Greenport NY Real Estate & Homes for Sale

New to market two bed, two bath pristinely maintained corner unit in Greenport's Pheasant Run Community. This unit has been pampered from day one of a long ownership, never been rented, freshly painted with new mechanicals, washer dryer, granite, hardwood and tile throughout. There are two outside decks, one in the rear off the owner's suite and one off the living/dining room. The fully tiled basement has ample storage and a cedar closet. Short stroll to the clubhouse and pool and nearby to all that Greenport has to offer!

Location, Location, Location! This adorable, newly renovated cottage is 2 Blocks to Town Beach and short drive to Greenport Village. Perfect as a started home, weekend getaway or investment property.

Experience the allure of this stunning custom-built modern shore house, completed in 2023 and nestled in sought-after Rock Cove Estates, just moments from Greenport Village. This extraordinary property has been meticulously designed to showcase unique architectural elements and a phenomenal floor plan that flows seamlessly, perfect for entertaining. Upon entering, you are welcomed by an inviting foyer that leads to a breathtaking Great Room, drenched in natural light from impressive floor-to-ceiling architectural windows. Step outside onto a sprawling stone patio that encircles a luxurious 16x40 heated gunite pool, lush green grass and mature landscaping.The thoughtfully designed kitchen is a chef's dream, featuring a premium JenAire Rise Series appliance package, a wine fridge, carefully selected stone countertops, and custom-built cabinetry. The main level also offers three generously sized bedrooms, two full bathrooms, a laundry room, and a mudroom that connects to an attached one-car garage. Ascend to the second floor to discover an amazing game/media room, complete with a balcony and catwalk that overlooks the Great Room below. The catwalk leads to the private ensuite bedroom, which boasts soaring ceilings, an en-suite bathroom, a spacious walk-in closet, and a private balcony with peekaboo views of Long Island Sound. Finally, enjoy exclusive access to the pristine private beach of Rock Cove Estates, available only to the 23 homes within this prestigious community. This property is a true gem and an absolute must-see in person!

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.

Discover a prime opportunity in the heart of Greenport Village. Surrounded by renowned restaurants, shops, beaches, and marinas. This charming farmhouse offers endless potential. It features hardwood floors, with three bedrooms, two baths, walk up attic, and a beautiful wrap-around porch, this home offers a lot of potential for personalization and creativity. A corner lot is always a bonus, providing more space and privacy. This home is located in the Historic District.

This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named "Winged Weekend Flight", a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach complement your experience. For cooler days, unwind by the fireplace after your evening beach stroll. Make this your refuge from everyday life!

4 Bedroom Cape, Living Room, Kitchen, 4 Bedrooms, 2 Full Baths, Driveway

Welcome to your dream home in the heart of Greenport! This beautiful property boasts 3 spacious bedrooms and 2.5 baths, offering the perfect blend of comfort and elegance. Step inside to discover a big, beautiful eat-in kitchen with granite counters open to dining room. Perfect for culinary adventures and gatherings. Entertain guests in the formal dining room and sit back in the inviting living room, both designed for relaxed living.The primary suite, located on the first floor, provides a serene retreat with its own private bath. Upstairs, you'll find an oversized bedroom complete with a king-size bed and spacious sitting room, ideal for unwinding after a long day. The third bedroom is spacious and is complemented by a full-size bath, ensuring ample space for family or guests. Step out to the patio from your sliding glass doors off the kitchen. Outside, the property features a paver patio, perfect for outdoor dining and entertaining. The highlight of the backyard is the heated in ground pool with new liner and pump, offering a refreshing escape during the warm summer months. Short distance to Fifth St Beach and playground which has BBQs, picnic tables, volleyball and basketball courts. In town you will find amazing restaurants, shops, cafes, skating rink, Greenport Harbor, and of course the Carousel! Don't miss the opportunity to make this beautiful Greenport property your new home.

Beautiful and rare new construction in the heart of historic Greenport. This stylish and spacious new build features four ensuite bedrooms, a semi-open floor plan, and stunning finishes. The first floor has a large chef's kitchen with a breakfast nook, dining room, expansive great room, butler pantry, powder room, and walk-in kitchen pantry. A large vaulted primary suite is upstairs, with two additional ensuite bedrooms, laundry and an office landing. Over 3000 square feet of interior living space nestled on a quiet street, just two blocks from the village's commercial center.

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.

Modern Colonial Gem With 4 Spacious BRs & 5 Full BAs Designed To Accommodate "Multi Generational Living!" The First Floor Features A Primary Suite, 2 Additional BRs And Full Bath. The Large EIK Is Perfect For Gatherings & Culinary Adventures. Adjacent To The LR Is A Sunroom Just Steps Away From The Outdoor Deck W/Hot Tub. The Second Floor Unfolds Into A Great Room, Media Room, Additional BR Ensuite W/WIC & Another Full BA. The 2nd Floor Deck Off The Great Room Provides A Wonderful Elevated Outdoor Space, Plus An Elevator Ensures Easy Accessibility To The Second Fl. A Partially Finished Basement W/Full BA Adds To The Square Footage. Just Down The Road, The Long Island Sound Offers Stunning Views And Downtown Greenport Known For Its Quaint Shops And Fine Dining Is Minutes Away. Golfing Enthusiasts Will Appreciate Nearby Island's End Golf Course And Wine Lovers Will Delight In Local Wineries. This Property Is Waiting To Welcome You Home!

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 residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 8 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 490 sq ft maritime space with an additional half bath. Sale is subject to the 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 residential streets. Each unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry, and ground floor maritime space with a half bath. Four blocks from the center of the village's shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 10 features two bedrooms, two full baths, and one half-bath. Open-concept kitchen/dining/living room. 539 sq ft maritime space with an additional half bath. Sale is subject to the 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.

Charming 3 bedroom cape situated on a generous corner lot. Loads of natural light, wood burning fireplace, and large kitchen. Make this special Greenport home your own and enjoy great proximity to the village's commercial district, beaches and more.

EASY SHOW!!! Welcome to 805 Bridge Street, a charming home in the heart of Greenport, NY. This property blends coastal charm and modern convenience, offering an exceptional investment opportunity. Nestled close to Greenport Village, you'll enjoy easy access to shops, dining, and entertainment. From wineries to fall events, Greenport ensures there's always something to do, making it ideal whether you seek a permanent residence, vacation getaway, or rental property, don't miss the chance to own this gem!

Nestled amidst lush greenery and offering unparalleled privacy, this classic Cape Cod style home in Greenport is a true sanctuary. Four spacious bedrooms, this residence provides ample room for comfortable living and entertaining. Step inside to find a warm and inviting interior with spacious living areas. Enjoy the peacefulness of this secluded retreat, just a short distance from Greenport's charming village.

Price Reduced!! Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/ New Master Bath, 3 Additional Bedrooms, 2 Additional New Bathrooms, Laundry Room. Garage -3 Car Deep. New Siding, Windows, Roofing, Gutters, Energy Efficient Electric Heat & CAC, Electric and All Exterior and Interior Doors. New Driveway, Front Walkway and Stoop. The area offers proximity to parks, vineyards, farms, 2 blocks to beach, restaurants, and night life. Whether you are looking for a seasonal retreat or a year-round residence, this property presents a great opportunity to live near the beach in a relaxing to key environment

Location, Location, Location is what this Greenport two story water view home is all about. Renovations had began but not finished, just waiting for you to make your own!

Greenport Village two story home with recent updates in excellent move in condition. There is a bright and open floor plan with refinished hardwood flooring, freshly painted interior, all new wood flooring upstairs, and all new appliances. Perfect location with-in the village of Greenport for easy access to all of the shops and fine restaurants, transportation, school and beaches. The property is level with picket fencing, has a nice lawn and large storage shed. This home has a rental permit in place too!

A spacious ranch in a nice residential neighborhood with double lot, inground pool, close to Hudson, shopping, and HCSD. Offering 3 bedrooms, 3 bathrooms, a sunporch, 2 fireplaces with real hardwood floors throughout . The finished lower level provides extra space with a family room, retro bar, half bath, cedar closet, 4th bedroom(or office) and plenty of storage room. Outside, an inground swimming pool , large yard, patio, gardens, new privacy fence, shed, and an attached 2-car garage. Owner is ready to move. Only 5-minute to downtown Hudson with great shopping and restaurants. Come take a look and bring in an offer.

Welcome To Your Greenport Getaway! Nestled On A Sprawling 1.15 Acre Corner Lot, Which Hugs The Long Island Sound. This Gem Boasts 3 Bedrooms, 2 Full Bathrooms(Primary Is En-Suite With A Large Walk In Closet). Beautiful Hardwood Floors Throughout. The Vaulted Cathedral Ceilings Give This Home An Abundance Of Space And Natural Light. The Open Plan Living Provides Wonderful Flow. Stainless Steel Appliances Are Only 3 Years Old. Gorgeous Open Fire Place In The Den. Sliding Doors Take You To The Deck At The Rear, Where A Removable Awning Provides Shade On Those Hot Summer Days. A Vast Back Yard With Ample Room For A Pool If Desired. The Water's Edge Is A Stones Throw Away. If You Have Been Waiting For Hidden Treasure In Greenport, Here It Is On A Silver Platter! Be Part Of Everything The North Fork Has To Offer: Pristine Beaches, World Class Wineries, Stunning Golf Courses, High Street Stores, And Some Of The Most Outstanding Restaurants The State Of New York Possesses! Do Not Delay, Take Action Today!!

This delightful ranch, set on a rare double lot in the highly sought-after West Dublin neighborhood of Greenport Village has been cherished by a single family since its construction in 1955. Now ready for its next chapter, this home offers a unique opportunity for its new owners. The .38-acre double lot is filled with beautiful, ornamental plantings and provides ample space for potential expansion, accessory structures, and a pool. The home features a full basement and benefits from village utilities, including water, sewer, and electricity. A prime location, just a few blocks from the beach, Jitney, LIRR, and Greenport Village's array of shops and restaurants. ?

Do you have a passion for historical homes? Located on one of the most coveted streets in Greenport Village, this turn-of-the-century gem offers a unique blend of charm and potential. Currently a two-family home, it can easily be converted into a grand single-family residence. The property is set on a double lot, providing additional potential for a garage, pool, accessory building or subdivision. The home features many original details such as hardwood floors, moldings, bay windows, pocket doors, and stained glass. It also has a full basement and a large stand-up attic that is must-see. This property is perfect for those with a passion for historical homes, offering limitless potential to create a grand estate or capitalize on a prime investment. This home in this location is truly one of kind!

Classic contemporary style New Construction in the heart of Greenport Village. This 2900+ sqft offering features 4" wide white oak hardwood floors throughout w/ inviting Great Room, eat-in Kitchen and Junior Suite bedroom on Main Level. The second floor features an cozy additional den/media room with two generously sized guest bedrooms sharing a full bathroom, laundry, ample storage, a primary ensuite bedroom with walk-in closet and large walk-in shower. In addition to the 1st and 2nd floors is a partially finished basement that is rough plumbed for an additional full bathroom and the possibility of converting into a legal apartment with separate outdoor access already in place or as lower level gym or media room. For those looking for tremendous value and as central Greenport Village location, this is an absolute must see. ADDITIONAL PHOTOS TO FOLLOW