran