2,679

Greenport, NY Homes

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  • /39

    $1,500,000

    $150K PRICE DROP Pending
    • 4 Beds
    • 3 Baths
    • 2,528 Sq Ft

    145 Osprey Nest Rd, Greenport, NY 11944

    Newly Reduced Price! Welcome to 145 Osprey Nest Road, a gem nestled in the heart of the charming Cleaves Point Beach Community. This home, with its resort-like atmosphere, offers an enticing blend of comfort and convenience. As a member of the Community, this property affords use of a private Bay Beach, in addition to having a community marina with some private docks and mooring lots, in a

    Agent Photo

    Richard Connelly

    Douglas Elliman Real Estate

    145 Osprey Nest Rd, Greenport, NY 11944
  • /27

    $23,500 Per Month

    • 2 Beds
    • 3 Baths
    • 1,100 Sq Ft
    • Townhouse for Rent

    40 Stirling Cove, Greenport, NY 11944

    HAMPTONS-STYLE LUXURY WATERFRONT RENTAL — Experience summer on the North Fork in a rare, one-of-a-kind waterfront residence in coveted Stirling Cove—where every room is framed by shimmering bay views and the scenery feels like a private resort. Upstairs, two serene bedroom suites each feature a private full bathroom and open to a shared waterfront deck, creating the perfect backdrop for morning

    Jesse Stein Realty Connect USA L I Inc

    40 Stirling Cove, Greenport, NY 11944
  • 35 Washington Ave, Greenport, NY 11944

    $750,000

    Sold Apr 30, 2026

    35 Washington Ave, Greenport, NY 11944

    • 5 Beds
    • 3 Baths
    • 1,805 Sq Ft
    • Built 1928

    Last Sold Summary

    • 14% Below List Price
    • $416/SF
    • 99 Days On Market

    Current Estimated Value $792,277

    Last Listing Agent Kathleen Coughlan Coldwell Banker American Homes

    35 Washington Ave, Greenport, NY 11944
    • 1075 Moores Ln, Greenport, NY 11944

      Est $1,689,439

      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

      • 25 Days On Market

      Last Listing Agent Bridget Elkin Compass Greater NY LLC

  • /14

    $549,000

    • Land
    • 23,958 Sq Ft
    • $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

    Agent Photo

    Lisa Urcuiolio

    Century 21 Crown Homes

    110 Homestead Way, 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
  • 2365 Main Rd, 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
    • 61475 County Road 48, Greenport, NY 11944

      Not Listed For Sale

      61475 County Road 48, Greenport, NY 11944

      • 2 Beds
      • 2 Baths
      • 730 Sq Ft
      • Built 2008
      61475 County Road 48, Greenport, NY 11944

      Last Sold Summary

      • 65 Days On Market

      Last Listing Agent Jill Dunbar Douglas Elliman Real Estate

  • /39

    $1,149,900

    $50K PRICE DROP
    • 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. Blending modern amenities with classic coastal charm, this property offers not only an exceptional retreat in one of Long Island’s most sought-after locations—but also a compelling opportunity as a fully functional or potential income-producing short-term rental.

    Jules Zaphire Locqube New York, Inc.

    380 Homestead Way, Greenport, NY 11944
  • /37

    $12,000 Per Month

    • 6 Beds
    • 4.5 Baths
    • 2,800 Sq Ft
    • House for Rent

    185 Inlet Ln, Greenport, NY 11944

    August still available! Summer on the North Fork starts here. Welcome to 185 Inlet Lane, Greenport, a spacious 6-bedroom, 4.5-bath coastal retreat designed for entertaining and relaxing near the beach. Perfectly situated a block from sandy Norman Klipp Beach, this home offers casual beach living and effortless entertaining. Inside, there's room for everyone with expansive living and gathering

    Melissa Principi Douglas Elliman Real Estate

    185 Inlet Ln, Greenport, NY 11944
  • 58315 North Rd, 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 $1,003,247

    Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

    58315 North Rd, Greenport, NY 11944
    • 3080 Bay Shore Rd, Greenport, NY 11944

      Est $1,457,591

      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

      • 112 Days On Market

      Last Listing Agent Maureen Orientale Compass Greater NY LLC

  • /33

    $1,695,000

    $90K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,392 Sq Ft

    90 Caiola Ct, Greenport, NY 11944

    Welcome to 90 Caiola Court, nestled within the highly sought-after waterfront community of Rock Cove Estates in the charming hamlet of Greenport. Built in 2007 and impeccably maintained, this Post Modern residence makes an immediate impression with its mature specimen landscaping, manicured grounds, and timeless curb appeal. Step inside to a grand, light-filled foyer featuring soaring ceilings,

    William Walters Daniel Gale Sothebys Intl Rlty

    90 Caiola Ct, Greenport, NY 11944
  • /23

    $3,500 Per Month

    • 1 Bed
    • 1 Bath
    • 1,000 Sq Ft
    • House for Rent

    424 4th St, Greenport, NY 11944

    Welcome to your very own pied-a-terre cottage nestled on the world renowned grounds of Harbor Knoll guesthouse. Bask in this waterfront, private and secluded oasis of calm, while still being within arms reach of everything Greenport Village has to offer. This quaint cottage boasts, hardwood floors, ductless air-conditioning, an eat in kitchen, primary suite and a pullout sofa bed in the living

    Peter Halpin Douglas Elliman Real Estate

    424 4th St, Greenport, NY 11944
  • 131 6th St Unit 7, 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
    • 890 Westwood Ln, Greenport, NY 11944

      Est $680,862

      Not Listed For Sale

      890 Westwood Ln, Greenport, NY 11944

      890 Westwood Ln, Greenport, NY 11944

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Gayle Marriner Smith Daniel Gale Sothebys Intl Rlty

  • /32

    $1,325,000

    $70K PRICE DROP Pending
    • 3 Beds
    • 3 Baths
    • 2,012 Sq Ft

    55 Brown St, Greenport, NY 11944

    Experience the pinnacle of refined living in this completely reimagined home, boasting a comprehensive renovation and redesign led by a professional interior designer. Every square inch has been thoughtfully curated, starting with the custom front door featuring openable screened sidelights that welcome you inside.Premium oak hardwood flooring flows seamlessly throughout the main living

    JoAnn Wind Daniel Gale Sothebys Intl Rlty

    55 Brown St, Greenport, NY 11944
  • /32

    $20,000 Per Month

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

    695 Sound Dr, Greenport, NY 11944

    2026 NO LONGER AVAILABLE; 2027 RATES COMING SOON 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 well-appointed

    William Walters Daniel Gale Sothebys Intl Rlty

    695 Sound Dr, Greenport, NY 11944
  • 506 5th St, Greenport, NY 11944

    $940,000

    Sold Jun 16, 2026

    506 5th St, Greenport, NY 11944

    • 3 Beds
    • 1.5 Baths
    • 1,800 Sq Ft
    • Built 1868

    Last Sold Summary

    • 18% Below List Price
    • $522/SF
    • 103 Days On Market

    Current Estimated Value $1,076,966

    Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

    506 5th St, Greenport, NY 11944
    • 190 Fiddler Ln, Greenport, NY 11944

      Est $1,351,753

      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

      • 85 Days On Market

      Last Listing Agent Melissa Principi Douglas Elliman Real Estate

  • /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
  • /32

    $14,000 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, NYC Transportation, Village Shops and A Marina Nearby. Summer 2026 - July $14,000; August to Labor Day $17,500. Permit#25-018.

    Paul Loeb Douglas Elliman Real Estate

    237 6th St, Greenport, NY 11944
  • 57 (aka 400) Wilmarth Ave, 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
    • 230 Wiggins Ln, Greenport, NY 11944

      Est $1,049,826

      Not Listed For Sale

      230 Wiggins Ln, Greenport, NY 11944

      230 Wiggins Ln, Greenport, NY 11944

      Last Sold Summary

      • 297 Days On Market

      Last Listing Agent Paul Loeb Douglas Elliman Real Estate

  • /49

    $1,297,000

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft

    407 Wiggins St, Greenport, NY 11944

    Prime location legal 2-family featuring 2 separate 2-bedroom units. An exceptional opportunity for an end user seeking supplemental rental income or for an investor pursuing a desirable multi-unit asset. Set amid the charm of sought-after Greenport Village, this versatile property features a porch, deck, patio, and 1-car garage, along with additional outdoor amenities including a cabana and hot

    Douglas Cabral Century 21 Excelsior Realty

    407 Wiggins St, Greenport, NY 11944
  • /30

    $38,000 Per Month

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

    1000 Sound Dr, Greenport, NY 11944

    Immaculate shingle-style home perched above the Long Island Sound. Enjoy endless water views and breathtaking sunsets from the heated pool and private beach. Open floor plan with EIK and fireplace, bedrooms across three floors, including first and second-floor primary suites with private waterside balconies. The large finished basement features a media/game room. The private office is ideal for

    Eric Elkin Compass Greater NY LLC

    1000 Sound Dr, Greenport, NY 11944
  • 3200 Sound Dr, Greenport, NY 11944

    $2,142,500

    Sold May 27, 2026

    3200 Sound Dr, Greenport, NY 11944

    • 4 Beds
    • 3 Baths
    • 3,145 Sq Ft
    • Built 1996

    Last Sold Summary

    • 9% Below List Price
    • $681/SF
    • 60 Days On Market

    Current Estimated Value $2,209,967

    Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

    3200 Sound Dr, Greenport, NY 11944
    • 16 Washington Ave, Greenport, NY 11944

      Est $898,414

      Not Listed For Sale

      16 Washington Ave, Greenport, NY 11944

      • 3 Beds
      • 1.5 Baths
      • 1,550 Sq Ft
      • Built 1920
      16 Washington Ave, Greenport, NY 11944

      Last Sold Summary

      • 12 Days On Market

      Last Listing Agent Bridget Elkin Compass Greater NY LLC

  • /23

    $1,459,000

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

    412 Atlantic Ave, Greenport, NY 11944

    Water view meticulously renovated 3 bedroom 2-bath corner home in Greenport, offering privacy with a landscaped fenced-in garden. A true sanctuary, a large side open spacious garden with mature trees and an intimate private patio that overlooks the picturesque Sterling Harbor, alive with sailboats and fishing vessels.This thoughtfully renovated home has been thoroughly rebuilt, showcasing its

    Paul Betancourt Engel & Volkers North Fork

    412 Atlantic Ave, Greenport, NY 11944
  • /19

    $2,900 Per Month

    • 2 Beds
    • 2 Baths
    • 950 Sq Ft
    • Apartment for Rent

    415 1st St, Greenport, NY 11944

    Spacious 2nd Floor 2 Bedroom/2 Bathroom Greenport Village Apartment with Large Covered Deck. Eat in Kitchen with Dishwasher. Private Laundry Room. Central Airconditioning. Close to All Things Greenport Village! Permit#26-102.

    Paul Loeb Douglas Elliman Real Estate

    415 1st St, Greenport, NY 11944
  • 1111 Main St, 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

    Current Estimated Value $1,197,705

    Last Listing Agent Jon Tomlinson Daniel Gale Sothebys Intl Rlty

    1111 Main St, Greenport, NY 11944
    • 49 Sound Rd, Greenport, NY 11944

      Not Listed For Sale

      49 Sound Rd, Greenport, NY 11944

      • 2 Beds
      • 1 Bath
      • 965 Sq Ft
      • Built 1970
      49 Sound Rd, Greenport, NY 11944

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Cindy Succoso Douglas Elliman Real Estate

  • /16

    $550,000

    Pending
    • 2 Beds
    • 2 Baths
    • 1,249 Sq Ft

    1565 Calebs Way Unit D15, Greenport, NY 11944

    Discover this rarely available Pheasant Run Condo in Greenport. This desirable 2-bedroom, 2-bath, single-level condo features a bright eat in kitchen, a spacious living room with sliders opening to a private deck, and a full basement offering abundant storage. Features include a primary bedroom with an en suite bath, in addition to a comfortable guest bedroom and full guest bath. Ideally situated

    Nancy Cervelli Daniel Gale Sothebys Intl Rlty

    1565 Calebs Way Unit D15, Greenport, NY 11944
  • /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
  • 3400 & 3500 Sound Dr, 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
  • /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
  • /18

    $16,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft
    • House for Rent

    446 6th St, Greenport, NY 11944

    Charming Greenport Village renovated 1935 Sears Kit House offering 3 bedrooms and 1.5 bathrooms. Ideally located less than half a mile from Greenport’s vibrant downtown, and less than half a mile from 5th Street Beach. The home features a bright and inviting living area, updated kitchen and dining space, and home office. Enjoy a peaceful, private backyard retreat complete with a relaxing hot tub

    Bridget Elkin Compass Greater NY LLC

    446 6th St, Greenport, NY 11944
  • 155 Bridge St, Greenport, NY 11944

    $1,470,000

    Sold Apr 25, 2026

    155 Bridge St, Greenport, NY 11944

    • 5 Beds
    • 3.5 Baths
    • 2,400 Sq Ft
    • Built 2021

    Last Sold Summary

    • 8% Below List Price
    • $612/SF
    • 14 Days On Market

    Current Estimated Value $1,485,260

    Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944
    • 365 Island View Ln, Greenport, NY 11944

      Est $1,512,695

      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

      • 140 Days On Market

      Last Listing Agent Alexander Aquino Douglas Elliman Real Estate

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$940,000
Median Single Family Sale Price
$1,124,950
Median 2 Bedroom Sale Price
$737,000
Median 1 Bedroom Sale Price
$417,500
Average Price Per Sq Ft
$719
Number of Homes for Sale
30
Last 12 months Home Sales
64
Months of Supply
5.60
Median List Price
$1,199,499
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
-1%
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