Greenport Real Estate

Welcome to Greenport, New York – a charming coastal village nestled in the heart of Suffolk County. Known for its picturesque waterfront views and vibrant community, Greenport is not just a great place to live; it also boasts an exceptional school district that prioritizes educational excellence.

The Greenport School District serves students from pre-kindergarten through high school, providing a nurturing environment that fosters both academic and personal growth. With a commitment to small class sizes, dedicated educators, and a diverse curriculum, the district ensures that each child receives the attention and resources they need to thrive. The schools are equipped with modern facilities and technology, enhancing the learning experience and preparing students for future success.

In addition to a strong academic foundation, Greenport School District emphasizes the importance of extracurricular activities. Students are encouraged to explore their interests through a variety of sports, arts, and clubs, promoting well-rounded development and community engagement. The district also values parental involvement, creating a collaborative atmosphere that strengthens the bond between families and schools.

Located just a stone's throw away from the scenic beaches and quaint shops of Greenport, families can enjoy a rich lifestyle that combines education and leisure. The community is known for its welcoming spirit, making it an ideal place for families to settle down and grow.

If you’re considering a move to Greenport, you’ll find not just a home but a supportive community and an outstanding educational environment for your children. Discover the charm of Greenport and the exceptional opportunities that await in its school district!

Newest Listings in Greenport

$699,000

2 Beds ⋅ 1 Baths ⋅ 1047466 MLS

Tucked away on one of the most coveted streets in Greenport Village, 216 Broad Street is a classic two-bedroom farmhouse just waiting for its next chapter to begin. If you’ve been dreaming of a creative project where you can build equity and put your personal stamp on a piece of North Fork history, this is the "diamond in the rough" you’ve been searching for. Stepping inside, you’re greeted by the warmth of original wood floors and the kind of architectural character that simply can't be replicated in new builds. The layout feels cozy yet functional, featuring a large pantry that offers incredible potential for a custom culinary space. Out front, the adorable porch is the perfect spot to sit with a morning coffee and soak in the breeze, while the expansive, private backyard serves as your own secret garden. The property even includes an accessory building—a blank canvas waiting for your imagination to turn it into a studio, workshop, or a unique garden retreat. Opportunities like this in the heart of Greenport are few and far between, so don't let this one slip away.

216 Broad Street, Greenport

$789,000

3 Beds ⋅ 2 Baths ⋅ 1043515 MLS

Opportunity knocks in Southold, one of the North Fork's most desirable locations. Bring your vision and unlock the potential of this well positioned home. Set on .60 acres, with room for a pool and just a short stroll from Southold Town Beach, this 3 bedroom, 2 bath home has good bones and offers the perfect foundation for a stunning North Fork transformation. Highlights include a dramatic sunken living room with vaulted ceilings and a wall of windows, a wood burning fireplace, dining area with access to a wrap-around rear deck, a main floor primary with ensuite, bonus room with closet, wet bar, sunroom, and walk-out basement offering a ton of potential and access to the garage. Hardwood flooring throughout the main level. While the kitchen and baths are original, the roof and electrical box are new and the home's appealing layout creates an exceptional opportunity for investors, renovators, or buyers seeking to create their dream North Fork retreat. Enjoy easy access to beaches, wineries, farm stands, marinas, and Greenport Village. Offered as-is.

455 Stony Shore Drive, Southold

$1,675,000

4 Beds ⋅ 3 Baths ⋅ 1047439 MLS

Located in the quaint town of East Marion this beautifully appointed ranch offers effortless one level living. Set on an acre property, bordering preserved land, this renovated home has been thoughtfully designed with four bedrooms, two of which are ensuite and three full bathrooms. Step inside to an open, light-filled layout where the kitchen flows seamlessly into inviting living room with fireplace and a dining room with vaulted ceiling. There is also a seamless flow between indoor and outdoor spaces-Step outside to a manicured yard with a Gunite heated saltwater pool, a serene private fenced backyard bordering preserved land - a peaceful and tranquil retreat-just moments to Rocky Point Beach, Greenport Village’s shops, restaurants, transportation and the North Fork’s best wineries and farm stands. This is North Fork living at its finest.

2737 Rocky Point Road, East Marion

$500,000

1047008 MLS

Build your dream home near the beach! This .24 acre parcel offers a great opportunity to create your own retreat, just 3 miles from town. Enjoy deeded beach rights and the convenience of being close to local shops, dining and amenities, while still enjoying a private setting. A rare opportunity to own land with beach access—bring your vision and make it your own!

1400 Bay Shore Road, Greenport

$2,200,000

5 Beds ⋅ 4 Baths ⋅ 1043780 MLS

Immeasurable charm in the heart of Greenport Village. Beautifully updated while retaining much of its historic character, the main house features three bedrooms and three full baths, a handsome kitchen flooded with natural light, high ceilings, restored pocket doors, and original period moldings. At the rear of the property, a charming two-bedroom guest cottage with a full bath and kitchen provides wonderful flexibility for hosting or additional living and work space. Outside, the pool is tucked into beautifully established gardens, complemented by a bluestone patio and extensive mature landscaping that give the property a remarkable sense of privacy and place. All of this just moments from Greenport's downtown waterfront and some of the North Fork's best restaurants, shops, and waterfront destinations, with beaches, farm stands, and vineyards all within a mile.

611 1st Street, Greenport

$4,500,000

3 Beds ⋅ 2 Baths ⋅ 1047292 MLS

At the end of a secluded, private one-mile road, where the land meets the Long Island Sound, this newly renovated modern beach house offers breathtaking views, refined design, and total privacy. Set on two-thirds of an acre and surrounded by two 30 acre privately owned parcels of land, one of which is entirely vacant, the home features over 100 feet of private beachfront with a naturally sloped path leading to the shore. Every inch of this residence is bathed in natural light and designed to celebrate its stunning surroundings—from the expansive great room with white oak flooring and gas fireplace to the vaulted dining area and sleek kitchen with a gas stove and integrated workspace. The primary suite includes a spa-inspired bath with a sauna, shower, and bidet, while the additional first floor bedroom has an en-suite bathroom with a second floor bedroom as well. There is a full fitness center in a finished basement with heat and central air conditioning with walk out stairs to the pool area. All new Pella black-framed windows perfectly frame the Sound, with nearly every room offering unobstructed water views. Outside, lush landscaping and vibrant hydrangeas surround a 50’ x 8’ heated saltwater gunite pool with an automatic cover and stone patio, creating a peaceful outdoor retreat ideal for both entertaining and everyday living. The white board and batten siding, matte black metal roof, and detached one-car garage complete the clean, modern aesthetic. With porcelain tile sunroom floors, low taxes, and deeded road rights with private gate, this is a rare opportunity to own a fully renovated waterfront home with unrivaled serenity, where the sunsets, sea breeze, and silence feel like your own private oasis.

38099 Main Road, Orient

$864,200

3 Beds ⋅ 2 Baths ⋅ 1041851 MLS

Built in 1910, this classic Greenport Village farmhouse offers something that is becoming increasingly hard to find in the Village by having an extra wide, extra deep lot with the space to truly create the backyard lifestyle you have been wanting. With an outdoor fireplace under the stars, long summer dinners, gardens, entertaining space, and afternoons spent soaking up the sun before heading down to 6th Street Beach at the end of the road to cool off with the breeze off the water. Inside, the home retains original woodwork and that inviting farmhouse feel. With a surprisingly adaptable floor plan this house has an open layout. The front living room flows through the dining room and into the large farmhouse kitchen, creating a direct sightline all the way to the backyard. Morning light fills the kitchen, which opens naturally to the outdoor space and makes the yard a great space for outdoor dinners after having lunch at the beach. A generously sized bedroom on the main floor is in demand, while the second level offers an excellent opportunity to create a modern primary en-suite. That adaptability is one of the property's strongest features. Many homes from the early 1900s have floor plans that can be difficult to rework, but this home offers a layout and lot size that provide far more freedom to personalize and improve. Then there is the location. From here, Greenport Village is yours to enjoy, with easy access to the movie theater, IGA, restaurants, shops, Mitchell Park and Marina, the waterfront, and the energy that makes this Village such a special place. For someone who appreciates original character but wants the opportunity to create a home around today's lifestyle, this is an exciting chance to reimagine a classic Greenport farmhouse and make it entirely your own.

410 6th Street, Greenport

$2,250,000

3 Beds ⋅ 2 Baths ⋅ 1035595 MLS

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.

1945 Village Lane, Orient

$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

$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

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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.