Refine Search
Sort by
$1,475,000
3 Beds 3 Baths 1031681 MLS
Incredibly Rare Opportunity For Bayfront Property Overlooking Tuthills Cove & Moriches Bay On A Private Road In The Quaint Hamlet Of East Moriches Just Ten Minutes From Westhampton Beach Village & Dune Road Beaches! Re-Envision, Reimagine, Expand Or Rebuild On The .65 Acre Fully Bulkheaded Property With A Floating Dock, Boat Slips & Spectacular Unobstructed Waterviews...Currently The Home Offers 3000 Square Feet Of Living Space All On One Level - A Large Formal Living Room With A Floor To Ceiling Brick Wood Burning Fireplace, Triple Window For Natural Light, Original Beamed Ceilings & Ample Room For A Large Living Room Set/Furniture, Formal Dining Room (Which Opens Into The Kitchen) With Beautiful Hardwood Floors, Triple Window For Natural Light, Beamed Ceilings & Ample Room For A Good Sized Dining Room Table & Chairs, And China Cabinet/Hutch, Expansive Eat In Kitchen With Walls Of Pine Cabinetry, Ample Storage, Granite Countertops, Wide Plank Hardwood Floors, Ample Room For A Large Table & Chairs, And Overlooks The Water - A Blank Canvas & Very Large Space For Creating A Stunning Custom Kitchen & Adding Access (French Doors Or Sliding Doors) To The Backyard, Large Den/Family Room With A Beautiful Fieldstone & Brick Fireplace, Beamed Ceilings, Large Bay Window For Natural Light (Overlooks The Backyard & The Water) & Ample Room For A Large Seating Group/Furniture, Three Large Bedrooms (With Hardwood Floors), One Full Bathroom & Two Half Bathrooms (The Full Bathroom Has A Large Jetted Soaking Tub), Wonderful Enclosed Heated Breezeway/Sunroom Between The Eat In Kitchen & The Garage With Access To Both The Front Yard & Backyard, And Large Windows Overlooking The Water - A Perfect Space For Wicker Furniture, Indoor & Outdoor Seating, An Oversized Two Car Garage & Full Basement. The Back Of The Home Offers A Beautiful Fieldstone Facade, An Old World Style Covered Porch/Patio With A Large Slate Patio/Barbequing Space, Freeform In Ground Pool With Expansive Paver/Brick Patios/Pool Surround, Exquisite Landscape With Flowering Trees & Bushes, Ornamental Grasses, Perennials & Specimen Plantings, Three Outbuildings - Including A Large Artists Studio With Cedar Walls, Vaulted Beamed Ceilings & A Stone Fireplace (Easily Reconfigured Into A Pool House/Cabana), Bulkheaded Direct Waterfront With Several Boatslips & A Floating Dock, Spectacular Views Of The Bay, And Breathtaking Sunrises & Sunsets...A Fantastic, Very Unique Opportunity For The Waterfront Buyer/Water Enthusiast & Truly A One Of A Kind Location...

31 Tuthill Point Road, East Moriches

$1,699,000
4 Beds 3 Baths 1032133 MLS
Welcome to 851 W Bay Drive, West Islip—a stunning new construction waterfront home where modern luxury meets effortless coastal living. Thoughtfully designed with approximately 2,200 square feet of living space, this 4-bedroom, 2.5-bath residence offers exceptional craftsmanship, stylish finishes, and breathtaking water views. The open-concept floor plan is highlighted by hardwood floors throughout and an abundance of natural light, creating a warm and inviting atmosphere. At the heart of the home, the spacious living area features one of two elegant fireplaces, seamlessly flowing into the dining area and gourmet kitchen—perfect for both everyday living and entertaining. Upstairs, the luxurious primary suite serves as a private retreat, complete with the home’s second fireplace, a beautifully appointed en-suite bath, and generous closet space. Three additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your own waterfront oasis, featuring a brand-new bulkhead, a spacious Trex deck, and a lush backyard with plenty of green space to relax, entertain, or enjoy the serene setting. Whether you’re boating, hosting summer gatherings, or simply taking in the peaceful views, this property delivers the best of Long Island waterfront living. Additional highlights include a two-car attached garage, premium finishes throughout, and the peace of mind that comes with brand-new construction. Experience the perfect blend of luxury, comfort, and waterfront lifestyle at 851 W Bay Drive.

851 W Bay Drive, West Islip

$1,899,000
4 Beds 3 Baths 1032526 MLS
Wake up to breathtaking waterfront views and end each day with spectacular sunsets over Hobart Beach and Lloyd Neck. Nestled in the peaceful waterfront community of Eaton's Neck, this Colonial-style home, built in 2005, offers the perfect blend of comfort, relaxation, and coastal living. Designed to take full advantage of its incredible setting, the home features soaring ceilings and bright, open living spaces filled with natural light. The eat-in kitchen overlooks the water, making every meal feel like you're on vacation. An inviting den provides plenty of room for entertaining or relaxing with family and friends, while the formal dining room and comfortable living room offer additional spaces to gather and unwind. The home offers four spacious bedrooms, including a private primary suite, and a total of 2.5 bathrooms. A one-car garage and a thoughtfully designed floor plan provide comfort and functionality for both year-round living and weekend escapes. Step outside to an oversized, recently updated deck, the perfect place to soak up the sun, entertain guests, or simply unwind while taking in the water views. Golf enthusiasts will appreciate the private putting green, while the low-maintenance turf yard provides plenty of space to relax and play without the upkeep. Newly renovated steps lead directly to your own private beach, where the shoreline becomes an extension of your backyard. Whether you're enjoying your morning coffee overlooking the water, spending the day on your private beach, or watching the sky transform into a canvas of unforgettable sunsets, this home captures the essence of North Shore waterfront living. Peaceful, inviting, and surrounded by natural beauty, this Eaton's Neck retreat offers a lifestyle where every day feels like a vacation.

114 Eatons neck Road, Northport

$2,000,000
6 Beds 3 Baths 1030897 MLS
A rare offering on the Long Island Sound in Northport: waterfront, private, and open to a horizon that goes on for miles. Every room looks out at the water. Every day starts with salt air and bare feet. Walk out your back door and onto the beach. Fresh Pond sits just across the road for kayaking and quiet paddles. Inside, your eyes go straight through the house to the water. Two-story living room, soaring ceilings, wood-burning fireplace, and walls of glass that never let you forget where you are. The dining room and kitchen carry the view forward, with a breakfast bar, Wolf six-burner range, and Sub-Zero refrigeration, built for long dinners that end on the sand. Six bedrooms, three full baths, two staircases. The first-floor primary suite opens to a sun-filled solarium and a spa-inspired bath with deep soaking tub and separate glass shower, plus an oversized walk-in closet. A second bedroom, full bath, and laundry complete the main level. Four bedrooms upstairs, a walk-in cedar closet, and a shared balcony made for sunsets. Roughly .50 acres, bulkheaded. Andersen windows, cementitious cedar shake siding, wood and tile floors, oil heat, natural gas to house for cooking,central air, 200-amp electric, two-car garage. Deeded rights to the private community beach association (fee) open onto miles of beach. Minutes to Indian Hills Country Club golf and the charming waterfront village of Northport. Easy access to parkways. Northport schools. Bring your vision: refresh and upgrade what's here, or build the beach house you've been imagining. Addresses like this one rarely come available.

91 Fresh Pond Road, Northport

$760,000
4 Beds 2 Baths 1031018 MLS
Picture waking up to the sound of water lapping just beyond your bedroom balcony, coffee in hand, watching the sun rise over the horizon, this is everyday life in this one-of-a-kind waterfront Cape Cod, nestled right on the border of Brookhaven in the sought-after William Floyd school district. This 4-bedroom, 2-bathroom home welcomes you with a bright, open floor plan filled with natural light, offering the perfect canvas for your next chapter, while outside, a spacious backyard and screened-in porch set the stage for unforgettable summer gatherings, quiet evenings, and front-row sunsets over the water. Hop on your bike or take a short stroll to the beach, where the charm of Shirley — proudly known as "Long Island's Best Kept Secret" — comes alive with fishing, boating, and swimming just steps from your door. Cross the Smith Point Bridge and you're on Fire Island, where Smith Point County Park delivers Atlantic Ocean beach days and live music echoing through the park all summer long. Waterfront homes like this, in this condition and at this price, simply don't come around often and they don't last. This isn't just a house, it's the lifestyle you've been waiting for.

62 Grandview Drive, Shirley

$1,499,000
3 Beds 2 Baths 1031857 MLS
Experience waterfront living at its finest, in this exceptional cottage located directly on the Bay. This turn-key, one of a kind property, offers gorgeous water views and open concept living. The dramatic vaulted ceilings with exposed beams, create a stunning focal point, adding warmth, texture, and character throughout the living space. Step outside to your own private beach; perfect for swimming, kayaking, paddle boarding, boating, entertaining, or simply relaxing with your feet in the sand. The panoramic views create an unmatched open-bay lifestyle. Wake up each morning to the soothing sounds of the bay and breathtaking sunrises over the water, just steps from your door. This 3 bed 1.5 bath is waiting for you. Located in peaceful East Marion, this home has close proximity to the Jitney, LIRR, amazing restaurants, and the best vineyards the North Fork has to offer. Simply arrive, unwind, and enjoy the waterfront lifestyle you've been dreaming of.

80 Rabbit Lane, East Marion

$469,000
1 Beds 1 Baths 1031227 MLS
Welcome to easy waterfront living in the sought after Anchorage, a gated community in Copiague and the Great South Bay. This well maintained second floor condo offers one bedroom, one bathroom, and a bright, comfortable layout designed for everyday living or a relaxing weekend retreat. The living and dining area is filled with natural light and opens to a deck, creating the perfect place to enjoy a quiet morning or unwind after a long day. The updated kitchen features modern finishes, ample cabinet space, and a functional design that makes meal preparation simple and convenient. The spacious bedroom offers generous closet space, while a full attic provides valuable storage rarely found in condo living. Residents enjoy an outstanding selection of amenities, including a clubhouse, a waterfront pool overlooking the Great South Bay, tennis, pickleball, shuffleboard, scenic waterfront walkways, and available boat slips with space for jet skis, kayaks, and canoes. One assigned parking space is included, with additional parking available. Ideally located near marinas, restaurants, shopping, and entertainment, this inviting home offers the perfect opportunity to enjoy the convenience of low maintenance living in a beautiful waterfront community.

445 Mariners Way, Copiague

$1,275,000
4 Beds 3 Baths 1028381 MLS
**Exquisite Waterfront Luxury Colonial - Your Dream Home Awaits!** Experience unparalleled elegance in this fully renovated 4 Bedroom/2.5 Bath Colonial. Nestled along one of the longest bulkheads—over 220 feet—and set on one of the most expansive lots in the neighborhood, this stunning property offers a remarkable oasis. Enjoy breathtaking water views from every corner of the home, including unique vantage points from the bathroom and 2 car garage. Spanning nearly 2800 square feet, this bright and airy residence features 4 spacious bedrooms and 2.5 baths, complete with smart toliets. The home's heart is a magnificent Family Room, complete with a cozy wood-burning fireplace, creating the perfect ambiance for gatherings. Ascend into the state-of-the-art Eat-In Kitchen, where culinary dreams come to life beneath three skylights. The kitchen shines with a modern granite countertop, an impressive 48-inch stove with a Teppanyaki grill, double ovens, and a professional-grade vent. Indulge in your culinary delights with a deluxe 68-inch refrigerator, and two-zone wine cooler. Stay comfortable year-round with natural gas heating and central air conditioning. Step outside to enjoy one of the largest decks imaginable, adorned with durable, maintenance-free PVC & Trex decking—your perfect space for entertaining and relaxation. For those with a green thumb, the property is equipped with a 9-zone sprinkler system, making lawn care effortless. This luxurious waterfront gem is truly a rare find, combining grand living spaces with modern conveniences and spectacular views. Don’t miss the opportunity to call this remarkable property home!

336 Grand Central Avenue, Amityville

$5,750,000
13 Beds 7 Baths 1029909 MLS
LISTING IS FOR 6 HOMES AND .77 VACANT LAND! An exceptional opportunity to own a one-of-a-kind waterfront estate featuring 6 income-producing residences plus an adjoining nearly one-acre buildable lot, offering tremendous potential to expand the rental portfolio or create a spectacular multigenerational compound. The property includes two Bayfront homes—one offering 4 bedrooms and 3 bathrooms, the other has 3 bedrooms and 1.5 bathrooms—along with four additional cottages, including two 2-bedroom cottages and two 1-bedroom cottages. The adjacent buildable parcel presents endless possibilities, whether for a custom waterfront residence, additional income-producing opportunities, or the ultimate private estate. A rare investment with multiple revenue streams, redevelopment potential, and breathtaking waterfront setting. Please do not go on the property without a scheduled appointment.

18 Smith Lane, Jamesport

$2,650,000
4 Beds 4 Baths 1023134 MLS
This breezy, open-concept home was made for hosting, with seamless flow and water views at every turn. Set on 101 feet of Corey Creek frontage, you get a brand-new bulkhead, your own boat ramp, and instant access to the bay. With 4 bedrooms and 3.5 baths, including both a first-floor primary ensuite and a second-floor primary suite, there's room for everyone to spread out in style. Two mahogany decks invite you to soak in those bay views, entertain friends, or just unwind with the coastal breeze. Effortless, elevated, and ready for summer. This is the one you've been waiting for. Near Cedar and Goose Creek beach, Sophie's Rest, tasting rooms, farm stands, vineyards, and all that the North Fork is known for!

195 Williamsburg Drive, Southold

$898,500
1 Beds 1 Baths 1030134 MLS
Experience the best of Westhampton Beach waterfront living in this rare and exceptional co-op offering. This beautifully appointed 1-bedroom, 1-bath residence features approximately 725 square feet of bright, open-concept living space designed to maximize comfort while showcasing its spectacular waterfront setting with a huge 15’x9’ front deck & 28'x10' rear deck for the ultimate private outside entertainment experience. Wake up to views overlooking the town marina from the front of the home, then unwind each evening with breathtaking sunsets from your private waterfront retreat. The rear of the property features a bulkhead with a deeded boat slip accommodating a vessel up to 28 feet, creating the perfect opportunity to enjoy boating right from your backyard. Residents enjoy a beautifully maintained waterfront community complete with a sparkling pool, lush grounds, and an unbeatable location just moments from the charming Village of Westhampton Beach. Boutique shopping, acclaimed restaurants, ocean beaches, and everything the Village has to offer are all just a short distance away. Waterfront properties combining marina views, deeded boating, resort-style amenities, and walkable village convenience are exceptionally rare. Whether you’re searching for a year-round residence or the perfect coastal getaway, this is a truly one-of-a-kind opportunity to own a piece of Westhampton Beach waterfront living.

35 Library Avenue Unit #8 R, Westhampton Beach

$4,499,000
4 Beds 4 Baths 1029440 MLS
First time to the market, this rare expression of modern coastal luxury is an extraordinary waterfront estate on prestigious Rampasture Point, masterfully reimagined to offer an unparalleled living experience overlooking the tranquil waters of Tiana Bay. Every finish, texture, and architectural detail have been intentionally selected to create a residence that is as timeless as it is breathtaking. From the moment you arrive, the home's striking architectural presence commands attention. A magnificent, oversized pivot entry door creates an unforgettable first impression, setting the stage for the sophisticated interiors beyond. It immediately reflects the home's exceptional craftsmanship and design. Inside, the impeccably designed living space unfolds beneath soaring ceilings and walls of glass that frame spectacular waterfront vistas from nearly every room. Thoughtfully curated by a luxury interior designer, it showcases wide-plank white oak flooring, custom architectural millwork, exquisite Phillip Jeffrey designer wallcoverings, statement lighting, and handcrafted details that elevate every space into a work of art. The chef's kitchen serves as the true centerpiece of the home. Custom inset cabinetry, dramatic honed quartz countertops, handcrafted range hood, Thermador appliances, and sophisticated coffee bar create a space equally suited for quiet mornings and elegant entertaining. The kitchen flows into the dining and living areas, where uninterrupted views of Tiana Bay become part of the home's everyday backdrop. Anchored by a natural gas fireplace, the living room exudes warmth and sophistication. Bespoke built-in shelving has been thoughtfully designed to showcase artwork, books, collections, and sculptural decor. Designed for effortless modern living, this four-bedroom, three-and-a-half-bath smart home seamlessly blends cutting-edge technology with timeless elegance. Motorized shades throughout provide privacy and convenience while allowing the breathtaking waterfront scenery to remain the focal point. The primary suite is a sanctuary unlike any other. Soaring ceilings, designer lighting, and expansive walls of glass create an atmosphere of serenity and sophistication. Begin each morning at your private coffee bar before stepping onto your balcony, where spectacular sunrises over Tiana Bay become part of your daily ritual. The spa-inspired primary bath offers a retreat worthy of a five-star resort. A freestanding soaking tub is perfectly positioned beside a picture window overlooking the open bay. Luxury entertaining extends throughout the home with multiple beverage stations, including two built-in temperature-controlled wine refrigerators serving both the indoor and outdoor living spaces. Outside, resort-style living reaches its finest expression. Expansive waterfront decking seamlessly extends the home's living space, offering a fully equipped outdoor kitchen, elegant dining area, generous lounge seating, multiple gathering spaces, and an exceptional gazebo that provides the perfect setting for afternoon relaxation or sunset cocktails. Every outdoor space has been thoughtfully designed to celebrate the beauty of waterfront living. Beyond the deck, your own private beach awaits, offering direct access to kayaking, paddleboarding, boating, swimming, and peaceful walks along the shoreline. A whole-house generator provides year-round comfort ensuring uninterrupted enjoyment of this remarkable waterfront estate. Perfectly positioned just minutes from the world-renowned white sand beaches of Dune Road, premier marinas, waterfront dining, boutique shopping, and the very best of the Hamptons lifestyle, this exceptional residence represents one of Hampton Bays' most compelling waterfront offerings. This is more than a home—it is a legacy property. A designer waterfront estate where architecture, craftsmanship, and nature exist in perfect harmony, creating a lifestyle that is both effortless and extraordinary.

29 Tiana Circle, Hampton Bays

$1,489,999
4 Beds 4 Baths 1027742 MLS
Welcome to 21 Wilderness Road, an exceptional Colonial set on two private acres in the Village of Nissequogue, where timeless design and thoughtful updates come together in a private, serene setting. Offering 4 bedrooms and 4 bathrooms, this residence delivers generous living spaces, refined finishes, and effortless everyday comfort. Hardwood floors, detailed crown molding, and an inviting floor plan create a warm yet elegant atmosphere throughout. The updated kitchen is appointed with granite countertops, abundant cabinetry, and flows seamlessly into the main living areas, making it ideal for both entertaining and everyday living. A fireside sitting area offers the perfect place to gather, while a dedicated home office provides the flexibility to function as a fifth bedroom, guest suite, or private study. One of the home’s most desirable features is its private deeded access to the pristine Long Island Sound, where scenic water views and shoreline access offer an exceptional coastal lifestyle. Additional highlights include an oversized two-car garage with attic storage, a newer Peerless boiler with a Riello burner, and an indirect hot water system for added efficiency. Surrounded by mature trees and lush landscaping, yet just minutes from the Nissequogue Golf Club, scenic nature preserves, and the charming village of St. James, this exceptional property offers a rare opportunity to enjoy privacy, recreation, and coastal living in one of Long Island’s most distinguished waterfront communities.

21 Wilderness Road, Nissequogue

$1,350,000
3 Beds 3 Baths 1028595 MLS
Experience Waterfront Living At Its Finest In This Beautifully Situated Coastal Home On A Scenic Canal In Moriches. Offering Direct Water Access, This Property Is A Dream For Boating, Fishing, Kayaking, Or Simply Enjoying The Peaceful Waterfront Setting From Your Own Backyard. Bulkheading, Canal Front, Private Deepwater Dock That Parks 3 Boats, Boat Ramp. Home Features 2 Private Driveways-Large Enough For Boat Storage. Inside, You Will Find A Bright And Inviting Layout Designed To Maximize The Views And Showcase This Homes Relaxed Coastal Feel. Updated Chefs Kitchen Features Custom Cabinetry With Granite Countertops, High-End Stainless-Steel Appliances Including Gas Cooktop And Wall Oven. An Oversized Island Compliments The Kitchen And Spacious Dining Room. Oversized Living Room With Gas Fireplace, First Floor Bedroom And Full Bathroom Provide Convenience, And An Additional Half Bathroom Is Included On the First Level, Second Level Boasts A Huge Primary Bedroom With Custom Walk In Closet, A Luxurious Spa Like Bathroom With Custom Whirlpool Tub And Glass Enclosed Shower/Double Vanity/Bidet And An Additional Large Bedroom. Updated Windows, Professional Landscaping, Exterior Design Lighting, CAC Updated 2022, Gas Boiler Updated 2022, Huge Full Basement With Inside/Outside Entrance, Generator, Located Within The Crystal Beach Homeowners Association, Gorgeous Composite Rear Deck For Enjoying The Views. Whether You Are Entertaining Guests Or Unwinding After A Day On The Water, This Comfortable Living Space Provides The Perfect Backdrop For Year Round Or Seasonal Enjoyment. Conveniently Located By Beaches, Boating, Marinas, Restaurants, Shopping, This Home Has IT All!!!

131 Crystal Beach Boulevard, Moriches

$1,775,000
4 Beds 4 Baths 1029188 MLS
Private dock. Three independent buildings. Resort Waterfront Business zoning. Waterfront opportunities like this are exceptionally rare. Set along Penny Pond with direct boating access to Shinnecock Bay, this unique Hampton Bays compound offers an exceptional blend of waterfront living, investment potential, and flexibility. Whether enjoyed as a private retreat, multigenerational compound, income-producing property, or opportunity afforded by its coveted Resort Waterfront Business (RWB) zoning, this is a property that adapts to your vision. Comprising three independent structures, each with separate utilities, the compound includes a 1,488± sq. ft. main residence with 2 bedrooms and 2 full bathrooms, including a waterfront en-suite primary suite, a charming 2-bedroom waterfront cottage, and a detached two-car garage with an upper-level studio complete with a full bath and kitchenette. Expansive waterfront decks, generous outdoor living areas, an outdoor shower, ample parking, and a private dock with approximately 30 inches of water at low tide complete this distinctive offering, providing convenient boating access to Shinnecock Bay and endless enjoyment on the water. Properties that combine private docking, multiple legal structures, and valuable RWB zoning are seldom available. This is a rare chance to own one of Hampton Bays' most versatile waterfront properties.

35 Gardners Lane, Hampton Bays

$749,000
2 Beds 3 Baths 1023453 MLS
This beautiful waterfront home offers stunning water views and an exceptional combination of comfort and functionality. The home features two spacious bedrooms, with the flexibility to easily convert the layout into a third bedroom if desired. It includes two full bathrooms and one- half bath, along with a well-appointed kitchen, a comfortable den, and high ceilings that create a bright, open feel throughout. Additional features include central air conditioning, gas heat, a one-car garage, 220-volt electrical service, and abundant attic storage. For boating enthusiasts, the property offers side access for boat storage as well as a bulkhead for convenient docking. The primary bedroom opens onto a private deck, providing the perfect place to relax and enjoy the beautiful waterfront views Along with two walk- in closets This home is an ideal opportunity for anyone seeking a peaceful waterfront lifestyle with room to grow.

212 Shore Road, Lindenhurst

$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

$599,000
3 Beds 2 Baths 1027505 MLS
Your chance to live on the water in Amity Harbor. This 3-bedroom, 2-bath cape sits right on the canal, backed by a newer navy bulkhead wired for electric and plumbed for water, and a floating dock, the kind of setup that lets you keep a boat without another project attached. Inside, the eat-in kitchen has granite counters and stainless steel appliances together with wood flooring that carries through first floor of the home. An alarm system adds an easy layer of peace of mind. Central air carries the house through the warmer months, and a one-car garage handles the everyday practical storage required. Tanner Park is an easy walk away, putting waterfront green space and the harbor itself within daily reach rather than a weekend drive. Bulkhead and dock access like this does not come up often in Amity Harbor. The water is right there. The rest is yours to enjoy.

4 Flint Road, Amity Harbor

$1,499,750
4 Beds 3 Baths 1027328 MLS
Waterfront/Canal Living At Its Finest!! This Beautifully Designed Recently Built Colonial Offers An Open Concept Layout Perfect For Everyday Living While At The Same Time Provides An Entertainers Paradise! The Custom Eat In Kitchen Features A Large Center Island, Abundant Cabinetry, Quartz Counters, Pantry Room, And A Seamless Flow Into The Spacious Family Room With Gas Fireplace, A Formal Dining Room, Living Room And Half Bath Powder Room. Relax On The Covered Front Porch And Enjoy A Stately Entry Into A Beautiful Foyer Giving Way To The Second Level Including A Primary Suite With Walk-In-Closet, Private Balcony With Bay Views, And A Luxurious Ensuite Bathroom. Three Additional Generously Sized Bedrooms Provide Plenty Of Space, Laundry Conveniently Located On Second Level. This Home Also Offers Hardwood Floors Throughout, Central Air, In Ground Sprinklers, Outdoor Shed, Natural Gas Heating And Cooking, Attractive Paver Driveway/Walkways, Professional Landscaping, Professional Custom Outdoor Lighting Throughout The Exterior And Custom House Linear Lighting, A Backyard Oasis Is A Boaters/Entertainers Dream! Cana/Waterfront Living At Its Finest With Your Own Dock And Bulkheading! Backyard Features A Custom Paver Patio, Bulkhead, Dock, Heated In-Ground Mountain Lake Pool With Waterfall And Custom Lighting, Loop Lock Cover And A Mineral Frog Filtration System, Outdoor Kitchen, Firepit Entertainment Area. Dock Your Boat And Jet Ski's And Enjoy! Waterfront Living Just Moments From The Great South Bay, Built To FEMA Code, A Rare Opportunity To Enjoy A One Of A Kind Modern Construction in Amityville Village!

30 Berger Avenue, Amityville

$2,150,000
3 Beds 3 Baths 1022803 MLS
Perfectly sited on a protected inlet on West Lake, with direct access to the pristine waters of the Little Peconic Bay, this exceptional waterfront retreat embodies the effortless elegance of North Fork living. Thoughtfully designed to embrace its spectacular setting, the home is filled with natural light and showcases captivating water views from its principal living spaces. The main level offers an inviting open-concept design, where a gracious living room with a gas fireplace, elegant dining area, and beautifully appointed chef's kitchen with premium finishes flow seamlessly onto an expansive waterfront deck, creating an ideal setting for both intimate gatherings and grand-scale entertaining. A private staircase leads to the large dock, with room for multiple boats and a permitted kayak launch, offering immediate access to some of the East End's finest boating, sailing, and fishing. Above, the rooftop observation deck captures sweeping panoramic vistas across Little Peconic Bay, Robins Island, and the ever-changing coastal landscape beyond. The finished lower level encompasses an additional 1,675 square feet of living space and features a spacious family room, two bedrooms, a bathroom, another fireplace, a wine cellar, and walls of sliding glass doors that blur the line between indoors and out, inviting the waterfront into every moment. Complete with private beach access, this is more than a home-it is a rare opportunity to embrace an extraordinary waterfront lifestyle where sunrise boat-rides, paddles, afternoons on the bay, and unforgettable sunsets become part of everyday life.

2245 Little Peconic Bay Lane, Southold

$2,199,000
4 Beds 4 Baths 1026094 MLS
Live the Waterfront Dream in Babylon Village Welcome to 75 Yacht Club Road — a stunning 2018-built bayfront estate offering 130 feet of vinyl bulkhead and 80 feet of pristine bay frontage, with sweeping, unobstructed views across Great South Bay to the Robert Moses Causeway Bridge, and Fire Island visible on clear days. Wake up to breathtaking sunrises and unwind to stunning sunset views from nearly every room in the house. This home sits in Babylon Village, one of the hottest neighborhoods on Long Island, with residents enjoying access to the village pool, village golf course, and the charming shopping and dining scene of downtown Babylon Village — all just minutes from your front door. Set on a quiet dead-end street, this is, quite simply, the best piece of waterfront and bayfront property in Babylon Village — the best views, the best location, and a once-in-a-lifetime opportunity to make it yours. Built to modern FEMA flood elevation standards, this home offers genuine peace of mind alongside luxury: flood insurance runs under $760 per year for maximum coverage, surcharges included. This home is as efficient as it is beautiful. Every exterior wall — including the crawl space — is fully spray foam insulated, resulting in remarkably low utility costs year-round, with the home comfortably maintained at 71° in summer and 72° in winter. Sellers are happy to provide utility statements to any interested buyer, showing bills that stay in the hundreds of dollars, not even reaching a thousand a month. This is a true smart home from top to bottom — security cameras, alarm system, and appliances are all seamlessly integrated into a fully functional smart home setup, included with the sale. Monitor, control, and secure your home right from your phone. Natural hardwood flooring flows throughout every room, adding warmth and timeless craftsmanship to every space. Car enthusiasts, take note: the oversized 2-car garage was thoughtfully built with the height clearance and structural support needed for two auto lifts, offering the potential to store up to 4 vehicles indoors (lifts not included). The garage also comes equipped with three Garage Gator ceiling-mounted storage lifts, keeping bikes, seasonal gear, and equipment neatly stored overhead and off the floor. Boating life doesn't get easier than this. A boat lift rated for 14,000 lbs, a dedicated jet ski elevator lift, and a marine davit — each rated to 1,500 lbs — mean your entire fleet, including jet skis/wave runners, kayaks, and sailboats, is ready to go the moment you step outside. And here's the showstopper: the sale includes a 1997 Formula 312 Fast Tech race boat, valued at nearly $50,000, completely free of charge. Freshly refitted with two brand-new motors with less than two hours of run time, this boat is ready to hit the water immediately, with ownership transferring directly to the buyer at closing. Step into your new home and your new boat on day one. Inside, the home blends comfort and coastal elegance — an open, light-filled layout with a gourmet chef's dream kitchen featuring quartz countertops and stainless steel appliances, a primary suite with a spa-like bath (glass vessel sinks, Toto smart toilet), and a striking open-tread staircase that anchors the great room. Outside, low-maintenance synthetic turf and Nicolock paver patios front and back are made for entertaining, anchored by a built-in natural gas Weber grill — no more hauling or refilling propane tanks, ever. Offered at $2,199,000 in one of Long Island's most desirable villages. Waterfront homes like this rarely come available, and this one comes with its own ride.

75 Yacht Club Road, Babylon

$2,294,000
5 Beds 3 Baths 1026634 MLS
Discover 60 Union Avenue, a beautifully maintained Victorian residence offering timeless elegance and true waterfront living in the desirable estate section south of the highway. Set on a generous, private parcel with 105 feet of waterfrontage and a bulkhead in place, this stately home welcomes you with classic curb appeal, while the inviting covered front porch readies you for the character within. Enter through a grand entry parlor that immediately sets a gracious tone, flowing seamlessly into interiors where historic detail has been thoughtfully reimagined for contemporary living. A renovated kitchen anchors the home for both everyday ease and refined entertaining, while the rear living room, complete with a gas fireplace and custom built-ins, offers a warm, sophisticated gathering space unlike any other. Five bedrooms and 2.5 beautifully appointed baths ensure every corner of the home feels well-thought-out, light-filled, and impeccably maintained. The property has been consistently cared for and kept in pristine condition over the years. It is completed by a newly constructed 3.5-car detached garage with an unfinished loft above, offering exceptional flexibility for a private studio, home office, or future transformation. 60 Union Avenue isn't simply a home, it's a legacy property, ready for its next chapter a rare opportunity to own a piece of the area's heritage and its waterfront setting in a prime Center Moriches location, while enjoying every modern comfort.

60/60B Union Ave, Center Moriches

$5,700,000
4 Beds 3 Baths 1024359 MLS
An Exclusive North Fork Bayfront Retreat in an Unrivaled Private Setting Experience the beauty of one of the North Fork’s most coveted private waterfront locations. Perfectly positioned beside protected land, this exceptional property offers sweeping views of Peconic Bay and a picturesque view of the Little Creek inlet its a setting that can never be replicated. Owned by the same family for generations, this remarkable waterfront property presents a once in a lifetime opportunity to own a truly special piece of North Fork history. Wake to breathtaking sunrises, take in the ever changing views of Peconic Bay and the creek inlet, and enjoy the privacy and serenity that make this one of the North Fork’s premier waterfront settings. A legacy property where protected land, spectacular water views, and unmatched privacy come together. Private. Protected. One of a Kind.

Peconic

$949,000
3 Beds 3 Baths 1025968 MLS
Welcome to 34 Meadow Lane in Amityville. This expansive waterfront cape offers a picturesque setting. The home features eight total rooms, including three bedrooms and two full and one half bathrooms. An open floor plan, cathedral ceilings, a custom stone fireplace, and hardwood floors throughout contribute to its elegant ambiance. The primary bedroom boasts ample space, complete with a full bath, two closets, and sliding doors leading to a rear deck. Additionally, there’s a dedicated home office, a kitchen partially open to a den, dining area, and living space. The property boasts 70 feet of waterfront, with a 14 feet by 5 feet cutout specifically designed for a boat slip. Seconds to the bay. One block from Amityville Beach.

34 Meadow Lane, Amityville

$15,950,000
4 Beds 6 Baths 1025305 MLS
5 Bluff Point Road is a remarkable new waterfront residence overlooking Morris Cove, where award-caliber architecture and waterfront living converge in one of Sag Harbor's most coveted settings. The home represents a thoughtful study in proportion, light, and connection to the surrounding landscape. Clad in cedar board-and-batten siding and complemented by a detached double-height garage of matching architectural character, the property has been conceived as a complete design statement. Designed for effortless indoor-outdoor living, expansive wraparound terraces and a covered roof deck seamlessly extend the home's living spaces, creating an exceptional setting for both everyday enjoyment and entertaining. The residence offers four bedrooms and five-and-a-half bathrooms, where expansive walls of glass frame uninterrupted water views and draw natural light deep into the interiors. The home's relationship to the waterfront is its defining feature. A newly constructed bulkhead and private dock accommodate a boat of approximately 24 feet (+/-), providing immediate access to Sag Harbor's waterways. Beyond, Morris Cove serves as a tranquil backdrop, with changing tides and spectacular sunsets becoming part of the daily experience. Outdoor living is equally compelling. Complementing the heated 11' x 20' Gunite pool are expansive wraparound landscaped Porcelain Stone patios and terraces, thoughtfully designed as a natural extension of the home's architecture. The terraces connect directly to the primary suite and upper-level hallway, while the roof deck enjoys panoramic views across Morris Cove and is thoughtfully outfitted with a dumbwaiter, as well as pre-plumbed and pre-wired for a future kitchenette, creating an extraordinary venue for entertaining above the water. Privately situated within the coveted Bluff Point community, directly across the cove from the John Steinbeck compound, now a writers' retreat, and moments from Sag Harbor Village, 25 Bluff Point Road offers a rare opportunity to acquire a newly built waterfront home distinguished by exceptional design, direct water access, and an enduring sense of place.

25 Bluff Point Road, Sag Harbor

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.