Greenport, NY Homes

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  /24

  $799,000 Pending

  • 5 Beds
  • 3 Baths
  • 1,805 Sq Ft

  35 Washington Ave, Greenport, NY 11944

  Charming Village Colonial in the Heart of Greenport! Nestled on one of Greenport’s most sought-after streets, this beautifully maintained Colonial blends historic charm with modern comfort. Featuring approximately 1,800 sq ft of living space, this home offers 5 bedrooms, 2 full baths, and inviting living areas filled with natural light. The updated kitchen boasts stainless-steel appliances, stone

  

  Kathleen Coughlan

  Coldwell Banker American Homes

  (855) 497-1869

  35 Washington Ave, Greenport, NY 11944
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  /18

  $3,400 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Apartment for Rent

  744 Main St Unit 2, Greenport, NY 11944

  Discover this unique 2-bedroom, 2-bathroom duplex set within a historic 1800s home. Featuring a loft-like layout with open living space and timeless character, this home offers the perfect blend of charm and comfort. Ideally located in the heart of Greenport Village, enjoy walking distance to local shops, restaurants, beaches, and renowned North Fork vineyards. Convenient access to the LIRR and

  Crystal Bolling Realty Connect USA LI Inc

  744 Main St Unit 2, Greenport, NY 11944
• 

  $675,000 Sold Feb 24, 2026

  2365 Main Rd, Greenport, NY 11944

  • Land
  • 1.48 Acres
  • $456,081 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 229 Days On Market

  Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

  2365 Main Rd, Greenport, NY 11944
• 

  Est $1,575,501 Not Listed For Sale

  1075 Moores Ln, Greenport, NY 11944

  • 4 Beds
  • 4 Baths
  • 2,900 Sq Ft
  • Built 1966

  1075 Moores Ln, Greenport, NY 11944

  Last Sold Summary

  • 7% Above List Price
  • $509/SF
  • 25 Days On Market

  Last Sold Price $1,475,000

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
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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

  

  Lisa Urcuiolio

  Century 21 Crown Homes

  (833) 615-1638

  110 Homestead Way, Greenport, NY 11944
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  $20,000 per month

  • 5 Beds
  • 3 Baths
  • 3,393 Sq Ft
  • House for Rent

  695 Sound Dr, Greenport, NY 11944

  2026 Rates: May 21-June 19 $20K; July 11-August 8 $30K: This substantial post-modern residence offers the perfect North Fork retreat for those seeking space, comfort, and effortless entertaining. From the moment you enter, the home’s expansive layout welcomes you with bright, open living areas designed for relaxing and hosting with ease. With five generously sized bedrooms and three

  William Walters Daniel Gale Sothebys Intl Rlty

  695 Sound Dr, Greenport, NY 11944
• 

  $992,000 Sold Dec 12, 2025

  58315 North Rd, Greenport, NY 11944

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Built 1972

  Last Sold Summary

  • 6% Below List Price
  • $1,102/SF
  • 0 Days On Market

  Current Estimated Value $1,024,124

  Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

  58315 North Rd, Greenport, NY 11944
• 

  Est $1,512,716 Not Listed For Sale

  3080 Bay Shore Rd, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 2020

  3080 Bay Shore Rd, Greenport, NY 11944

  Last Sold Summary

  • 27% Above List Price
  • $543/SF
  • 112 Days On Market

  Last Sold Price $1,195,000

  Last Listing Agent Maureen Orientale Compass Greater NY LLC
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  /5

  $650,000

  • Land
  • 2 Acres
  • $325,000 per Acre

  191 - C Columbia Turnpike, Greenport, NY 12534

  This 2.0-acre commercial tract is currently revenue-generating and operating as a Parking Area accommodating tractor-trailers and oversized vehicles for a neighboring business concernpotential to build. Additional land is available, including a 7200-square-foot warehouse garage building with 4.12 acres and a 12-acre lake on 24 plus adjoining acres. A month-to-month lease arrangement is currently

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 851-1739

  191 - C Columbia Turnpike, Greenport, NY 12534
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  /38

  $16,000 per month

  • 2 Beds
  • 2.5 Baths
  • 1,452 Sq Ft
  • House for Rent

  237 6th St, Greenport, NY 11944

  Beautifully Renovated Greenport Village Farmhouse with Bay Beaches Nearby. Summer 2026 - Memorial Day to Labor Day $45,000; Memorial Day thru June $12,000; July $16,000; August to Labor Day $20,000.

  Paul Loeb Douglas Elliman Real Estate

  237 6th St, Greenport, NY 11944
• 

  $1,687,500 Sold Nov 03, 2025

  131 6th St Unit 7, Greenport, NY 11944

  • 3 Beds
  • 2.5 Baths
  • 2,238 Sq Ft
  • Built 1990

  Last Sold Summary

  • 15% Below List Price
  • $754/SF
  • 144 Days On Market

  Last Listing Agent Sheri Winter Parker Corcoran

  131 6th St Unit 7, Greenport, NY 11944
• 

  Est $1,309,089 Not Listed For Sale

  190 Fiddler Ln, Greenport, NY 11944

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2018

  190 Fiddler Ln, Greenport, NY 11944

  Last Sold Summary

  • 14% Above List Price
  • $575/SF
  • 85 Days On Market

  Last Sold Price $1,150,000

  Last Listing Agent Melissa Principi Douglas Elliman Real Estate
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  /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
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  /16

  $18,500 per month

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  134 6th St, Greenport, NY 11944

  Charming whole-house rental in Greenport Village’s coveted West Dublin neighborhood, with a classic bay beach just at the end of the block. The home features lovely furnishings, quality linens, and abundant natural light throughout. A large, sunny backyard offers ample space for outdoor dining and summer gatherings. Located just half a mile from Greenport’s vibrant commercial district, you’ll

  Bridget Elkin Compass Greater NY LLC

  134 6th St, Greenport, NY 11944
• 

  $585,000 Sold Feb 26, 2026

  57 (aka 400) Wilmarth Ave, Greenport, NY 11944

  • 3 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Built 1953

  Last Sold Summary

  • $390/SF
  • 104 Days On Market

  Last Listing Agent Marc Rishe Century 21 Albertson Realty

  57 (aka 400) Wilmarth Ave, Greenport, NY 11944
• 

  Est $1,045,281 Not Listed For Sale

  230 Wiggins Ln, Greenport, NY 11944

  230 Wiggins Ln, Greenport, NY 11944

  Last Sold Summary

  • 27% Above List Price
  • 297 Days On Market

  Last Sold Price $825,000

  Last Listing Agent Paul Loeb Douglas Elliman Real Estate
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  /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
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  /36

  $20,000 per month

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

  165 Marine Place, Greenport, NY 11944

  Luxurious Modern Home with Heated Inground Pool in Private Community with a Memorable Community Only Bay Beach Just 3 Blocks Away. Short Distance to Golf and Greenport Village. Off Season (March 2026 to May 2026) - $10,000 per month (single to multiple months considered); Year-Round - $10,500 per month; SUMMER 2026 - Memorial Day thru June $20,000; July 1 to July 15 $20,000. Permit # 0634.

  Paul Loeb Douglas Elliman Real Estate

  165 Marine Place, Greenport, NY 11944
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  $1,200,000 Sold Dec 05, 2025

  1111 Main St, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • 2,363 Sq Ft
  • Built 1956

  Last Sold Summary

  • 8% Below List Price
  • $508/SF
  • 77 Days On Market

  Last Listing Agent Jon Tomlinson Daniel Gale Sothebys Intl Rlty

  1111 Main St, Greenport, NY 11944
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  Not Listed For Sale

  635 Caleb's Way Unit M44, Greenport, NY 11944

  • 2 Beds
  • 2 Baths
  • Built 1999

  635 Caleb's Way Unit M44, Greenport, NY 11944

  Last Sold Summary

  • 29 Days On Market

  Last Sold Price $640,000

  Last Listing Agent Nora Conant Douglas Elliman Real Estate
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  /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
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  /7

  $2,500 per month

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

  325 Wiggins St Unit 1st fl, Greenport, NY 11944

  freshly painted Ground floor unit with natural light. super close to downtown greenport.

  Amanda Capobianco Richmond Realty Corp

  325 Wiggins St Unit 1st fl, Greenport, NY 11944
• 

  $4,600,000 Sold Oct 15, 2025

  3400 & 3500 Sound Dr, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 1967

  Last Sold Summary

  • 4% Below List Price
  • $3,067/SF
  • 65 Days On Market

  Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

  3400 & 3500 Sound Dr, Greenport, NY 11944
• 

  Est $1,057,834 Not Listed For Sale

  122 North St, Greenport, NY 11944

  • 3 Beds
  • 3 Baths
  • 1,800 Sq Ft
  • Built 1885

  122 North St, Greenport, NY 11944

  Last Sold Summary

  • 2% Below List Price
  • $597/SF
  • 15 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Jennifer Benton Compass Greater NY LLC
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  /39

  $2,350,000 Pending

  • 4 Beds
  • 3 Baths
  • 3,145 Sq Ft

  3200 Sound Dr, Greenport, NY 11944

  Set directly on the Long Island Sound, this waterfront home offers a rare opportunity to create something truly special in an exceptional location. Enjoy spectacular sunsets and water views from this gracious residence featuring 4 bedrooms and 3 full baths, including a primary suite on the first floor. The open floor plan is anchored by a spacious great room with a wood-burning fireplace, ideal

  Kristy Naddell Douglas Elliman Real Estate

  3200 Sound Dr, Greenport, NY 11944
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  /7

  $2,500 per month

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

  325 Wiggins St Unit 2nd Floor, Greenport, NY 11944

  Dramatic Views of the Greenport Harbor working waterfront. This second floor 1 bedroom unit is convenient to downtown Greenport.

  Amanda Capobianco Richmond Realty Corp

  325 Wiggins St Unit 2nd Floor, Greenport, NY 11944
• 

  $1,195,000 Sold Apr 25, 2025

  516 4th St, Greenport, NY 11944

  • 4 Beds
  • 2.5 Baths
  • 1,840 Sq Ft
  • Built 2008

  Last Sold Summary

  • 4% Above List Price
  • $649/SF
  • 27 Days On Market

  Current Estimated Value $1,290,518

  Last Listing Agent Jennifer Benton Compass Greater NY LLC

  516 4th St, Greenport, NY 11944
• 

  Est $1,545,733 Not Listed For Sale

  365 Island View Ln, Greenport, NY 11944

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft
  • Built 1960

  365 Island View Ln, Greenport, NY 11944

  Last Sold Summary

  • 8% Above List Price
  • $1,028/SF
  • 140 Days On Market

  Last Sold Price $1,425,000

  Last Listing Agent Alexander Aquino Douglas Elliman Real Estate
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  /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
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  /30

  $16,000 per month

  • 3 Beds
  • 4 Baths
  • 1,900 Sq Ft
  • House for Rent

  300 Fiddler Ln, Greenport, NY 11944

  Immaculate Greenport rental with saltwater pool! Conveniently located while also ideally set in a quiet enclave, this home is just a stone's throw to a sandy Bay side beach as well as a Sound beach and offers the best of both worlds. A spacious kitchen and family room create seamless everyday living and entertaining. There is also a first-floor bedroom and full bath which are perfect for separate

  Connie Liappas Compass Greater NY LLC

  300 Fiddler Ln, Greenport, NY 11944
• 

  $2,875,000 Sold Jun 17, 2025

  133 6th St, Greenport, NY 11944

  • 6 Beds
  • 3.5 Baths
  • 3,000 Sq Ft
  • Built 1890

  Last Sold Summary

  • 17% Below List Price
  • $958/SF
  • 105 Days On Market

  Current Estimated Value $2,651,612

  Last Listing Agent Lisa Gillooly Compass Greater NY LLC

  133 6th St, Greenport, NY 11944
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  Est $1,001,493 Not Listed For Sale

  3980 Bay Shore Rd, Greenport, NY 11944

  • 3 Beds
  • 1.5 Baths
  • Built 1980

  3980 Bay Shore Rd, Greenport, NY 11944

  Last Sold Summary

  • 9% Above List Price
  • 22 Days On Market

  Last Sold Price $915,000

  Last Listing Agent Kenneth Kroncke Realty Connect USA L I Inc
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  /34

  $1,595,000 Pending

  • 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
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  /7

  $45,000 per month

  • 3 Beds
  • 3 Baths
  • 1,528 Sq Ft
  • Condo for Rent

  123 Sterling Ave Unit 2, Greenport, NY 11944

  SUMMER RENTAL! BOAT SLIP: Perched above the water with expansive views of Greenport Harbor and Stirling Basin, this unit offers modern luxury on one of Greenport Village's most beautiful streets. This unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry. Four blocks from the center of the village commercial district with shops, restaurants, and

  Lisa Gillooly Compass Greater NY LLC

  123 Sterling Ave Unit 2, Greenport, NY 11944
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  /43

  $998,000 Sold Jan 07, 2026

  4137 U S 9, Greenport, NY 12534

  • 4 Beds
  • 2.5 Baths
  • 1,746 Sq Ft
  • Built 1900

  Last Sold Summary

  • 28% Below List Price
  • $572/SF
  • 462 Days On Market

  Last Listing Agent Angela Lanuto Coldwell Banker Village Green

  4137 U S 9, Greenport, NY 12534
• 

  Est $1,969,317 Not Listed For Sale

  4295 Bay Shore Rd, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 2009

  4295 Bay Shore Rd, Greenport, NY 11944

  Last Sold Summary

  • 6% Above List Price
  • $918/SF
  • 168 Days On Market

  Last Sold Price $1,850,000

  Last Listing Agent Mariah Mills Daniel Gale Sotheby's
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  /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
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  /47

  $39,000 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
• 

  $890,000 Sold Jul 22, 2025

  520 4th St, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • 1,599 Sq Ft
  • Built 1970

  Last Sold Summary

  • 4% Below List Price
  • $557/SF
  • 40 Days On Market

  Current Estimated Value $951,673

  Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

  520 4th St, Greenport, NY 11944
• 

  Est $1,407,003 Not Listed For Sale

  190 Pheasant Place, Greenport, NY 11944

  • 4 Beds
  • 3.5 Baths
  • Built 2000

  190 Pheasant Place, Greenport, NY 11944

  Last Sold Summary

  • 10% Above List Price
  • 84 Days On Market

  Last Sold Price $1,277,000

  Last Listing Agent Regina Gorsline BERKSHIRE HATHAWAY

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