Greenport Real Estate

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Newest Listings in Greenport

$999,000

3 Beds ⋅ 2 Baths ⋅ 1044713 MLS

Set in the wonderful North Fork beach community of Summit Estates, this spacious 3 bedroom, 2-bath cedar shake expanded ranch is ideal with its single-story living design and large yard ~ perfect for a pool and poolhouse. The Community beach, park, and dock are down an elegant private lane to a community parking lot and a magical paved trail. So handy to easily transport your beach and boat equipment from car to beach and boat! Close to Island’s End Golf Course, wineries, and the transportation hub and shopping/dining in the historic seaport Village of Greenport. A lovely North Fork retreat!

280 Marina Lane, East Marion

$1,595,000

6 Beds ⋅ 2 Baths ⋅ 1043177 MLS

Introducing an exceptional opportunity to own a truly turnkey, fully restored farmhouse-style two-family home in a prime Greenport Village location. 430 First Street features two meticulously updated residences, each offering three bedrooms, one full bathroom, and thoughtfully designed living spaces. The upper-level residence encompasses approximately 850 square feet and features soaring vaulted ceilings with decorative cross beams and an open-concept Great Room seamlessly connecting the kitchen, dining, and living areas. Three generously sized bedrooms, a full bathroom, and an in-unit washer and dryer complete the space. The main-level residence offers a similar layout with approximately 870 square feet of living space. Highlights include three bedrooms, one full bathroom, a spacious kitchen with vaulted ceilings, and separated living room, providing added flexibility and room to spread out. Outside, the property is equally impressive, with meticulously maintained landscaping, a newly installed crushed-stone driveway with Belgian block edging, a large rear lawn, full irrigation, and a charming front porch. A substantial 450-square-foot, two-car garage and additional storage shed further enhance the property's functionality. Whether you're an investor seeking a ready-made income-producing property or an end user looking to offset carrying costs with rental income, 430 First Street presents a compelling opportunity in the heart of Greenport Village. Located just two blocks from Greenport's vibrant business district, the property offers convenient access to public transportation, shops, restaurants, grocery stores, local farm stands, parks, and beaches—all while providing the space, condition, and versatility that make this a truly special offering.

430 1st Street, Greenport

$1,100,000

3 Beds ⋅ 2 Baths ⋅ 1040676 MLS

What stands out about this home is how established and inviting it already feels. Mature trees and thoughtful landscaping surround the property, creating a beautiful setting from the moment you arrive. The covered front porch is a perfect place to sit and take in the changing colors of spring and summer, including the striking blue blossoms of the mature Vitex that become a highlight of the landscape each season. Inside, the home has an easy, open flow with wood floors, a spacious hallway leading to the bedrooms, and a living room and kitchen that connect naturally for everyday living and entertaining. Just off the garage, the laundry room and mudroom create a practical drop zone for shoes, bags, beach gear and everything else that helps keep the main living spaces organized. The fenced backyard has its own personality, with an outdoor fire pit, established vegetable gardens, a huge fig tree and an additional garden shed for tools, bikes and outdoor storage. It is the kind of yard that already feels lived in, cared for and ready to enjoy. Location adds another layer to the lifestyle. Iconic 67 Steps Beach is within walking distance for those incredible sunsets over Long Island Sound, while Greenport's coffee shops, restaurants and village destinations are close enough that grabbing your morning coffee does not always have to involve getting in the car. It is a home that combines comfortable everyday living with gardens, outdoor spaces and one of the things that makes Greenport so special: the ability to enjoy the beach, the village and the North Fork lifestyle right outside your door.

435 Sound Road, Greenport

$599,000

2 Beds ⋅ 2 Baths ⋅ 1038348 MLS

Welcome to easy North Fork living in Pheasant Run. This spacious 2-bedroom, 2-bath condominium offers a comfortable single-level layout with vaulted ceilings and abundant natural light. The home features a bright kitchen with ample cabinetry, a dining area with built-in window seating, and a generous living room with direct access to the rear deck and lawn. The primary bedroom includes a private full bath, while a second bedroom and full bath provide flexibility for guests or a home office. A full basement offers substantial storage and additional possibilities. Enjoy central air, a private outdoor space, and the ease of condominium living, all just minutes from Greenport Village, beaches, wineries, restaurants, shopping, and everything the North Fork has to offer.

1235 Calebs Way Unit #G25, Greenport

$1,250,000

3 Beds ⋅ 3 Baths ⋅ 1039485 MLS

Classic Georgian Colonial set on approximately 0.47 acres, enhanced by mature spruce trees that offer natural privacy. The first floor features a welcoming living room with brick fireplace, formal dining room, family room, eat-in kitchen, conveniently located powder room, and access to the one-car garage. Upstairs are three bedrooms, including a spacious primary suite with private bath and large walk-in closet, plus two additional bedrooms sharing a full hall bath. A full basement with a separate entrance provides additional space and flexibility. A wonderful opportunity offering a traditional layout, generous property, and timeless Colonial character.

515 The Greenway, East Marion

$3,250,000

3 Beds ⋅ 2 Baths ⋅ 1038472 MLS

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.

380 The Strand, East Marion

$1,175,000

4 Beds ⋅ 3 Baths ⋅ 1037504 MLS

Pool, private beach access and the North Fork lifestyle—all in one Greenport property. Set on approximately one-third acre, this spacious Cape offers 4 bedrooms, 2 full baths and approximately 2,400 square feet of above-grade living space, surrounded by mature landscaping and exceptional outdoor amenities. The private backyard is designed for summer living and entertaining, centered around an in-ground swimming pool, expansive outdoor areas and a secluded firepit setting. Just beyond home, enjoy private community beach access (Sterling Eastern Shores)—an increasingly rare amenity and the perfect setting for swimming, relaxing by the water and unforgettable Greenport sunsets. Inside, generous living spaces include a fireplace living room, separate den, open kitchen and dining areas, large bedrooms, first-floor laundry and flexible home-office space. The layout provides room to gather as well as plenty of space to spread out. A substantial finished lower level with separate exterior entrance provides additional flexible-use space, including laundry, a renovated bath and additional finished rooms. An oversized workshop adds even more versatility for hobbies, projects and storage. Whether you’re looking for a year-round North Fork home or a weekend retreat, this home offers a combination that’s difficult to duplicate space, privacy, a swimming pool, private beach access and the Greenport lifestyle.

130 Tasker Lane, Greenport

$1,395,000

3 Beds ⋅ 3 Baths ⋅ 1036264 MLS

Orient-by-the-Sea - Exceptional North Fork Living-Located within the sought-after soundfront community of Orient-by-the-Sea, this meticulously maintained Nantucket-style farmhouse offers the ideal blend of comfort, privacy, and charm. Residents enjoy access to a deeded association beach and park, complete with a stone path and picnic area just around the corner. A covered mahogany wraparound porch welcomes you into a bright, open interior filled with natural light. Gleaming wood floors enhance the living room with gas fireplace, while the dining room opens to a spacious 465-square-foot deck - perfect for outdoor dining and entertaining. The inviting kitchen features stainless steel appliances and a delightful breakfast nook. The first-floor primary suite offers direct porch access and a generous private bathroom with a walk-in shower and soaking tub. A laundry room and powder room complete the main level. A separate staircase leads to a spacious great room, ideal for gathering with family and friends, working from home, or creating a flexible recreation space. Upstairs are two comfortable guest bedrooms and a full bathroom. Additional feature includes an attached two-car garage. The full basement adds to the storage space and allows for potential future expansion of the living space. Set on nearly an acre, the level property offers a serene landscape with sweeping lawn, mature specimen plantings, abundant privacy, and ample room for a swimming pool. The Cross Sound Ferry, Orient Beach State Park, and Duryea's Orient Point are all nearby. A rare opportunity to enjoy year-round or seasonal living in one of Orient's most coveted North Fork communities.

870 Parkview Lane, Orient

$629,900

1038007 MLS

Welcome to 400 Aquaview Ave, East Marion, a rare opportunity to create your own North Fork retreat in desirable East Marion. Situated on approximately 0.56 acres, this vacant parcel offers a wonderful setting for those looking to establish a home in one of the East End’s most charming coastal communities. The lot sits around 150ft x 175ft affording ample space for a generous sized home, pool and outdoor entertainment space. The property fronts Aquaview Ave but also extends to Circle Dr W for if creating a nice private drive is in your vision. Surrounded by the natural beauty and relaxed atmosphere that define the North Fork, the property provides an exciting opportunity to bring your dream home to life. Just a short walk away you'll find access to sound beaches at the top of Rocky Point Road, Kontokosta Winery, Greenport Village, Orient Point Ferry and all the beauties of the North Fork.

400 Aquaview Avenue, East Marion

$825,000

3 Beds ⋅ 2 Baths ⋅ 1037952 MLS

Charming Greenport Village Getaway Enjoy the best of the North Fork from this inviting 3-bedroom, 2-bath home, perfectly located near all that Greenport Village has to offer. Stroll to Mitchell Park, waterfront dining, restaurants, shops, and the Shelter Island Ferry, or spend the day exploring nearby vineyards and Greenport Harbor Brewing Company. A wonderful opportunity to enjoy the relaxed charm, walkability, and vibrant lifestyle of Greenport Village—close to everything, yet your own peaceful retreat.

429 Kaplan Avenue, Greenport

$799,000

2 Beds ⋅ 2 Baths ⋅ 1036090 MLS

Enjoy Exceptional Water Views from this Second-Floor, 2-Bedroom, 2-Bath Condominium Featuring a Spacious Storage Loft and Private Deck Overlooking the Waterside Lawn and Bay. Cleaves Point Condominium Is Beautifully Situated on 13 Waterfront Acres at the End of Shipyard Lane in East Marion. Community Amenities Include a Private Bay Beach, Marina with Docking, Swimming Pool, Clubhouse with Gym, Tennis, Pickleball, Basketball, Community Garden, and More. Conveniently Located Near Island’s End Golf, Greenport Village, and All That the North Fork Has to Offer. Low Taxes Further Enhance This Outstanding Opportunity. Estate Sale. Sold “As Is”.

2820 Shipyard Lane Unit #1B2, East Marion

$950,000

2 Beds ⋅ 2 Baths ⋅ 1035706 MLS

Orient By The Sea —North Fork living at Its Best- Located in the sought-after Orient By-The-Sea community, this charming two-bedroom, two-bath expanded ranch offers the ease of one-level living on a private, level, shy-acre property. With a deeded association beach and park just around the corner, this is a wonderful opportunity for both year-round and vacation living. The spacious, light-filled great room is the center of the home, with doors opening to an expansive patio with a retractable electric awning. Designed for outdoor living and entertaining, this inviting space overlooks the landscaped, park-like grounds and offers ample room for a swimming pool. The interior features two bedrooms and two full baths, including one with a generously sized walk-in shower. Additional living spaces include a welcoming dining room, comfortable living room, updated kitchen with a breakfast nook, and convenient laundry access. The home’s easy layout and abundance of natural light create a warm and inviting atmosphere throughout. The 1-car garage offers space for storage or future expansion. Enjoy all that Orient and the North Fork have to offer, with the Cross Sound Ferry, Orient State Park, and Duryea’s Restaurant just minutes away. The beautifully maintained association sound beach is a neighborhood treasure, featuring a stone path and picnic area, perfect for relaxing by the water, gathering with friends and family, and enjoying spectacular North Fork sunsets. A special opportunity to live, relax, and enjoy the North Fork lifestyle in one of Orient’s most desirable communities.

395 Uhl Lane, Orient

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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.