luxury houses for sale Smithtown, United States

This stunning all brick expansive colonial is nestled in a sought after location within the private Village of Head of the Harbor. Comprising of 5 Bedrooms and 3 full Bathrooms, this home exudes timeless elegance with its classic brick exterior and stately presence. Set on a lush 2-acre lot, this property is surrounded by other beautiful homes, creating an ambience of sophistication. Upon entering, you'll be greeted by a dramatic two-story formal entry featuring a custom staircase that sets the tone for the elegant interior. This home is great for both entertaining and everyday living. The eat-in kitchen features cherry cabinetry, granite counters, and a cozy dinette area that seamlessly flows into the inviting family room with a fireplace. Throughout the home, you'll find wonderful details such as 9-foot ceilings, custom moldings, and beautiful wood floors. The spacious dining room is a standout feature, adorned with tray ceilings and large windows that flood the space with natural light. Floor-to-ceiling windows throughout the residence create an open and airy atmosphere, allowing you to fully appreciate the surrounding beauty. The formal living room is spacious and features French doors and large windows. The primary bedroom suite is a true retreat, providing a serene space to unwind and relax. Each additional bedroom is generously sized, ensuring comfort and privacy for all. The full basement and 3 car garage provide ample room for storage. This home's desirable level 2 acre setting provides the perfect balance of tranquility and accessibility. Located just minutes from Town, the LIRR, and LI Sound beaches and marina; this home is great for those seeking a luxurious yet comfortable lifestyle. Don't miss the opportunity to make this exceptional home your own.

Nestled along the tranquil Nissequogue River, this exquisite waterfront residence offers an unparalleled sanctuary for the discerning buyer. Set on 4.08 sprawling acres with 979.32' of waterfrontage in the private Village of Nissequogue, this meticulously renovated four-bedroom, two-and-a-half-bath home seamlessly blends the charm of yesteryear with modern amenities and sophistication. The property's allure begins with its stunning exterior, where gorgeous waterviews and beautiful plantings create a nature lover's paradise. A bluestone covered southern style back porch and private dock provide idyllic spaces for outdoor entertainment, allowing residents to bask in the glory of breathtaking sunsets over the river. Upon entering, one is immediately struck by the home's high-end custom details and quality craftsmanship throughout. The formal living room features soaring ceilings and walls of glass that provide stunning waterviews. A spacious dining room and charming kitchen, complete with white cabinetry, farmhouse sink, ample counter space, breakfast bar, and Viking gas stove, cater to both quiet dinners and intimate gatherings at home. The primary suite is a true retreat, boasting vaulted ceilings, a walk-in closet, large picture windows with river views and a luxurious bathroom featuring a custom vanity, shower, and tub. Three additional bedrooms and updated bathrooms ensure comfort for everyone. Throughout the home, thoughtful touches abound - from the original stone fireplace in the family room to the old world curved stairway and dual staircases. A wonderful large roof top Trex deck offers another gorgeous space to relax and unwind while enjoying the breathtaking water views. Modern conveniences include: updated gas heating system, 200 amp electric, heat pumps, central air, solar panels, updated roof, updated windows, inground sprinklers, updated appliances, ample closet space, and a full house Generac generator. This one-of-a-kind property, brimming with character, warmth, and charm, offers a rare opportunity to own a piece of riverfront paradise. It's more than just a home; it's a lifestyle embracing nature, tranquility, and timeless elegance.

Experience the perfect blend of nature and tranquility. This beautifully renovated five-bedroom, 3.5-bathroom home is nestled in a serene, private cul-de-sac within the peaceful private Village of Nissequogue. This gorgeous property is more than a home; it's a true retreat for those who cherish privacy and love nature. Step inside to discover a designer-decorated interior with an open, flowing floor plan that speaks of elegance and comfort. The gorgeous living room with its vaulted ceilings and a striking two-story wood-burning fireplace is simply captivating. Newly updated floor-to-ceiling Marvin windows not only enhance the aesthetic appeal but also flood the space with natural light and frame the picturesque outdoors. The eat-in kitchen is equipped with white cabinetry, gas cooking, white quartz countertops, and high-quality appliances, making it a joy for any home chef. The first-floor office provides the perfect workspace, while the spacious primary bedroom suite is a true sanctuary, featuring walls of new Marvin sliders, vaulted ceilings, a walk in closet, and a private balcony overlooking the lush surroundings, ideal for morning coffee or evening relaxation. Each of the additional four bedrooms is generously sized, ensuring comfort for everyone. Added conveniences include a full basement with a guest area and bathroom, a two-car garage. Recent updates to the home include central air conditioning, heating, roof, Marvin windows, appliances, stone walls and more, ensuring a move-in ready experience. Step outside to discover a beautifully landscaped 2 acre setting with a new paver patio, entertainment deck, and hot tub-ideal for hosting gatherings or simply enjoying the tranquility of nature and your surroundings. Located just minutes from Long Island Sound beaches, marina, the Nissequogue River, and close to essentials like grocery stores and schools, this home promises a lifestyle of comfort and convenience in a picturesque setting. Your private oasis awaits.

Your Home search stops here, Welcome to 16 Mayfair Ct, Love to Cook Well It's a Gourmet Chefs Dream Kitchen with Custom Raised Panel Cabinets & Grantic Counter-Tops, Center Island with Built-in Micowave, Warming Draw & Prep Sink,Viking Dual Oven with 6 Burners & Griddle 48 Inch Pro Series Stove & Hood Range,Viking Refrigerator with Matching Cabinets Panels,Formal Dining Room with Bar Area & Wine Refrigerator, Primary Suite with Full Bathroom & Sitting Area with Gas Fireplace, Two Tiered Backyard with Built-in Pool (18x39)Beautifully Landscaped with Full Outdoor Kitchen and Roll Out Awning. Don't Let this One Get Away

Step into this beautifully updated Cape Cod home, featuring an open floor plan with a recently remodeled kitchen. with marble countertops, stainless-steel appliances, and ample cabinetry, this kitchen flows seamlessly into the bright living and dining areas. The first floor has high-hat lighting and prefinished hardwood floors, where you'll also find the primary bedroom with a luxurious full marble bath. Upstairs, two generously sized bedrooms with built-in closets and new laminate flooring are serviced by a second full bath. The heating system has recently been updated. A full basement offers additional potential, and the fully fenced backyard, complete with a picturesque arbor, provides the perfect outdoor retreat. It is ideally located near to the local shopping district with fine restaurants. Nearby are local beaches, hiking trails and Stony Brook University and Medical Center. Smithtown Schools

Charm and character abound in this custom colonial home, which is nestled on a tranquil cul-de-sac, and ideally positioned near the David Weld nature preserve with scenic hiking trails and access to a Long Island Sound Beach. The home showcases beautiful hardwood floors, detailed millwork, and elegant primary rooms. An eat in Kitchen with quality cabinetry, granite countertops, double oven and gas cook top unfolds into a cozy den with a stone fireplace flanked by custom cabinetry. The primary suite features an updated bathroom, while three additional bedrooms provide ample space for family or guests. The partially finished basement provides versatility; while the two-car garage offers additional storage. In addition, the home has a Buderus boiler, a Briggs and Straton automatic generator, a newly drilled well and new electric service. The home is setback from the road and the long driveway provides additional privacy. The property is beautifully landscaped and is adorned with flowering trees and shrubs: An expansive mahogany deck overlooking the rear yard is ideal for large gatherings or quiet enjoyment, a true private sanctuary. Nearby is shopping, fine dining, and Stony Brook Hospital and University. Smithtown Schools.

Rare opportunity to own Custom 6000 sq ft New Construction in a most private and sought after original Estate Area of the famed White Family. Stately circular driveway welcomes you to this beautifully designed 5 en Suite Bedroom Home. Flanking the open 2 story entry foyer you will enjoy the privacy of the Library with dramatic French double door entry and Formal living room, The coffered ceiling which extends through to the soaring great room highlighting the natural gas fireplace and open to custom designer kitchen with Merillat Masterpiece custom cabinetry, quartz countertops and center island, Sub-Zero 48'' Stainless refrigerator, Wolf 48'' dual fuel range, Wolf microwave drawer, Bosch stainless steel dishwasher with 3rd tray, undercounter XO beverage/wine refrigerator. Stunning Main Floor en Suite Bedroom, Powder Room, Walk-in pantry, mudroom, covered porch with outdoor gas fireplace complete the first level. Spacious and luxurious sencond floor provides 3 additional en Suite Bedrooms and the exquisite Primary Suite featuring separate sitting room, dressing area, dual walk in closets, private balcony, luxurious spa bath with steam shower, soaking tub and radiant heated tile floors. Full service laundry room complete this level. Custom millwork, paneling with chair rail and crown moulding throughout, hardwood #1 oak or maple floors, James Hardie siding, Anderson 400 series double hung windows, 3 car garage with Amarr carriage house garage doors,10,000 sq ft sod and inground sprinklers, dramatic pea gravel circular drive, bluestone porches and walkways, full basement with walk out, 400 amp electric service, 4 zone high SEER CAC, Hydronic 4 zone heating, energy star home. 600 ft private drive entry. Specs available upon request, Smithtown Schools and Beaches

Discover a hidden gem nestled in the picturesque Incorporated Village of Head of the Harbor. This sprawling ranch-style home, set on a generous wide two-acre lot, offers the perfect blend of country living and convenience. Surrounded by lush greenery, this property provides a serene retreat while remaining just minutes away from town, shopping, Stony Brook University, restaurants, and transportation. The house itself boasts immense potential for those seeking to create their dream home. With its well-built & designed interior, the residence features spacious formal rooms with classic wood floors and Andersen windows which provide ample sunlight. The warm and inviting family room features a brick wall wood-burning fireplace and hearth which sets the stage for cozy gatherings. The primary bedroom includes a full bathroom for added comfort and privacy. For those who love to entertain, the full basement presents an ideal space, complete with guest quarters and ample storage options. Step outside to find a peaceful screened-in porch, perfect for enjoying tranquil views of the expansive backyard. The property's solid construction and unlimited potential make it an excellent canvas for your personal touch. Nature enthusiasts will appreciate the proximity to Long Island Sound beaches, Avalon Nature Preserve & more. With its combination of privacy, space, and renovation potential, this property presents a rare opportunity to create a truly personalized sanctuary in a highly desirable location.

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 magnificent estate is truly one of a kind. 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 family and friends in these pleasant surroundings. Soundview Haven will captivate the most discerning buyer with its luxurious amenities, breathtaking water views and tranquility.

This stunning, sunlight-drenched 3-bedroom, 2.5-bathroom hi-ranch is a true gem! Floor-to-ceiling windows in the dining room, kitchen, and master bedroom fill the home with natural light and provide beautiful views of the outdoors. The well-equipped kitchen boasts granite countertops, stainless steel appliances, a skylight, and plenty of space for cooking and entertaining. The well-maintained hardwood floors add warmth and charm throughout. The master bedroom offers a full view of the luxurious patio and heated saltwater pool, as well as a private ensuite bathroom. Outside, you'll find a massive driveway and an oversized 2-car garage, offering plenty of parking and storage space. The lower level features an expansive open living area, perfect for lounging or recreation, with potential for customization (subject to proper permits) to fit your needs. A laundry room adds convenience to this versatile space. With its intuitive design and inviting atmosphere, this home offers a luxurious retreat in every corner. Don't miss out on this excellent well-kept home, take a look before it's gone!

Discover the epitome of luxury living at this truly one-of-a-kind gated compound set on 2.4 lush meticulously manicured acres. This exceptional estate offers a feeling of tranquility and grandeur. 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 host's dream! 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 one-of-a-kind exquisite property that you must see to appreciate.

Welcome to this charming 1930s Colonial nestled on a serene 0.5-acre lot, offering both timeless character and modern convenience. This adorable home features 3 bedrooms, 1.5 baths, and has been beautifully updated throughout. The property backs up to Avalon Nature Preserve, providing an abundance of peace and privacy. As you step inside, you'll be greeted by classic Colonial details like hardwood floors, traditional millwork, and large windows that fill the home with natural light. The spacious living room and dining area flow seamlessly, creating a perfect space for both relaxing and entertaining. The updated kitchen boasts modern stainless steel appliances including a gas stove, SubZero refrigerator, granite countertops, and plenty of storage The backyard is a true oasis, with plenty of room for outdoor activities, gardening, or simply enjoying the peaceful view of the adjacent nature preserve. There is even a large garden shed just waiting for an avid gardner or potential future pool house. This property feels like a private retreat while still being close to local amenities and major transportation routes. Move-in ready and full of charm, this home offers the perfect balance of historic appeal and modern upgrades. Don't miss the opportunity to make it yours!

Originally known as Hosta Hill, nestled in the beautiful Village of Head of the Harbor, this home is located in one of the most coveted neighborhoods in Stony Brook Village. Charming & private, adjacent to Avalon Nature Preserve this property will certainly appeal to nature lovers while offering Village amenities at your doorstep ~ Shopping, Harbor, Beach, Museums, Fine Restaurants and a Vineyard! This quintessential 4 bedroom 2 bath Pond Woods home designed by Richard Haviland Smythe has been lovingly maintained and updated. Unique additions include architecturally interesting Dining Room and attached Solarium. Gracious Living Room with window seat and classic wood burning fireplace is the heart of the home. Enjoy the private brick patio with water feature and tree top views. Wonderful natural lighting, hardwood floors, Central air conditioning, 1 Yr Old Generac generator & Bock hot water heater(2016), Close to Stony Brook University, LIRR, in the famed Three Village School District

Welcome to this beautifully maintained Colonial-style home, boasting 4 spacious bedrooms and 2.5 baths. Nestled in a sought-after neighborhood, this residence has timeless charm, perfect for today's discerning homeowner. As you step inside, you're greeted by gleaming hardwood floors and an inviting floor plan. The formal living and dining rooms are ideal for entertaining, while the cozy family room, complete with a fireplace, offers the perfect space for relaxation. Upstairs, the primary suite is a private retreat, complete with an en-suite bath. Three additional generously sized bedrooms offer plenty of space for family, guests, or a home office. Outside, the beautifully landscaped spacious yard is the perfect setting for outdoor dining and gatherings. A one-car attached garage, full basement, and ample storage throughout add convenience to this charming home. Located close to schools, shopping, dining, and easy commuter routes, this home truly has it all. Don't miss the opportunity to make this Colonial gem yours!

50 miles from Brooklyn enjoy modern living with a rural vibe on the Northshore. Wow begins when you turn in the driveway and wind through mature woodlands that envelope the home with serene privacy. Built in 1935, the historically significant home has been documented as one of the first modern homes constructed on Long Island built on 20 acres once known as The Fort Salonga Colony. Today the home has an expanded footprint but retains original details. Freshly painted and new flooring throughout. Four bedrooms, 3.5 baths, the amenities include a guest suite with private living space, a pool, pool house and detached 3-car garage. Located in the hamlet of Fort Salonga just minutes from Sunken Meadow State Park and beautiful beaches.

Elegant North Shore, waterfront, gilded-age family residence. Enjoy the water resort lifestyle! The notable Astor family commissioned, The Mallows, by world-renowned architect Charles Platt. 4.1 acres of sprawling grounds and 300ft of waterfront in the prominent Head of the Harbor. Walking distance to the yacht club and the vibrant village of Stony Brook within the Three Village School District. Luxurious amenities; elevator, library, glass conservatory, 14 fireplaces and a separately accessed 3 bedroom guest cottage w/kitchen. Work, play, and entertain, with ample bonus rooms, guest suites, offices and even a 2nd kitchen! Endless outdoor recreation at the water's edge including a tennis court, heated salt-water pool, limestone patio, play castle, hot-tub, gazebo, vegetable gardens, chicken coop and 20+ car cobblestone circular driveway with separate service access. Extend the day with West-facing sunset waterfront views. Private and easily accessible to NYC and Hamptons. Harbor Road to Emmet Drive, driveway on left

Welcome home to this beautifully upgraded and meticulously designed split ranch! With so many high-end enhancements, this property offers luxury living at its finest. Step into the fully renovated gourmet kitchen, complete with a Sub-Zero refrigerator, brand-new microwave, and Viking gas stove, perfect for any home chef. The spacious, light-filled den features a cozy gas fireplace, custom built-ins, and sliders that open onto a large patio with a built-in outdoor kitchen-ideal for entertaining. The versatile office/gym with a private entrance suits today's flexible lifestyle needs perfectly. Ascend to the stunning formal living room, where vaulted ceilings create an open, inviting atmosphere. Upstairs, the expansive primary suite offers two walk-in closets and an updated bath with a luxurious jetted tub. Three additional large bedrooms and a full bath complete this level, offering ample space for all. A fully fenced yard with multiple entry points ensures seamless indoor-outdoor flow, making gatherings a delight. Upgrades include a Harmony whole-house water filtration system, a whole-house generator, a recently updated roof, and lush, mature landscaping. Move right in and start enjoying every thoughtfully crafted detail of this exceptional home!

Experience modern luxury in the heart of historic Stony Brook Village with this beautifully renovated 2-bedroom, 2-bath ranch. This charming home boasts high-end appliances and sophisticated finishes throughout, offering a seamless blend of contemporary comfort and timeless appeal. Enjoy spacious, light-filled interiors and a meticulously updated kitchen designed for both style and function. With its prime location in a vibrant, historic neighborhood, this property provides the perfect setting for both relaxation and entertainment. Stony Brook Village, museums and harbor are a stones-throw away as is LIRR, Stony Brook University.