Head Of The Harbor Homes for Sale

Welcome to Head of the Harbor, a picturesque gem nestled within the charming town of Hauppauge, Suffolk County, New York. This exclusive neighborhood is renowned for its serene ambiance, lush landscapes, and a close-knit community feel that makes it a coveted place to call home. With its proximity to both nature and urban conveniences, Head of the Harbor strikes the perfect balance for families, professionals, and retirees alike.

As you stroll through the tree-lined streets, you’ll be enchanted by the stunning homes that grace the area. Each residence boasts unique architectural styles, from contemporary designs to classic colonial charm, catering to a variety of tastes and preferences. The homes for sale in Head of the Harbor offer spacious layouts, expansive yards, and modern amenities, making them ideal for both entertaining and everyday living. Many properties feature breathtaking views of the surrounding nature, providing a tranquil retreat just moments from the hustle and bustle of city life.

The community is not only defined by its beautiful homes but also by its commitment to preserving the natural beauty of the area. Residents enjoy easy access to nearby parks, walking trails, and waterfront activities, perfect for outdoor enthusiasts. Additionally, Head of the Harbor is conveniently located near top-rated schools, shopping centers, and dining options, ensuring that everything you need is within reach.

Discover the charm and elegance of Head of the Harbor, where your dream home awaits. Explore the current listings and envision a life of comfort and tranquility in this idyllic neighborhood.

Newest Head Of The Harbor Homes for Sale

$2,375,000

5 Beds ⋅ 4 Baths ⋅ 1027926 MLS

Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home provides comfort and style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery across the 2 acre property. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James

$2,399,000

6 Beds ⋅ 5 Baths ⋅ 1010665 MLS

Nestled within one of Long Island’s most coveted North Shore enclaves, 15 The Chase presents a rare opportunity to experience refined estate living in the prestigious Village of Head of the Harbor. Privately set amid mature trees and manicured grounds in the highly coveted White Spruce Farms community. This exceptional residence combines timeless architectural elegance with modern comfort, with expansive living spaces filled with natural light of generous proportion and seamless indoor-outdoor flow creating a tranquil retreat just moments from the harbor, beaches, yacht clubs, vineyards and nature preserves. Set on two beautifully landscaped level acres of property designed for both everyday enjoyment and sophisticated entertaining. This private estate seamlessly blends timeless elegance, modern luxury, and resort-style living. A grand two-story foyer introduces the home's sophisticated interiors, where soaring cathedral ceilings, gleaming hardwood floors, abundant natural light, and exquisite architectural details create an atmosphere of warmth and refinement. Thoughtfully updated throughout, every space has been designed with both everyday comfort and effortless entertaining in mind. The recently renovated chef's kitchen serves as the heart of the home, featuring a dramatic Crawford ceiling, custom crown and box moldings, quartzite-topped center island, and a suite of premium appliances including a Sub-Zero refrigerator, Bosch range, double ovens, microwave drawer, and dishwasher. The kitchen flows seamlessly into the impressive great room, highlighted by a floor-to-ceiling stone wood-burning fireplace and walls of windows overlooking the picturesque grounds. Elegant entertaining spaces continue with a gracious formal living room accessed through glass pocket doors, and a spacious dining room perfectly suited for hosting intimate gatherings or larger celebrations. The main level offers five generously proportioned bedrooms and three full bathrooms, including two recently renovated baths appointed with refined finishes. Upstairs, an expansive loft with hardwood floors overlooking the great room provides additional living and entertaining space and leads to the luxurious primary suite. This private retreat features hardwood flooring, custom closets, detailed millwork, and a stunning newly renovated spa-inspired bath complete with a soaking tub, oversized glass-enclosed shower, dual vanity, and exquisite Italian tile. The outdoor setting is nothing short of extraordinary. Professionally landscaped grounds surround a tranquil in-ground pool, complemented by multiple paver patios designed for elegant outdoor entertaining and relaxation. A sprawling Trex deck extends nearly the entire length of the home, creating a seamless connection between indoor and outdoor living. Additional highlights include a fully finished lower level with a full bath, offering exceptional flexibility for recreation, fitness, guest accommodations, or extended living space. Car enthusiasts will appreciate the rare offering of four garage spaces, including two attached and two detached garages. Recent improvements include extensive interior and exterior painting, newer windows, custom closet systems, wood flooring throughout most of the house and numerous thoughtful upgrades throughout. A wonderful opportunity awaits for you to own this property and reap the rewards of resort living in the White Spruce Farm Community within the Village of Head of the Harbor. Taxes Include Village Taxes of $3,199

15 The Chase, Saint James

$3,790,000

5 Beds ⋅ 8 Baths ⋅ 1000931 MLS

Have you ever dreamed of building your own CUSTOM HOME in a small village on Long Island? Look No Further! Set within one of Long Island’s most prestigious and private villages, this extraordinary custom-built estate offers over 7,000 square feet of refined living space with an Elevator to service all Floors, First Floor Primary Suite, radiant floors, 2 Saunas, 2 steam showers, full basement with full bathroom and outside entrance, outside back porch with fireplace and full bathroom from outside only. Private setting on a breathtaking 2.35-acre wooded property, complemented by an additional one-acre private driveway. A seamless blend of timeless architecture and modern luxury, this residence has been thoughtfully designed with superior craftsmanship and uncompromising quality throughout. Home is completed to a point where we can schedule tours. A sweeping asphalt and stone driveway with cobblestone edging welcomes you to this impressive two-story traditional home. Inside, an elevator to service all floors of the home, soaring ceilings create an unparalleled sense of space — including a dramatic 20'6" two-story foyer and family room, 10-foot ceilings on the main level, and a full 10-foot walk-out basement offering endless possibilities. Main Level Elegance. The heart of the home is a spectacular chef’s kitchen featuring: * Custom cabinetry * Granite or Quartz countertops * Expansive center island with prep sink * Radiant-heated porcelain flooring Entertain effortlessly in the formal dining room with built-in cabinetry, elegant millwork, and premium stone surfaces. The two-story family room showcases a modern linear gas fireplace beneath a coffered ceiling, creating a striking focal point. An en-suite bedroom provides flexibility for guests or extended family. Additional highlights include a radiant-heated powder room and a covered rear porch with gas fireplace — perfect for year-round outdoor living. Upper-Level Retreat: The second floor features **four en-suite bedrooms**, each with custom closet systems and wide White Oak flooring. The primary suite is a sanctuary, boasting a spa-inspired bath with a large steam shower, radiant heated floors, and deluxe Kohler fixtures. Exceptional Construction & Infrastructure: Built for longevity and performance, this estate includes: * Engineered wood web floor joists *Oversize 3 Car Attached Garage * 400-amp electric service * Natural gas service for heating, hot water, dryer, future generator & pool * Public water via Suffolk County Water Authority * Seven oversized drywells for optimal drainage Throughout the home, meticulous detailing includes wide White Oak hardwood flooring, heavy base moldings, chair rail and crown moldings, and an extra-wide custom staircase with open railings. In-ground Pool is an option and can be customized. 3D Reality Tours are samples of the builders work, not the exact same model we are building. A rare opportunity to own a masterfully constructed estate in one of Long Island’s most exclusive enclaves — where privacy, luxury, and timeless design converge.

550 Moriches Road, Head Of Harbor

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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.