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$3,495,000
5 Beds 3 Baths 1016745 MLS
Welcome to your own private waterfront retreat on nearly ¾ of an acre in Westhampton Beach! Thoughtfully reimagined and extensively improved, this exceptional property offers the perfect blend of luxury, privacy, and effortless coastal living. Featuring 5 bedrooms (or 4 bedrooms plus a nursery/home office), the home includes a newly constructed private guest wing, creating an ideal space for extended family, visitors, or multigenerational living. Nearly every major component of the property has been enhanced, including a comprehensive renovation, a heated saltwater pool, a new sanitary system, professionally engineered shoreline revetment, and the newly added guest wing allowing the next owner to simply move in and enjoy. Inside, light-filled living spaces frame beautiful water views, while outside you’ll discover your own private oasis with expansive entertaining areas, lush landscaping, a heated saltwater pool, and a private dock offering direct access to Moriches Bay. Ideally located just moments from ocean beaches, Westhampton Beach Village, boutique shopping, dining, and world-class golf. With the significant improvements already completed, this is a rare opportunity to own a truly turnkey waterfront property where the next owner can simply unpack and begin enjoying the Hamptons lifestyle from day one. Whether you’re searching for a full-time residence, a weekend retreat, or a legacy waterfront home, this exceptional offering is ready to be enjoyed for years to come.

65 Shore Road, Westhampton

$695,000
4 Beds 3 Baths 1000829 MLS
Located on a beautiful flat half-acre of property, this four-bedroom expanded ranch features spacious living and a practical enjoyable floor plan. Enter the formal living room featuring a beautiful bay window, which flows into the formal dining room with its own bay window, creating bright and welcoming spaces for everyday living and entertaining. The eat-in kitchen features recessed lighting, a skylight, sliding glass door and convenient access to the laundry room and a full bath. Just beyond, the den offers a sliding glass door enjoying the same deck as the kitchen to the backyard, providing seamless indoor-outdoor living. This home features four bedrooms, including a very spacious primary suite with vaulted ceilings, skylights in both the bedroom and en-suite bath, a large-deep closet, and a sliding glass door providing direct access to the backyard. Additional amenities include hardwood floors, Andersen Low-E glazed windows throughout, a roof and 28 fully paid solar panels approximately five years young, and an attic that spans the full length of the home, providing exceptional storage space. The exceptional full basement has both interior/exterior entrance, offering outstanding flexibility for storage, hobbies, recreation, or other uses, and full garage. The in-ground pool is being offered in as-is condition. Conveniently located with easy access to major highways and within the Connetquot School District.

289 Central Avenue, Bohemia

$2,400,000
3 Beds 5 Baths 1017787 MLS
Architect's Home. Waterfront Lifestyle. Welcome to 15 Harbour Point Drive, a substantially upgraded waterfront residence offering 6,000 square feet of luxury living within one of Northport's most coveted waterfront communities. Perfectly positioned along the harbor with direct access to a private boat slip, this exceptional home seamlessly blends sophisticated design, modern technology, and resort-style living. Thoughtfully enhanced by its current owners, the home showcases a remodeled European kitchen, radiant heated floors, smart-home automation, whole-home Sonos audio, custom built-ins, automated shades, and a luxurious primary suite featuring a private sauna, fireplace, dressing room, and spa-inspired bath. Expansive indoor and outdoor living spaces, including multiple fireplaces, a waterfront patio, recreation level, and sweeping harbor views, create an ideal setting for both grand entertaining and everyday enjoyment. Beyond the home, Harbour Point offers a lifestyle few communities can match, with a private marina, clubhouse, pool, tennis courts, and beach access. Just moments away, enjoy waterfront dining, boutiques, and cultural attractions of Northport Village, including the renowned John W. Engeman Theater, the Luxury Northport Hotel, Del Vino Vineyards, and the vibrant waterfront park and marina, home to concerts and community events throughout the summer season. A rare offering where boating, culture, and coastal luxury come together to create an unparalleled North Shore lifestyle.

15 Harbour Point Drive, Northport

$1,600,000
5 Beds 4 Baths 1017489 MLS
This beautiful Victorian-style home sits on a 1-acre property in the exclusive and highly sought-after enclave of South Huntington. A welcoming wraparound porch and stunning corner windows create an impressive first impression. Step inside to a grand two-story foyer with a sweeping staircase. The main level offers a seamless flow between the eat-in kitchen, formal dining room, and two spacious living rooms, making it ideal for both everyday living and entertaining. The large home office with a full bathroom and private exterior entrance has a permit for business use. This provides the perfect setup for remote work, client meetings, a home-based business or can be used as a bedroom with an en-suite bathroom. Upstairs, you'll find four generously sized bedrooms and two full bathrooms, including an oversized primary suite filled with natural light. The primary bedroom features corner windows, two walk-in closets, and a spacious en-suite bath with vaulted ceilings and a skylight. The massive 6-car garage offers ample storage and flexibility. The garage is 32 x 34 feet, and includes 3 van-height, automatic doors. Outside, a freeform in-ground pool serves as the focal point of a resort-like backyard surrounded by mature landscaping that provides complete privacy. The full unfinished basement features 7- to 8-foot ceilings, offering endless potential for additional living space, a home gym, theater, or recreation area. Additional highlights include 3-zone central air, forced-air heating, natural gas heating & cooking, 200-amp electric service, central vacuum, 14-zone in-ground sprinklers, and a whole-house alarm system. This home is a true stunner !!

193 Pidgeon Hill Road, South Huntington

$619,999
3 Beds 2 Baths 1017197 MLS
Welcome to 138 River Road, Shirley – a beautifully maintained stucco ranch offering the perfect blend of comfort, style, and entertainment. This thoughtfully designed home features 3 spacious bedrooms and 2 full bathrooms, with every room showcasing its own unique character through custom accent walls and generous closet space. Inside opens to an inviting open-concept floor plan highlighted by a cozy gas fireplace, creating the perfect atmosphere for relaxing or entertaining guests. The heart of the home is the chef-inspired kitchen, complete with a large center island, granite countertops, built-in gas cooktop with overhead vent, stainless steel appliances, stylish backsplash, and soft-close cabinetry. Ceramic tile flooring flows throughout the main living areas, while the bedrooms feature attractive vinyl flooring. Crown molding adds an elegant touch throughout the home. The first-floor bathroom boasts soaring ceilings and a skylight, filling the space with natural light. Convenient interior access leads to the expansive finished basement, offering endless possibilities with a spacious open layout, built-in bar, and second full bathroom—perfect for entertaining, a recreation room, home office, or guest space. Additional features include central air conditioning, gas heat, and numerous updates throughout. Outside you’ll enjoy your private backyard retreat. Relax on the Trex deck or spend your summers enjoying the saltwater in-ground pool featuring a brand-new liner and timer system. The front porch provides the perfect place to enjoy your morning coffee while taking in the peaceful surroundings. Conveniently located just minutes from Smith Point Beach, one of Long Island’s premier oceanfront destinations, where you can enjoy sandy beaches, fishing, boating, surfing, camping, and breathtaking sunrises over the Atlantic Ocean. Commuters will appreciate easy access to Sunrise Highway, William Floyd Parkway, and the Long Island Expressway, making travel throughout Long Island simple and convenient. The nearby Long Island Rail Road station provides access to New York City, with Times Square reachable in approximately 90 minutes. Shirley offers an exceptional lifestyle with nearby parks, marinas, golf courses, nature preserves, waterfront dining, local shopping centers, fitness facilities, and year-round recreational activities. Outdoor enthusiasts will appreciate proximity to Wertheim National Wildlife Refuge, Smith Point County Park, Forge River boating opportunities, and the Great South Bay. Whether you’re looking for a year-round residence or the perfect place to entertain family and friends, this home offers an incredible combination of location, amenities, and lifestyle. Don’t miss the opportunity to make this beautiful Shirley home your own.

138 River Road, Shirley

$8,600,000
5 Beds 7 Baths 1017240 MLS
Set against sweeping agricultural reserves and neighboring equestrian estates in Bridgehampton, this exceptional property represents a rare and compelling acquisition-an opportunity to secure a legacy Hamptons estate in one of the area's most coveted and enduring landscapes. Framed by open sky and pastoral views that are increasingly scarce, the residence offers an ideal balance of refined luxury, scale, and authenticity. Designed for both grand entertaining and relaxed coastal living, the home unfolds with elegant, well-proportioned interiors anchored by multiple fireplaces and seamless indoor-outdoor flow. A gracious entry introduces a sophisticated main level featuring a sunken living room with marble fireplace, a central dining room, and an inviting den with a stone fireplace, granite wet bar, and integrated media center. A whole-home audio system and multiple viewing areas enhance the entertainment experience throughout. At the heart of the home, a sun-filled eat-in chef's kitchen is outfitted with professional-grade appliances complemented by marble and slate surfaces. The adjoining breakfast area-complete with fireplace, built-in banquet seating, and tranquil views-creates a warm, everyday gathering space. A thoughtfully designed breakfast bar includes a double-drawer refrigerator, Miele coffee system, warming drawer, and additional dishwasher, allowing for effortless hosting at scale. The residence offers five bedrooms, including multiple private suites that provide flexibility and privacy: Two expansive upper-level primary suites, each with newly renovated marble and stone baths, and private decks. One suite includes a wet bar and separate entrance, ideal for extended stays or staff accommodations, a main-level junior primary suite with a sitting area and spa-like marble bath, and two additional guest rooms, as well as a second-floor loft. A brick-and-glass breezeway connects to a versatile solarium space, ideal as a fitness studio, guest overflow, or private retreat, complete with full bath and daybed accommodations. Outdoors, a newly constructed mahogany deck is designed for elevated entertaining, featuring a covered pergola lounge, a stone refreshment bar with refrigeration, and an outdoor shower. The heated gunite pool is perfectly placed amid mature landscaping, with uninterrupted views over adjacent horse farms-an enduring reminder of the property's unique setting. In a market where privacy, views, and proximity to protected land command a premium, this is a singular opportunity to invest in a property that delivers immediate lifestyle appeal and long-term intrinsic value. A true "buy of a lifetime" in Bridgehampton.

59 Farm Field Road, Bridgehampton

$1,299,000
5 Beds 3 Baths 1017224 MLS
Welcome to 3 Jacobs Path, a fully renovated Colonial situated on a private 1-acre property in Melville. Renovated from top to bottom with a new roof, gutters, kitchen, appliances, and beautifully updated bathrooms, this move-in-ready home offers 3,500 square feet of living space and nearly 5,000 square feet of finished space across all levels. TAX GRIEVANCE IN PROGRESS: Estimated annual tax savings of approximately $5,000. Supporting documentation and tax grievance letter available upon request. A welcoming foyer opens to spacious living and entertaining areas featuring hardwood and marble flooring throughout the main level. The centerpiece of the home is the updated eat-in kitchen with a large center island, abundant cabinetry, and an open flow into the main living spaces. The great room showcases vaulted ceilings, a custom entertainment wall, and a linear electric fireplace, creating an inviting space for entertaining or everyday living. The first floor also features a formal dining room, a bedroom, and a dedicated laundry/wet room with a convenient half bath. The second level offers a spacious primary suite complete with a walk-in closet and a renovated full bath featuring a soaking tub and separate shower. Three additional bedrooms and an updated full bathroom complete the upper level. The finished lower level adds exceptional versatility with multiple finished rooms, a full bathroom, a private outside entrance, and direct access to the attached garage, offering flexible space for extended living, a home office, gym, recreation, hobbies, or guests. Additional highlights include central air conditioning, with the main condenser servicing the first and second floors, while the finished lower level is equipped with its own dedicated split-system air conditioning. The private backyard features an inground pool, inground hot tub, and generous space for entertaining, relaxing, and enjoying the surrounding privacy.

3 Jacobs Path, Melville

$14,995,000
7 Beds 10 Baths 1017221 MLS
Located on a quiet cul-de-sac South of the Highway, this transitional-style home in Bridgehampton offers exceptional design, scale, and amenities. With 7 bedrooms, 8 full baths, 2 half baths, and over 9,100+/- square feet of living space on 0.93+/- acres, home is thoughtfully crafted for comfort, functionality, and style. An airy entry foyer leads to a bright and open layout that includes a living room, dining room, family room, and a custom open kitchen with a breakfast area. Hardwood flooring, high ceilings, and refined finishes run throughout, creating a cohesive and inviting atmosphere. The expansive primary suite features a spa-like ensuite bath and a generous walk-in closet. A media room, gym, bonus room, den/office, and great room provide multiple spaces for work, wellness, and entertainment across all three levels. An elevator provides easy access to and from each level. Outdoor living is elevated with a 20' x 50' heated gunite pool with spa, patio, covered porch, and cabana/pool house with a full bath, all perfect for enjoying warm summer days or hosting guests. The home also includes a 2-car-attached garage, a pool house with a full bathroom, an outdoor shower, and a pool cabana with outdoor covered lounge space. This is a rare opportunity to own a transitional, move-in-ready residence in one of the Hamptons' most desirable south of the highway locations. Slated for completion in 2026.

39 Topping Field Court, Bridgehampton

$5,100,000
5 Beds 5 Baths 1017106 MLS
Perched on 2.5 private waterfront acres in the prestigious Village of Old Field, this extraordinary North Shore estate captures sweeping panoramic views of Long Island Sound and Smithtown Bay, offering a rare blend of luxury, privacy, and timeless coastal elegance, and includes 280 feet of water frontage. The approximately 6,000-square-foot residence features five bedrooms and five baths, thoughtfully designed to maximize both grand-scale entertaining and comfortable everyday living. A dramatic great room with fireplace, formal dining room, gourmet chef's kitchen, custom granite and cherrywood bar, wine cellar, and private theater create an unparalleled lifestyle experience. Walls of glass frame breathtaking water views from nearly every principal room, while exquisite craftsmanship and sophisticated architectural details elevate the home's refined character. Outside, resort-style grounds unfold with a stunning Gunite, Aquabrite pool and waterfall, pool house, expansive patios, lush gardens, and sprawling lawns that lead to the waterfront. Spectacular sunsets paint the sky each evening, creating a setting that is both serene and unforgettable. Located within the acclaimed Incorporated Village of Old Field and moments from beaches, yacht clubs, and the historic charm of Setauket, this is a rare opportunity to own one of the North Shore's most captivating waterfront estates.

14 Woodcock Lane, Old Field

$799,803
4 Beds 3 Baths 1012271 MLS
Sprawling Ranch Situated On A Beautiful Half-Acre Property In The Heart Of Smithtown. This Well-Maintained Home Features 4 Bedrooms, 3 Full Baths, Hardwood Floors, Spacious Living Areas, And A Finished Lower Level With Outside Separate Entrance Offering Flexible Space For Recreation, Hobbies, Guests, Or Extended Living Needs. The Eat-In Kitchen Showcases Cherry Wood Cabinetry, Granite Countertops, And Ample Space For Everyday Dining And Entertaining. Enjoy A Formal Dining Room, Wood-Burning Fireplace, 16 x32 In-Ground Saltwater Pool With Outdoor Shower, Paver Patio, Deck, And Mature Landscaping. Additional Features Include In-Ground Sprinklers, Smithtown Water, Attached Garage, And Updated Systems. The Flexible Floor Plan Includes A Possible Fourth Bedroom Or Home Office To Suit Your Needs. Conveniently Located Near Shopping, Restaurants, Parks, And Transportation. Tax grievance letter is to inform you that we are in the process of professionally grieving the taxes at the above address. Based on our analysis indicates annual property tax reduction of approximately $3,200 a year. (Please see attached letter) If the case is won, a reduction would take place for the 2027/2028 tax year.. Move Right In And Enjoy Everything This Exceptional Property Has To Offer.

9 Dillmont Drive, Smithtown

$1,249,000
4 Beds 4 Baths 1016694 MLS
Completely renovated in 2019 this spacious Manorville residence offers a thoughtfully designed layout, modern finishes, and exceptional indoor-outdoor living. A welcoming foyer with vaulted ceilings opens to wide-plank oak flooring that flows throughout the main living areas. The living room features soaring vaulted ceilings and abundant natural light through Andersen windows, while the den offers a wood-burning fireplace with a stone hearth and custom built-in shelving. Designed for both everyday living and entertaining, the kitchen is appointed with quartz countertops, stainless steel appliances, tile backsplash, pot filler, center island, and ample cabinetry. Additional first-floor spaces include a formal dining room, oversized media room, home office, laundry room with built-in counters and cabinetry, powder room, and attached two-car garage. Nine-foot ceilings throughout the main level enhance the home's open feel. The second floor offers generously sized bedrooms, including a primary suite with vaulted ceilings, walk-in closet, additional closet space, and a beautifully renovated en-suite bath featuring a soaking tub. A renovated hall bath serves the additional bedrooms. The finished lower level provides versatile living space with a large recreation room, two bedrooms with egress windows, a full bath, storage room, and updated mechanicals including a high-efficiency gas water heater. Additional features include central air conditioning, 200-amp electrical service, and public water. Step outside to enjoy the private backyard retreat featuring a newer vinyl in-ground pool surrounded by paver hardscaping, along with a storage shed and chicken coop. Offering a blend of modern updates, functional living space, and outdoor amenities, this move-in-ready home presents an exceptional opportunity in East Moriches School District..

25 Ashley Circle, Manorville

$2,850,000
6 Beds 6 Baths 1016607 MLS
Welcome to luxury living in the prestigious Legends Circle, where a rare opportunity awaits to own the sought-after Sterling Model. Located in one of Melville's most desirable gated communities, this impressive home offers the perfect blend of elegance, space, and sophistication. Boasting over 6,000 sq ft of living space, this residence features a dramatic grand bridal staircase that sets the stage for the expansive interior. With 6 generously sized bedrooms and 6 bathrooms, the home’s jaw-dropping open layout is ideal for both entertaining and luxurious everyday living. The gourmet kitchen has been beautifully updated with high-end appliances, custom cabinetry, and elegant finishes. Rich hardwood floors flow seamlessly throughout, adding warmth and style to every room. The full, unfinished basement offers incredible potential – whether you envision a home gym, media room, guest suite, or additional entertaining space, the possibilities are endless. Step outside to your own private outdoor retreat, featuring a resort-style pool, basketball court, and built-in BBQ with grill station – the ultimate setting for entertaining or relaxing in style. Adding to its exceptional value, the home comes with an approved tax grievance of $12,000, offering meaningful savings and making this luxurious property even more appealing. Homes like this rarely become available in Legends Circle. Don’t miss your chance to own this extraordinary Sterling Model and enjoy the finest in Melville luxury living.

26 Legends Circle, Melville

$1,495,000
3 Beds 3 Baths 1016523 MLS
Southold – Goose Creek- Located along a quiet private lane leading to Goose Creek Beach, this beautifully crafted and completely renovated cedar shingled two story home offers the perfect blend of charm, privacy, and North Fork living. The first floor features an open, sun filled layout highlighted by a spacious living room with a wood burning stove, a bright and airy kitchen with an expansive dining area framed by walls of windows, and a dining area with doors opening to the pool and patio. A first floor sitting room with an adjacent full bath provides a flexible space that can be easily converted into a first floor primary en-suite. Upstairs, the generous primary en-suite offers creek views, accompanied by two additional guest bedrooms and a full guest bath. Privacy surrounds the heated saltwater in ground pool and patio, creating a peaceful retreat for relaxation or entertaining. This exceptional property captures the essence of the North Fork lifestyle — a short stroll to beautiful Goose Creek Bay beach, yet tucked away in a quiet, coveted location. With creek access you can launch a kayak or paddleboard and enjoy the serene waters of Goose Creek. f you are interested in a "real" North Fork experience, this house checks off all the boxes. Restaurants, shopping, farm stands, wineries, breweries, boating... you name it. It's all right there.

1195 Goose Creek Lane, Southold

$639,999
4 Beds 2 Baths 1016610 MLS
Welcome to 15 Edwin Avenue, a beautifully maintained 4-bedroom, 2-full-bath extended ranch nestled in the desirable Swan Lake Hills section of Patchogue. Situated on a generous .23-acre property, this spacious home offers the perfect blend of comfort, functionality, and outdoor enjoyment. Step inside to discover an inviting layout featuring a warm and welcoming wood-burning fireplace, creating the perfect focal point for gatherings and cozy evenings at home. The expanded floor plan provides ample living space, generously sized bedrooms, and two full bathrooms designed to accommodate today's lifestyle. The backyard is your own private retreat, highlighted by an in-ground swimming pool, ideal for summer entertaining, family fun, or simply relaxing in the sun. The expansive property offers plenty of room for outdoor dining, recreation, and gardening. Conveniently located near shopping, restaurants, parks, transportation, and all that the vibrant Patchogue area has to offer, this home presents a wonderful opportunity to enjoy Long Island living at its finest. Don't miss your chance to make this spacious extended ranch your next home!

15 Edwin Avenue, Patchogue

$32,995,000
4 Beds 5 Baths 1013290 MLS
Beyond a discreet approach on one of East Hampton Village's most coveted waterfront lanes, 64 West End Road unfolds as a rare and irreplaceable estate where land, water, and privacy exist in perfect harmony. Set on 2.71± acres with an extraordinary 970± feet of direct frontage along Georgica Pond, this remarkable property commands one of the most breathtaking settings in the Hamptons, offering uninterrupted views that stretch from the tranquil waters of the pond to the Atlantic Ocean beyond. Positioned at the end of its own private cove and surrounded by protected land, the estate enjoys a level of privacy that is nearly impossible to replicate. From sunrise reflecting across the pond to the legendary sunsets that paint the western sky each evening, every moment here is framed by water, light, and nature. Few properties in East Hampton Village offer such an immersive connection to their surroundings while remaining moments from Main Street, world-class dining, boutique shopping, and some of the finest ocean beaches on the East Coast. Spanning approximately 5,500 square feet, the residence was thoughtfully designed to embrace its extraordinary waterfront setting. Walls of glass and expansive living spaces draw the outdoors in, capturing panoramic pond and ocean vistas from nearly every room. The home offers four bedrooms, four full bathrooms, and one half bath, with light-filled interiors that seamlessly blend comfort, elegance, and a deep connection to the surrounding landscape. Whether hosting guests or enjoying quiet mornings overlooking the water, every space has been carefully positioned to maximize the property's unparalleled views. Outside, a heated waterside gunite pool sits just steps from the pond's edge, creating a resort-like atmosphere where swimming, entertaining, and relaxation take place against one of the most spectacular backdrops in East Hampton. The expansive grounds provide endless opportunities to enjoy the natural beauty of Georgica Pond, while the surrounding preserved land ensures lasting privacy and protected vistas for generations to come. For those looking to create an even grander estate, the property offers significant future potential, including the opportunity to expand into a seven-bedroom, seven-and-one-half-bathroom compound of exceptional scale and stature. Whether enjoyed in its current form or transformed into a world-class legacy residence, 64 West End Road represents one of the rarest waterfront offerings to come to market in East Hampton Village-a generational opportunity defined by extraordinary frontage, unrivaled privacy, and some of the most coveted pond and ocean views in the Hamptons.

64 W End Road, East Hampton

$2,595,000
2 Beds 2 Baths 1016550 MLS
Enchanting Modern Beach House This enchanting 1930s cottage has been exquisitely restored and meticulously renovated, preserving its charming Hamptons character while embracing modern comforts. Nestled along the picturesque, tree-lined Accabonac Road and just moments from East Hampton Village, this home is surrounded by properties valued between $5 million and $10 million. It reimagines the essence of a Hamptons getaway, a retreat where weekends unfold with leisurely mornings, meals are shared with friends, and the boundaries between indoor and outdoor living blur seamlessly. The cottage pays homage to its rich heritage while embodying contemporary living. The landscape remains quietly wild and tailored: tall sea grasses frame the garden, and a gorgeous and brand new gunite pool sits within the open meadow, encircled by native trees. The intervention is minimal, allowing nature to lead the experience. Inside, the design prioritizes light and flow. The bright, modern kitchen flows effortlessly into the backyard, featuring an outdoor bar that accommodates four, an al fresco dining deck, and a summer kitchen. It would not be a beach house without a proper outdoor shower for a summer experience. A diagonal staircase acts as an axis, connecting the kitchen and indoor dining areas, keeping the living spaces open and dynamic. Expansive glass doors meld the interior with the landscape, inviting the beauty of the outdoors into every moment. The first floor is enriched by original exposed wooden beams, enhancing that unmistakable Hamptons charm. Upstairs, the primary bedroom soars beneath a cathedral ceiling, flooded with natural light and refreshing cross-breezes. A tranquil sitting area, generous closet space, and a serene ensuite bath complete this private retreat. A cozy desk nook overlooks the trees, creating an ideal spot for reflection or quiet reading. The landscape is a series of gentle experiences woven within a remarkable canopy of decades-old trees. The land was sculpted to create movement throughout the property, with soft rolling contours that catch the light and guide the eye across the garden. You are naturally drawn from one vista to the next, discovering places to gather with friends, stretch out in the sun, or spend a quiet afternoon beneath the sky and canopy. Hydrangeas, bayberry, ornamental grasses, dappled willow, pines, spruce, and evergreen plantings provide texture, movement, seasonal beauty, and year-round structure. Together they create a garden that feels abundant, relaxed, and established, filled with romance, whimsy, and an enduring connection to the natural beauty of the East End. This Hamptons cottage epitomizes simplicity and connection between architecture and nature, between the essence of its heritage, and the ease of modern living.

149 Accabonac Road, East Hampton

$3,800,000
5 Beds 5 Baths 1012206 MLS
Set on a beautifully landscaped shy 2 acres in one of Water Mill's most desirable locations, this "just renovated" residence offers a seamless blend of Hamptons architecture and modern luxury. Designed for effortless year-round living, the residence features gracious gathering spaces, a beautifully appointed chef’s kitchen and luxurious bedroom suites that provide comfort and privacy. Expansive windows and glass doors invite natural light while creating connection to the surrounding grounds. Mature landscaping frames a private retreat with ample space for relaxation, recreation and entertaining. Every element has been carefully curated to deliver a turnkey Hamptons lifestyle in a coveted Water Mill setting. Ideally located moments from ocean beaches, world-class golf, renowned farm stands, equestrian facilities and the villages of Southampton, Bridgehampton and Sag Harbor, 1999 Deerfield Road presents a rare opportunity to enjoy a fully renovated home in the heart of the Hamptons.

1999 Deerfield Road, Water Mill

$2,995,000
7 Beds 7 Baths 1016379 MLS
UNDER CONSTRUCTION - IN PHASE 3 - PROPERTY IS CLOSED IN, ROUGHED IN AND CLOSING IN WALLS - NOW AVAILABLE FOR PRIVATE IN PERSON VIEWINGS - Introducing an exceptional opportunity to own a brand new construction home in Greenport’s coveted Eastern Shores where North Fork charm meets modern luxury living. Don't miss this opportunity to claim for yourself this thoughtfully designed, currently under construction and anticipated to be completed summer 2026 in time for your East End getaway. This stunning seven bedroom six and half bath residence offers 4,544 sqft of refined living space designed with no desire left unrecognized. From the moment you arrive, you’ll appreciate the timeless architectural detail, modern farmhouse feel with a blend of contemporary finishes throughout. The open concept is ideal for entertaining featuring a chefs kitchen with oversized island, premium appliances, abundant cabinet space and butler pantry all flowing effortlessly into the spacious living room, formal dining room or out to the rear covered porch. Seven generously sized bedrooms include an expansive primary suite with oversized bathroom, walk in closet and private second story deck overlooking the backyard. Four of the bedrooms including the primary are on the second level, one bedroom on the main level and two bedrooms are located in the lower level all situated with their own respective bathrooms with the mindfulness around a main level bedroom with en suite full bath. Additional features in the build include a finished walk out lower level with recreational room, in ground vinyl pool and a detached two car garage. This beautifully crafter modern farmhouse is situated between the tranquil Inlet Pond and the beloved Kontokosta Winery also just minutes from the vibrant downtown of Greenport Village. This property is located on the north end of Tasker lane alongside a cleared public pathway with just a 2 minute walk to the famed 67 Step Beach of Greenport. Whether you’re seeking a year round residence, a second home or a vacation rental investment, 1050 Tasker Lane delivers a rare combination of location, luxury, and lifestyle on the North Fork.

1050 Tasker Lane, Greenport

$1,750,000
5 Beds 4 Baths 1016328 MLS
Welcome To 4 Laurelwood Circle, A Rare Opportunity To Own A Truly Exceptional Original-Owner Contemporary Residence Nestled Within One Of Dix Hills’ Most Exclusive Estate Cul-De-Sac Locations. Perched Upon The Community’s Premier Elevated Homesite—Originally Selected As The Most Desirable And Highest-Elevation Lot Offered—This Magnificent Property Spans Three-Quarters Of An Acre Of Private, Level Grounds Designed For Both Refined Living And Resort-Style Entertaining. Beyond Its Striking Exterior, The Home Unveils A Sophisticated Open-Concept Interior Enhanced By Soaring Vaulted Ceilings With Skylights, Walls Of Glass, And An Abundance Of Natural Light. At The Heart Of The Home, A Dramatic Floor-To-Ceiling Double-Sided Gas Fireplace Showcases Contemporary Stone And Wood Accents, Creating A Stunning Architectural Focal Point. Rich Oak Hardwood Floors, Recessed Lighting Throughout, And Custom Window Treatments Further Elevate The Home’s Modern Elegance. The Expansive Updated Kitchen Is Designed To Impress, Featuring Quartz Countertops, Stainless Steel Appliances, Generous Preparation Space, And Seamless Flow Into The Home’s Principal Living And Entertaining Areas. A Rare Builder-Upgraded First-Floor Bedroom Suite, Accompanied By An Updated Full Bath And Additional Living Space, Offers Exceptional Flexibility For Extended Family, Guests, A Private In-Law Arrangement, Or Au Pair Accommodations. The Luxurious Primary Suite Serves As A Private Retreat, Offering Multiple Closets Including A Walk-In, A Dedicated Dressing Area, And An Impressive Spa-Inspired Four-Piece Bathroom Encompassing Nearly 200 Square Feet. Three Additional Oversized Bedrooms Provide Excellent Closet Space And Share A Spacious Full Bathroom And Secondary Staircase For Enhanced Privacy. Outdoors, The Resort-Caliber Backyard Is A Private Sanctuary Featuring A Heated Saltwater In-Ground Pool, Expansive Entertaining Patio, And Multiple Areas Of Mature Specimen Plantings That Create A Tranquil And Picturesque Setting. Additional Highlights Include An Updated Architectural Roof, Central Air Conditioning, 200-Amp Electric Service, Two-Car Garage, Walk-In Attic Storage, And An Expansive 2,000+ Square Foot Basement Offering Unlimited Potential To Create The Ultimate Home Theater, Fitness Studio, Wine Cellar, Recreation Space, Or Custom Retreat. All Ideally Located Within The Highly Acclaimed Half Hollow Hills School District, This Exceptional Estate Property Combines Timeless Design, Rare Privacy, And An Unparalleled Setting To Create A Truly Extraordinary Place To Call Home.

4 Laurelwood Court, Dix Hills

$2,890,000
4 Beds 6 Baths 1016100 MLS
Privacy abounds in this Natural Sanctuary, with both Pool & Tennis. for this Designer Home! Enjoy this Very Special Private setting with Exquisite Landscaping with Mature Trees and Accent Shrubs. Full 40 x20 Gunite pool w/ pebble tech surface, along with Tennis woven into the landscape with extensive stone patios and walkways to all. This Spacious home is tucked back behind privacy hedges and has it all. Inside find vaulted foyer and formal living room, designer styled rooms and colors throughout. This home is awash with luxury design and style. Custom glass doors and windows seamlessly blend indoor living with an exquisite outdoor living area designed for both fun and relaxation. Two level master suite includes a designer bath with chandelier, colorful decor with a loft above serving as TV room and or office with open rail to below. Enjoy sun drenched dining into both the full dining room as well as the solarium covered breakfast room. Open concept kitchen, designer dark colored custom cabinetry, with multiple wet and dry bars in abutting areas for entertaining. Exquisitely designed formal living room with high ceilings, piano, dramatic themed furnishings, beautiful and custom treated windows and walk out patio doors are an entertainers delight. Also enjoy a nearby colorfully designed den/media room. Plenty of parking with a long driveway and two car garage. All this with a full, well appointed gym in lower level make this a win for family time. Centrally located near all, This is a prime location south of the highway in a special community of similar homes all perfect for your peaceful east end retreat. Minutes to exclusive Dune Road ocean beaches and WHB's new updated village. Make this your launch pad for all east end forays without the traffic of further east. It's all here and its a exceptional value. Showings by appointment.

9 Plume Grass Way, Westhampton

$1,645,000
3 Beds 5 Baths 1015525 MLS
Located on a quiet cul-de-sac, this meticulously maintained home offers exceptional privacy on nearly an acre. Surrounded by lush landscaping, the property features a wraparound driveway, a heated 20' x 40' pool, expansive multi-level decking, an attached cabana with a full bath, a screened in porch and a koi pond. Inside, vaulted ceilings, skylights, and a stone fireplace complement the home’s relaxed indoor-outdoor lifestyle. A full basement with a walk-in cedar closet and a detached garage with an attic above, provide abundant storage and the possibility of additional finished space. Thoughtfully renovated and expanded over the years, this move-in-ready home also includes a recently replaced roof and windows, further enhancing its value.

2 Strathmore Court, Remsenburg

$3,895,000
4 Beds 3 Baths 1016035 MLS
Southampton Retreat with Two Story Annex Nestled within nearly an acre of lushly landscaped grounds and surrounded by 20 acres of serene Southampton preserve, 55 Island Creek Road presents a rare and compelling opportunity in the heart of East End’s coveted Southampton. This enchanting retreat offers a harmonious blend of natural beauty, privacy, and modern-day convenience—creating a true storybook setting for the discerning buyer. This estate features two distinct structures: a charming 2400SF one-and-a-half-story 4 bed 3 bath residence and a 960 SF Incredible Versatile Legal Separate (2) two-story annex building, currently used as an Artists Studio—that literally opens a 10 x 10 gated door out and onto the late-great artist Shimon Okshteyn’s personal sculpture garden (included in sale). The two structures are uniquely separated by a pool built into the deck, offering a refreshing outdoor retreat and a wonderful opportunity for the new owner to personalize and make their own. The secondary structure is ideally suited for today’s evolving lifestyle—perfect as a sophisticated home office, creative studio, or an entrepreneurial workspace. This mind-blowing unique live/work configuration of the two structures is an increasingly sought-after asset, particularly for professionals and business owners seeking to seamlessly balance productivity with the peace and tranquility of a Hamptons retreat. Strategically located, the property offers remarkable accessibility. Just minutes from Southampton Village and with convenient access to major roadways and the Long Island Railroad, commuting to New York City is both practical and efficient—allowing residents to enjoy the best of both worlds: the vibrancy of Manhattan and the peaceful luxury of the Hamptons. The surrounding area is rich in amenities and lifestyle attractions. Within just a few miles are some of the most prestigious and celebrated golf courses in the country, including Shinnecock Hills Golf Club, The National Golf Links of America, Sebonack Golf Club and Southampton Golf Club. This property has access to Bullhead Bay and Great Peconic Bay. Additionally, the pristine ocean beaches that define the Hamptons lifestyle are only minutes away, along with easy access to bays, marinas, and water-based recreation—offering endless opportunities for relaxation and outdoor enjoyment. The grounds themselves are a standout feature—beautifully integrated into their natural surroundings, offering privacy, scenic views, and a deep spiritual like environment and connection to the local ecosystem. Mature landscaping enhances the atmosphere, creating a peaceful sanctuary that feels both expansive and intimate. 55 Island Creek boast super-low taxes and the undeniable charm that defines its character. From its idyllic setting to its flexible living spaces, 55 Island Creek Road represents a unique opportunity to own a residence that effortlessly combines elegance, functionality, and lifestyle. This is more than a home—it is a rare offering for the discerning purchaser seeking inspiration, convenience, and enduring value in one of Long Island’s most prestigious locations.

55 Island Creek Road, Southampton

$3,575,000
6 Beds 7 Baths 1014535 MLS
Nestled on two private acres in the Incorporated Village of Nissequogue, this extraordinary estate offers beautifully reimagined living space where luxury, comfort, and timeless design come together. The home underwent a remarkable architectural transformation, completely reimagining the interior and exterior while preserving the character and presence of an established North Shore estate. Every detail was thoughtfully redesigned with an emphasis on exceptional craftsmanship, modern functionality, and elegant living. Rich white oak floors, custom stone surfaces, and exquisite finishes create an atmosphere that is both sophisticated and inviting. Designed for everyday living and exceptional entertaining, the chef’s kitchen features an expansive custom pantry that functions like a second kitchen, built-in wine storage, and a beautifully appointed wet bar. The dramatic great room, highlighted by soaring ceilings and a gas fireplace, serves as the heart of the home, while a separate entertainment room featuring a wood-burning fireplace with easy access to convert to gas provides additional space for gathering and celebrating. Offering six bedrooms and seven baths, including two luxurious suite options with spa-inspired baths, heated floors, generous walk-in closets, and refined finishes, the home provides exceptional flexibility and comfort. A distinctive spiral staircase leads to a charming tower overlooking the estate, creating a truly unique architectural feature. Beautifully integrated infrastructure and modern systems complement the home’s exceptional design, providing the comfort, efficiency, and functionality expected in a residence of this caliber. Outside, a heated saltwater pool with stadium steps and bench seating is surrounded by an expansive paver patio, creating the perfect setting for outdoor entertaining. Mature trees and thoughtfully designed landscaping enhance the privacy and beauty of the level two-acre property. A grandfathered horseshoe driveway with dual Belgian block entrances welcomes you home, a highly sought-after feature in Nissequogue’s renowned horse country. Located less than a mile from two beaches, including one with deeded access, this exceptional property offers a rare opportunity to enjoy luxury North Shore living in one of Long Island’s most renowned communities.

523 Long Beach Road, Nissequogue

$5,695,000
4 Beds 5 Baths 1012436 MLS
Introducing a stunning waterfront estate on the Long Island Sound, now available for the first time from its original owners. This coastal gem, located in the North Fork, is situated in one of the most sought-after and picturesque areas on the East End. Nestled on nearly 2 acres, this 4,500 sq. ft. residence offers exceptional views and over 200 feet of private waterfront. The spacious open floor plan includes a junior primary ensuite on the first floor, featuring a separate entrance, a wrap-around covered porch, and direct access to the backyard. The gourmet kitchen is designed to capture breathtaking coastal views, boasting custom cabinetry, high-end appliances, beautiful granite countertops, and a spacious island with seating. Al fresco dining is made easy through the breezeway, which leads to the inviting patio and outdoor decks. The living room and dining room, enhanced by a central fireplace, are filled with natural light and feature beautiful wood floors. Tucked behind the fireplace and accessed through sliding barn doors, the home office offers water views and separate access to the yard. Upstairs, the primary bedroom features a balcony and an ensuite bathroom, showcasing stunning views. Additional bedrooms with balconies, a full bathroom, and a bonus space ensure privacy and comfort for guests. An oversized lounge, also with a waterside balcony and fireplace, connects to the kitchen below via a private staircase, creating an ideal space for a quiet retreat. The spacious art studio, built as part of the expansion, has cork flooring and a wall of windows overlooking the outdoor entertaining space, which includes a fully equipped custom kitchen, dining area, stunning pool, and spa amenities. The yard's mature landscaping and expansive lawn create a welcoming atmosphere for gatherings, with curated spaces for relaxation, including Adirondack chairs nestled along the coastline to enjoy the breathtaking sunsets. Additional amenities include an attached garage, greenhouse, a full unfinished basement with side yard access, and a generator. This property is conveniently located near Greenport Village, wineries, farms, and the bucolic landscape that exemplifies the essence of the North Fork region.

160 Sound Drive, Greenport

$16,800,000
10 Beds 11 Baths 1015559 MLS
Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront estate quietly commands attention. Spanning 4.25 acres with more than 300 feet of private beach, this remarkable property offers a rare blend of privacy, presence, and North Fork coastal beauty. The nearly 10,000-square-foot main residence sits gracefully within the landscape, designed to celebrate both the surrounding water and the art of refined living. Sunlight pours through expansive windows, illuminating generous entertaining spaces and framing panoramic bay views that shift beautifully throughout the day into the evening. The home features eight bedrooms and eight and a half bathrooms, thoughtfully arranged to create both comfort and space. A private screening room, gym, and sauna offers relaxation and recreation. A separate guest cottage with two bedrooms and two bathrooms provides a welcoming retreat for your guests, creating the perfect balance of independence and hospitality. Outside encompasses every aspect of waterfront resort living, boating from your deep water dock, swimming in the Gunite pool to playing tennis or catching shade in the pool house and dining seaside while watching the sunset. Combining extraordinary scale, exceptional waterfront frontage, and a setting that captures the spirit of the North Fork, this Nassau Point compound offers a rare opportunity to own a truly distinguished coastal retreat - ideal as a legacy property or an unforgettable seasonal escape.

1350 W Cove Road, Cutchogue

$1,099,999
4 Beds 3 Baths 1014077 MLS
Welcome to this beautifully updated 4 bedroom, 2.5 bath Colonial, nestled at the end of quiet dead-end street in the desirable Town of Smithtown. From the moment you arrive, the newly paved circular driveway, manicured grounds, and exceptional curb appeal set the stage for what awaits inside. Step through the front door into a stunning open foyer where natural light and elegant design create an immediate sense of warmth and sophistication. Rich hardwood floors flow throughout the home, leading you into a custom designed kitchen featuring quartz countertops, glass tile flooring, abundant cabinetry, and thoughtful finishes that make both everyday living and entertaining a pleasure. A newly renovated powder room off the kitchen has direct access to the yard, perfect for guests enjoying the outdoor amenities. Convenience meets luxury with a spacious mudroom, pantry, and laundry room off the two car garage. A living room, family room with wood burning fireplace and formal dining room complete the layout of the first floor. Upstairs, skylights bathe the landing in natural light, creating a bright and welcoming second floor space. . Four generously sized bedrooms offer comfort and privacy, including a serene primary suite complete with an updated en-suite bath with heated floors, skylight, electric fireplace and two spacious closets. The fully finished basement provides exceptional additional living space and includes a cedar closet for storage and wet bar. Recent updates include a brand new tankless hot water heater, offering efficiency and peace of mind. Outside, prepare to be captivated by an exquisitely landscaped backyard designed for both relaxation and entertaining. Multi level grounds with charming gazebos, a built in heated pool, pool house, two storage sheds and a nine zone sprinkler system combine to create a resort like setting you will never want to leave. Whether hosting summer gatherings or enjoying a quiet evening under the stars, this outdoor oasis is truly unforgettable. A rare opportunity to own a meticulously and thoughtfully updated home in Smithtown.

17 Lower Road, Smithtown

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.