23

Greenport, NY Homes for Sale

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  • /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
  • /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
  • /10

    $775,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    429 Kaplan Ave, Greenport, NY 11944

    Charming Greenport Village GetawayEnjoy the best of the North Fork from this inviting 3-bedroom, 2-bath home, perfectly located near all that Greenport Village has to offer. Stroll to Mitchell Park, waterfront dining, restaurants, shops, and the Shelter Island Ferry, or spend the day exploring nearby vineyards and Greenport Harbor Brewing Company.A wonderful opportunity to enjoy

    Mary Terry MCKENNASHEA LLC

    429 Kaplan Ave, 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
  • /23

    $999,750

    Open House 10/10 $600K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    336 2nd St, Greenport, NY 11944

    BRING ALL OFFERSGREENPORT, NY — RELAUNCHED UNDER $1 MILLIONLimited supply. Strong demand. Location, location, location.Real estate values have always been influenced by location, supply and demand—and Greenport continues to attract buyers looking for the unique lifestyle of the North Fork.Now is the time to take another look at 336 2nd Street, newly offered at

    Ron Moschetta Keller Williams Realty Greater

    336 2nd St, Greenport, NY 11944
  • /50

    $1,849,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1025 9th St, Greenport, NY 11944

    Greenport Gem — Timeless Elegance & Coastal LivingTucked privately behind tall hedges on a beautifully landscaped, gated corner property, this stately 1930s American Square offers an exceptional blend of historic character, refined comfort, and the coveted Greenport lifestyle.Meticulously restored in 2012 and gently lived in since, the home retains its original woodwork, doors,

    Paul Loeb Douglas Elliman Real Estate

    1025 9th St, Greenport, NY 11944
  • /28

    $929,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 580 Sq Ft

    1100 (aka 702 Linnet 7th St, Greenport, NY 11944

    Charming Cedar Shake Cottage on a Desirable Corner Lot. Enjoy it Now, and/or Expand Extensively in the Future with Proper Permits. The Spacious Deck, Brick Patio, Mature Landscaping, and Lush Shrubbery Create a Private and Secluded Backyard Retreat. Just 3–4 blocks to Beautiful Bay Beaches and 6 Blocks to Greenport Village, Marina, Shops, Restaurants, and NYC Transportation. Start Living the Good

    Paul Loeb Douglas Elliman Real Estate

    1100 (aka 702 Linnet 7th St, Greenport, NY 11944
  • /40

    $1,595,000

    • 6 Beds
    • 2 Baths
    • 1,920 Sq Ft

    430 1st St, Greenport, NY 11944

    Introducing an exceptional opportunity to own a truly turnkey, fully restored farmhouse-style two-family home in a prime Greenport Village location. 430 First Street features two meticulously updated residences, each offering three bedrooms, one full bathroom, and thoughtfully designed living spaces. The upper-level residence encompasses approximately 850 square feet and features soaring vaulted

    William Walters Daniel Gale Sothebys Intl Rlty

    430 1st St, Greenport, NY 11944
  • /7

    $500,000

    • Land
    • 10,454 Sq Ft
    • $2,083,333 per Acre

    1400 Bay Shore Rd, Greenport, NY 11944

    Build your dream home near the beach! This .24 acre parcel offers a great opportunity to create your own retreat, just 3 miles from town. Enjoy deeded beach rights and the convenience of being close to local shops, dining and amenities, while still enjoying a private setting. A rare opportunity to own land with beach access—bring your vision and make it your own!

    Kristy Naddell Douglas Elliman Real Estate

    1400 Bay Shore Rd, Greenport, NY 11944
  • /12

    $864,200

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

    410 6th St, Greenport, NY 11944

    Built in 1910, this classic Greenport Village farmhouse offers something that is becoming increasingly hard to find in the Village by having an extra wide, extra deep lot with the space to truly create the backyard lifestyle you have been wanting. With an outdoor fireplace under the stars, long summer dinners, gardens, entertaining space, and afternoons spent soaking up the sun before heading

    Jerry Cibulski Century 21 Albertson Realty

    410 6th St, Greenport, NY 11944
  • /21

    $859,000

    $36K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 990 Sq Ft

    307 Champlin Place, Greenport, NY 11944

    GREENPORT, NY: Recently renovated farmhouse in a quiet neighborhood. 2 bedrooms 1 bath. Open concept, eat in kitchen, central air conditioning, washer/dryer, Gas grill, fire pit, dining /seating area, WiFi/cable. Close to downtown Greenport, beaches, wineries, and major North Fork attractions. Ready for Summer 2026! Exclusive: $895K.

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    307 Champlin Place, Greenport, NY 11944
  • /22

    $799,000

    • 2 Beds
    • 1 Bath
    • 1,090 Sq Ft

    44 (1180) Sound Rd, Greenport, NY 11944

    A rare opportunity to own an early 20th-century Adirondack-style cottage in Greenport, ideally situated just 0.12 miles from a beautiful Sound beach and only one mile from the heart of Greenport Village. This charming cottage showcases many of the home’s original details starting with a screened-in front porch spanning the full width of the façade, creating a welcoming indoor/outdoor retreat.

    Janet Markarian Daniel Gale Sothebys Intl Rlty

    44 (1180) Sound Rd, Greenport, NY 11944
  • /15

    $283,950

    $35K PRICE INCREASE
    • 1 Bed
    • 1 Bath

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

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit 4 Coastal Cottage, Greenport, NY 11944
  • /9

    $550,000

    • Land
    • 1.67 Acres
    • $329,341 per Acre

    1080 9th St, Greenport, NY 11944

    Discover the perfect opportunity to build your dream home on this beautiful 1.67-acre waterview lot in the heart of Greenport. Just five blocks from Greenport Village, you’ll have easy access to charming boutiques, renowned restaurants, lively bars, and more—all while enjoying the tranquility of your own private retreat. This property includes deeded bay beach rights at the end of 9th Street,

    William Walters Daniel Gale Sothebys Intl Rlty

    1080 9th St, Greenport, NY 11944
  • /21

    $1,276,000

    New Construction $101K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    550 Madison Ave, Greenport, NY 11944

    Welcome to 550 Madison Avenue in Greenport, a thoughtfully designed New Construction farmhouse that feels comfortable from the moment you arrive. The covered front porch is more than an architectural detail. There is actually room for a chair and side table, creating the perfect spot for a quiet morning coffee.Inside, wide 6-inch oak floors connect the bright, open living spaces. The

    Jerry Cibulski Century 21 Albertson Realty

    550 Madison Ave, Greenport, NY 11944
  • /39

    $749,000

    $50K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 968 Sq Ft

    308 Monsell Place, Greenport, NY 11944

    Super Cute Greenport Village home packed with charm and character. Walking distance to downtown. 3 bedrooms, 1 bath, diving area, kitchen and living area all on 1st floor with 3 bedrooms and a full bathroom above. Full walk out Basement and fenced in yard. Close to downtown Greenport, Marinas, Golf, restuarants and wineries.

    Isaac Israel Richmond Realty Corp

    308 Monsell Place, 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
  • /10

    $699,000

    Open Sat 11:30AM - 1:30PM
    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    216 Broad St, Greenport, NY 11944

    Tucked away on one of the most coveted streets in Greenport Village, 216 Broad Street is a classic two-bedroom farmhouse just waiting for its next chapter to begin. If you’ve been dreaming of a creative project where you can build equity and put your personal stamp on a piece of North Fork history, this is the "diamond in the rough" you’ve been searching for. Stepping inside, you’re greeted by

    Jennifer Benton Compass Greater NY LLC

    216 Broad St, Greenport, NY 11944
  • /7

    $525,000

    • Land
    • 6,098 Sq Ft
    • $3,750,000 per Acre

    820 Wiggins St, Greenport, NY 11944

    Greenport Village fringe vacant building lot with active setpic and building permit. Approved plans are for an approximate 2,650 sqft of living space, 3 bedrooms and 3.5 bathrooms. Close proximity to 6th St Beach, Greenport Village shopping district, local restaurant, farm-stands and vineyards. Great shovel ready opportunity!

    William Walters Daniel Gale Sothebys Intl Rlty

    820 Wiggins St, Greenport, NY 11944
  • /12

    $248,000

    $118K PRICE INCREASE
    • 1 Bed
    • 1 Bath

    690 Queen St Unit Sound Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort setting, including a

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Sound Cottage, Greenport, NY 11944
  • /15

    $291,950

    $162K PRICE INCREASE
    • 2 Beds
    • 1 Bath

    690 Queen St Unit Coastal Cottage, Greenport, NY 11944

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This fully furnished Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort

    Samantha Ripka RESOURCE REALTY GROUP

    690 Queen St Unit Coastal Cottage, Greenport, NY 11944
  • /31

    $1,310,000

    $125K PRICE DROP
    • 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. Front and back porches provide multiple outdoor seating areas. Inside, the home features coffered ceilings, warm wood floors, and sun-filled living and dining spaces. Outside, the private, fully fenced

    Jill Dunbar Douglas Elliman Real Estate

    210 5th St, Greenport, NY 11944
  • /16

    $254,000

    $5K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 400 Sq Ft

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

    North Fork Resort offers a private cottage resort experience in Greenport, in the heart of North Fork wine country. This Park Model Vacation Cottage provides a place to return to - whether for a few days, a week, or extended time throughout the season - without the burden of traditional second-home ownership. Enjoy the comfort of your own cottage with access to a full resort setting, including a

    Samantha Ripka RESOURCE REALTY GROUP

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