Calling Investors! This sought after 2 bedroom, 1 Bath Unit in Driftwood Cove is in Need of TLC and Priced to Sell! Unit square footage is an estimate and not verified.
Presenting a rare waterfront property in Greenport, for the serious boater. This remarkable home features over 150 feet of waterfront on protected Stirling Harbor, offering the deep water dock space you've been waiting for. The luxury floating dock can easily accommodate oversized vessels, making it ideal for large yachts. Less than 3 years old, it has both 85 feet and 30 feet deep-water sides and is fully serviced with 200 amps of power and internet. Plenty of space for multiple boats, kayaks and friends to pull up waterside. Stirling Harbor offers big-boat access with an 8 foot maintained channel and calm water protection. Also perfect for quick runs to Gardiners Bay and Shelter Island. This very spacious 4-bedroom, 3-full bath home is in excellent condition and boasts wood floors throughout, an open floor plan, fireplace and central air conditioning. At the heart of the home is a sleek chef's kitchen with stainless steel appliances, kitchen island and a separate sunken dining room with direct water views. Step into the modern living room with fireplace, offering seamless indoor outdoor living with a large waterfront deck perfect for al fresco dining. First floor also boasts 3 large guest bedrooms with closets, 2 spa bathrooms, a laundry room and an oversized garage. The spacious second floor primary suite includes a living area, ensuite bathroom, walk-in closet and private walk-out balcony, perfect for enjoying the serene harbor views. Master suite could also double as a separate guest quarters, offering plenty of space for a large family. Beyond the unparalleled boating amenities, the property offers a prime Greenport location. You can easily bike to sandy beaches, award-winning vineyards or take a leisurely stroll into the charming Greenport Village full of restaurants, galleries, movie theater, fitness studios, fine shopping and ferry to Shelter Island and Hamptons. Greenport offers an easy commute (99 miles) to NYC via LIRR train or Hampton Jitney bus. Room for a future in-ground pool. This property offers a unique opportunity for those seeking a luxurious waterfront lifestyle with direct access to superb boating. Schedule a private viewing before this rare opportunity has left the dock!
This 3-bedroom, 1-bath home is well built with a functional layout, ample light, and hardwood floors throughout—making it a great opportunity for someone looking to put their own touches on a solid home with plenty of potential. The main level features an open living area, eat-in kitchen, bright sunroom, and a first-floor bedroom, with two large, bright bedrooms upstairs. A full basement and detached garage provide additional storage or workspace. Located close to all the amenities and attractions of Greenport, this home offers convenience and flexibility in a desirable setting.
Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering true farmstead character. A large, established two thirds of an acre vegetable garden and an active farm stand highlight the property’s agricultural potential, while the watering hole rises and falls with the rains. Whether you choose to reimagine, repurpose, or preserve this unique homestead exactly as it is, the possibilities are abundant. Please do not walk the grounds unattended.
Greenport Colonial Close To Village. This inviting Greenport Colonial offers 4 bedrooms and 3 full baths, blending comfort with a prime location. Set on a spacious lot, the home features a welcoming front yard, a fenced backyard with newly refinished hardwood floors, and a new deck-ideal for summer gatherings. Conveniently located close to Greenport Village, you’ll enjoy easy access to shops, restaurants, public transportation, golf, beaches, vineyards, breweries, the North Ferry, and local schools. Whether as a year-round residence or a seasonal getaway, this property provides the perfect balance of lifestyle, location, and leisure in the heart of the North Fork.
Location, location sits this sun-filled post modern masterpiece an exceptional new construction home in one of Greenport’s most sought-after communities deeded beach access to cleaves point estate with boat slips . Offering approximately 5,200 sq ft of luxury living, this residence showcases quality work, custom moldings, custom paint and light fixtures, state-of-the-art baths, and soaring ceilings throughout. The home features four spacious bedrooms complete with en suites, including a first-floor suite and an additional upper-level primary. A custom staircase, wide-plank hardwood floors, and an open floor plan lead to the gourmet eat in kitchen with Miele appliances, sleek quartz countertops, and custom cabinetry. The living and dining areas are anchored by a modern fireplace, while the full finished basement with walk-out access provides flexible additional living space. Bathrooms include premium finishes such as a pedestal baths, and the home is enhanced by smart-home technology. Exterior highlights include bluestone porches and patios with granite stone veneer, a heated automated concrete pool with vinyl liner, and premium construction features such as cedar siding, a charcoal standing seam metal roof with lifetime warranty. Set on a beautifully landscaped third of an acre, this property offers close proximity to Greenport Village, beaches, marinas, vineyards, restaurants, and farm stands, plus deeded beach access, boat slips, and the Islands End Golf Course. Don't miss this opportunity to make this home yours, won't last!
Charming Village Colonial in the Heart of Greenport! Nestled on one of Greenport’s most sought-after streets, this beautifully maintained Colonial blends historic charm with modern comfort. Featuring approximately 1,800 sq ft of living space, this home offers 5 bedrooms, 2 full baths, and inviting living areas filled with natural light. The updated kitchen boasts stainless-steel appliances, stone countertops, and custom cabinetry perfect for entertaining or everyday living. Enjoy a seamless flow from the dining area to the cozy living room, complete with original details and hardwood floors throughout. The home also includes a full basement, private driveway, and a detached garage for added convenience. Outside, the landscaped yard and patio provide the ideal setting for summer gatherings, gardening, or quiet relaxation. Located just moments from Greenport Village shops, award-winning restaurants, beaches, and the LIRR, this property offers the perfect North Fork lifestyle. Whether as a year-round residence or a weekend retreat.
Welcome to this beautifully appointed single-family residence ideally situated just minutes from the charming village of Greenport. This home seamlessly combines modern amenities with classic coastal charm, offering an ideal retreat in one of Long Island's most sought-after locations. INTERIOR FEATURES: The home showcases a thoughtfully designed open-concept layout. The gourmet kitchen features white cabinetry, granite countertops, subway tile backsplash, and premium stainless steel appliances. The spacious living area is anchored by a cozy fireplace, while hardwood floors flow throughout. Multiple bedrooms offer comfort and privacy, complemented by updated bathrooms featuring glass-enclosed showers, stone tile walls, and granite countertops. OUTDOOR LIVING: The expansive property spans over half an acre and includes a stunning rectangular swimming pool, stone-paved deck, and extensive patio space perfect for outdoor entertaining. The well-maintained grounds feature trees in just the right places and privacy fencing, creating a serene outdoor sanctuary. ADDITIONAL AMENITIES: - Unfinished basement offering excellent potential for recreation space and ample storage - Dedicated laundry room - Ceiling fans throughout - Attached garage with paved parking LOCATION & LIFESTYLE: This ideally situated home is just a short drive from all the attractions that make the North Fork special: - Minutes from historic Greenport Village, featuring boutique shopping and acclaimed restaurants - Easy access to numerous award-winning North Fork wineries and tasting rooms - Quick drive to pristine beaches and waterfront activities - Proximity to year-round community events, including the Maritime Festival and Winter Wonderland - Active boating and fishing community with multiple marinas - Renowned farm-to-table dining scene - Art galleries and cultural venues - Regular farmers markets featuring local produce - Historic carousel and ice skating rink - Convenient access to the Hampton Jitney and LIRR This property offers more than just a home - it's an opportunity to embrace the coveted North Fork lifestyle, where coastal charm meets wine country elegance. Whether you're seeking a permanent residence or a weekend retreat, this location provides the perfect balance of peaceful living with easy access to vibrant community activities.
Beautiful and Spacious Soundfront Home with waterside gunite Pool. This rare no-bluff, direct soundfront property offers 3 bedrooms and 2 full baths, featuring a gunite pool and 180-degree panoramic sound views situated on .75 acre. Inside, you'll find modern finishes and an open-concept floor plan that create an inviting space perfect for both summer escapes and year-round living. Ideally located near local beaches, shops, and restaurants, this well-maintained home combines comfort, style, and convenience in one exceptional package.
Discover this meticulously renovated 3-bedroom, 2-bath corner property in charming Greenport, offering captivating water views and an expansive, beautifully landscaped garden. The elevated rear garden is a true sanctuary, featuring mature trees and a spacious patio that perfectly frames the picturesque Sterling Harbor, alive with sailboats and fishing vessels. A generous side garden, formerly an additional lot, provides exceptional privacy and ample space for a future pool or extensive landscaping, complementing the existing one-car garage. This restored home has been thoughtfully rebuilt, showcasing its original pine flooring and classic front porch. The inviting lower level boasts an open-concept kitchen and living area, complemented by a sun-drenched room with water views, separated by pocket doors—ideal for a formal dining room or a versatile third bedroom. A full bath on this level adds convenience. Upstairs, you'll find two comfortable bedrooms and a dedicated small office area, all overlooking the serene rear garden and waterfront. A second full bath completes the upper floor. Beyond the home, boating enthusiasts will appreciate the opportunity for a seasonal boat slip, conveniently located just two blocks away (available for an additional fee). The detached garage also presents an exciting opportunity for a workshop or a future pool house. This home has been thoroughly renovated including a Nevien gas hot water cast iron radiator system, all new plumbing, electric, new town sewer, new roof, new Andersen windows, new walls and insulation throughout. All of this is just a short stroll from the vibrant heart of Greenport village and the sandy shores of Manhasset Beach. Owner/Broker
This beautifully renovated 4 bedroom + den and office waterfront home (house is not in a flood zone) offers a seamless blend of modern comfort and timeless coastal style. Walkable to the village, beach, restaurants and jitney pick up! Inside, the expanded floor plan opens into spacious, light-filled living areas designed for both everyday living and entertaining. A first-floor ensuite bedroom adds convenience and flexibility. High ceilings and expansive windows frame the water views, filling the space with natural light. The custom chef’s kitchen features top-of-the-line appliances and flows easily into both formal and informal dining areas. The large living room includes a gas fireplace, game area, and a striking marine-lacquered wet bar complete with fridge/freezer adjacent to both pool and living areas. An additional den with water views offers a quiet retreat or extra space for guests. Outdoors, cedar fencing encloses a private backyard with a heated saltwater pool, areas for al fresco dining, and space to relax. Upstairs features two guest bedrooms sharing a well-appointed designer bath, tub shower combo. The primary suite has stunning water views, cathedral-ceiling, a separate sitting room/office, spacious dressing room, and a spa-like bath with soaking tub, large shower, and separate water closet with bidet. Stone steps lead through beach grass to a private dock—perfect for boating, kayaking, or paddle boarding. Located a few blocks outside Greenport village, yet tucked away from the crowds, and near one of the North Fork’s best bay beaches, this home offers the ideal balance of serenity and convenience. Also available furnished.
Beautifully Renovated and Expanded Farmhouse Near Greenport Village. This beautifully renovated and expanded classic farmhouse is ideally located near a waterfront vineyard and tasting room, several beaches, a boat launch, and two marinas. Greenport Village’s vibrant center with its shops and restaurants is just a short distance away. // The first floor offers inviting and versatile living spaces, including a comfortable living room with a fireplace and a chef’s kitchen designed to perfection. Featuring Thor appliances — including a six-burner stove and wine refrigerator — the kitchen provides ample space for everyone to gather. A formal dining room, a sun-filled den/sunroom, an office or optional fourth bedroom, and a stylish half bath complete this level. // Upstairs, the generous primary suite impresses with vaulted ceilings, a walk-in closet, and a luxurious bath with a double shower featuring both rain head and handheld fixtures. Two additional bedrooms and a spacious hall bath offer comfort for family and guests. // Step through the kitchen’s bi-fold glass doors to the outdoor deck, firepit, and private yard — with plenty of room to add a pool — creating the perfect setting for entertaining or relaxing in North Fork style.
A breathtaking waterfront estate on Long Island Sound is being offered for the first time by its original owners. The coastal beauty of the North Fork stands out as one of the most sought-after and picturesque areas on the East End! Nestled on nearly 2 acres, this 4,500 sq. ft. residence showcases exceptional views and over 200 feet of private waterfront. The spacious open floor plan features a junior primary ensuite on the first floor, complete with a separate private entrance and direct access to the backyard. The gourmet kitchen inspires culinary creativity with custom cabinetry, high-end appliances, and ample space for entertaining. Experience the joy of al fresco dining along the breezeway that leads to the inviting patio. The living room and dining room, enhanced by a central fireplace, bask in natural light. Upstairs, the primary bedroom offers a tranquil retreat, complete with a balcony and an ensuite bathroom that reveals breathtaking views. An oversized lounge, also with a balcony, effortlessly connects to the kitchen below via a private staircase, creating an ideal space for entertaining guests above. Additional bedrooms, a bathroom, and a bonus space with a terrace provide privacy and comfort for visitors. The large art studio upstairs, overlooks the outdoor custom kitchen, and dining area, stunning pool, spa, and shower inviting inspiration. The yard’s mature landscaping and expansive lawn create a welcoming atmosphere for unforgettable waterfront gatherings.
Exceptional opportunity in Greenport Village! Nestled in a location that perfectly balances convenience and charm, this 3-bedroom, 2-bathroom home on a 5,227 square foot lot offers an enticing proposition. With approved plans already in place, envision transforming this residence into a 3-bedroom, 2.5-bath layout, enhancing both its functionality and appeal. Situated just a block from the water and two blocks from the lively town center, 151 Central Avenue promises an unparalleled lifestyle. Recent renovations have meticulously restored the original clapboard siding, while the addition of new front and side porches beautifully complements the home's classic architecture. Inside, the residence awaits your personal touch, with structural work completed to pave the way for your dream design. The home features an unfinished basement with the original stonework foundation, showcasing an egress window that invites natural light and offers further development potential. This space can be transformed into a cozy retreat, a functional workshop, or any other space that fits your needs. This property represents a rare investment opportunity in a highly desirable area. Embrace the chance to complete the transformation of this classic residence, customizing it to reflect your personal style while maintaining its historic charm. Discover the potential of living in the heart of Greenport Village, where every day brings the promise of coastal beauty and vibrant community life.
Welcome to 73175 Main Road, Greenport. Fully renovated and will instantly make you feel at home. The house features three generously-sized bedrooms and two well-appointed bathrooms, providing ample space for relaxation and privacy. The thoughtful design and layout ensure a seamless flow from one room to the next, creating a sense of harmony and unity throughout the property. Room for a pool. One of the standout features of this property is its limited business zoning. This unique attribute opens up a world of opportunities for those who wish to run a business from home or explore other commercial ventures. Step outside and find yourself in the heart of Greenport, a vibrant community known for its rich history, cultural diversity, and friendly locals. The area offers a wide range of amenities, from trendy cafes and gourmet restaurants to boutique shops and outdoor recreational facilities. Whether you prefer a quiet stroll along the picturesque streets or a lively night out, Greenport has something to offer everyone. Come and experience the charm and potential of this gem for yourself. This could be the perfect place to start your next chapter!
Soaked in sunlight, and with water just a block away in nearly every direction, this charming Dutch Colonial is truly the ultimate beach house. The 3 bed, 2.5 bath home has been thoughtfully redesigned to bring effortless flow to the living spaces, where natural light pours through the oversized Marvin windows and across the solid oak flooring. The spacious primary en-suite offers a calm coastal retreat, while the outdoor deck is perfect for sunset dinners or late-night relaxing under the stars. The detached garage is ready for your creative touch – whether it be a studio, gar-bar or surf shack. If you are looking for the best of village AND beach living, this home is the perfect fit!
Renovated 1910 Colonial with Beautiful Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond,Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island, Breakfast Nook, 3 Bedrooms(Small one on First Floor, 2 On 2nd Floor), 1.5 Renovated Bathrooms. Separate Hotwater Heater, 2 Separate Driveways
This beautiful custom built 2 story home is located minutes from a deeded beach and downtown Greenport with shops, wineries, boating, and golf. This classic style home blends style and comfort. Features include first floor primary bedroom with its own full bathroom and walk in closet, chef's style eat in kitchen with sub zero fridge, Jenn Air oven, and center island, wide plank flooring, living room that shares a two sided gas fireplace with the den, sun filled sunroom/dining room, laundry room, and half bathroom. The second floor features 3 bedrooms, one of which is huge and could be used for entertaining, and a full bathroom. The home has a full basement with an inside and outside entrance. Extras include a generator, central vac, central a/c, and rear patio.
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.
Welcome to August Acres – A Tranquil Retreat Near Greenport Nestled 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!
Soundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, this unique property is part of the Eastern Sterling Shores community and is truly the Last of the Mohicans! Greeted by a welcoming circular driveway and situated atop a picturesque bluff, you'll enjoy captivating views and summer breezes. Stairs lead to an enchanting enclosed bungalow while your own private oasis awaits beyond and within just 40' of this pristine property are bountiful fish and lobster, ideal for the fishing enthusiast. At the center of this entertainer’s delight is an oversized living room accented with dramatic beamed ceilings, a stone wood-burning fireplace and custom built-ins. Four bedrooms, three full baths as well as an eat-in kitchen, formal dining room, all-season room, huge rear patio and attached 2-car garage, complete this special home. Located just a stone's throw to Greenport Village with fine-dining, shopping and ferry access, don't miss this incredible opportunity!
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.
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.
Designed for easy living, this thoughtfully crafted home features an open-concept layout that seamlessly connects the living, kitchen, and dining areas—ideal for daily relaxing and effortless entertaining. Upstairs, the primary suite offers a serene retreat with treetop views, while two additional bright bedrooms share a beautifully appointed full bath. Set along a quiet corner of the village, the property enjoys a private, wooded backdrop that enhances its sense of tranquility. A fully fenced yard invites outdoor living, while the covered front porch lends timeless charm and a classic North Fork welcome. Blending comfort, serenity, and proximity to village amenities, this home captures the essence of Greenport living while remaining unique in its peaceful setting.
This beautiful Queen Ann Victorian home includes a priceless location in the heart of Greenport Village. Built in 1897, many of the fine architectural detail in this home is still present today. There are 5 bedrooms in which three of them are ensuites. The property is loaded with gorgeous specimen plantings. There is a large barn behind the pergola covered courtyard. This home makes a perfect Bed and Breakfast (formerly Rubys Cove) with front and back staircases, large parlor rooms and an updated kitchen. Bay Avenue is an amazing location just steps to Main and Front Street shops, fine restaurants, and all transportation., Additional information: Appearance:Excellent,Interior Features:Lr/Dr,Separate Hotwater Heater:y

Greenport is located in New York. Greenport, New York has a population of 2,543. Greenport is less family-centric than the surrounding county with 15.25% of the households containing married families with children. The county average for households married with children is 32.94%.
The median household income in Greenport, New York is $66,655. The median household income for the surrounding county is $111,660 compared to the national median of $69,021. The median age of people living in Greenport is 52.3 years.
The average high temperature in July is 82.1 degrees, with an average low temperature in January of 23.2 degrees. The average rainfall is approximately 47.2 inches per year, with 27.2 inches of snow per year.