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434 Main Street, Greenport

Amazing opportunity to own a historic Greenport Village building. Circa 1894 iconic auditorium and theatre building which is currently operating as the well known Goldin's Furniture store. This commercial building currently serves as fabulous retail space. In the past the building has been a local theatre, auditorium and law office. The unique architecture and rich history of this property seeks the buyer with vision and a dream to bring this
Status: Active

62675 County Road 48, Greenport

4 Beds, 5 Baths, 2,800 SqFt
This incredibly romantic jewel rests on 2.3 picturesque acres and has 190 feet of waterfront beach on the Long Island Sound. Amongst many noteworthy features are, an awesome waterside porch, 20x50 gunite saline pool, 4 bedrooms that include a master suite with a waterside balcony, 3 full baths, 2 half baths, eat-in-kitchen, den, 3 fireplaces, 2 car garage, full basement and amazing sunsets! Located in Greenport, surrounded by North Fork renowned
Status: Pending

120 Caiola Court, Greenport

5 Beds, 6 Baths, 5,053 SqFt
It's Your Turn To Own A Magnificent Luxury North Fork Retreat Home For Total Resort Style Living. This To-Be-Built Model Home Will Satisfy On Many Levels And Can Be Customized With All The Bells And Whistles & Upscale Amenities Throughout. Large Open Gourmet Entertainers Kitchen Features Granite Tops, Opens To Spacious Light-Filled Living Areas With High Ceilings. Wood-Burning Fireplace, Wood Floors, 5 Bedrooms, 5.5 Baths, Salt Water Pool
Status: Pending

1350 Bay Shore Road, Greenport

3 Beds, 3 Baths,
GREENPORT OASIS Custom designed ground-up renovated 3-floor, 3 bedroom, 3 bath home with water views from living spaces. Two wood burning fireplaces centered around multiple flex spaces allow for various set-ups for buyers. The interiors and exteriors of this home have been completely renovated with all new materials and super-insulation for energy efficiency. New wood floors throughout, central AC, custom luxury kitchen, large sliding glass
Status: Active

2055 Albertson Lane, Greenport

4 Beds, 6 Baths, 3,750 SqFt
A private tree lined drive leads you to this expansive new construction on a scenic and private 6.61 acres. This meticulously designed home features 4 beds, 6 baths, a generous open floor plan with 10ft high ceilings, oversized windows and incredible meadow views from nearly every vantage point. A generous deck located off the living area leads to your blue stone patio and heated salt water gunite pool. The primary bedroom has a walk-in closet
Status: Pending

19 Front Street, Greenport

Well maintained, beautiful, spacious storefront in the heart of Greenport featuring a 2nd floor apartment with water views towards shelter island and 2nd floor deck. Possible redevelopment opportunity, live work or turn key ready for your business. Call for details.
Status: Active

1825 Gull Pond Lane, Greenport

3 Beds, 2 Baths,
Open Views of Gull Pond and the Bay Beyond! Waterside Deck and Large Waterside Lawn! Deep Water Dock! Open Living Room/Dining Room with Fireplace and Great Views. East in Kitchen with Wood Burning Stove and More Great Views! A Special North Fork Find!
Status: Active

2345 Main Road, Greenport

4 Beds, 4 Baths, 5,053 SqFt
Built in the mid nineteenth century by David Gelston Floyd. "Favorite Place" on The King's Highway in Greenport is most distinguished in the way its destiny has been shaped by two of the most prominent North Fork families - the Youngs and the Floyds. When viewed from the Main Road opposite its intersection with Manhanset Avenue, the house appears as a grand Victorian cottage. It stretches fully 60 feet across its front with a depth of
Status: Active

63945 County Road 48, Greenport

2 Beds, 1 Bath,
Historic sound front cottage C1932 set on a very private estate parcel on 1.43 acres with 140 ft of private sound beach frontage. This cottage offers a sound front porch and a charming living room with vaulted ceilings with wood burning fire place, 2 bedrooms and a tongue and groove wainscoted dining room, eat in kitchen and new renovated bath. Central AC and New Oil burner and heating system installed last year. Wonderful opportunity to keep as
Status: Pending

520 Snug Harbor Road, Greenport

3 Beds, 4 Baths, 3,519 SqFt
Mid-Century home on Gull Pond, a deep water, protected harbor with access to Peconic Bay. Property features, bulkhead, dock, and waterside pool on coveted Snug Harbor in Greenport. Spacious and bright with water views from nearly every room. Wood burning fireplace, large, vaulted living room, sunroom, 2nd floor water side balcony, 3rd floor office/observatory, 2-bay garage, full basement with walkout workshop & bilco. 30' dock with 6' draft
Status: Pending

1984 August Road, Greenport

Make your dreams come true! 7.56 acres of raw land on the beautiful North Fork. Tons of acreage to give you flexibility to do as you please: whether you are looking to start a little homestead, need room for recreational activities, or you just want acreage for privacy- the opportunities are endless. Fantastic location and just a quick drive to local stores and restaurants.Do not miss out on this opportunity, schedule your showing today!
Status: Active

520 Green Hill Lane, Greenport

4 Beds, 3 Baths, 2,400 SqFt
Modern Farmhouse Style-New Construction Located In Eastern Shores-A Private Beach Community, This Amazing Home Features 4 Bedrooms, 2.5 Bath Home Features Top-Of-The-Line Craftsmanship & Detail In Every Way. Large Open Eat-In Gourmet Kitchen, Spacious Living Area With Fireplace, 2 Car Garage. Inground 20x40 Heated Pool, Outdoor Shower, And Patio For Entertaining. Partially Finished Full Basement. Call Now To Customize.
Status: Pending

502 Front Street, Greenport

5 Beds, 3 Baths, 4,000 SqFt
Seamlessly blending the best of farmhouse and Victorian architecture, this stylish and airy home is perfectly situated in the heart of Greenport Village. With 5 beds and 3 baths, the generous floor plan features oversized floor to ceiling windows, 11 foot ceilings, original wood flooring, period moldings and is flooded with natural light. With multiple living spaces and 2 kitchens the property has incredible versatility as a single family or
Status: Pending

290 Bayview Avenue, Greenport

4 Beds, 4 Baths, 2,500 SqFt
Nestled in Greenport is a Brand new construction modern farmhouse with water views of Hashamomuck Pond. Watch the sunset from your front porch. Easy access to paddle boarding, kayaking and swimming. Boasting 4 br, 3.5 bath with double masters with en-suites first and second floors.the open floor plan, allows for views from the kitchen and living rooms well as both masters. This home also has central ac, upstairs office, hardwood floors
Status: Pending

58425 North Road 48, Greenport

3 Beds, 2 Baths,
This beautiful Expanded Cape features 3 bedrooms, 2 full baths, and a driveway with up to 3 cars. Enjoy the spectacular waterfront view and the cozy master bedroom with an updated Balcony with private beach view. Also features a brand new wrapped-around porch with a sliding glass door from the living room. Other great features are Eat-In Kitchen, Updated Heating System, and updated Windows.
Status: Active

13 Stirling Cove # F, Greenport

2 Beds, 2 Baths, 1,300 SqFt
Coming Soon: Greenport, North Fork: Stirling Cove Condo - waterside end unit overlooks harbor, beach and 'cottages'. NEW to market with inspirational views from every room! Coveted unit in the heart of Greenport Village w/new, luxurious kitchen and stainless steel appliances; spacious living room w/wood burning fireplace, dining room w/vaulted ceiling and views to Shelter Island. Generous en-suite bedroom w/full bath and dressing room +
Status: Coming Soon (Jan 27th, 2022)



The hamlet of Greenport, which is in the Town of Southold and is also home to the incorporated Village of Greenport, is the most popular and well-known hamlet on the North Fork of Long Island.

Because of its deep and protected harbor, Greenport was a major whaling and ship building port in the 18th and 19th Centuries. By the mid 1800s, the fishing industry employed thousands. The Long Island Railroad arrived in 1844 and was a driving force in the development of Greenport and the North Fork, as local farmers used the railroad to ship their harvest to markets. Greenport became an oyster hub in the early 1900s and, at one time, there were more than a dozen oyster factories.

As the oyster industry began to shrink, Greenport transformed itself once again and became one of the premiere vacation destinations on the eastern seaboard. Historic homes, a nod to Greenport’s rich past, line the streets and avenues of the small village which features many boutiques, shops, restaurants, B & B’s, hotels and even its own micro-brewery. Mitchell Park, overlooking historic Greenport Harbor, features a marina, an antique carousel and public dock space. The park is also home to free concerts and theatrical performances.

Throughout its long history, Greenport has been known by several different names, including Winter Harbor, Stirling, and Green Hill. At a public meeting in 1831, residents officially adopted the name Greenport.

The Village of Greenport is the North Fork’s only incorporated village. It has its own mayor, as well as its own water, sewer and electric. Beyond the borders of the Village there are sound- and bay-front beaches, both public and private, as well as many beautiful homes.

Greenport Kids attend the K-12 school on a campus located on the west end of the village.

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