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: HomeSmart Premier Living Rlty
631-629-3630
Nestled beside the Head of the Harbor at the pinnacle of Saint James, this is a rare chance to own within one of the area’s most exclusive enclaves—comprised of just 42 distinguished residences where privacy, prestige, and opportunity converge. Set on a full builder’s acre, this expansive 3,681 sq. ft. estate offers exceptional flexibility for professionals, executives, or anyone seeking to craft a truly bespoke retreat. The stately five-bedroom, four-bath residence features generous proportions throughout, including a full basement with soaring nine-foot ceilings and an oversized two-car garage. The home offers a solid foundation while presenting an exciting canvas for thoughtful updates and refined luxury enhancements tailored to modern living. With coveted lower St. James taxes and a prime location within the Head of the Harbor area, this property represents a rare opportunity to reimagine a classic estate into a custom masterpiece—where scale, setting, and long-term value are becoming increasingly hard to find.
Courtesy: Signature Premier Properties
631-360-2800
Beautifully Updated 1 Bedroom, 1.5 Bath Ranch Located In The Highly Sought-After 55+ Active Community at Fairfield Saint James. This Move In Ready Home Features A New White Kitchen W/Quartz Countertops, New Appliances, Full Size Washer Dryer, Modern Baths, Central Air Conditioning And New Vinyl Flooring Throughout. Additional Features Include Oversized Closets, Recessed Lighting, Generous Sized Rooms, Formal Dining Area & Den With Glass Sliders To Private Patio. Fairfield Saint James Is A Gated Community Offering A Vibrant Lifestyle With Numerous Activities: Clubhouse, Pool(s), Tennis/Pickleball, Gym, Sauna & Walking Trails Throughout. Conveniently Located Close To Restaurants, Parks & Shops. Offering A Shuttle Service To All. *Taxes $3,453
Courtesy: Signature Premier Properties
631-422-3100
Beautifully Meticulous End Unit Available in the Highly Sought-After Fairfield at St. James Gated 55+ Community! Welcome to 1107 Cabot Court N! Boasting a Spacious & Inviting Formal Dining Room, Eat-In-Kitchen with Granite Countertops, Pantry with W/D, Custom-Walnut Cabinets and Stainless Steel Appliances, Large Den with Plenty of Natural Light and Exterior Access to Private Patio, Powder Room and Primary Ensuite with Plenty of Closet Space & Access to Scuttle Attic, This Charming One-Level Unit is Waiting for You to Drop Your Bags! Community Amenities Include a Clubhouse, Indoor/Outdoor Pools, Fitness Center, Library, Bocce, Tennis and Pickleball Courts, Scenic Pond, Grounds & Gazebo and Bus Service to Local Shopping Centers and The Smithtown Senior Center. Additional Unit Features Include Recessed Lighting, Private Driveway & Parking Lot Access, CAC, Baseboard Heat, Sewers. Monthly HOA Includes Ground and Common Area Maintenance, Snow Removal, Trash & Exterior Maintenance. LOW TAXES! Don't Miss!
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 Formal Living Room With Fireplace 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 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. The 2nd Level Has 5 Bedrooms, A Full Bath, Laundry Room, And A Large Private En-Suite With 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 Pool House! An Incredible Value For This Much House! Make Your Heart Happy This Valentines & Settle Down In The Heart Of Saint James!
Courtesy: Patriot Real Properties Gr LLC
631-987-1280
Discover this stunning newly built estate offering 8,500 square feet of beautifully designed living space, set on two peaceful acres in the heart of Nissequogue. Every detail of this home is brand new and thoughtfully crafted, with all architectural plans approved and overseen by the Village to ensure exceptional quality and design. The home features six bedrooms, five full bathrooms, and two half baths, along with a custom-designed tower that adds a truly unique touch. The open layout creates an easy flow between formal and casual spaces, making it just as comfortable for everyday living as it is for entertaining. The chef’s kitchen sits at the center of the home and includes a custom pantry, built-in wine storage, and a wet bar — combining style with everyday practicality. Just off the kitchen, the spacious living and dining areas are warmed by two fireplaces — one gas and one wood-burning — setting the tone for cozy evenings or larger gatherings. The primary suite and junior suite each feel like private retreats, with heated bathroom floors, generous walk-in closets, and spa-inspired finishes. Engineered white oak floors and custom stone countertops run throughout the home, highlighting the attention to detail at every turn. Outside, a beautiful paver patio surrounds the 20x40 heated saltwater pool with stadium steps — perfect for relaxing or hosting outdoors. The home also includes a dedicated A/V room with CAT-6 wiring and whole-home automation capability. Comfort and efficiency are built in, with WiFi-enabled climate controls, a four-zone central air system, and a 1,000-gallon buried propane tank. Additional upgrades include 400-amp electrical service with an automatic transfer switch for a future generator and a 23-zone WiFi-enabled irrigation system. Quality is evident throughout — from Andersen 400 Series windows and James Hardie V-groove siding to premium fixtures and finishes. A three-car garage, hardwired Ring camera system, deeded private beach access, and a half-circular driveway with dual Belgian block aprons complete the property. This is a rare chance to own a brand-new, meticulously overseen estate in one of Long Island’s most desirable communities — where luxury living meets timeless design.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-584-6600
An exceptional opportunity to create your forever dream home in the Village of Nissequogue. Brimming with potential, this spacious 5-bedroom, 3-full-bath traditional center hall colonial is set on a beautifully private, nature-surrounded property, just minutes from Stony Brook Harbor, Long Island Sound beaches, and marinas. Proposed architectural plans are already drawn, presenting a rare opportunity to expand, customize, or reimagine the home to suit your lifestyle—or simply move right in and enjoy this beautiful home in its current condition. The home offers outstanding bones and classic architectural details, including hardwood floors throughout, custom moldings, and generously proportioned rooms. A gracious formal living room features a striking brick wood-burning fireplace with custom built-ins, while the formal dining room is ideal for entertaining. The eat-in kitchen includes stainless steel appliances, gas cooking, and a charming breakfast nook. A true highlight, the tremendous great room showcases vaulted ceilings, beautiful oak moldings, a wood-burning fireplace, and a loft, creating an inviting space for gatherings large and small, with French doors leading to a sun-filled sunroom that enhances the home’s light-filled, open feel. The second level offers a primary bedroom suite with private bath and four additional spacious bedrooms. A full partially finished basement with wood-burning stove and outside entry provides additional flexible living space. Outdoor features include a brick patio, ideal for relaxing or entertaining, along with low-maintenance vinyl siding, a two-car garage, and ample parking— all set within a peaceful, wooded setting that enhances privacy and appeal. Surrounded by nature yet conveniently close to shopping, dining, Stony Brook University & Hospital, and North Shore beaches, this property offers limitless potential. A rare and exciting opportunity—don’t miss your chance to make this special property your own.
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: Unique Home Sales of L I Inc
631-619-4007
Stunning Renovated Open floor plan Ranch 4 Bedrooms, 2 Full baths. Brand new kitchen, new bathrooms, marble flooring, granite countertops, new Led hi hats, New Roof, Vinyl siding, Gutters, All new Windows, Brand-new stainless-steel appliances, new heating unit & A.C split unit, master bedroom with walk in closet, front entrance pavers, Lot of space for storage, Washer Dryer hook up, 2 side entrances, large driveway, large backyard, Low Taxes. Close to highways and railroad.
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: 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: Signature Premier Properties
631-360-2800
Classic charm meets modern living! Set high on a beautiful two-acre property, this timeless cedar Colonial sits proudly on a cul-de-sac in the village of Head of Harbor. The grand two-story foyer leads to spacious living and dining rooms, a chef’s kitchen with Viking gas range and granite countertops, and a cozy family room with fireplace. A sunroom provides year-round views of the sparkling in-ground pool, while covered front and rear porches invite outdoor living. The main level also includes a versatile bedroom/office with full bath and a mudroom. Upstairs are five additional bedrooms, including the expansive primary suite with walk-in closet and spa-like marble bath. With an attached two-car garage, full basement, central air, and separate hot water heater, this home offers comfort, convenience, and space in a prime setting.
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.
Courtesy: The Agency Northshore NY
631-870-0753
Experience a rare opportunity to own one of Nissequogue’s most private and prestigious luxury compounds, set in the heart of the sought-after Short Beach enclave. Surrounded by a protected wildlife sanctuary, this extraordinary estate includes two separate parcels: an approximately 8,500-square-foot custom-built residence with a two-bedroom guest cottage on 2.49 acres, and an adjacent 2-acre vacant buildable lot available separately or as part of a combined 4.49-acre offering. The flexibility of purchasing one or both parcels presents an unparalleled opportunity for private compound living or investment. Designed with Feng Shui principles and a rare south-facing orientation, the home was built in 2011 and intentionally planned to welcome abundant natural light, positive energy, and harmonious flow throughout. Walls of panoramic windows imported from Germany provide breathtaking views of the lush surroundings, offering privacy, tranquility, and effortless indoor-outdoor living. The main residence features six spacious en-suite bedrooms, each with its own gas fireplace, private balcony, and elegant finishes. The primary suite is a true sanctuary, offering water views, a spa-style bathroom with a sun-filled round soaking tub, radiant heated floors, and a generous walk-in closet. The chef’s kitchen is outfitted with top-tier Sub-Zero and Wolf appliances, custom cabinetry, and a large center island, opening seamlessly into expansive formal and informal living and dining spaces ideal for entertaining. This estate is thoughtfully designed with sustainable and luxury features throughout. Radiant heating has been installed beneath all tile flooring for year-round comfort. Hot water is efficiently powered by solar energy, reducing long-term operating costs and supporting a greener lifestyle. The property also features a long recycled glass driveway, a spacious three-car garage with loft storage, and imported roof tiles from Spain that reflect both craftsmanship and longevity. The separate two-bedroom guest cottage includes its own kitchen and private entrance, making it ideal for extended family, in-laws, staff, or guests. Whether you need flexible multi-generational living or seek the perfect North Shore retreat, this residence offers unparalleled comfort and versatility. Zoned for horses, the acreage offers space for equestrian use, additional outbuildings, or recreational lifestyle enhancements. Located just minutes from Long Island Sound beaches, The Knox School, Stony Brook University and Hospital, and the Saint James LIRR station, this rare offering is only 60 miles from New York City while feeling a world away. The Village of Nissequogue is known for its expansive estates, natural preserves, and luxury waterfront lifestyle, making this home ideal for discerning buyers looking for elegance, land, and privacy. This listing is part of a 3-property portfolio that can be purchased individually or together. Options include the main residence and cottage on 2.49 acres for $5,299,000, the 2-acre vacant lot for $1,200,000, or both properties combined as a 4.49-acre private compound for $6,499,000. This listing reflects the 4.49-acre parcel with the residence, guest cottage and land. Properties are listed separately on MLS. Taxes include Village of Nissequogue.
Courtesy: RE/MAX Integrity Leaders
631-736-2000
Charming 3 Bedroom, 3 Bathroom Cape, Possible Mother Daughter With a Thoughtfully Designed Layout. The Main Level Features Two Bedrooms, A Bright Living Room, A Well-Equipped Kitchen, And A Dining Area Perfect For Entertaining. Upstairs, You'll Find A Private Primary Bedroom Suite For Added Comfort. The Finished Basement Offers Additional Living Space, Ideal For A Family Room. Situated On A Beautifully Landscaped Lot, with a heated in ground pool. This Home Blends Style And Functionality.
Saint James is located in New York.
