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$1,498,000
5 Beds ⋅ 5 Baths ⋅ 1033980 MLS
Built in 2018, this custom Colonial offers approximately 4,300 square feet of thoughtfully designed living space on a beautifully landscaped 0.53-acre property within the prestigious gated community of Hamlet Estates in Saint James. Combining quality construction, modern energy-efficient design, and an exceptional floor plan, the residence features five bedrooms, four full bathrooms, one half bath, a three-car attached garage, and spacious interiors designed for comfortable everyday living and entertaining. The welcoming entry leads to bright, open living spaces highlighted by a dramatic family room with cathedral ceilings, creating an impressive sense of volume and natural light. Formal living and dining areas, a home office, and a first-floor guest suite provide flexibility for today's lifestyle, while the thoughtfully designed layout accommodates both daily living and large gatherings. The gourmet eat-in kitchen is appointed with custom cabinetry, granite countertops, stainless steel appliances, and generous workspace, making it equally suited for casual meals and entertaining. The adjoining family room serves as the heart of the home, while the expansive paved patio and professionally landscaped backyard offer serene views of a picturesque lake, creating a tranquil backdrop for seamless indoor-outdoor living. The primary suite offers a private retreat complete with a spa-inspired bath featuring a Jacuzzi tub, while a second primary-style suite on the first floor enhances the home's versatility for multigenerational living or long-term guests. The remaining bedrooms are generously sized and well served by the home's four-and-a-half-bath layout. Additional highlights include a full basement with approximately 10-foot ceilings offering exceptional finishing potential, ENERGY STAR-qualified construction and mechanical systems, insulated windows and doors, smart thermostat technology, central air conditioning, natural gas heating, central vacuum system and an attached three-car garage. These features combine to provide both long-term efficiency and modern comfort. Hamlet Estates is an exclusive gated community offering 24-hour guard-staffed security and an outstanding collection of resort-style amenities, including a clubhouse, outdoor swimming pool, fitness center, sauna, tennis courts, basketball court, putting green, paddle boats, and beautifully maintained common grounds. Residents also benefit from the highly regarded Smithtown Central School District, making this one of the area's premier luxury communities. HOA common charges apply.

29 Hamlet Woods Drive, Saint James
$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 fireplace and 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's electric service has been upgraded to 450 amp in 2022, and also has a whole house natural gas generator, providing comfort along with 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, new full bathroom, 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. This Head of the Harbor home is surrounded by the charm of Nissequogue, Smithtown, Saint James and Stony Brook. Imagine days spent exploring local beaches, enjoying waterfront activities, or unwinding at nearby fine dining establishments, vineyards and local parks. For boating enthusiasts, this lifestyle is a dream come true. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James
$1,589,000
5 Beds ⋅ 4 Baths ⋅ 1024519 MLS
Spectacular 5 BR, 3.5 Bath Post-Modern Colonial in a premier 24hr gated community. This home has been extensively updated with incredible attention to detail. Features include brand-new solid oak hardwood floors throughout the entire house. The spacious kitchen is beautifully updated with a brand-new dishwasher, a high-efficiency exhaust fan, and sleek new countertops with a deep-basin sink. Enjoy a grand open layout, sun-drenched principal rooms, a family room with a fireplace, and a massive primary suite. Pristine 0.41-acre property with a 3-car garage and full basement. Resort-style community amenities include a private clubhouse, sparkling pool, fitness center, and Playground. Smithtown School District. Impeccably maintained with too many updates to list—this turn-key gem feels brand new!

35 Monterrey Drive, Saint James
$1,999,999
5 Beds ⋅ 5 Baths ⋅ 992489 MLS
Welcome to this spacious 5-bedroom, 5-bath Colonial set on 1.70 acres in the desirable Head of the Harbor section of Saint James. This 4,788 sq ft home features a functional layout with a first-floor bedroom and full bath, formal dining room, living room, and an open kitchen with granite countertops, center island, and eat-in area leading to a large family room with fireplace. The second level includes a primary suite with walk-in closets and a private bath, along with additional generously sized bedrooms. Additional highlights include hardwood flooring, crown molding, high ceilings, central air, and natural gas heating. The full finished basement offers additional living space with a lavatory. Exterior features include a 3-car garage, private driveway, and an in-ground pool. Conveniently located near major roadways, shopping, and Smithtown schools.

2 Deepwells Lane, Saint James

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.