ML# :839291   Nestled in a quiet corner of Greenport Village, this rare new construction home offers both a peaceful setting and easy access to everything the Village has to offer. Inside, the main floor features open-concept living with large windows and high ceilings, spacious kitchen, separate living and dining areas, and powder room. Upstairs are three bedrooms and two full baths, including a generous primary en-suite bathroom. Outside, you’ll discover your own private oasis and a level of privacy that’s nearly impossible to find in this location.

ML# :813226   Perched above the water with expansive views of Greenport Harbor and Stirling Basin, 123 Stirling offers modern luxury on one of Greenport Village’s most beautiful streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry and ground floor maritime space with an additional half bath. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 8 features three bedrooms, two full baths and one half bath. Open concept kitchen / dining / living room. 500 sq ft maritime space with additional half bath and 224 sq ft of waterside balcony space. Sale is subject to terms & conditions of an offering plan. Additional information: Appearance: New

ML# :892479   A Creative Sanctuary in the Heart of Greenport.Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable.Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the Town of Southold — a rare buffer that offers both tranquility and an enduring sense of privacy.It’s less than a 15-minute stroll to 67 Steps Beach on the Long Island Sound and the vibrant heart of the village — including shops, galleries, restaurants, the North Fork Arts Center / movie theater, and the Greenport LIRR. Just a short bike ride away are Norman Klipp Park/Gull Pond Beach, 5th Street Beach, and the waterfront Kontokosta Winery. You’ll also find several nearby noteworthy wineries and farm stands that define the North Fork lifestyle.Inside, the home features three spacious bedrooms and two recently-updated full bathrooms, along with a wood-burning fireplace and original 1956 details that exude character. A separate 400 sq ft studio/office with vaulted ceilings, skylight, and radiant heated floors offers the ideal space for creative work, yoga, or lounging.Out back, the private garden and gravel patio were designed by Manscapers NY and feel like an outdoor room — complete with lounge chairs, shaded dining under mature trees, string lights, and layers of thoughtfully placed perennials, ferns, and herbs. It’s the perfect spot to gather with friends, grill, or unwind and watch the sunset.Whether year-round or as a weekend retreat, this is a home that invites creativity, connection, and calm — all just minutes from Greenport Village and the sea.

ML# :3587738   Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining area. The large elevated waterside deck offers easy access, perfect for entertaining or simply soaking in the beauty of your surroundings. The main level accommodates two spacious bedrooms and a full bathroom, while the second level is dedicated entirely to a luxurious primary bedroom complete with an ensuite bathroom and a private waterside balcony-ideal for enjoying quiet moments overlooking the water. Don’t miss this incredible opportunity to own your slice of heaven on the North Fork!

ML# :3572634   This chic, stylish Greenport Village home, was built with a nod to the Brooklyn Brownstone. Stunning new construction features cedar shake shingles and an artisan’s touch throughout. Surrounded by comfort and convenience, including a built-in EV charging hookup, a gorgeous studio shed in the fenced and fabulously landscaped backyard. 3 spacious bedrooms, 3 1/2 baths, and an entertainer’s kitchen. This light-filled, sexy stunner is just a short stroll to the library, farmers markets and the many restaurants, bars, and charming shops of Greenport Village., Additional information: Appearance:MINT+++

ML# :869285   Welcome to August Acres – A Tranquil Retreat Near GreenportNestled just a short distance from the charming Village of Greenport. This colonial-style home offers a perfect blend of comfort and convenience. Situated in a quiet and serene location, this beautifully maintained property is move-in ready and ideal for both relaxation and entertainment.The first floor features a spacious living room, an inviting eat-in kitchen, a formal dining room, and plenty of closet space. A conveniently located laundry room and a half bath complete this level.Upstairs, the home boasts four generously sized bedrooms, including a primary suite with its own bath, along with an additional full bathroom.Step outside to enjoy a wonderful backyard—perfect for summer gatherings, outdoor dining, or simply unwinding in your own private retreat.The private association bay beach is a short distance from this home. It is wonderfully peaceful, with the soft sand beneath your feet and the waves gently lapping at the shore. The perfect spot to relax and soak in the beauty of the water.Don’t miss the opportunity to make August Acres your new home!

ML# :812808   Desirable West Dublin locale - an absolutely ideal location in Greenport Village: only three short blocks to bay beach, four blocks to school and six blocks to the center of all the Greenport action - entertainment, fine and fun restaurants, shops and more! Classic Arts & Crafts, renovated but retaining the charm of the architectural style. Light and bright throughout, open plan that flows from the sunny fully closed-in porch to the living room, dining room and kitchen. Hardwood floors throughout, two bedrooms, full bath with a generous linen closet. Full basement that is only waiting for your imagination. Long driveway and detached garage affords off-street parking or possibly a great playroom! Back yard is deep and offers many outdoor possibilities including room for a pool... Price adjustment...$799, 000

ML# :857635   Nestled on a generous lot in the heart of Greenport Village, this charming farmhouse offers the perfect blend of character, convenience, and potential. The location is ideal, just blocks from the beach, the Jitney, LIRR, and the vibrant shops and restaurants of the village. A classic wrap-around porch welcomes you into a sun-filled home featuring four bedrooms, two baths, village utilities and room for a pool. A great opportunity to secure a timeless village home—ready for its next chapter.

ML# :863312   Discover the rare opportunity to own a cleared 1.48-acre flag lot, ideally situated 331 feet off the Main Road, offering ultimate privacy while remaining close to everything the North Fork has to offer. This set-back parcel is enveloped by preserved land, creating a serene and secluded setting for your future home. With the potential to accommodate a 4, 000+ square foot residence, complete with a pool and additional structures such as a barn/artist studio, pool house, or garage, this property offers exceptional flexibility for your vision. Utilities abut the property, streamlining the building process. Enjoy the best of both worlds—peaceful privacy and prime proximity—just minutes from Greenport Village, renowned beaches, and celebrated vineyards. Whether you’re planning a year-round estate or a luxurious weekend getaway, this is a canvas ready for your custom build. Don’t miss this unique opportunity to create your dream home in one of the North Fork’s most desirable locations.

ML# :828349   (Home address on google maps and GPS know as 817 Flint Street) Don’t miss out on a chance to own a home on Long Island’s North Fork. This home is nested close to Greenport Village, this two story home features 3 bedrooms, 2 baths, eat in kitchen, wood finished floors through out the house. Close to shops, restaurants, transportation, schools and beaches. Sale is AS IS Don’t miss a chance in owning your home in the North Fork area. No Showing. Drive-by-only. Please do not disturb tenants.