2,598

Homes in ZIP Code 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. Close To Water, Beaches, Wineries, Greenport Village Loaded With Shops, Restaurants, And Boutique Hotels. No Flood Required X Zone.

    Agent Photo

    Lisa Urcuiolio

    Century 21 Crown Homes

    (833) 615-1638

    110 Homestead Way, Greenport, NY 11944
  • /4

    $2,700 per month

    • 1 Bed
    • 1.5 Baths
    • 750 Sq Ft
    • Apartment for Rent

    57185 North Rd, Greenport, NY 11944

    Private,quiet Studio apartment,suitable for single or couple. pets,or smoking not allowed Beautiful Soundfront views from upper master bedroom,as well as lower living room ,kitchen.parking on premises.Close to toen Main Highway,.

    Carol Bohn Carol A Bohn

    57185 North Rd, Greenport, NY 11944
  • Unlisted Address

    $762,000 Sold Sep 12, 2025

    • 1,572 Sq Ft
    • $485/SF
    • 320 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1982

    Unlisted Address

    Welcome to 465 Tarpon Drive – Coastal Charm and Incredible Value in Southold ShoresNestled in the coveted Southold Shores Bayfront beach community on the North Fork, 465 Tarpon Drive presents an exceptional opportunity to own in one of the area’s most picturesque enclaves. Surrounded by pristine beaches, scenic marinas, lush farmland, and world-renowned wineries, this expanded

    Nicholas Planamento William Raveis New York LLC

    Unlisted Address
  • /3

    $1,695,000

    • 3 Beds
    • 2.5 Baths
    • 1,672 Sq Ft

    426 Clark St, Greenport, NY 11944

    Coming Soon to West Dublin – This renovated 3-bedroom, 2.5-bath Dutch Colonial offers a thoughtfully redesigned floor plan highlighted by open concept living and spacious primary suite. Notable upgrades include solid white oak floors, Marvin windows, and new energy-efficient systems. The exterior features a private deck and a detached garage awaiting your vision. With water only a block away in

    Marc Rishe Century 21 Excelsior Realty

    426 Clark St, Greenport, NY 11944
  • /7

    $2,700 per month

    • 1 Bed
    • 1 Bath
    • 516 Sq Ft
    • Apartment for Rent

    1215 Main St Unit 1A, Greenport, NY 11944

    Pristine first floor Greenport apartment featuring kitchen, dining area, laundry, living room (ceiling fan), bedroom (ceiling fan), full bath. utilities included. Year lease $2,700/mo. Permit# 1063

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    1215 Main St Unit 1A, Greenport, NY 11944
  • 10 Stirling Cove, Greenport, NY 11944

    $1,250,000 Sold Sep 08, 2025

    • 625 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1985

    10 Stirling Cove, Greenport, NY 11944

    beautiful ,Vibrant Greenport Expansive salt water Heated Pool, private parking,Deeded Boat slip INCLUDED. Can DOCK a 35 or larger foot sail boat . Sweeping views of of the Bay from front to rear of Condo.Wood burning Fireplace, Tennis courts, Water is included, most reasonable.Greenport electric. Trash removal, Snow removal, Grounds upkeep Insurance is included.FOR EXTERIOR OF COMPLEX. Sit and

    Carol Bohn Carol A Bohn

    10 Stirling Cove, Greenport, NY 11944
  • /43

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    1000 Green Hill Ln, Greenport, NY 11944

    This beautiful custom built 2 story home is located minutes from a deeded beach and downtown Greenport with shops, wineries, boating, and golf. This classic style home blends style and comfort. Features include first floor primary bedroom with its own full bathroom and walk in closet, chef's style eat in kitchen with sub zero fridge, Jenn Air oven, and center island, wide plank flooring, living

    Chris Bagshaw Bagshaw Real Estate L.L.C

    1000 Green Hill Ln, Greenport, NY 11944
  • /9

    $3,000 per month

    • 2 Beds
    • 1 Bath
    • 576 Sq Ft
    • House for Rent

    314 North St, Greenport, NY 11944

    Location, location, location. Located in the Village of Greenport this quaint year-round rental is just a short distance into the Village with all the shops, restaurants, public transportation and parks. This home has a large property, 2 bedrooms, 1 bathroom, a lovely kitchen and a family room. For your convenience there is a washer and dryer. Application is required. Tenant to pay all

    Barbara Poliwoda Douglas Elliman Real Estate

    314 North St, Greenport, NY 11944
  • 312 5th Ave, Greenport, NY 11944

    $875,000 Sold Sep 04, 2025

    • 1,620 Sq Ft
    • $540/SF
    • 81 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1912

    312 5th Ave, Greenport, NY 11944

    This stately 3 bedroom, two bath Greenport Village home, with an inground pool and beautifully renovated kitchen and baths, is handsomely set on a nice size lot. The charming front porch, large back deck leading to the gardens, and extensive decking surrounding the swimming pool add both curb appeal as well as outdoor living enjoyment. Lovely interior details, including just-refinished wood

    Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

    312 5th Ave, Greenport, NY 11944
  • /26

    $1,300,000 Open Sat 10AM - 12PM

    • 3 Beds
    • 2 Baths
    • 2,363 Sq Ft

    1111 Main St, Greenport, NY 11944

    A Creative Sanctuary in the Heart of Greenport.Tucked away on a tree-lined street in one of the “prettiest towns in America” (Forbes), this Cape Cod-style, wood-shingled home offers a rare blend of charm, privacy, and proximity to everything that makes Greenport so desirable.Perfectly situated on a full acre of land, the backyard abuts 8 acres of preserved open space owned by the

    Jon Tomlinson Daniel Gale Sothebys Intl Rlty

    1111 Main St, Greenport, NY 11944
  • /12

    $14,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    21 Stirling Cove Unit E, Greenport, NY 11944

    Welcome to your ultimate retreat in the charming village of Greenport, NY. This luxurious condo offers both relaxation and adventure, with stunning bay views and private beach access. The open layout features elegant hardwood floors and central air conditioning, seamlessly blending indoor and outdoor living with a private space for entertaining or unwinding. During the bright summer, enjoy your

    Jennifer Benton Compass Greater NY LLC

    21 Stirling Cove Unit E, Greenport, NY 11944
  • 795 Westwood Ln, Greenport, NY 11944

    $1,230,000 Sold Sep 03, 2025

    • 1,500 Sq Ft
    • $820/SF
    • 109 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1968

    795 Westwood Ln, Greenport, NY 11944

    Elegant & Turnkey in Eastern Shores. This Mid-century Ranch has been Lovingly Renovated (in 2024) and features an Open Plan, Gourmet Kitchen Vaulted Ceilings and Gas Fireplace. Primary Bedroom has Ensuite; 2 Generous Bedrooms w/Bath.Double Sliders in Living Room to Private, Landscaped Backyard w/ Outdoor Kitchen, Heated Salt Water Pool & Expansive Patio.Deeded Sound Beach.

    Jill Dunbar Douglas Elliman Real Estate

    795 Westwood Ln, Greenport, NY 11944
  • /31

    $2,285,000

    • 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
  • /25

    $4,800 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    1155 Tasker Ln, Greenport, NY 11944

    one of a most desirable spot at Greenport - Super Spacious !. This charming home offers generous rooms, ample storage, and a detached 2-car garage with a full-size loft—perfect for a studio or extra storage. Located in the heart of Greenport, a quaint, short distance to seaside village filled with shops, galleries, quiet rustic storefronts, and picturesque harbor scenes. Enjoy true beach

    Chrisand Castella Douglas Elliman Real Estate

    1155 Tasker Ln, Greenport, NY 11944
  • 43 Sound Rd, Greenport, NY 11944

    $800,000 Sold Sep 02, 2025

    • 1,215 Sq Ft
    • $658/SF
    • 35 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1956

    43 Sound Rd, Greenport, NY 11944

    Updated Ranch Home - 2 Bedrooms, 2 Bathrooms and So Much More! Prime Location! Welcome to this clean and updated ranch-style home featuring 2 spacious bedrooms and 2 full bathrooms. Nestled on a desirable, quiet street just steps from a public beach (67 Steps) and park—perfect for swimming, fishing, and enjoying unforgettable sunsets.Inside, you'll find a generous living room with vaulted

    Paul Loeb Douglas Elliman Real Estate

    43 Sound Rd, Greenport, NY 11944
  • /33

    $1,495,000

    • 3 Beds
    • 3.5 Baths

    604 Main St, Greenport, NY 11944

    Set in the heart of the historic district, this c.1890 Greenport Village gem boasts 3 bedrooms, 2.5 baths plus a detached studio apartment. 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 (Mattituck)

    604 Main St, Greenport, NY 11944
  • /21

    $11,200 per month

    • 4 Beds
    • 4 Baths
    • 3,200 Sq Ft
    • House for Rent

    750 Kerwin Blvd, Greenport, NY 11944

    Greenport-Immaculate and spacious home. A welcoming front porch leads to the sunny Living room and dining room. A fully equipped gourmet kitchen with Thermador appliances with sliding doors to back deck, family room with vaulted ceilings also has access to large back deck, there is another den/office, a full bathroom with shower and laundry all on the first floor. The second floor there are two

    Amy Kirincic The Agency Northshore NY

    750 Kerwin Blvd, Greenport, NY 11944
  • 215 Bridge St, Greenport, NY 11944

    $675,000 Sold Aug 20, 2025

    • 1,040 Sq Ft
    • $649/SF
    • 66 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1982

    215 Bridge St, Greenport, NY 11944

    This sun-drenched corner-lot cottage offers the perfect Greenport retreat. The vaulted, open-concept layout creates a bright and airy living space, complemented by two generously sized bedrooms and a cozy, heated sunroom—ideal for year-round relaxation. Step outside to enjoy a beautifully landscaped patio, outdoor shower, and fully irrigated grounds surrounded by mature plantings. Just across the

    Bridget Elkin Compass Greater NY LLC

    215 Bridge St, Greenport, NY 11944
  • /18

    $1,395,000

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    550 Madison St, Greenport, NY 11944

    This newly built home is not too big, not too small—it’s just right. Designed with today’s lifestyle in mind, the open floor plan flows easily from the living area to the kitchen and dining spaces, creating a welcoming environment for everyday living and entertaining. Tucked along a bend in the road, the property enjoys a private wooded aesthetic with forest views stretching behind the home. A

    Marc Rishe Century 21 Excelsior Realty

    550 Madison St, Greenport, NY 11944
  • /24

    $6,500 per month

    • 4 Beds
    • 3 Baths
    • 2,800 Sq Ft
    • House for Rent

    64230 County Road 48, Greenport, NY 11944

    Enjoy summer fun on the North Fork in this MINT farmhouse on beautiful sprawling property! There's plenty of room for family and friends in this spacious home with 4 large bedrooms, 3 full baths, aneat-in-kitchen perfect for gatherings, impressive primary ensuite, den/home office and laundry room. Additionally, the basement is fully finished with a large and fun recreation room, full bathroom

    Donald Bracken Thomas J McCarthy Real Estate

    64230 County Road 48, Greenport, NY 11944
  • 675 Champlin Place, Greenport, NY 11944

    $2,200,000 Sold Aug 18, 2025

    • 2,650 Sq Ft
    • $830/SF
    • 33 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1701

    675 Champlin Place, Greenport, NY 11944

    This captivating property is the perfect canvas for a quintessential Greenport farmhouse dating back to the 17th century. Meticulously renovated to fuse contemporary comfort with timeless North Fork charm, the smart, flowing layout offers a seamless balance of style and function. Set on a beautifully landscaped lot, the outdoor spaces are designed for effortless entertaining, featuring an 18x40'

    Bridget Elkin Compass Greater NY LLC

    675 Champlin Place, Greenport, NY 11944
  • /25

    $1,299,999

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    58425 Route 48, Greenport, NY 11944

    Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

    William Walters Daniel Gale Sothebys Intl Rlty

    58425 Route 48, Greenport, NY 11944
  • /31

    $10,000 per month

    • 3 Beds
    • 3 Baths
    • 2,400 Sq Ft
    • House for Rent

    3650 Bay Shore Rd, Greenport, NY 11944

    Your Fabulous Beach House Vacation! 2 Week Rentals or Monthly! Spacious summer house in the coveted Peconic Bay Estates private beach community on the Bay. A darling hidden path brings you to the sweetest surprise little wooden bridge to cross over to arrive on the sandy beach. Fun! No shirt, no shoes, lazy day, Yes! Very quiet water front cove, lots of area biking, kayaking, taking beach

    Kate Carpluk William Raveis New York LLC

    3650 Bay Shore Rd, Greenport, NY 11944
  • 529 2nd St, Greenport, NY 11944

    $1,100,000 Sold Aug 18, 2025

    • 2,200 Sq Ft
    • $500/SF
    • 89 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1840

    529 2nd St, Greenport, NY 11944

    This Beautifully Updated 3 Bedroom Blends 19th-century Charm with Modern Comfort. The Picturesque Facade Welcomes You Into a Residence that Exudes Timeless Elegance, Thoughtfully Renovated to Preserve its Historical Character While Offering Contemporary Amenities.The Tranquil Yard is a True Oasis, featuring Mature Trees and a Array of Vibrant Plantings. Ideally Located, This

    Paul Loeb Douglas Elliman Real Estate

    529 2nd 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

    Kenneth Poliwoda Douglas Elliman Real Estate

    151 Bay Ave, Greenport, NY 11944
  • /28

    $7,375 per month

    • 5 Beds
    • 3 Baths
    • 3,700 Sq Ft
    • House for Rent

    2700 Sound Dr, Greenport, NY 11944

    2025 Rates: September 1-30 $29,500; October $25,000: Escape to this exceptional seasonal rental, perfectly situated on the shores of the Long Island Sound. This beautifully appointed waterfront home offers the ultimate coastal living experience, featuring private stairs leading directly to the beach, an in-ground heated gunite pool, and panoramic water views from nearly every room. With 4

    William Walters Daniel Gale Sothebys Intl Rlty

    2700 Sound Dr, Greenport, NY 11944
  • 162 Central Ave, Greenport, NY 11944

    $1,100,000 Sold Aug 14, 2025

    • 1,750 Sq Ft
    • $629/SF
    • 33 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1850

    162 Central Ave, Greenport, NY 11944

    Charming Legal 2-Family Home in the Heart of Historic Greenport Village. Step back in time with this well-maintained late 1800s home, ideally located on a picturesque, tree-lined street surrounded by other beautifully preserved historic homes. Currently configured as a legal two-family residence, the property features a spacious 1+ bedroom apartment on the first floor and a cozy 1-bedroom

    Paul Loeb Douglas Elliman Real Estate

    162 Central Ave, Greenport, NY 11944
  • /36

    $1,195,000

    • 3 Beds
    • 3.5 Baths

    216 North St, Greenport, NY 11944

    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

    Sheri Winter Parker Corcoran

    216 North St, Greenport, NY 11944
  • /35

    $15,000 per month

    • 3 Beds
    • 4 Baths
    • 3,500 Sq Ft
    • House for Rent

    63615 North Rd, Greenport, NY 11944

    Rental Permit # 1304 Chalet-Style Retreat with Private Soundfront Beach – Summer Rental in Greenport, NYNestled on 2.52 secluded acres along the North Fork’s coveted Soundfront, this architectural chalet-style home offers the ultimate summer escape. Featuring 3 oversized bedrooms and 4 full bathrooms, this expansive and warm retreat blends rustic charm with modern luxury.Soaring

    Marco Maida Compass Greater NY LLC

    63615 North Rd, Greenport, NY 11944
  • 75 Gull Pond Ln, Greenport, NY 11944

    $1,050,000 Sold Aug 13, 2025

    • 1,655 Sq Ft
    • $634/SF
    • 13 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    75 Gull Pond Ln, Greenport, NY 11944

    This stunning designer Cape has spacious open-concept living and dining areas, highlighted by soaring cathedral ceilings and an inviting gas fireplace.The chef’s kitchen is a showstopper—generously sized and thoughtfully laid out for seamless entertaining. A private back patio is perfect for al fresco dining or morning coffee.On the first floor, you’ll find two inviting guest bedrooms and

    Allison Sirico Daniel Gale Sothebys Intl Rlty

    75 Gull Pond Ln, Greenport, NY 11944

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