29

Greenport, NY Homes for Sale

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  • /14

    $549,000

    • Land
    • 23,958 Sq Ft
    • $998,182 per Acre

    110 Homestead Way, Greenport, NY 11944

    Build Your Dream Home In The Bucolic Area Of Eastern Shores. More Than A Half Acre Wooded Lot Available To Suit Your Wants And Needs. This Land Is In The Eastern Shores Association Community, Where Members Enjoy Exclusive Access To a Stunning, Private Long Island Sound Beach All For a Small Monthly Fee. Close To Water, Beaches, Wineries, Golf, Greenport Village Loaded With Shops, Restaurants, And

    Agent Photo

    Lisa Urcuiolio

    Century 21 Crown Homes

    (833) 615-1638

    110 Homestead Way, Greenport, NY 11944
  • /39

    $1,149,900

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    380 Homestead Way, Greenport, NY 11944

    Welcome to this beautifully appointed single-family residence ideally situated just minutes from the charming village of Greenport. Blending modern amenities with classic coastal charm, this property offers not only an exceptional retreat in one of Long Island’s most sought-after locations—but also a compelling opportunity as a fully functional or potential income-producing short-term rental.

    Jules Zaphire Locqube New York, Inc.

    380 Homestead Way, Greenport, NY 11944
  • /32

    $1,395,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 3 Baths
    • 2,012 Sq Ft

    55 Brown St, Greenport, NY 11944

    Experience the pinnacle of refined living in this completely reimagined home, boasting a comprehensive renovation and redesign led by a professional interior designer. Every square inch has been thoughtfully curated, starting with the custom front door featuring openable screened sidelights that welcome you inside.Premium oak hardwood flooring flows seamlessly throughout the main living

    JoAnn Wind Daniel Gale Sothebys Intl Rlty

    55 Brown St, Greenport, NY 11944
  • /40

    $2,650,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    56765 Route 48, Greenport, NY 11944

    Beautiful, expansive soundfront retreat offering rare, direct waterfront access with no bluff and sweeping 180-degree panoramic views. Set on .75 acres, this exceptional 3-bedroom, 2-bath home features a waterside gunite pool perfectly positioned to capture breathtaking sunsets over the Sound. The interior showcases modern finishes and an open-concept layout designed for effortless indoor-outdoor

    Kris Pilles East End Luxury Ltd

    56765 Route 48, Greenport, NY 11944
  • /28

    $2,350,000

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    172 5th St, Greenport, NY 11944

    Available furnished, this recently renovated Greenport Village house in prized West Dublin neighborhood – one block to three beaches and just short walk to town and the jitney! Meticulously restored with historic charm which seamlessly blends into a large thoughtful addition.9+ feet high ceilings on the first floor with original base, crown and molding details. The front living room leads to

    Justin Concannon Compass Greater NY LLC

    172 5th St, Greenport, NY 11944
  • /49

    $1,297,000

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft

    407 Wiggins St, Greenport, NY 11944

    Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this versatile property features a porch, deck, patio, and 1-car garage, along with additional outdoor amenities including a cabana and hot

    Douglas Cabral Century 21 Excelsior Realty

    407 Wiggins St, Greenport, NY 11944
  • /16

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    1565 Calebs Way Unit D15, Greenport, NY 11944

    Discover this rarely available Pheasant Run Condo in Greenport. This desirable 2-bedroom, 2-bath, single-level condo features a bright eat in kitchen, a spacious living room with sliders opening to a private deck, and a full basement offering abundant storage. Features include a primary bedroom with an en suite bath, in addition to a comfortable guest bedroom and full guest bath. Ideally situated

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    1565 Calebs Way Unit D15, Greenport, NY 11944
  • /21

    $2,100,000

    • 5 Beds
    • 4.5 Baths
    • 3,500 Sq Ft

    151 Bay Ave, Greenport, NY 11944

    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

    Barbara Poliwoda Douglas Elliman Real Estate

    151 Bay Ave, Greenport, NY 11944
  • /23

    $1,249,000

    $351K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    336 2nd St, Greenport, NY 11944

    * low-maintenance North Fork lifestyle,* weekend retreat,* turnkey without renovation headaches,* walkability,* lock-and-leave second home,* income potential,* simpler ownership vs larger estates “Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment. Featuring a complete renovation including

    Ron Moschetta Keller Williams Realty Greater

    336 2nd St, Greenport, NY 11944
  • /49

    $1,899,000

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1025 9th St, Greenport, NY 11944

    Greenport Gem - Renovated American Square. Gated and Nestled Behind Tall Hedges for Privacy on a Large Corner Lot with Room for Pool, You Will Find This Fully Restored (2012) and Gently Lived-In Stately 1930's Classic. The Original Woodwork, Doors and Flooring are Preserved Throughout the Home. Take a Step Back in Time but With All the Modern Conveniences (including Central Airconditioning).

    Paul Loeb Douglas Elliman Real Estate

    1025 9th St, Greenport, NY 11944
  • /46

    $1,675,000

    • 7 Beds
    • 6 Baths
    • 3,376 Sq Ft

    215 North St, Greenport, NY 11944

    A rare and exceptional offering in the heart of Greenport—one of the only duplex-style properties of its kind on the North Fork—this fully turnkey property delivers a unique combination of lifestyle, flexibility, and proven income potential. Located within Greenport Village and offering approximately 3,376 square feet of living space, this back-to-back duplex features two fully independent,

    Kim Pirreca BERKSHIRE HATHAWAY

    215 North St, Greenport, NY 11944
  • /28

    $949,000

    • 1 Bed
    • 1 Bath
    • 580 Sq Ft

    1100 7th St, Greenport, NY 11944

    Charming Cedar Shake Cottage on a Desirable Corner Lot. Enjoy it Now, or Expand in the Future with Proper Permits. The Spacious Deck, Brick Patio, Mature Landscaping, and Lush Shrubbery Create a Private and Secluded Backyard Retreat. Just 3–4 blocks to Beautiful Bay Beaches and 6 Blocks to Greenport Village, Marina, Shops, Restaurants, and NYC Transportation. Start Living the Good Life in

    Paul Loeb Douglas Elliman Real Estate

    1100 7th St, Greenport, NY 11944
  • /10

    $725,000

    Open Sat 2PM - 4PM
    • 4 Beds
    • 2 Baths
    • 1,500 Sq Ft

    27 (AKA 630) Madison St, Greenport, NY 11944

    This charming cape is situated in Greenport, just minutes from Greenport Village and Beaches. The home has 4 bedrooms, 2 full bathrooms, and approximately 1500 sq ft. The eat-in kitchen has granite countertops and an awesome backsplash. The basement is unfinished with bilco doors. There is a fenced backyard and 1 car garage.

    Frank Mistretta Daniel Gale Sothebys Intl Rlty

    27 (AKA 630) Madison St, Greenport, NY 11944
  • /20

    $895,000

    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    307 Champlin Place, Greenport, NY 11944

    GREENPORT, NY: Recently renovated farmhouse in a quiet neighborhood. 2 bedrooms 1 bath. Open concept, eat in kitchen, central air conditioning, washer/dryer, Gas grill, fire pit, dining /seating area, WiFi/cable. Close to downtown Greenport, beaches, wineries, and major North Fork attractions. Ready for Summer 2026! Exclusive: $895K.

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    307 Champlin Place, Greenport, NY 11944
  • /15

    $278,000

    $29K PRICE INCREASE
    • 1 Bed
    • 1 Bath

    690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944
  • /17

    $1,579,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    311 5th St, Greenport, NY 11944

    A Turn of the century well preserved 3 BR 2 Bath period home in the sought after Greenport Village. A spacious parcel with a two car garage, a secluded peaceful garden, work shed and a large private rear deck. The interior features include a formal dining room, a large kitchen with cathedral ceilings, a newly renovated bath, original pine flooring, and a delightful sun room, plus the classic

    Paul Betancourt Engel & Volkers North Fork

    311 5th St, Greenport, NY 11944
  • /27

    $2,400,000

    $295K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    168 Sterling St, Greenport, NY 11944

    Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting

    Bridget Elkin Compass Greater NY LLC

    168 Sterling St, Greenport, NY 11944
  • /20

    $1,377,000

    New Construction Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    550 Madison Ave, Greenport, NY 11944

    Okay, so the first thing, you get out of the car and this farmhouse style has the front porch that actually has room for a side table and chair to have my morning coffee in peace that I have wanted so badly. Then inside, the half bath is right next to the front door, but it's tucked far enough away from the open living room and kitchen that it doesn't feel awkward when all of us are hanging out.

    Jerry Cibulski Century 21 Albertson Realty

    550 Madison Ave, Greenport, NY 11944
  • /32

    $1,285,000

    Open Sat 12PM - 1:30PM
    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft

    175 AKA 611 Maple St, Greenport, NY 11944

    Some houses get a coat of paint and call it a day, 611 aka 175 Maple Street got a full designer renovation! This charming house is just a short stroll from Greenport Village waterfront restaurants, boutiques & beaches. This home delivers the warmth of classic architecture with a modern flair. Enter through the front door and the character hits first: hardwood floors throughout, recessed lighting

    Kristy Naddell Douglas Elliman Real Estate

    175 AKA 611 Maple St, Greenport, NY 11944
  • /18

    $1,399,000

    • 3 Beds
    • 3 Baths
    • 1,800 Sq Ft

    321 Bridge St, Greenport, NY 11944

    Welcome to 325 Bridge Street, a beautifully renovated modern retreat nestled in the vibrant heart of Greenport, NY. This exquisite residence, set on an expansive 8,712 square foot lot, seamlessly blends elegance with modern convenience. Step inside to discover stunning new hardwood floors that flow throughout, leading you to a stylish kitchen with views of the professionally landscaped outdoor

    Jennifer Benton Compass Greater NY LLC

    321 Bridge St, Greenport, NY 11944
  • /41

    $1,297,000

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft

    401 Wiggins St, Greenport, NY 11944

    Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this flexible property offers central air conditioning, front porch, deck, and patio, all conveniently close to local restaurants, shopping,

    Douglas Cabral Century 21 Excelsior Realty

    401 Wiggins St, Greenport, NY 11944
  • /15

    $725,000

    $74K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 1,700 Sq Ft

    135 Corwin St, Greenport, NY 11944

    Opportunity knocks! This rare farmhouse style cottage rests on an expansive double lot on the edge of Greenport Village and is prime to be revamped. Featuring 1700sqft of interior space, a large block foundation with full basement throughout most of the footprint, a 12x22 detached garage and a yard that will allow your imagination to run wild. Walk into town, walk to 5th and 6th street beaches

    William Walters Daniel Gale Sothebys Intl Rlty

    135 Corwin St, Greenport, NY 11944
  • /12

    $243,000

    $113K PRICE INCREASE
    • 1 Bed
    • 1 Bath

    690 Queen St Unit Sound Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Sound Cottage, Greenport, NY 11944
  • /15

    $286,950

    $157K PRICE INCREASE
    • 2 Beds
    • 1 Bath

    690 Queen St Unit Coastal Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Coastal Cottage, Greenport, NY 11944
  • /31

    $1,435,000

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft

    210 5th St, Greenport, NY 11944

    This classic Greenport Village Craftsman has the kind of charm that is getting harder to find — bright, airy rooms, beautiful period detail, and an easy coastal feel just one block from the beach. Front and back porches provide multiple outdoor seating areas. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private, fully fenced

    Jill Dunbar Douglas Elliman Real Estate

    210 5th St, Greenport, NY 11944
  • /16

    $249,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 400 Sq Ft

    690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944
  • /26

    $1,199,000

    Open Sun 12PM - 2PM $300K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,835 Sq Ft

    609 1st St, Greenport, NY 11944

    A true gem in the heart of Greenport's charming maritime village, nestled on a stunning tree-lined street that offers glimpses of the water as you go. This beautifully preserved 4 BR home is full of character and charm, and perfectly located just moments from the waterfront, fine dining, quaint shops, convenient transportation, beaches and everything that makes Greenport village so special. This

    Thomas McCarthy Thomas J McCarthy Real Estate

    609 1st St, Greenport, NY 11944
  • /24

    $999,000

    Open Sun 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,150 Sq Ft

    302 Monsell Place, Greenport, NY 11944

    Thoughtfully renovated Greenport Village cedar shingle farmhouse blends timeless character with modern updates. The home features three bedrooms, two full bathrooms, a bright living space, and a well-appointed kitchen designed for everyday living and entertaining. Outside, the beautifully landscaped rear garden and patio provide a private and low-maintenance setting for outdoor enjoyment, while a

    Shane Hafer Compass Greater NY LLC

    302 Monsell Place, Greenport, NY 11944
  • /40

    $749,999

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 2,800 Sq Ft

    395 Linnet St, Greenport, NY 11944

    "Live Where Others Vacation" paired with "Approx. 2,800 Sq. Ft. of Finished Living Space" and "Minutes to LIRR". An exceptional opportunity to own in the highly sought-after Greenport / North Fork region, where lifestyle, flexibility, and long-term value come together. Whether you are seeking a "weekend getaway", "investment", "one of the North Fork's most desirable destinations", "year-round

    Vanessa Gonzalez Realty Connect USA L I Inc

    395 Linnet St, Greenport, NY 11944
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