Greenport, NY Homes

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  /17

  $1,425,000

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft

  237 5th Ave, Greenport, NY 11944

  Beautifully renovated Cape in the heart of Greenport Village, offering an elegant and bright living space. The timeless kitchen and dining area overlook a quaint and private backyard and patio. The home features a spacious primary bedroom, two guest rooms, and a vibe of sophistication without pretension. Exceptional carpentry and woodworking are showcased throughout. A large

  Bridget Elkin Compass Greater NY LLC

  237 5th Ave, Greenport, NY 11944
• 

  

  

  /20

  $35,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  6 South St, Shelter Island Heights, NY 11965

  Charm, history, location. Built as a carriage house circa 1890, this little gem has been meticulously restored and decorated. First time offered as a rental since it's restoration was completed in 2021.This is a chance to live and enjoy a part of Shelter Island history. bounded on two sides by preserved land and an estuary, the woodland setting provides year-round beauty and tranquility in the

  6 South St, Shelter Island Heights, NY 11965
• 

  $1,195,000 Sold Apr 25, 2025

  • 1,840 Sq Ft
  • $649/SF
  • 27 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  516 4th St, Greenport, NY 11944

  Welcome to your dream retreat in the heart of Greenport, NY! This charming home offers a perfect blend of modern comfort and classic elegance, designed to cater to your every need. Step inside to discover a spacious layout featuring four inviting bedrooms, including a luxurious primary bedroom with an ensuite bathroom. This private sanctuary provides a serene space to unwind, complete with

  Jennifer Benton Compass Greater NY LLC

  516 4th St, Greenport, NY 11944
• 

  Est $1,795,387 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,740 Sq Ft

  521 2nd St, Greenport, NY 11944

  521 2nd St, Greenport, NY 11944
• 

  

  

  /18

  $1,495,000

  • 3 Beds
  • 2.5 Baths
  • 1,500 Sq Ft

  550 Madison St, Greenport, NY 11944

  Nestled in a quiet corner of Greenport Village, this rare new construction home offers both a peaceful setting and easy access to everything the Village has to offer. Inside, the main floor features open-concept living with large windows and high ceilings, spacious kitchen, separate living and dining areas, and powder room. Upstairs are three bedrooms and two full baths, including a generous

  Marc Rishe Century 21 Excelsior Realty

  550 Madison St, Greenport, NY 11944
• 

  

  /30

  $69,000 per month

  • 6 Beds
  • 5.5 Baths
  • 6,600 Sq Ft
  • House for Rent

  57305 Route 48, Greenport, NY 11944

  Spectacular, contemporary seasonal rental home with pool on the Long Island Sound front. 150 feet of direct waterfront and beach, with incredible view. Meticulously renovated and professionally designed. 6 bedrooms, 5.5 bathrooms. Hamptons luxury in North Fork. Home situated on 1 acre, 6,600 square feet. One master bedroom has jacuzzi and steam room and two extra bedrooms with full bathroom on

  Zepur Diktas Compass Greater NY LLC

  57305 Route 48, Greenport, NY 11944
• 

  $920,000 Sold Apr 25, 2025

  • 2,100 Sq Ft
  • $438/SF
  • 43 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1969

  525 Landing Ln, Greenport, NY 11944

  Newly 2024 Renovated 4 Bedroom 3 Full Bath Ranch in Desirable Location of Greenport Harbor & Sandy Beach. Enter to Soaring Ceilings and Beautiful Wood Flooring. Featuring open concept Great Room complete with a stunning Quartz Top Center Island, Bar and Wine Refrigerator perfect for easy entertaining. Kitchen Features: Soft Close Cabinetry, Quartz Cabinets and New Appliances. Master Bedroom w/

  Anthony Guidice RE/MAX Signature Real Estate

  525 Landing Ln, Greenport, NY 11944
• 

  Est $1,296,412 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,000 Sq Ft

  190 Fiddler Ln, Greenport, NY 11944

  190 Fiddler Ln, Greenport, NY 11944
• 

  

  /21

  $1,295,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  795 Westwood Ln, Greenport, NY 11944

  Elegant & Turnkey in Eastern Shores. This Mid-century Ranch has been Lovingly Renovated (in 2024) and features an Open Plan, Gourmet Kitchen Vaulted Ceilings and Gas Fireplace. Primary Bedroom has Ensuite; 2 Generous Bedrooms w/Bath.Double Sliders in Living Room to Private, Landscaped Backyard w/ Outdoor Kitchen, Heated Pool & Expansive Patio.Deeded Sandy, Sound Beach.

  Jill Dunbar Douglas Elliman Real Estate

  795 Westwood Ln, Greenport, NY 11944
• 

  

  /20

  $22,000 per month

  • 4 Beds
  • 2 Baths
  • House for Rent

  1710 Gull Pond Ln, Greenport, NY 11944

  North Fork Lovers do not miss this opportunity to rent a renovated Contemporary Cabin. Inside this spacious 3 Bedroom - 2 Full Bathroom home that hold up to 8 people, you'll find an entertainer's paradise with a sun-soaked open concept kitchen, Granite Countertop, and Stainless Steel Appliances. The property also offers the best of both worlds: Private 2400 Sq Ft On 3.89 Acres, Nature Preserve

  1710 Gull Pond Ln, Greenport, NY 11944
• 

  $1,059,675 Sold Apr 10, 2025

  • 4,100 Sq Ft
  • $258/SF
  • 104 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2007

  64230 County Road 48, Greenport, NY 11944

  Set down a private country road, this stunning farmhouse is set on a sprawling 1.71-acre lot, offering 4100 square feet of beautifully crafted living space. As you step through the inviting, sun-drenched foyer with soaring ceilings, you'll be greeted by an elegant main level adorned with rich hardwood floors throughout. The heart of the home features a spacious eat-in kitchen, perfect for

  William Walters Daniel Gale Sothebys Intl Rlty

  64230 County Road 48, Greenport, NY 11944
• 

  Est $1,016,380 Not Listed For Sale

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

  122 North St, Greenport, NY 11944

  122 North St, Greenport, NY 11944
• 

  

  /45

  $1,999,900

  • 3 Beds
  • 4 Baths
  • 2,455 Sq Ft

  430 Snug Harbor Rd, Greenport, NY 11944

  Welcome to this stunning home in a sought-after waterfront community in Greenport, NY, offering exceptional outdoor space and a dock overlooking Gull Pond with direct access to Gardiner's bay. Featuring a charming nautical-inspired interior with modern finishes, the home creates a welcoming atmosphere for all who enter.The sunlit, open-concept living room features vaulted ceilings and

  Michael Graziose Redfin Real Estate

  430 Snug Harbor Rd, Greenport, NY 11944
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  /49

  $99,000 per month

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • House for Rent

  56765 County Road 48, Greenport, NY 11944

  Beautiful 3bd 2bath spacious home with pool on the Sound. Modern finishes and open floor plan help make this a special place to spend the summer months. Close proximity to local beaches, shops, and restaurants. Available Memorial Day- Labor Day.

  Shannon Oshea East End Luxury Ltd

  56765 County Road 48, Greenport, NY 11944
• 

  $895,000 Sold Apr 01, 2025

  • 1,750 Sq Ft
  • $511/SF
  • 24 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1900

  239 5th Ave, Greenport, NY 11944

  Recently renovated home circa 1880 in the heart of Greenport Village. Fantastic location. Equipped with modern amenities in 2020 including a new kitchen, two new bathrooms and an efficient new heating and air conditioning system. The house boasts 1 King-sized bedroom, 2 Queen-sized bedrooms, and 1 Full-sized laundry room / studio. There are two separate living areas, one upstairs and one

  David White Owner Entry.com

  239 5th Ave, Greenport, NY 11944
• 

  Est $1,019,054 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  1270 Bay Shore Rd, Greenport, NY 11944

  1270 Bay Shore Rd, Greenport, NY 11944
• 

  

  /31

  $1,249,000 Open Sun 1PM - 2:30PM

  • 3 Beds
  • 1.5 Baths
  • 2,200 Sq Ft

  529 2nd St, Greenport, NY 11944

  This Beautifully Updated 3 Bedroom/1.5 Bath Blends 19th-century Charm with Modern Comfort. The Picturesque Facade Welcomes You Into a Residence that Exudes Timeless Elegance, Thoughtfully Renovated to Preserve its Historical Character While Offering Contemporary Amenities.The Tranquil Yard is a True Oasis, featuring Mature Trees and a Array of Vibrant Plantings. From Rhododendrons and Dogwoods

  Paul Loeb Douglas Elliman Real Estate

  529 2nd St, Greenport, NY 11944
• 

  

  /19

  $20,000 per month

  • 4 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  415 6th Ave, Greenport, NY 11944

  ADORABLE CAPE WITH POOL & HOT TUB IN THE HEART OF GREENPORTNestled in the Village of Greenport, this charming 4-bedroom Cape has been freshly painted and offers the perfect blend of modern comfort and coastal charm. The first floor includes 2 bedrooms, a cozy living room, an eat-in kitchen, and a full bath, while the second floor boasts 2 additional bedrooms and another full bath—plenty of space

  Jeanmarie Bay William Raveis New York LLC

  415 6th Ave, Greenport, NY 11944
• 

  $672,800 Sold Mar 28, 2025

  • 1,968 Sq Ft
  • $342/SF
  • 24 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1991

  1425 Middleton Rd, Greenport, NY 11944

  Nestled amidst lush greenery and offering privacy, this classic Cape Cod style home in Greenport is a true sanctuary. Four large bedrooms, this home provides ample room for comfortable living and entertaining. Inside find a warm and inviting interior with spacious living areas. Enjoy the peacefulness of this secluded retreat, just a short distance to Greenport's charming village and beaches.

  Erin Kaelin Signature Premier Properties

  1425 Middleton Rd, Greenport, NY 11944
• 

  Est $1,179,911 Not Listed For Sale

  • 3 Beds
  • 3 Baths

  1350 Bay Shore Rd, Greenport, NY 11944

  1350 Bay Shore Rd, Greenport, NY 11944
• 

  

  /33

  $1,150,000

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

  400 Anglers Rd, Greenport, NY 11944

  This charming two-story home is perfectly situated just a quarter mile from the beach, offering an ideal blend of comfort and convenience. The open-concept first floor features a welcoming living area with a wood-burning fireplace, an eat-in kitchen equipped with quartz countertops, a gas stove, and stainless steel appliances, as well as a formal dining room with sliding glass doors that open to

  Alexander Aquino Douglas Elliman Real Estate

  400 Anglers Rd, Greenport, NY 11944
• 

  

  /18

  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Condo for Rent

  36 Stirling Cove Unit B, Greenport, NY 11944

  Just a ferry ride from Sag Harbor and the Hampton's, take in expansive waterfront views of the bay and Greenport harbor from the second floor balcony in this renovated open concept waterfront condo located in the private Stirling Cove condominium association. This light filled townhouse offers a private beach, 60' x 30' heated pool overlooking the bay, two tennis courts, private parking and is

  Alexander Aquino Douglas Elliman Real Estate

  36 Stirling Cove Unit B, Greenport, NY 11944
• 

  $1,715,000 Sold Feb 28, 2025

  • 3,400 Sq Ft
  • $504/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  242 Maple Ln, Greenport, NY 11944

  Fantastic Builder Financing Incentive: Two Years of Super Low Interest Rates – 3.9% First Year and 4.9% Second Year for Qualified Buyers through America’s 5th Largest bank – US Bank. See full disclosure on listing or broker website. Fully Finished, and Furnished Outstanding Brand New Construction in Greenport by Esteemed Builder. Perfectly Situated On Expansive Property Directly Across From

  Robert Merolla Aurora Property Group

  242 Maple Ln, Greenport, NY 11944
• 

  Est $821,082 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  905 Kerwin Blvd, Greenport, NY 11944

  905 Kerwin Blvd, Greenport, NY 11944
• 

  

  /17

  $1,099,000

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

  1820 Bay Shore Rd, Greenport, NY 11944

  This appealing location, with nearby access to the Bay, is nestled within the Peconic Bay Estates, adjacent to/across from estate-like homes, offering a rare opportunity to secure your spot in this much-desired North Fork beachside community. The original mid-century ranch, situated on a spacious landscaped lot, was expanded to include a 2-story addition and deck. The residence includes a Main

  Deborah Kusa Douglas Elliman Real Estate

  1820 Bay Shore Rd, Greenport, NY 11944
• 

  

  /8

  $2,750 per month

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Apartment for Rent

  880 Wiggins St, Greenport, NY 11944

  Beautiful like new second floor furnished apartment to rent year-round. Desirable location within reach of village shops, restaurants, beaches, park, school, and transportation. This apartment offers an updated kitchen with stainless steel appliances, oak hardwood flooring, open living room with dining area, large bedroom, and a clean full bathroom. There is a balcony deck, paver patio, and a

  Kenneth Poliwoda Douglas Elliman Real Estate

  880 Wiggins St, Greenport, NY 11944
• 

  $926,000 Sold Feb 17, 2025

  • 2,125 Sq Ft
  • $436/SF
  • 15 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1900

  514 Main St, Greenport, NY 11944

  This charming duplex offers two distinct units. The lower unit features a welcoming foyer, a large living room, a dining room, an updated eat-in kitchen, and a spacious 1-bedroom, 1-bathroom layout. The upstairs unit includes 3 bedrooms and 1 bathroom. Conveniently located near schools, parks, and shopping, this property presents a fantastic opportunity for comfortable living or rental income in

  Peter Grosso RE/MAX Integrity Leaders

  514 Main St, Greenport, NY 11944
• 

  Est $1,055,688 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 2,400 Sq Ft

  1955 Albertson Ln, Greenport, NY 11944

  1955 Albertson Ln, Greenport, NY 11944
• 

  

  /25

  $1,299,999

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  58425 Route 48, Greenport, NY 11944

  Views that never end! Welcome to your picturesque beachfront retreat along the Long Island Sound, where breathtaking water views and private beach access create a serene escape. Enjoy year-round sunsets that will take your breath away. This charming home features a fantastic layout with sun-soaked, high ceilings in the great room, seamlessly connecting the eat-in kitchen, living room, and dining

  William Walters Daniel Gale Sothebys Intl Rlty

  58425 Route 48, Greenport, NY 11944
• 

  

  /30

  $20,000 per month

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  185 Wiggins Ln, Greenport, NY 11944

  An outdoor oasis is one element of this extraordinary property. This one of a kind 5 bedroom, 3.5 bath residence is the perfect home to make special memories this season. The perfect rental with one of the most extraordinary pool and garden areas on the North Fork. Features a 20' x 50' heated Gunite pool with waterfall, extensive hand cut stone patios, stone walls and numerous outdoor sitting

  Nancy Cervelli Daniel Gale Sothebys Intl Rlty

  185 Wiggins Ln, Greenport, NY 11944
• 

  $460,000 Sold Feb 11, 2025

  • 33 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1944

  31 Sage Blvd Unit 31, Greenport, NY 11944

  Welcome to this private, 89-acre, gated, bayside Co-Op community. These storied cottages do not come along very often. This petite cottage, one of 31 units, will take you back to a simpler time; its shaded pergola creating a magical, private outdoor sanctuary. With breezes right off the bay, the tranquility of this setting is unmatched. Comb the beautiful shoreline. Watch the osprey, blue heron,

  Kristen Rishe Signature Premier Properties

  31 Sage Blvd Unit 31, Greenport, NY 11944
• 

  Est $1,364,422 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  450 7th St, Greenport, NY 11944

  450 7th St, Greenport, NY 11944
• 

  

  /21

  $1,475,000

  • 4 Beds
  • 2 Baths

  130 Tasker Ln, Greenport, NY 11944

  Welcome to this charming cape, a true gem with its private beach and inviting swimming pool. This sweet home features 4 bedrooms and 2 full baths, combining easy living and casual comfort . Spacious, sunlit rooms provide ample living space for relaxation and entertaining. Cozy up by the fireplace in the living room, or retreat to the den for a quiet evening with a book or movie. The open-concept

  Kristen Rishe Signature Premier Properties

  130 Tasker Ln, Greenport, NY 11944
• 

  

  /23

  $4,000 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

  Pete Halpin Douglas Elliman Real Estate

  424 4th St, Greenport, NY 11944
• 

  $640,000 Sold Feb 03, 2025

  • 29 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1999

  635 Caleb's Way Unit M44, Greenport, NY 11944

  New to market two bed, two bath pristinely maintained corner unit in Greenport's Pheasant Run Community. This unit has been pampered from day one of a long ownership, never been rented, freshly painted with new mechanicals, washer dryer, granite, hardwood and tile throughout. There are two outside decks, one in the rear off the owner's suite and one off the living/dining room. The fully tiled

  Nora Conant Douglas Elliman Real Estate

  635 Caleb's Way Unit M44, Greenport, NY 11944
• 

  Est $887,362 Not Listed For Sale

  • 3 Beds
  • 2 Baths

  355 9th St, Greenport, NY 11944

  355 9th St, Greenport, NY 11944
• 

  

  /32

  $1,695,000

  • 3 Beds
  • 1.5 Baths
  • 2,290 Sq Ft

  2515 Sound Dr, Greenport, NY 11944

  This one-of-a-kind, mid-century modern was designed by renowned architect Claude Samton. Named "Winged Weekend Flight", a wood hewn escape from city ways. When you enter, you will leave your worries behind. Incredible light and gorgeous landscape envelop this 3 bedroom, 1.5 bath sanctuary. Gunite pool with an automatic cover, Ipe decking and beach rights to a gorgeous sound front beach

  Sheri Winter Parker Corcoran

  2515 Sound Dr, Greenport, NY 11944
• 

  

  /21

  $8,000 per month

  • 3 Beds
  • 4 Baths
  • 1,900 Sq Ft
  • House for Rent

  300 Fiddler Ln, Greenport, NY 11944

  Like-new Greenport beauty with every amenity including a saltwater pool. Room for all indoors with a living room, reading room and large media room and outdoors with a dining area and lounging area poolside. Located in a lovely, quiet neighborhood just a few minutes to a gorgeous, sandy Bay beach, a beautiful Sound beach and Greenport's vibrant downtown with its waterfront park, cafes &

  Kathleen Travers Douglas Elliman Real Estate

  300 Fiddler Ln, Greenport, NY 11944
• 

  $875,000 Sold Jan 29, 2025

  • 162 Days On Market

  • 4 Beds
  • 1 Bath
  • Built 1955

  413 6th St, Greenport, NY 11944

  This delightful ranch, set on a rare double lot in the highly sought-after West Dublin neighborhood of Greenport Village has been cherished by a single family since its construction in 1955. Now ready for its next chapter, this home offers a unique opportunity for its new owners. The .38-acre double lot is filled with beautiful, ornamental plantings and provides ample space for potential

  Eric Elkin Compass Greater NY LLC

  413 6th St, Greenport, NY 11944
• 

  Est $560,814 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 924 Sq Ft

  805 Wiggins St, Greenport, NY 11944

  805 Wiggins St, Greenport, NY 11944

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