The median home value in Head Of The Harbor, NY is $1,200,000.
The national median home value is $308,980.
The average price of homes sold in Head Of The Harbor, NY is $1,200,000.
Head Of The Harbor real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Head Of The Harbor real estate agent to arrange a tour today!
Learn more about Head Of The Harbor.
A truly one-of-a-kind gated compound set on 2.4 lush meticulously manicured acres. This remarkable estate exudes a sense of serenity combined with a modern, open concept. Designed for those who appreciate high-end custom features and the finest in craftsmanship, this property offers an extraordinary living experience. This entertainer's paradise boasts an open and sophisticated living space designed for both relaxation and hosting. The dramatic two-story entry hall, with its grand double doors, sets the tone for the luxurious interior. High end custom systems throughout ensure comfort and efficiency. The expansive gourmet commercial-grade chef's kitchen is a culinary dream, equipped with top-of-the-line appliances and exquisite finishes. The magnificent primary bedroom suite serves as a luxurious retreat, featuring two separate bathrooms, a large seating area, a spacious walk-in-closet & spiral staircase to a roof top deck. 4 additional second floor bedrooms and 3 full bathrooms provide space for everyone to relax and unwind. An elevator provides convenience and access to all floors. The full basement includes a full home theatre, gym, sauna, climate controlled wine room, 2 full bathrooms & additional guest quarters. The grounds of this home are an absolute haven and a landscaper's dream come true with every planting thoughtfully situated. Designed for ultimate relaxation and social gatherings, this backyard retreat features a gorgeous in-ground pool, beautiful patios, surround sound speakers, built in BBQ, endless entertainment areas, cozy fire pit, hot tub & beautiful walkways surrounded by lush lawns, specimen trees and plantings. The separate pool house with large mahogany deck offers 2 full baths and additional living space, ideal for guests or a private hideaway. The resort like separate full bar is truly an entertainer's dream with every amenity and bi folding doors to a private seating area. You will never want to leave your own backyard sanctuary. Every detail of this property has been thoughtfully curated to provide a lifestyle of supreme sophistication and comfort. This unique estate offers an unparalleled living experience, blending high-end custom features & amenities with exceptional design and luxury. Don't miss the chance to own this exquisite property that you must see to appreciate.
Step into a world of timeless elegance and unparalleled prestige at The Mallows the crown jewel of the North Shore and one of the most exclusive waterfront estates in Head of the Harbor Village. Originally commissioned by the illustrious Astor family and masterfully designed by acclaimed architect Charles Platt, this historic masterpiece sprawls across 4+ acres of exquisitely landscaped grounds with over 300 feet of private beachfront on Stony Brook Harbor, offering commanding west-facing sunset views that stretch across the Long Island Sound to Connecticut. This is more than a residence it s a statement. A sanctuary where Gilded Age grandeur meets refined modern luxury. From the moment you arrive, you're greeted by an enchanting cobblestone driveway and sweeping limestone patio that set the stage for a resort-style lifestyle. Outdoor amenities rival the finest private clubs a heated saltwater pool, hot tub, private tennis court, waterfront gazebo, and serene gardens including a vegetable garden and charming chicken coop, all thoughtfully curated for entertaining and tranquility alike. Inside, the estate unfolds with 11 bedrooms, 5.5 bathrooms, and 14 fireplaces, all artfully restored to preserve the home s stately character while embracing contemporary sophistication. A 3-bedroom guest cottage offers additional space for hosting in luxury. Every inch of this estate speaks to craftsmanship and distinction: soaring 9.5-foot ceilings, rich custom millwork, an elegant library, and a breathtaking glass conservatory off the primary suite, framed by hurricane-rated Marvin windows and doors. A four-season glass room seamlessly extends from the family room, offering panoramic harbor views year-round. Entertain in grandeur with a professional-grade chef s kitchen equipped with Viking appliances, Sub-Zero refrigeration, and a gas range adjacent to a formal dining room designed for unforgettable gatherings. Additional luxuries include a three-level elevator, a sprawling wine cellar, and every detail one would expect in a world-class estate. Perfectly positioned just moments from Stony Brook Yacht Club, Avalon Nature Preserve, Stony Brook Village, and LIRR access, this remarkable estate also falls within the award-winning Three Village School District. The Mallows is more than a home it s a generational legacy, an iconic waterfront retreat, and a once-in-a-lifetime opportunity to own the most coveted estate on the North Shore.
Welcome to 1 Meadow Gate East....A Stunning Estate with endless possibilities, set on 2 beautiful acres in the desirable Incorporated Village of Head of the Harbor! As you step through the elegant front doors, you re welcomed by a bright and inviting atmosphere, w/ natural light pouring in and peaceful views of the natatorium w/ Resort style Indoor Premium PebbleTec Pool, offering a perfect mix of comfort and flexibility. The spacious 5-bedroom, 5-and-a-half-bathroom layout includes a Gorgeous Chefs kitchen with high-end Stainless steel Appliances Appliances, a Crawford ceiling, and a stone fireplace, seamlessly flowing into the oversized Family Room. All bathrooms have been thoughtfully renovated with stylish finishes and exquisite attention to detail. Throughout the home, you'll find custom moldings and beautiful tile floors that add character and charm to every room. The Formal Dining Room features a stunning silver-leaf ceiling and unique details, the primary bedroom ensuite provides a serene retreat, complete with a luxurious spa-like bathroom W/Soaking Jacuzzi Tub & Separate Shower, You will also find a Beautiful Walk In Closet W all Custom Cabinetry. Step upstairs & you will find 3 Additional spacious Bedrooms and 2 Full Bathrooms. The guest Bedroom is on the main level offering ample space and plenty of privacy. The lower level has been beautifully renovated, with a natatorium, gym, sauna, hot tub, game room, home theatre, and even a room for arts and crafts, also an attached three-car heated garage providing ample storage space. Outside, enjoy the expansive grounds with a lovely deck, Outdoor Kitchen and fire pit, perfect for entertaining .Additional features include, a whole-house Generac generator, CVAC, IGS System w/ 20 Zones, two 1000-gallon propane tanks, whole house Security System, Control4 home automation system, and so much more. Just minutes from the charming town of St. James, the renowned Nissequogue Golf Course, bordering 9-acres of picturesque woods and a stone s throw to nearby private beaches & Marina this one-of-a-kind property beautifully blending the outdoors with the indoors is truly a must-see!
A Stunning home, nestled on 2 acres, offering incredible attention to detail. The open floor plan offers in excess of 5000 ft. with five bedrooms and 4 1/2 baths. Upon arrival, you are greeted by a gracious two-story entryway leading to a dramatic great room with gas fireplace and double-height coffered ceiling. The formal living room and dining room have 9 foot ceilings and an abundance of natural light. Oversized chef's kitchen provides a breakfast nook, serving area, coffee bar, and pantry. A guest suite, office and laundry round out the main level. Both staircase lead to the second level where you will find a well appointed primary suite. The space includes fireplace, walk-in closets and luxurious bath with radiant floors and steam shower. Enjoy an additional three bedrooms, two en-suite, plus an additional bath. Extra space includes full basement with 9 foot ceilings and walkout entrance, oversize three car garage, 300 amp service. The home is generator ready. Convenient proximity to New York City. This home provides stunning finishes, mill work and quality construction with access to the North Shore's finest dining, shopping and recreational activities.
Incredible Level 3.5 Pastoral Acres..with Detached Cottage with so many possibilities & 2 Stall Horse Bldg./Welcome to this updated classic country colonial where modern amenities blend seamlessly with timeless charm. This thoughtfully renovated home features gas heat, central air, updated Andersen windows, updated baths, gleaming wood floors, and custom millwork. The kitchen shines with stainless steel appliances, gas cooking, and white cabinetry, while spacious formal rooms, a wood burning fireplace, and a sunroom add warmth and elegance. The recently renovated large primary bedroom suite includes a beautiful ensuite bath. Set on 3.5 lush acres, the property offers a detached 1 car garage with additional potential room for guest quarters, a 2-stall stable, a sparkling inground pool with an updated liner and bluestone patios as well as a partially fenced yard. Ideally located near town, and Stony Brook Hospital & University. Perfect for horses. This gracious home and property evoke the serene ambiance of a tranquil country estate.