2,750

Greenport, NY Homes

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  • /39

    $1,500,000

    $150K PRICE DROP
    • 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 $791,903

    Last Listing Agent Kathleen Coughlan Coldwell Banker American Homes

    35 Washington Ave, Greenport, NY 11944
  • /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
  • /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
  • /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
  • 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 $1,009,715

    Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

    58315 North Rd, Greenport, NY 11944
  • /32

    $1,395,000

    • 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
  • 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
  • /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 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
  • 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 $1,034,351

    Last Listing Agent Mariah Mills Daniel Gale Sothebys Intl Rlty

    506 5th St, Greenport, NY 11944
  • /28

    $2,350,000

    Open Sat 11:30AM - 1PM
    • 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
  • /30

    $45,000 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
  • 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
  • /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
  • /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
  • 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 $2,284,738

    Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

    3200 Sound Dr, Greenport, NY 11944
  • /7

    $639,000

    Pending
    • Land
    • 5 Acres
    • $127,800 per Acre

    2 Merle Ave, Greenport, NY 12534

    5 acres of level development site in the heart of Greenport, New York, in Columbia County, minutes from downtown Hudson. (Dining, shopping, transit-Amtrak), Excellent development potential, ideal for large retail, hotel, housing, and industrial uses. Town Water, sewer, gas, and electric are available for hookup. Amble road frontage 400.00’ of frontage on NYS RT 66, Union Turnpike, 531.73’ of

    Michael Tellerday Houlihan Lawrence Inc.

    2 Merle Ave, Greenport, NY 12534
  • /7

    $2,000 Per Month

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Property for Rent

    1000 9th St Unit H61, Greenport, NY 11944

    Driftwood Cove 1 Bedroom 1 Bathroom Unit available. Clean and ready to be rented.

    William Walters Daniel Gale Sothebys Intl Rlty

    1000 9th St Unit H61, 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 $1,269,936

    Last Listing Agent Jon Tomlinson Daniel Gale Sothebys Intl Rlty

    1111 Main St, Greenport, NY 11944
  • /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
  • /18

    $20,000 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
  • 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
  • /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

    $8,000 Per Month

    • 1 Bed
    • 1.5 Baths
    • 1,521 Sq Ft
    • Condo for Rent

    123 Sterling Ave Unit 1, Greenport, NY 11944

    2026: Rented June - September. 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. Four blocks from the center of the village commercial district with shops, restaurants, and galleries. Great proximity to Jitney and LIRR for easy access to NYC. Unit 1 features one primary

    Shane Hafer Compass Greater NY LLC

    123 Sterling Ave Unit 1, 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 $1,483,485

    Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

    155 Bridge St, Greenport, NY 11944

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$998,000
Median Single Family Sale Price
$1,235,000
Median 2 Bedroom Sale Price
$675,000
Median 1 Bedroom Sale Price
$492,000
Average Price Per Sq Ft
$732
Number of Homes for Sale
41
Last 12 months Home Sales
63
Months of Supply
7.80
Median List Price
$1,249,000
Median Change From 1st List Price
8%
Median Home Sale Price YoY Change
5%
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