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Farmhouse Homes for Sale in Greenport West, NY

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  • /35

    $4,800,000

    • 5 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    90 Peconic Ave, Shelter Island, NY 11964

    Held by a single family for nearly a century, 90 Peconic Avenue carries the kind of history that can't be manufactured - a deep sense of place, of summers lived well, of a waterfront that has remained unchanged while the world around it evolved. Custom built by Reich Eklund in 1985 and thoughtfully maintained, this classic Shelter Island shingled beach house sits on a level acre along one of the

    Agent Photo

    Elizabeth Melichar

    Serhant East End LLC

    90 Peconic Ave, Shelter Island, NY 11964
  • /25

    $2,799,000

    New Construction $200K PRICE DROP
    • 8 Beds
    • 7 Baths
    • 5,600 Sq Ft

    1350 Hortons Ln, Southold, NY 11971

    2-Acre Private Oasis with Custom "To Be Built" Luxury Home - Excellent Location Near Town, Beaches & Vineyards! Discover the perfect blend of privacy, luxury and convenience with this exceptional vacant lot, tucked away in a serene, secluded setting --- Yet just minutes from downtown, pristine beaches, and world-class vineyards, shopping and dining. Plans are in-place for a "To Be Built" custom

    Thomas McCarthy Thomas J McCarthy Real Estate

    1350 Hortons Ln, Southold, NY 11971
  • /33

    $1,249,000

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

    Unlisted Address

    Stylish Heritage Farmhouse:Dating to approximately 1910, this beautifully reimagined Queen Anne–inspired country home preserves a tangible connection to East Marion’s past. Set along the historic route once known as Kings Highway and Sunset Trail—today’s Main Road—and near Marion Lake, the residence was built when the hamlet still reflected its longstanding agricultural and maritime heritage

    Nicholas Planamento William Raveis New York LLC

    Unlisted Address
  • /50

    $1,249,000

    $350K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 2,000 Sq Ft

    2055 Boisseau Ave, Southold, NY 11971

    Southold, North Fork: The historic Boisseau farmhouse, built around 1890, is situated on 1.75 acres (76,230 square feet) with R40 residential zoning, in a picturesque setting featuring mature trees and a sprawling lawn. The property is adjacent to fallow, and partially wooded acreage owned by the Town of Southold. The traditional home boasts a charming covered front porch, an entry foyer, and a

    Nicholas Planamento William Raveis New York LLC

    2055 Boisseau Ave, Southold, NY 11971
  • /30

    $2,800,000

    $150K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    12 Terry Dr, Shelter Island, NY 11964

    Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach.Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    12 Terry Dr, Shelter Island, NY 11964
  • /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
  • /15

    $1,425,000

    $2M PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,900 Sq Ft

    535 Bay Home Rd, Southold, NY 11971

    Waterfront Opportunity on Bay Home Road. Welcome to 535 Bay Home Road, a rare and flexible offering on one of the North Fork’s most coveted canal-front streets, located in the prestigious Willow Point community. With panoramic water views, a private dock, and access to a secluded beach, this property combines timeless coastal charm with modern luxury. Buyers can choose from two exclusive paths to

    Kim Pirreca BERKSHIRE HATHAWAY

    535 Bay Home Rd, Southold, NY 11971
  • /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
  • /2

    $2,399,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,250 Sq Ft

    1760 Mccann Ln, Greenport West, NY 11944

    Welcome to your luxury retreat on the North Fork, ideally located in the hamlet of Greenport. This brand new residence offers the perfect blend of sophisticated design, modern comfort and effortless indoor-outdoor living - all just moments from the Long Island Sound with deeded beach rights to a private community beach. Your days can begin with morning walks along the shoreline and end with

    John Quinn John Quinn Inc

    1760 Mccann Ln, Greenport West, 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
  • /44

    $2,695,000

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2850 Main Bayview Rd, Southold, NY 11971

    Set on five bucolic acres, this property perfectly captures the pastoral character that defines the region at its best. Mature trees frame the entrance, and split-rail fencing lines the property, offering a sense of privacy and openness rarely found so close to everything the North Fork has to offer. The three-bedroom, two-bathroom farmhouse is complemented by a large barn, currently outfitted

    Bridget Elkin Compass Greater NY LLC

    2850 Main Bayview Rd, Southold, NY 11971
  • /17

    $1,250,000

    $500K PRICE DROP
    • 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
  • /40

    $1,249,000

    $46K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 2,000 Sq Ft

    1220 Youngs Ave, Southold, NY 11971

    It's time to put your money in Real Estate! Here's a property that is in prime condition and generates an income plus appreciation! Hamlet Business (HB) zoned property, in the heart of the Hamlet of Southold! Currently a Legal two-family home - each apartment has two bedrooms, wood floors, updated eat-in kitchen, spacious living room, bathroom, window air-conditioners, with lots of natural light

    Lee Beninati Beninati Associates

    1220 Youngs Ave, Southold, NY 11971
  • /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
  • /2

    $699,000

    Coming Soon
    • 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
  • /46

    $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
  • /3

    $1,495,000

    • 4 Beds
    • 4 Baths
    • 4,300 Sq Ft

    3995 Wells Ave, Southold, NY 11971

    Bring your vision to the waterfront in Southold. Set along a peaceful creek with direct water access, this fully gutted home offers a rare opportunity to create a custom North Fork retreat. A newly installed bulkhead and existing private dock provide the perfect setting for boating, fishing, kayaking and unforgettable days on the water. Renovate, redesign and make it your own—all just minutes

    James Bissett Hedgestone Commercial Rlty LLC

    3995 Wells Ave, Southold, NY 11971
  • /40

    $3,625,000

    • 5 Beds
    • 4.5 Baths
    • 6,106 Sq Ft

    43 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Nestled in the highly coveted Hay Beach enclave of Shelter Island, 43 Gardiners Bay Drive is a grand, ˜ 6,100-square-foot coastal estate that redefines luxury through the lens of effortless living. Set on a sprawling 0.92-acre parcel with captivating winter water views of Gardiners Bay, this masterfully designed home offers a seamless daily rhythm, beginning in the light-filled foyer where

    Mackenzie Needham Daniel Gale Sothebys Intl Rlty

    43 Gardiners Bay Dr, Shelter Island Heights, NY 11965
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