ML# :861088   This c.1890 Greenport Village gem boasts 3 bedrooms, 2.5 baths plus a detached studio apartment. Set in the heart of the historic district, it merges many distinctive original details with thoughtful modern updates. A beautifully planted enclosed rear garden with deck and patio, perfect for relaxing and entertaining, leads to a renovated barn which features a 2-car garage and the spacious studio apartment. The main residence’s generous ground floor living spaces include a front parlor and living room with original pocket doors, dining room, powder room, and a large renovated kitchen centered on a 48 Capital gas range. Upstairs there are three bedrooms and two full bathrooms, including one en suite. Refinished original wood floors add warmth and character throughout. The restaurants, shops and waterfront of the maritime village are just a few blocks away from this refined and peaceful retreat.

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# :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# :896713   Own a Rare Piece of Greenport’s Main Street History- Step into The Hommel House, a 3 bedroom cherished Greenport landmark built in 1903. This Craftsman beauty retains all of its original character—warm wood details, inviting light-filled rooms, and a sense of timeless grace—while offering thoughtful updates for today’s lifestyle. A welcoming cook’s kitchen sits at the heart of the home, and the newly refreshed primary bath echoes the original 1903 style, complete with a clawfoot tub. Lush plantings of Privet and Rose of Sharon create a sense of seclusion, making you forget you’re right in the heart of Main Street. In summer, enjoy your morning coffee from the screened-in front porch as the sun rises, and savor the evening glow watching the sunset from the private back courtyard. Cool off in the outdoor shower after the beach, and work from home in an amazing outbuilding set up as an office/yoga studio. Rich in charm, history, and heart, this happy home is ready to welcome its next chapter.

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# :898986   Welcome to 395 Linnet Street, also known as 806 Linnet Street, Southold – ideally located on the Greenport border.Location truly is everything, and this charming, well-maintained ranch offers a wonderful opportunity for affordable North Fork living. With a desirable open-concept layout, the home is perfectly suited to today’s casual, easygoing lifestyle.The single-level design highlights the expansive backyard, ideal for entertaining, relaxing, or soaking in the peaceful surroundings. Inside, you’ll find 3 bedrooms and 2 full baths on the main floor, updated eat-in kitchen, additional two bedrooms and two bathrooms in a fully finished basement with an outside entrance (OSE), providing flexible additional living space – perfect for larger or extended families, guest quarters, or recreation.Enjoy proximity to bay beaches, local parks, the historic Greenport waterfront village, LIRR, Hampton Jitney, and all the charm, vineyards, Restaurants, and coastal beauty the North Fork is known for.

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.