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Cutchogue Real Estate Search

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Cutchogue Homes and Condos for Sale

Nestled within the picturesque Town of Southold, Cutchogue stands as a beacon of historical richness and coastal allure on the North Fork of Long Island. With its quaint hamlet ambiance and a population of approximately 3,350 residents, Cutchogue offers a serene and tight-knit community atmosphere. Let's dive deeper into what makes Cutchogue an ideal place to call home.

Cutchogue's real estate market is as diverse as its landscape, offering a range of architectural styles, sizes, and ages to suit various preferences. From historic gems to modern marvels, homes in Cutchogue cater to a wide spectrum of tastes. While luxury estates may boast listing prices nearing $9.2 million, the average listing price for a home in Cutchogue hovers around $1.4 million, making it an attractive option for those seeking coastal living with a touch of elegance. Additionally, vacant lots and plots of land are available for those looking to build their dream home, with prices averaging around $1.9 million.

Families in Cutchogue benefit from access to top-notch educational opportunities within the Mattituck-Cutchogue Union Free School District. With a commitment to academic excellence and holistic development, the district provides students with a supportive learning environment that fosters intellectual curiosity and personal growth. Parents can rest assured knowing their children receive a quality education in Cutchogue's esteemed schools.

Beyond its rich history and educational offerings, Cutchogue boasts an array of recreational activities and amenities for residents to enjoy. The town's 163 linear miles of coastline beckon outdoor enthusiasts with opportunities for sailing, fishing, and leisurely strolls along scenic beaches. Additionally, Cutchogue's charming downtown area features quaint shops, family-owned restaurants, and local attractions, creating a vibrant hub for community gatherings and social engagements. Whether exploring the historic landmarks or indulging in waterfront dining, residents of Cutchogue revel in the idyllic lifestyle that the town has to offer.

With its blend of historical significance, coastal beauty, and tight-knit community spirit, Cutchogue embodies the quintessential charm of Long Island's North Fork. Whether you're searching for a historic home steeped in tradition or a modern retreat by the water, Cutchogue promises a lifestyle of tranquility and sophistication. For those considering making Cutchogue their home, opportunities abound in this captivating enclave. Reach out today to discover the perfect property that awaits you in Cutchogue, New York.

Latest Cutchogue Homes and Condos for Sale

1350 W Cove Road, Cutchogue image
1350 W Cove Road, Cutchogue $16,800,000

Nassau Point Waterfront Estate. Along the shores of the Peconic Bay, where boats drift past the coveted coastline of Nassau Point, an exceptional sunset side waterfront e...

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  • 10 Beds
  • 11 Baths
  • 1015559 MLS
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3123 & 3595 Skunk Lane, Cutchogue image
3123 & 3595 Skunk Lane, Cutchogue $8,250,000

Rarely does an opportunity of this magnitude surface on the North Fork - 44 contiguous acres of pristine, development-rights-intact land in the heart of Cutchogue, steps ...

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  • 1003778 MLS
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445 Glen Court, Cutchogue image
445 Glen Court, Cutchogue $5,925,000

Cutchogue Showstopper. Perched atop a 55-foot bluff overlooking the Long Island Sound, this extraordinary Barnes Coy designed waterfront home offers rare architectural pe...

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  • 4 Beds
  • 5 Baths
  • 972084 MLS
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18910 Middle Road, Cutchogue image
18910 Middle Road, Cutchogue $5,699,000 ▼

This premium North Fork land comprised of 33 acres, spanning two highly desirable locations, creates a unique acquisition opportunity with development rights intact. Capt...

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  • L3547111 MLS
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6121 Oregon Road, Cutchogue image
6121 Oregon Road, Cutchogue $3,500,000

Waterfront Opportunity on the Long Island Sound! Discover the rare chance to own prime waterfront land on esteemed Oregon Road in Cutchogue, AKA the Sunniest spot in New ...

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  • 929435 MLS
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2105 Pequash Avenue, Cutchogue image
2105 Pequash Avenue, Cutchogue $3,300,000

Introducing Bay Breeze Veranda, a one-of-a-kind luxury custom build set within a coveted coastal enclave in one of the North Fork’s most desirable and high-value communit...

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  • 5 Beds
  • 6 Baths
  • 1028703 MLS
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2050 Depot Lane, Cutchogue image
2050 Depot Lane, Cutchogue $2,995,000 ▼

CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and ...

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  • 4 Beds
  • 5 Baths
  • 984475 MLS
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6370 Skunk Lane, Cutchogue image
6370 Skunk Lane, Cutchogue $2,875,000 ▼

NEW WATERFRONT CONSTRUCTION Thoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space...

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  • 4 Beds
  • 5 Baths
  • 893733 MLS
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12950 Oregon Road, Cutchogue image
12950 Oregon Road, Cutchogue $2,850,000

Bucolic Cutchogue Compound. Set on iconic Oregon Road in Cutchogue, amongst farmstands and vineyards, this incredible 2 acre compound offers exactly the North Fork vibe e...

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  • 4 Beds
  • 4 Baths
  • 995201 MLS
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1895 Pequash Avenue, Cutchogue image
1895 Pequash Avenue, Cutchogue $2,800,000

Sleek and thoughtfully executed, this contemporary build, designed by North Fork Modern Home, pairs a strong architectural point of view with a highly functional layout. ...

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  • 4 Beds
  • 5 Baths
  • 998965 MLS
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35950 Main Road, Cutchogue image
35950 Main Road, Cutchogue $2,600,000

Cutchogue—17.5 acres of level, fertile land. Development rights intact. Agricultural potential and/or subdivision and other options. This property includes an 1800s farmh...

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  • 994920 MLS
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35950 Main Road, Cutchogue image
35950 Main Road, Cutchogue $2,600,000

Cutchogue Farmstead. Ideal North Fork location. This property includes the home, a 2600 sf barn with horse stalls, water and electric, outbuildings, and 4.5 acres of vine...

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  • 3 Beds
  • 2 Baths
  • 994280 MLS
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37025 Main Road, Cutchogue image
37025 Main Road, Cutchogue $2,500,000

Set amid the bucolic farmland of Cutchogue, this rare 37+ acre Agricultural Conservation property offers exceptional scale, mature vines, and agricultural versatility. Ap...

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  • 993359 MLS
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1492 Skunk Lane, Cutchogue image
1492 Skunk Lane, Cutchogue $2,499,000

Vineyard Estate Living in the Heart of Cutchogue Set on 2.44 private acres adjacent to a North Fork vineyard and a bucolic field, 1492 Skunk Lane offers the scale and fle...

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  • 4 Beds
  • 5 Baths
  • 1028997 MLS
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675 Pine Tree Road, Cutchogue image
675 Pine Tree Road, Cutchogue $2,479,000

Welcome to 675 Pine Tree Rd, a brand-new coastal retreat nestled on a half acre in Cutchogue. Enjoy the rare convenience of dropping your paddle board in creek at the en...

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  • 4 Beds
  • 5 Baths
  • 973930 MLS
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3980 Vanston Road, Cutchogue image
3980 Vanston Road, Cutchogue $2,450,000

Set within the coveted enclave of Nassau Point, this exceptional 4,000-square-foot retreat offers privacy, timeless architecture, and an elevated North Fork lifestyle. Se...

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  • 4 Beds
  • 4 Baths
  • 1041399 MLS
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26745 Main Road, Cutchogue image
26745 Main Road, Cutchogue $2,300,000

Clad in cedar and built with meticulous attention to craftsmanship, this brand-new custom home sits proudly on a generous 0.59 acres, just moments from downtown Cutchogue...

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  • 5 Beds
  • 5 Baths
  • 994272 MLS
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895 Glen Court, Cutchogue image
895 Glen Court, Cutchogue $1,999,000

Cutchogue, North Fork - expired Trustee's permit to construct a single-family waterfront residence on superb soundfront lot with incredible Waterview and convenient locat...

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  • L3562073 MLS
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795 Glen Court, Cutchogue image
795 Glen Court, Cutchogue $1,995,000

Sound Front Sunsets - the views from this 4 bed 2 bath house are unrivaled. Breathtaking sunsets over the Long Island Sound. On a quiet cul-de-sac, this house has several...

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  • 4 Beds
  • 2 Baths
  • 973814 MLS
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275 Pinewood Road, Cutchogue image
275 Pinewood Road, Cutchogue $1,799,000

Welcome to The Waverly at Fleet’s Neck—one of Cutchogue’s most coveted coastal enclaves—where 275 Pinewood Road offers an exceptional opportunity to own in a high-value N...

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  • 6 Beds
  • 4 Baths
  • 1038993 MLS
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3275 Skunk Lane, Cutchogue image
3275 Skunk Lane, Cutchogue $1,750,000 ▼

Set on 1.16 acres of beautifully landscaped and private grounds, this charming North Fork property offers space, versatility, and serene farm vistas. The main home featur...

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  • 4 Beds
  • 2 Baths
  • 967817 MLS
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1541 Stillwater Avenue, Cutchogue image
1541 Stillwater Avenue, Cutchogue $1,649,000

Welcome to The Vineyard House nestled between Peconic Bay Vineyard and East Creek—one of Cutchogue’s most coveted coastal enclaves—where 1541 Stillwater Avenue offers an ...

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  • 4 Beds
  • 3 Baths
  • 1044048 MLS
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790 Vanston Road, Cutchogue image
790 Vanston Road, Cutchogue $1,599,000

790 Vanston Road is a meticulously maintained, spacious 1.5 story modified Cape set on a beautifully landscaped 0.65-acre lot in prestigious Nassau Point. This 3-bedroom,...

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  • 3 Beds
  • 3 Baths
  • 1046222 MLS
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2340 Fairway Drive, Cutchogue image
2340 Fairway Drive, Cutchogue $1,590,000

Perfectly positioned in the sought-after Fairway Farms community, this spacious 3,200-square-foot residence enjoys peaceful views overlooking the golf course while offeri...

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  • 5 Beds
  • 4 Baths
  • 1024427 MLS
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17525 County Road 48, Cutchogue image
17525 County Road 48, Cutchogue $1,495,000 ▼

17525 County Rd. 48 (aka Middle Rd). Currently being used as a "tree farm", large farmhouse w/high ceilings, open living/dining area, craft room, den and office space. ...

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  • 3 Beds
  • 2 Baths
  • 932413 MLS
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8579 New Suffolk Avenue, Cutchogue image
8579 New Suffolk Avenue, Cutchogue $1,450,000 ▼

Set on 3.4 private acres bordering preserved farmland, this four-bedroom, 3.5-bath home offers a compelling balance of privacy, space, and convenience, ideally positioned...

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  • 4 Beds
  • 4 Baths
  • 1005646 MLS
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405 Birch Lane, Cutchogue image
405 Birch Lane, Cutchogue $1,425,000

Fully renovated in 2018, this spacious ranch offers more than 2,600 square feet of comfortable, flexible living space and enjoys bucolic views across surrounding vineyard...

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  • 3 Beds
  • 3 Baths
  • 1045590 MLS
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1850 Highland Road, Cutchogue image
1850 Highland Road, Cutchogue $1,375,000 ▼

Welcome home to this four-bedroom two and and half bath expanded ranch style-home in the coveted Highland Estates section of Cutchogue. This corner property is set on 0.9...

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  • 4 Beds
  • 3 Baths
  • 1018415 MLS
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440 Cases Lane, Cutchogue image
440 Cases Lane, Cutchogue $1,249,000 ▼

Welcome to Salt House, a charming and spacious four-bedroom residence ideally positioned in the heart of Cutchogue, surrounded by some of the North Fork’s most coveted de...

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  • 4 Beds
  • 2 Baths
  • 993662 MLS
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675 Dicks Point Road, Cutchogue image
675 Dicks Point Road, Cutchogue $1,199,900 ▼

Nestled in the coveted Fleet’s Neck community of the North Fork, this beautifully renovated residence offers a thoughtfully designed layout with four bedrooms and three f...

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  • 4 Beds
  • 3 Baths
  • 1008313 MLS
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435 Old Saddle Lane, Cutchogue image
435 Old Saddle Lane, Cutchogue $1,095,000 ▼

Fully Furnished & Ready to Enjoy! Beautifully maintained 3-bedroom, 2-bath home in desirable Oregon View Estates, set on nearly an acre. Featuring a recently renovated...

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  • 3 Beds
  • 2 Baths
  • 994729 MLS
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865 Track Avenue, Cutchogue image
865 Track Avenue, Cutchogue $995,000 ▼

Some things are worth holding onto and this one is no exception. Nestled in one of the North Fork's most coveted beachside enclaves, this authentic mid-century modern gem...

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  • 2 Beds
  • 1 Baths
  • 986841 MLS
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15690 County Road 48, Cutchogue image
15690 County Road 48, Cutchogue $875,000 ▼

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. ...

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  • 970333 MLS
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6205 Alvahs Lane, Cutchogue image
6205 Alvahs Lane, Cutchogue $749,000 ▼

Nestled on a landscaped corner property in the heart of Cutchogue, this inviting three-bedroom, two-bath home offers comfort, privacy, and endless potential. A charming c...

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  • 3 Beds
  • 2 Baths
  • 956730 MLS
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30170 Main Road, Cutchogue image
30170 Main Road, Cutchogue $705,000

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. S...

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  • 3 Beds
  • 2 Baths
  • 906405 MLS
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24635 Main Road, Cutchogue image
24635 Main Road, Cutchogue $660,000

This colonial-style home features three bedrooms, two full baths, an eat-in kitchen, and driveway parking. The information provided is estimated to the best of our abilit...

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  • 3 Beds
  • 2 Baths
  • 954672 MLS
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26170 County Road 48, Cutchogue image
26170 County Road 48, Cutchogue $659,000

This 4-bedroom, three-level home sits in the heart of Cutchogue — one of the North Fork's most coveted addresses. Offered strictly AS IS, WHERE IS, with no representation...

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  • 4 Beds
  • 1 Baths
  • 1024859 MLS
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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.

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