Smithtown Homes with Estate Style

Welcome to Nissequogue, NY, a picturesque gem nestled in Suffolk County, where the charm of estate-style living meets the excellence of the Smithtown School District. This serene community offers an idyllic setting for families seeking both luxury and top-tier education.

Smithtown School District is renowned for its commitment to academic excellence and holistic development. With a range of innovative programs and extracurricular activities, students are encouraged to explore their passions while receiving a solid foundation in core subjects. The district boasts a series of highly-rated elementary, middle, and high schools, all dedicated to fostering a supportive and engaging learning environment. Parents can rest assured knowing their children are receiving an education that prepares them for future success.

Nissequogue is characterized by its stunning estate-style homes, each exuding elegance and sophistication. These properties often feature sprawling lawns, exquisite landscaping, and luxurious amenities, making them perfect for families who appreciate both comfort and style. Imagine coming home to a beautifully designed residence, complete with modern conveniences and classic architectural details that reflect the area's rich history.

Living in Nissequogue means enjoying a community that values both education and lifestyle. With its close proximity to parks, nature reserves, and the scenic Long Island Sound, residents can indulge in outdoor activities while being part of a vibrant community. Whether you’re drawn by the allure of estate-style homes or the exceptional education provided by the Smithtown School District, Nissequogue is a place where dreams become reality. Come discover your perfect home in this enchanting locale!

Newest Smithtown Homes with Estate Style

$3,995,000

7 Beds ⋅ 6 Baths ⋅ 1022766 MLS

Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

$3,575,000

6 Beds ⋅ 7 Baths ⋅ 1014535 MLS

Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every detail was thoughtfully redesigned with an emphasis on exceptional craftsmanship, modern functionality, and elegant living. Rich white oak floors, custom stone surfaces, and exquisite finishes create an atmosphere that is both sophisticated and inviting. Designed for everyday living and exceptional entertaining, the chef’s kitchen features an expansive custom pantry that functions like a second kitchen, built-in wine storage, and a beautifully appointed wet bar. The dramatic great room, highlighted by soaring ceilings and a gas fireplace, serves as the heart of the home, while a separate entertainment room featuring a wood-burning fireplace with easy access to convert to gas provides additional space for gathering and celebrating. Offering six bedrooms and seven baths, including two luxurious suite options with spa-inspired baths, heated floors, generous walk-in closets, and refined finishes, the home provides exceptional flexibility and comfort. A distinctive spiral staircase leads to a charming tower overlooking the estate, creating a truly unique architectural feature. Beautifully integrated infrastructure and modern systems complement the home’s exceptional design, providing the comfort, efficiency, and functionality expected in a residence of this caliber. Outside, a heated saltwater pool with stadium steps and bench seating is surrounded by an expansive paver patio, creating the perfect setting for outdoor entertaining. Mature trees and thoughtfully designed landscaping enhance the privacy and beauty of the level two-acre property. A grandfathered horseshoe driveway with dual Belgian block entrances welcomes you home, a highly sought-after feature in Nissequogue’s renowned horse country. Located less than a mile from two beaches, including one with deeded access, this exceptional property offers a rare opportunity to enjoy luxury North Shore living in one of Long Island’s most renowned communities.

523 Long Beach Road, Nissequogue

$10,800,000

5 Beds ⋅ 8 Baths ⋅ 996747 MLS

The great statesman, Daniel Webster, (January 18, 1782-October 24 1852) famously remarked, “Long Island Sound is our American Mediterranean.” Indeed, it is. Summerwind. This waterfront enclave, nestled along a uniquely picturesque stretch of Long Island Sound, boasts epic sunrise and sunset views. With architecture and design by world-renowned CetraRuddy Architects, the carefully curated plan demonstrates timeless elegance and understated luxury. The exterior, clad in white stucco and trimmed in fossilized Atlantic shell stone, is complemented by a striking clay tile roof; a design painstakingly supervised by Ludowici’s renowned Master color specialists. Double 11-foot-tall iron entry doors open into the 50-foot-long entrance hall; its intricately carved, painted wood ceilings, soaring to a height of 24-feet, make an indelible first impression. The antique black and white marble and European smoked oak herringbone floors throughout exude Old World charm, and the hand-forged iron balusters and intricately hand-carved rails of the staircase add a touch of whimsy. Entertaining is a delight in the banquet-sized dining room, where a 17th-century Louis XIII limestone mantel takes center stage, complemented by a wet bar, wine refrigeration, and seating for up to 24 guests. The kitchen is the heart of the home and a chef's dream, featuring a raised fireplace hearth finished with 300-year-old French clay tiles, ideal for wood-fired cooking. The expansive custom cabinetry with brass Waterworks hardware provides abundant storage, with a suite of top-of-the-line Wolf and Sub-Zero appliances. The library boasts a dazzling 1920s Baccarat chandelier and a wood-burning fireplace framed by a meticulously carved stone mantel from Orvieto, Italy, circa 1710. The sunken music room, framed by an entire wall of windows, overlooks Long Island Sound, offering the best interior perch for the most epic golden sunsets. The south-facing Moroccan-themed conservatory is bathed in sunlight from the early morning until mid-afternoon, making for very satisfied plants overwintering in this warm, happy space. By evening, the soft glow of a Murano fixture circa 1940 transforms the room into a moody gathering place. Each of five bedrooms offers en suite baths and outdoor space overlooking the breathtaking Long Island Sound. (Two of the five bedrooms have wood-burning fireplaces). An extraordinarily appointed lounge, inspired by Ralph Lauren’s legendary Polo Bar, defines the lower level of the home. Additional amenities here include a soundproof screening room, full wet bar, a professionally audio-tuned listening lounge for vinyl buffs, fitness room with traditional and infrared sauna, expansive laundry room, 3-car garage, and another en suite bedroom, ensuring every need is met in this exceptional home. The grounds of this very private property include a treillaged rose garden, a stone fire pit, Italian wrought iron day beds, a full outdoor kitchen by Hestan, and a private beach with retractable access stairs. Situated equidistant between Long Beach and Short Beach on Long Island's tony North Shore, any and all aquatic activities are readily available, including nearby docking and mooring rights. Other featured local attractions include the beloved Saint James General Store (a fixture on the National Register of Historic Places), Harmony Vineyards, Avalon Nature Preserve, canoeing and kayaking on the Nissequogue River, equestrian facilities, a private golf club, and boating on Long Island Sound. Broker/Owner.

Nissequogue

$6,750,000

6 Beds ⋅ 10 Baths ⋅ 990237 MLS

Soundview Haven is nestled on 11.2 Acres of verdant lawn, lush plantings and mature trees in the picturesque Incorporated Village of Nissequogue. Perfectly positioned on the property with magical views of the Long Island Sound and 322 feet of beachfront, this exceptional estate creates its own secluded enclave-ideal for those seeking privacy and tranquility. The gated entrance opens to a long bluestone drive that leads to this exquisite Hamptons shingled styled residence with fine architectural details and remarkable craftsmanship. Measuring more than 9000 square feet, this custom residence features a grand entrance hall with a spiral staircase, fine millwork and wood flooring throughout. Additional spaces include formal living room and dining room, butler's pantry, great room with soaring ceiling and floor to ceiling stone fireplace, Chef's kitchen with gathering Island and top of the line appliances, breakfast room, movie theater, conservatory with stone fireplace, 6 bedrooms, 7 full baths, 3 half baths, 2 laundry rooms, and 3 car garage that can accommodate lifts. The finished lower level offers additional space for recreation, a gym, and has an entrance to the outside. Professionally landscaped outdoor areas include Laykold tennis court, sparkling heated inground pool and spa, outdoor kitchen, firepit, cabana, slate patio and walkways. Smart home integration and a Briggs and Straton generator provide convenience and safety. Relax in this peaceful setting, stroll down to your beachfront and enjoy a swim, or delight in entertaining guests in these pleasant surroundings. Soundview Haven will captivate the most discerning buyer with its luxurious amenities, breathtaking water views and tranquility.

697 Short Beach Road, Nissequogue

$2,476,666

7 Beds ⋅ 7 Baths ⋅ 885277 MLS

HUGE PRICE REDUCTION OF $223,000! SELLERS ARE MOTIVATED! Make this home yours today! 9 Swan Place is a renovated estate offering over 8,300 square feet of luxurious living space in one of Long Island’s most coveted areas. Nestled in a pristine area, just across from Stony Brook Harbor, this private sanctuary embodies the best of North Shore living. The home is surrounded by the charm of Nissequogue, Smithtown, Head of the Harbor, 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. This elegant home features 7 spacious bedrooms and 6.5 baths, including 5 newly updated bathrooms in marble and quartz. The sprawling first-floor primary suite is a true retreat, boasting his-and-hers walk-in closets, a marble fireplace-accented sitting room, and a spa-like marble bathroom with a hot tub just steps away on your private deck. Two additional bedrooms and a full bath on the main floor make this home ideal for multigenerational living. Vaulted ceilings and natural light define the expansive great room, sunroom, and chef’s kitchen, complete with premium stainless steel appliances, a granite-topped island, and updated light wood cabinetry. The sunroom’s new French doors lead to a sprawling 3,000 sq. ft. deck, perfect for entertaining or simply soaking in your serene surroundings. Outside, the 2-acre professionally landscaped property offers resort-style amenities: a heated gunite pool with three waterfalls, a fire pit, volleyball court, stone patio, and an outdoor kitchen. Whether hosting or relaxing, this home has it all. RECENTLY RENOVATED: KITCHEN CABINETS, BATHROOMS, ENTERTAINMENT ROOM, HVAC, HARDWOOD FLOORS, LANDSCAPING, POOL & DECKS. Located in the sought-after Smithtown School District and surrounded by the vibrant lifestyle of the North Shore, this home is the epitome of luxury and comfort. Hidden halfway between NYC and The Hamptons, this glorious home is meticulously renovated while overflowing with natural light. Don’t miss the chance to make it yours.

9 Swan Place, Nissequogue

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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.