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$1,075,000
3 Beds ⋅ 3 Baths ⋅ 889322 MLS
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 entertain. Flexible living spaces feature an office and an art studio, ideal for hosting, working, or creating in comfort. Upstairs, the generous primary suite features a spacious en-suite bath, walk-in closet, and winter water views. The front porch enjoys a view of the generous front yard, dotted with mature trees and specimen plantings. A detached one-car garage offers flexibility for storage.

2860 Pine Tree Road, Cutchogue
$1,025,000
2 Beds ⋅ 2 Baths ⋅ 875419 MLS
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 area is equipped with an upgraded linear gas fireplace. An expanded 12' sliding Anderson door invites you to a covered porch with lovely lighting and beautiful sunset views. Harvest Pointe provides resort-style, luxury amenities, 6000+ square foot clubhouse, wine cellar, outdoor heated salt water pool, gym, tennis, pickle ball and bocce courts. Harvest Pointe is in close proximity to restaurants, wineries, farmstands, shopping, beaches and Hampton Jitney stop. Experience North Fork living in this exceptional luxury 55 and older condominium.

31 Sweet Meadow Court Unit #62, Cutchogue
$1,022,000
2 Beds ⋅ 3 Baths ⋅ 931910 MLS
Welcome to your very own serene North Fork Haven! This enchanting home combines comfort, style, and convenience to offer a unique living experience. As you enter on the second level, you're greeted by a warm, inviting open-plan living room/dining room/kitchen. The heart of this space is the wood-burning fireplace, featuring a stunning stone surround crafted by a master mason. Adjacent to the living room, you'll find a bonus room that could easily serve as a third bedroom. A spiral staircase leads down to the first level, where a home office awaits, alongside a spacious 2-car garage complete with a very special auto theme and dedicated workshop area. The second level also features a half bath, while the top level houses the piece de resistance - a primary suite with magical water views. From here, you can enjoy a birds-eye view of Wickham Creek and a winter view of Robins Island. The expansive primary suite also boasts two oversized walk-in closets. The second bedroom on this level is spacious and inviting, it also features a large walk-in closet, and there's a full bath with a tub and shower. For your convenience, the laundry room is located on the top level. The lower level is home to a fully finished media room and gym, with ample storage space nearby. The local area offers a wealth of amenities. Wickham's Farm Stand, just a stone's throw away, provides the freshest of locally grown produce. If you're a boating enthusiast, you'll love the boat dockage available right across the street, with easy access out into Peconic Bay. Another key benefit of this home is the fact that it is within the highly desirable Fleets Neck Beach community, meet your neighbors and make new friends at the resident barbecues and social events on the spectacular East Creek Private Beach! As the sun hits the water, turning it into a sea of sparkling diamonds, you'll know you've found a place where you truly belong... Don't miss this incredible opportunity to make this home your own. Experience the tranquility and charm of this gem by taking action today!

2775 W Creek Avenue, Cutchogue
$995,000
3 Beds ⋅ 1 Baths ⋅ 973378 MLS
PEACEFUL PARADISE This is a fantastic opportunity to either make the most of midcentury modern living or renovate and turn into your chic beach retreat. Currently 3 beds and 1 bath (2 are allowed) with approvals in place for 4 beds and 3 baths, including an expansive and private second floor primary suite and home office. This is a blank canvas to keep it simple or go for it! Either choice is a win. Minutes to beaches, boating, North Fork Country Club, restaurants, farmstands, vineyards, nature preserve, shopping, and so much more!

10100 New Suffolk Avenue, Cutchogue
$990,000
4 Beds ⋅ 3 Baths ⋅ 875900 MLS
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 and dining areas, and beautiful outdoor potential with room for a pool. The detached garage offers additional storage or creative use options. With privacy ensured in perpetuity and just moments from beaches, vineyards, and farmstands, this property offers the perfect North Fork lifestyle—peaceful, practical, and picturesque. Public Water available

6580 Oregon Road, Cutchogue
$990,000
3 Beds ⋅ 3 Baths ⋅ 863099 MLS
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 are two bedrooms with full en-suite bathrooms upstairs. The lower level opens to a large family room with a wood burning fireplace, an additional bedroom, full bathroom and laundry room. The expansive backyard with mature plantings centers around a 20x40 in-ground saltwater pool with a brand-new liner and blue stone coping. An attached one-car garage and bonus shed offers great extra storage space, while solar panels provide an efficient energy source. This home is part of Nassau Farms Subdivision which offers its residents two deeded access points to Little Creek, a perfect spot to moor a boat or paddle your kayak. The proximity to vineyards, town and the beach is ideal.

475 Lilac Lane, Cutchogue
$965,000
3 Beds ⋅ 2 Baths ⋅ 972197 MLS
Welcome to Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 5050 Pequash Avenue (Rosner House) offers an exceptional opportunity to own in a high-value North Fork location with private beach rights to one of the finest stretches of shoreline on the North Fork. This captivating 3-bedroom, 2-bath residence with CAC and new water heater, is ideally positioned on a beautiful property. A highly desirable layout includes a ground-floor bedroom, while additional bedrooms provide ample space for entertaining. Open floor plan with spacious living room with fireplace, wide plank wood floors and dining room. Set in a premier neighborhood known for its strong values and coastal lifestyle, this home is just moments from pristine beaches, vineyards, farm stands, and all that makes the North Fork so special. Whether you’re seeking a year-round residence, weekend retreat, or investment in a sought-after beach community, this property delivers. A rare opportunity to secure your place in Fleet’s Neck—where lifestyle, location, and long-term value converge. Swim, kayak, keep a motor boat at the Shagwong Marina all walking distance from your home. A brand new playground at Pequash Beach. Just 80 miles from New York City, and the Hampton Jitney stops right in Cutchogue.

5050 Pequash Avenue, Cutchogue
$930,000
4 Beds ⋅ 3 Baths ⋅ 923913 MLS
"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 outdoor seating areas, a heated pool, and a deeded beach for easy access to the water. With its peaceful setting and thoughtful landscaping, this home offers the rare feeling of living among the trees—an ideal retreat for nature lovers.

3700 Haywaters Road, Cutchogue
$925,000
4 Beds ⋅ 2 Baths ⋅ 865245 MLS
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 front of the house, a stone wall with a pillar, welcomes you to this magnificent property beyond imagination. Conveniently located in town, walk to school and shops.

36020 Main Road, Cutchogue
$920,000
3 Beds ⋅ 3 Baths ⋅ 1020932 MLS
Welcome to 2725 Skunk Lane, a beautiful home nestled in the heart of Cutchogue NY. This 1950s build seamlessly blends vintage charm with modern conveniences, ensuring a comfortable, unique living experience. There are three spacious bedrooms, 2.5 bathrooms, a sunroom, and a versatile office space, this home is designed with functionality in mind. The main floor hosts a generous suite complete with a renovated full bathroom, offering a private retreat within the home. The heart of this residence is undoubtedly the bright eat-in kitchen, well-equipped with ample cabinetry and a pantry. The adjacent living and dining areas provide the perfect backdrop for both casual meals and formal gatherings. Outside, the beautifully landscaped yard, there is plenty of room for a pool. Additionally, this property includes a large two-car garage, providing plenty of storage and parking space. The location of this home is hard to beat. Just over a mile from Nassau Point beach and Indian Neck Beach and boat ramp, this property allows you to enjoy the coastal lifestyle at your leisure. Also, this home is nearby many wineries, restaurants, recreational parks, and shops. This home is the perfect spot to enjoy the North Fork.

2725 Skunk Lane, Cutchogue
$861,000
4 Beds ⋅ 2 Baths ⋅ 943582 MLS
Fantastic income opportunity awaits South of Main less than a mile from the beach! North Fork charmer includes both a 3 bedroom main house and a separate 1 bedroom accessory apartment over the garage. The main house on Pequash is a 3 bedroom farmhouse style colonial which welcomes you inside with its covered front porch. Interior features include hardwood floors, quartz counters in the open kitchen plus large pantry, central air and loads of storage in the full basement. On the same property facing Willow Street is a completely separate one bedroom 800 square foot accessory apartment located above the detached 2 car garage providing great potential rental income for an owner occupant. Located in the heart of all the best that Cutchogue and the North Fork have to offer... close to beaches, vineyards, farmstands, shops and dining.

1125 Pequash Avenue, Cutchogue
$860,000
4 Beds ⋅ 2 Baths ⋅ 917275 MLS
Classic 1950s Four-Bedroom, Two-Bath Home This 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 relaxing second home, this property offers both charm and practicality. Public transportation is nearby, making commuting simple and stress-free.

440 Cases Lane, Cutchogue
$849,000
2 Beds ⋅ 1 Baths ⋅ 889318 MLS
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 beach and minutes to acclaimed wineries, farm stands, restaurants, marinas, and more.

795 Pine Tree Road, Cutchogue
$804,000
4 Beds ⋅ 2 Baths ⋅ 902526 MLS
Set on just over an acre, this two-story, 4 bedroom home offers the ideal mix of comfort and North Fork lifestyle. The residence features a bright, open layout with generous living spaces, while outdoors a large backyard and in-ground pool provide the perfect setting for summer relaxation-waiting for your magic touch. There is a side lot that is perfect for an accessory barn, garage, or possibly subdividing. In close proximity to vineyards, farm stands, and local restaurants, this property is well-suited as a seasonal retreat or a year-round residence—an opportunity to enjoy the North Fork at its finest.

33595 Main Road, Cutchogue
$735,000
991318 MLS
Prime shy-acre residential lot in the heart of Cutchogue, with beach and park access at the end of the street. A great opportunity for a new construction project, on a bright and private corner lot, moments from some of the North Fork’s best restaurants, wineries, beaches and farm stands. Generous lot size offers room for a residence, pool, and additional outdoor living features.

2105 Pequash Avenue, Cutchogue
$700,000
4 Beds ⋅ 2 Baths ⋅ 853516 MLS
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 original character or craft a custom retreat, this is an amazing canvas for your creativity. Don’t miss out on this unique opportunity to own a slice of the past and shape its future.

26705 Main Road, Cutchogue
$655,000
2 Beds ⋅ 1 Baths ⋅ 953541 MLS
Great starter home Ranch features 2 bedrooms, 5year old roof, some new windows, Brand New heating system. Inside and out entrance to full unfinished basement. 7850 Bridge Lane offers exceptional opportunity to own one of the most desirable coastal communities. Just moments from the Vineyards, restaruarants, farm stands, marinas and beaches. All about location, lifestyle. Surrounded by natural charm and beauty. Home sits on a quiet land with easy access to the wineries and small town, villages. The value lies in the land and setting. Outstanding opportunity for buyers, investors or builders.

7850 Bridge Lane, Cutchogue
$630,000
4 Beds ⋅ 2 Baths ⋅ 941132 MLS
This is the farmhouse fixer-upper you’ve been waiting for! Located in the heart of Cutchogue, this 4-bedroom, 1.5-bath home sits on over half an acre of fully fenced, picturesque property and offers endless potential. The private fully fenced backyard features mature trees, a serene koi pond, and a covered deck—perfect for creating your own outdoor retreat. A 600 sqft detached garage provides ideal space for a workshop, studio, or storage for a tradesperson. The first floor offers an open living room, kitchen, dining room, and half bath. Upstairs, you’ll find four generously sized bedrooms showcasing original trim work and hardwood floors throughout. Partial basement has interior and exterior access, as well as a walk-up attic. Ready for updating, this home is a great opportunity to personalize and add value! With its prime location and strong potential for appreciation, this property is ideal for buyers looking to invest in one of Long Island’s most desirable communities. A must-see to truly imagine the possibilities! Will require rehab, construction loan or cash.

4300 Depot Lane, Cutchogue
$550,000
4 Beds ⋅ 3 Baths ⋅ L3501386 MLS
Ranch Style Home. This Home Features 4 Bedrooms, 3 Full Baths, Dining Room, Eat In Kitchen & Den. Centrally Located To All. Don't Miss This Opportunity!

18250 County Road 48, Cutchogue
$535,000
854166 MLS
Imagine building your dream retreat where the gentle breeze from the Peconic Bay fills the air and endless days of sun, sand, and serenity await. This 0.43-acre parcel in coveted Nassau Farms section of Cutchogue offers deeded access to two peaceful right-of-ways leading to the creek and nearby waterfront—perfect for launching a kayak, paddleboard, or simply soaking in nature’s beauty. Spend afternoons exploring pristine beaches, setting sail from the nearby marina, or unwinding with a glass of local wine in hand. Surrounded by lush vineyards, charming wineries, craft breweries, and farm stands brimming with fresh produce, every day here feels like a celebration of the North Fork’s rich coastal lifestyle. Whether you envision a year-round sanctuary or a seasonal escape, 675 Pine Tree Road is your invitation to live beautifully by the sea.

675 Pine Tree Road, Cutchogue
$525,000
805670 MLS
Located in the highly desirable Fleets Neck Community in Cutchogue, the sunniest hamlet in New York, this waterview Residential Building Lot presents a rare opportunity to create your dream home. With stunning views straight down East Creek, the property offers the tranquility of water view living. The two small waterfront cottages across the street are pre-existing, non-conforming, meaning they cannot be expanded upon, guaranteeing that the breathtaking water views will remain unspoiled for years to come. The lot also includes exclusive membership to the Fleets Neck Association Beach, providing access to a private, pristine white sand beach in perpetuity. Whether you are looking to build a forever home or simply enjoy the peaceful beauty of East Creek, this is a truly rare opportunity in one of Long Island's most sought-after communities.

875 Fleetwood Road, Cutchogue
$519,000
851404 MLS
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.

34100 Route 25, Cutchogue
$450,000
958298 MLS
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.

County Rd 48, Cutchogue

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.