luxury real estate for sale Nissequogue, United States

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

This Stony Brook Village gem blends historic character with thoughtful updates. Originally built in 1820, the home has been completely renovated with full insulation, updated plumbing and heating, new bathrooms, a beautifully renovated kitchen, and an in-ground sprinkler system. Custom period moldings and finish details throughout preserve the home’s charm while adding warmth and character. A delightful south-facing front porch welcomes you in. The first floor offers a formal living room, office, full bath, formal dining room, spacious eat-in kitchen, pantry, and laundry room. Upstairs are two generous bedrooms and a full bath. Additional space includes a walk-up attic and an unfinished basement. A standout feature of the property is the large detached barn, currently undergoing significant improvements including new structural joists and rafters. New windows and board-and-batten siding on the front will be completed shortly. The barn already has new electric and plumbing in place and offers wonderful potential for a future apartment. A separate portion of the space could easily become a two-story home office or art studio filled with natural sunlight. Set along a sidewalk that leads directly to the heart of Stony Brook Village, this is a rare opportunity to own an updated, period home in a highly desirable location.

Welcome to this exceptional Old Stony Brook gem, located North of 25A on a well kept 0.57 acre property. This inviting Ranch offers 3 Bedrooms, 1.5 Baths, featuring a comfortable Living Room and a Dining Room with a charming Fireplace - perfect for everyday living and entertainment. The newer, Grand Kitchen is a true highlight, showcasing Granite Countertops, Viking Stainless Steel Appliances and Breakfast Nook. Additional features include a full unfinished basement offering endless potential, a welcoming Front Porch, and a sprawling Fenced Backyard with Pavers patio ideal for outdoor enjoyment. Conveniently located near Shops, SUNY Stony Brook, and Train Station, this home combines classic charm, modern amenities and an unbeatable location.

INVESTOR OPPORTUNITY - DRIVE-BY VIEWING ONLY - DO NOT WALK PROPERTY The Enclave by Edaward P Mellon-Rare opportunity to acquire a double lot totaling 0.3 acres in a prime Stony Brook location. This property is being sold strictly AS-IS. Absolutely no access to interior or grounds permitted. Drive-by viewing only. This well-positioned double lot offers convenient proximity to transportation (0.5 miles to train station), schools (1 mile), and hospital (1.5 miles). Cash buyers or investors with renovation/construction experience preferred. Seller makes no representations or warranties regarding the condition of the property. All inspections and due diligence are the responsibility of the buyer.

Discover the perfect blend of charm, comfort, and convenience in this beautifully maintained 4-bedroom, 2.5-bath Center Hall Colonial, ideally positioned on a serene 0.60-acre property off a cul-de-sac in Old Stony Brook’s sought-after Quaker Hill neighborhood. This inviting home offers an exceptional lifestyle both inside and out. Step through the welcoming foyer into sun-filled living spaces, including a spacious living room, elegant formal dining room with butler’s pantry, and a warm, character-rich den featuring a wood-burning stove/fireplace, an ideal setting for cozy evenings or effortless entertaining. The open kitchen serves as the heart of the home, boasting quartz countertops, stainless steel appliances, and a charming breakfast nook that overlooks the property. The expansive, fully fenced backyard is your private retreat, complete with a wood deck and sparkling salt water in-ground pool—perfect for summer gatherings, relaxation, and outdoor enjoyment. A full basement provides abundant storage and flexible recreation space. Located just minutes from local shops, SUNY Stony Brook, West Meadow Beach, and the train station, this home offers unmatched convenience in one of the area’s most desirable settings. Classic architecture, modern updates, and a prime location come together to create a truly exceptional opportunity.

Located in the highly desirable Old Field South neighborhood, this sophisticated, fully renovated residence showcases exceptional craftsmanship, high-end finishes, and a flexible, thoughtfully designed floor plan. Expansive living spaces with vaulted ceilings are ideal for both everyday living and entertaining, featuring an elegant living room with a fireplace, a formal dining room, two generously sized dens, and a heated, sun-drenched solarium enhanced by new floor to ceiling windows and skylights. The gourmet eat-in kitchen is beautifully appointed with custom natural cherry cabinetry, honed quartzite countertops, and premium appliances, including a Wolf double oven, Wolf cooktop and Sub-Zero refrigerator. The serene primary suite offers seasonal water views of Long Island Sound, complemented by two walk-in closets and a luxurious spa-inspired bath with a soaking tub, walk-in shower, custom cabinetry, leathered granite countertops, and radiant heated floors. Outdoor living is equally impressive, with a private, professionally landscaped backyard featuring a heated saltwater pool and an expansive bluestone patio. Thoughtful landscape lighting highlights specimen trees and lush plantings throughout the property. Handcrafted natural cherry cabinets compliment rooms throughout the residence. Additional amenities include three newly renovated bathrooms, rift and quartered, wide plank white oak flooring throughout, a partially finished basement, three-zone central air conditioning, a newer architectural roof, and more. Ideally located less than one mile from West Meadow Beach and Nature Preserve, this home represents a rare opportunity to own a property of this caliber. Property Owners Association dues are $100/year. Taxes being professionally grieved.

Welcome to 523 Long Beach Rd, Nissequogue, a luxurious home with over 8500 sq. ft. of living space, including 6 bedrooms, 5.5 baths, and a 3-car garage. Enjoy top-of-the-line appliances in the kitchen, custom trim work, and applied molding detail throughout. Entertain guests in the formal dining room or cozy living room. The master suite features his and her walk-in closets, a soaking tub, and a 84 Vanity. State-of-the-art speakers and custom lighting in the kitchen and living areas create the perfect ambiance. The exterior features Azek sheet panels and Hardi Artisan siding, roof over patio leading to a beautiful in-ground heated pool. Too much to list. Ask for full amenities sheet! *** Floor plans do not show 850 sq ft 3 car garage being built***

Welcome to this beautifully maintained 4 bedroom, 2 bath expanded Cape offering the perfect blend of charm, comfort, and future potential. Hardwood floors flow throughout the home, while the light filled, remodeled kitchen serves as the heart of the home with stylish updates and an inviting atmosphere. The first floor primary bedroom provides convenient single level living, complemented by a stunning renovated bath featuring double sinks, a separate shower, and a luxurious soaking tub. Two fireplaces add warmth and character, creating cozy gathering spaces throughout the home. Enjoy morning coffee or evening relaxation in the three season room overlooking the serene backyard, offering a peaceful retreat surrounded by nature. Additional highlights include a new roof, CAC, whole house water filtration system, and an electric vehicle charging station. A truly unique feature of this home is the approximately 1,000 square feet of unfinished attic space on the second floor, presenting an incredible opportunity to create a grand primary suite, recreation room, home office, or whatever best suits your lifestyle. The full basement provides even more flexible space for recreation, hobbies, and abundant storage. Lovingly cared for and thoughtfully updated, this home offers exceptional value, versatility, and room to grow. Located in the highly desirable Old Field South neighborhood and part of Three Village Schools. Close to West Meadow Beach.

Welcome to this beautifully renovated Colonial in the award-winning Three Village School District, where timeless charm meets today's modern lifestyle. Completely updated with quality finishes throughout, this move-in-ready home offers the perfect blend of comfort, style, and functionality. The stunning eat-in kitchen serves as the heart of the home, featuring stainless steel appliances, gas cooking, stylish cabinetry, and ample space for gathering with family and friends. Bright, inviting living areas create a warm and welcoming atmosphere, while four spacious bedrooms and three-and-a-half well-maintained bathrooms provide comfort and convenience. The home also includes an upper level offering additional flexibility. Enjoy your morning coffee or unwind in the evening on the charming wraparound porch. Additional highlights include an attached two-car garage and a full unfinished basement offering exceptional storage and endless possibilities. Ideally situated near Stony Brook University, Stony Brook Village, shopping, restaurants, beaches, parks, the Long Island Rail Road, and the Port Jefferson Ferry, this exceptional home offers the best of North Shore living in one of Long Island's most sought-after school districts. Property taxes are currently being professionally grieved, with a substantial reduction anticipated.

Set on two private acres in the Village of Old Field, this beautifully maintained Cape Cod offers a rare blend of charm, space, and thoughtful updates. With four bedrooms and two and a half baths, the home features hardwood floors, classic crown molding, and a warm, inviting layout. The eat in kitchen is equipped with stainless steel appliances and overlooks the backyard. A bluestone screened porch provides the perfect setting to enjoy the surrounding property in every season. Recent improvements include new plumbing lines, a roof just 10 years young, central air and Anderson windows. Set on expansive grounds, the property also features a horse stable, making it ideal for equestrian enthusiasts or those seeking a lifestyle with room to roam. Located just moments from West Meadow Beach and within the highly regarded Three Village School District, this is a special offering in Old Field that combines timeless character with modern updates in a truly serene setting.

Auction of Swan Manor, Stanford White's masterpiece in NY. 22,000 sq. ft., sea view, 14 bedrooms. Bids from $6 million, bids until September 9. Nissequogue, Long Island Sound, NY

Classic Colonial home offering spacious, and comfortable living . The expansive living room and beautiful wood floors throughout the home create a warm and inviting atmosphere. The eat-in kitchen flows seamlessly into the den, featuring a cozy wood-burning fireplace—perfect for everyday living and entertaining. The primary bedroom boasts an updated marble en-suite bath, while the additional bathrooms have also been tastefully renovated with quality finishes. In addition there are 3 nicely sized bedrooms on the second floor. The recently remodeled basement features durable luxury vinyl plank flooring and an outside entrance, providing versatile space for recreation, or a home office.. Step outside to enjoy the backyard deck with retractable awning, ideal for relaxing or hosting gatherings. Conveniently located near local shopping, the Long Island Rail Road, area beaches, fine dining, and Stony Brook University, and Stony Brook University Medical Center, this home offers the perfect combination of comfort, and accessibility. Smithtown Schools

The Oaks at Stony Brook offers carefree ranch-style living in a desirable 55+ community of 45 homes, ideally located near shopping, dining, and everyday conveniences. High ceilings and an open floor plan create a bright, airy atmosphere throughout the main living areas. The spacious living room and dining room combination flows effortlessly into the large kitchen, which features wood cabinetry, granite countertops, and stainless steel appliances. A gas fireplace adds warmth and charm to the living room, making it an inviting space for relaxing or entertaining. The primary suite is generously sized and features a tray ceiling, a walk-in closet, and an additional closet for extra storage. The en-suite bath includes a jetted soaking tub, double vanity, and glass-enclosed shower. The second bedroom features laminate flooring and is conveniently located next to a full bath with a soaking tub with shower. Additional living and storage space can be found in the full, partially finished basement, ideal for recreation, hobbies, or a home office. Gas heat, first-floor laundry, and a two-car garage add to the home’s comfort and convenience. The nearby clubhouse, pool, tennis court and pickleball court complete the lifestyle, offering excellent amenities for active adult living.

Move Right in to this inviting, expanded Cape Cod home showcasing numerous updates from 2010 to the present. The formal living and dining rooms offer refined elegance with recessed lighting, crown molding, and raised panel detailing. The living room features a charming wood-burning fireplace, while the dining room includes a cozy window seat—perfect for gatherings and everyday comfort. The first floor was completely remodeled in 2010, featuring new sheetrock, insulation, moldings, and main flooring throughout. A first-floor bedroom with nearby full bath provides flexibility and could easily be enclosed to create a private space ideal for multigenerational living. The kitchen is equipped with wood cabinetry and stainless steel appliances, blending style and functionality. Upstairs, you’ll find two generously sized bedrooms with wall-to-wall carpeting, along with a beautifully updated bathroom. The finished basement adds valuable recreational space, perfect for entertaining, and additional storage space. The home is heated by natural gas, adding both convenience and comfort during colder months. Step outside to a backyard retreat featuring a large pavilion, an in-ground heated swimming pool, and a paver patio—ideal for outdoor enjoyment. Recent updates include a new roof, new front and rear pavers, a new driveway, central air conditioning, a remodeled upstairs bathroom, and a new pool liner and filter. Nearby is the local shopping district, fine dining, local beaches and Stony Brook University and Medical Center. Smithtown Schools.

238 Woodlawn Avenue, Saint James, NY 11780

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 flow throughout the home, complemented by tasteful neutral decor 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. Ideally located close to transportation, shopping, and restaurants, as well as Stony Brook University and Stony Brook Hospital, and just minutes from the beaches of the Long Island Sound, this offering delivers both tranquility and everyday convenience — ideal for the discerning buyer seeking a private, turnkey home and “one of a kind” property.

Nestled on a quiet cul-de-sac in the conveniently located M Section, this beautifully maintained Cambridge style Colonial, built in 1965, sits on a spacious .4 acre lot, featuring meticulously maintained grounds that offer both privacy and tranquility. This 3 bedroom, 2 1/2 bath home offers many of the most desired features including, but not limited to, a bright and inviting eat in kitchen with two large sky lights and access to the laundry room and garage, a dining room with space to entertain any large gathering, a comfortable family room for tv watching or relaxing and an additional bonus room to use as a space for guests, an office or a quiet library. The home is complimented by beautiful hardwood floors, CAC, walk up attic space, a 200 amp electrical panel, a generator hookup and 2 large backyard gazebos for outdoor living and enjoyment, to list a few. One of the special features of this home and very rare for this neighborhood, is a FULL BASEMENT, with a custom wet bar, cedar wall, ample storage and a great space for entertaining. This home has so much to offer. Located in the award winning Three Village School District and moments away from Stony Brook University Hospital, LIRR, Stony Brook Village, shopping, restaurants, kayaking, biking, parks and beaches. This is one you won’t want to miss!

Set on .61 acres of flat, beautifully landscaped property in the Hamlet of St. James, this well maintained center-hall Colonial combines timeless charm with spacious living and thoughtful recent updates throughout. The formal living room, dining room, and oversized den are filled with warmth and character, featuring wide-plank pine flooring and generous entertaining space. The den is anchored by a charming wood-burning fireplace, creating the perfect setting for cozy evenings and gatherings. The sun-filled kitchen offers oak cabinetry and is centered around a large island, with a bright breakfast area and sliding doors that open to the backyard oasis. The spacious primary suite provides a peaceful retreat with a walk-in closet and a recently renovated spa-like bath featuring an oversized shower and double-sink vanity. Three additional bedrooms offer wall-to-wall carpeting over hardwood flooring and include custom closet systems. Additional highlights include a large unfinished basement ideal for storage or future finishing, recent updates to the roof, central air conditioning, and bathrooms, offering comfort and peace of mind for years to come. Step outside to your private fully fenced resort-style backyard, complete with an inground saltwater pool and paver patio perfect for summer entertaining, relaxing weekends, and outdoor living at its finest. Nearby is local shopping, area beaches, fine dining, and Stony Brook University and Medical Center. Smithtown Schools.

This charming 3 bedroom, 2 full bath ranch has been lovingly maintained and offers comfortable living with a warm, inviting feel throughout. Hardwood floors extend throughout the home while the den with a wood burning fireplace creates the perfect space to relax or gather with guests. Additional highlights include central air conditioning, oil heat, and a full basement offering generous space for recreation, hobbies, and storage. Conveniently located less than a mile from the LIRR and close to a variety of shopping, dining, and everyday conveniences, this home offers both comfort and accessibility in one appealing package.

Elegant and inviting expanded ranch featuring numerous recent updates and spacious living throughout. Expanded in 2009, the home offers generously sized bedrooms and a layout designed for both comfortable living and entertaining Upon entering, you are welcomed by a spacious formal dining room highlighted by a large picture window that fills the space with natural light. Just beyond, the stunning great room features pegged hardwood flooring, a cozy wood-burning fireplace, and custom built-in bookshelves, creating the perfect gathering space. Recently remodeled in 2024, the kitchen boasts white cabinetry, quartz countertops, stainless steel appliances, and a sunny breakfast nook ideal for casual dining. The private primary suite offers a vaulted ceiling with high hats, a walk-in closet, and its own full bath. Two additional oversized bedrooms share a beautifully maintained full bathroom. Additional features include a partially finished basement, new central air conditioning, a new cesspool, updated heating system, and many new or replaced windows throughout the home. Outside, the fully fenced backyard creates a private retreat complete with an in-ground pool featuring a new liner and new heater — perfect for relaxing or entertaining all summer long. Ideally located near area shopping, fine dining, local beaches, and Stony Brook University and Medical Center. Smithtown Schools

Step back in time with this remarkable all-brick estate built in 1905, gracefully set on 8.95 scenic acres along the river. Rich in old-world character and elegant architectural detail, the residence offers 6 bedrooms, 6.5 baths, a grand ballroom with an impressive stone fireplace, and exquisite custom millwork throughout. An additional 4.5 acres of protected wetlands across the river enhance the property’s privacy and natural beauty.