ML# :822039   RARE WATERFRONT COTTAGE ON GERARD DRIVE. Set along East Hampton’s famously scenic Gerard Drive, this perfect waterfront cottage features 58 feet of sandy beach frontage and endless views of Gardiner’s Bay. Thoughtfully designed to capture the most commanding views of the environment that surrounds it, this colorful and stylish residence features an ideal floor plan that flows across one single level. The living room boasts floor to ceiling windows which deliver an undeniable sense of awe throughout the social areas of the home. The open kitchen is superbly quaint and well appointed with a Viking range, dishwasher and Sub-Zero refrigerator. A high top breakfast, snack or beverage bar is cleverly built in to seamlessly blend into the living area. The adjacent dining room is a separate and chic place for dinner parties. Three bedrooms spaced across the opposite side of the house provide excellent privacy. Just outside is an expansive deck along the beach with covered al fresco dining area, room for sun beds and a comfortable lounging area. A few steps down is a private outdoor shower just off the pristine sand that stretches along the peninsula.

ML# :893272   On the Shores of Lake Waccabuc. Absolutely amazing setting overlooking the water! Incredible Lakehouse offering true waterfront living with panoramic views. Originally built in 1939 and beautifully updated in 2015. Fabulous Living Room with vaulted ceiling, floor-to-ceiling stone fireplace and knotty pine paneling. Stunning open-layout Kitchen with dining and seating areas, window walls and fabulous water views. Private Primary Suite with Dressing Room and luxurious Bath. Three additional Bedrooms. Private Office for working remotely. Multiple porches and decks allow for an easy indoor-outdoor lifestyle. Private funicular down to the lake with waterfront terrace, outdoor fireplace and large private dock. Incredible lake lifestyle with swimming, boating, paddleboarding and kayaking. First time offered in 30 years!

ML# :880059   Discover 16 Walker Court in the Hamptons – a beautiful Waterfront Property! A rare opportunity to own a custom-built home that blends modern elegance with timeless comfort, situated on a cul-de-sac, on Dave’s Creek with private access to Shinnecock Bay, this property delivers a true Hamptons waterfront lifestyle perfect for jet skiing, kayaking, and paddleboarding. This 4-bedroom, 3-bathroom residence welcomes you with a striking pivot door entry, opening to an airy, light-filled layout, with oversized windows and Cathedral ceilings designed for both relaxation and entertaining. The ranch-style layout offers seamless indoor-outdoor living, with three separate walkouts to the backyard for flexibility and privacy. Open to a gorgeous backyard with a beautiful, heated & salted water pool and an outdoor shower, the heart of the home is the chef’s kitchen, featuring Cambria quartz waterfall countertops with a lifetime warranty and premium Viking appliances. An inviting eat-in area offers serene views of the glass-enclosed pool and a professionally landscaped backyard, perfect for enjoying meals indoors while remaining connected to the outdoors.This green-built, energy-efficient home is thoughtfully designed with sustainable materials, superior insulation, high-performance windows, and energy-efficient HVAC systems prioritizing comfort, indoor air quality, and long-term savings. A Beautiful DaVinci fireplace serves as a sophisticated focal point in the main living space, adding warmth and ambiance.Whether you’re looking for a luxury Hamptons retreat or a sustainably designed year-round residence, 16 Walker Court is a rare find where modern design meets waterfront tranquility.

ML# :825609   Exquisitely Renovated Historic Estate with Water View.Located in the prestigious community of Oyster Bay Cove, this beautifully renovated estate blends old-world charm with luxurious modern upgrades. Set on a serene 2.24 acre lot, the home is part of a historic North Shore community (not landmarked) and includes beach and mooring rights for the use of Oyster Bay Cove residents.This elegant home features a chef’s kitchen with quartz countertops and premium appliances, ideal for both everday living and entertaining. Relax year-round in the enclosed sunroom with fireplace, offering warmth and stunning waterviews in every season.The spacious primary suite includes a spa-like bath and a custom walk-in closet. A flexible third-floor space is perfect for a home office, studio, or additional guest area.Additional highlights include:Separate Guest Quarters with a private entrance.Large multi-purpose barn with space to house up to four cars.A natural spring-fed pond with fountain.Outdoor patio with fire pit, ideal for entertaining and peaceful evenings.This unique property offers timeless beauty, tranquility, and unmatched character in one of the North Shore’s most desirable settings.

ML# :867110   Overlooking the Hudson River in the esteemed hamlet of Balmville, this Gothic Revival masterpiece, The Rest is a rare and remarkable offering—an enduring symbol of 19th-century architecture, masterfully adapted for modern living.Commissioned in the 1860s by Daniel Bennett St. John— Congressman, Senator, and a founding editor of The New York Times—this estate was brought to life by Frederick Clarke Withers, a leading figure in American Gothic Revival architecture and influenced by Calvert Vaux, co-designer of Central Park. The Rest was designed as both a living work of art and an inviting home.The home celebrates the ethos of High Victorian Gothic Revival showcasing soaring tracery ceilings, gasolier-style chandeliers, floor to ceiling doors adorned with wood-framed diamond-patterned glass, and a Tiffany-style stained-glass window at its heart.Rich inlaid and parquet floors, full-height wood wainscoting, and pocket doors feature prominently in the entry hall, drawing room, library, and dining room. Six original marble and wood fireplace mantels anchor the home. Glass-front-built-ins and intimate mullioned bay window seating invite the sharing of secrets.Befitting its name, The Rest is an approachable home, grounded in comfort with expansive views of the Hudson from a bluestone veranda spanning the western facade.A butler’s pantry connects the formal dining room with a chef’s kitchen featuring granite counters and river views, warm living room with wide wood plank floors, powder room, and access to the heated pool. The second floor offers a primary suite with views of the Hudson and a custom dressing corridor. The spa-like ensuite has a double vanity, quartz counters, bidet, and soaking tub with river views. The second floor is complete with four additional bedrooms and a bonus room, two with river views, and two more full baths. The upper floors are connected by a discreet secondary staircase and anchored by a traditional oculus or ‘roof lantern’ that beautifully filters daylight down to the floors below.

ML# :886826   Tucked away in one of the North Shore’s most coveted enclaves, 50 Ships Point Lane presents an unparalleled opportunity to own a waterfront home with private mooring rights, resort-style outdoor living, and sweeping views of Oyster Bay Harbor — all just 30 miles from Manhattan.Set on an expansive, manicured lot with direct water access, this exquisite residence was designed for those who value privacy, elegance, and the effortless beauty of coastal living. Entertain against the backdrop of sparkling water views, host poolside summer gatherings, or unwind on your private deck as boats drift by.Inside, the home offers a generous, sun-filled layout with gracious living spaces and room for both formal entertaining and everyday comfort. High-end finishes, a chef’s kitchen, and walls of windows ensure that the breathtaking harbor views remain front and center.Beyond the property, discover the unmatched charm of Oyster Bay Village, where boutique shops, local markets, and upscale culinary favorites like Gioia, Stellina, and 2 Spring create a lifestyle that’s as sophisticated as it is welcoming.A rare offering where luxury, convenience, and coastal tranquility converge — 50 Ships Point Lane is more than a home; it’s a destination.

ML# :867649   Fabulous Strongs Neck waterfront colonial set on 1.5 private acres with over 200 feet of shoreline and sweeping western views of Little Bay. This fully renovated, custom-built home offers three levels of breathtaking water views and exquisite millwork throughout, including hardwood floors, wainscoting, crown molding, vaulted ceilings, and arched windows and doorways.The spacious chef’s kitchen features granite countertops, stainless steel appliances, a walk-in pantry, built-in microwave, oven warming drawer, and a sunlit dining area with spectacular water views and sliders to an expansive deck—ideal for alfresco dining and sunset gatherings. The primary suite includes a walk-in closet with built-in shelving, a luxurious bath with Whirlpool jacuzzi, and a private balcony with panoramic bay views. Work from home in a stunning office with a separate entrance, vaulted ceiling, gas-heated fireplace, and picturesque water views—perfect for productivity and inspiration. A finished walkout basement with water views and separate heat/cooling zones provide versatile living or entertaining space.Situated on a quiet cul-de-sac, the property features a level, sprawling lawn, stone tiered garden beds, in-ground sprinklers, and an additional storage garage. Kayak or paddleboard from your own backyard. Located in the Three Village School District, the home is conveniently close to Frank Melville Park, West Meadow Beach, and the Stony Brook train station. Beach rights with a boat ramp complete this exceptional coastal retreat! Beach association dues are $150/year.

ML# :850930   Experience quiet country living with this beautiful 69 acre mixed-use farm & investment property! *For additional info on rental units, etc. please see MLS# 850195 (residential income)* -- This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with multiple large barns & fertile soils, ideal for farming & agriculture. ---- The 2, 157 sq. ft. historic stone house, built in 1780, has 2 bedrooms, 1.5 baths, hardwood floors, a large parlor, a dining room and living room, a porch overlooking the pond & a separate large carriage house 2 storage bays, a garage space, & a second floor that can be converted into additional storage or living space. This home has been recently updated & has a new roof & new septic system. ---On this property you will also find a large private pond (perfect for fishing!), tons of storage areas, and a 3-bay workshop (perfect for wood-working or other hands-on projects), several large barns capable of storing farm equipment, hay, boats, animals, lumber, vehicles, etc., and wooded areas for hiking & other ideal spots for hunting or camping. ---In addition to the stone house, this property also has 3 ADDITIONAL units. It also has a well and septic already set up for a potential 5th unit near the pond, making this an incredible investment opportunity! The fields can also be leased out to farmers for additional income & tax exemptions. ---The 3 additional units include: --The Log House which is a 1, 068 sq. ft. single-family log home built in 2005, with 2 bedrooms (plus 2 garrett rooms on second floor), 1 bathroom, a full basement and a large wrap-around porch. --The Ranch which is a 1, 425 sq. ft. ranch-style modular home built in 2005, with 3 beds and 2 baths, a large full walk-out basement, a beautiful spacious yard with a large pond, and a storage shed. There is also a small creek that runs along the back of the home, a large wrap-around porch, and a ton of privacy! -- *This unit is located on the opposite side of the road, along with the existing well & septic for potential 5th unit - this portion of the property would be easily subdividable.* ---The Milkhouse Apartment is a roughly 950 sq. ft. 3 bed, 1 bath apartment located on a second floor above the milkhouse. It has a spacious living room with a sliding door to the rear deck which allows for privacy and views of the back fields & the creek, and it also has a large storage unit underneath. ---The property also has 2 chicken coops if you are looking to raise your own chickens! There are also multiple large barns capable of housing many other animals, making this an ideal place for an animal sanctuary. ---This property offers both convenience & peace and quiet. It is located on a quiet back road, but less than 10 minutes from downtown Hudson, grocery stores, schools, restaurants, clothing stores, and the train station. Located in town of Greenport (does not have zoning). The possibilities here are endless -- come see it for yourself!

ML# :850195   Experience quiet country living with this beautiful mixed-use farm & investment property! This unique property has so much to offer, including FOUR rental units (3 single family homes + a 3-bedroom apartment), a scenic creek that runs along the entire edge of the property (perfect for summer swims!) , stunning woodland trails with views of the mountains and farmland, along with multiple large barns & fertile soils, ideal for farming & agriculture.---- The 2, 157 sq. ft. historic stone house, built in 1780, has 2 bedrooms, 1.5 baths, hardwood floors, a large parlor, a dining room and living room, a porch overlooking the pond & a separate large carriage house 2 storage bays, a garage space, & a second floor that can be converted into additional storage or living space. This home has been recently updated & freshly painted & has a new roof & new septic system. ---On this property you will also find a large private pond (perfect for fishing!), tons of storage areas, and a 3-bay workshop (perfect for wood-working or other hands-on projects), several large barns capable of storing farm equipment, hay, boats, animals, lumber, vehicles, etc., and wooded areas for hiking & other ideal spots for hunting or camping.---In addition to the stone house, this property also has 3 ADDITIONAL units. It also has a well and septic already set up for a potential 5th unit near the pond, making this an incredible investment opportunity! The fields can also be leased out to farmers for additional income & tax exemptions. ---The 3 additional units include:--The Log House which is a 1, 068 sq. ft. single-family log home built in 2005, with 2 bedrooms (plus 2 garrett rooms on second floor), 1 bathroom, a full basement and a large wrap-around porch. --The Ranch which is a 1, 425 sq. ft. ranch-style modular home built in 2005, with 3 beds and 2 baths, a large full walk-out basement, a beautiful spacious yard with a large pond, and a storage shed. There is also a small creek that runs along the back of the home, a large wrap-around porch, and a ton of privacy! -- *This unit is located on the opposite side of the road, along with the existing well & septic for potential 5th unit - this portion of the property would be easily subdividable.*---The Milkhouse Apartment is a roughly 965 sq. ft. 3 bed, 1 bath apartment located on a second floor above the milkhouse. It has a spacious living room with a sliding door to the rear deck which allows for privacy and views of the back fields & the creek, and it also has a large storage unit underneath.---The property also has 2 chicken coops if you are looking to raise your own chickens! There are also multiple large barns capable of housing many other animals, making this an ideal place for an animal sanctuary.---This property offers both convenience & peace and quiet. It is located on a quiet back road, but less than 10 minutes from downtown Hudson, grocery stores, schools, restaurants, clothing stores, and the train station. The large open fields offer wide views of the night sky, perfect for star-gazing! Come see it for yourself, the possibilities are endless! --(Located in the town of Greenport no zoning) (Associated with MLS#850930 (land))

ML# :851719   Greendale is more than a home—it is a legacy property, offering a rare opportunity to possess a piece of Hudson River history, distinguished by its panoramic vistas and enduring character.An embodiment of timeless refinement, Greendale is a distinguished historic residence set along the storied banks of the Hudson River. This exceptional estate offers commanding views of the water from an expansive, verandah - an ideal vantage point for serene mornings and resplendent sunsets.The main residence features six elegant bedrooms and four bathrooms. At its heart lies a luminous, double-height living room—an exquisite space equally suited to intimate repose or sophisticated entertaining.Beyond the home, a gracefully landscaped setting unveils a handsome stone pool, framed by mature gardens that provide a tranquil, secluded retreat. Two supplementary dwellings present opportunities for guest accommodations or an income-generating residence, adding both versatility and value.