Greenport, NY Homes

/40
$1,650,000
- 4 Beds
- 3 Baths
- 2,528 Sq Ft
145 Osprey Nest Rd, Greenport, NY 11944

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 protected inlet off the

Richard Connelly

Douglas Elliman Real Estate

(833) 464-0605

145 Osprey Nest Rd, Greenport, NY 11944
/27
$27,500 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
$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 $790,604

Last Listing Agent Kathleen Coughlan Coldwell Banker American Homes

35 Washington Ave, Greenport, NY 11944

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
- $509/SF
- 25 Days On Market
- Last Sold Price $1,475,000
- Jul 02, 2024
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

Lisa Urcuiolio

Century 21 Crown Homes

(833) 615-1638

110 Homestead Way, Greenport, NY 11944
/8
$1,900 Per Month
- 1 Bed
- 1 Bath
- Condo for Rent
1000 9th St, Greenport, NY 11944

Ground floor one bedroom apartment in Driftwood Cove, steps outside of Greenport Village. Newly renovated with new floors throughout, refreshed kitchen with new stove & refrigerator, freshly painted. Living/dining room with coat closet, bedroom with walk-in closet, full bath, AC. Community laundry with new washing machines & dryers, parking lot. Close to Greenport Village shops, restaurants,

1000 9th St, 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 $1,454,552 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
- 22% Above List Price
- $543/SF
- 112 Days On Market
- Last Sold Price $1,195,000
- Aug 16, 2024
Last Listing Agent Maureen Orientale Compass Greater NY LLC

/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. 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
/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
$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 $1,005,129

Last Listing Agent Donna Fakiris Modern Age Realty Group LLC

58315 North Rd, Greenport, NY 11944

Est $1,308,509 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
- Jan 30, 2024
Last Listing Agent Melissa Principi Douglas Elliman Real Estate

/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
/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
$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 $1,001,961 Not Listed For Sale

230 Wiggins Ln, Greenport, NY 11944
230 Wiggins Ln, Greenport, NY 11944

Last Sold Summary
- 21% Above List Price
- 297 Days On Market
- Last Sold Price $825,000
- Jul 25, 2024
Last Listing Agent Paul Loeb 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
/18
$3,400 Per Month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- House 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
$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

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
- Feb 03, 2025
Last Listing Agent Nora Conant Douglas Elliman Real Estate

/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
/32
$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
$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 $1,040,298 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
- 3% Below List Price
- $597/SF
- 15 Days On Market
- Last Sold Price $1,075,000
- Jun 26, 2023
Last Listing Agent Jennifer Benton Compass Greater NY LLC

/24
$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
/32
$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
$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 $1,430,307 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
- $1,028/SF
- 140 Days On Market
- Last Sold Price $1,425,000
- Aug 30, 2024
Last Listing Agent Alexander Aquino Douglas Elliman Real Estate

/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
/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
$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
Last Listing Agent William Walters Daniel Gale Sothebys Intl Rlty

155 Bridge St, Greenport, NY 11944

Est $940,764 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
- 3% Above List Price
- 22 Days On Market
- Last Sold Price $915,000
- Oct 24, 2024
Last Listing Agent Kenneth Kroncke Realty Connect USA L I Inc

/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
/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
$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 $2,570,876

Last Listing Agent Lisa Gillooly Compass Greater NY LLC

133 6th St, Greenport, NY 11944

Est $1,825,717 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
- 1% Below List Price
- $918/SF
- 168 Days On Market
- Last Sold Price $1,850,000
- Sep 09, 2024
Last Listing Agent Mariah Mills Daniel Gale Sotheby's

/49
$1,899,000
- 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
/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
/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 $1,267,697 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
- 1% Below List Price
- 84 Days On Market
- Last Sold Price $1,277,000
- Jul 01, 2024
Last Listing Agent Regina Gorsline BERKSHIRE HATHAWAY

Showing Results 1 - 40, Page 1 of 18

New York Suffolk County Greenport

Home Trends in Greenport, NY

On average, homes in Greenport, NY sell after 151 days on the market compared to the national average of 57 days. The median sale price for homes in Greenport, NY over the last 12 months is $992,000, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$992,000

Median Single Family Sale Price

$1,245,000

Median 2 Bedroom Sale Price

$572,500

Median 1 Bedroom Sale Price

$425,000

Average Price Per Sq Ft

$732

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

8.10

Median List Price

$1,249,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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Greenport, NY Homes

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Home Trends in Greenport, NY

Housing Trends