2,679

Greenport, NY Homes

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  • /23

    $1,249,000

    $351K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    336 2nd St, Greenport, NY 11944

    * low-maintenance North Fork lifestyle,* weekend retreat,* turnkey without renovation headaches,* walkability,* lock-and-leave second home,* income potential,* simpler ownership vs larger estates “Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment. Featuring a complete renovation including

    Ron Moschetta Keller Williams Realty Greater

    336 2nd St, Greenport, NY 11944
  • /15

    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,190 Sq Ft
    • Condo for Rent

    8 Oyster Point, Greenport, NY 11944

    GREENPORT WATERFRONT CONDO . Enjoy your life in this well- appointed Bayfront 2 bedroom, 2 bath condo with stunning views of Shelter Island and Greenport Harbor. Amenities include a waterfront pool, tennis & pickle ball court, 200 Ft of private sandy bay beach, and your own boat slip in the private marina. Located just a short distance to shops and restaurants in Historic Greenport Village, ferry

    Jeanmarie Bay William Raveis New York LLC

    8 Oyster Point, Greenport, NY 11944
  • 210 Bennet Rd, Greenport, NY 11944

    $860,000

    Sold Jun 26, 2026

    210 Bennet Rd, Greenport, NY 11944

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Built 1990

    Last Sold Summary

    • 14% Below List Price
    • $430/SF
    • 184 Days On Market

    Current Estimated Value $899,071

    Last Listing Agent Scott Bennett Douglas Elliman Real Estate

    210 Bennet Rd, Greenport, NY 11944
    • 3980 Bay Shore Rd, Greenport, NY 11944

      Est $1,010,958

      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

      • 22 Days On Market

      Last Listing Agent Kenneth Kroncke Realty Connect USA L I Inc

  • /28

    $1,170,000

    $79K PRICE DROP Pending
    • 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
  • /21

    $15,000 Per Month

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft
    • House for Rent

    242 Maple Ln, Greenport, NY 11944

    Brand-new, beautifully designed home with an in-ground pool and finished basement. This exceptional lease opportunity, set within a private beach community, offers a newly constructed four-bedroom, three-and-a-half-bath home designed for effortless coastal living. Bright interiors flow through a sophisticated chef’s kitchen with ample cabinetry, stainless steel appliances, and a generous eat-in

    Diane Mollica Compass Greater NY LLC

    242 Maple Ln, Greenport, NY 11944
  • /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
    • 4295 Bay Shore Rd, Greenport, NY 11944

      Est $1,980,290

      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

      • 168 Days On Market

      Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

  • /49

    $1,849,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1025 9th St, Greenport, NY 11944

    Greenport Gem - Renovated American Square. Gated and Nestled Behind Tall Hedges for Privacy on a Large Corner Lot with Room for Pool, You Will Find This Fully Restored (2012) and Gently Lived-In Stately 1930's Classic. The Original Woodwork, Doors and Flooring are Preserved Throughout the Home. Take a Step Back in Time but With All the Modern Conveniences (including Central Airconditioning).

    Paul Loeb Douglas Elliman Real Estate

    1025 9th St, 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 carts

    Kate Carpluk William Raveis New York LLC

    3650 Bay Shore Rd, Greenport, NY 11944
  • 335 Sterling Place, Greenport, NY 11944

    $849,000

    Sold Jun 26, 2026

    335 Sterling Place, Greenport, NY 11944

    • 2 Beds
    • 2 Baths
    • 1,041 Sq Ft
    • Built 1966

    Last Sold Summary

    • $816/SF
    • 26 Days On Market

    Current Estimated Value $865,111

    Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

    335 Sterling Place, Greenport, NY 11944
    • 190 Pheasant Place, Greenport, NY 11944

      Est $1,315,432

      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

      • 84 Days On Market

      Last Listing Agent Regina Gorsline BERKSHIRE HATHAWAY

  • /46

    $1,595,000

    $80K PRICE DROP Pending
    • 7 Beds
    • 6 Baths
    • 3,376 Sq Ft

    215 North St, Greenport, NY 11944

    A rare and exceptional offering in the heart of Greenport—one of the only duplex-style properties of its kind on the North Fork—this fully turnkey property delivers a unique combination of lifestyle, flexibility, and proven income potential. Located within Greenport Village and offering approximately 3,376 square feet of living space, this back-to-back duplex features two fully independent,

    Kim Pirreca BERKSHIRE HATHAWAY

    215 North St, Greenport, NY 11944
  • /29

    $15,000 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
  • 415 Sterling Place, Greenport, NY 11944

    $605,000

    Sold May 20, 2026

    415 Sterling Place, Greenport, NY 11944

    • 1 Bed
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1900

    Last Sold Summary

    • 5% Above List Price
    • $504/SF
    • 24 Days On Market

    Current Estimated Value $782,724

    Last Listing Agent Jennifer Benton Compass Greater NY LLC

    415 Sterling Place, Greenport, NY 11944
    • 2890 Kerwin Blvd, Greenport, NY 11944

      Est $1,295,226

      Not Listed For Sale

      2890 Kerwin Blvd, Greenport, NY 11944

      • 4 Beds
      • 3 Baths
      • 2,670 Sq Ft
      • Built 2001
      2890 Kerwin Blvd, Greenport, NY 11944

      Last Sold Summary

      • 39 Days On Market

      Last Listing Agent Scott Bennett Douglas Elliman Real Estate

  • /28

    $949,000

    • 1 Bed
    • 1 Bath
    • 580 Sq Ft

    1100 7th St, Greenport, NY 11944

    Charming Cedar Shake Cottage on a Desirable Corner Lot. Enjoy it Now, and/or Expand Extensively in the Future with Proper Permits. The Spacious Deck, Brick Patio, Mature Landscaping, and Lush Shrubbery Create a Private and Secluded Backyard Retreat. Just 3–4 blocks to Beautiful Bay Beaches and 6 Blocks to Greenport Village, Marina, Shops, Restaurants, and NYC Transportation. Start Living the Good

    Paul Loeb Douglas Elliman Real Estate

    1100 7th St, Greenport, NY 11944
  • /27

    $16,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    306 6th St, Greenport, NY 11944

    Escape the ordinary this summer at 306 6th Street, a home that truly possesses the soul of an artist. Perfectly perched just blocks from everything that makes a getaway seamless—from tranquil bay beaches and lush parks to local transportation, boutique shops, award-winning restaurants, and sprawling vineyards—this property is the ultimate North Fork sanctuary. Step inside and you’ll find a space

    Jennifer Benton Compass Greater NY LLC

    306 6th St, Greenport, NY 11944
  • 1105 August Ln, Greenport, NY 11944

    $1,050,000

    Sold Jul 22, 2026

    1105 August Ln, Greenport, NY 11944

    • 3 Beds
    • 2 Baths
    • 2,120 Sq Ft
    • Built 1998

    Last Sold Summary

    • 5% Above List Price
    • $495/SF
    • 17 Days On Market

    Current Estimated Value $1,016,969

    Last Listing Agent Peter Halpin Douglas Elliman Real Estate

    1105 August Ln, Greenport, NY 11944
    • 1270 Bay Shore Rd, Greenport, NY 11944

      Est $1,013,902

      Not Listed For Sale

      1270 Bay Shore Rd, Greenport, NY 11944

      • 3 Beds
      • 1.5 Baths
      • 1,320 Sq Ft
      • Built 1964
      1270 Bay Shore Rd, Greenport, NY 11944

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Maureen Orientale Compass Greater NY LLC

  • /26

    $1,950,000

    $150K PRICE DROP
    • 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
  • /30

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,306 Sq Ft
    • House for Rent

    248 5th Ave, Greenport, NY 11944

    This Completely Renovated One-Of-A-Kind Historic Religious Structure was built in 1879. Stylish And Close To Everything In Greenport. Soaring Cathedral Ceilings, Mesmerizing European Stained Glass Windows, Brand New Kitchen And Full Bath. Located In The Heart Of The Much Coveted Greenport Village. Moments Away From Top Restaurants, Trendy Stores, A Sugar Sand Local Beach, The LIRR Station, And

    Peter Halpin Douglas Elliman Real Estate

    248 5th Ave, Greenport, NY 11944
  • 1695 Calebs Way Unit 10, Greenport, NY 11944

    $595,000

    Sold Sep 22, 2025

    1695 Calebs Way Unit 10, Greenport, NY 11944

    • 2 Beds
    • 2 Baths
    • 1,180 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Below List Price
    • $504/SF
    • 31 Days On Market

    Last Listing Agent Thomas McCarthy Thomas J McCarthy Real Estate

    1695 Calebs Way Unit 10, Greenport, NY 11944
    • 615 Brown St, Greenport, NY 11944

      Est $1,735,979

      Not Listed For Sale

      615 Brown St, Greenport, NY 11944

      • 3 Beds
      • 2.5 Baths
      • Built 2008
      615 Brown St, Greenport, NY 11944

      Last Sold Summary

      • 66 Days On Market

      Last Listing Agent Diane Mollica Compass Greater NY LLC

  • /30

    $950,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,735 Sq Ft

    2675 Kerwin Blvd, Greenport, NY 11944

    Enjoy the best of North Fork living in Greenport’s sought-after August Acres community. This meticulously maintained 3-bedroom, 2-bath ranch sits on a shy acre, offering exceptional privacy and ample room to create your own backyard retreat — including space for a pool. Thoughtful updates enhance the home’s comfort and appeal, including fresh interior paint (2026), a new deck, an updated kitchen,

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    2675 Kerwin Blvd, 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
  • 1820 Bay Shore Rd, Greenport, NY 11944

    $999,000

    Sold Aug 29, 2025

    1820 Bay Shore Rd, Greenport, NY 11944

    • 3 Beds
    • 2.5 Baths
    • 2,048 Sq Ft
    • Built 1960

    Last Sold Summary

    • 17% Below List Price
    • $488/SF
    • 165 Days On Market

    Current Estimated Value $1,082,736

    Last Listing Agent Deborah Kusa Douglas Elliman Real Estate

    1820 Bay Shore Rd, Greenport, NY 11944
    • 450 7th St, Greenport, NY 11944

      Est $1,354,486

      Not Listed For Sale

      450 7th St, Greenport, NY 11944

      • 3 Beds
      • 1.5 Baths
      • 1,400 Sq Ft
      • Built 1905
      450 7th St, Greenport, NY 11944

      Last Sold Summary

      • 34 Days On Market

      Last Listing Agent Bridget Elkin Compass Greater NY LLC

  • /33

    $799,900

    • 3 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

    275 Sound Rd, Greenport, NY 11944

    Renovated 1910 Colonial with Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond, Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island, Breakfast Nook, 3

    Tinamarie Hughes Century 21 Cor Ace Realty Inc

    275 Sound Rd, 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
  • 1000 Green Hill Ln, Greenport, NY 11944

    $1,450,000

    Sold Feb 13, 2026

    1000 Green Hill Ln, Greenport, NY 11944

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • Built 1998

    Last Sold Summary

    • 9% Below List Price
    • $426/SF
    • 131 Days On Market

    Current Estimated Value $1,494,110

    Last Listing Agent Chris Bagshaw Bagshaw Real Estate L.L.C

    1000 Green Hill Ln, Greenport, NY 11944
    • 805 Wiggins St, Greenport, NY 11944

      Est $573,135

      Not Listed For Sale

      805 Wiggins St, Greenport, NY 11944

      • 2 Beds
      • 1 Bath
      • 924 Sq Ft
      • Built 1960
      805 Wiggins St, Greenport, NY 11944

      Last Sold Summary

      • 24 Days On Market

      Last Listing Agent Mary Terry MCKENNASHEA LLC

  • /20

    $1,150,000

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

    450 Maple Ln, Greenport, NY 11944

    Welcome to North Fork living at its finest! This beautifully maintained 3-bedroom 2 1/2-bath home offers the perfect blend ofcoastal charm and comfort, ideally located just moments from the golf course and with private beach access. Surrounded bystunning, professionally landscaped grounds, the property features an inviting deck and spacious patio-perfect for outdoorentertaining or

    Peter Johnstone Century 21 Albertson Realty

    450 Maple Ln, Greenport, NY 11944
  • /36

    $10,000 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. Year-Round - $10,500 per month; SUMMER 2026 - Unavailable July or August; Labor Day thru September $10,000; October $10,000. Permit # 0634.

    Paul Loeb Douglas Elliman Real Estate

    165 Marine Place, Greenport, NY 11944
  • 750 Tasker Ln, Greenport, NY 11944

    $725,000

    Sold Nov 21, 2025

    750 Tasker Ln, Greenport, NY 11944

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1980

    Last Sold Summary

    • 9% Below List Price
    • $606/SF
    • 161 Days On Market

    Current Estimated Value $769,667

    Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

    750 Tasker Ln, Greenport, NY 11944
    • 225 Wood Ln, Greenport, NY 11944

      Est $662,272

      Not Listed For Sale

      225 Wood Ln, Greenport, NY 11944

      • 2 Beds
      • 1 Bath
      • Built 1970
      225 Wood Ln, Greenport, NY 11944

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Catherine Cartolano Century 21 Albertson Realty

  • /17

    $795,000

    • Land
    • 5,227 Sq Ft
    • $6,625,000 per Acre

    55915 County Road 48, Greenport, NY 11944

    Life's better on the sound! This sound-front lot boasts 50’ of waterfront and approved plans for a 3-bedroom, 2-bath home. Imagine mornings on the porch, afternoons on the water, and evenings with a front-row seat to the most spectacular sunsets around. Whether you're building your forever home, a weekend retreat, or an investment property, this lot is ready when you are and offers the best of

    Sheri Winter Parker Corcoran

    55915 County Road 48, Greenport, NY 11944
  • /28

    $20,000 Per Month

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

    2700 Sound Dr, Greenport, NY 11944

    2026 Rates: August 1-15 $20,000, September $25,000, October $20,000: 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

    William Walters Daniel Gale Sothebys Intl Rlty

    2700 Sound Dr, Greenport, NY 11944
  • 435 Maple Ln, Greenport, NY 11944

    $1,900,000

    Sold Jun 12, 2026

    435 Maple Ln, Greenport, NY 11944

    • 4 Beds
    • 5 Baths
    • 4,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • 16% Below List Price
    • $422/SF
    • 226 Days On Market

    Current Estimated Value $2,025,680

    Last Listing Agent Sheri Winter Parker Corcoran

    435 Maple Ln, Greenport, NY 11944
    • 3250 Manhasset Ave, Greenport, NY 11944

      Est $1,001,428

      Not Listed For Sale

      3250 Manhasset Ave, Greenport, NY 11944

      • 4 Beds
      • 3 Baths
      • Built 1989
      3250 Manhasset Ave, Greenport, NY 11944

      Last Sold Summary

      • 172 Days On Market

      Last Listing Agent Toula Polios Toula Polios Realty Group LLC

Showing Results 41 - 80, Page 2 of 18

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