Courtesy: Compass Greater NY LLC
516-517-4866
Welcome to a unique compound, this stunning Craftsman home showcases an airy open-concept layout with soaring ceilings and elegant rift and quartered oak flooring thoughout, known for its beauty and long-lasting durability. A state-of-the-art custom kitchen will bring out your inner chef, featuring top-tier appliances including a Thermador double-door refrigerator, Thermador 6-burner gas range, double oven, microwave drawer, dual sinks, and dual dishwashers—ideal for entertaining and everyday living. The main level includes a spacious primary suite with cathedral ceilings, a steam shower, rain head, and custom walk-in closet. Two additional bedrooms share a beautifully appointed full bath with an air-jet tub and rain shower. A dedicated home office sits just off the entryway for added convenience, and the large loft and basement both offer plumbing for future customization—ideal for adding bathrooms, guest suites, or flexible living space. The main living area is exquisitely custom in design with a floor to ceiling stone gas fireplace that enhance the open layout effortlessly connecting classic elegance with contemporary comfort, an entertainer's dream, with a spacious dining area, custom built-ins, exquisitely crafted and designed with the finest of materials and craftmanship that provides both warmth and charm. The six-car garage is a car enthusiast’s dream, featuring three 10-foot garage doors, over 20-foot ceilings, epoxy floors, heating and cooling, and a 2-post service lift and a 4-post storage lift. A custom dog-washing station add utility, while built-in storage and a separate septic system ensure maximum functionality. The fully equipped pool house offers year-round comfort with custom built-ins, central air and heat, a luxurious bath with a walk-in shower and soaking tub, washer/dryer, and a spacious loft and additional lower level storage/basement with outside entry. Outside, the professionally landscaped grounds feel like a private retreat—complete with mature plantings, a serene pool, and a sun-soaked sandy area beneath a handcrafted palapa. A pair of sliding doors open the kitchen to a covered bluestone patio featureing a charming wood-burning fireplace and a custom vinyl wall enclosure system that can be installed for cozy winter use, offering year-round outdoor living of the home. Additional features include a full house generator, a hi-tech security and Sono surround systems throughout the whole house and property, Navien boilers, radiant heated floors throughout the home, foam spray insulation and soaring ceilings. This serene oasis is a perfect place to find peace and privacy surrounded by beautiful specimen and mature plantings, truly a magnificent mini estate.
Courtesy: Douglas Elliman Real Estate
631-758-2552
Welcome to Fairfield at St. James, a desirable 55+ gated community. This completely remodeled 2-bedroom (1 Bedroom was the dining room closed currently)., 1.5-bath ranch-style condo offers an open and spacious layout with gleaming hardwood floors throughout. The formal living room flows seamlessly into a modern kitchen featuring stainless steel appliances, stone countertops, and a detailed backsplash. The home includes a beautifully updated full bath and half bath, plus the convenience of an in-unit washer and dryer. Enjoy your own private, secluded patio—perfect for relaxing outdoors on warm summer days. Community amenities and low-maintenance living make this home a wonderful opportunity. Fairfield Community Amenities include a Clubhouse, 1 indoor pool and 2 outdoor pools, tennis court, billiards, pickleball, bocce and fitness center. Located close to shopping and restaurants, including the Smith Haven Mall.
Courtesy: Howard Hanna Coach
631-360-1900
Welcome to 1 Fifty Acre Court, an updated and expanded ranch nestled on a quiet cul-de-sac in St. James. This spacious 3-bedroom, 3-bath home offers the perfect blend of comfort, style, and versatility—ideal for everyday living and entertaining. Upon entry, you immediately notice the striking double-sided fireplace with cultured stone on one side and stacked stone on the other, creating a beautiful focal point. Step down into the inviting den and enjoy the warm, cozy ambiance. The seamless flow from the living room to the den and into the kitchen makes this home perfect for entertaining. The spacious eat-in kitchen features warm maple colored cabinetry, granite countertops, and top-of-the-line KitchenAid stainless steel appliances, including a wall oven, warming drawer, cooktop, dishwasher, and wine/beverage refrigerator. The primary en-suite offers a private full bathroom and two closets separated by a charming window seat. Two additional bedrooms and full bathrooms provide flexibility for guests, a home office space, or an extended family. The backyard is a true resort-style retreat, boasting an in-ground pool with slide, cabana, paver patio, and deck—perfect for summer entertaining and relaxing. Additional highlights include hardwood floors, central air, central vacuum, in-ground sprinklers, Andersen windows, 300-amp electric service, a new roof, and an attached two-car garage. Conveniently located in the desirable Smithtown School District, close to local beaches, fine dining, shopping, and everyday conveniences—this home truly has it all.
Courtesy: Realty Connect USA LLC
516-714-3606
First floor/ground floor unit in the charming 55+ Fairfield at St. James Community. This lovely move-in ready unit situated on a cul-de-sac for added privacy offers high ceilings with natural light and stunning views of the sunset with patio exposure facing west. One car attached garage, Hard wood floors throughout, In-unit washer and dryer for added convenience, Private patio with sliding doors, beautiful primary suite with two double door closets. Fairfield Community Amenities include a Clubhouse, pool, tennis court and fitness center. There is a No pets allowed policy. Make this beautiful unit your own!
Courtesy: Compass Greater NY LLC
631-629-7719
Set within one of Long Island’s most prestigious and private villages, this extraordinary custom-built estate offers over 7,000 square feet of refined living space with an Elevator to service all Floors set on a breathtaking 2.35-acre wooded property, complemented by an additional one-acre private driveway. A seamless blend of timeless architecture and modern luxury, this residence has been thoughtfully designed with superior craftsmanship and uncompromising quality throughout. A sweeping asphalt and stone driveway with cobblestone edging welcomes you to this impressive two-story traditional home. Inside, an elevator to service all floors of the home, soaring ceilings create an unparalleled sense of space — including a dramatic 20'6" two-story foyer and family room, 10-foot ceilings on the main level, and a full 10-foot walk-out basement offering endless possibilities. Main Level Elegance. The heart of the home is a spectacular chef’s kitchen featuring: * Custom cabinetry * Granite or Quartz countertops * Expansive center island with prep sink * Radiant-heated porcelain flooring Entertain effortlessly in the formal dining room with built-in cabinetry, elegant millwork, and premium stone surfaces. The two-story family room showcases a modern linear gas fireplace beneath a coffered ceiling, creating a striking focal point. An en-suite bedroom provides flexibility for guests or extended family. Additional highlights include a radiant-heated powder room and a covered rear porch with gas fireplace — perfect for year-round outdoor living. Upper-Level Retreat: The second floor features **four en-suite bedrooms**, each with custom closet systems and wide White Oak flooring. The primary suite is a sanctuary, boasting a spa-inspired bath with a large steam shower, radiant heated floors, and deluxe Kohler fixtures. Exceptional Construction & Infrastructure: Built for longevity and performance, this estate includes: * Engineered wood web floor joists *Oversize 3 Car Attached Garage * 400-amp electric service * Natural gas service for heating, hot water, dryer, future generator & pool * Public water via Suffolk County Water Authority * Seven oversized drywells for optimal drainage Throughout the home, meticulous detailing includes wide White Oak hardwood flooring, heavy base moldings, chair rail and crown moldings, and an extra-wide custom staircase with open railings. A rare opportunity to own a masterfully constructed estate in one of Long Island’s most exclusive enclaves — where privacy, luxury, and timeless design converge.
Courtesy: Douglas Elliman Real Estate
631-589-8500
Located on the historic Gold Coast of Long Island in the incorporated village of Nissequogue, 2 Wallace 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: Daniel Gale Sothebys Intl Rlty
631-584-6600
Set gracefully on 2 private, level acres in the prestigious Village of Nissequogue, this architecturally distinctive 4-bedroom, 4 full bath, 2 half bath residence is a remarkable expression of refined luxury and timeless sophistication. Designed for the buyer with truly discerning taste, the home showcases bespoke details, dramatic architectural elements, and exquisite custom updates throughout—seamlessly blending elegance with elevated comfort. A striking entry introduces the home’s signature curved archways, rich hardwood flooring, and an airy, light-filled floor plan ideal for both grand entertaining and intimate everyday living. At the heart of the residence is a breathtaking great room featuring soaring vaulted wood ceilings, a magnificent floor-to-ceiling stone fireplace, and a beautiful custom wood spiral staircase leading to an enchanting loft library—an extraordinary architectural centerpiece that exudes artistry and refinement. Updated windows throughout the home invite natural light while framing picturesque views of the surrounding grounds. The chef’s kitchen is thoughtfully appointed with high-end stainless steel appliances, double ovens, custom cabinetry, and a dramatic wall of picture windows overlooking the lush property. Flowing seamlessly from the kitchen, an elegant den with a gas fireplace and wet bar provides a refined and inviting space for sophisticated gatherings and relaxed entertaining. A truly exceptional highlight of the home is the spectacular solarium—an extraordinary space designed for year-round entertaining. Enclosed in walls of glass and bathed in natural light, this stunning retreat features a spa pool and radiant heated floors, creating a private resort-like atmosphere in every season. Whether hosting intimate evenings or lively gatherings, this space offers an unparalleled indoor-outdoor living experience. The primary bedroom suite provides a serene and luxurious retreat with generous proportions and a beautifully appointed bath. Three additional bedrooms are equally well-designed, complemented by four full baths and two powder rooms featuring elevated finishes. A full finished basement with outside entry and guest quarters offers exceptional flexibility for extended guests, recreation, or private workspace. Outdoors, the estate-like setting offers total privacy, paver patios, mature landscaping, and a stunning in-ground pool for resort-style living. Additional premium amenities include gas heat, a full-house Generac generator, whole-house water filtration system, updated windows, and a two-car garage—plus much more. An extraordinary offering defined by architectural distinction, luxurious detail, and uncompromising quality, this exceptional residence has been thoughtfully curated to provide a lifestyle of elevated comfort, timeless sophistication, and refined luxury at every turn.
Courtesy: Douglas Elliman Real Estate
631-758-2552
Welcome to 6 Oak Street in the heart of Saint James and Smithtown Schools. This charming 4-bedroom 2 bath Colonial home greets you with hardwood floors and a cozy wood-burning fireplace in the spacious living room, and includes a large front window that fills the space with natural light. The den is rich with character, featuring wood beams, skylights, vaulted ceilings and an oversized window creates an inviting setting for gatherings or quiet evenings at home. The eat-in kitchen offers generous counter space, abundant cabinetry, and a dedicated dining area ideal for everyday meals or entertaining. A full bathroom, and laundry also on the first level. Upstairs, you’ll find four well-proportioned bedrooms and an additional full bathroom, providing ample space for everyone. Enjoy the private backyard on summer days along with a 3 seasons room, a fully fenced yard with great outdoor space, and a rear shed for added storage. The cesspool has been replaced within the last 10 years for added peace of mind. Ideally located just minutes from Smith Haven Mall, AMC Theatre, and restaurants. This home blends classic charm with a prime location, LIRR and Smithtown Schools!
Courtesy: Coldwell Banker American Homes
631-331-9700
Charming, warm and truly one of a kind, this very special storybook cottage is rich in character and classic, timeless details with a top, top location in North Saint James & nestled on the cusp of sought after Head Of The Harbor, close to the Saint James General Store, Route 25A Shopping, Schools, Stony Brook Village & just a short drive to Port Jefferson Village! Perfect as a year round home (with room for expansion) or a wonderful charming second home/summer getaway...The home offers two well sized bedrooms, immaculate full bathroom, a large great room (living room & dining room) with a striking stone fireplace taking center stage, beautifully framed by two stunning trapezoid shaped stained-glass windows that flood the space with warmth. Custom cabinetry & original details throughout including a hand carved front door, built in corner cabinet in the dining room (crafted by the homeowner), a cabinet lined kitchen, garage & large basement with ample storage, and meticulously manicured property wrapped in perennial gardens, stone walls, flowering bushes, perennials & trees. A rare and unique opportunity for those seeking craftsmanship, charm and an exceptional setting.
Courtesy: Modern Realty and Management
631-675-0860
Welcome to this exceptional colonial residence in the heart of Saint James, located within the highly regarded Smithtown Central School District. Blending timeless design with outstanding flexibility, this home offers an ideal opportunity for both owner-occupants and investors. Step inside to a bright, spacious layout featuring a formal living room, an elegant dining area, a large eat-in kitchen, a family room, and hardwood floors throughout. The interior has been recently updated, including newly installed dishwasher and laundry appliances, providing a move-in-ready experience. The home offers 8 bedrooms and 5 full bathrooms, delivering generous space for extended family, guests, or flexible living arrangements. A key highlight is the dual-level configuration, allowing the first and second floors to function as independent living spaces—perfect for owner-occupied living with rental income or for multigenerational households seeking privacy. Additional features include a partially finished basement, attached garage, brand-new asphalt driveway, and two separate electric meters, making rental management efficient and cost-effective. Location is truly exceptional: approximately a 3-minute walk to the Saint James LIRR station, with just one stop to the Stony Brook station, offering direct access to Stony Brook University. The property is also about 8-minute drive to the university, further enhancing its appeal to both end users and investors. Set on a generous lot in a quiet, established neighborhood, this versatile home combines convenience, income potential, and long-term value in one of the area’s most desirable locations.
Courtesy: RE/MAX City Square
516-731-2700
Welcome to refined coastal living in the heart of Nissequogue! This exceptional brand-new construction home is a masterclass in modern elegance, where clean architectural lines meet warm, natural textures and elevated design at every turn. Set on 2 acres of property, this home is tucked away on a private, tree-lined street and offers exclusive beach access, delivering a rare combination of seclusion, natural beauty, and coastal lifestyle in one of the most sought after communities on the Gold Coast! The home unfolds with a light-filled, open floor plan showcasing wide-plank white oak flooring, soaring ceilings, and oversized windows. Two stunning gas fireplaces with beautiful stone work anchor the living spaces while rounded archways add a touch of charm and enhance the home’s inviting yet sophisticated atmosphere. The chef’s kitchen is a true showpiece, featuring custom cabinetry, Thermador appliances, under and over cabinet lighting, an oversized island, and seamless flow into the dining and living areas. A butler pantry and formal dining room complete with 2 wine fridges makes enjoyment and entertainment easy. Throughout the home, the details are endless, from beautiful crystal hardware to hand-selected light fixtures, all carefully curated to ooze elegance and sophistication. Offering 6 bedrooms and 5.5 bathrooms, this thoughtfully designed home features a main-level primary en-suite as well as an upstairs en-suite, providing flexibility for both everyday living and hosting guests. The upstairs primary en-suite features vaulted ceilings, 2 walk in closets, and a breathtaking, spa-inspired bathroom. Wrapped in striking, full-height stone with soft coastal veining, the space feels serene, elevated, and indulgent from the moment you enter. Complete with a freestanding soaking tub and an oversized glass-enclosed shower featuring sleek black fixtures, a rain shower head, and custom niches for a seamless, modern aesthetic. Every bedroom is designed as a junior suite, complete with walk-in closets and private bathrooms with walk in showers and rounded archways, creating a sense of luxury and comfort rarely found. This magnificent home also offers a full basement and a 2.5 car garage. Surrounded by nature preserves and in one of Long Island’s most coveted Gold Coast communities, this home offers the perfect balance of modern luxury and relaxed beachside living. A truly rare opportunity to own an extraordinary new construction home where timeless elegance meets coastal modern design! Some photos have been digitally staged.
Courtesy: Howard Hanna Coach
631-567-8500
Beautiful 2 bedroom, 2 bath lower-level 55+ condo located in the gated community of Fairfield at Saint James. This well-maintained one-floor unit offers an ideal blend of comfort and convenience. The spacious eat-in kitchen features ample cabinetry and plenty of natural light, flowing seamlessly into the formal dining and living room. Sliding doors lead to a private patio with peaceful greenery views, perfect for relaxing or entertaining. The primary bedroom includes a large en-suite bathroom and a generous walk-in closet, creating a comfortable retreat. A second bedroom, full bathroom, large hallway closet, and a laundry/utility room provide added functionality and convenience. Features 2 year old AC and hot water heater. Brand new roof. This highly desirable 55+ community offers an impressive array of amenities, including a clubhouse, tennis courts, two outdoor pools, an indoor pool, fitness center, library, and billiards room. Residents also enjoy access to convenient bus service for shopping. Ideally located near Smith Haven Mall, restaurants, a movie theater, and other everyday conveniences, this home is one you don’t want to miss.
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! Owner Motivated. Let’s Talk!
Courtesy: Realty Connect USA L I Inc
631-881-5160
Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Please Note: Construction-related fees are subject to change and may include: • Water Tap ($5,800) • Utilities ($1,100) • Gas (free, where applicable) • Survey ($1,800) • Transfer Tax (standard) All prices, plans, tax estimates, and utility options are subject to change based on market conditions and site selection. Taxes are estimated by the Smithtown Assessor. See attachments for full specifications. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location.
Courtesy: Realty Connect USA L I Inc
631-881-5160
Why settle for someone else’s dream when you can build your own? Welcome to this brand-new TO BE BUILT colonial-style home designed with today’s lifestyle in mind. Set on a deep 15,840 sqft lot, this to-be-built beauty will offer over 2,400 square feet of fresh, functional living space and the kind of craftsmanship and energy efficiency only new construction can deliver. Inside, you’ll find four bedrooms, including a spacious primary suite with a walk-in closet and private bath, plus two additional full bathrooms—plenty of space for guests, or a growing household. The open-concept kitchen will shine with granite countertops, stainless steel appliances, and flows right into the formal dining room for easy entertaining. This home will be built with Energy Star-rated systems, a separate hot-water storage tank, and high-quality materials throughout. You’ll also get a full basement with customization potential and a scenic south-facing backyard that’s perfect for relaxing or creating your own outdoor retreat. Located in the Smithtown School District and close to parks, shopping, and transportation—it checks every box for modern living. Please Note: Construction-related fees are subject to change and may include: • Water Tap ($5,800) • Utilities ($1,100) • Gas (free, where applicable) • Survey ($1,800) • Transfer Tax (standard) All prices, plans, tax estimates, and utility options are subject to change based on market conditions and site selection. Taxes are estimated by the Smithtown Assessor. See attachments for full specifications. Now’s the time to secure your future in a brand-new, energy-efficient home in a prime Long Island location.
Courtesy: Howard Hanna Coach
631-427-9100
Fairfield at St. James - 55+ Community. Diamond Condition 1 Bedroom, l.5 Bath. Completely redone unit featuring a beautifully updated kitchen, new bathrooms, Lifeproof Vinyl Flooring throughout. Energy efficient upgrades to include new baseboards, thermostats, lighting, electrical panel, outlets, bathroom heaters/fans and hot water heater. New appliances (dishwasher never used). Ample closets and storage. Move-in ready. Community amenities include inground pool, tennis, pickleball, bocce, billiards, clubhouse, gym, library, organized trips and transportation to Smithtown Senior Center and Smithhaven Mall. This is an active senior community. Basic Cable included in HOA. Private location! Low taxes $3,200 and HOA $313. This unit will not last!
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: The Agency Northshore NY
631-870-0753
Experience timeless architecture and peaceful luxury in this Feng Shui inspired estate nestled within the prestigious Short Beach enclave of Nissequogue. Privately sited on 2.49 manicured acres, this unique compound offers unmatched tranquility and thoughtful design, surrounded by a protected wildlife sanctuary. Built in 2011 and oriented to face south, the approx. 8,500 square foot residence embraces the natural light and balance that comes from intentional planning and global craftsmanship. From the moment you arrive, the setting is both grand and serene. A recycled glass driveway leads you to the main residence, which has been carefully positioned for optimal sunlight and energy flow. Inside, you're welcomed by expansive open spaces, panoramic windows imported from Germany, and finely curated finishes. Every room is designed to connect with the outdoors while maintaining a sense of comfort, elegance, and modern ease. The floor plan flows seamlessly across two levels, offering a mix of formal and informal living spaces ideal for both entertaining and everyday enjoyment. There are six spacious en-suite bedrooms, each featuring a gas fireplace, private balcony, and views of the surrounding landscape. The primary suite is a standout, offering peaceful water views, a sun-drenched retreat area, and a spa-style bathroom centered around a round soaking tub that feels more like a wellness escape. Throughout the home, natural hardwood flooring, custom millwork, radiant heat, and high-end materials create a luxurious yet grounded aesthetic. At the heart of the home is a chef’s kitchen outfitted with Sub-Zero and Wolf appliances, custom cabinetry, and a center island that connects beautifully to both the dining room and the more casual family space. Whether you're preparing an intimate meal or hosting a larger gathering, the layout supports both privacy and connection. Tucked away on the property is a beautifully designed two-bedroom guest cottage, complete with a private entrance, its own living space, and full bathroom. Perfect for extended family, live-in staff, or long-term guests, this cottage adds flexibility and comfort for multigenerational living or entertaining. The estate is also zoned for horses, making it an exceptional choice for equestrian buyers seeking a high-end North Shore location with flat usable land and room to expand. This offering is more than just a home, it’s a lifestyle opportunity. The property sits just minutes from Long Island Sound beaches, The Knox School, Stony Brook University and Hospital, and the charming village centers of St. James and Head of the Harbor. Convenient access to the Saint James LIRR station provides a direct connection to NYC, placing this serene retreat within reach of the city but worlds away from the hustle. Sustainable touches like the imported Spanish roof tiles and the eco-friendly driveway nod to the home’s global influence, while the Feng Shui-based design offers a rare sense of balance not commonly found in the luxury market. The acreage allows ample space for a pool, tennis court, gardens, or future custom amenities. Storage is plentiful, and the oversized two-car garage and circular motor court provide easy access and ample parking for guests. This property is part of a three-listing portfolio and is being offered as its own standalone estate. The adjacent two-acre vacant buildable lot is available separately or as part of a combined 4.49-acre compound, making this a rare chance to secure a legacy property in one of Long Island’s most sought-after coastal enclaves. Whether you’re seeking a forever home, a private family retreat, or a unique investment in luxury real estate, this estate delivers refined living in perfect harmony with nature. ****This Sale Does NOT Include The Additional 2 Acre Lot****
Courtesy: Realty Connect USA L I Inc
631-941-4300
Tucked away within the exclusive Village of Nissequogue, this elegant single-level estate offers an extraordinary sense of peace and privacy. Set on two serene acres at the end of a quiet cul-de-sac, the residence is surrounded by lush landscape and mature trees, creating a natural retreat that feels worlds away from the everyday. Inside, refined architectural details and gracious open spaces define the home’s inviting character. Large windows bathe each room in light and frame views of the tranquil grounds, while thoughtful design seamlessly blends sophistication with warmth. Just minutes from the Long Island Sound and the local marina, this property offers effortless access to sandy beaches, coastal walks, and sailing adventures — all while maintaining the quiet charm of an exclusive residential enclave. This is more than a home; it is a lifestyle — where nature, comfort, and understated luxury come together in perfect harmony.
Courtesy: Howard Hanna Coach
631-331-3600
Saint James Colonial in Smithtown Schools, built 1998, on a quiet cul-de-sac. A grand two-story foyer leads to formal living and dining rooms, a fireplace family room, and an eat-in kitchen with granite countertops. Off the rear, a glass-wrapped sunroom overlooks the backyard and opens to a large composite deck. Main level highlights include hardwood floors, powder room, and laundry. Two-car garage with electric-car charger, 9-zone in-ground sprinklers, central air. Upstairs offers four bedrooms and two full baths, including a comfortable primary suite. The walk-out lower level provides flexible space for multigenerational needs, in-laws, or an au pair arrangement: two finished rooms currently set as sleeping areas, a living/rec area with a wet bar, a full bath, and its own washer and dryer, plus a separate entrance. Owned solar panels (2020) help the property generate its own electricity; per seller, PSEG averages about $17/month to keep the account active. East–west orientation, deck and sunroom for everyday enjoyment, and a convenient location near all that Saint James offers.
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: Howard Hanna Coach
631-360-1900
Welcome to 102 Gotham Way in a desirable 55+ community. This beautifully maintained home offers easy, low-maintenance living with a bright, open layout designed for comfort and everyday enjoyment. The main level features a spacious primary en suite, providing convenience and privacy, along with generous living and dining areas perfect for entertaining or relaxing. Large windows fill the home with natural light, creating a warm and inviting atmosphere throughout. Enjoy a vibrant active-adult lifestyle with access to community amenities, social activities, and beautifully landscaped grounds. Conveniently located near shopping, dining, parks, and major roadways, this home offers the perfect balance of peaceful community living and neighborhood convenience. A wonderful opportunity to enjoy carefree living in a sought-after location.
Courtesy: Hickey & Smith REALTORS
631-751-4488
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 this renovated, move-in ready private sanctuary at 9 Swan Place, Nissequogue, just steps from Stony Brook Harbor, a masterfully designed estate offering elegance and modernity in over 8,300 square feet of luxurious living space. The grand double-height entry foyer welcomes you with newly updated interiors, including fresh paint and renovated bathrooms, setting the tone for this magnificent home. This exceptional residence features 7 spacious bedrooms and 6.5 bathrooms, 5 of which have been luxuriously updated using designer fixtures, marble and quartz, perfect for hosting guests or accommodating extended family. The main floor boasts a spectacular 1,300 sq. ft. primary suite, complete with his and hers walk-in dressing rooms, a cozy sitting room with a fireplace, and a luxurious marble bathroom. This home is ready to accommodate extended family or multi-generational living, with its 2 additional bedrooms and full bath on the main floor! Vaulted ceilings enhance the sense of space and light in the great room, primary suite, sunroom/recreation room, and also the eat-in chef's kitchen—which is equipped with premium stainless steel appliances, a massive granite-topped island, and thoughtful design for entertaining. The kitchen cabinets have recently been updated in beautiful light wood. The massive great room with its black marble fireplace flows seamlessly from the kitchen, making relaxing and entertaining a breeze. The cedar-walled sunroom with glass doors can be used as a four season relaxation room, entertaining space or recreational space, and is a stand- out feature of the home. The sunroom's new French doors open to the expansive 3,000 sq. ft. deck, perfect for seamless entertaining. Work from home effortlessly in the expansive home office with 6 oversized skylights, its adjoining sitting room- a separate second floor retreat from the main space of the home. Outside, indulge in the resort-style grounds complete with a volleyball court, fire pit, deck with multiple dining areas, stone patio featuring a newly refinished, heated gunite pool with three waterfalls, a relaxing hot tub right off the primary bedroom, and an outdoor kitchen set amidst 2 acres of professionally landscaped property. This home is located within the SOUGHT-AFTER Smithtown School District. RECENTLY RENOVATED: KITCHEN, BATHROOMS, ENTERTAINMENT ROOM, HVAC, HARDWOOD FLOORS, LANDSCAPING, POOL & DECKS. Please see attached amenities list for a full summary of recent upgrades to this stunning home. This residence is truly a sanctuary of unparalleled comfort and style, awaiting your presence. Additional village tax of $4152.08/yr.
Courtesy: Signature Premier Properties
631-567-0100
BACK ON MARKET !! - ALL BINDERS ARE OFF, DEAL FELL THROUGH - HOME IS 100% AVAILABLE ! Welcome to 23 Bacon Road - The Best Value in the coveted Head of the Harbor ! This Elegant & Expansive Ranch-Style home is nestled on 2.38 beautifully landscaped acres in the heart of Head of the Harbor. Built in 1960 & designed by renowned builder Yablonski - This home offers over 5,300 square feet of exquisite living space, This one-of-a-kind gem features a first floor master bedroom, generous room sizes, a sun-drenched sun room and fully finished basement, perfect for entertaining or extended family. Each of the five oversized bedrooms offers comfort and privacy, with ample closet space throughout. The home seamlessly blends classic charm with with modern flavor and is surrounded by mature trees and rolling lawns in a tranquil setting. It's where luxury meets tranquility and every day feels like a vacation. Take advantage of this rare opportunity to own a distinguished property in an exceptional North Shore location.
Saint James is located in New York. Saint James 11780 is more family-centric than the surrounding county with 34.47% of the households containing married families with children. The county average for households married with children is 32.94%.
