Greenport, NY Homes

• 

  

  

  /24

  $869,000

  • 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

  (866) 685-4836

  35 Washington Ave, Greenport, NY 11944
• 

  

  

  /22

  $5,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,238 Sq Ft
  • Condo for Rent

  131 6th St Unit G, Greenport, NY 11944

  Enjoy a few months nestled in the heart of Greenport in a stunning, gated waterfront condo that offers a tranquil escape from the hustle and bustle. With 3 spacious bedrooms and 2 and a half bathrooms, this 2-story furnished abode will make you feel like you are on vacation everyday. Feel the strain of the day melt away as you take in the breathtaking water views of the Peconic Bay and Shelter

  Barbara Poliwoda Douglas Elliman Real Estate

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

  $1,675,000 Sold Jan 15, 2025

  520 Madison Ave, Greenport, NY 11944

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $838/SF
  • 190 Days On Market

  Current Estimated Value $1,692,068

  Last Listing Agent Marc Rishe Century 21 Albertson Realty

  520 Madison Ave, Greenport, NY 11944
• 

  Est $1,504,420 Not Listed For Sale

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

  1075 Moores Ln, Greenport, NY 11944

  1075 Moores Ln, Greenport, NY 11944
• 

  

  

  /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
• 

  

  /11

  $5,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,660 Sq Ft
  • House for Rent

  2180 Kerwin Blvd, Greenport, NY 11944

  Welcome to coastal living. This fully furnished, expanded Cape sits on a quiet, shy acre, offering privacy and tranquility. Spend summer days relaxing around the in-ground pool, or enjoy the association bay beach access for swimming, paddleboarding, and beach combing. The cozy living room with wood-burning fireplace invites relaxation, while the kitchen, featuring a Viking stove, inspires

  JoAnn Wind Daniel Gale Sothebys Intl Rlty

  2180 Kerwin Blvd, 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

  Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

  58315 North Rd, Greenport, NY 11944
• 

  Est $1,422,151 Not Listed For Sale

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

  3080 Bay Shore Rd, Greenport, NY 11944

  3080 Bay Shore Rd, Greenport, NY 11944
• 

  

  /13

  $500,000 Pending

  • Land
  • 23.4 Acres
  • $21,368 per Acre

  191 - B Columbia Turnpike, Greenport, NY 12534

  Unusual opportunity to own your own 23.4 acres with a 12+ acre lake! Clay Pond Farms is a centrally located, easily accessible property that blends endless business and recreation opportunities. Just minutes from downtown HUDSON, NY, this unusual property offers a prime opportunity for investors, developers, recreational and sports enthusiasts, or anyone with an outdoorsy vision. Perhaps an In

  

  Paul Barrett

  Houlihan Lawrence Inc.

  (518) 318-9506

  191 - B Columbia Turnpike, Greenport, NY 12534
• 

  

  /29

  $10,000 per month

  • 2 Beds
  • 4 Baths
  • 2,253 Sq Ft
  • Condo for Rent

  123 Sterling Ave Unit 12, Greenport, NY 11944

  **2026 Rates:** May 23 - June 30: $18,000; July: $20,000; August 1 - Labor Day: $22,000; Memorial Day - Labor Day: $49,500Welcome to the 123 Sterling Boat Lofts! This exceptional property, situated on Sterling Harbor in the heart of Greenport Village, represents the perfect East End retreat. Thoughtfully designed with a spacious open floor plan, this third-floor corner unit offers stunning

  William Walters Daniel Gale Sothebys Intl Rlty

  123 Sterling Ave Unit 12, 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 $1,365,942 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
• 

  

  /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) 576-1733

  191 - C Columbia Turnpike, Greenport, NY 12534
• 

  

  /20

  $4,000 per month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  517 Flint St, Greenport, NY 11944

  Discover the charm of this beautifully maintained 2-bedroom, 1-bath home located in the heart of Greenport, NY. Perfect for year-round living, this cozy residence offers comfort, style, and the peaceful charm of the North Fork. Nestled on a quiet street, this home is just minutes from Greenport Village’s boutique shops, restaurants, beaches, and the LIRR station. Enjoy everything the North Fork

  Crystal Bolling Realty Connect USA LI Inc

  517 Flint St, Greenport, NY 11944
• 

  $820,000 Sold Jan 06, 2025

  285 Park St, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • Built 1925

  Last Sold Summary

  • 3% Above List Price
  • 35 Days On Market

  Current Estimated Value $873,907

  Last Listing Agent Katie Schimpf Daniel Gale Sothebys Intl Rlty

  285 Park St, Greenport, NY 11944
• 

  Est $1,029,144 Not Listed For Sale

  230 Wiggins Ln, Greenport, NY 11944

  230 Wiggins Ln, 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
• 

  

  /34

  $20,000 per month

  • 4 Beds
  • 2.5 Baths
  • 2,026 Sq Ft
  • House for Rent

  485 Sutton Place, Greenport, NY 11944

  Welcome to 485 Sutton Place, Greenport – a newly renovated gem that effortlessly combines modern luxury with timeless charm. Every detail of this stunning home has been thoughtfully designed to create a harmonious blend of comfort, style, and sophistication. Step inside to discover two sunlit levels of living. The first floor features two generously sized bedrooms and a full bathroom with tub. A

  Gloria Scrocco STOEBE & CO

  485 Sutton Place, Greenport, NY 11944
• 

  $1,045,000 Sold Jan 08, 2025

  615 Brown St, Greenport, NY 11944

  • 3 Beds
  • 2.5 Baths
  • Built 2008

  Last Sold Summary

  • 13% Below List Price
  • 66 Days On Market

  Current Estimated Value $1,641,834

  Last Listing Agent Diane Mollica Compass Greater NY LLC

  615 Brown St, Greenport, NY 11944
• 

  Est $1,223,281 Not Listed For Sale

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

  122 North St, Greenport, NY 11944

  122 North St, Greenport, NY 11944
• 

  

  /4

  $749,000

  • Land
  • 1.48 Acres
  • $506,081 per Acre

  2365 Main Rd, Greenport, NY 11944

  Discover the rare opportunity to own a cleared 1.48-acre flag lot, ideally situated 331 feet off the Main Road, offering ultimate privacy while remaining close to everything the North Fork has to offer. This set-back parcel is enveloped by preserved land, creating a serene and secluded setting for your future home. With the potential to accommodate a 4,000+ square foot residence, complete with a

  William Walters Daniel Gale Sothebys Intl Rlty

  2365 Main Rd, Greenport, NY 11944
• 

  

  /28

  $12,000 per month

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

  312 5th Ave, Greenport, NY 11944

  2026 Rates: April $7,500; May $12K; June $15K; July $25K; A1-LD $27,500; Sept $12,500; October $10K: This beautifully curated home away from home, blends modern design with warmth and style. Experience elegant comfort in your private retreat with natural light, modern decor and thoughtful touches throughout. Nestled on a quiet, tree lined street, this special haven features a front porch, fully

  William Walters Daniel Gale Sothebys Intl Rlty

  312 5th Ave, Greenport, NY 11944
• 

  $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
• 

  Est $1,564,108 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,386 Sq Ft

  365 Island View Ln, Greenport, NY 11944

  365 Island View Ln, 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
• 

  

  /8

  $2,650 per month

  • 4 Beds
  • 1.5 Baths
  • 1,800 Sq Ft
  • House for Rent

  317 South St, Greenport, NY 11944

  Public RemarksDiscover your perfect WINTER escape at 317 South Street, Greenport. This charming 4-bedroom, 1.5-bathroom home offers modern comfort with classic appeal. Available from November 1, 2025, to May 15, 2026, it's an ideal seasonal retreat.?Enjoy hardwood floors throughout, a spacious formal dining room, and a cozy living area. The kitchen boasts modern appliances, including a

  Jennifer Benton Compass Greater NY LLC

  317 South St, Greenport, NY 11944
• 

  $715,000 Sold Jan 06, 2025

  330 Bailey Ave, Greenport, NY 11944

  • 3 Beds
  • 2 Baths
  • Built 1940

  Last Sold Summary

  • 11% Below List Price
  • 123 Days On Market

  Current Estimated Value $758,950

  Last Listing Agent Amanda Capobianco Richmond Realty Corp

  330 Bailey Ave, Greenport, NY 11944
• 

  Est $1,007,212 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths

  3980 Bay Shore Rd, Greenport, NY 11944

  3980 Bay Shore Rd, Greenport, NY 11944
• 

  

  /23

  $1,600,000

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

  336 2nd St, Greenport, NY 11944

  This home is ideally located just minutes from the heart of Greenport Village, offering quick access to the harbor, Mitchell Park, and the waterfront, shops, restaurants, cafes, galleries, and the LIRR station, making this one of the most convenient locations in the village. The property sits close to marinas, beaches, and ferry service to Shelter Island, and is minutes from the North Fork’s

  Ron Moschetta Keller Williams Realty Greater

  336 2nd St, Greenport, NY 11944
• 

  

  /30

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • House for Rent

  1075 Inlet Ln, Greenport, NY 11944

  So Very Close to a Beautiful Bay Beach! 3 Bedrooms/2 Baths. Central Air Conditioning. 2 Large Decks. Nice Yard! FALL 2025 - November 2025 to April 2026 -$4,000 Per Month for Single or Multiple Months. SUMMER 2026 - Memorial Day to Labor Day $29,000; June $8,000; July $10,000; August to Labor Day $12,500. Permit #0497.,

  Paul Loeb Douglas Elliman Real Estate

  1075 Inlet Ln, 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 $1,984,864 Not Listed For Sale

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

  4295 Bay Shore Rd, Greenport, NY 11944

  4295 Bay Shore Rd, Greenport, NY 11944
• 

  

  /18

  $998,500

  • 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
• 

  

  /18

  $3,000 per month

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

  360 Flint St, Greenport, NY 11944

  Welcome to 360 Flint Street, your cozy winter retreat in the charming village of Greenport, NY. This beautifully appointed home offers 2,400 square feet of living space, thoughtfully designed for comfort and modern living. Step into the warm and welcoming foyer, where high ceilings and hardwood floors set the tone for a relaxing getaway. The home features three spacious bedrooms, each providing

  Jennifer Benton Compass Greater NY LLC

  360 Flint St, Greenport, NY 11944
• 

  $1,195,000 Sold Jan 10, 2025

  123 Sterling Ave Unit 3, Greenport, NY 11944

  • 2 Beds
  • 2.5 Baths
  • 1,528 Sq Ft
  • Built 2021

  Last Sold Summary

  • $782/SF
  • 115 Days On Market

  Last Listing Agent Bridget Elkin Compass Greater NY LLC

  123 Sterling Ave Unit 3, Greenport, NY 11944
• 

  Est $1,396,579 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths

  190 Pheasant Place, Greenport, NY 11944

  190 Pheasant Place, Greenport, NY 11944
• 

  

  /43

  $998,000

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

  4137 U S 9, Greenport, NY 12534

  Welcome to Windy Rock Farm & Rescue located in the picturesque Hudson/Greenport area of New York. This expansive farm offers both convenience and tranquility within minutes from the bustling Warren Street, the Amtrak train station, and the scenic Rip Van Winkle Bridge's Sky Walk, Columbia Greene Community College, and the Olana State Historic Site. Experience the perfect blend of country serenity

  Angela Lanuto Coldwell Banker Village Green

  4137 U S 9, Greenport, NY 12534
• 

  

  /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
• 

  $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 $1,240,623

  Last Listing Agent Jennifer Benton Compass Greater NY LLC

  516 4th St, Greenport, NY 11944
• 

  Est $1,520,899 Not Listed For Sale

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

  2890 Kerwin Blvd, Greenport, NY 11944

  2890 Kerwin Blvd, Greenport, NY 11944

Showing Results 1 - 40, Page 1 of 18