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$1,075,000
4 Beds ⋅ 3 Baths ⋅ 1047508 MLS
Privately nestled in the Northport area with seasonal winter water views, this spacious high ranch offers a versatile layout and wonderful indoor-outdoor living. Upon entering, you’ll immediately appreciate the open and inviting feel of the home. The upper level features a generously sized living room that flows into the formal dining room and eat-in kitchen, complete with a center island, beverage refrigerator, granite countertops, and warm brown cabinetry. The primary en-suite offers a private full bath for added convenience. Two additional bedrooms and an updated hall bath with a Kohler Air Massage tub complete this level. The lower level provides even more living space with a fourth bedroom, large family room featuring a wood-burning stove, laundry room, half bath, utility room, and direct access to the two-car garage. Designed for entertaining and relaxation, the backyard is a true highlight! An oversized deck overlooks the beautifully private setting, while the covered patio below provides additional outdoor living space. Gather around the fire pit on cool evenings and enjoy the peaceful surroundings. Additional features include central air conditioning, hardwood floors, 200-amp electric, Andersen windows, crown molding, and a two-car garage. Located within the East Northport School District, this home offers privacy, space, and a setting you’ll look forward to coming home to!

56 Sandy Hollow Road, Northport
$1,595,000
1046396 MLS
Rare opportunity to own .62 Acres of waterfront buildable land along West Neck creek, offering a beautiful setting with water views and direct access to the shoreline. Nestled within the peaceful Silver Beach community, this private and tranquil property is surrounded by nature and offers an exceptional opportunity to create a waterfront retreat. Across the water, protected preserved land ensures that the natural setting and peaceful views will remain undisturbed, adding to the property's sense of privacy and tranquility. Buyers should conduct their own due diligence regarding zoning, permits, wetlands, building potential, waterfront regulations, and all other applicable requirements.

9 Bay Shore Drive, Shelter Island
$1,250,000
4 Beds ⋅ 3 Baths ⋅ 1037541 MLS
Nestled in a quiet cul-de-sac, this rare architectural gem is one of just 72 homes designed by renowned architect Geysa Sarkany. Celebrated for his love of nature and the way light moves through a space, this home perfectly reflects his vision of harmony with the natural surroundings. Open living areas feature oversized windows and doors that picture frame the mature landscaping and embrace the private setting. High ceilings and natural materials blend effortlessly with modern kitchens and baths, creating a seamless connection between indoor and outdoor living. Each of the four bedrooms boasts a private balcony with views of the grounds, while the primary suite offers winter water views, an ensuite bath, and a walk-in closet. The full unfinished basement provides optional additional living space. Just a half block from the rear of the property lies one of Belle Terre’s three exclusive beaches. Community amenities include a park with a pickleball court, exercise path & playground, a constable service, and a community center. Taxes reflect both TOB and the village of Belle Terre with no deductions, both are eligible for grievance. Estimated reduction is $2600-3000.

12 Lost Meadow, Port Jefferson
$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
$1,499,999
4 Beds ⋅ 3 Baths ⋅ 1026739 MLS
This 1920's Tudor is in the Private Community of Belle Terre, and Recently Updated. Large Panoramic Windows Throughout Overlook Nature & Water Views of Port Jefferson Harbor. The House Welcomes Warm Rays of Light through the Oversized Panoramic Windows throughout the Home and is Located on a Quiet Cul-De-Sac. This Home Boasts 3 1/2 Stories. 4 Beds. 2.5 Baths, and a Separate 3 car Garage. Brand New Roof w/transferrable warranty, Brand New Custom Windows, New Ductless Split Units throughout the Home for Heating and Cooling. Custom-Built Marble Fireplace. The Sliders Lead to the Large Deck Which Face the Beautiful Picturesque Harbor. Bedrooms and Livingroom Overlook the Beautiful Harbor and the Serene Nature of the Wooded Backyard. The Primary Offers Large Closets, & Sliders that Lead to the Rebuilt Upper Decks. A Newly Finished Ground Level Basement Boast a Bedroom/Office, Extra Living/Entertainment Room, Utilities, Laundry, Storage, and an Outside Entrance. Brand New Cesspool. This Home was Remodeled with True Thought, Detail, and Care. Easy Access to Harbor Right from the Home! Belle Terre Residents Amenities Offer: Direct Access to the Beach, Private Playground. Parks. Tennis Courts, and Community Center. PJ Yacht Club, Local to the Port Jefferson Village which offers Theatre, Restaurants, Nightlife, Art, and More., Connecticut Bridgeport Ferry only Minutes Away. 20 min Drive to Wineries, & Out East! This Home Speaks to You and is Truly One of a Kind.

11 Buena Vista Road, Port Jefferson
$2,495,000
4 Beds ⋅ 4 Baths ⋅ 1025670 MLS
Worth the wait and ready to move right in , this new construction Colonial is perfectly situated in the Midland area of Cold Spring Harbor. Showcasing timeless architecture, quality craftsmanship, and thoughtfully curated finishes throughout. Offering 4 bedrooms and 3.5 baths, the residence features a beautifully designed floor plan.The custom kitchen is equipped with a premium Thermador appliance package, quartz countertops, Kohler fixtures, and abundant cabinetry, seamlessly connecting to the main living areas for effortless entertainment and everyday living. A first-floor laundry room with washer and dryer add convenience. This exceptional new construction offers 9 foot ceilings on the main floor along with hardwood floors throughout, solid-core doors, custom millwork, built-ins, Andersen 400 Series double-hung windows, and a built-in 65-inch Samsung television in the family room reflect the exceptional attention to detail found throughout the home. The spacious primary en suite offers two custom walk-in closets and a beautifully appointed bath designed for comfort and functionality. There is another en suite bedroom along with 2 additional bedrooms with a full bath. The exterior is equally impressive, featuring pre-dipped cedar siding with Azek trim, real wood garage doors with electric openers, an Owens Corning 30-year architectural roof, and a custom copper-topped cupola with light and weathervane. Professionally landscaped grounds with lush sod, in-ground sprinklers, custom back fencing and attractive outdoor spaces complete the setting. Additional highlights include a three-zone high-efficiency Lennox HVAC system, natural gas heating, cooking, dryer, and fireplace. A sizeable 2 car garage, along with guest parking areas. Conveniently located near Cold Spring Harbor Village, Huntington Village, parks, beaches. This exceptional residence offers an outstanding combination of quality construction, refined finishes, and an ideal North Shore location. Eagle Dock Beach ( with fee).

5 Glen Way, Cold Spring Hrbr
$859,000
3 Beds ⋅ 3 Baths ⋅ 1015942 MLS
Live like you're on vacation every day for under a million dollars in one of the best kept secrets on Long Island in this pristine, completely updated direct open bay waterfront 2,340 square feet townhouse located in a 28 unit community nestled in South Amityville! Drive into the tree lined cul-de-sac through impeccably HOA maintained sprinklered grounds which include exterior lighting and other common features that tastefully blend with the distinctive Victorian-style architecture of the homes. Wake up every morning to dramatic sunrises from the primary bedroom with sliders that open to a private upper balcony that boasts unobstructed 180 degree panoramic views of the Great South Bay. Relax and entertain on your private lower deck with a spacious manicured lawn and the open bay as part of your backyard. Short walk to Village amenities, private beach, boat launch, and marinas. European-style portico opens to a beautiful first floor entry hall and open floor plan with tile floors throughout. Lots of natural light enhanced with 3 large skylights. First floor includes fully equipped updated eat-in kitchen, stainless steel appliances, gas stove and oven. Half bath and generous dining room with high ceiling and skylight open to a large sunken living room. Living room includes high ceilings, ceiling fan, wood burning fireplace, and sliders leading to the back lower deck. Front and rear lower decks have Trex planking and rear deck is secluded from neighbors and has an electric retractable awning. Both dining room and living room have spectacular views of the Great South Bay. Upper floor includes a large primary bedroom with a walk-in closet , ceiling fan and sliders leading to a private balcony with more unobstructed breathtaking panoramic water views. Gorgeous en-suite bathroom with skylight. 2 additional nice size guest bedrooms with ceiling fans and large closets. Full updated guest bath with tub and skylight. 2 zone gas forced air heat, central air conditioning, and ultraviolet air purifier in the HVAC system. Lots of closets throughout with additional attic and basement storage along with a loft and built-in shelving in the attached 1 car garage. 2 car driveway with additional ample close-by guest parking on the campus. Enjoy carefree living where the $675 monthly HOA fee includes landscaping, snow removal, water, exterior painting, insurance and maintenance of roadways, driveways, and other common areas. Common walls separating the unit are concrete block construction for maximum insulation and privacy. Unit is located in an area with good elevation. Favorable X rated flood zone with low flood insurance premiums. Town and village taxes recently grieved with successful outcomes.

8 Victoria Drive Unit #8, Amityville
$805,000
3 Beds ⋅ 4 Baths ⋅ 1016687 MLS
This stunning 4 Bedroom, 4 Full Bath end-unit Townhouse offers premium upgrades, expansive outdoor space, and maintenance-free living in the heart of Huntington. The large mahogany deck features a motorized retractable awning, making the space perfect for year-round entertaining or everyday enjoyment. Inside, the gourmet kitchen is equipped with granite countertops, custom cabinetry, and top-tier appliances to accommodate any home chef. The open-concept living area is filled with natural light and features a built-in entertainment unit and a cozy gas fireplace. The spacious primary suite includes a spa-inspired en-suite bath with a glass-enclosed walk-in shower and a separate soaking tub. There are 2 Additional Bedrooms and another full Bath on the 2nd Floor. The walk-out lower level offers a versatile layout, ideal for multi-generational living, and is fully COed and legal for occupancy. As an end unit, this home provides added privacy, extra windows, and generous outdoor space. Please note that the current taxes are for the 2026 fiscal year and do not reflect potential STAR savings. Move-in ready and turnkey, this home offers the ultimate low-maintenance lifestyle.

16 Lindbergh Circle, Huntington
$665,000
4 Beds ⋅ 4 Baths ⋅ 1015982 MLS
Welcome to this Lovely Hi-Ranch with Four Bedrooms, Two Full & Two Half Bathrooms & One car attached Garage. There is an Eat-In-Kitchen, Combination Dining/Living Room, Three Bedrooms One and Half Baths on Upper level. Lower Level has one bedroom, One and Half Baths, Laundry, Den & Office Area. Natural Gas Hot water Heat W/ Weil Mcclain Furnace & 40 Gallon Gas HW Tank. 200 Amp Electric, Replacement Thermopane windows. Four Year Old Gas 22KW Whole house Automatic Generac Generator. Vinyl & Brick Siding, Blacktop Belgian Block Lined driveway, Brick Paver Walkway, One year Old architectural roof, Fenced Rear Yard with Large Koi Pond, Brick paver patio & shed. Public Water. Potential M/D with proper permits.

4 Bowman Lane, Kings Park
$3,625,000
5 Beds ⋅ 5 Baths ⋅ 1012419 MLS
Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where exquisite millwork meets glass doors that open to the expansive grounds. Designed for both high-end entertaining and absolute ease, the flowing main level connects a stately firelit living room to a magnificent chef's kitchen—complete with a professional cooktop, a walk-in pantry, and dual dishwashers for effortless cleanup—before transitioning outside to a resort-style pool featuring an electric safety cover and direct cabana-bath access. A sanctuary of personal wellness, the second floor boasts a marble-clad primary suite with a private water-view office overlooking the bay, alongside three generous guest rooms and two laundry rooms configured for ultimate convenience. Below, the fully finished lower level serves as a private wellness and entertainment pavilion, featuring a home gym, media room, and a temperature-controlled wine cellar, balanced by an abundant bulk-provisioning storage room and an attached garage for your water toys. Situated just steps from the pristine sands of Menhaden Lane Beach and moments from the island’s premier marinas, boutiques, and acclaimed dining, this estate offers a turnkey, worry-free island lifestyle where every modern luxury is already perfectly in place.

43 Gardiners Bay Drive, Shelter Island
$999,999
3 Beds ⋅ 2 Baths ⋅ 1013318 MLS
Charming cottage-style home offering 3 bedrooms and 2 full baths in a highly desirable central location. Just moments from beautiful beaches, local restaurants, and boutique shops, this inviting property blends classic charm with modern updates. Renovated in 2019 with additional recent improvements, the home features comfortable living spaces filled with warmth and character. Outside, enjoy a beautifully landscaped yard with deck perfect for relaxing, entertaining, or summer gatherings. A wonderful opportunity to enjoy easy island living in a move-in-ready home.

16 Bowditch Road, Shelter Island
$699,999
3 Beds ⋅ 2 Baths ⋅ 999888 MLS
Set on a beautiful hilltop property surrounded by mature trees, this updated 3-bedroom, 2 full bath Ranch offers privacy, natural light, and an unbeatable Port Jefferson lifestyle. Situated on over half an acre, the home features an open floorplan with hardwood floors throughout and sun-filled living spaces designed for comfortable everyday living and entertaining. The newly finished basement offers additional flexible living space with electric heat and an outside entrance through the attached 2-car garage. A new heat pump heating system helps offset oil expenses while adding year-round efficiency and comfort. Perfectly located just minutes from the historic shipbuilding Village of Port Jefferson, enjoy easy access to charming shops, restaurants, the Village Center, Harbor, and LIRR. Residents also enjoy exclusive Port Jefferson Village amenities including discounted country club membership, children’s programs, ice skating rink, tennis and pickleball courts and programs, plus the beloved Rocket Ship Park.

223 Old Post Road, Port Jefferson
$4,250,000
4 Beds ⋅ 5 Baths ⋅ 1007919 MLS
Orient, North Fork - For buyers ready to trade city noise for salt air, open sky, and space to truly exhale, 1640 Grand View Drive in Orient offers the kind of North Fork escape that feels both elevated and completely livable. Set above the shoreline with sweeping, cinematic views over Long Island Sound, this Nantucket-inspired coastal estate combines privacy, scale, craftsmanship, and direct waterfront beauty in one rare offering. With approximately 130 feet of private beach and more than 5,000 square feet of upscale, finely crafted living space, the home is designed around what city life often lacks: light, quiet, room to gather, room to work, and a constant connection to nature. From nearly every living area, the setting frames wide-open views of water, sky, and shoreline, creating an everyday backdrop that feels more like a retreat than a residence. A spacious covered porch entry opens to a gracious foyer and sets the tone for the home’s relaxed coastal character. The dramatic living room, with soaring vaulted ceilings, clerestory windows, and expansive Long Island Sound views, is made for both slow weekends and effortless entertaining. It is the kind of room that can host a holiday dinner, a laid-back summer gathering, or a quiet night in with multiple fireplaces, a record playing, and the water just beyond the glass. The large dining room offers an elegant setting for dinners with friends and family, while the immaculate kitchen with breakfast area overlooks the lush landscape of this private coastal retreat. The open-plan family room, complete with a gas fireplace, flows naturally to the waterside terrace, blurring the line between indoors and out. Morning coffee, golden-hour cocktails, long summer lunches, and late-night conversations all find their place here, with the Sound as the view. The main level includes a thoughtfully designed owner’s suite with fireplace, sunroom/sitting room, and serene private spaces that make the most of the home’s waterfront orientation. A dedicated home office with private en suite bath adds the flexibility modern buyers want, whether used as a true work-from-home setup, creative studio, guest suite, or potentially a fifth bedroom. Upstairs, the home continues to offer room for everyone and everything: a large sitting room, billiard/family room, sewing or craft room, junior owner’s suite with full bath, and two additional bedrooms connected by a Jack-and-Jill bath. The layout is ideal for hosting weekend guests, extended family, or friends escaping the city or a hectic life for beach days, dinners outside, and slower mornings. Immaculate and exceptionally well-maintained, the estate includes a wine cellar, full-house generator, outdoor shower, and many quality details throughout. The grounds also offer room for a waterside pool (permits required), adding the possibility of creating a full resort-style experience at home. For buyers looking for a more grounded way to live without sacrificing style, comfort, or design, 1640 Grand View Drive offers a rare balance: sophisticated coastal architecture, true privacy, direct beach access, and the natural beauty of the North Fork. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life.

1640 Grandview Drive, Orient
$1,850,000
4 Beds ⋅ 3 Baths ⋅ 1003398 MLS
Discover a serene sanctuary amidst the natural beauty of Shelter Island. This stunning residence offers breathtaking water views of Miss Annie's Creek, providing an unparalleled escape from the ordinary. Step onto the property and be captivated by the charm of covered porches and a heated pool, inviting you to relax and soak in the picturesque vistas. Whether you're enjoying a quiet morning coffee or hosting unforgettable gatherings, this waterfront oasis provides the perfect backdrop for every occasion. Don't miss this opportunity to own a piece of paradise in Mashomack Preserve.

4 Irene Lane, Shelter Island
$725,000
2 Beds ⋅ 2 Baths ⋅ 991855 MLS
ESCAPE TO LONG ISLANDS NORTH FORK, APPROXIMATELY 90 MINUTES FROM NEW YORK. SIT ON YOUR DECK AND ENJOY: A PANORAMIC WATER VIEW, AMAZING SUNSETS AND DEER GRAZING IN THE MEADOW. THIS HOME OFFERS TRUE LOCK-AND LEAVE EASE FOR A PRIMARY RESIDENCE, OR WEEKEND RETREAT. With a Private Stairway access to a Secluded Beach on the Peconic. Enjoy a Clubhouse and Fitness Center for year round health, wellness, and social gatherings. A Swimming pool, tennis, pickleball and bocce ball courts located within easy reach of your Condo. Riverhead, the Hamptons, the North Fork's wine trail, and multiple Golf Courses minutes away. 605 Fox Hill Drive offers a peaceful, private and exciting setting without sacrificing convenience.

605 Fox Hill Drive, Baiting Hollow
$399,000
957255 MLS
Tucked away on a serene cul-de-sac in the heart of Mattituck, this prime, shy wooded acre offers a rare blend of privacy, natural beauty, and opportunity. Gently rolling terrain creates the perfect canvas for your custom retreat, while expansive sunset views over neighboring wetlands provide a breathtaking daily backdrop. With the DEC permit and Southold Town Trustee approvals renewals in progress, and the Board of Health permit in place, the groundwork has already been laid for your vision to come to life. Imagine designing and building your ideal North Fork home in this peaceful, sought-after setting.

955 Blossom Bend, Mattituck
$3,799,999
4 Beds ⋅ 5 Baths ⋅ 917337 MLS
Discover a rare offering that blends modern luxury with spa-like serenity. This residence was designed to be both a retreat and a showpiece, combining high-end luxury finishes, seamless indoor-outdoor living, and tranquil natural surroundings. Walls of glass invite light and greenery into every room, creating a constant connection to nature. The open floor plan features a chef’s kitchen with professional-grade appliances, custom cabinetry, and expansive island seating—ideal for both entertaining and everyday living. Living and dining spaces flow effortlessly to outdoor patios, where landscaped gardens and serene seating areas extend the home’s livable footprint. The primary suite is a true sanctuary with floor-to-ceiling windows, spa-inspired bath with soaking tub and dual sided rainfall shower, with floor to ceiling windows overlooking lush grounds. Additional bedrooms offer the same level of comfort and style, ideal for guests or family. Every bathroom has been designed with European natural stone & micro-cement, luxury designer fixtures, and a focus on wellness and relaxation. Outdoors, curated landscaping and multiple gathering spaces set the stage for morning coffee, evening cocktails, or hosting under the stars. Enjoy a dip in the in-ground gunite, heated, saltwater pool surrounded by approximately 4,000 sq ft of patio space. Every corner of this property has been crafted to evoke calm, beauty, and a lifestyle of understated luxury. This is not just a home—it’s an escape, ready to be lived in and loved every day.

96 Godfrey Lane, Huntington
$2,900,000
5 Beds ⋅ 5 Baths ⋅ L3528746 MLS
Welcome to 150 Hillcrest Dr N, located in Hillcrest Estates. This offering is a "to be built" opportunity and the images are of another Orient property that this builder wrapped up in 2023. At this point, a very similar style home can be built on this lot or the builder can be hired to do a custom build and tailor the property to a buyer's specifications. The property is elevated, slopes gently SW and will offer sweeping farm/water-views over Orient and out to Narrow River and Long Beach Bay. More information on previous Orient projects can be provided by request or bring your plans and allow your vision for your forever home to come to life!

150 N Hillcrest Drive, Orient

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.