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3 Gate Road, Head Of Harbor
$979,000
4 Beds ⋅ 3 Baths ⋅ 1057272 MLS
Classic Center Hall Colonial in Head of the Harbor, Welcome to this charming 4-bedroom, 2.5-bath Center Hall Colonial, ideally situated on 2.19 acres in the Head of the Harbor area of St. James, NY. Built in 1963, this well-maintained home offers timeless character, spacious living, and an exceptional location. Step inside to discover beautiful wood floors and classic wood doors, adding warmth and character throughout the home. Marvin windows provide quality, natural light, and lasting appeal. The property features a cedar deck, perfect for relaxing outdoors or entertaining while enjoying the privacy and expansive grounds. A detached shed provides additional storage, while the two-car garage offers convenient parking and workspace. The full unfinished basement provides abundant storage and flexible space for future use—whether you envision a recreation area, workshop, home gym, or additional living space. The home's location is a true highlight, with convenient access to the LIRR, St. James town, local shopping and dining, and the beautiful North Shore beaches. The property offers a rare combination of space, privacy, character, and convenience. A rare opportunity to own a spacious Colonial on over two acres in one of St. James' most private locations. Bring your vision and make this special property your own.

3 Gate Road, Head Of Harbor
20 Overton Pass, Saint James
$1,449,999
4 Beds ⋅ 3 Baths ⋅ 1054875 MLS
****LOCATION LOCATION ******Brand-new luxury construction in the heart of St. James beautifully designed 4-bedroom, 3-bath home offering high-end finishes, thoughtful craftsmanship and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence offers a sense of privacy while remaining close to the Village of Head of the Harbor and all that St. James has to offer. The home features an inviting front porch, spacious interiors, a full basement. Outdoor spaces are equally impressive with a patio, professionally designed landscape beds and spacious side yard. Conveniently located within the Smithtown Central School District and close to St. James Elementary, Nesaquake Middle School and Smithtown High School East. Current property data places St. James Elementary approximately 0.4 mile away, Nesaquake Middle School approximately 1.5 miles away and Smithtown High School East approximately 1.3 miles away. Ideally situated in the heart of desirable St. James, offering the perfect blend of North Shore charm, history and convenience. Enjoy close proximity to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby Head of the Harbor, Stony Brook Harbor, scenic beaches, parks and waterfront destinations complete an exceptional lifestyle in one of the North Shore’s most distinctive communities. ******“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”****

20 Overton Pass, Saint James
18 Overton Pass, Saint James
$1,449,999
4 Beds ⋅ 3 Baths ⋅ 1053682 MLS
**** LOCATION LOCATION LOCATION***** Nestled in the heart of the desirable Saint James, this brand-new luxury construction offers the perfect blend of North Shore charm, history, and convenience. This beautifully designed 4-bedroom, 3-bath home boasts high-end finishes, including a chef’s kitchen with a center island, a stone fireplace, luxury chandeliers, wide plank white oak flooring, thoughtful craftsmanship, and modern living throughout. Set within a private, tucked-away neighborhood with only two points of access, this exceptional residence provides a sense of privacy while still being close to the Village of Head of the Harbor and all that St. James has to offer. The inviting front porch, spacious interiors, and full basement with tremendous potential make this home truly special. An attached two-car garage with direct interior access adds to its convenience. Outdoor spaces are equally impressive, featuring a patio, professionally designed landscape beds, and a beautifully constructed retaining wall with stone stairs to the back yard. Conveniently located within the Smithtown Central School District, this home is close to St. James Elementary, Nesaquake Middle School, and Smithtown High School East. It’s also close to the historic St. James village center, local shops and dining, the landmark St. James General Store, and the St. James LIRR station. Nearby, you’ll find Head of the Harbor, Stony Brook Harbor, scenic beaches, parks, and waterfront destinations, making it an exceptional lifestyle in one of the North Shore’s most distinctive communities. *****“Photos shown are renderings for illustrative purposes only and are subject to change. Final construction, finishes, materials, landscaping, colors, fixtures and other details may vary from those depicted. Renderings are not intended to be a representation or guarantee of final completion. Buyer to verify all features, specifications and finishes with builder/seller.”***

18 Overton Pass, Saint James
1 Valleywood Court W, Head Of Harbor
$1,500,000
3 Beds ⋅ 3 Baths ⋅ 1040036 MLS
Elegant and Unique Colonial set on 2 Beautifully Landscaped Acres in the highly Sought After Village of Head of the Harbor. This Spacious Home Offers 3/4 Bedrooms. 3 Traditional Bedrooms Plus a Versatile Bonus Room That Can Easily Function as a 4th Bedroom. Generous-Size Principal Rooms Create an Inviting Layout for Everyday Living and Entertaining. The Home Features a Warm and Welcoming Living Room, a Formal Dining Room, and a Charming Den Highlighted by a Stunning Stone Fireplace. A Separate Study/Home Office Further Enhances This Home’s Valuable Versatility. The Updated Eat in Kitchen Provides Excellent Workspace and Views of the Serene Property. Additional Features Include: 2.5 Baths, Central Air Conditioning, a Full Finished Basement, 2 Car Garage, an Unfinished Walk-Up Attic with Vaulted Ceilings (see floorplan for dimensions), Spacious Deck Overlooking the Picturesque Grounds, Separate Hot Water Heater, Crown Molding, Numerous Updates, and a Comfortable, Functional Floor Plan Enhancing this Home’s Appeal. Set in a Premier North Shore Village Known for Privacy, Natural Beauty, and Convenience, this Property offers an Exceptional Lifestyle Opportunity.

1 Valleywood Court W, Head Of Harbor

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.