Courtesy: The Agency Northshore NY
631-870-0753
Set within the prestigious enclave of Head of the Harbor, 9 Watercrest is a stunning showcase of modern luxury, thoughtfully reimagined with impeccable craftsmanship, design, and attention to detail. This turnkey estate blends sophistication, scale, and state-of-the-art comfort. At the heart of the 5,000 sq ft +/- main level is a spectacular, fully renovated chef’s kitchen by renowned HGTV designer Ken Kelly, overlooking a resort-inspired backyard and featuring: - 10ft quartz island with prep sink - Soaring 20ft beadboard ceilings - 60-inch Galley workstation - Premium Wolf, Miele, and Cove appliances - Custom maple and walnut cabinetry - Radiant heated floors - Custom-crafted wet bar & coffee bar with SubZero wine fridge Beautifully refinished hardwood floors lead you to a sun-drenched living room with a fireplace shared by the adjacent office/study, a cozy secondary living room, a full guest bath, a guest bedroom, plus three additional en-suite bedrooms. The primary suite offers a private retreat with a custom walk-in closet and a newly updated spa-like bath with an oversized shower. This wing of the home includes an upstairs space featuring two additional bedrooms with another newly renovated full bath, ideal for separate maid/au pair quarters. The expansive lower level encompasses an additional 3,600 sq ft +/- of flexible entertaining space including: - Full regulation-sized bowling alley - Billiard room with wet bar - Home gym area - Bonus room with endless possibilities - Powder room - Two outside entrances - Plus ample storage space Rounding out the incredible features of this home is a 1,000 sqft +/- accessory unit with its own meter. featuring completely separate entry leading to two bedrooms, a fully renovated kitchen and bath with a curbless shower, laundry, and a dedicated HVAC zone. Outdoors, enjoy a private resort-style backyard oasis with an automated heated saltwater pool with sundeck, expansive new paver patios, deck with full outdoor kitchen including Wolf 48” barbecue grill, and pizza oven. Professionally landscaped grounds with a 13-zone Wi-Fi irrigation system. Bluestone and fieldstone accents enhance the home’s striking curb appeal. Additional amenities include: - 3-1/2 car heated garage - 400 amp electrical service - Five zone HVAC system - Whole-house water filtration system - Built-in WiFi audio speaker system throughout the interior/exterior - Whole-house generator with gas hookup - Central vacuum throughout This is more than a residence - it’s a secluded luxury oasis offering unparalleled privacy, elegance and lifestyle.
Courtesy: American Real Estate Assoc Inc
631-862-6605
Welcome to easy living in this beautiful 3-bedroom, 2.5-bath condo located in the 55+ Fairfield at St. James sought-after community. This bright and spacious home features an updated kitchen, a mix of wood and carpeted flooring, and newer rear sliding door that fills the home with natural light. The home offers central A/C, many closets including walk-in closets, recessed lighting, and ceiling fans, providing both comfort and functionality. Step out back to your private patio and enjoy a beautiful, peaceful, picturesque views, perfect for relaxing with morning coffee. Additional storage area located outside. This desirable 55+ gated community offers many enjoyable activities; including both an indoor pool with spa and outdoor pool, tennis, pickle ball, recreation room and more. A perfect combination of comfort, style, and low-maintenance living in a welcoming community.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-584-6600
Set on 1.25 beautifully maintained, level acres within the highly desirable community of St. James, this exceptional property offers the perfect balance of space, privacy, and versatility — with a rare equestrian component that elevates it beyond the ordinary! The impeccably maintained Center Hall Colonial features 4 bedrooms and 2.5 baths with a gracious, flowing floor plan designed for both comfortable everyday living and effortless entertaining. Rich wood floors run throughout the home, complemented by tasteful neutral décor and abundant natural light. The custom updated eat-in kitchen is thoughtfully appointed with stainless steel appliances, granite countertops, and a charming dinette area overlooking the expansive property — creating a seamless indoor-outdoor connection. Formal living and dining rooms provide an elegant gathering space, while the warm and inviting den has a wood burning fireplace and offers a cozy retreat. The primary bedroom features a private ensuite bath, and three additional generously sized bedrooms complete the second level. Updated windows and bathrooms, central air conditioning, a full finished basement with outside entry, and a two-car garage enhance everyday convenience. Additional improvements include low-maintenance vinyl siding, and a generator transfer switch for added peace of mind. Pride of ownership is evident throughout. For those seeking additional flexibility, the property is thoughtfully equipped for equestrian use. A center aisle working barn includes four 12x10 matted breeding stalls, 50-amp electric service, water, heat and ventilation fans, loft exhaust system, and phone lines. Outdoor amenities feature a riding ring with lighting, sprinkler system for dust control, paddock and grazing areas, wash rack, and full secondary fencing. The grounds provide a private and versatile environment suitable for training, conditioning, or leisure riding — all within the comfort of your own property. Located within the Smithtown School District, this unique property is just minutes from shopping, restaurants, parks, transportation, Stony Brook University, Stony Brook Hospital, and the beaches of the Long Island Sound. Offering a rare combination of space, flexibility, and convenience, this exceptional St. James property presents an outstanding opportunity to create something truly special. Whether enjoyed as-is or tailored to suit your vision, this remarkable offering is ready for its next chapter.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Located on the historic Gold Coast of Long Island in the incorporated village of Nissequogue, 2 Wallis Lane is a rare and expansive estate offering exceptional privacy and timeless appeal. This impressive residence features 7 bedrooms, 5 full bathrooms, and 1 half bathroom, ideal for gracious living and hosting on any scale. The beautifully landscaped grounds include a resort-style pool with a pool house, a separate garden house, and a greenhouse, creating a true retreat-like setting surrounded by nature. Renowned for its preserved open space, coastal beauty, and exclusive character, Nissequogue offers a lifestyle of tranquility just minutes from beaches, marinas, and major roadways. A truly distinctive offering on Long Island’s North Shore.
Courtesy: Sailing Home Realty of L I LLC
516-377-4760
21 Astor Ave Is Located In The Heart Of Saint James Within The Desirable Smithtown School District. This Custom Built And Architecturally Appealing 6 Bedroom, 3.5 Bath Colonial Is Only 25 Years Young & Sits On 3/4 Of An Acre. A Charming Open Front Porch Greets You Before You Enter The Large 2 Story Foyer With Grand Staircase & A Motorized Chandelier. A Bright Formal Living Room Awaits Your Guests Before You Sit Down For A Meal In The Formal Dining Room Featuring A Tray Ceiling. Lovely Hardwood Floors Throughout The Home. The Spacious Custom Kitchen With Island Has Plenty Of Room For A Dining Table And Is Open To The Family Room With Wood Burning Fireplace. There Is Also A Large Enclosed Porch For More Entertaining Space That Leads To The Rear Yard. You And Your House Guests Or In-Laws Will Appreciate The Privacy Of The 1st Floor Guest Quarters With Full Bath & Separate Entrance Complete With Mud Room And Drop Off Station Or This Could Easily Double As A Home Office. The 2nd Level Has 5 Bedrooms, A Full Bath, Laundry Room, And A Large Private En-Suite With Gas Fireplace, Walk-In Closet, And Full Bath With Tub And Separate Shower Stall. If The 4,147 Square Feet Of Living Space Wasn't Enough For You, Then Maybe The Full Finished Basement With A Home Pub & Half Bath Will Help! Wait! Theres More!! Attached 2 Car Garage, Inground Pool, & BONUS Fully Equipped Pool House With CAC & Heat! An Incredible Value For This Much House! Gas Line In Street. Projected ARV $2,300,000 Owner Motivated. Let’s Talk!
Courtesy: Realty Connect USA L I Inc
631-941-4300
Builder special extended family with plenty of living space, Hord wood floor through out on the first floor. Home features 10 bedrooms, 4.5 Bathrooms, 2 car garages fireplace, Gas heat, CAC-system. This unique house sits 032 acre of the flat lot close downtown of Saint James, train station. Needs 24 Hours Noticed to show, Appointment only!
Courtesy: Elite Residential Brokerage
631-608-0800
Step into a world of elegance and tranquility at this stunning Colonial home, nestled in the picturesque Village of Nissequogue. Offering a perfect blend of classic charm and modern convenience, this property is a sanctuary where memories are made and cherished. The main house boasts three generously-sized bedrooms, providing ample space for relaxation and personal retreat. Two full bathrooms ensure that morning routines are a breeze, making this home a perfect fit for families or guests. The large kitchen is a chef’s dream, equipped with modern appliances and abundant counter space. Whether you're hosting a dinner party or enjoying a quiet breakfast, this kitchen serves as the heart of the home, seamlessly connecting with the formal dining room that invites laughter and shared meals. The formal living room is an inviting space that sets the stage for cozy evenings by the fireplace, while the den, complete with a wet bar, offers a perfect retreat for entertaining friends or enjoying a nightcap after a long day. Sprawling across 2.36 acres, this property is a true outdoor paradise. Dive into luxury with your own inground pool, where summer days can be spent basking in the sun or hosting unforgettable poolside gatherings. The allure doesn’t stop there; the charming pool house enhances outdoor living with its own living room, kitchenette, and full bath. Perfect for guests or entertaining, the 13' x 21' loft area above provides a unique space for hobbies, a home office, or additional guest accommodation. This home is more than just a place to live; it’s a lifestyle waiting to be embraced. Don’t miss your chance to own this captivating Colonial retreat in Nissequogue—where every corner of the property invites relaxation, celebration, and cherished moments. Schedule your private tour today, and step into your dream home!
Courtesy: Hickey & Smith REALTORS
631-751-4488
**Starting Summer 2026!** Brand New Waterfront 6000 sq ft Modern Barn Home on 2acre Lot, *PRE-CONSTRUCTION PRICE* 6 Bdrm 6.5 Bath,2 acre lot, 10ft Ceilings w 8'ft Interior Doors,2x4 2x6 Framing, Oversized Andersen400 Windows,Exterior Doors, 5/8 sheetrock, Energy Star Insulation, interior soundproofing. Pre wired A/V, alarm, cameras, Wi-Fi. Custom Kitchen Cabinetry & Bath Vanities. Kohler Bath Fixtures, Frameless Bath Enclosures, Marble & Porcelain Tile baths, Marble and Quartz Countertops. Hi End Appliances. 6" White Oak Floors Herring Bone Patterns, 2 Fireplaces, Modern LED Lighting, Designer Moulding & Trim Package. Fully Finished Garage, finished Basement. Emtek Hardware throughout, Central Vac. Smart Home Technology with PDA controlled Thermostats. Bosch Heat Pump System with 85 gallon electric Hot water tank, in ground 500gal propane tank,Designer Landscape Package w/ Privacy Trees ,Specimen Trees, 600 Perennials, boxwoods, Sod Lawn, IGS, Trex Dock w/ launching pad, 20' x 40' Gunite Heated Pool with Masonry Patios ,walkways and aprons.
Courtesy: Compass Greater NY LLC
631-315-7965
Welcome to 9 Swan Place, Nissequogue—a stunningly 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 with designer finishes 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, 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.
Saint James is located in New York.
