Greenport NY Real Estate & Homes for Sale

LOOKING FOR PARADISE? Let me take you through this stunning waterfront condo in one of the most desirable spots on the North Fork, Greenport, with breathtaking views of the Peconic Bay and Shelter Island. This condo has an updated eat in kitchen, updated bathroom, a nice size living room, high ceilings, and windows that rain in tons of natural light throughout. On this 4 acre natural beachfront property, you can enjoy the convenience of having a newly redone tennis court, basketball court, and swing set, just a stone throw away. The property includes a large private storage unit for each condo which is great for storing all your outdoor gear and much more. It also has a common area which is inclusive of the deck, bathroom, rinse shower, a community kitchen, and sunbathing chairs to make your time at the private beach more relaxing and comfortable. The private dock gives you easy access to hop on your boat and explore the surrounding waters. Boat slips have a nominal fee of ONLY $700 FOR THE ENTIRE SEASON. Who says you just have to be on the water? You are not in the mood for water sports today? Then lets go golfing. Just minutes away is the beautiful Islands End Golf Course welcoming all. The always lively town of Greenport with its variety of bars, restaurants, and shops, brings a world of entertainment and is perfect for an evening or night out. This waterfront condo offers a perfect blend of serenity, accessibility, entertainment, and is a dream for anyone looking for the vacation lifestyle. Don't just imagine it, come out and see for yourself!

LOOKING FOR PARADISE? Let me take you through this stunning waterfront condo in one of the most desirable spots on the North Fork, Greenport, with breathtaking views of the Peconic Bay and Shelter Island. This condo has an updated eat in kitchen, updated bathroom, a nice size living room, high ceilings, and windows that rain in tons of natural light throughout. On this 4 acre natural beachfront property, you can enjoy the convenience of having a newly redone tennis court, basketball court, and swing set, just a stone throw away. The property includes a large private storage unit for each condo which is great for storing all your outdoor gear and much more. It also has a common area which is inclusive of the deck, bathroom, rinse shower, a community kitchen, and sunbathing chairs to make your time at the private beach more relaxing and comfortable. The private dock gives you easy access to hop on your boat and explore the surrounding waters. Boat slips have a nominal fee of ONLY $700 FOR THE ENTIRE SEASON. Who says you just have to be on the water? You are not in the mood for water sports today? Then lets go golfing. Just minutes away is the beautiful Islands End Golf Course welcoming all. The always lively town of Greenport with its variety of bars, restaurants, and shops, brings a world of entertainment and is perfect for an evening or night out. This waterfront condo offers a perfect blend of serenity, accessibility, entertainment, and is a dream for anyone looking for the vacation lifestyle. Don't just imagine it, come out and see for yourself!

This spacious cape in coveted Eastern Shores boasts soaring cathedral ceilings, allowing abundant natural light to fill the home. Its versatile floor plan features a newly renovated kitchen, multiple great rooms, and four full baths, making it an ideal space for hosting friends and family. Read a book by the large fireplace or relax on the rear deck and patio; the yard offers room for a pool. Located just two blocks from your picturesque association beach and less than a mile from Greenport Village shops and restaurants, this property exudes style and personality while offering both convenience and tranquility.

This spacious cape in coveted Eastern Shores boasts soaring cathedral ceilings, allowing abundant natural light to fill the home. Its versatile floor plan features a newly renovated kitchen, multiple great rooms, and four full baths, making it an ideal space for hosting friends and family. Read a book by the large fireplace or relax on the rear deck and patio; the yard offers room for a pool. Located just two blocks from your picturesque association beach and less than a mile from Greenport Village shops and restaurants, this property exudes style and personality while offering both convenience and tranquility.

Welcome to this enchanting Greenport Village authentic farmhouse, where timeless charm meets today's sense of home and nostalgia as you will discover the village is known for its spring cherry blossoms from a sequence of cherry trees. Step inside to be greeted by a charming staircase and the warmth of wood floors beneath your feet. Sunlight streams through abundant windows, illuminating the inviting interior spaces. The large kitchen beckons with its ample natural light, offering a delightful setting for culinary creations and casual gatherings. This 2-bedroom home exudes character at every turn, with bookcases tucked in for added charm and functionality. A main floor office space provides versatility for remote work or creative pursuits, while the spacious dining and living rooms offer ample room for entertaining or simply unwinding in comfort. Situated adjacent to the Floyd Memorial Library, convenience is at your doorstep. Enjoy easy access to Greenport Village's bustling center, where you'll find the picturesque Mitchel Waterfront Park, Hampton Jitney, LIRR Greenport station, and the ferry to Shelter Island and Sag Harbor-all within reach. Embrace the coastal lifestyle with nearby beaches, marinas, and locally owned shops, each offering a taste of the vibrant community spirit that defines Greenport. Whether you're seeking a peaceful retreat or an active North Fork wine country escape, this home presents an opportunity to experience the best of Greenport living. Don't be Too Late and miss your chance to make this authentic farmhouse your own.

Welcome to this enchanting Greenport Village authentic farmhouse, where timeless charm meets today's sense of home and nostalgia as you will discover the village is known for its spring cherry blossoms from a sequence of cherry trees. Step inside to be greeted by a charming staircase and the warmth of wood floors beneath your feet. Sunlight streams through abundant windows, illuminating the inviting interior spaces. The large kitchen beckons with its ample natural light, offering a delightful setting for culinary creations and casual gatherings. This 2-bedroom home exudes character at every turn, with bookcases tucked in for added charm and functionality. A main floor office space provides versatility for remote work or creative pursuits, while the spacious dining and living rooms offer ample room for entertaining or simply unwinding in comfort. Situated adjacent to the Floyd Memorial Library, convenience is at your doorstep. Enjoy easy access to Greenport Village's bustling center, where you'll find the picturesque Mitchel Waterfront Park, Hampton Jitney, LIRR Greenport station, and the ferry to Shelter Island and Sag Harbor-all within reach. Embrace the coastal lifestyle with nearby beaches, marinas, and locally owned shops, each offering a taste of the vibrant community spirit that defines Greenport. Whether you're seeking a peaceful retreat or an active North Fork wine country escape, this home presents an opportunity to experience the best of Greenport living. Don't be Too Late and miss your chance to make this authentic farmhouse your own.

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 2 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.

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 2 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.

This one bedroom, second floor apartment in Driftwood Cove is perfect for a hassle free weekend getaway or easy year round living. Close to Greenport Village, Shelter Island Ferry and NYC train and bus stations. Can be rented after 1 year of ownership to year round residents. Maximum 2 person occupancy. Additionally Greenport will be investing in rebuilding the harbor bulkhead. Will not last!

This one bedroom, second floor apartment in Driftwood Cove is perfect for a hassle free weekend getaway or easy year round living. Close to Greenport Village, Shelter Island Ferry and NYC train and bus stations. Can be rented after 1 year of ownership to year round residents. Maximum 2 person occupancy. Additionally Greenport will be investing in rebuilding the harbor bulkhead. Will not last!

Don't miss out on this Light-filled 3-bedroom, 2-bath custom built modular home, built in 2020. It offers a superior living experience with its solar-powered, Energy Star, and LEED compliant features. Located across the street from Peconic Bay, it boasts peek-a-boo views of the bay with nearby access points to a kayak launch, and tranquil Pipes Cove. This ranch layout includes an upstairs room that can serve as additional living space or an office, providing privacy from the rest of the house with a walk out veranda. Thoughtful gardens outside the living room blur the lines between indoors and outdoors, enhancing the overall ambiance. Residents can relax on the veranda or in the living room while enjoying the scenic views. Additionally, the property features a two-car garage, suitable for parking or storing water sports equipment, and a full, spacious basement that offers ample storage and potential for additional living space. Take advantage of the nearby attractions of the North Fork, including Shelter Island, beaches, farms, vineyards, and restaurants, all while enjoying the tranquility of a small-town atmosphere. Whether you're looking for a peaceful retreat or an active lifestyle surrounded by nature, this home offers the best of both worlds.

Don't miss out on this Light-filled 3-bedroom, 2-bath custom built modular home, built in 2020. It offers a superior living experience with its solar-powered, Energy Star, and LEED compliant features. Located across the street from Peconic Bay, it boasts peek-a-boo views of the bay with nearby access points to a kayak launch, and tranquil Pipes Cove. This ranch layout includes an upstairs room that can serve as additional living space or an office, providing privacy from the rest of the house with a walk out veranda. Thoughtful gardens outside the living room blur the lines between indoors and outdoors, enhancing the overall ambiance. Residents can relax on the veranda or in the living room while enjoying the scenic views. Additionally, the property features a two-car garage, suitable for parking or storing water sports equipment, and a full, spacious basement that offers ample storage and potential for additional living space. Take advantage of the nearby attractions of the North Fork, including Shelter Island, beaches, farms, vineyards, and restaurants, all while enjoying the tranquility of a small-town atmosphere. Whether you're looking for a peaceful retreat or an active lifestyle surrounded by nature, this home offers the best of both worlds.

Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional office, etc.. The space is currently set up and CO'd as a restaurant and features a large bar, two bathrooms and an area that would be perfect for an open kitchen on the main floor. The second level is a lounge w/ additional half bathroom offering additional seating and views of Greenport shipyard and Greenport Harbor. The lower level consists a prep area, walk-in fridge, ample space for storage and a majority of the mechanicals. This is an investor opportunity or a great space for an end user operator in an ideal location 1 block from the center of the Village

Turn-key mixed use offering in the heart of Greenport Village. This space was completely overhauled in 2017 w/ all new HVAC, plumbing and electric. The property is located in the commercial retail district of the village and offers an array of uses, which include and not limited to accessory apartment, gallery, eating and drinking establishment, studio, event space, dry retail, professional office, etc.. The space is currently set up and CO'd as a restaurant and features a large bar, two bathrooms and an area that would be perfect for an open kitchen on the main floor. The second level is a lounge w/ additional half bathroom offering additional seating and views of Greenport shipyard and Greenport Harbor. The lower level consists a prep area, walk-in fridge, ample space for storage and a majority of the mechanicals. This is an investor opportunity or a great space for an end user operator in an ideal location 1 block from the center of the Village

Charming 3 bedroom 2.5 bath Cape with gated yard and heated pool in the heart of everything the North Fork of Long Island has to offer. Built in 2008, the house was refurbished with all new paint, carpets and appliances. Walk to the Fifth Street Beach and Playground which has BBQs, Picnic Tables, volleyball and basketball court. Make this your forever home or summer getaway where you can come in from NYC by the LIRR and walk with your wheelie right to your home away from home. Can also walk to town, harbor, restaurants and pubs. Stove top has gas for cooking. Huge Master Bedroom upstairs with Bedroom & attached full bath downstairs. Two zone central A/C. Unfinished basement with outside access has washer and dryer along with an extra refrigerator/freezer. The inground heated pool with new liner and pump makes staying at the house more fun than the beach. Summer Rentals fetch $5000 week. Furniture & accessories avail.

Charming 3 bedroom 2.5 bath Cape with gated yard and heated pool in the heart of everything the North Fork of Long Island has to offer. Built in 2008, the house was refurbished with all new paint, carpets and appliances. Walk to the Fifth Street Beach and Playground which has BBQs, Picnic Tables, volleyball and basketball court. Make this your forever home or summer getaway where you can come in from NYC by the LIRR and walk with your wheelie right to your home away from home. Can also walk to town, harbor, restaurants and pubs. Stove top has gas for cooking. Huge Master Bedroom upstairs with Bedroom & attached full bath downstairs. Two zone central A/C. Unfinished basement with outside access has washer and dryer along with an extra refrigerator/freezer. The inground heated pool with new liner and pump makes staying at the house more fun than the beach. Summer Rentals fetch $5000 week. Furniture & accessories avail.

Indulge in modern living with this fully renovated 2-bedroom, 1-bath haven. Step onto hardwood floors and experience the stylish eat-in-kitchen featuring Bosch dishwasher and stainless-steel appliances. Stay comfortable year-round with central A/C and revel in the convenience of a washer/dryer with your home. Adore the open layout as you bask in natural light streaming through new windows. Ample additional storage is accessible via the pulldown attic, making clutter a thing of the past. A true MUST SEE, this gem is strategically located near 5th Street beach, making coastal bliss a daily affair. Enjoy seamless access to transportation with proximity to the bus, LIRR, and ferry. Plus, immerse yourself in the charm of Greenport Village's dining and shopping, completing the perfect picture of your dream home. Don't miss out on the opportunity to make this stunning sanctuary yours!

Indulge in modern living with this fully renovated 2-bedroom, 1-bath haven. Step onto hardwood floors and experience the stylish eat-in-kitchen featuring Bosch dishwasher and stainless-steel appliances. Stay comfortable year-round with central A/C and revel in the convenience of a washer/dryer with your home. Adore the open layout as you bask in natural light streaming through new windows. Ample additional storage is accessible via the pulldown attic, making clutter a thing of the past. A true MUST SEE, this gem is strategically located near 5th Street beach, making coastal bliss a daily affair. Enjoy seamless access to transportation with proximity to the bus, LIRR, and ferry. Plus, immerse yourself in the charm of Greenport Village's dining and shopping, completing the perfect picture of your dream home. Don't miss out on the opportunity to make this stunning sanctuary yours!

Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending traditional details with chic modern elements. With three floors of finished space including a fully finished basement hosting a home office, media room, and full bathroom, this home offers versatile living options. The main level features 9ft ceilings with a light-filled open Great Room, a first-floor bedroom and bathroom, while the third level features two guest bedrooms sharing a full bathroom and a generously sized primary bedroom with a private full bathroom and an oversized walk-in closet. The superb craftsmanship of this home is evident in the custom millwork, built-in shelving, rift and quartered hardwood floors, and upscale finishes. Equipped with dual-fiber-optic cable lines and Cat6 ethernet in all bedrooms and living spaces, this home provides an ideal work from home environment and remote monitoring capabilities for added convenience. The chef's kitchen is designed for culinary enthusiasts, featuring GE Cafe appliances, wall-to-wall stone counters, wine fridge, floating shelves, built-in wine storage, and a large center island, perfect for year-round entertaining. This exceptional Greenport residence offers the perfect blend of sophisticated finishes, modern amenities, and a prime location. Not to mention, you will enjoy world class vineyards, local breweries, hiking trails and many additional beach options between the Great Peconic Bay and LI Sound.

Introducing 165 Angler Rd, a beautifully custom-designed,new construction home that fulfills every buyer's wish list. Positioned just steps from a pristine Bay beach and in close proximity to Greenport Village's vibrant waterfront district, this residence boasts a sophisticated spa-like heated in-ground pool with a stone patio surround and is incredibly well appointed, seamlessly blending traditional details with chic modern elements. With three floors of finished space including a fully finished basement hosting a home office, media room, and full bathroom, this home offers versatile living options. The main level features 9ft ceilings with a light-filled open Great Room, a first-floor bedroom and bathroom, while the third level features two guest bedrooms sharing a full bathroom and a generously sized primary bedroom with a private full bathroom and an oversized walk-in closet. The superb craftsmanship of this home is evident in the custom millwork, built-in shelving, rift and quartered hardwood floors, and upscale finishes. Equipped with dual-fiber-optic cable lines and Cat6 ethernet in all bedrooms and living spaces, this home provides an ideal work from home environment and remote monitoring capabilities for added convenience. The chef's kitchen is designed for culinary enthusiasts, featuring GE Cafe appliances, wall-to-wall stone counters, wine fridge, floating shelves, built-in wine storage, and a large center island, perfect for year-round entertaining. This exceptional Greenport residence offers the perfect blend of sophisticated finishes, modern amenities, and a prime location. Not to mention, you will enjoy world class vineyards, local breweries, hiking trails and many additional beach options between the Great Peconic Bay and LI Sound.

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

A distinctive and stylish offering in the heart of Greenport Village. This 4400 sq. ft. loft features 4 bedrooms across three floors of thoughtfully renovated living space and an adjacent 800 sq. ft. accessory building. Twelve oversized skylights flood the main floor with natural light, illuminating the interior and further highlighting the soaring ceilings. The open floor plan creates an inviting atmosphere and an exceptional entertaining space with a chef's kitchen that connects to a second floor outdoor deck. The third floor features lofted ceilings and a primary bedroom with walk in closet and luxurious full bathroom. The ground level offers the perfect blend of comfort and convenience with two bedrooms, two baths, home gym, den and laundry room. A well appointed courtyard connects the main house to the accessory building. With its unique blend of style, sophistication and functionality, all just a block from Village shops, restaurants, and the waterfront, 511 Carpenter offers an opportunity to embrace the quintessential Greenport lifestyle.

Welcome to this stunning four-bedroom colonial home situated on a spacious one-acre lot. This immaculate property offers a perfect blend of elegance and outdoor living, boasting an inground pool and beach rights for your enjoyment. The exterior of the home is highlighted by a 24" x 36" detached garage with a remarkable 12" high ceiling and clear span framing, providing ample space for parking and storage. Inside, you'll find a seamless flow between the open living and dining room, creating a warm and inviting atmosphere for entertaining guests. The kitchen and family room have been tastefully renovated, featuring modern fixtures and appliances that blend seamlessly with the overall design aesthetic. A Florida room offers a tranquil space to unwind and enjoy the surrounding natural beauty. Make Florida room a bonus room with additional 220 square feet. Step outside onto the mahogany deck, where you can relax and soak up the sunshine or host gatherings with family and friends. The new wood flooring throughout the house adds a touch of sophistication and durability. The finished basement is an added bonus, complete with radiant heat, providing additional space for recreational activities or a home office. Other notable features of this home include a new roof and central air conditioning, ensuring year-round comfort and peace of mind. Located in the quiet community of HOA August Acres, this neighborhood offers a serene environment with abundant wildlife. Don't miss the opportunity to make this exceptional home your own and experience the perfect balance of comfort, style, and natural beauty.

Welcome to this stunning four-bedroom colonial home situated on a spacious one-acre lot. This immaculate property offers a perfect blend of elegance and outdoor living, boasting an inground pool and beach rights for your enjoyment. The exterior of the home is highlighted by a 24" x 36" detached garage with a remarkable 12" high ceiling and clear span framing, providing ample space for parking and storage. Inside, you'll find a seamless flow between the open living and dining room, creating a warm and inviting atmosphere for entertaining guests. The kitchen and family room have been tastefully renovated, featuring modern fixtures and appliances that blend seamlessly with the overall design aesthetic. A Florida room offers a tranquil space to unwind and enjoy the surrounding natural beauty. Make Florida room a bonus room with additional 220 square feet. Step outside onto the mahogany deck, where you can relax and soak up the sunshine or host gatherings with family and friends. The new wood flooring throughout the house adds a touch of sophistication and durability. The finished basement is an added bonus, complete with radiant heat, providing additional space for recreational activities or a home office. Other notable features of this home include a new roof and central air conditioning, ensuring year-round comfort and peace of mind. Located in the quiet community of HOA August Acres, this neighborhood offers a serene environment with abundant wildlife. Don't miss the opportunity to make this exceptional home your own and experience the perfect balance of comfort, style, and natural beauty.

Adorable with room to grow! This complete renovation kept the character and opportunity to expand on this corner property to create your dream yard. Just blocks away from marina's, sandy beaches, tasting rooms and more. Extensive renovation in 2021 with windows, doors, roofing, siding, insulation, electric, plumbing as well as new baths and kitchen creates the perfectly crafted space with wood ceilings, original wood floors and more.