Cutchogue, NY Houses for Sale

Enjoy this renovated Farm House circa 1899 on a treed level lot adjacent to a boutique vineyard. As you enter, the tastefully remodeled kitchen and other sun-filled rooms on the main floor provide great living and entertainment, with serene views of a park-like setting and vineyard. The outdoor space is professionally landscaped and matured over the past few decades. Ample brick-paved parking in

Mikhail Faifman William Raveis Real Estate

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

Experience iconic North Fork waterfront living at this exquisite retreat located in the heart of Cutchogue. Perfectly situated on over an acre of land with 150 feet of direct water frontage on East Creek, this designer-curated, turn-key home offers unrivaled luxury, serenity, and access to all the region’s most celebrated amenities—award-winning wineries, farm stands, pristine beaches, and

Susan Orioli Engel & Volkers North Fork

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

Discover the allure of North Fork living in this charming cedar shake home nestled within the coveted Fairway Farms community of Cutchogue. Situated on a generous 1.06-acre parcel, this residence offers the quintessential North Fork experience with its proximity to acclaimed wineries, farm-to-table cuisine, and stunning beaches. Inside, find a comfortable layout featuring 4 bedrooms, including a

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

Welcome to your dream home, a custom built luxury retreat just steps away from the pristine Fleet's Neck Beach. Prepare to be captivated by this newly constructed masterpiece, where sophistication meets comfort in every meticulously designed detail. Step into a world of culinary excellence with a state of the art gourmet kitchen. It showcases not one, but two Sub-Zero refrigerators and a

Kristy Naddell Douglas Elliman Real Estate

Iconic 1800s Barn with Modern Flair! This mid-1800s barn offers a rare opportunity to own a piece of North Fork's rich history. Set on nearly 2.5 acres the property is a private sanctuary, featuring a lush natural perimeter of Skip Laurel and towering 16' Leyland hedges, offering serene views and complete privacy. The barn is ready for expansion, presenting endless possibilities for

Kristy Naddell Douglas Elliman Real Estate

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

Charming Cape nestled in a quintessential beach neighborhood in the heart of the North Fork. Set on a private lot with mature trees, the property offers ample potential for a pool and future expansion. The home has been lovingly maintained and features an updated kitchen, a spacious great room, two bedrooms, and plenty of bonus space. Located just over half a mile from the Nassau Point Causeway

Bridget Elkin Compass Greater NY LLC

Located just 450 yards from a stunning sandy bay beach, this handsome Cape-style home offers the perfect blend of coastal charm and year-round comfort. The main living room features a cozy wood-burning fireplace, while the kitchen and dining area boast vaulted ceilings that create an open, airy feel. A lovely all-season sunroom overlooks the lush backyard, offering a peaceful spot to relax or

Bridget Elkin Compass Greater NY LLC

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 10,000 sq. ft. and seamlessly blends period architecture

Bridget Elkin Compass Greater NY LLC

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

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

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

Charming Beachside Living in Fleets Neck. Located in Cutchogue’s coveted Fleets Neck community, 720 Midwood Road is a beautifully maintained, single-level home offering classic comfort and effortless beachside living. Set on a landscaped half-acre lot with room for a pool or garden retreat, this 3-bedroom, 3-bathroom home is perfectly suited for easy year-round living or weekend escapes. Step

Scott Bennett Douglas Elliman Real Estate

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 living

Andrea Parks Douglas Elliman Real Estate

Private, centrally located, and the pool of your dreams—this stylish Cutchogue home combines the best that the North Fork has to offer. Less than a mile from Nassau Point Beach, this beautifully renovated 3-bedroom, 3-bathroom house boasts ample indoor and outdoor space to enjoy. Its open floor plan with an updated kitchen and large dining and living area allows for effortless entertaining. There

Melissa Principi Douglas Elliman Real Estate

Calling all visionaries and restoration specialists ! This Circa 1900 North Fork Farmhouse, nestled on a spacious 0.68-acre lot, is brimming with potential and waiting for the right buyer to bring it back to life. With its classic charm and solid bones, this property offers a rare chance to revive a piece of history and create something truly special. Whether you’re looking to restore its

William Walters Daniel Gale Sothebys Intl Rlty

Discover 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

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

Vincent DellaSperanzo Century 21 Cor Ace Realty Inc

Welcome to the heart of Long Island North Fork's wine country! This 4-bedroom, 1.5-bathroom home in Cutchogue, NY, sits on over half an acre of picturesque land, offering endless potential in an unbeatable location. Just minutes from downtown Cutchogue, you'll enjoy convenient access to local shops, dining, and the renowned vineyards that make this area so special.Inside, the home features a

Paul Perrone Realty Connect USA LI Inc

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

Create lasting memories in this charming sea side gem nestled in the heart of Cutchogue. With direct access to the Peconic Bay, serene creek front views are the main attraction. Featuring a primary bedroom, newly redone en suite bath, 2 additional guest rooms and a newly redone full guest bath, this generous and well thought out living space is highlighted by beautiful hardwood floors throughout.

Kim West Corcoran

Newer Roof 2021 & Gutters 2021. Property Sold AS IS.

Denise Viup Signature Premier Properties

Discover timeless elegance paired with modern luxury at 70 Matthews Lane, an extraordinary Hampton estate originally brought to life by renowned, award-winning designer James Michael Howard. This fully furnished masterpiece, completed in collaboration with McAlpine-Tankersley Architecture and Landscape Details, spans 11,600 +/- square feet across three meticulously crafted levels. Built in 2017

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