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Cutchogue, NY Homes for Sale

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  • /32

    $999,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    630 New Suffolk Rd, Cutchogue, NY 11935

    Discover timeless charm and classic North Fork living in this stately 1910 Grand Dame, gracefully sited in one of Cutchogue’s desirable locations. Featuring four bedrooms and three well-proportioned floors, this distinguished home showcases a gambrel roof and period details that reflect a bygone era.Ideally situated just moments from the heart of Cutchogue village, you’ll enjoy easy access to

    Agent Photo

    Tom Scalia

    Century 21 Albertson Realty

    (631) 735-5766

    630 New Suffolk Rd, Cutchogue, NY 11935
  • /34

    $4,999,000

    • 4 Beds
    • 3 Baths
    • 5,000 Sq Ft

    3400 Dignans Rd, Cutchogue, NY 11935

    Welcome to your private sanctuary on Long Island’s North Fork. This striking Mediterranean-inspired residence sits on over 2 acres of lush, water-front property, accessible only by driving through a working farm. Ensuring both exclusivity and a bucolic sense of arrival.As you approach, a winding drive sets the tone, with pastoral vistas and mature landscaping revealing the home gracefully

    Agent Photo

    Giuseppe Gregorio

    NY Space Finders Inc

    (631) 856-2207

    3400 Dignans Rd, Cutchogue, NY 11935
  • /34

    $2,449,000

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

    155 Pinewood Rd, Cutchogue, NY 11935

    Just steps from Fleet's Neck Beach, this newly constructed retreat combines modern elegance with thoughtful design. The gourmet kitchen features two Sub-Zero refrigerators, a 60" BlueStar range with six burners, flat top, and custom hood, a Breville air fryer, a built-in Miele coffee maker, and a walk-in pantry with custom shelving. The living room, centered on a sleek gas fireplace with

    Brianna Nesta SERHANT.

    155 Pinewood Rd, Cutchogue, NY 11935
  • /41

    $2,499,000

    • 4 Beds
    • 5 Baths
    • 4,560 Sq Ft

    1492 Skunk Ln, Cutchogue, NY 11935

    Elegant Estate Living in the Heart of Wine Country! Discover serenity and sophistication on this private 2.4-acre property in charming Cutchogue. This spacious 4-bedroom, 5 bath home includes a 3-car attached garage along with numerous amenities perfectly blending functionality with luxurious North Fork Living. The main floor features a grand great room ideal for entertaining, an eat-in-kitchen

    Thomas McCarthy Thomas J McCarthy Real Estate

    1492 Skunk Ln, Cutchogue, NY 11935
  • /32

    $1,975,000

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    5675 Bridge Ln, Cutchogue, NY 11935

    Set against the backdrop of the stunning North Fork, this brand-new luxury home in Cutchogue offers the perfect mix of sophisticated design and laid-back coastal living. Just minutes from renowned wineries, farm-to-table restaurants, and some of Long Island’s most beautiful beaches, this 5-bedroom, 4-bathroom gem invites you to enjoy the best of both worlds.The heart of the home is the

    Kim Parshley Compass Greater NY LLC

    5675 Bridge Ln, Cutchogue, NY 11935
  • /34

    $2,595,000

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    640 Strohson Rd, Cutchogue, NY 11935

    Your North Fork Waterfront Haven Awaits- A Rare waterfront 1947 Nantucket cedar shingled expanded home. Escape to your dream retreat. Imagine waking up to 300 feet of serene and pristine inlet waterfront, just moments from Peconic Bay, in your very own nantucket cottage that has been lovingly preserved for nearly a century. Only 90-minutes from NYC or Brooklyn - This 11 room, 4- bedroom, 3-bath

    Lori Feilen William Raveis New York LLC

    640 Strohson Rd, Cutchogue, NY 11935
  • /39

    $2,900,000

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

    35950 Main Rd, Cutchogue, NY 11935

    Introducing a one-of-a-kind opportunity to own a boutique vineyard on the North Fork of Long Island, which includes a historical antique farmhouse built in 1858 - once owned by one of the founding families in the area - and a large farm-size barn/stable. The house is set on a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling. This boutique vineyard

    Mikhail Faifman William Raveis Real Estate

    35950 Main Rd, Cutchogue, NY 11935
  • /25

    $3,350,000

    • 4 Beds
    • 4.5 Baths
    • 2,914 Sq Ft

    6370 Skunk Ln, Cutchogue, NY 11935

    NEW WATERFRONT CONSTRUCTIONThoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm.Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to

    Ryan Springer Corcoran

    6370 Skunk Ln, Cutchogue, NY 11935
  • /22

    $1,970,000

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

    545 Glen Ct, Cutchogue, NY 11935

    Enjoy panoramic views and unforgettable sunsets from this charming soundfront retreat in Cutchogue. This single-level 3-bedroom, 2-bath home is thoughtfully designed to maximize the stunning water views from nearly every room.Perfect for both entertaining and relaxing, the open layout flows seamlessly to outdoor spaces, including a welcoming front porch and a back patio ideal for taking in

    William Mcintosh Daniel Gale Sothebys Intl Rlty

    545 Glen Ct, Cutchogue, NY 11935
  • /47

    $2,250,000

    • 2 Beds
    • 1 Bath

    29500 Main Rd, Cutchogue, NY 11935

    Some homes tell a story. This one tells the North Fork’s.A rare opportunity to own one of Cutchogue’s most iconic historic properties, this mid-1800s barn was once part of the original Fleet family farm. With hand-hewn beams, circular-sawn pine, and timeless proportions, it captures the soul of North Fork heritage—a living piece of history ready for new vision.Set on 2.42 private acres

    Kristy Naddell Douglas Elliman Real Estate

    29500 Main Rd, Cutchogue, NY 11935
  • /22

    $1,250,000

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

    3700 Haywaters Rd, Cutchogue, NY 11935

    "A Peaceful Retreat Among the Trees." Designed to embrace its natural surroundings, this four-bedroom, two-and-a-half-bath upside-down home offers a bright and inviting second-floor living area with kitchen and open-concept design. Large windows fill the space with beautiful natural light and frame views of the surrounding trees and gardens. The property features multiple private

    Katie DiGregorio Corcoran

    3700 Haywaters Rd, Cutchogue, NY 11935
  • /12

    $875,000

    • 4 Beds
    • 2 Baths
    • 2,200 Sq Ft

    440 Cases Ln, Cutchogue, NY 11935

    Classic 1950s Four-Bedroom, Two-Bath HomeThis well-kept vintage residence offers light-filled rooms, hardwood floors, and a practical four-bedroom, two-bath layout. A two-car garage provides ample storage. Conveniently located near town, the library, public golf course, Cutchogue Historical Society, & preserved land.Whether you’re searching for a welcoming starter home or a

    Katie DiGregorio Corcoran

    440 Cases Ln, Cutchogue, NY 11935
  • /9

    $705,000

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

    30170 Main Rd, Cutchogue, NY 11935

    Step into this cute and cozy country colonial updated and renovated inside and outside in 2023. Anderson windows on the outside for keeping the house toasty and warm. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full

    Laura Pollari I P E Realty L L C

    30170 Main Rd, Cutchogue, NY 11935
  • /42

    $1,549,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 3,977 Sq Ft

    1070 Depot Ln, Cutchogue, NY 11935

    Welcome to your private North Fork retreat - nestled on nearly 2 lush, level acres in the heart of Cutchogue, this beautifully maintained 4-bedroom, 2.5-bath home is where timeless elegance meets effortless comfort. Whether you're seeking a full-time residence or a weekend escape, this property delivers the space, privacy, and peace of mind you've been looking for.Enter the soaring entryway

    Andrea Parks Douglas Elliman Real Estate

    1070 Depot Ln, Cutchogue, NY 11935
  • /32

    $5,755,000

    • 6 Beds
    • 9 Baths
    • 5,600 Sq Ft

    3360 Wunneweta Rd, Cutchogue, NY 11935

    Discover the timeless charm of Nassau Point, a picturesque enclave surrounded by the shimmering waters of Peconic Bay. Nestled near the peninsula's tip this newly constructed three level masterpiece spans 8,500 square feet of fine craftsmanship and luxury living.The impressive entry foyer immediately sets the tone for grandeur with front to back living room doors, tasteful

    Connie Liappas Compass Greater NY LLC

    3360 Wunneweta Rd, Cutchogue, NY 11935
  • /19

    $1,375,000

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

    1030 Horseshoe Dr, Cutchogue, NY 11935

    Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef's kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast

    Marco Maida Compass Greater NY LLC

    1030 Horseshoe Dr, Cutchogue, NY 11935
  • /42

    $1,199,000

    • 4 Beds
    • 5.5 Baths
    • 2,500 Sq Ft

    26405 Main Rd, Cutchogue, NY 11935

    Welcome to this beautiful, spacious home in the heart of Cutchogue. Most notably, the Hampton Jitney is within walking distance, making travel exceptionally convenient. Just a short distance to the LIRR, charming local shops, restaurants, beaches, wineries, and farm stands. A 30 minute drive to the Hamptons! Across the street from a country club that features golf and tennis. This home is

    George Fields Douglas Elliman Real Estate

    26405 Main Rd, Cutchogue, NY 11935
  • /49

    $5,995,000

    • 4 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    445 Glen Ct, Cutchogue, NY 11935

    Cutchogue Showstopper!Designed by world-renowned architects Barnes Coy, this modern waterfront masterpiece is a rare blend of cutting-edge design and natural beauty. Perched atop a 55-foot bluff overlooking the Long Island Sound, this 4,200 sq ft home offers breathtaking sunsets and a seamless fusion of sleek modern lines with warm, inviting elements. Located in a private neighborhood with

    Kristy Naddell Douglas Elliman Real Estate

    445 Glen Ct, Cutchogue, NY 11935
  • /49

    $18,000,000

    • 10 Beds
    • 10.5 Baths
    • 11,000 Sq Ft

    1350 W Cove Rd, Cutchogue, NY 11935

    Rarely available in size, scope, and setting, this generational Nassau Point estate is a standout along the Peconic Bay—its beauty long admired by passing boaters. Set on 4.23 acres with over 300 feet of private beachfront, it offers unmatched privacy in one of the North Fork’s most desirable waterfront enclaves. At its heart is a nearly 9,000-square-foot residence that masterfully blends

    Bridget Elkin Compass Greater NY LLC

    1350 W Cove Rd, Cutchogue, NY 11935
  • /45

    $1,049,000

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

    6580 Oregon Rd, Cutchogue, NY 11935

    This sun-filled ranch retreat blends timeless charm with modern flexibility set within a conservation-rich stretch of Oregon Road. Surrounded by preserved farmland, this 4-bedroom, 3-bathroom modern farmhouse includes a legal attached guest suite, perfect for multi-generational living, guests, or a private work-from-home space.Enjoy open, airy interiors filled with natural light, spacious

    Andrea Parks Douglas Elliman Real Estate

    6580 Oregon Rd, Cutchogue, NY 11935
  • /14

    $1,150,000

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935

    Welcome to Cutchogue's Harvest Pointe Magnolia Model. Enjoy the comfort of one floor condominium living in this beautifully appointed 2 bedroom, 2 bathroom condo with 1600 sq. ft. living space. The large foyer leads you into the open concept living space. This unit boasts many upgrades including a chef's kitchen with Wolf stove, Liebherr refrigerator, wine cooler and vented range hood. The living

    Catherine Cartolano Century 21 Albertson Realty

    31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935
  • /10

    $2,000,000

    • Land
    • 11.57 Acres
    • $172,861 per Acre

    1555 Cox Ln, Cutchogue, NY 11935

    This extraordinary lot is located in Cutchogue, A.K.A. The Sunniest Spot in New York State! A total of 11.57 acres including a shy 3-acre building envelope. This conservation subdivision is the perfect blend of natural beauty and development potential. 3 of the acres are newly planted with Merlot, Cabernet Sauvignon and Malbec grapes. Ideal for those seeking a harmonious balance of countryside

    Sheri Winter Parker Corcoran

    1555 Cox Ln, Cutchogue, NY 11935
  • /38

    $1,199,000

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

    3320 Oregon Rd, Mattituck, NY 11952

    Explore this beautifully restored 4-bedroom, 2-bath farmhouse situated on highly desirable Oregon Road in the heart of North Fork wine country. Surrounded by protected farmland views, this exceptional property offers the perfect blend of historic charm and modern luxury living where the only traffic jam you’re likely to encounter is a tractor loaded with grapes or a potato truck heading to

    Andrea Parks Douglas Elliman Real Estate

    3320 Oregon Rd, Mattituck, NY 11952
  • /3

    $519,000

    • Land
    • 1.59 Acres
    • $326,415 per Acre

    34100 New York State Route 25, Cutchogue, NY 11935

    Just over 1.5 acres zoned residential. Previously had a single family cottage on the property which has bee removed. Family owned for many years. All owners are deceased and property has been deeded over to surviving heirs.

    Carol Kennedy Keller Williams Realty Greater

    34100 New York State Route 25, Cutchogue, NY 11935
  • /37

    $1,099,000

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

    2775 W Creek Ave, Cutchogue, NY 11935

    Meticulously maintained home with stunning water views in beautiful Fleet's Neck community! Enjoy views of Shagwong Marina and Wickham Creek as you dine in your open concept living space or outdoors on the deck relaxing under the shade of the roll-up awning. A short walk to Fleet's Neck Private Beach Association, one of the North Forks premier Bay beaches. This home boasts 2 spacious Bedrooms and

    Vincent DellaSperanzo Century 21 Cor Ace Realty Inc

    2775 W Creek Ave, Cutchogue, NY 11935
  • /27

    $1,145,000

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

    735 Deerfoot Path, Cutchogue, NY 11935

    Welcome to 735 Deerfoot Path, Cutchogue, New York. This impeccably maintained two-story, single-family home offers 3 spacious bedrooms and 2.5 well-appointed bathrooms. The attached two-car garage provides ample space for storage or parking, and the back deck is the perfect setting for peaceful mornings, and evening get-togethers with room for a pool. Backs to preserved land. Step inside to

    Scott Bennett Douglas Elliman Real Estate

    735 Deerfoot Path, Cutchogue, NY 11935
  • /4

    $925,000

    • Land
    • 5.84 Acres
    • $158,390 per Acre

    15690 County Road 48, Cutchogue, NY 11935

    Beautiful 5.84 acre parcel located on the heart of the North Fork. Zoned residential (AC), this property offers endless potential for a private home or vacation retreat. The expansive lot features serene natural surroundings, ample space for development and is ideal for creating your dream property. Whether you're looking for a peaceful lifestyle or an investment opportunity, this property

    Donald Brennan Engel & Volkers North Fork

    15690 County Road 48, Cutchogue, NY 11935
  • /11

    $546,865

    • Land
    • 1.84 Acres
    • $297,209 per Acre

    0 County Road 48, Cutchogue, NY 11935

    Just Shy of 2 full acres on a private road is where you will find this uncleared buildable agricultural lot. A Northfork location with scenic views of vineyards, picturesque sunsets and a stones throw away from endless North Fork amenities; farmstands, wineries, beaches, marines, boutique shopping and more.

    Stephanie Ranghelli Coldwell Banker American Homes

    0 County Road 48, Cutchogue, NY 11935
  • /36

    $1,999,000

    • Land
    • 0.58 Acre
    • $3,446,552 per Acre

    895 Glen Ct, Cutchogue, NY 11935

    Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient location with access to all of the best of the North Fork.... Located north of Oregon Road, among the broad fields and vineyards is the site for the development of your North Fork dream home, with 100 feet on the sound and your own

    Nicholas Planamento William Raveis New York LLC

    895 Glen Ct, Cutchogue, NY 11935
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