Greenport, NY Homes

/24
$799,000 Pending
- 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

(855) 497-1869

35 Washington Ave, 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
$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 $1,309,089 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

Last Listing Agent Melissa Principi Douglas Elliman Real Estate

/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
/18
$3,400 per month
- 2 Beds
- 2 Baths
- 1,200 Sq Ft
- Apartment 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
$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

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

Last Listing Agent Nora Conant Douglas Elliman Real Estate

/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
/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
$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

Est $1,057,834 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
- 2% Below List Price
- $597/SF
- 15 Days On Market
Last Sold Price $1,075,000

Last Listing Agent Jennifer Benton Compass Greater NY LLC

/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
/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
$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 $1,245,840 Not Listed For Sale

1955 Albertson Ln, Greenport, NY 11944
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
- Built 1880
1955 Albertson Ln, Greenport, NY 11944

Last Sold Summary
- 25% Below List Price
- $694/SF
- 40 Days On Market
Last Sold Price $1,665,000

Last Listing Agent Rachel Rushforth-Worrell Sothebys Int'l Realty Hamptons

/23
$1,150,000
- 3 Beds
- 1.5 Baths
- 1,659 Sq Ft
506 5th St, Greenport, NY 11944

Built in 1868, this historic Greenport Village home is brimming with character and ready for its next chapter. Set on a .25-acre lot, the home features large spacious rooms, 3 bedrooms, 1.5 baths, beautiful built-ins, and a wood-burning stove. The home presents an exciting opportunity for thoughtful restoration and personalization, allowing the next owner to enhance and reimagine the space while

Mariah Mills Daniel Gale Sothebys Intl Rlty

506 5th St, Greenport, NY 11944
/7
$2,500 per month
- 1 Bed
- 1 Bath
- 720 Sq Ft
- Apartment for Rent
325 Wiggins St Unit 1st fl, Greenport, NY 11944

freshly painted Ground floor unit with natural light. super close to downtown greenport.

Amanda Capobianco Richmond Realty Corp

325 Wiggins St Unit 1st fl, 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 $1,716,551 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
- 64% Above List Price
- 66 Days On Market
Last Sold Price $1,045,000

Last Listing Agent Diane Mollica Compass Greater NY LLC

/23
$1,249,000
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
336 2nd St, Greenport, NY 11944

“Freshly repositioned for the spring market, this beautifully renovated Village home offers exceptional value and immediate enjoyment. Featuring a complete renovation including new roof, siding, HVAC, appliances, and hardwood flooring throughout. The property also offers potential for additional living space—please discuss possibilities . Seller welcomes serious inquiries and will consider all

Ron Moschetta Keller Williams Realty Greater

336 2nd St, Greenport, NY 11944
/7
$2,500 per month
- 1 Bed
- 1 Bath
- 720 Sq Ft
- Apartment for Rent
325 Wiggins St Unit 2nd Floor, Greenport, NY 11944

Dramatic Views of the Greenport Harbor working waterfront. This second floor 1 bedroom unit is convenient to downtown Greenport.

Amanda Capobianco Richmond Realty Corp

325 Wiggins St Unit 2nd Floor, 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 $1,290,518

Last Listing Agent Jennifer Benton Compass Greater NY LLC

516 4th St, Greenport, NY 11944

Est $1,342,366 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
- 11% Above List Price
- $864/SF
- 34 Days On Market
Last Sold Price $1,210,000

Last Listing Agent Bridget Elkin Compass Greater NY LLC

/34
$1,595,000 Pending
- 5 Beds
- 3.5 Baths
- 2,400 Sq Ft
155 Bridge St, Greenport, NY 11944

Welcome to 155 Bridge St, a custom-built stunner within walking distance to Greenport Village’s thriving water-front district and close proximity to North Fork farm-stands and world renown beaches. This well-appointed and thoughtfully designed home is truly turnkey, offering everything you could ask for and more. The open floor plan great-room is airy and flush with natural light, compliments of

William Walters Daniel Gale Sothebys Intl Rlty

155 Bridge St, Greenport, NY 11944
/29
$16,000 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
$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 $2,651,612

Last Listing Agent Lisa Gillooly Compass Greater NY LLC

133 6th St, Greenport, NY 11944

Est $929,802 Not Listed For Sale

355 9th St, Greenport, NY 11944
- 3 Beds
- 2 Baths
- Built 1920
355 9th St, Greenport, NY 11944

Last Sold Summary
- 15% Above List Price
- 19 Days On Market
Last Sold Price $809,000

Last Listing Agent Jill Dunbar Douglas Elliman Real Estate

/31
$1,195,000
- 4 Beds
- 3.5 Baths
- 2,500 Sq Ft
285 Sandy Beach Rd, Greenport, NY 11944

Welcome to 285 Sandy Beach Road, this newly constructed modern style home is ideally located just outside historic Greenport Village and just steps from a beautiful sandy beach at Norman E. Klipp Marine Park. Upon entry, the foyers 20'+ soaring ceilings create an immediate sense of light and volume, seamlessly flowing into the open great room anchored by a gas-burning fireplace. The home offers a

William Walters Daniel Gale Sothebys Intl Rlty

285 Sandy Beach Rd, Greenport, NY 11944
/7
$45,000 per month
- 3 Beds
- 3 Baths
- 1,528 Sq Ft
- Condo for Rent
123 Sterling Ave Unit 2, Greenport, NY 11944

SUMMER RENTAL! BOAT SLIP: Perched above the water with expansive views of Greenport Harbor and Stirling Basin, this unit offers modern luxury on one of Greenport Village's most beautiful streets. This unit includes a private boat slip, dedicated indoor and outdoor parking spaces, in-unit laundry. Four blocks from the center of the village commercial district with shops, restaurants, and

Lisa Gillooly Compass Greater NY LLC

123 Sterling Ave Unit 2, Greenport, NY 11944
$890,000 Sold Jul 22, 2025

520 4th St, Greenport, NY 11944
- 3 Beds
- 2 Baths
- 1,599 Sq Ft
- Built 1970
Last Sold Summary
- 4% Below List Price
- $557/SF
- 40 Days On Market
Current Estimated Value $951,673

Last Listing Agent Janet Markarian Daniel Gale Sothebys Intl Rlty

520 4th St, Greenport, NY 11944

Est $601,417 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
- 18% Above List Price
- $552/SF
- 24 Days On Market
Last Sold Price $510,000

Last Listing Agent Mary Terry MCKENNASHEA LLC

/18
$1,399,000
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
321 Bridge St, Greenport, NY 11944

Welcome to 325 Bridge Street, a beautifully renovated modern retreat nestled in the vibrant heart of Greenport, NY. This exquisite residence, set on an expansive 8,712 square foot lot, seamlessly blends elegance with modern convenience. Step inside to discover stunning new hardwood floors that flow throughout, leading you to a stylish kitchen with views of the professionally landscaped outdoor

Jennifer Benton Compass Greater NY LLC

321 Bridge St, Greenport, NY 11944
/16
$25,000 per month
- 1 Bed
- 1.5 Baths
- 1,521 Sq Ft
- Condo for Rent
123 Sterling Ave Unit 1, Greenport, NY 11944

2026 Pricing: Jun - Aug $29k total for full season. 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

Shane Hafer Compass Greater NY LLC

123 Sterling Ave Unit 1, 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

Est $647,614 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
- 16% Above List Price
- 17 Days On Market
Last Sold Price $560,000

Last Listing Agent Catherine Cartolano Century 21 Albertson Realty

/37
$1,395,000 Open Sat 12PM - 2PM
- 3 Beds
- 3.5 Baths
- 2,000 Sq Ft
604 Main St, Greenport, NY 11944

This c.1890 Greenport Village gem boasts 3 bedrooms, 2.5 baths plus a detached studio apartment. Set in the heart of the historic district, it merges many distinctive original details with thoughtful modern updates. A beautifully planted enclosed rear garden with deck and patio, perfect for relaxing and entertaining, leads to a renovated barn which features a 2-car garage and the spacious studio

Marianne Collins Brown Harris Stevens N Fork

604 Main St, Greenport, NY 11944
/9
$2,800 per month
- 2 Beds
- 1 Bath
- 800 Sq Ft
- Apartment for Rent
427 4th St, Greenport, NY 11944

This beautiful two-bedroom first floor apartment is available to rent year-round. There is a large living room, eat in kitchen and private shared back yard. Perfect location with an amazing beach at the end of 4th Street, transportation across the street and village shopping and restaurants just a block or two away. Available starting March 2026 Tenant to pay electric and heat, water and sewer

Barbara Poliwoda Douglas Elliman Real Estate

427 4th St, Greenport, NY 11944
$979,000 Sold Jun 23, 2025

16 Washington Ave, Greenport, NY 11944
- 3 Beds
- 1.5 Baths
- 1,550 Sq Ft
- Built 1920
Last Sold Summary
- $632/SF
- 12 Days On Market
Current Estimated Value $822,781

Last Listing Agent Bridget Elkin Compass Greater NY LLC

16 Washington Ave, Greenport, NY 11944

Est $931,834 Not Listed For Sale

1735 Cedarfields Dr, Greenport, NY 11944
- 4 Beds
- 2 Baths
- Built 1991
1735 Cedarfields Dr, Greenport, NY 11944

Last Sold Summary
- 27% Above List Price
- 11 Days On Market
Last Sold Price $735,000

Last Listing Agent Hina Muddassir Century 21 Albertson Realty

Showing Results 1 - 40, Page 1 of 18

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