Refine Search
Sort by
$775,000
3 Beds 2 Baths 1027993 MLS
Welcome home! This pristine 3-bedroom, 2-bathroom Splanch sits perfectly on a flat, fenced .25-acre lot in a sought-after, sidewalk-lined neighborhood. Beautifully merging modern updates with exceptional energy efficiency, this residence is entirely turn-key. From the moment you arrive, the new double-wide paver driveway provides the convenience for parking multiple cars without the chaos. Enjoy the newer kitchen and updated bathrooms. Bright sliders lead directly from the home to a brand-new deck, perfect for summer barbecues and outdoor dining or relax by the warm gas fireplace in your inviting main living space. Stay comfortable year-round with efficient gas heating and central air conditioning in a home that is fully equipped with solar panels to drastically lower your monthly electric bills. This property is situated in the Smithtown School District. It offers easy access to the town's Main Street, dining, and shopping, as well as gorgeous state and county parks. Commuting is effortless and convenient to major highways and the Long Island Rail Road (LIRR). Everything you could want is waiting for you right here.

11 Sandalwood Drive, Smithtown

$589,000
3 Beds 2 Baths 1027967 MLS
Welcome to this expanded home offering 8 rooms, including 3–4 bedrooms and 2 full bathrooms, set on 0.34 of an acre. The eat-in kitchen features stainless steel appliances, including a newer dishwasher and refrigerator. Fresh interior paint, updated laminate flooring, and carpeting in select areas create a clean, inviting atmosphere. Approximately two-thirds of the home was added in 1974 and includes central air conditioning for year-round comfort. Additional updates include siding and a roof that are approximately 3 years old, along with newer front and rear stone stoops. A partial basement and crawl space provide additional storage and utility space. Enjoy the fenced backyard with a tranquil koi pond and plenty of outdoor space for gardening, recreation, or entertaining. This well-maintained property combines recent updates, generous outdoor space, and a versatile layout, making it an opportunity you won't want to miss.

46 Peconic Street, Selden

$2,295,000
4 Beds 6 Baths 1027958 MLS
Introducing The Eagle’s Nest — an extraordinary custom-built estate in Fort Salonga where timeless craftsmanship, architectural excellence, and unmatched quality come together on 1.6 private, park-like acres. (True Taxes - $33,992) Originally designed and built as the builder’s personal residence, every detail was thoughtfully considered, creating a home that is as impressive today as the day it was completed. A winding approach reveals a stunning cedar-shingle exterior accented by handcrafted brickwork, dramatic entry towers, bluestone walkways, and a grand mahogany front door. Surrounded by mature specimen trees and meticulously landscaped grounds, the setting offers complete privacy while making an unforgettable first impression. Inside, soaring ceilings, walls of glass, rich oak flooring, marble finishes, and exceptional millwork define nearly every space. The breathtaking Great Room is the heart of the home, showcasing 23-foot cathedral ceilings, a magnificent floor-to-ceiling Tennessee granite fireplace, oversized windows framing picturesque woodland views, and expansive Pella doors that seamlessly connect the interior to the outdoor living spaces. Designed for both everyday living and grand-scale entertaining, the spacious eat-in kitchen features Sub-Zero refrigeration, Bosch dishwasher, updated appliances, custom cabinetry, a spacious center island, a separate breakfast area with wet bar, and direct access to the outdoor oasis. A formal dining room, elegant library with its own fireplace, and multiple gathering spaces provide warmth, sophistication, and effortless functionality. Offering 4-5 bedrooms (all with balconies), 5.5 baths, and four fireplaces, the home is highlighted by an exceptional Primary Suite complete with a private balcony, skylights, marble spa bath, Jacuzzi tub, glass shower, and tranquil treetop views. A separate main-level bedroom suite with its own private entrance offers ideal accommodations for guests, or multigenerational living. Step outside and discover a backyard that feels like your own private resort. An expansive newly constructed deck creates the perfect setting for entertaining or simply enjoying the peaceful surroundings. A spectacular cascading waterfall flows into an oversized koi pond, creating a breathtaking focal point and filling the property with the soothing sounds of nature. Surrounded by mature landscaping and complete privacy, the outdoor spaces are nothing short of extraordinary. The walk-out lower level continues the home’s impressive design with a spacious recreation room 9" pool table, fireplace, dedicated game and fitness area, full bath, and direct access to the backyard. Car enthusiasts and hobbyists alike will appreciate the incredible four-car garage with soaring ceilings, oversized electric doors, hot and cold water, central vacuum, and over 1,200 square feet of unobstructed space. Built to an uncompromising standard, this remarkable residence features Andersen windows, Pella doors, 16 skylights, seven-zone heating, central air, central vacuum, integrated whole-home speaker wiring, extensive custom lighting, and countless architectural details rarely found in today’s construction. More than a luxury home, The Eagle’s Nest is a legacy estate—a one-of-a-kind architectural masterpiece where exceptional craftsmanship, timeless design, and spectacular natural surroundings come together to create one of Long Island’s most remarkable residences.

55 Meadow Glen Road, Northport

$879,999
4 Beds 3 Baths 1025215 MLS
Stunning 4-bedroom, 2.5 bath Colonial nestled on a quiet cul-de-sac in the highly desirable Village of Port Jefferson. This inviting home offers the perfect blend of timeless charm, modern updates, and exceptional location. Features include brand new roof (one month old), refinished hardwood floors, remodeled primary bath, central air, full basement, updated stainless steel appliances including washer/dryer, new hot water heater (5y) , spacious fenced backyard, remodeled entry way with new front door, new decking/porches, new sprinkler system (2y), new 200 amp electrical panel (2y). With low taxes and close proximity to Port Jefferson's scenic harbor, restaurants, shops, parks, and ferry, this move-in-ready Colonial offers the best of North Shore living.

28 Village Woods Road, Port Jefferson

$749,999
3 Beds 2 Baths 1027865 MLS
Welcome to 3 Cozine Road South in Center Moriches! Completely reimagined from top to bottom, this stunning expanded Cape is the definition of move-in ready. Situated on a sprawling 1-acre property, this beautifully renovated home offers 3 spacious bedrooms, 2 full bathrooms, and modern finishes throughout. Inside you're welcomed by soaring vaulted ceilings, with skylights that flood the home with natural sunlight, fresh designer paint, luxury vinyl flooring, recessed hi-hat lighting, and an open, airy floor plan designed for today’s lifestyle. The spacious living room flows effortlessly into the dining area and the show stopping kitchen, complete with a large center island, soft-close cabinetry, stainless steel appliances, and abundant storage perfect for everyday living and entertaining. Sliding glass doors lead to your expansive backyard, offering endless possibilities to create your dream outdoor retreat, whether it’s a pool, entertaining space, or private oasis. The first floor features a generously sized bedroom and a beautifully renovated full bathroom, while the second floor offers two additional spacious bedrooms and another fully updated full bathroom. Additional highlights include: New roof New siding New windows Full unfinished basement with outside entrance Central air conditioning Electric heat This is a rare opportunity to own a turnkey home on a full acre in one of Long Island’s most desirable South Shore communities. Circular driveway with ample parking. Perfectly positioned in the heart of Center Moriches, you’ll enjoy the privacy of country style living while remaining just minutes from beaches, marinas, wineries, shopping, dining, and major commuter routes. Cupsogue Beach County Park – Approximately 10 minutes Smith Point County Park – Approximately 15 minutes Sunrise Highway (NY-27) – Approximately 5 minutes Long Island Expressway (I-495) – Approximately 20 minutes Southern State Parkway – Approximately 20–25 minutes Northern State Parkway – Approximately 30–35 minutes Mastic–Shirley Long Island Rail Road Station – Approximately 10 minutes, offering convenient service to Penn Station and Grand Central Terminal. New York City – Approximately 90 minutes by car, making commuting or weekend trips into Manhattan convenient. North Fork Wine Country Just 25–35 minutes away is Long Island’s renowned North Fork Wine Trail, home to some of the region’s most celebrated vineyards, including Martha Clara Vineyards, Baiting Hollow Farm Vineyard, Palmer Vineyards, Macari Vineyards, Pindar Vineyards, and Bedell Cellars. Spend your weekends enjoying award-winning wineries, farm-to-table restaurants, local breweries, fresh farm stands, and picturesque waterfront villages. Center Moriches offers the perfect blend of coastal charm and suburban convenience. Residents enjoy boating, fishing, kayaking, paddleboarding, nearby marinas, golf courses, waterfront dining, parks, and year-round outdoor recreation. You’ll also appreciate being just a short drive from Westhampton Beach, The Hamptons, Fire Island ferries, and the North Fork, giving you endless opportunities to enjoy Long Island’s best beaches, vineyards, shopping, and waterfront destinations. Whether you’re searching for a peaceful retreat or a home close to everything Long Island has to offer, 3 Cozine Road South delivers an exceptional lifestyle in an unbeatable location. Your dream home awaits!

3 Cozine Road S, Center Moriches

$589,999
3 Beds 2 Baths 1028343 MLS
Welcome to 115 Argyle Avenue, a well-kept 3-bedroom, 2 full bath home in Selden. The main level offers a comfortable layout with a bright living room, dining area, and updated bathroom. Hardwood floors run through the main living spaces, while the bedrooms feature newer carpeting. The finished basement provides extra living space, perfect for a den, playroom, home office, or gym with a full bathroom. Step outside to a spacious backyard with a patio and an above-ground pool, making it a great space to relax or entertain. Recent updates include both full bathrooms, hardwood flooring, carpeting, electrical panel, sliding glass door, hot water heater. The driveway was replaced approximately five years ago. Move right in and make it your own

115 Argyle Avenue, Selden

$774,999
4 Beds 2 Baths 1028002 MLS
Welcome to 103 Bonnie Road in Oakdale! This beautifully renovated split-level home offers the perfect blend of modern, move-in-ready finishes and exceptional indoor-outdoor living. Featuring four thoughtfully designed levels, the home includes three spacious bedrooms and a full bathroom on the upper level. The main living level boasts an open-concept layout with vaulted ceilings, a bright and inviting living/dining room, and a spacious kitchen ideal for everyday living and entertaining. Sliding glass doors lead to a large rear deck overlooking the expansive backyard. The lower level offers outstanding flexibility with a converted bedroom, additional living area, kitchenette, full bathroom, and a separate outside entrance—ideal for extended family, guests, a home office, or potential accessory living space (subject to local regulations). The unfinished basement provides abundant storage and houses the home's utilities. Additional highlights include 150-amp electric service, brand-new central air conditioning, LED high-hat lighting throughout the bedrooms and living areas, and a newly paved double-wide driveway. Situated on a generous quarter-acre lot, the property offers plenty of room for entertaining, recreation, or future outdoor enhancements. Conveniently located just minutes from the waterfront and vibrant downtown Sayville, you'll enjoy easy access to restaurants, bars, cafe's, shopping, parks, and everything the South Shore lifestyle has to offer.

103 Bonnie Road, Oakdale

$699,990
4 Beds 3 Baths 1028529 MLS
Welcome home to the highly desirable Pickwick section of Rocky Point! This classic 4-bedroom, 2.5-bath Colonial seamlessly combines timeless elegance with exceptional modern amenities. Step inside an inviting entry hall showcasing gleaming hardwood floors that flow effortlessly into: Formal Living Room: Bathed in natural light from a stunning bay window. Formal Dining Room: Elegant and spacious—perfect for hosting. Renovated Chef’s Kitchen: The heart of the home, featuring rich granite countertops, a durable stone floor, and a spacious center island with seating. Family Room: Adjacent to the kitchen, complete with a classic wood-burning fireplace and Andersen sliding glass doors opening directly to your outdoor sanctuary. Upstairs Retreat The second floor offers plenty of space and privacy for everyone: Primary Suite: An expansive true retreat featuring soaring cathedral ceilings, a ceiling fan, a generous main closet, plus a separate dressing area with an extra closet and a private en-suite bath with a shower stall. Additional Bedrooms: Three additional spacious bedrooms complete the upper level, ideal for guests, or a home office. Your Personal Backyard Paradise Step outside to a resort-style yard designed for effortless summer entertaining: Expansive Trex Deck: Massive and low-maintenance, ideal for lounging and dining. Heated Saltwater Inground Pool: Equipped with a brand-new liner and surrounded by elegant paving stones. Privacy & Security: Fully fenced yard featuring new PVC privacy fencing. Firepit for gathering friends and family. Additional Features & Highlights Basement: Partially finished with an egress window for safety, extra light, and added flexibility. Comfort & Convenience: Gas heating and Central Air Conditioning. New Roof, Siding, and Windows. Prime Location: Minutes to local shops, dining, Mt. Sinai Harbor, and Cedar Beach. Enjoy a quick drive to Riverhead shopping, as well as the world-class East End farms, wineries, and beaches! Live the good life in beautiful Rocky Point—schedule your private tour today!

5 Rockhill Road, Rocky Point

$675,999
3 Beds 2 Baths 1028494 MLS
Welcome to this beautifully maintained 3-bedroom, 2-full-bath Farm Ranch offering the perfect blend of comfort, convenience, and endless potential. Step inside to find brand-new flooring throughout, soaring vaulted ceilings in the living room and kitchen, central air conditioning, and an open, inviting layout that's perfect for everyday living and entertaining. Outside, you'll love the beautifully landscaped grounds, fantastic curb appeal, beautiful vinyl siding, a Trex deck for perfect for entertaining and outdoor gatherings, and an attached one-car garage with interior access. Full unfinished basement downstairs with plenty of room for storage or can be additional living space as well! One of the home's most exciting features is the expansive unfinished second floor, offering incredible potential to create additional bedrooms, a luxurious primary suite, home office, recreation space, or accessory living area (with proper permits). Ideally located just a short walk to the elementary school and only minutes from major highways, shopping, restaurants, parks, and all the conveniences Ronkonkoma has to offer, this home combines an unbeatable location with exceptional value. Don't miss the opportunity to make this versatile home your own!

1A Richard Place, Ronkonkoma

$899,999
4 Beds 4 Baths 1028198 MLS
Welcome to 128 Crooked Hill, a completely renovated residence that offers the quality, comfort, and feel of new construction. This exceptional 4-bedroom, 4-full-bath home has been thoughtfully updated from top to bottom with new vinyl siding, all-new plumbing, electrical service, flooring, windows, roof, doors, lighting, and a state-of-the-art two-zone heating and cooling system. The heart of the home is the stunning new kitchen, featuring custom soft-close cabinetry, quartz countertops, a center island with a built-in microwave drawer, and premium appliances including a Bosch refrigerator and dishwasher and a 48-inch Bertazzoni Professional Series propane range with double ovens. The spacious living room features a wood-burning fireplace, while the formal dining room provides an elegant setting for entertaining. The primary bedroom offers a private retreat with a luxurious ensuite bathroom and large walk-in closet. Additional bedrooms and full bathrooms provide exceptional comfort and flexibility. The lower level features a spacious recreation room, laundry area, utilities, and additional versatile space. Outside, enjoy a completely rebuilt and freshly blacktopped driveway accented with Belgium block, a new front entry step and paved walkway, and a spacious 15-by-30-foot paver patio with a blacktop walkway and paver border, perfect for outdoor entertaining and relaxation. With extensive renovations throughout, this remarkable home combines modern luxury, thoughtful design, and the peace of mind of extensive new systems.

128 Crooked Hill Road, Huntington

$549,900
4 Beds 1 Baths 1025897 MLS
Opportunity awaits in this classic 4-bedroom, 1-bath Cape full of potential! Lovingly owned for many years, this home is ready for its next chapter and offers the perfect canvas to reimagine. While the interior reflects a bygone era and has not been updated since Grandma lived here, the solid layout and generous living space provide endless possibilities. Ideally located in one of the Town of Babylon’s charming seaside villages, residents enjoy access to exclusive Town of Babylon amenities, including beautiful beaches, pools, a spray park, marinas, parks, and a vibrant village atmosphere with local shops, restaurants, community events, and convenient transportation. Bring your vision and make this home your own!

380 W Gates Avenue, Lindenhurst

$1,199,999
4 Beds 4 Baths 1028416 MLS
Original owners of this Island Estates home, built in 2002, have meticulously maintained this beautifully updated 4-bedroom residence offering a spacious and thoughtfully designed layout ideal for both everyday living and entertaining. Recent upgrades include a new roof, solar system, updated windows, and an expanded driveway. Interior highlights feature renovated bathrooms, an oversized primary suite with a large walk-in closet, a separate mud room with an expanded pantry, and an open-concept floor plan enhanced by 9-foot ceilings throughout. Step outside to enjoy the expansive deck and private backyard oasis featuring a separate pool area with a pool, spa, and charming pool house. Situated on .69 professionally landscaped acres, the property showcases stunning grounds designed by Matt Hassard Landscapes Inc., creating exceptional curb appeal and resort-style outdoor living.

19 Sweetgum Lane, Miller Place

$1,249,000
3 Beds 4 Baths 1028434 MLS
Stylish Heritage Farmhouse: Dating to approximately 1910, this beautifully reimagined Queen Anne–inspired country home preserves a tangible connection to East Marion’s past. Set along the historic route once known as Kings Highway and Sunset Trail—today’s Main Road—and near Marion Lake, the residence was built when the hamlet still reflected its longstanding agricultural and maritime heritage while emerging as a sought-after North Fork summer retreat. Comprehensively renewed for contemporary living, the home pairs early-20th-century character and gracious proportions with refined interiors and exceptional outdoor potential. All major systems have been updated, offering the comfort, convenience and confidence of a modern residence within a home of enduring character. Privately situated behind stylish gates on a level, sun-filled half-acre, the property offers turnkey living in a thoughtfully landscaped setting. A welcoming wraparound porch opens to a beautifully appointed kitchen featuring stainless-steel appliances, quality finishes and sophisticated details. The open-concept living and dining areas flow naturally from the kitchen and extend to an open-air deck overlooking the expansive backyard. An existing pool permit provides an exciting opportunity to create a private outdoor retreat, while one of the property’s two substantial sheds could potentially be converted into a pool house, subject to applicable permits and approvals. The first-floor primary suite includes a beautifully finished bath with a soaking tub, while a separate powder room serves guests. Upstairs, two additional en-suite bedrooms each feature a thoughtfully designed full bath. Generous proportions continue throughout the home, with the basement providing abundant storage and a spacious laundry room. Propane heat and new central air conditioning ensure year-round comfort. The home’s flexible layout and peaceful yet convenient location also create an ideal live-work environment for remote professionals, digital nomads and those seeking a sophisticated country escape without sacrificing modern connectivity or convenience. Low East Marion taxes, two large sheds and mature landscaping further distinguish the offering. Ideally located minutes from Long Island Sound and Peconic Bay beaches, Marion Lake for kayaking and birdwatching, and the shops, restaurants and waterfront attractions of Greenport Village—with ferry connections to Shelter Island and the Hamptons—this stylish heritage farmhouse presents a rare opportunity to embrace four-season North Fork living and establish your own enduring North Fork legacy.

East Marion

$899,990
4 Beds 4 Baths 1027521 MLS
Brand new custom construction Colonial offering quality craftsmanship and a functional open floor plan. The first floor features 9-foot ceilings, wide-plank oak floors throughout, oversized windows, extensive crown moldings, and a formal living room with a coffered ceiling. The spacious eat-in kitchen opens to the dining area andliving room with a gas fireplace, creating the ideal layout for everyday living and entertaining. a first floor inlaw suite and a 2nd floor primary suite provides convenience and flexibility. The second level offers two generously sized guest bedrooms and a full bath. Additional features include a full basement with 8-foot ceilings, a two-car garage, and quality finishes throughout. Situated on a shy half-acre, the fully fenced backyard features a new PVC fence, a gunite inground pool, and in-ground sprinklers in both the front and rear yards. A rare opportunity to own a brand-new custom home with modern finishes, thoughtful design, and exceptional indoor and outdoor living. Additional Fees: Connection to SCWA $4,600 Final Survey $1,200 Transfer Tax

152 Jayne Avenue, Patchogue

$2,375,000
5 Beds 4 Baths 1027926 MLS
Tucked away on two acres at the end of a quiet cul-de-sac, in the prestigious enclave of Head of the Harbor, this magnificent five-bedroom, four-bath estate offers an unparalleled blend of modern luxury and serene privacy. The entire residence has undergone a comprehensive transformation over the past six years, resulting in a home that feels brand new while retaining its sophisticated, timeless character. The heart of the home is the stunning new kitchen, designed with a modern aesthetic that features sleek finishes, built-in Sub-zero refrigerator, Wolf oven, Jenn Air cooktop- with an intuitive layout perfect for both daily living and large-scale hosting. The large center island with seating, waterfall-edge quartz countertop and second sink invites entertaining on a grand scale, or just a perfect intimate gathering. The new picture window provides a panoramic view of the pristine outdoor, resort-like grounds. Off the kitchen, enjoy casual meals in the glass-enclosed dining area. The main floor also features a formal dining room, a bedroom and full bathroom, in addition to the entertaining spaces, which include an expansive family room with fireplace and access to the patio, an adjacent living room, and a bright, open sitting room off the kitchen with floor-to-ceiling windows looking out to the parklike property. Each of the four full bathrooms has been exquisitely renovated with designer fixtures, heater floor in the primary suite, and contemporary tiling, providing a spa-like experience in every corner of the house. The home's electric service has been upgraded to 450 amp in 2022, and also has a whole house natural gas generator, providing comfort along with style across the entire living space! Beyond the interior, the property serves as a private sanctuary. A brand-new patio leads to a sparkling pool with all new equipment installed in 2022, creating an outdoor oasis framed by mature trees and fenced-in expansive greenery across the 2 acre property. You will also find a dining pavilion offering shade and comfort, a bar, and a cabana with a changing area, bath and outdoor shower for added convenience. The commitment to quality is evident in the structural upgrades as well, including a new balcony off of the primary suite, new roof and the addition of owned solar panels for exceptional energy efficiency. The lower level reveals a fully finished basement, offering versatile space including a summer kitchen, new full bathroom, home gym, media room and recreation area. With every detail meticulously addressed—from the expansive living spaces to the secluded acreage—this estate represents a rare opportunity to enjoy a turnkey lifestyle in one of the most sought-after locations on the North Shore. Note: please see the attached document for a full list of upgrades to this home!

5 Meadow Gate W, Saint James

$439,000
1 Beds 1 Baths 1028006 MLS
From the moment you step inside, you'll realize this isn't the home you were expecting. You will appreciate the beautifully updated living spaces, and the warm welcoming feel that makes this home truly stand out. The well designed kitchen features elegant marble counter-top, timeless tile backsplash and updated kitchen cabinetry. Primary bedroom comes equip with an oversized closet and gorgeous barndoors. New flooring through-out including ceramic tile in the kitchen and bathroom. Then step outside...the backyard yard is where this property becomes unforgettable. It truly is like a park-like oasis offering the perfect setting for relaxing mornings, or entertaining friends and family. Need room for your hobbies, vehicles or extra storage? The spacious two-car garage offers endless possibilities- from protecting your cars to creating the perfect workshop, or hobby space. Conveniently located near shopping, restaurants, Mastic-Shirley LIRR, Smith Point Beach and local parks. This property may offer future commercial/mixed-use potential, creating added flexibility and long term value. Subject to Town of Brookhaven approvals.

487 Mastic Road, Mastic Beach

$3,995,000
7 Beds 6 Baths 1022766 MLS
Welcome to 38 Landing Meadow Road, Smithtown. Nestled on almost 23 picturesque and serene waterfront acres overlooking the renowned Nissequogue River this is a truly extraordinary North Shore retreat. Driving down the long private driveway your senses are alive to the possibilities of what is to appear. Surrounded by breathtaking natural beauty, the property includes agricultural land adjoining approx. 60 acres of protected preserve, creating an unmatched sense of privacy and tranquility. Wide open vistas, emerald lawns, magnificent mature trees and the grand nature of this idyllic scene are unmatched. Barns, stables, paddock, workshops, and multiple outbuildings provide endless possibilities for equestrian pursuits, farming, recreation, or creating your own private compound or purpose. This timeless Manor House built in 1828 offers nearly 6,000 square feet of living space, featuring 7 stately and spacious bedrooms and 6 bathrooms. The magnificent Estate is highlighted on the first floor by a warm and opening center hall with access to the rear property and patio, a formal living room, grand den with fireplace and the first floor is side property, den or library with a fireplace, truly formal dining room with a fireplace, an inviting eat-in kitchen designed for everyday living and entertaining and butlers pantry, family room or bedroom with a wet bar and two bathrooms. The charm and character of all of the rooms with so many original details of fireplace mantles and surrounds, stair mouldings and hardwood floors take you to another time. Besides the grand Manor home the property outside has an antique barn of approx. 7,500 square feet which offers the possibility of future use, and a caretakers suite inside. Also on the property is a “bank” barn with four 12x14’ horse stalls, a tack room and hayloft. Besides this barn is another smaller barn also with four 12x12’ horse stalls. On the grand 20 acre land preserve is extensive paddock and other fenced areas. Conveniently located near parks, golf clubs, beaches, wineries, charming villages, museums, and fine dining, this exceptional estate offers a rare opportunity to experience waterfront living at its finest. Walking in to this one-of-a-kind Estate you feel that 38 Landing Meadow Road Smithtown is a rare opportunity where history, nature and endless potential come together. Since the property adjoins multiple land preserve woodlands it ensures a forever-preserved backdrop and an exceptional North Shore lifestyle in which this legacy Estate can be yours and protected.

38 Landing Meadow Road, Smithtown

$1,799,999
7 Beds 5 Baths 1026344 MLS
A truly irreplaceable waterfront estate where timeless craftsmanship meets exceptional luxury. Originally built in 1928 and completely reconstructed in 1993/1994, this remarkable 5,700 sq. ft. residence is set on a private half-acre of deep-water waterfront in coveted West Islip, just minutes from Babylon Village & LIRR Main Line station. With incredibly low taxes, flood insurance under $1,500 per year, and grandfathered features that could never be approved under today's zoning, DEC, and New York State regulations, this is a once-in-a-generation offering. Designed for the discerning waterfront lifestyle, the property features a legal detached guest cottage complete with a studio apartment, full bath, washer/dryer, separate electric meter, and private waterfront deck—ideal for guests, extended family, or income-producing opportunities. Boating enthusiasts will appreciate two protected 35-foot boat piers with full pier walls, five oversized boat slips, 40 feet of private beach, deep water directly behind the property, and an unbeatable location just 500 feet from the open Great South Bay—eliminating the long canal runs found at most waterfront homes. Spanning three full levels of beautifully appointed living space, the 16-room main residence offers seven spacious bedrooms and 3.5 baths. Rich architectural details include exquisite original moldings, stunning 5/4 oak flooring, recessed lighting throughout, and meticulously restored circa-1930s light fixtures rewired for modern living. The luxurious primary suite opens through French doors to a private balcony overlooking the heated saltwater Gunite pool and tranquil river. A dramatic second-floor office boasts soaring 15-foot ceilings and sweeping views of the Great South Bay, while the expansive third-floor entertaining level features a custom wet bar, creating the ultimate game room and gathering space. The outdoor living experience is equally spectacular. Reconstructed in 2021, the commercial-grade heated Gunite pool features a saltwater system and is surrounded by an expansive entertaining area with a built-in Jacuzzi, cascading waterfall, river rock wall, and an oversized covered porch designed for effortless indoor-outdoor living. Westerly exposure delivers breathtaking sunset views over the water, while the rare absence of rear neighbors provides exceptional privacy. Recent improvements include Polyglass siding, ductless air conditioning, rebuilt decks and terrace, LED exterior lighting, and a beautifully renovated primary bathroom completed in 2025. Additional highlights include an eight-camera security system, a cobblestone driveway accommodating six vehicles, a two-car-deep garage, and rental income from the guest cottage to help offset carrying costs. Properties of this caliber simply cannot be recreated. Combining historic character, modern luxury, irreplaceable waterfront amenities, extraordinary boating access, and an unrivaled location, this is one of West Islip's most exceptional waterfront estates.

230 W Islip Road, West Islip

$4,699,000
4 Beds 5 Baths 1025877 MLS
Discover an exceptional Hamptons retreat where timeless sophistication meets effortless coastal living. This impeccably crafted residence offers four luxurious bedrooms, four beautifully appointed full baths, and one elegant powder room, all designed with uncompromising attention to detail. From the moment you enter, exquisite custom millwork, intricate moldings, 3 fireplaces, and refined architectural finishes create an atmosphere of understated luxury. Sun-drenched interiors, feature gracious living and entertaining spaces that seamlessly blend classic elegance with modern comfort. The first-floor primary suite is a private sanctuary, featuring a cozy fireplace, an elegant spa-inspired bath, and French doors that open seamlessly to the expansive deck, creating the perfect indoor-outdoor retreat. Beyond the home, a private resort-like setting awaits. An expansive mahogany deck of 2700 square feet overlooks a sparkling heated in-ground pool, providing the perfect backdrop for sophisticated outdoor entertaining, tranquil afternoons, and unforgettable summer evenings. Perfectly positioned within walking distance of both the vibrant village and the area's pristine beaches, this exceptional residence offers the rare opportunity to enjoy the very best of the Hamptons lifestyle. Combining impeccable craftsmanship, premier amenities, and an unrivaled location, this is a home of extraordinary distinction. Room for a tennis court per the Building Department of Westhampton Beach.

42 Jessup Lane, Westhampton Beach

$1,425,000
4 Beds 3 Baths 1028257 MLS
Set on 1.25 private acres in Melville, this expansive ranch offers a rare combination of space, flexibility, and lifestyle in the coveted Half Hollow Hills School District. Featuring 4 bedrooms and a seamless indoor outdoor flow, the home is perfectly suited for everyday living and comfortable entertaining. The resort style backyard is surrounded by mature landscaping and features an inground salt water pool, creating a peaceful and private setting ideal for relaxation and outdoor enjoyment. A tremendous lower level with 9 foot ceilings and the full footprint of the home offers endless possibilities for recreational space, a gym, media room, guest area, or additional amenities tailored to your needs. With separate access and a versatile layout, the home may be well suited for a private office, guest suite, or flexible living arrangement. Conveniently located near major highways, shopping, dining, parks, and community amenities, this property combines privacy, accessibility, and outstanding value in one of Melville’s most sought after locations. Low taxes complete this incredible opportunity.

54 Dix Woods Drive, Melville

$649,000
3 Beds 2 Baths 1023024 MLS
Tucked away on just over an acre in a private, wooded setting, this charming 3-bedroom, 2-full-bath ranch offers the perfect blend of tranquility and convenience. Surrounded by protected land, the property delivers a rare sense of privacy and natural beauty while still keeping you close to everything Long Island has to offer. Step inside to find new flooring throughout the home, creating a fresh, move-in-ready feel from room to room. The kitchen has been updated with new stainless steel appliances, ready for everyday living or entertaining. Ceiling fans in every room add comfort and efficiency year-round. Outside, enjoy a covered front porch perfect for morning coffee, and a rear wood deck ideal for relaxing or hosting gatherings while overlooking your private, partially wooded acre. Additional storage can be found in the one car attached garage, or full unfinished basement. Located in the Longwood Central School District, this home offers easy access to major highways including the Long Island Expressway and William Floyd Parkway, making commutes and travel simple. You're also perfectly positioned for a quick escape out east — the North and South Forks, wineries, beaches, and the charm of the Hamptons and North Fork towns are all within comfortable reach. A rare opportunity to enjoy privacy, nature, and modern updates, all within reach of Long Island's best.

22 Red Maple Road, Ridge

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.