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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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7225 Nassau Point Road, Cutchogue image
7225 Nassau Point Road, Cutchogue $5,999,000 ▼

Waterfront Living, Surrounded By The Bay Perfectly positioned on the water with sweeping views in every direction, this 5-bedroom, 4-bathroom home offers a rare sense of ...

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  • 5 Beds
  • 4 Baths
  • 991036 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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3360 Wunneweta Road, Cutchogue image
3360 Wunneweta Road, Cutchogue $4,859,000 ▼

Luxury New Construction at its finest! Located in coveted Nassau Point and situated on nearly two verdant acres, this stately 8,500+ sq. ft. home features three-levels of...

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  • 6 Beds
  • 9 Baths
  • 894800 MLS
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1940 Mason Drive, Cutchogue image
1940 Mason Drive, Cutchogue $3,850,000 ▼

Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare ...

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  • 4 Beds
  • 3 Baths
  • 981891 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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3400 Dignans Road, Cutchogue image
3400 Dignans Road, Cutchogue $3,499,000 ▼

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, accessib...

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  • 4 Beds
  • 3 Baths
  • 923175 MLS
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1355 Little Peconic Bay Road, Cutchogue image
1355 Little Peconic Bay Road, Cutchogue $3,200,000 ▼

Your North Fork Escape | Modern Coastal Living in Nassau Point 1355 Little Peconic Bay Road is a newly constructed 4,600 + square foot residence in the coveted Nassau Poi...

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  • 6 Beds
  • 7 Baths
  • 979297 MLS
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6370 Skunk Lane, Cutchogue image
6370 Skunk Lane, Cutchogue $2,999,999 ▼

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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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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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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580 Broadwaters Road, Cutchogue image
580 Broadwaters Road, Cutchogue $2,795,000 ▼

Welcome to Nassau Point, an iconic community in the heart of the North Fork. This serene waterfront home features a private dock and an exquisite pool, situated on Broadw...

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  • 4 Beds
  • 3 Baths
  • 1001609 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 along the iconic agricultural stretch of the Main Road in the heart of Cutchogue, this expansive 37+ acre Agricultural Conservation (AC) property offers a rare and co...

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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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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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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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300 Private Road Unit #8, Cutchogue image
300 Private Road Unit #8, Cutchogue $1,695,000

Nestled in the heart of Cutchogue along a quiet private road, this beautifully maintained four-bedroom, two-and-a-half-bath home is set on more than 3.3 picturesque acres...

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  • 4 Beds
  • 3 Baths
  • 1027212 MLS
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2700 Harbor Lane, Cutchogue image
2700 Harbor Lane, Cutchogue $1,695,000 ▼

Location is everything. Privately set on 2.1 secluded acres, this stylish and charming farmhouse style home is approached by a long winding drive that reveals a striking ...

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  • 4 Beds
  • 3 Baths
  • 1016493 MLS
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17525 County Road 48, Cutchogue image
17525 County Road 48, Cutchogue $1,595,000

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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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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8579 New Suffolk Avenue, Cutchogue image
8579 New Suffolk Avenue, Cutchogue $1,565,000

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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1060 Case's Lane Ext, Cutchogue image
1060 Case's Lane Ext, Cutchogue $1,490,000

Nestled in the heart of the North Fork, this beautiful 4-bedroom, 2 1/2-bath Colonial offers the perfect blend of coastal charm and everyday convenience. Ideally situated...

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  • 4 Beds
  • 3 Baths
  • 1018327 MLS
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1270 Skunk Lane, Cutchogue image
1270 Skunk Lane, Cutchogue $1,425,000 ▼

A bright and thoughtfully designed farmhouse in the heart of Cutchogue. Reimagined in 2017, the home underwent a comprehensive renovation that carefully blended its origi...

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  • 4 Beds
  • 3 Baths
  • 997843 MLS
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8275 Skunk Lane, Cutchogue image
8275 Skunk Lane, Cutchogue $1,399,000

Your North Fork Escape Awaits...Discover the charm of coastal living in this inviting Cutchogue retreat, ideally located just steps from the sandy shores of Peconic Bay B...

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  • 4 Beds
  • 4 Baths
  • 1024349 MLS
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440 Cases Lane, Cutchogue image
440 Cases Lane, Cutchogue $1,299,000 ▼

Be in for summer, a very large home with over 2,200 square feet and 4 oversized bedrooms, this property already has a heated saltwater pool permit and all new furniture. ...

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  • 4 Beds
  • 3 Baths
  • 993662 MLS
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675 Dicks Point Road, Cutchogue image
675 Dicks Point Road, Cutchogue $1,250,000 ▼

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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10415 Oregon Road, Cutchogue image
10415 Oregon Road, Cutchogue $1,100,000

Nestled along picturesque Oregon Road, one of Cutchogue's most beloved country lanes, this beautifully restored farmhouse with a brand-new roof seamlessly blends timeless...

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  • 3 Beds
  • 3 Baths
  • 1015408 MLS
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865 Track Avenue, Cutchogue image
865 Track Avenue, Cutchogue $1,095,000

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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240 Meadow Lane, Cutchogue image
240 Meadow Lane, Cutchogue $995,000

North Fork- Cutchogue- Create your ideal North Fork retreat in an extraordinary natural setting. This single story, four-bedroom home sits along the tranquil edge of West...

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  • 4 Beds
  • 1 Baths
  • 1018515 MLS
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630 New Suffolk Road, Cutchogue image
630 New Suffolk Road, Cutchogue $949,000

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...

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  • 4 Beds
  • 3 Baths
  • 969684 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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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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16400 County Road 48, Cutchogue image
16400 County Road 48, Cutchogue $682,000 ▼

Opportunity Awaits In The Heart of Cutchogue! This 3-bedroom, 1-Bath Home Sits On A Beautiful 0.66-Acre Flat Property, Offering Endless Potential For Renovation, Expansio...

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  • 3 Beds
  • 1 Baths
  • 972514 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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