Courtesy: Daniel Gale Sothebys Intl Rlty
631-288-1050
This charming cape is situated in Greenport, just minutes from Greenport Village and Beaches. The home has 4 bedrooms, 2 full bathrooms, and approximately 1500 sq ft. The eat-in kitchen has granite countertops and an awesome backsplash. The basement is unfinished with bilco doors. There is a fenced backyard and 1 car garage. The home currently has tenants, who will be leaving.
Courtesy: Century 21 Albertson Realty
631-765-3800
Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out. The kitchen has the paneled fridge, a real pantry closet and open shelves that I have always liked. The kitchen sink is setup where I am staring out to the backyard when I am stuck doing dishes, so good. They even say there is room for a pool. Then the dining room has this full glass slider to the yard, so the whole back of the house is just filled with light, you can even see the view of the yard from the living room. Upstairs, the ensuite bathroom is honestly my favorite surprise, the floor is so interesting, and the whole space feels calm with the finishes they picked. Even the downstairs bathroom has this beautiful wallpaper that makes this new construction feel intentional, not an afterthought. What I love is this location makes you feel like you found a secret corner of Greenport. You're literally tucked up against the maple tree forest, so it's quiet and green in the best way. The backyard is fully fenced so if the decision is for the pool, it doesn't feel tight. And because this one is New Construction, everything just feels solid and reliable. Best part, the house is also a half mile away from the LIRR train station and Hampton Jitney stop to get to NYC. I think this might be the one, you have to come see it.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-734-5439
Discover this rarely available Pheasant Run Condo in Greenport. This desirable 2-bedroom, 2-bath, single-level condo features a bright eat in kitchen, a spacious living room with sliders opening to a private deck, and a full basement offering abundant storage. Features include a primary bedroom with an en suite bath, in addition to a comfortable guest bedroom and full guest bath. Ideally situated just steps from the community Clubhouse and pool, the condo also offers easy access to Greenport Village, beautiful beaches, local vineyards, and convenient transportation options. With low taxes and affordable monthly maintenance, this is an exceptional opportunity to own in one of Greenport’s most sought after condo communities.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
This charming Greenport cottage blends warmth, character, and easy coastal living just moments from Greenport Village. Located only a short stroll from Main Street, shops, restaurants, and the waterfront, it offers the rare combination of village-adjacent convenience while still feeling peaceful and residential. Full of natural charm, the home features a comfortable two-bedroom layout with a relaxed, inviting feel throughout. It’s the kind of space that immediately feels easy to settle into, with potential to enhance over time. Out back, a deck and separate patio create seamless indoor-outdoor living—perfect for morning coffee, summer dinners, or quiet evenings at home. The outdoor space becomes a true extension of the home and adds meaningful lifestyle value. Filled with character and opportunity, this is a special chance to enjoy the best of Greenport living—walkable to everything that makes the village so desirable, yet tucked into a quieter setting with a true North Fork charm.
Courtesy: Andron Realty Group Tulip R E
516-354-0500
A Rare Opportunity!!! This incredible property boasts 1.75 private acres on the Long Island Sound. Enjoy spectacular unobstructed views, from an elevated position, of the pristine shoreline, the beautiful waves, and the Connecticut coast, private access to your own beach, and much much more. The long driveway brings you to an almost secluded hideaway with some of the finest water views on Long Island. The home itself offers a sun-filled living room with a fireplace and dining area, both featuring floor to ceiling windows which show off the magnificent seascape. The home also hosts an eat-in-kitchen, 3 bedrooms, 3 baths, a large basement, an oversized 2 car garage, and a large deck to enjoy the breathtaking scenery. If being on the water is for you, you've arrived. Don't miss this one time opportunity.
Courtesy: Douglas Elliman Real Estate
631-354-8100
Located in coveted Rock Cove Estates in Greenport, this beautifully maintained cedar shake and stone residence offers the perfect blend of privacy, comfort, and North Fork lifestyle. Built in 2007 and lovingly cared for by its original owner, the home features four bedrooms and three full baths, including a spacious primary suite with well-appointed bath with double sinks, Jacuzzi tub and separate shower. The primary bedroom also includes large closet and area for home office. The main level offers warm and inviting living spaces, including a living room with wood-burning fireplace, a library, an updated kitchen with induction stove, new backsplash, newer dishwasher and wood floors throughout. Thoughtful upgrades include natural gas conversion, two-zone systems, Nest thermostats, 200-amp electric, security system, mature landscaping and irrigation system throughout property. Set on a fully fenced property with room for a pool, the home also includes a two-car garage with epoxy floor and an outside entrance to the basement, offering excellent functionality and storage. Residents of Rock Cove Estates enjoy deeded private beach rights with key access! A rare opportunity to enjoy a beautifully maintained Greenport home in one of the area’s most desirable communities.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
Opportunity knocks! This rare farmhouse style cottage rests on an expansive double lot on the edge of Greenport Village and is prime to be revamped. Featuring 1700sqft of interior space, a large block foundation with full basement throughout most of the footprint, a 12x22 detached garage and a yard that will allow your imagination to run wild. Walk into town, walk to 5th and 6th street beaches and easy access to all that the North Fork has to offer.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
Welcome to 619 Bailey Avenue, a fully restored and move-in ready farmhouse located on the fringe of Greenport Village. Originally part of a larger North Fork farm and estate, this incredibly well appointed circa 1900 residence has been thoughtfully re-imagined to blend modern conveniences with preserved period details. Original features such as hardwood floors, detailed millwork/moldings, and classic architectural elements have been carefully maintained, while updates throughout provide comfort and functionality. The custom kitchen is a standout, featuring a 48" range, oversized center island, custom cabinetry, and an 8-foot bi-fold glass door that opens to the rear yard, creating seamless indoor-outdoor living. The first floor offers a well-balanced layout with a spacious living room with wood-burning fireplace, formal dining room, dedicated home office, powder room, and a flexible bedroom or bonus space. Upstairs, the second level includes two guest bedrooms and a full hallway bath, along with a primary suite featuring vaulted ceilings, a large walk-in closet, and an en-suite bathroom with double vanity and a walk-in shower with a dual shower head system. The rear yard is expansive and private, complemented by a detached one-car garage. Not to mention, there is also an active permit in place for a 16' x 32' in-ground pool, a perfect opportunity to take this rare offering one step further. Conveniently located near Greenport Village's business district, Kontokosta Vineyard, Bay/Sound Beaches and Sep's Farm-stand, this amazing offering is sure not to last!
Courtesy: Douglas Elliman Real Estate
631-723-2721
Welcome to 145 Osprey Nest Road, a gem nestled in the heart of the charming Cleaves Point Beach Community. This home, with its resort-like atmosphere, offers an enticing blend of comfort and convenience. As a member of the Community, this property affords use of a private Bay Beach, in addition to having a community marina with some private docks and mooring lots, in a protected inlet off the Peconic Bay. This spacious home boasts four bedrooms and three bathrooms, designed with a modern aesthetic and an open, airy layout. The primary suite offers a private retreat, while three additional guest bedrooms share a full bath. The home's generous windows and soaring ceiling heights invite an abundance of natural light, creating a warm and inviting atmosphere. The home's living spaces are equally impressive. A cozy family room, a formal living room, and a dining area that flows into an eat-in kitchen, provide ample space for entertaining or relaxing. A wood-burning fireplace adds a touch of rustic charm, and a conveniently located full bath off the kitchen houses a washer/dryer for easy laundry days. The property's exterior is equally impressive. It sits on a generous 1/3 acre corner lot, surrounded by mature hedges for added privacy. The large mahogany deck, with a built-in Endless Pool Swim Spa, is the perfect place to relax and soak in the sun. Before returning indoors, the adjacent outdoor shower is available for your use. Just a stone's throw away, you'll find the bustling Village of Greenport, home to boutique shops, top-rated restaurants, and the Greenport marina in Mitchell Park. The nearby Island’s End Golf & Country Club, vineyards, farms, and beaches, along with the Orient Beach State Park, offer a plethora of leisure activities. 145 Osprey Nest Road is more than just a home; it's a lifestyle. Experience the best of coastal living in a community that welcomes everyone. Don't miss out on this opportunity. Schedule your viewing today!
Courtesy: Signature Premier Properties
631-765-6000
Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort . Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept kitchen seamlessly connects to the living room. Large bedrooms, convenient first-floor laundry and home office complete the interior. The breathtaking backyard steals the show, with a stunning inground pool perfect for hot summer days, lush landscaping ensures privacy, making the firepit area a perfect spot for unwinding and enjoying outdoor serenity. The private community beach offers peaceful moments by the water. This location is ideal for sunset strolls or weekend fun., Additional information: Appearance:very good
Courtesy: Douglas Elliman Real Estate
631-477-2220
Greenport Village Farmhouse Built in 2001, Featuring a New Roof (2020), a Welcoming Front Porch, and a Spacious Yard. This Three-Bedroom Home with One and Half Baths, Offers a Good-Sized Living Room and One Especially Large Bedroom with Double Closet Space. Located within One Block from a Park with Playground and a Park with Basketball Courts. A Waterfront Park and Beach is Just Eight Blocks Away and NYC Transportation is Approximately Five Blocks Away. Enjoy Easy Access to Village Shops, Restaurants, Mitchell Park Carousel, Mitchell Park Marina and So Much More from Your Comfortable Home.
Courtesy: Engel & Volkers North Fork
631-298-7953
Water view meticulously renovated 3 bedroom 2-bath corner home in Greenport, offering privacy with a landscaped fenced-in garden. A true sanctuary, a large side open spacious garden with mature trees and an intimate private patio that overlooks the picturesque Sterling Harbor, alive with sailboats and fishing vessels. This thoughtfully renovated home has been thoroughly rebuilt, showcasing its architectural charm including pine flooring and a classic front porch. The lower level boasts an open-concept kitchen and living area, complemented by a sun-drenched room with water views, separated by pocket doors, ideal for a formal dining room or a versatile third bedroom. A full bath on this level adds convenience. Upstairs, you'll find two comfortable bedrooms and a dedicated small office area, all overlooking the serene rear garden and harbor. A second full bath completes the upper floor. There is also a full attic and a separate one car garage that is ideal for a possible future accessory housing unit and/or a great workshop equipped with its own 100 amp electric service. A pool or a rear extension are both possible options for a future owner. An Easy walk to the Greenport Village, or 15 minute walk to the Peconic Bay Manhasset Beach or to the LI Sound 67 steps Beach.
Courtesy: Century 21 Cor Ace Realty Inc
631-878-3400
Renovated 1910 Colonial with Beautiful Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond,Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island, Breakfast Nook, 3 Bedrooms(Small one on First Floor, 2 On 2nd Floor), 1.5 Renovated Bathrooms. Separate Hotwater Heater, 2 Separate Driveways
Courtesy: Coldwell Banker American Homes
516-365-5780
Whether year-round living or a summer getaway, do not let this one "Get Away"! Located on the much-desired Gull Pond Lane, this classic ranch-style home presents a rare opportunity to create your North Fork Dream. Architectural design plans for renovation are available to view. This home features hardwood floors, 3 bedrooms, 1 newly updated full bath, one primary suite half bath, a formal dining room, a spacious and inviting living room with a wood burning fireplace, large picture window and custom built-ins, a whole house standby generator and a full basement with endless possibilities. Updates also include Hot Water Tank, CAC, Electrical Service and most windows. Set on a generous-sized private lot with the "prettiest backyard in Greenport", it is the perfect setting for quiet times or outdoor entertaining. Conveniently located, this hidden gem is near Greenport Village shops, award-winning restaurants and wineries, marinas, farm stands, Island's End Golf & Country Club, Shelter Island Ferry and beaches. This fabulous home is being sold as-is. Make it the sanctuary where your history continues.
Courtesy: Realty Executives Today
718-274-2400
Dream Coastal Living in Greenport, NY! Welcome to your perfect North Fork retreat! This spacious 4-bedroom, 3-bathroom split-level high ranch at 1450 McCann Lane, Greenport, NY offers the ideal blend of comfort, style, and seaside charm. Property Highlights: • Generous 4 bedrooms & 3 full bathrooms with room to spare • Bright and airy layout with versatile living spaces • 2-car attached heated garage – perfect for year-round convenience • Relaxing enclosed porch – enjoy the outdoors in any season • Expansive 0.30-acre lot with plenty of room to entertain, garden, or unwind • Efficient gas heating system Exclusive Coastal Perks: Enjoy private beach access with the famous 67 Steps Beach less than 1000 ft away, giving you the luxury of morning walks by the water, sunset views, and endless summer memories just steps from your door. Located in the heart of Greenport, this home places you close to charming shops, renowned wineries, marinas, and the best of North Fork living. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this property offers incredible potential in a sought-after location. Don’t miss your chance to own a slice of coastal paradise.
Courtesy: Engel & Volkers North Fork
631-298-7953
"Precision In Every Detail. Elevated Living Throughout" - Set within a private enclave moments from the Peconic Bay, this newly constructed home delivers a refined living experience defined by custom craftsmanship, scale, and seamless indoor-outdoor flow. Every element has been thoughtfully curated, blending clean architectural lines with bespoke materials and elevated finishes throughout. At the heart of the home, a striking chef’s kitchen anchors the main living space—appointed with quartz countertops, custom white oak cabinetry with lighting, Kohler workstation sink and a full suite of Miele appliances. Designed for both everyday living and elevated entertaining, the open-concept layout transitions effortlessly into expansive living and dining areas, where soaring ceilings, abundant natural light, solid white oak wood 6" plank floors and a custom stone fireplace anchored by bookcases create a warm yet sophisticated atmosphere. Bedrooms and bathrooms are designed as private retreats, featuring refined finishes, generous proportions, and a calm, modern aesthetic. A first floor primary ensuite offers the ultimate in convenience and privacy, creating a true main level retreat with exceptional finishes, flawless primary bathroom, expansive custom finished walk in closet and all with a well proportioned layout. The outdoor setting is equally compelling, offering a resort-inspired setting complete with a heated saltwater pool with custom waterfall, expansive bluestone slate patio, and built-in fireplace—ideal for hosting or unwinding in total privacy. The offering is further elevated by private association beach access to the Peconic Bay, perfectly suited for effortless trips by golf cart, which is included, creating a seamless connection between home and shoreline. Every detail, from the curated landscaping to the integrated lighting, enhances both ambiance and usability from day to evening. The home is equipped with a fully integrated custom home automation system, delivering intuitive control over lighting, climate, sound, and security. A generator hook up will ensure uninterrupted comfort, while thoughtful additions such as a golf cart—perfect for easy access to nearby waterfront and community amenities—further elevate the lifestyle offering. Each space reflects the same level of detail and intention found throughout the home. An unmatched opportunity to own a turnkey, showstopping residence where design, technology, and lifestyle converge—crafted for those who value both precision and presence.
Courtesy: East End Luxury Ltd
631-477-6626
Beautiful, expansive soundfront retreat offering rare, direct waterfront access with no bluff and sweeping 180-degree panoramic views. Set on .75 acres, this exceptional 3-bedroom, 2-bath home features a waterside gunite pool perfectly positioned to capture breathtaking sunsets over the Sound. The interior showcases modern finishes and an open-concept layout designed for effortless indoor-outdoor living, ideal for both relaxed summer getaways and comfortable year-round living. Large windows flood the home with natural light while framing the stunning water views throughout. Ideally located in Greenport, just moments from pristine beaches, charming shops, and renowned restaurants, this meticulously maintained property delivers a seamless blend of privacy, convenience, and coastal elegance.
Courtesy: East End Luxury Ltd
631-477-6626
Exceptional soundfront offering combining a beautifully maintained waterfront residence with a rare, separately buildable adjacent lot—creating a unique opportunity for legacy ownership or future development. The existing home sits on .75 acres with direct, no-bluff access to the Sound and showcases sweeping 180-degree panoramic water views. This 3-bedroom, 2-bath residence features a waterside gunite pool and an open-concept interior with modern finishes, designed for effortless indoor-outdoor living and year-round enjoyment. Expansive windows fill the home with natural light while capturing stunning sunsets over the water. Included in the offering is an additional .80-acre unimproved soundfront parcel, providing exceptional flexibility—whether to create a multi-generational compound, expand the existing footprint, or develop a second residence for investment or resale. Ideally located in Greenport near beaches, shops, and acclaimed dining, this rare dual-parcel property delivers a compelling blend of coastal lifestyle, privacy, and long-term value.
Courtesy: Compass Greater NY LLC
631-251-8644
Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting for entertaining or quiet enjoyment, framed by open-water views. A detached garage and whole-house generator add to the home’s versatility and ease of ownership. Located just one-third of a mile from Greenport’s vibrant commercial center, restaurants, boutiques, and cafes. This property is one of only a few that pair waterfront living with effortless village access.
Courtesy: Compass Greater NY LLC
631-251-8644
Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable accommodations, while a full unfinished basement presents excellent potential for additional living space, whether for a media room, gym, recreation area, or some combination. The primary bedroom enjoys vaulted ceilings, plenty of natural light and a generous ensuite bath. Outside, a heated saltwater pool is set within mature, thoughtfully designed landscaping that provides both privacy and a beautifully established backdrop for summer days. Deeded HOA access to a pristine Sound beach, Eastern Shores, completes this exceptional offering. Located less than a mile from the heart of Greenport Village, home to coveted restaurants, boutique shops, coffee shops, and marinas.
Courtesy: Signature Premier Properties
631-765-6000
This can be your piece of paradise on the East End of Long Island - Welcome to 31 Sage Boulevard! This one-of-a-kind, exquisite and picturesque gated community consists of 89 prime acres surrounded by the waters of the Little Peconic Bay. Upon entering the community, it will bring you back to the historical dwelling of beach cottages that have their own private beach, marina and club house. The Breezy Shores beachfront community is a co-op consisting of 31 individual and unique dwellings some of which have been modernized and expanded upon. Upon entering the front door of 31 Sage Boulevard you enter a versatile room that has plenty of space to be used as a bedroom to include a queen size bed. The dwelling has a full bathroom, a galley kitchen, ample storage and an outside shower. From all rooms in the house you have unobstructed views of the bay. While sitting in the yard, capture the beautiful setting, sea breezes and the scenic arena that a small bayfront community has to offer. The property is within close proximity to both Southold and Greenport Villages, LIRR, Vineyards and exceptional beaches. The property is in a seasonal community open from April 1 through November 1. A piece of paradise awaits you here at 31 Sage Boulevard for the Summer of 2026!
Courtesy: Douglas Elliman Real Estate
631-477-2220
This classic Greenport Village Craftsman has the kind of charm that is getting harder to find — bright, airy rooms, beautiful period detail, and an easy coastal feel just one block from the beach. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private backyard is well suited for summer living, with room for a pool; the detached garage could work well as a pool house, studio, or additional entertaining space. This special property is close to a sandy Bay beach, the LIRR, SI Ferry, restaurants and the lively Village downtown. Perfectly located to explore the vineyards, farm stands, fishing spots and all that the North Fork offers.
Courtesy: Douglas Elliman Real Estate
631-477-2220
Move in Ready! Beautifully Updated 2nd Floor Greenport Co-op with Shaker Cabinets, Quartz Countertop, Glass Tile Back Splash. Dishwasher, Built in Micro and Fridge with Ice Maker. Tile Bath with Large Shower. In Unit Washer/Dryer. Walk in Closet. 6 Blocks to Village Shops. 6 Blocks to Mitchell Park and Marina. 6 Blocks to a Bay Beach. Move in and Enjoy! See Floor Plan Attached! Taxes are Included in Monthly Maintenance Fee of $565.
Courtesy: Corcoran
631-765-1300
CHIC. STYLISH. SOPHISTICATED. This Brooklyn Brownstone-inspired beauty brings big-city edge to North Fork living. 3 Beds 3.5 Baths. Stunning new construction. Entertainer's dream kitchen. EV charging ready. Chic studio shed. Fenced + professionally landscaped backyard. Sun-drenched. Designer-finished. MINT+++. Stroll to farmers markets, restaurants, bars, boutiques, and the waterfront. This is Greenport living at its most irresistible.
Courtesy: Daniel Gale Sothebys Intl Rlty
631-477-0013
Welcome to 285 Sandy Beach Road, this newly constructed modern style home is ideally located just outside historic Greenport Village and just steps from a beautiful sandy beach at Norman E. Klipp Marine Park. Upon entry, the foyers 20'+ soaring ceilings create an immediate sense of light and volume, seamlessly flowing into the open great room anchored by a gas-burning fireplace. The home offers a crisp, airy aesthetic throughout and is thoughtfully designed for both everyday living and entertaining. The main level features a first-floor en-suite bedroom, a chef-style kitchen with a large center island, and a generous living anchored by an inviting gas fireplace and dining area ideal for gatherings. The second floor includes two well-appointed guest bedrooms connected by a Jack-and-Jill bath, along with a private primary suite featuring a raised deck with peek-a-boo water views and a spa-inspired en-suite bath with soaking tub, walk-in shower, and double vanity. Additionally, the property offers ample room for a pool, presenting the opportunity to further elevate this home into a true resort-style North Fork retreat.
Greenport is located in New York. Greenport, New York 11944has a population of 2,543. Greenport 11944 is less family-centric than the surrounding county with 20.08% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Greenport, New York 11944 is $66,655. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Greenport 11944 is 52.3 years.
The average high temperature in July is 82.1 degrees, with an average low temperature in January of 23.2 degrees. The average rainfall is approximately 47.2 inches per year, with 27.2 inches of snow per year.
