28

Greenport, NY Homes for Sale

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  • /10

    $725,000

    Open Sun 12PM - 1:30PM
    • 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. The home currently has tenants, who will be leaving.

    Agent Photo

    Frank Mistretta

    Daniel Gale Sothebys Intl Rlty

    (844) 931-0450

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

    Open Fri 2:30PM - 4:15PM $351K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    336 2nd St, Greenport, NY 11944

    “Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment. Featuring a complete renovation including new roof, siding, HVAC, appliances, and hardwood flooring throughout. The property also offers potential for additional living space—please discuss possibilities . Seller welcomes serious inquiries and will consider all

    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
  • /23

    $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
  • /16

    $1,377,000

    New Construction Open Sat 1:30PM - 2:30PM
    • 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
  • /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
  • /30

    $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. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private backyard is well suited for summer living, with room for a pool; the detached

    Jill Dunbar Douglas Elliman Real Estate

    210 5th 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
  • /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
  • /22

    $849,000

    Open Sat 12:30PM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,041 Sq Ft

    335 Sterling Place, Greenport, NY 11944

    This charming Greenport cottage blends warmth, character, and easy coastal living just moments from Greenport Village. Located only a short stroll from Main Street, shops, restaurants, and the waterfront, it offers the rare combination of village-adjacent convenience while still feeling peaceful and residential. Full of natural charm, the home features a comfortable two-bedroom layout with a

    Mariah Mills Daniel Gale Sothebys Intl Rlty

    335 Sterling Place, Greenport, NY 11944
  • /47

    $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
  • /18

    $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
  • /31

    $1,095,000

    Open Sun 11AM - 1PM $200K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    285 Sandy Beach Rd, Greenport, NY 11944

    Welcome to 285 Sandy Beach Road, this newly constructed modern style home is ideally located just outside historic Greenport Village and just steps from a beautiful sandy beach at Norman E. Klipp Marine Park. Upon entry, the foyers 20'+ soaring ceilings create an immediate sense of light and volume, seamlessly flowing into the open great room anchored by a gas-burning fireplace. The home offers a

    William Walters Daniel Gale Sothebys Intl Rlty

    285 Sandy Beach Rd, Greenport, NY 11944
  • /20

    $329,000

    Open Sat 11AM - 12:30PM
    • 1 Bed
    • 1 Bath
    • 570 Sq Ft

    1000 9th St Unit D38, Greenport, NY 11944

    Move in Ready! Beautifully Updated 2nd Floor Greenport Co-op with Shaker Cabinets, Quartz Countertop, Glass Tile Back Splash. Dishwasher, Built in Micro and Fridge with Ice Maker. Tile Bath with Large Shower. In Unit Washer/Dryer. Walk in Closet. 6 Blocks to Village Shops. 6 Blocks to Mitchell Park and Marina. 6 Blocks to a Bay Beach. Move in and Enjoy! See Floor Plan Attached! Taxes are Included

    Paul Loeb Douglas Elliman Real Estate

    1000 9th St Unit D38, 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
  • /33

    $1,095,000

    • 3 Beds
    • 3.5 Baths
    • 1,724 Sq Ft

    216 North St, Greenport, NY 11944

    CHIC. STYLISH. SOPHISTICATED.This Brooklyn Brownstone-inspired beauty brings big-city edge to North Fork living. 3 Beds | 3.5 Baths. Stunning new construction. Entertainer's dream kitchen. EV charging ready. Chic studio shed. Fenced + professionally landscaped backyard. Sun-drenched. Designer-finished. MINT+++. Stroll to farmers markets, restaurants, bars, boutiques, and the waterfront. This

    Sheri Winter Parker Corcoran

    216 North St, Greenport, NY 11944
  • /30

    $739,000

    Open Sat 1PM - 2:30PM
    • 3 Beds
    • 1.5 Baths
    • 1,344 Sq Ft

    416 3rd St, Greenport, NY 11944

    Greenport Village Farmhouse Built in 2001, Featuring a New Roof (2020), a Welcoming Front Porch, and a Spacious Yard. This Three-Bedroom Home with One and Half Baths, Offers a Good-Sized Living Room and One Especially Large Bedroom with Double Closet Space. Located within One Block from a Park with Playground and a Park with Basketball Courts. A Waterfront Park and Beach is Just Eight Blocks Away

    Paul Loeb Douglas Elliman Real Estate

    416 3rd St, Greenport, NY 11944
  • /15

    $799,000

    • 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
  • /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
  • /40

    $749,999

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 1,400 Sq Ft

    395 Linnet St, Greenport, NY 11944

    Welcome to 395 Linnet Street, also known as 806 Linnet Street, Southold – ideally located in Greenport, in the heart of the highly sought-after North Fork.Location truly is everything, and this well-maintained ranch offers an exceptional opportunity to enjoy the North Fork lifestyle at an approachable price point. Designed with today’s living in mind, the open-concept layout creates a

    Vanessa Gonzalez Realty Connect USA L I Inc

    395 Linnet St, Greenport, NY 11944
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