Homes for Sale in 11944

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  /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
• 

  

  

  /6

  $545,000

  • Land
  • 29,185 Sq Ft
  • $813,433 per Acre

  620 Kerwin Blvd, Greenport West, NY 11944

  Wonderful opportunity to build a Residential Home in the highly-desirable and sought-after Town of Greenport! Greenport offers a vast array of Art Galleries, Museums, Fishing Charters, Boutique Shops, Breweries and Cideries, Waterfront Dining and other Entertainment Venues. This generously sized .67 Acre Level Parcel is just waiting for you to create that special home you've always been dreaming

  

  Richard Connelly

  Douglas Elliman Real Estate

  (866) 431-5857

  620 Kerwin Blvd, Greenport West, NY 11944
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  /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
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  /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
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  /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
• 

  

  /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
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  /26

  $2,100,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  660 Sutton Place, Greenport, NY 11944

  Built in 2021 and offered in like-new condition, this stylish four-bedroom residence pairs clean contemporary design with the relaxed ease of North Fork living. A semi-open floor plan creates natural flow across the main level, connecting the living, dining, and kitchen spaces in a layout equally suited for everyday living and effortless entertaining. Four spacious bedrooms offer comfortable

  Bridget Elkin Compass Greater NY LLC

  660 Sutton Place, Greenport, NY 11944
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  /44

  $2,050,000

  • 4 Beds
  • 5 Baths
  • 4,500 Sq Ft

  435 Maple Ln, Greenport, NY 11944

  Welcome to this brand-new coastal retreat that epitomizes North Fork luxury. This exquisite property offers 4,500 square feet of meticulously designed living space across three levels, including a full walkout basement. This home seamlessly blends upscale entertaining with relaxed everyday living. Stroll outside to your private oasis, where a 20 x 40 heated, saltwater inground pool is the focal

  Sheri Winter Parker Corcoran

  435 Maple Ln, Greenport, NY 11944
• 

  

  /17

  $1,600,000

  • 4 Beds
  • 3 Baths
  • 2,600 Sq Ft

  240 August Ln, Greenport, NY 11944

  Greenport - Historic Colonial Farmhouse in Peconic Bay Estates.Offered for the first time in decades is this rare slice of Long Island history. Step back in time without sacrificing modern comfort in this circa 1600s, Dutch Colonial farmhouse, gracefully set on .39 acres in the heart of the North Fork. With 4-5 bedrooms, 3 full baths, and over 400 years of character, this one-of-a-kind home

  Deirdre DeVita Sothebys Int'l Realty Hamptons

  240 August Ln, Greenport, NY 11944
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  /36

  $1,575,000

  • 4 Beds
  • 4.5 Baths
  • 2,900 Sq Ft

  130 Sunset Ln, Greenport West, NY 11944

  Stunning Greenport New Construction Colonial w/ Heated In-ground pool! Step into a seamless blend of turn-of-the-century elegance and contemporary comfort in this exquisite new construction Colonial. Designed with classic architectural details and high-end finishes throughout, this 4-bedroom, 4.5-bathroom residence offers 2,900 sq. ft. of thoughtfully crafted living space and includes a 10x20

  William Walters Daniel Gale Sothebys Intl Rlty

  130 Sunset Ln, Greenport West, 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
• 

  

  /23

  $995,000

  • 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
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  /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
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  /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
• 

  

  /23

  $1,249,000 Open Sat 11AM - 3:30PM

  • 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
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  /27

  $1,249,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,400 Sq Ft

  1705 Kerwin Blvd, Greenport, NY 11944

  Opportunities like this in August Acres are few and far between. This 4-bedroom, 2.5-bath Colonial with deeded beach rights delivers the rare combination buyers wait for—location, efficiency, and long-term value—without compromise.From the moment you arrive, the home feels both welcoming and solid. A cozy fireplace anchors the main living space, while tilt-in Andersen windows fill the home

  Maureen Orientale Compass Greater NY LLC

  1705 Kerwin Blvd, Greenport, NY 11944
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  /18

  $880,000

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

  210 Bennet Rd, Greenport, NY 11944

  Greenport Colonial Close To Village. This inviting Greenport Colonial offers 4 bedrooms and 3 full baths, blending comfort with a prime location. Set on a spacious lot, the home features a welcoming front yard, a fenced backyard with newly refinished hardwood floors, and a new deck-ideal for summer gatherings. Conveniently located close to Greenport Village, you’ll enjoy easy access to shops,

  Scott Bennett Douglas Elliman Real Estate

  210 Bennet Rd, Greenport, NY 11944
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  /47

  $1,675,000 Open Sat 1PM - 2:30PM

  • 7 Beds
  • 6 Baths
  • 3,376 Sq Ft

  215 North St, Greenport, NY 11944

  A rare and exceptional offering in the heart of Greenport—one of the only duplex-style properties of its kind on the North Fork—this fully turnkey property delivers a unique combination of lifestyle, flexibility, and proven income potential. Located within Greenport Village and offering approximately 3,376 square feet of living space, this back-to-back duplex features two fully independent,

  Kim Pirreca BERKSHIRE HATHAWAY

  215 North St, Greenport, NY 11944
• 

  

  /43

  $2,250,000

  • 5 Beds
  • 5.5 Baths
  • 3,200 Sq Ft

  2375 Sound Dr, Greenport, NY 11944

  Perched atop the bluffs of the Long Island Sound, this carefully designed showstopper is located within the desirable Eastern Stirling Shores community, offering private beach access just a short walk away. The rear yard provides a true resort-style setting, where you can bask in full sun poolside beside the natural gas–heated, in-ground saltwater pool with electric cover, all while enjoying

  William Walters Daniel Gale Sothebys Intl Rlty

  2375 Sound Dr, Greenport, NY 11944
• 

  

  /14

  $278,000

  • 1 Bed
  • 1 Bath

  690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944

  Rare opportunity to own fully furnished Park Model Vacation Cottage within North Fork Resort, a private seasonal resort community located in Greenport on the North Fork of Long Island. .Owners purchase the cottage and receive an exclusive seasonal reservation agreement and receive the right to place and use it within the resort under the applicable seasonal lot arrangement and reservation

  Samantha Ripka RESOURCE REALTY GROUP

  690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944
• 

  

  /12

  $3,495,000

  • 4 Beds
  • 2 Baths
  • 1,800 Sq Ft

  438 Main St, Greenport, NY 11944

  Introducing the 1902 Merrick Hand House-an architecturally significant residence crafted by Henry Leek-set on a deep and rare .63-acre parcel in the heart of Amagansett. With its historic designation, the home's iconic front façade must be preserved, while permitted expansion and renovation provide an exceptional opportunity to blend timeless character with modern luxury. The first floor features

  Heather Saskas Compass

  438 Main St, Greenport, NY 11944
• 

  

  /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
• 

  

  /23

  $2,695,000

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  168 Sterling St, Greenport, NY 11944

  Set on one of Greenport Village's most sought-after streets, this charming cedar-shingled home offers a rare opportunity to own a waterfront Village property with a generous deep-water dock. The home features a beautifully detailed interior with updated kitchen and baths, original millwork, and a separate one-bedroom apartment. Outdoors, a waterside deck and spacious yard create an ideal setting

  Bridget Elkin Compass Greater NY LLC

  168 Sterling St, Greenport, NY 11944
• 

  

  /19

  $329,000 Open Sun 1PM - 2:30PM

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  1000 9th St Unit D38, Greenport, NY 11944

  Move in Ready! Beautifully Updated 2nd Floor Greenport Co-op with Shaker Cabinets, Quartz Countertop, Glass Tile Back Splash. Dishwasher, Built in Micro and Fridge with Ice Maker. Tile Bath with Large Shower. In Unit Washer/Dryer. Walk in Closet. 6 Blocks to Village Shops. 6 Blocks to Mitchell Park and Marina. 6 Blocks to a Bay Beach. Move in and Enjoy! See Floor Plan Attached! Taxes are Included

  Paul Loeb Douglas Elliman Real Estate

  1000 9th St Unit D38, Greenport, NY 11944
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  /33

  $824,990

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  275 Sound Rd, Greenport, NY 11944

  Renovated 1910 Colonial with Beautiful Open Floor Plan. Down the Road From Town Beach. Just a Short Bike Ride to Down Town Greenport and Wineries !! Possibility of Selling Fully Furnished !! Large Back Building Could Be Turned into a Pool House, Garage or Shed, Additional information: Appearance Diamond,Interior Features: Living Rm, Dining Area, Spacious Eat in Kitchen with Large Island,

  Gina Walter Century 21 Cor Ace Realty Inc

  275 Sound Rd, Greenport, NY 11944
• 

  

  /18

  $2,995,000

  • 7 Beds
  • 6.5 Baths
  • 4,544 Sq Ft

  1050 Tasker Ln, Greenport West, NY 11944

  UNDER CONSTRUCTION -IN PHASE 1 - PROPERTY IS CLEARED, FOUNDATION POURED, CURING & FRAMING IS SCHEDULED - Introducing an exceptional opportunity to own a brand new construction home in Greenport’s coveted Eastern Shores where North Fork charm meets modern luxury living. Don't miss this opportunity to claim for yourself this thoughtfully designed, currently under construction and anticipated to be

  Thomas Panebianco Realty Connect USA L I Inc

  1050 Tasker Ln, Greenport West, NY 11944
• 

  

  /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
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  /17

  $559,000

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft

  31 Sage Blvd Unit 31, Greenport, NY 11944

  This can be your piece of paradise on the East End of Long Island - Welcome to 31 Sage Boulevard! This one-of-a-kind, exquisite and picturesque gated community consists of 89 prime acres surrounded by the waters of the Little Peconic Bay. Upon entering the community, it will bring you back to the historical dwelling of beach cottages that have their own private beach, marina and club house. The

  William Galati Signature Premier Properties

  31 Sage Blvd Unit 31, Greenport, NY 11944
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  /37

  $1,395,000

  • 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
• 

  

  /41

  $1,297,000

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

  401 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 flexible property offers central air conditioning, front porch, deck, and patio, all conveniently close to local restaurants, shopping,

  Douglas Cabral Century 21 Excelsior Realty

  401 Wiggins St, Greenport, NY 11944
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  /33

  $1,095,000

  • 3 Beds
  • 3.5 Baths
  • 1,724 Sq Ft

  216 North St, Greenport, NY 11944

  CHIC. STYLISH. SOPHISTICATED.This Brooklyn Brownstone-inspired beauty brings big-city edge to North Fork living. 3 Beds | 3.5 Baths. Stunning new construction. Entertainer's dream kitchen. EV charging ready. Chic studio shed. Fenced + professionally landscaped backyard. Sun-drenched. Designer-finished. MINT+++. Stroll to farmers markets, restaurants, bars, boutiques, and the waterfront. This

  Sheri Winter Parker Corcoran

  216 North St, Greenport, NY 11944
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  /44

  $1,499,000

  • 4 Beds
  • 1.5 Baths
  • 1,880 Sq Ft

  1760 Albertson Ln, Greenport, NY 11944

  Scenic and bucolic, this 3+ acre country farm is steeped in classic North Fork charm. The property features an authentic 1800s four-bedroom, one and a half bath, farmhouse, a 2+ car garage (1976) with a workshop, office and mechanics pit, and a 1985 barn equipped with three horse stalls and ample space for tractors. Additional structures include a cinderblock chicken coop and a pig sty, offering

  Paul Loeb Douglas Elliman Real Estate

  1760 Albertson Ln, Greenport, NY 11944
• 

  

  /14

  $243,000

  • 1 Bed
  • 1 Bath

  690 Queen St Unit Sound Cottage, Greenport, NY 11944

  North Fork Resort offers a rare opportunity to own a private vacation cottage in Greenport, one of the most desirable destinations on Long Island's North Fork. Owners purchase the cottage itself and receive the right to place and use it within the resort under the applicable seasonal lot arrangement and reservation structure. Allowing April-November use each year within the resort community.

  Samantha Ripka RESOURCE REALTY GROUP

  690 Queen St Unit Sound Cottage, Greenport, NY 11944
• 

  

  /46

  $2,799,000

  • 4 Beds
  • 3 Baths

  2100 Sound Dr, Greenport, NY 11944

  Soundfront! Welcome to 2100 Sound Drive - offering water views from nearly every room, this unique property is part of the Eastern Sterling Shores community and is truly the Last of the Mohicans! Greeted by a welcoming circular driveway and situated atop a picturesque bluff, you'll enjoy captivating views and summer breezes. Stairs lead to an enchanting enclosed bungalow while your own private

  Connie Liappas Compass Greater NY LLC

  2100 Sound Dr, Greenport, NY 11944
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  /42

  $2,999,999 Open Sat 11AM - 12:30PM

  • 4 Beds
  • 7 Baths
  • 5,220 Sq Ft

  250 Osprey Nest Rd, Greenport West, NY 11944

  "Precision In Every Detail. Elevated Living Throughout" - Set within a private enclave moments from the Peconic Bay, this newly constructed home delivers a refined living experience defined by custom craftsmanship, scale, and seamless indoor-outdoor flow. Every element has been thoughtfully curated, blending clean architectural lines with bespoke materials and elevated finishes throughout. At the

  Susan Orioli Engel & Volkers North Fork

  250 Osprey Nest Rd, Greenport West, NY 11944
• 

  

  /14

  $286,950

  • 2 Beds
  • 1 Bath

  690 Queen St Unit Coastal Cottage, Greenport, NY 11944

  Rare opportunity to own a fully furnished Park Model Vacation Cottage within North Fork Resort, a seasonal resort community located in Greenport on the North Fork of long Island. Owners purchase the cottage and receive the right to place and use it within the resort under the applicable seasonal lot arrangement and reservation structure. April-November use each year with access to resort

  Samantha Ripka RESOURCE REALTY GROUP

  690 Queen St Unit Coastal Cottage, Greenport, NY 11944
• 

  

  /30

  $1,435,000

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

  210 5th St, Greenport, NY 11944

  This classic Greenport Village Craftsman has the kind of charm that is getting harder to find — bright, airy rooms, beautiful period detail, and an easy coastal feel just one block from the beach. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private backyard is well suited for summer living, with room for a pool; the detached

  Jill Dunbar Douglas Elliman Real Estate

  210 5th St, Greenport, NY 11944
• 

  

  /17

  $249,000

  • 2 Beds
  • 1 Bath

  690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944

  North Fork Resort offers a rare opportunity to own a private vacation cottage in Greenport, one of the most desirable destinations on Long Island's North Fork. Owners purchase the cottage and receive the right to place and use it within the resort under the applicable seasonal lot arrangement and reservation structure. April-November use each year within the resort community. Nestled within a

  Samantha Ripka RESOURCE REALTY GROUP

  690 Queens St Unit 3 Sound Cottage, Greenport, NY 11944
• 

  

  /32

  $5,695,000

  • 4 Beds
  • 4.5 Baths
  • 4,500 Sq Ft

  160 Sound Dr, Greenport, NY 11944

  A breathtaking waterfront estate on Long Island Sound is being offered for the first time by its original owners. The coastal beauty of the North Fork stands out as one of the most sought-after and picturesque areas on the East End! Nestled on nearly 2 acres, this 4,500 sq. ft. residence showcases exceptional views and over 200 feet of private waterfront. The spacious open floor plan features a

  Alexis Meadows Douglas Elliman Real Estate

  160 Sound Dr, Greenport, NY 11944
• 

  

  /39

  $1,245,000

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

  1450 Mccann Ln, Greenport, NY 11944

  ?? Dream Coastal Living in Greenport, NY! ?? Welcome to your perfect North Fork retreat! This spacious 4-bedroom, 3-bathroom split-level high ranch at 1450 McCann Lane, Greenport, NY offers the ideal blend of comfort, style, and seaside charm. ? Property Highlights:• Generous 4 bedrooms & 3 full bathrooms• Bright and airy split-level layout with versatile living space• 2-car attached

  Minas Styponias Realty Executives Today

  1450 Mccann Ln, Greenport, NY 11944

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