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$1,250,000
5 Beds 4 Baths 1028845 MLS
Welcome to this truly one of a kind custom-built Island Estates inspired residence, privately located on a cl-de-sac with wide paved roads in the highly sought-after Wading River community. Located north of Route 25A, just 1.3 miles from the beach and within the acclaimed Shoreham-Wading River School District, this exceptional home is set on a beautifully landscaped .88-acre property. Offering 5 bedrooms and 3.5 baths, this remarkable home showcases quality craftsmanship throughout. A dramatic 8-foot custom front door opens to a breathtaking two-story foyer and grand room with soaring 20-foot ceilings, an elegant staircase, abundant natural light, hardwood floors, high-end custom finishes and custom moldings. The spacious open-concept layout flows seamlessly into the beautifully appointed eat-in-kitchen, complete with a Butler’s pantry for added storage, preparation space, and effortless entertaining, creating the perfect setting for both everyday living and entertaining. One of this home’s most valuable and desirable features is the legal accessory apartment, providing exceptional flexibility and offering potential rental income. Built with premium materials, the exterior features a striking stucco facade, CertainTeed Cedar Impressions siding, a multi-layer architectural roof designed for superior durability, underground utilities, a full in-ground sprinkler system, and a fully insulated attic. Additional amenities include two fireplaces, hydronic forced-air heating, central air conditioning, two fireplaces, generous closet space, and an oversized 3.5-car garage. Outdoor living is equally impressive with Trex decking overlooking the private backyard, custom brickwork patio and walkways, multiple brick patios, a welcoming front loggia, custom fencing, and an oversized wrought-iron gated driveway that enhances both privacy and curb appeal & Gazebo with electric wiring in place. A rare opportunity to own a truly exceptional home where timeless craftsmanship, luxurious finishes, flexible living spaces, and an unbeatable coastal location come together.

3 Dover Court, Wading River

$1,925,000
3 Beds 3 Baths 1030841 MLS
THIS BRAND NEW, CUSTOM BUILD, currently in its final completion phase of exterior construction (driveway and landscaping), spanning approximately 2,400 square feet on a 0.49-acre lot. Inside, an open-concept floor plan showcases soaring cathedral ceilings, hardwood floors, oversized windows, a chef’s kitchen with a 10-foot stone island, and a living room centered around a limestone gas fireplace. The main level includes a primary suite with a walk-in closet and en-suite bath, while two additional king-sized bedrooms are connected by a Jack-and-Jill bathroom. The property also offers a full, unfinished basement with 9-foot ceilings and an egress window. Built with energy efficiency in mind, it includes spray-foam insulation, an integrated solar panel system, ENERGY STAR-qualified casement and double-pane windows, propane heating, central air, a tankless water heater, and a high HERS rating. Exterior and mechanical features include an attached 2-car garage with attic storage, buried underground utilities, a spacious deck with glass slider access, room for a pool, and opportunities to finalize the landscaping and driveway in a quiet neighborhood within walking distance to the beach and minutes to the highway. Bring your vision and complete the final exterior touches on this exceptional modern Hamptons home today!

17 Bittersweet Avenue, Hampton Bays

$3,950,000
6 Beds 7 Baths 1030309 MLS
Sagaponack Oasis on 2 Acres Set on a beautiful 2-acre property, highlighted by mature trees, this 6 bedroom, 6 full and one 1/2 bath Sagaponack North property offers room for all within 4,000 sq ft of living space. This residence is surrounded by absolute tranquility. A backyard that is all about serenity, offering a large patio for entertaining, a 20x40 pool, hot tub and an outdoor shower. Inside, you are greeted by the sunlit great room, 20' ceilings, a wood burning fireplace and open interiors anchored by its modern kitchen. The first-floor primary bedroom opens directly to the backyard oasis. The first floor also offers three guest rooms, a powder room and a bonus studio apartment. A second primary bedroom suite can be found on the second floor. Downstairs, the lower level provides an additional 780sq ft living space. Here you will also find the laundry and ample room for storage. Located moments from vineyards, farm stands, ocean beaches and all that Bridgehampton Village and Sag harbor Village have to offer

111 Merchants Path, Sagaponack

$8,400,000
6 Beds 7 Baths 964447 MLS
Rare opportunity to own a uniquely private 7.49-acre bay front estate in Orient Village. This exceptional waterfront property features a spacious 5700 sq ft main residence with 6 bedrooms, 7 baths, three wood burning fireplaces, three bay garage, expansive front and rear covered porches and panoramic bay views. The 20 x 44 heated pool is complemented with a 860 sq ft pool house featuring open common area, kitchenette, full bath, laundry, two changing rooms, outdoor shower, & porch – creating an ideal setting for entertaining and summer living. A fully fenced clay 60 x 120 ft tennis court is expertly sited, so sun glare is never an issue. The property offers an additional free-standing two-bay garage with second floor bonus space providing flexible options for recreation, boat/bike storage or studio space. The 195 ft wide private walkout bay beach offers sweeping Harbor views of Long Beach State Park, Bug Light House and Orient Yacht Club. The property is ideally located within walking or biking distance to the Village of Orient, Orient Yacht Club, local marinas, Post Office, the Country Store, Oysterponds Historical Society and all village amenities.

1600 King Street, Orient

$3,450,000
6 Beds 4 Baths 1029245 MLS
Magnificently reimagined and meticulously renovated, this approximately 5,500 square foot residence in the sought-after Northport Bay Estates community delivers an extraordinary lifestyle inside and out. Offering six bedrooms, four full baths, and a generously scaled floor plan purpose-built for entertaining, the home has been transformed by years of thoughtful upgrades. Hardwood floors flow throughout, and the chef's kitchen anchors the interior with premium stainless steel appliances and an open connection to the great room. A dedicated home gym rounds out the interior amenities. Outside, the property is a world unto itself: a heated in-ground pool with waterfall and hot tub is the centerpiece of a resort-caliber backyard finished with premium PVC fencing, landscape and architectural exterior lighting, and lush mature grounds. The fully finished and conditioned pool house is a standout, a freestanding structure with interior and exterior lounge spaces and a full wet bar and bath, ideal for summer entertaining. An outdoor kitchen with natural gas BBQ under an open trellis extends the living space further, while a basketball court adds to the recreational offering. The two-car garage has been fully renovated and features finished, climate-controlled loft office space above. Premium gutters and a completely refreshed exterior complete the picture. Beach rights and mooring rights included with HOA.

23 Steers Avenue, Northport

$1,599,000
4 Beds 4 Baths 1010291 MLS
Waterview Centerport Mini Estate Fabulous Contemporary and a legal 2 bedroom Caretakers cottage in the exclusive Vanderbilt location. Where Elegance meets everyday coastal living. Wake up to the shimmer of the Harbor and the quiet privacy of one full landscaped acre. Inside the 4 bedroom main residence, mornings unfold across generous rooms, and long views towards the water. The kitchen is so inviting with windows overlooking property. there is a retro range and oven, high end appliances and walk-in pantry. Terra Cotta floors ad warmth and european charm through-out the first floor. The primary suite is spacious and has a walk-in closet, double walled glass doors to private decking so perfect for enjoying the serenity of the property. Primary bath with spa shower and sunken soaking tub enhances the suite. Living room has walls of glass overlooking harbor and woodlands, wood burning fireplace one of four for those cold winter days. Walk around decking again that overlooks the beauty of this property. Beyond the main house is the Caretakers legal 2 bedroom cottage with water views expands the lifestyle possibilities. Its a guest house, a creative studio or an income producing opportunity. All located on a private cul de sac. Walking distance to sandy beaches on the Bay with boating kayaking and also the Centerport Yacht Club. Highly rated Harborfields SD# 6

8 Idle Day Knoll, Centerport

$1,300,000
5 Beds 3 Baths 1025468 MLS
Welcome to this beautifully maintained 5 Bedroom, 2.5 Bath Colonial nestled on over 3 private acres, offering the perfect combination of classic charm, modern comfort, and exceptional space. The main level features a sun-filled living room with a fireplace, a warm and inviting den with a second fireplace, a formal dining room for entertaining, and a spacious eat-in kitchen designed for everyday living. A first-floor bedroom, private home office, and convenient half bath provide added flexibility for guests, remote work, or multigenerational living. Upstairs, the generous primary suite offers a walk-in closet and private full bath, while three additional bedrooms and another full bath provide plenty of space for family and guests. The fully finished basement adds even more versatility with a kitchenette, dining area, family room, and laundry area, making it ideal for extended living, recreation, or entertaining. Step outside to your own private backyard oasis featuring a fully fenced in-ground pool, an elegant stone patio, and expansive open grounds perfect for outdoor entertaining, recreation, or simply enjoying the peaceful surroundings. Complete with ample parking and a desirable blend of privacy and convenience to local amenities, this exceptional property offers the space, comfort, and lifestyle you've been searching for.

77 Shore Road, Mt. Sinai

$1,650,000
6 Beds 4 Baths 1021152 MLS
Nestled on a private and beautifully maintained 1.09 -acre property, this impressive home offers the perfect blend of space, comfort, and flexibility. The home features 6 bedrooms, including 4 bedrooms in the main residence, a separate nanny's suite with a full bathroom, and in the west wing there is a bedroom with loft—ideal for guests, creative studio or private retreat. Designed for both everyday living and effortless entertaining, this home features expansive living spaces, including a welcoming living room with a beautiful fireplace and classic mantel, as well as a ski chalet-inspired den highlighted by a stunning 14-foot Crab Orchard stone fireplace. Outside, enjoy your backyard retreat with a heated 20' x 50' saltwater in-ground pool with automatic solar cover, surrounded by expansive, private mature grounds. Additional amenities include a 2-car garage, a new 16-zone in-ground sprinkler system, and a full unfinished basement with high ceilings, two separate entrances, and eight egress windows—providing exceptional storage and incredible potential for future living space. With its versatile layout, outstanding outdoor amenities, and room to grow, this special property offers a lifestyle that's both comfortable and inviting.

33 Meadow Farm Road, East Islip

$4,950,000
5 Beds 8 Baths 1023018 MLS
This contemporary home offers approximately 4890 square feet of living area on 2.03 private waterfront acres with water views, situated on a quiet cul-de-sac. Located in the exclusive Atlantic Yards development, 18 Pine Tree Lane offers an exceptional opportunity to enjoy living in one of Westhampton's premier locations. The open main level welcomes you with a foyer and features four bedrooms, including the primary suite. Each bedroom offers its own bathroom and walk-in closet, and the primary bedroom enjoys beautiful views of the surrounding coastal landscape. The main living area is highlighted by a salon with 20-foot ceilings, a wood-burning fireplace, and arched windows that frame the waterfront setting. A spacious kitchen, TV room, and dining area with glass doors opening to the pool and deck enhance the home's indoor-outdoor living. The second floor features an additional bedroom with a full bath and walk-in closet, a bright dayroom, a half bath, and an interior balcony overlooking the main living area below. The property backs to a scenic bayside landscape and includes a private dock, swimming pool, hot tub, and plenty of outdoor space for relaxing and entertaining.

18 Pine Tree Lane, Westhampton

$1,899,999
1017889 MLS
Very near the eastern tip of Long Island’s renowned North Fork, this exceptional 1.37-acre beachfront property presents one of the few remaining opportunities to create a legacy waterfront estate in one of Orient’s most breathtaking coastal settings. Surrounded by panoramic views of Gardiners Bay, Long Island Sound, Plum Island, and the Connecticut shoreline, this remarkable homesite enjoys direct access to a sandy beach and the added distinction of neighboring protected Suffolk County parkland, preserving the natural beauty and open coastal landscape that define this extraordinary location. With approximately 125 feet of private beachfront, the property offers an ideal setting for relaxed coastal living and entertaining. The grounds provide ample space for hosting weekend guests, extended family, or friends escaping the city for beach days, outdoor dining, and slow, restorative mornings by the water. There is also the potential for a waterside pool (permits required), creating the opportunity to design a true resort-style coastal retreat. Wake to spectacular sunrises over Long Island Sound and embrace the quintessential North Fork lifestyle. Spend your days boating, kayaking, paddleboarding, fishing, swimming, beachcombing, or exploring the scenic trails and shoreline of nearby Orient Point County Park. Walk along the beach to take in views of the iconic Orient Point Lighthouse, affectionately known as the “Coffee Pot,” or take the nearby Cross Sound Ferry to New London for a day trip before returning home to the peace and privacy of your waterfront escape. Just minutes away, enjoy the charm of Orient Village, award-winning North Fork vineyards, local farm stands, marinas, and the iconic Duryea’s, where waterfront lunches and unforgettable sunset dinners are part of everyday life. For buyers seeking a more grounded way of living without sacrificing style, comfort, or design, this property offers a rare balance of sophistication, privacy, and direct beachfront access. It is a place to host, recharge, work remotely, spend summers, or simply step into a quieter rhythm of life. For city-area buyers ready to trade noise for salt air, open sky, and space to truly exhale, 1890 Lands End Road offers a rare North Fork escape that feels both elevated and effortlessly livable, where cinematic water views, natural beauty, and true coastal privacy come together in one extraordinary offering.

1890 Lands End Road, Orient Point

$6,450,000
6 Beds 8 Baths 1021701 MLS
Introducing 1775 Point Pleasant, a newly constructed waterfront estate set on 1.8 acres with over 280 feet of pristine creek-frontage along iconic Mattituck Inlet. Thoughtfully designed and expertly crafted, this exceptional shingle sided Post-Modern style residence seamlessly blends timeless architecture with modern luxury. Spanning more than 7,000 square feet, the home showcases wide-plank hardwood flooring throughout, dual primary suites on both the first and second levels, a fully finished lower-level with private fitness studio, sauna, climate controlled wine storage, an unmatched custom lighting package, pre-wired recessed speaker system and expansive living spaces on all three levels designed for both everyday comfort and effortless entertaining. At the heart of the home is a chef's kitchen appointed with premium Wolf and Sub-Zero appliances, custom cabinetry, multiple beverage stations and refined finishes throughout. Outdoors, resort-inspired amenities await, including a heated 22'x44' gunite pool surrounded by an expansive travertine terrace, fully equipped outdoor kitchen, a covered lounge with ceiling mounted heaters for those cooler nights and anchored by a third wood-burning fireplace, creating an ideal setting for waterfront entertaining. Finally, enjoy a manicured path of travertine stepping pads that lead to an oversized floating dock, equipped with water and electric, that can easily house a large boat with deep draft, perfectly capping off this incredible custom build opportunity. Offering an extraordinary combination of scale, privacy, craftsmanship, and lifestyle, 1775 Point Pleasant represents a rare opportunity to own a truly exceptional waterfront retreat on the North Fork.

1775 Point Pleasant Road, Mattituck

$3,950,000
6 Beds 7 Baths 1021347 MLS
Welcome to Lot 5 in the prestigious Tiziana Estates where you can customize your dream home! This lot is the largest in the community and sits on 1.66 Acres in the flag-lot for absolute privacy. This home can have a grand 2 story entrance with a beautiful front door coming off of a covered porch, 9 - 12’ ceilings in living spaces, a 10’ basement ceiling with steel I-beams for versatile finishes, and a seamless blend of elegance and functionality. Home will follow the look and feel of Lot 1 and Lot 2 with your own specifications. The basement will be at least 3000 square feet and will have an outside entrance. Make this space your own as well. Don't forget about the 3 car garage! Every car lovers dream! Energy-efficient features include a Combi Navian Boiler (6 showers can be running at the same time and never run out of hot water), hydronic forced hot air, spray foam insulation, and Andersen 400 Series windows—the exterior dazzles with James Hardie siding, cultured stone accents, and GAF shingles. At Tiziana Estates, buyers can customize finishes and details to create their dream home. Excellent, trust-worthy, local builders. Don’t miss this exceptional opportunity—schedule your tour today! Taxes are estimated. Estimated time to build will be a year. Right now you can see Lot 2 as a model home.

5 Tiziana Court, Dix Hills

$699,000
4 Beds 3 Baths 1020367 MLS
Welcome to 74 John Lane, a unique gem nestled in the heart of Manorville. This expansive 3,300 square foot Residence, a potential equestrian property, sits on a tranquil 2.35 Acre lot, offering a serene retreat with a lush landscape. The home boasts four spacious bedrooms, two full bathrooms, and a three-car garage, promising ample space for all of your vehicles. The Primary Suite is a haven of comfort, featuring a private wood-burning fireplace. The living room and full dining room are adorned with stunning hardwood floors, adding a touch of elegance. The family room boasts exposed beams and a wood burning fireplace for extra comfort and warmth. The kitchen, complete with gas cooking and a center island, leads to a walk-in pantry, ensuring convenience. Adding to its charm, the house also includes a large walkout basement with potential for finishing, a laundry room, and a screened-in porch for those peaceful summer evenings. Two wood-burning fireplaces on the first floor add a cozy ambiance. Located on a quiet cul-de-sac, this property offers the best of Manorville - a tranquil neighborhood and proximity to local amenities. Experience the serenity of a private, expansive property at 74 John Lane. This home is more than just a Residence, its a lifestyle!

74 John Lane, Manorville

$1,200,000
3 Beds 4 Baths 1019997 MLS
NEW PRICE! Experience unmatched value in the heart of Jamesport with a $99,000 price adjustment on this stunning contemporary estate. Offering the perfect blend of space, privacy, and endless potential, this is now the best-priced home in the area for its size and property.Nestled atop a private, secluded lane on 1.57 beautifully landscaped and wooded acres, this 3-bedroom, 3.5-bath residence boasts approximately 3,100 square feet of thoughtfully designed living space. The main home features an inviting eat-in kitchen, formal dining room, a spacious living room with a cozy fireplace, a den, and a dedicated home office. A huge laundry room and oversized mudroom add everyday convenience, while the full basement houses updated mechanicals (boiler, hot water heater, and oil tank) just six years young. Modern comforts include 2-zone central AC, city water, and a separate well servicing the in-ground irrigation.A standout feature is the detached 1.5-car garage with a finished loft, complete with a full bathroom and independent heating/cooling—perfect for guests, an art studio, or a private retreat. Outdoors, three expansive decks overlook serene, natural surroundings and a fenced dog run. With ample space to accommodate a pool, tennis courts, or equestrian use, this private sanctuary offers a rare opportunity to own an incredible estate moments from the best of the North Fork. This is a rare opportunity to own a private sanctuary in one of Jamesport’s most desirable settings.

81 Manor Lane, Jamesport

$85,000,000
10 Beds 15 Baths 1018596 MLS
Commanding nearly a quarter-mile of pristine frontage on Georgica Pond, 100 & 90 Briar Patch is one of East Hampton’s most extraordinary waterfront estates. Encompassing two contiguous parcels across 11.2+/- acres, this rare compound offers an unparalleled level of privacy, scale, and natural beauty, complemented by approximately 13,800+/- square feet of exquisitely curated living space. Positioned to capture sweeping southwestern views, the estate enjoys breathtaking sunsets over Georgica Pond, with the Atlantic Ocean shimmering on the horizon beyond. A property of exceptional pedigree and provenance, Briar Patch presents a once-in-a-generation opportunity to own a landmark East Hampton retreat where history, architecture, and setting converge in perfect harmony. The main residence, originally constructed in 1931, is a masterful expression of timeless elegance and architectural distinction. Designed for grand-scale entertaining and sophisticated living, the home encompasses six bedrooms, eight full baths, and two powder rooms, along with an array of expansive gathering spaces. Rich in character and craftsmanship, the interiors seamlessly blend old-world charm with refined contemporary comforts. French doors throughout the residence open to expansive terraces and outdoor entertaining areas, creating a seamless connection to the estate’s spectacular waterfront surroundings. Set on a separate 3.7+/- acre parcel, the guest house was designed by renowned architect Peter Marino and completed in 1990. Both modern and enduring in its design, this exceptional residence offers four ensuite bedrooms, four full baths, and a powder room. Coffered ceilings, a fireplace, and beautifully proportioned living spaces create an atmosphere of understated luxury, while a full kitchen and private accommodations provide the ultimate retreat for family and guests. Between the two residences, a heated gunite pool and spa serve as the centerpiece of the compound’s resort-like amenities. Meandering nature trails wind through mature specimen trees and lush natural landscaping, leading to a secluded private pond. From the property’s shoreline, residents can sail, paddleboard, or kayak across Georgica Pond directly to the ocean, embracing the quintessential East Hampton waterfront lifestyle. Originally commissioned by Arthur C. Jackson, the main residence was designed by the celebrated architect behind the plans for the New York Public Library and Lasata, the childhood home of Jacqueline Kennedy Onassis. In 1990, Peter Marino further elevated the estate, thoughtfully enhancing the main residence while introducing the guest house, creating a cohesive architectural vision across the compound. Ideally situated south of the highway on coveted Briar Patch Road, the estate is moments from East Hampton’s celebrated ocean beaches, fine dining, and luxury boutiques, accessible by car or boat. Rarely does a property of such magnitude, heritage, and seclusion become available. 100 & 90 Briar Patch stands as one of the Hamptons’ most distinguished private estates - a legacy property of enduring significance.

100 & 90 Briar Patch Road, East Hampton

$1,150,000
4 Beds 3 Baths 1014732 MLS
Welcome to 52 Elmhurst Avenue — a truly one-of-a-kind custom-built estate offering luxury, comfort, and endless possibilities for entertaining and extended family living. This magnificent home features 4 spacious bedrooms and 2.5 beautifully appointed bathrooms. From the moment you enter, you’ll be impressed by the custom wood flooring, elegant craftsmanship, and thoughtfully designed layout. The gourmet chef’s kitchen is the heart of the home, complete with high-end finishes and open flow into the inviting living spaces. A cozy fireplace creates the perfect gathering spot in the large family room while the dining room and living room allow for plenty of space to entertain all of your friends and family. Additional highlights include a huge garage and a full basement with impressive 8-foot ceilings. Designed with flexibility in mind, the lower level offers the potential for two additional bedrooms, a large kitchen, full bathroom, spacious living room, and outside entrance—making it ideal for extended family, guests, or multigenerational living. Upstairs, you will find the luxurious primary suite offering a spa-inspired bathroom along with 3 additional well-appointed bedrooms, a full bathroom with double vanity and a laundry room. Step outside and discover your own private resort. The oversized, secluded lot has a spectacular backyard that was built for entertaining; featuring a sparkling inground pool, custom gazebos, and multiple areas for relaxing and hosting unforgettable gatherings. As an added bonus, this property includes an additional half-acre parcel located directly behind the home, offering endless possibilities. Whether you envision a horse stable, private recreational space, gardens, or simply enjoying the added privacy, this unique feature sets this property apart from the rest. Nestled at the end of a quiet cul-de-sac on an exceptionally private block, this remarkable residence offers the perfect blend of luxury, tranquility, and room to grow. Imagine years of creating memories, entertaining loved ones, and enjoying everything you’ve ever wanted—all in one extraordinary place. Welcome home.

52 Elmhurst Avenue, Medford

$1,395,000
4 Beds 3 Baths 1007976 MLS
Welcome to 42 Adelia Path. A Beautiful Home Nestled in the Hamlet of Northville on Our Coveted North Fork of Long Island. The Home is Set on a Cul-de Sac, just One Block from the Locally Enamored Iron Pier Sound Beach. Enjoy the Sounds of the Sea and the Incredible, Incomparable Sunsets Over the Sound Every Day and Night. The Home is Warm and Welcoming and Feels Like Home Upon Entry. A Grand Cathedral Living Room Greets You, Overlooked by the Open-Air Staircase to the Second Floor. A Formal Dining Room and Family Room are Off of the Kitchen and Breakfast Dining Area with Sliders to the Rear Deck and Yard. The Kitchen and Baths Have All been Redone in Recent Years. New Carpeting. New A/C and Handler, Newer Windows and the Roof is 11 Years Young. Many More Updates Throughout. The Backyard is Enchanting with an Expansive Rear Deck for Enjoyment and View of the Beautiful Inground Pool and Surroundings. The Home is on Owned Solar Lending Extremely Low Energy Costs Year-Round. Close to Town Proper and with Shoppes, Restaurants, Vineyards, Farmstands, Beaches and Marinas. Come and Make the North Fork Your New Home and Truly Love Where You Live.

42 Adelia Path, Jamesport

$749,990
3 Beds 2 Baths 1005096 MLS
There is a particular kind of ease that defines living at 355 Woodland Avenue - perennial gardens in full bloom, a semi-inground mineral ionized pool with a custom stone facade catching the afternoon light, a screened porch for evening meals, a fire pit under open sky, and a flat, private acre of manicured lawn that feels like a resort. Come winter, the warmth moves inside: a wood-burning stove crackles in a great room with cathedral ceilings and hand-hewn exposed beams while snow sits quietly on the wraparound porch outside. This custom one-owner log home built in 1985 shows intentionality in every detail - the warm stonework framing the dining area, the natural woodwork throughout, the open floor plan that has hosted decades of gatherings. This is also a Horse property-eligible parcel in a quiet Manorville pocket. Flex spaces include an office ideal for remote work or a creative studio. The layout offers a first-floor bedroom and full bath alongside two additional bedrooms upstairs, a full basement with recreation space and storage, and a thoughtful flow throughout. Recent updates include central air conditioning replaced approximately two years ago, a new above-ground ROTH oil tank, a hot water heater four years old, kitchen appliances updated within the last six years, and a freshly re-stained log exterior. The pool liner and filters are in excellent condition. Set in the Eastport-South Manor school district with 1 acre of level, landscaped, and fully irrigated land - five sprinkler zones plus drip lines for hanging plants — this is a rare opportunity to own a one-of-a-kind log home that is as livable as it is distinctive.

355 Woodland Avenue, Manorville

$1,498,000
4 Beds 2 Baths 1003602 MLS
Set on approximately 0.47 acres in the Lion Head Beach Association, this well-maintained 5-bedroom, 2-bath hi-ranch offers approximately 2,500 square feet of versatile living space designed for both everyday comfort and effortless entertaining. The main level features vaulted ceilings and hardwood floors, creating a bright, open atmosphere throughout. A thoughtfully designed chef’s kitchen anchors the home, offering ample workspace and a natural gathering point that flows seamlessly into the dining and living areas. An expansive deck, accessible from both the kitchen and the primary bedroom, extends the living space outdoors and provides an ideal setting for relaxing or hosting. The primary suite includes a walk-in closet and direct deck access, enhancing the home’s functional layout. The flexible interior configuration offers potential for accessory living with proper permits. Both bathrooms are upgraded with spa-like elements, including a soaking tub, oversized shower, steam shower, and bidet, while an outdoor shower adds convenience and a resort-style touch. The property’s generous lot size allows for privacy and outdoor enjoyment. As part of the Lion Head Beach Association, the property includes access to a range of amenities such as a private beach, marina with parking, picnic areas, Wi-Fi access, and kayaking opportunities, offering a well-rounded East Hampton lifestyle.

50 Runnymeade Drive, East Hampton

$5,495,000
4 Beds 6 Baths 1002247 MLS
RARE FULLY CLEARABLE 1+ ACRE ESTATE, MINUTES FROM EAST HAMPTON VILLAGE HIDDEN GEM 6,013 SF, 4 BEDROOMS, 6 BATHS, 40' GUNITE POO, PRIVATE CUL-DE-SAC A rare opportunity to own over one acre of fully clearable property in East Hampton, privately situated on a cul-de-sac just minutes from East Hampton Village. Offering the ideal combination of privacy, space and proximity, this exceptional 6,013-square-foot residence provides three levels of living and an expansive outdoor setting designed for both relaxed living and entertaining. Built in 2017, the four-bedroom, six-bath residence features a dramatic two-story great room framed by a wall of windows overlooking the 40-foot gunite pool and lush grounds. The open-concept main level includes a beautifully appointed kitchen, breakfast nook, generous great room, separate dining room with coffered ceiling and a convenient serving pantry. The main level also offers an en-suite bedroom, den and full bath, laundry and access to the 2-car garage, providing flexibility for guests or extended family. Upstairs, three additional en-suite bedrooms provide privacy and comfort, plus a large den offers a flexible space for guests. An additional laundry room ads to the convenience on this level. The home's thoughtful layout provides generous living and entertaining space throughout. The finished lower level features 9-foot ceilings, a full bath and separate exterior entrance, creating exceptional flexibility for a media room, gym, recreation space, wine room or additional entertaining area. Outside, enjoy the expansive grounds, private setting and resort-style 40-foot gunite pool. With over one acre of fully clearable property, there is also an extraordinary opportunity to appreciate the land's potential. Just minutes from the restaurants, boutiques and beaches of East Hampton Village, 9 Briarsweet Lane offers the rare combination of a substantial modern residence, privacy, acreage and proximity in one of the Hamptons' most sought-after locations.

9 Briarsweet Lane, East Hampton

$2,500,000
4 Beds 3 Baths 988717 MLS
Featured in Architectural Digest, this extraordinary oceanfront residence on Steels Walk in Water Island, designed by acclaimed architect and designer Carl D’Aquino, is one of the most distinctive and architecturally significant properties on all of Fire Island. As co-founder of the internationally celebrated design firm D’Aquino Monaco, D’Aquino is renowned for creating homes that blend modernist architecture with warmth, craftsmanship, and a profound connection to their natural surroundings — a philosophy beautifully realized throughout this remarkable coastal retreat. Comprised of two dramatic octagonal-shaped structures seamlessly joined at the center, the home was thoughtfully conceived to embrace its breathtaking setting, where unobstructed views of the Atlantic Ocean, rolling dunes, and endless sky become part of everyday living. Every angle, sightline, and material was intentionally selected to create a seamless dialogue between architecture and landscape, resulting in a home that feels both visionary and deeply serene. Offering 4 bedrooms and 2.5 baths, the residence blends refined coastal sophistication with a tranquil, resort-like atmosphere. Expansive living spaces are carefully positioned to maximize privacy, natural light, and connection to the outdoors, creating an effortless flow between the interiors and the surrounding decks. Throughout the home, extraordinary craftsmanship and attention to detail elevate every space. The striking clapboard ceilings were meticulously installed piece by piece, creating warmth, texture, and architectural rhythm overhead — a labor-intensive design element that speaks to the level of artistry woven into the home. In the kitchen, custom cabinetry was handcrafted in Brooklyn, then carefully transported to Water Island in sections and thoughtfully assembled in place — a remarkable undertaking that reflects the bespoke nature of the residence and the uncompromising dedication to quality and design. The outdoor spaces are equally exceptional. A sprawling oceanfront deck unfolds toward the dunes and shoreline, offering multiple areas for lounging, dining, and entertaining against the ever-changing backdrop of the Atlantic. The heated pool is framed by sun-washed decking and lush landscaping, while a tranquil waterfall pond and curated gardens create moments of calm and seclusion throughout the property. Tucked above it all, the private second-floor deck off the primary suite offers sweeping ocean views and an unmatched sense of peace — ideal for quiet mornings, sunset cocktails, or stargazing beneath the open sky. Surrounded by nature and designed for complete privacy, this is more than a home — it is a rare coastal sanctuary unlike anything else on Water Island. Celebrated for its architecture, craftsmanship, setting, and atmosphere, this once-in-a-generation offering presents the opportunity to own a truly iconic stretch of Fire Island oceanfront.

1 Steels Walk, Water Island

$629,999
4 Beds 2 Baths 997131 MLS
Nestled on just shy of a half-acre in the highly desirable Three Village School District, this one-of-a-kind custom built contemporary offers an incredible opportunity for extended family or multigenerational living. Tucked away off the road with its own private entrance, this home provides a rare blend of privacy, space, and convenience. Built in 1983, this unique residence showcases extensive custom woodwork throughout the entire exterior of the home, creating a distinctive architectural style full of warmth and character. The first floor offers a private entry, spacious living room, formal dining area, eat-in kitchen, two large bedrooms, a full bath, and a mudroom with shared washer and dryer space. The second floor mirrors the layout of the first while showcasing soaring vaulted ceilings, skylights, oversized floor-to-ceiling windows, and sliders that flood the home with natural light. Enjoy an eat-in kitchen, formal living room, two large bedrooms, full bath, and expansive wraparound decks perfect for entertaining or relaxing while overlooking the peaceful surroundings. Conveniently located close to shopping, restaurants, parks, and major roadways, this special property offers the feeling of a private upstate oasis while still being near everything Long Island has to offer.

179 Gnarled Hollow Road, E. Setauket

$5,200,000
5 Beds 6 Baths 910335 MLS
Water Island Awaits. Two Iconic Buildings. One Majestic View. Location- Tucked between Fire Island Pines and Davis Park lies Water Island. With only 48 homes adjacent to the protected Fire Island National Seashore; Water Island creates a unique sense of remoteness and natural beauty — a true retreat for those seeking to unwind in quiet luxury. This secluded estate offers 200 feet of unobstructed Atlantic Ocean frontage; rare privacy and direct access to pristine beaches, all within an easy commute from New York City. Inspiration- A masterpiece of coastal design, this home has earned a place in the pages of several premier luxury publications. Designed by the legendary Scott Bromley of Bromley Caldari Architects with influence drawn from the craftsmanship and philosophies of George Nakashima and Hans Wegner, this expansive retreat is a study in balance — where modernist clarity meets organic warmth. The design embraces a sense of quiet luxury drawn from these iconic places: the barefoot elegance of Parrot Cay, the raw natural beauty of Big Sur, and the sculpted minimalism of Amangiri. Main House- The One-Bedroom Main House, a private and reimagined sanctuary for the Owners, sits nestled in the dunes. Inside, a warm composition of cedar and teak woods, white walls, and diffused light creates a tranquil atmosphere. The first floor serves as a serene sleeping suite, where spa-like bathing spaces are seamlessly integrated into the flow of everyday living. Above, the second floor opens fully to the landscape with expansive floor-to-ceiling windows and sliding glass doors that dissolve the boundary between indoors and out. Here, the Atlantic Ocean becomes both backdrop and focal point — a constant, calming presence, framed by architecture that gives it space to breathe. The dramatic cathedral ceiling in the main living space is punctuated by an oversized Noguchi hanging globe lighting fixture. Discover an airy chef’s kitchen where clean lines meet organic textures. Showcasing handcrafted wood cabinetry paired with caesarstone countertops – blending modern comforts like Sub-Zero, Wolf and Miele appliances. Oriented toward the coastline, the main living and dining spaces maintain a constant connection to the ocean, making it an integral part of the home’s daily life. Guest House- A meandering path through the sand joins the main house with the four-bedroom four bath guesthouse on the adjacent lot, a relaxed social hub featuring a bar, sun decks, an outdoor kitchen, and a pool — all designed to encourage barefoot living and effortless hospitality. From the moment you step inside the guest quarters you are enveloped by the integration of architectural elements – cool stainless steel, warm-toned woods, and white walls and ceilings – creating a layered, modern aesthetic. This interplay of textures brings depth and sophistication, blending functionality with high design for a space that feels both curated and comfortably livable. Details: 0 Charach & 1 West Walk Water Island, Fire Island, NY Two Structures on two adjacent lots (Total lot area - 10,000 sqft.) Connected by a Stone Path between the two Main House - 1 Bed 1.5 Bath Residence (Approx. 2,100 sqft.) 7.5’ x 5’ Custom Concrete Collaborative Panel Jacuzzi Guest House - 4 Bed 4 Full Bath Residence (Approx. 1,500 sqft.) 25’ x 9’ Custom Gunite Pool Outdoor Kitchen w/ Weber Gas Grill; Under Counter Refrigerator & Ice Maker Exterior: Clear Cedar 1X6 Clapboard Exterior Siding Mahogany and Cedar Clad Decks with Ipe hardwood trim accents Reilly double insulated, wind-borne debris rated Windows & Doors ‘Invarimate’ Contrarian Stainless Steel Roof System Interiors: Gothic European Oak Wood Floors White Washed 1X6 Clear Cedar Tongue & Groove Walls w/ Ipe hardwood trim accents Custom Designed Wood Veneer Cabinetry Caesarstone Kitchen Countertops Custom Ammonite Stone Bathroom Countertops Custom Teak Wood Sink Vessels

Charach & 1 West Walk, Water Island

$1,500,000
995710 MLS
144 Damascus Road offers a truly exceptional opportunity to acquire a preserved agricultural parcel in one of the most desirable enclaves of the East End. 5.05 acres of exquisitely maintained farm preserve, protected by sold development rights and an agricultural overlay, this bucolic property has been organically maintained for over thirty years. Located at the end of a quiet dead end road and adjacent to protected land, this five plus acre parcel is ideally suited for farming, equestrian use, orchard, boutique agriculture, open pasture, or specialty crops in Southampton Town’s chic hamlet of East Quogue. Open sky, natural beauty and just minutes away from the ocean, the village, and everything the Hamptons Has to offer. Seller in the process of pursuit of permit for work force housing with a barn structure or ‘barndominium’.

144 DAMASCUS Road, E. Quogue

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