Suffolk, NY Homes in ZIP Code 11944

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  /26

  $1,300,000 Open Sat 1:30AM - 3:30PM

  • 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
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  /8

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  540 2nd St, Greenport, NY 11944

  Be a part of the action in Grernport Village. Lovely 2 bedroom 1.5 bath house, with a 3rd pass through bedroom. Central air. Gas stove. Renovated in 2023. All modern appliances and bathrooms. Combining the charm of an antique home with modern comfort. Quiet location, yet close to all that Greenport offers. [[Rental Registration # R25-046]]

  540 2nd St, Greenport, NY 11944
• 

  $3,000,000 Sold Jul 28, 2025

  • 3,756 Sq Ft
  • $799/SF
  • 47 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2023

  1740 Inlet Pond Rd, Greenport, NY 11944

  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

  William Walters Daniel Gale Sothebys Intl Rlty

  1740 Inlet Pond Rd, Greenport, NY 11944
• 

  Est $1,171,939 Not Listed For Sale

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

  1075 Moores Ln, Greenport, NY 11944

  1075 Moores Ln, Greenport, NY 11944
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  /20

  $1,899,000

  • 5 Beds
  • 2.5 Baths
  • 2,500 Sq Ft

  2055 Bay Shore Rd, Greenport, NY 11944

  Live your best life in this spectacular 5 bedroom bayfront home. Breathtaking panoramic water views from Shelter Island throughout Greenport Harbor to Pipes Cove, you will be able to sit on your private beach and watch all the activity of the Peconic Bay. This beachfront home offers a first floor bedroom en-suite, enclosed sunporch, open floor plan across the living room with wood burning

  Kenneth Poliwoda Douglas Elliman Real Estate

  2055 Bay Shore Rd, Greenport, NY 11944
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  /20

  $3,500 per month

  • 2 Beds
  • 1 Bath
  • 1,193 Sq Ft
  • Apartment for Rent

  538 Main Rd Unit upper, Greenport, NY 11944

  This charming 2-bedroom, 1-bathroom apartment offers generous living space on 2nd floor apartment. Unwind by the fireplace , or bask in the natural sunlight that fills the sun/media room. The kitchen's stylish granite countertops and a gas stovetop are complemented by essential appliances like a dishwasher, microwave and the in-unit washer/dryer for modern convenience.

  Isaac Israel Richmond Realty Corp

  538 Main Rd Unit upper, Greenport, NY 11944
• 

  $1,250,000 Sold Jul 24, 2025

  • 1,700 Sq Ft
  • $735/SF
  • 67 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  237 5th Ave, Greenport, NY 11944

  Beautifully renovated Cape in the heart of Greenport Village, offering an elegant and bright living space. The timeless kitchen and dining area overlook a quaint and private backyard and patio. The home features a spacious primary bedroom, two guest rooms, and a vibe of sophistication without pretension. Exceptional carpentry and woodworking are showcased throughout. A large

  Bridget Elkin Compass Greater NY LLC

  237 5th Ave, Greenport, NY 11944
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  Est $1,511,827 Not Listed For Sale

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

  521 2nd St, Greenport, NY 11944

  521 2nd St, Greenport, NY 11944
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  /24

  $1,579,000

  • 3 Beds
  • 2 Baths
  • 1,671 Sq Ft

  412 Atlantic Ave, Greenport, NY 11944

  Discover this meticulously renovated 3-bedroom, 2-bath corner property in charming Greenport, offering captivating water views and an expansive, beautifully landscaped garden.The elevated rear garden is a true sanctuary, featuring mature trees and a spacious patio that perfectly frames the picturesque Sterling Harbor, alive with sailboats and fishing vessels. A generous side garden, formerly

  Paul Betancourt Engel & Volkers North Fork

  412 Atlantic Ave, Greenport, NY 11944
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  /15

  $4,000 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Condo for Rent

  412 Carpenter St, Greenport, NY 11944

  Newly renovated farmhouse located in the heart of Greenport village. This 3 bedroom 2 bath first floor apartment is steps to shops, restaurants & historic waterfront. Enjoy summer days in the potager garden and nights grilling the daily catch. The apt features a sunny open kitchen with an open floor plan, a master bedroom with en suite bath, and two additional bedrooms with ample light and a cozy

  412 Carpenter St, Greenport, NY 11944
• 

  $890,000 Sold Jul 22, 2025

  • 1,599 Sq Ft
  • $557/SF
  • 40 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1970

  520 4th St, Greenport, NY 11944

  Mid C Ranch in the coveted West Dublin neighborhood of Greenport Village on .31 acres. Featuring living/dining room, master ensuite, plus 2 bedrooms, eat-in kitchen, den, laundry, mud room, hardwood floors. Rear balcony overlooking a large, private yard. Full basement, walkup attic, outdoor shower, and mature specimen trees. Walking distance to all village amenities, beaches, LIRR, and NYC Jitney.

  Janet Markarian Daniel Gale Sothebys Intl Rlty

  520 4th St, Greenport, NY 11944
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  Est $1,164,788 Not Listed For Sale

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

  190 Fiddler Ln, Greenport, NY 11944

  190 Fiddler Ln, Greenport, NY 11944
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  /35

  $1,099,999

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

  370 Pheasant Place, Greenport, NY 11944

  Welcome to August Acres – A Tranquil Retreat Near GreenportNestled just a short distance from the charming Village of Greenport. This colonial-style home offers a perfect blend of comfort and convenience. Situated in a quiet and serene location, this beautifully maintained property is move-in ready and ideal for both relaxation and entertainment.The first floor features a spacious

  Kristen Rishe Signature Premier Properties

  370 Pheasant Place, Greenport, NY 11944
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  /24

  $12,000 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
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  $1,200,000 Sold Jul 21, 2025

  • 17 Days On Market

  • 6 Beds
  • 3 Baths
  • Built 1900

  318 5th Ave, Greenport, NY 11944

  Charming Legal 3-Family Home in Greenport, NYDon’t miss this rare gem on the market for the first time in nearly 50 years! This exceptional property offers a unique opportunity to own a distinguished late 19th-century Victorian that has been thoughtfully converted into a three-family residence, preserving its exquisite original details. Delight in the added bonus of a cozy stand-alone

  Nicholas Planamento William Raveis New York LLC

  318 5th Ave, Greenport, NY 11944
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  Est $921,654 Not Listed For Sale

  230 Wiggins Ln, Greenport, NY 11944

  230 Wiggins Ln, Greenport, NY 11944
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  /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
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  /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
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  $1,730,000 Sold Jul 11, 2025

  • 281 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2024

  424 2nd St, Greenport, NY 11944

  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

  Eric Elkin Compass Greater NY LLC

  424 2nd St, Greenport, NY 11944
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  Est $1,141,437 Not Listed For Sale

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

  122 North St, Greenport, NY 11944

  122 North St, Greenport, NY 11944
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  /23

  $1,989,000

  • 4 Beds
  • 3.5 Baths
  • 2,600 Sq Ft

  3200 Bay Shore Rd, Greenport, NY 11944

  Ideally located just minutes from the heart of historic Greenport, this beautifully crafted home offers the perfect blend of coastal elegance and modern comfort. Enjoy access to the serene shores of Peconic Bay where tranquil waters and scenic views invite daily relaxation. Entertain and impress your guests from the bricked patio, and heated saltwater pool. Professional, lush landscaped grounds

  Sheila Izzo Century 21 Albertson Realty

  3200 Bay Shore Rd, Greenport, NY 11944
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  /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
• 

  $979,000 Sold Jun 23, 2025

  • 1,550 Sq Ft
  • $632/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1920

  16 Washington Ave, Greenport, NY 11944

  This bright and airy Greenport property is bathed in natural light and offers timeless appeal and village convenience. Set on a rare double lot with beautiful mature trees, the home features a welcoming front porch and an open, flowing layout highlighted by original pine floors and period details. The house includes 3 bedrooms, 1.5 baths, a full basement, and an oversized two-car garage with an

  Bridget Elkin Compass Greater NY LLC

  16 Washington Ave, Greenport, NY 11944
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  Est $1,228,263 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths

  215 Tarpon Dr, Southold, NY 11971

  215 Tarpon Dr, Southold, NY 11971
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  /16

  $1,395,000 Open Sat 10AM - 11:30AM

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

  550 Madison St, Greenport, NY 11944

  Nestled in a quiet corner of Greenport Village, this rare new construction home offers both a peaceful setting and easy access to everything the Village has to offer. Inside, the main floor features open-concept living with large windows and high ceilings, spacious kitchen, separate living and dining areas, and powder room. Upstairs are three bedrooms and two full baths, including a generous

  Marc Rishe Century 21 Excelsior Realty

  550 Madison St, Greenport, NY 11944
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  /24

  $15,000 per month

  • 2 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • House for Rent

  157 Central Ave, Greenport, NY 11944

  Available August - LD $15,000. Two week minimum rental. This charming 2 bed, 3 bath Greenport Village Colonial offers a perfect blend of historic charm and modern elegance. Step inside to find beautifully preserved character details complemented by contemporary updates. A sun-drenched kitchen and dining area open to a peaceful and private patio and garden. An additional den/yoga room provides the

  Shane Hafer Compass Greater NY LLC

  157 Central Ave, Greenport, NY 11944
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  $635,000 Sold Jun 23, 2025

  • 730 Sq Ft
  • $870/SF
  • 65 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2008

  61475 County Road 48, Greenport, NY 11944

  Condo in Cliffside Sound Front Complex Featuring Sandy Sound Beach, Heated Pool & Vast Sound Views. Unit has 2 Beds(Primary with Ensuite) & 2 Baths. Main Bedroom and Living Room have Water View Balconies. Large Storage Unit with Sliders doubles as a Bonus Room. Westerly Views offer Spectacular Sunsets. Complex is closed Jan 15-Mar 15. Cliffside is a full resort facility. Condo has great

  Jill Dunbar Douglas Elliman Real Estate

  61475 County Road 48, Greenport, NY 11944
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  Est $1,257,707 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths

  190 Pheasant Place, Greenport, NY 11944

  190 Pheasant Place, Greenport, NY 11944
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  /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
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  /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
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  $1,320,000 Sold Jun 19, 2025

  • 1,528 Sq Ft
  • $864/SF
  • 112 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2021

  123 Sterling Ave Unit 2, Greenport, NY 11944

  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

  Bridget Elkin Compass Greater NY LLC

  123 Sterling Ave Unit 2, Greenport, NY 11944
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  Est $1,378,074 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,670 Sq Ft

  2890 Kerwin Blvd, Greenport, NY 11944

  2890 Kerwin Blvd, Greenport, NY 11944
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  /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
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  /39

  $42,000 per month

  • 6 Beds
  • 5.5 Baths
  • 6,600 Sq Ft
  • House for Rent

  57305 Route 48, Greenport, NY 11944

  Spectacular, contemporary seasonal rental home with pool and Jacuzzi on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full

  Zepur Diktas Compass Greater NY LLC

  57305 Route 48, Greenport, NY 11944
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  $2,875,000 Sold Jun 17, 2025

  • 3,000 Sq Ft
  • $958/SF
  • 105 Days On Market

  • 6 Beds
  • 3.5 Baths
  • Built 1890

  133 6th St, Greenport, NY 11944

  Step into this beautifully restored 1890s farmhouse, where timeless charm meets modern elegance. Curated by a professional design team, every inch of this home has been thoughtfully reimagined to blend its rich architectural heritage with a fresh, modern feel. Ideally located, the sun drenched home includes six bedrooms and 3 1/2 baths. Enter the first level, perfectly laid out with a fabulous

  Lisa Gillooly Compass Greater NY LLC

  133 6th St, Greenport, NY 11944
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  Est $1,037,877 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  1270 Bay Shore Rd, Greenport, NY 11944

  1270 Bay Shore Rd, Greenport, NY 11944
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  /21

  $1,245,000 Pending

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

  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
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  /19

  $20,000 per month

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  415 6th Ave, Greenport, NY 11944

  ADORABLE CAPE WITH POOL & HOT TUB IN THE HEART OF GREENPORTNestled in the Village of Greenport, this charming 4-bedroom Cape has been freshly painted and offers the perfect blend of modern comfort and coastal charm. The first floor includes 2 bedrooms, a cozy living room, an eat-in kitchen, and a full bath, while the second floor boasts 2 additional bedrooms and another full bath—plenty of space

  Jeanmarie Bay William Raveis New York LLC

  415 6th Ave, Greenport, NY 11944
• 

  $1,900,000 Sold Jun 16, 2025

  • 2,455 Sq Ft
  • $774/SF
  • 73 Days On Market

  • 3 Beds
  • 4 Baths
  • Built 1984

  430 Snug Harbor Rd, Greenport, NY 11944

  Welcome to this stunning home in a sought-after waterfront community in Greenport, NY, offering exceptional outdoor space and a dock overlooking Gull Pond with direct access to Gardiner's bay. Featuring a charming nautical-inspired interior with modern finishes, the home creates a welcoming atmosphere for all who enter.The sunlit, open-concept living room features vaulted ceilings and skylights

  Michael Graziose Redfin Real Estate

  430 Snug Harbor Rd, Greenport, NY 11944
• 

  Est $1,562,911 Not Listed For Sale

  • 3 Beds
  • 3 Baths

  1350 Bay Shore Rd, Greenport, NY 11944

  1350 Bay Shore Rd, Greenport, NY 11944

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