372 properties for sale in Greenport

Introducing a one-of-a-kind opportunity to own a legacy estate south of the highway in Bridgehampton’s farm country—120 Halsey Lane. This newly constructed, fully custom 14,267-square-foot residence is set on 2.5 lush acres and promises the pinnacle of Hamptons living. Newly Completed and Move in Ready, this architectural masterpiece offers 9 bedrooms, 11 full bathrooms, and 3 half baths, designed to seamlessly blend modern luxury with timeless shingle-style elegance. Step inside to soaring spaces and grand proportions—an awe-inspiring 26’ tall great room sets the tone for the rest of the home. Every inch of the layout has been thoughtfully curated: two true primary suites, one conveniently located on the main level and the other as a second-floor sanctuary complete with a private deck. From the oversized 3-car garage to the two elegant staircases and private elevator, no detail is overlooked. The lower level is an entertainer’s dream featuring an 11’ ceiling height, a golf simulator,

Nestled in one of Amagansett's most sought-after neighborhoods, this inviting three-bedroom cottage offers the perfect balance of privacy, convenience, and coastal charm. The thoughtfully designed single-level layout features a private primary suite positioned separately from the two guest bedrooms, creating a comfortable retreat for family and visitors alike. Sliding glass doors fill the home with natural light and provide seamless access to the outdoors, where professionally landscaped grounds create a tranquil setting for relaxation and entertaining. A gravel driveway and Tesla charging station add modern convenience to this timeless property. Ideally situated between the beloved farm stands of Balsam Farms and the sandy shores of Indian Wells Beach, the home enjoys a coveted location that is equidistant to both. Stroll into Amagansett for shopping, dining, and cafés, or hop on your bike and be at the beach in minutes. Offering the quintessential Hamptons lifestyle, this charming co

Located in one of the most sought-after locations on the North Fork sits this quintessential cedar shake farmhouse situated on 2 private acres! This home combines timeless charm with modern comforts. The main level features hardwood floors throughout, a spacious living room with a wood-burning fireplace, formal dining room, eat-in kitchen with granite countertops and pantry, a convenient half bath, and a first-floor bedroom currently used as a home office. Andersen windows and ceiling fans throughout provide comfort and abundant natural light. Upstairs, you’ll find a spacious primary suite with a private deck, walk-in shower, and Jacuzzi tub and additional two guest bedrooms which share an updated bath. The full unfinished basement has high ceilings and is perfect for future potential finishing and offers plenty of room for storage. Enjoy the peaceful outdoor setting from the inviting mahogany wraparound front porch or screened-in side porch. Plenty of room pool, garage, guest cottage

Discover the charm of North Fork living at 715 Bray Avenue, ideally situated in the heart of Laurel. Set on over half an acre adjacent to Hortons Creek, this inviting 3-bedroom, 1-bath ranch offers a wonderful blend of comfort, versatility, and coastal charm. Beyond its welcoming living spaces, the home features multiple bonus areas, providing endless possibilities for a home office, creative studio, recreation space, or whatever best suits your lifestyle. Adding to the property's appeal is a detached two-car garage, a greenhouse (hothouse) ideal for growing your own vegetables and plants, and multiple storage sheds, offering exceptional flexibility for hobbies, projects, and outdoor pursuits. The expansive grounds provide plenty of room to relax, entertain, garden, or potentially add a swimming pool, subject to necessary approvals, while enjoying the peaceful natural surroundings. With coveted beach rights, tranquil creek views, and convenient access to the North Fork's renowned viney

A refined new-construction residence in the heart of East Hampton Village, 16 Gould Street offers 6 bedrooms, 7.5 baths, and 4,270 square feet of thoughtfully designed living space on 0.36 acres. Built in 2025, by David Alvarado of Damar Construction, the home pairs timelessness with modern amenities and elevated craftsmanship throughout. The main level features nearly 10-foot ceilings, 6' natural white oak floors with French finish, an open foyer with direct sight lines to the covered porch and pool, and a spacious living room with a dimensional paneled wall and built-in TV-ready hookup. At the center of the home is an expansive eat-in kitchen appointed with Sub-Zero and Wolf appliances, including a six-burner natural-gas range with griddle and double ovens, Cove dishwasher, Calacatta Miraggio polished quartz countertops, custom cabinetry, and a large island with seating for. 5. Multiple sliding glass doors open to the rear deck, creating an effortless connection between the kitchen,

The serenity and beauty of this unique waterfront property is incomparable. Offered for the first time in nearly 50 years, this house is situated in the coveted Lions Head Beach community, featuring sweeping views of Hog Creek from the expansive back deck and from nearly every room. Set on 0.69 acres, this three bedroom two (newly renovated) bathroom residence is bordered by a natural wooded lot owned by the East Hampton Land Reserve, as well as the land directly across the creek, preventing any future development and insuring lasting privacy. There is a water side, heated 20' x 40' gunite pool, and direct access to Hog Creek from the backyard for launching kayaks, paddle boards and small watercraft. The change of colors reflecting on the creek as seen from the back deck is breathtaking, watching the swans and egrets pass by. And the spa-like outdoor shower offers another joyful aspect of outdoor summer living. The open expanse of the great room, dining area and kitchen is ideal for en

The Cotswolds meets the Hamptons in this extraordinary property, gracefully set on a secluded acre in the coveted Hamptons Farm Estates section of Bridgehampton. Rich in character and timeless elegance, this exceptional home seamlessly blends old-world craftsmanship with refined Hamptons luxury. The beautifully appointed four-bedroom, three-full and one-half bath residence is designed for effortless living and sophisticated entertaining. At its center is a spectacular chef's kitchen featuring new premium appliances, including a Wolf six-burner range with griddle, double wall ovens, two dishwashers, a large farmhouse sink, an additional prep sink, and a wine refrigerator. A stunning marble center island is complemented by elegant soapstone perimeter countertops, creating a kitchen that is as beautiful as it is functional. Throughout the main level, rich reclaimed wood flooring from Gibraltar lends warmth, history, and an unmistakable sense of authenticity. The inviting living room is an

A beautifully preserved 19th-century Victorian home set in the heart of Orient Village. The large screened three-season porch opens onto a picturesque rear garden, perfect for entertaining. A detached garage, recently renovated with heat, A/C, and EV charging — currently an art studio, but fully functional as a garage with intact new garage doors. The first-floor features custom cabinetry, a formal dining room, original radiators, a powder room, and the screened porch. Upstairs are two bedrooms and a full bath. Both the front and rear gardens have been professionally landscaped. Just steps from the post office, Country Store, yacht club, marina, and bay and sound beaches

Tucked away in the sought-after Northwest Woods, this 4-bedroom, 3-bathroom East Hampton retreat offers a rare blend of privacy, tranquility, and convenience between Sag Harbor and East Hampton Village. Nestled on Two Holes of Water Road, the home is surrounded by natural beauty while remaining just moments from renowned dining, beaches, marinas, and village shopping. Spacious interiors provide an inviting layout for summer living and entertaining, with generously sized bedrooms, multiple gathering spaces, and seamless indoor-outdoor flow designed for relaxed Hamptons living. Ideal for summer renters seeking a peaceful escape with easy access to both villages, this property captures the essence of East End living in one of the area's most desirable locations

A rare turnkey retreat awaits on 1.25 professionally landscaped acres bordering protected nature preserves in Wainscott. Wide-plank white oak flooring flows beneath a clean, modern aesthetic, while every system, from Lutron lighting to five-zone Sonos audio, can be monitored and controlled remotely. Spa-inspired bathrooms reflect a refined European sensibility, and the chef's kitchen anchors expansive entertaining spaces. Three terraces, including a full-length rooftop deck with a wet bar, frame panoramic sunset views, while a Spanish porcelain terrace surrounds a 20' x 40' gunite pool with integrated spa. More than 150 mature arborvitae complete a setting of total privacy. Executed without compromise, this residence delivers architecture, technology, and lifestyle at the highest level

Quintessential North Fork Farmhouse and Barns on 23 acres. These two properties, with tremendous potential, consist of a 2 bedroom, 1 bath home with unfinished second floor that is awaiting its new improvements. A detached 2 car garage and two barns (30' x 60') & (28' x 60') open up to 21.8 acres of pristine farmland. The house and barns sit on 1.84 acres (1000-115-. 1) while the adjacent DRS farmland sits on 1.84 acres (1000-115-. 2). Sold as is. An adjacent property consisting of a 4 bedroom cape home on. 25 acre is also for sale MLS# 1073-

A pristine condition waterfront home completed in 2013 featuring a private deep water dock, exceptional westerly views of Deep Hole Creek and picture perfect sunsets. A spectacular waterfront property designed for relaxation and endless adventure. Boaters and water enthusiasts will love the private bulkhead and substantial deep-water dock, perfect for launching your boat for day trips or jump on your kayaks, wave runners and paddleboards right from your backyard. Climb aboard your boat and enjoy quick access to the Great Peconic Bay, allowing you to skip the traffic and cruise directly to world-class destinations like the Hamptons, Shelter Island, and Greenport. Every detail of this outdoor oasis maximizes your enjoyment, featuring a covered porch with ceiling fans, a spacious patio ideal for entertaining, and a built-in gas grill for outdoor cooking. After a day on the water, unwind in the luxurious hot tub or rinse off under the refreshing outdoor shower. Inside, an open-concept floo

A rare opportunity to own an early 20th-century Adirondack-style cottage in Greenport, ideally situated just 0.12 miles from a beautiful Sound beach and only one mile from the heart of Greenport Village. This charming cottage showcases many of the home’s original details starting with a screened-in front porch spanning the full width of the façade, creating a welcoming indoor/outdoor retreat. Inside, the open floor plan includes a living/dining room with a wood-burning stove, an eat-in kitchen, full bath, laundry, and access to a rear deck. The second floor offers a cozy loft-style bedroom. Two additional accessory structures — each equipped with electricity and water, and one including a bedroom — offer flexible space for guests, a home office, studio, or creative workspace. Surrounded by trees creating privacy and offering open vineyard views, this distinctive cottage compound captures the relaxed character and timeless appeal of the North Fork

Fully renovated in 2018, this spacious ranch offers more than 2,600 square feet of comfortable, flexible living space and enjoys bucolic views across surrounding vineyard and farmland beyond. Located in a private neighborhood in the heart of Cutchogue, the property spans 0.70 acres with a serene pool, outdoor patio, custom exterior fire pit, with private community beach access is just a few hundred yards away. The home's generous proportions and easy layout lend themselves equally well to everyday living and entertaining, with vaulted ceilings, charm and personality that elevate a classic ranch. Thoughtfully updated and entirely move-in ready, it offers an appealing combination of space, convenience, and quintessential North Fork surroundings. Perfectly positioned in the center of the region, the property is just minutes from Sang Lee Farms, 8 Hands Farm, Love Lane, local vineyards, and many of the area's best amenities

There are houses with water views, and then there are houses where the water is the whole point. Located in a waterfront beach community with tennis and pickleball, 380 The Strand delivers the rare North Fork combination of waterfront, an elegant renovation, community amenities, and a setting that feels quietly removed from the world-while still being exactly where you want to be. Picture perfect with the kind of wide-open sunset views that make dinner plans feel beside the point. Lovingly reimagined and offered turnkey, it has the ease of a summer house with the finish and comfort to make it very hard to leave in September. The interiors are fresh, warm, and thoughtfully done-nothing fussy, nothing to'fix'. Just arrive, unpack, and settle into the rhythm of the North Fork. A garage adds welcome practicality, while the property offers room for a pool should one feel inclined to make a very good thing even better

Set on. 97 acres in Sag Harbor, this three-bedroom, two-bathroom home offers more than 2,500 square feet of space surrounded by immaculate gardens and beautifully maintained grounds. Enjoy room to relax, entertain, and take in the peaceful setting-all in a sought-after Sag Harbor location

Private Southold Retreat on 2.18 Acres. Tucked away at the end of a private lane in desirable North Fork location, this special property offers the perfect balance of privacy and convenience. Surrounded by preserved land, large properties and a horse property, the picturesque 2.18-acre setting provides a peaceful retreat while remaining just minutes from restaurants, marinas, shops, wineries, beaches, and all attractions on the North Fork. This meticulously maintained single-level home features 4 bedrooms and 3 bathrooms, offering a versatile floor plan designed for comfortable living and entertaining. The private primary en-suite includes a beautifully updated bath with elegant tile work and soaking tub. Two additional guest bedrooms and updated hall bath provide ample accommodations, while a separate wing with its own private entrance offers endless possibilities. Ideal as a home office, guest quarters, or a secondary primary suite, this space includes a sitting room, bedroom, and fu

Welcome to this exceptional Hamptons retreat in Southamptons North Sea area, set on just shy of two private, beautifully landscaped acres. Mature landscaping creates a serene and secluded setting for the oversized saline pool, surrounded by approximately 60 feet of mahogany decking and a poolside gazeboperfect for entertaining, relaxing, and enjoying the outdoors.Inside, the open-concept layout features soaring ceilings, gleaming hardwood floors, and abundant natural light. The living room, anchored by a gas-burning fireplace, offers a warm and inviting space to unwind, while the first floor includes two guest bedrooms with a full bath and a charming family room tucked into a quiet corner of the home.At the heart of the home, the well-appointed kitchen combines style and function with premium appliances, custom cabinetry, granite countertops, and a generous island with ample seating and storage. The elegant formal dining area is equally suited to intimate family dinners or larger gathe

This Traditional 4-bedroom, 2.5-bath home sits near Orient State Park and the Cross Sound Ferry. The private, landscaped backyard has a heated pool and patio, plus a large deck with glass doors to the open-plan kitchen and family room, making it ideal for entertaining. The first floor is completed with a private living room, a dining room, laundry, and a powder room. Upstairs, the primary ensuite has a full bath with views of the backyard and pool. Three more bedrooms and a full bath complete the second floor. The finished lower level offers a large recreation space. This home is ideal year-round living or for enjoying North Fork summers

Discover the opportunity to own your own Hamptons retreat at 96 Camberly Road, nestled in the desirable Springs area of East Hampton. Set on approximately 0.43 acres, this contemporary-style residence offers three bedrooms, two full bathrooms, and an inviting layout filled with character and potential. A fireplace and skylights add warmth and natural light, creating a welcoming atmosphere for both everyday living and weekend escapes. The property's generous setting offers room to envision your ideal outdoor oasis, whether entertaining, relaxing, or enjoying the tranquility of the surrounding neighborhood. Conveniently located near East Hampton's renowned beaches, dining, shopping, and cultural attractions, this property presents an exciting opportunity to create a personalized Hamptons getaway or year-round residence. Whether seeking a weekend retreat, a full-time residence, or an opportunity to add value through thoughtful improvements, 96 Camberly Road offers the chance to make your

Welcome to this special North Fork retreat, set on a quiet, private road in East Marion. Rebuilt from the foundation in 2005 in a timeless New England transitional style, this thoughtfully designed home offers generous spaces for everyday living, entertaining, and enjoying the seasons. A gracious, double-height entry with a handsome staircase welcomes you into the expansive first floor, where red oak floors and custom crown molding add warmth and classic detail. The open yet comfortably defined layout includes a living room with surround sound and a gas fireplace, an eat-in kitchen with solid wood cabinetry, Silestone countertops, and a gas range, a spacious and flexible dining room, home office, full bath, and a convenient mudroom with half bath and direct access to the two-car garage. Multiple doors open to the raised deck, patio, and pool, creating an easy connection between indoor and outdoor living. Upstairs, a long hall leads to three generously sized bedrooms, a full hall bath,

Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offering the best of North Fork living. Set on a beautifully landscaped 0.93-acre property, this home is just minutes from the charming hamlet of New Suffolk, Pequash Beach, vineyards, marinas, farm stands, and acclaimed restaurants. Designed for both comfortable everyday living and effortless entertaining, the home features five bedrooms, four full bathrooms, hardwood floors throughout, two fireplaces, an inviting eat-in kitchen, and a formal dining room. Bathed in natural light, the expansive enclosed porch offers a bright and inviting space to relax, dine, or entertain while taking in the tranquil views of the surrounding grounds and picturesque golf course. With walls of windows and an airy, open feel, it serves as a seamless extension of the home's living space and is sure to become a favorite gathering space. Step outs

Life on the North Fork doesn't get better than this! Set along the Long Island Sound in one of Southold's most desirable locations, this chic waterfront escape offers sweeping water views, sensational sunsets, and effortless coastal living. Renovated in 2016 and completely move-in ready, the home blends sophisticated style with relaxed comfort, creating the perfect setting for both entertaining and quiet moments by the sea. Thoughtful upgrades include radiant floor heating, ducted heating and cooling with remote access, marble countertops, updated mirrors and light fixtures, keyless entry, Sonos speakers, and a beautifully appointed chef's kitchen. The primary suite includes a gorgeous bathroom, featuring a sculptural egg-shaped soaking tub perfectly positioned to capture the sunset views, separate shower and double sinks. The primary also has an office nook, and custom walk-in closet. Outdoor living is at the heart of the property. An expansive sun deck provides ample space for dining

Shelter Island Waterfront with Dock. A rare opportunity to own waterfront in Silver Beach, one of Shelter Island’s most beautiful and sought-after enclaves. Set directly on the tranquil Silver Beach lagoon, this four-bedroom, 2.5-bath home offers approximately 2,289 square feet on a private. 76-acre property with approximately 102 feet of waterfront frontage—all just a five-minute walk to beautiful Silver Beach. The home has a distinctive character, combining comfortable interiors, hardwood floors and an abundance of natural light with wonderful water and landscape views from both levels. The kitchen and baths are fully functional and well maintained, while the home’s more traditional finishes offer an opportunity for a new owner to update and personalize the style over time. The waterfront setting is the true centerpiece. An expansive lawn framed by mature trees leads to the canal and an approximately 20-foot grandfathered dock with water and electric, creating direct access for boati

Welcome to this beautifully expanded three-bedroom, three-bath ranch set on a spacious. 82-acre lot, in prime Mattituck location offering comfort, privacy, and an exceptional array of amenities. The home features an extra-large first floor primary en-suite bedroom with walk-in closet plus a junior en-suite bedroom, providing flexible accommodations for family and guests. Hardwood floors throughout and all of the bathrooms and kitchen have been recently updated. The eat-in kitchen is equipped with GE Profile stainless steel appliances and elegant quartzite countertops. The inviting living room or dining room, however you want to use it features a wood burning fireplace with insert, creating a warm and welcoming atmosphere. Relax in the heated and air-conditioned four-season sunroom, with radiant heat flooring which is also featured in all bathrooms. Central air conditioning provides additional comfort throughout the home. Large garage with epoxy floors, provides room for your vehicles a

Nestled between Amagansett and East Hampton and within walking distance of beautiful bay beaches, this stunning custom modern home is set on a secluded 5.25 acres in the historic district of Springs, surrounded by approximately 165 acres of nature reserve. Behind gated entry, the property offers exceptional privacy, soaring ceilings, skylights and expansive glass throughout. Designed for both everyday living and entertaining, the home features five ensuite bedrooms, including two primary suites with luxurious bathrooms and oversized double showers, plus two additional half baths. The open floor plan flows from a formal living room with a wood-burning fireplace to the dining area and gourmet kitchen, equipped with a Wolf 6-burner gas range, Wolf double ovens, microwave, Sub-Zero refrigerator with beverage and freezer drawers, wine refrigerator, two Miele dishwashers and a spacious stone island with seating. Sliding glass doors open to a private backyard featuring a 20' x 40' covered hea

A Premier Development Opportunity in Bridgehampton positioned on a sprawling, level. 47 acres with mature foliage, 153 Huntington Crossway represents a standout investment opportunity in one of the East End's most versatile and coveted pockets. Perfectly situated moments from both downtown Bridgehampton Village and Sag Harbor's vibrant Main Street, this property offers unmatched location flexibility and timeless Hamptons charm. Whether your vision calls for a full renovation of the existing residence or starting fresh to design and build a multi-million-dollar custom luxury estate, the possibilities here are limitless. The generous, private lot provides ample space for a substantial home, room for pool and expansive outdoor entertaining spaces. Don't miss this opportunity!

Located in the heart of Orient Village, across the street from the Yacht Club and near all Village amenities, this fully updated nineteenth-century home features a wrap-around front porch, original hardwood floors, three bedrooms, first & second floor full baths, and a large eat-in kitchen with original pantry. The home has a front and rear staircase and a glass pocket door between the living room and formal dining room. A pathway leads through the rear garden to a two-story accessory structure of approximately 1,714 square feet, currently used as an artist's studio and art storage. The grounds are professionally landscaped with mature plantings, a dining patio, and multiple seating areas. Rarely does a property this unique come to market in Orient Village, the crown jewel of the North Fork

Discover the epitome of luxury living in this brand-new, beautifully furnished, turnkey home. Ready for immediate move-in, this 3,600 sq. Ft. masterpiece features a classic Hamptons style. On the first level you will witness an open floor plan with natural light, a chef's kitchen with a center island breakfast bar, a great room with a fireplace, and formal living and dining rooms. Upstairs, enjoy a primary suite with a walk-in closet and spa bath, plus a junior-suite, and two guest bedrooms. Outdoors, a heated saltwater pool with lush surroundings awaits. Located in the heart of East Hampton along Three Mile Harbor, with waterfront access through the Nature Conservancy, and close proximity to hot spots such as EHP Resort & Marina, Si SI, Sunset Harbor, Bostwicks, and Maidstone Beach, this exceptional East Hampton home is your ultimate summer retreat. Book your stay today and experience the finest in Hamptons living

Huge Price adjustment! Bring your contractor and ideas. To 1520 Meday Avenue, a rare mid-century modern ranch built in 1977 and ideally located in the heart of Mattituck on Long Island’s coveted North Fork. Offering 5 bedrooms and 4 full bathrooms, this expansive residence combines classic architectural character with exceptional scale, privacy, and resort-style outdoor living on a shy half acre. Originally 2 combined lots. Designed around a striking central courtyard, the home is oriented to maximize natural light and views from nearly every room, creating a seamless connection between indoor and outdoor spaces. At the heart of the property lies a private in-ground pool, beautifully positioned within the courtyard and surrounded by a putting green—transforming the entire center of the home into a one-of-a-kind private retreat. Inside, the home features a spacious living room with fireplace, an open-concept kitchen, and a large dining room that together create an easy, flowing layout i