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Homes for Sale in 11944

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  • /14

    $549,000

    • Land
    • 0.55 Acre
    • $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

    $1,200,000

    • 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. 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

    Jules Zaphire Locqube New York, Inc.

    380 Homestead Way, 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
  • /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
  • /34

    $1,595,000

    • 5 Beds
    • 3.5 Baths
    • 2,400 Sq Ft

    155 Bridge St, Greenport, NY 11944

    Welcome to 155 Bridge St, a custom-built stunner within walking distance to Greenport Village’s thriving water-front district and close proximity to North Fork farm-stands and world renown beaches. This well-appointed and thoughtfully designed home is truly turnkey, offering everything you could ask for and more. The open floor plan great-room is airy and flush with natural light, compliments of

    William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944
  • /26

    $2,100,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    660 Sutton Place, Greenport, NY 11944

    Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable

    Bridget Elkin Compass Greater NY LLC

    660 Sutton Place, Greenport, NY 11944
  • /44

    $2,050,000

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft

    435 Maple Ln, Greenport, NY 11944

    Welcome to this brand-new coastal retreat that epitomizes North Fork luxury. This exquisite property offers 4,500 square feet of meticulously designed living space across three levels, including a full walkout basement. This home seamlessly blends upscale entertaining with relaxed everyday living. Stroll outside to your private oasis, where a 20 x 40 heated, saltwater inground pool is the focal

    Sheri Winter Parker Corcoran

    435 Maple Ln, Greenport, NY 11944
  • /32

    $1,395,000

    • 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
  • /23

    $1,150,000

    • 3 Beds
    • 1.5 Baths
    • 1,659 Sq Ft

    506 5th St, Greenport, NY 11944

    Built in 1868, this historic Greenport Village home is brimming with character and ready for its next chapter. Set on a .25-acre lot, the home features large spacious rooms, 3 bedrooms, 1.5 baths, beautiful built-ins, and a wood-burning stove. The home presents an exciting opportunity for thoughtful restoration and personalization, allowing the next owner to enhance and reimagine the space while

    Mariah Mills Daniel Gale Sothebys Intl Rlty

    506 5th St, Greenport, NY 11944
  • /23

    $1,249,000 Open Sun 11AM - 2PM

    • 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
  • /27

    $1,249,000

    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    1705 Kerwin Blvd, Greenport, NY 11944

    Opportunities like this in August Acres are few and far between. This 4-bedroom, 2.5-bath Colonial with deeded beach rights delivers the rare combination buyers wait for—location, efficiency, and long-term value—without compromise.From the moment you arrive, the home feels both welcoming and solid. A cozy fireplace anchors the main living space, while tilt-in Andersen windows fill the home

    Maureen Orientale Compass Greater NY LLC

    1705 Kerwin Blvd, Greenport, NY 11944
  • /18

    $895,000

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    210 Bennet Rd, Greenport, NY 11944

    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,

    Scott Bennett Douglas Elliman Real Estate

    210 Bennet Rd, Greenport, NY 11944
  • /12

    $575,000

    • 1 Bed
    • 1.5 Baths
    • 1,200 Sq Ft

    415 Sterling Place, Greenport, NY 11944

    Welcome to 415 Sterling Place in charming Greenport—a property brimming with potential and possibilities! This 1-bedroom, 1.5-bath home greets you with an open floor plan, soaring ceilings, and the timeless beauty of original hardwood floors. A cozy den/office provides flexibility for remote work, hobbies, or even a guest space. Step outside, and you'll discover a 1 story utility building that

    Jennifer Benton Compass Greater NY LLC

    415 Sterling Place, Greenport, NY 11944
  • /43

    $2,250,000 Coming Soon

    • 5 Beds
    • 5.5 Baths
    • 3,200 Sq Ft

    2375 Sound Dr, Greenport, NY 11944

    Perched atop the bluffs of the Long Island Sound, this carefully designed showstopper is located within the desirable Eastern Stirling Shores community, offering private beach access just a short walk away. The rear yard provides a true resort-style setting, where you can bask in full sun poolside beside the natural gas–heated, in-ground saltwater pool with electric cover, all while enjoying

    William Walters Daniel Gale Sothebys Intl Rlty

    2375 Sound Dr, Greenport, NY 11944
  • /15

    $278,000

    • 1 Bed
    • 1 Bath

    690 Queens St Unit 4 Costal Cottage, Greenport, NY 11944

    Rare opportunity to own fully furnished Park Model Vacation Cottage within North Fork Resort, a private seasonal resort community located in Greenport on the North Fork of Long Island. .Owners purchase the cottage and receive an exclusive seasonal reservation agreement for the resort lot, providing April -November use each year with access to resort amenities. Heated Resort Style Pool , Fenced

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queens St Unit 4 Costal Cottage, Greenport, NY 11944
  • /37

    $1,985,000

    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    154 Shore Dr E, Greenport, NY 11944

    Napeague -Shore Drive East- the land on sea on the edge of the 1300 acres that make up Napeague Harbor within the marine & terrestrial sanctuary including Napeague State Park, Goff Point, Hicks Island and Hither Hills State Park. This authentic Shore Drive East waterfront property provides immediate water access to boat, sail, kite surf, kayak or clam your way through the day. The two story 1262

    John D'Agostino Martha Greene Real Estate LLC

    154 Shore Dr E, Greenport, NY 11944
  • /10

    $3,795,000

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

    438 Main St, Greenport, NY 11944

    Introducing the 1902 Merrick Hand House-an architecturally significant residence crafted by Henry Leek-set on a deep and rare .63-acre parcel in the heart of Amagansett. With its historic designation, the home's iconic front façade must be preserved, while permitted expansion and renovation provide an exceptional opportunity to blend timeless character with modern luxury. The first floor features

    Heather Saskas Compass

    438 Main St, Greenport, NY 11944
  • /31

    $1,195,000 Open Sat 11AM - 1PM

    • 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
  • /23

    $2,695,000

    • 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
  • /18

    $2,995,000

    • 7 Beds
    • 6.5 Baths
    • 4,544 Sq Ft

    1050 Tasker Ln, Greenport West, NY 11944

    UNDER CONSTRUCTION -IN PHASE 1 - PROPERTY IS CLEARED, FOUNDATION POURED, CURING & FRAMING IS SCHEDULED - Introducing an exceptional opportunity to own a brand new construction home in Greenport’s coveted Eastern Shores where North Fork charm meets modern luxury living. Don't miss this opportunity to claim for yourself this thoughtfully designed, currently under construction and anticipated to be

    Thomas Panebianco Realty Connect USA L I Inc

    1050 Tasker Ln, Greenport West, NY 11944
  • /29

    $865,000

    • 4 Beds
    • 3 Baths
    • 1,588 Sq Ft

    735 aka 718 Wiggins St, Greenport, NY 11944

    Welcome to this charming Farmhouse/Colonial in one of Greenport’s most desirable in-town neighborhoods. Just moments from sandy beaches, award-winning restaurants, boutique shops, and the harbor, this home offers the perfect blend of village lifestyle and quiet residential living.Enjoy 4 bedrooms all privately set on the second level, including a spacious primary bedroom with a cozy loft.

    Kristy Naddell Douglas Elliman Real Estate

    735 aka 718 Wiggins 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
  • /17

    $559,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    31 Sage Blvd Unit 31, Greenport, NY 11944

    This can be your piece of paradise on the East End of Long Island - Welcome to 31 Sage Boulevard! This one-of-a-kind, exquisite and picturesque gated community consists of 89 prime acres surrounded by the waters of the Little Peconic Bay. Upon entering the community, it will bring you back to the historical dwelling of beach cottages that have their own private beach, marina and club house. The

    William Galati Signature Premier Properties

    31 Sage Blvd Unit 31, Greenport, NY 11944
  • /37

    $1,395,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    604 Main St, Greenport, NY 11944

    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

    Marianne Collins Brown Harris Stevens N Fork

    604 Main 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
  • /40

    $1,499,000

    • 4 Beds
    • 1.5 Baths
    • 1,880 Sq Ft

    1760 Albertson Ln, Greenport, NY 11944

    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

    Paul Loeb Douglas Elliman Real Estate

    1760 Albertson Ln, Greenport, NY 11944
  • /13

    $243,000

    • 1 Bed
    • 1 Bath

    690 Queen St Unit Sound Cottage, Greenport, NY 11944

    North Fork Resort offers a rare opportunity to own a private vacation cottage in Greenport, one of the most desirable destinations on Long Island's North Fork. Owners purchase the cottage itself and receive an exclusive seasonal reservation agreement for the resort lot, allowing April-November use each year within the resort community.

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Sound Cottage, Greenport, NY 11944
  • /34

    $1,575,000

    • 4 Beds
    • 4.5 Baths
    • 2,900 Sq Ft

    130 Sunset Ln, Greenport West, NY 11944

    Stunning Greenport New Construction Colonial w/ Heated In-ground pool! Step into a seamless blend of turn-of-the-century elegance and contemporary comfort in this exquisite new construction Colonial. Designed with classic architectural details and high-end finishes throughout, this 4-bedroom, 4.5-bathroom residence offers 2,900 sq. ft. of thoughtfully crafted living space and includes a 10x20

    William Walters Daniel Gale Sothebys Intl Rlty

    130 Sunset Ln, Greenport West, NY 11944
  • /46

    $2,799,000

    • 4 Beds
    • 3 Baths
    • 1,595 Sq Ft

    2100 Sound Dr, Greenport, NY 11944

    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

    Connie Liappas Compass Greater NY LLC

    2100 Sound Dr, Greenport, NY 11944
  • /11

    $286,950

    • 2 Beds
    • 1 Bath

    690 Queen St Unit Costal Cottage, Greenport, NY 11944

    Rare opportunity to own a fully furnished Park Model Vacation Cottage within North Fork Resort, a seasonal resort community located in Greenport on the North Fork of long Island. Owners purchase the cottage and receive an exclusive seasonal reservation agreement for the resort lot, providing April-November use each year with access to resort amenities.

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Costal Cottage, 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
  • /17

    $249,000

    • 2 Beds
    • 1 Bath

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

    North Fork Resort offers a rare opportunity to own a private vacation cottage in Greenport, one of the most desirable destinations on Long Island's North Fork. Owners purchase the cottage itself and receive an exclusive seasonal reservation agreement for the resort lot, allowing April-November use each year within the resort community. Nestled within a short distance of Main Street, Greenport,

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944
  • /32

    $5,695,000

    • 4 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    160 Sound Dr, Greenport, NY 11944

    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

    Alexis Meadows Douglas Elliman Real Estate

    160 Sound Dr, Greenport, NY 11944
  • /25

    $2,400,000

    • 4 Beds
    • 2 Baths
    • 2,480 Sq Ft

    1710 Gull Pond Ln, Greenport, NY 11944

    Modern Log Home Retreat with Deeded Water Access & ADU Potential | Greenport, NY Discover a truly distinctive single-family modern log home set within one of Greenport’s most coveted peninsula locations. Built in 2003 and thoughtfully renovated in 2021, this 2,396 sq. ft. residence offers 4 bedrooms, 2 baths, and 9 well-proportioned rooms designed for comfort, privacy, and effortless indoor

    Derek Greene Greene Realty Group

    1710 Gull Pond Ln, Greenport, NY 11944
  • /30

    $935,000

    • 4 Beds
    • 3.5 Baths
    • 2,100 Sq Ft

    1175 9th St, Greenport, NY 11944

    Welcome to 1175 9th Street in Greenport—a two-story, four-bedroom, three-and-a-half-bath with a full, finished basement with exterior staircase. The home is filled with natural light and hardwood floors throughout the main living spaces. The first floor offers an open living area with a wood-burning fireplace that flows into a spacious eat-in kitchen with a large island and sliding glass doors to

    Alexander Aquino Douglas Elliman Real Estate

    1175 9th St, Greenport, NY 11944
  • /29

    $2,150,000

    • 4 Beds
    • 3.5 Baths
    • 2,765 Sq Ft

    980 Manhanset Ave, Greenport, NY 11944

    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

    Justin Concannon Compass Greater NY LLC

    980 Manhanset Ave, Greenport, NY 11944
  • /22

    $1,395,000

    • 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
  • /34

    $2,495,000 Open Sun 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 3,400 Sq Ft

    605 Gus Dr, East Marion, NY 11939

    I am proud to bring 605 Gus Drive in East Marion to the market. A custom-built, classic Hamptons style home, nestled on a shy acre at the end of a serene cul de sac. This enchanting property, completed in 2022, offers an exquisite blend of elegance, comfort, and luxury, wrapped in an abundance of natural light. Enter through the front door into a grand foyer boasting elegant 20-foot ceilings. The

    Peter Halpin Douglas Elliman Real Estate

    605 Gus Dr, East Marion, NY 11939
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