Cutchogue, NY Homes for Sale with Acreage

/34
$3,499,000

$2M PRICE DROP
- 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

Giuseppe Gregorio

NY Space Finders Inc

(631) 856-2207

3400 Dignans Rd, Cutchogue, NY 11935
Explore Cutchogue
/3
$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

(631) 814-1476

15690 County Road 48, Cutchogue, NY 11935
/33
$949,000
- 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

Tom Scalia

Century 21 Albertson Realty

(631) 817-3586

630 New Suffolk Rd, Cutchogue, NY 11935
/22
$4,250,000
- 4 Beds
- 2.5 Baths
- 2,495 Sq Ft
1940 Mason Dr, Cutchogue, NY 11935

Waterfront Serenity in Broadwaters Cove | Cutchogue - Tucked away in the coveted Broadwaters Cove enclave of Cutchogue, this exceptional waterfront retreat offers a rare blend of privacy, natural beauty, and effortless indoor-outdoor living. From the moment you arrive, the pace shifts-where open views of water signal the beginning of something quieter, calmer, and deeply restorative. Designed to

Sheri Winter Parker Corcoran

1940 Mason Dr, Cutchogue, NY 11935
/29
$3,680,000

$415K PRICE DROP
- 6 Beds
- 6.5 Baths
- 7,885 Sq Ft
1355 Little Peconic Bay Rd, Cutchogue, NY 11935

Your North Fork Escape | Modern Coastal Living in Nassau Point1355 Little Peconic Bay Road is a newly constructed 4,600 + square foot residence in the coveted Nassau Point area of Cutchogue, offering refined North Fork living moments from Fisherman Beach and the shoreline of Little Peconic Bay. Set on over an acre, this modern coastal home combines scale, comfort, and high-end finishes in a

Ryan Springer Corcoran

1355 Little Peconic Bay Rd, Cutchogue, NY 11935
/23
$2,600,000
- 3 Beds
- 2 Baths
- 1,540 Sq Ft
35950 Main Rd, Cutchogue, NY 11935

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 vines planted in Merlot, Sauvignon Blanc and Riesling varietals. This 1800's restored farmhouse is set on 17.5 acres of level, fertile land. Development rights are intact offering not only agricultural potential but also subdivision

Nancy Cervelli Daniel Gale Sothebys Intl Rlty

35950 Main Rd, Cutchogue, NY 11935
/38
$3,500,000
- 4 Beds
- 4.5 Baths
- 3,575 Sq Ft
2050 Depot Ln, Cutchogue, NY 11935

CHIC, SLEEK, AND COMPLETELY UNIQUE - This industrial chic modern hits every box. Open concept living, radiant heated concrete floors throughout. A floating fireplace and walls of glass bringing the outdoors straight into the everyday. The living space spills out to the private heated Gunite saltwater pool, expansive patio and outdoor shower - creating an indoor-outdoor flow that feels polished,

Sheri Winter Parker Corcoran

2050 Depot Ln, Cutchogue, NY 11935
/32
$4,350,000
- 3 Beds
- 2 Baths
- 1,474 Sq Ft
2600 Oregon Rd, Mattituck, NY 11952

MAGIC ON OREGON ROADRomance, Elegance and Timeless beauty over 38 acres on bucolic Oregon Road, you couldn't ask for anything more! 36 acres of DRS land which includes 30 planted acres of grape vines, deer fencing and bird netting, irrigation in place for an additional 2-3 acres of planting and a potential wine tasting area. The updated vintage farmhouse rests on 2 acres of DRI land and

Sheri Winter Parker Corcoran

2600 Oregon Rd, Mattituck, NY 11952
/32
$1,595,000
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
17525 County Road 48, Cutchogue, NY 11935

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. First floor full bath, full row of storage closets. Second floor offers large primary bedroom with high ceilings & 2 additional bedrooms, full bath. Inground pool, large patio area, huge accessory building with large overhead door,

Christopher Griffing Atlas Sales Realty

17525 County Road 48, Cutchogue, NY 11935
/16
$3,750,000
- Land
- 4.8 Acres
- $781,250 per Acre
7908 Oregon Rd Unit 6, Cutchogue, NY 11935

One of three approximate 5 acre waterfront parcels with 275' of beach front on Long Island Sound. Create your own estate on this one of a kind property

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 6, Cutchogue, NY 11935
/17
$2,250,000
- Land
- 2.5 Acres
- $900,000 per Acre
7908 Oregon Rd Unit 9, Cutchogue, NY 11935

2.5 acre parcel with deeded water access to the beach front of Long Island Sound. Be a part of this one of a kind estate style subdivision with it's private entrance along fields and vineyards. Let your imagination run ...

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 9, 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
/18
$2,100,000
- Land
- 2.45 Acres
- $857,143 per Acre
7908 Oregon Rd Unit 10, Cutchogue, NY 11935

This prime residential parcel sits adjacent to a 30 acre agricultural lot. creating your own private horse farm and residence with deeded water access to the Long Island Sound beachfront-- there's nothing like it !

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 10, Cutchogue, NY 11935
/5
$1,399,000

$100K PRICE DROP
- Land
- 4.24 Acres
- $329,953 per Acre
18365 County Road 48, Southold, NY 11935

Motivated Seller! Opportunity to own 4+ acres of buildable vacant land in the heart of Cutchogue on Long Island’s scenic North Fork. Water, electric, and natural gas connections are available at the street, making this an ideal site to build your dream home, private retreat, or investment property. Enjoy a peaceful setting surrounded by vineyards, farm stands, and open farmland, while being just

Michael Graziose Redfin Real Estate

18365 County Road 48, Southold, NY 11935
/18
$1,950,000
- Land
- 1.9 Acres
- $1,026,316 per Acre
7908 Oregon Rd Unit 1, Cutchogue, NY 11935

Build your dream house on this builder's 2 acre lot on famed Oregon Road. the original barn to the Oregon Close Estates subdivision remains on site use the barn or start from fresh.

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 1, Cutchogue, NY 11935
/14
$2,500,000
- Land
- 30 Acres
- $83,333 per Acre
7908 Oregon Rd Unit 3, Cutchogue, NY 11935

this 30 acre agricultural reserve has approximately 23 acres of mature grape vines currently maintained by Wolffer Estate wine makers. The vineyard can be expanded to occupy the entire 30 acres or other agricultural uses. This parcel abuts a 2.45 acre residential parcel create your own vineyard estate

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 3, Cutchogue, NY 11935
/17
$2,300,000
- Land
- 2.45 Acres
- $938,776 per Acre
7908 Oregon Rd Unit 4, Cutchogue, NY 11935

Build your own custom home abutting a mature vineyard-- or purchase the vineyard currently maintained by Wolffer Estate wine makers. This property has deeded access to the beach front of Long Island Sound

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 4, Cutchogue, NY 11935
/22
$3,500,000
- Land
- 2.72 Acres
- $1,286,765 per Acre
6121 Oregon Rd, Cutchogue, NY 11935

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 York. Headlining 2.72 acres and over 183 feet of direct water frontage on the Long Island Sound. This exceptional property offers sweeping, unobstructed water views and the serenity of coastal living. Whether you envision a

Sheri Winter Parker Corcoran

6121 Oregon Rd, Cutchogue, NY 11935
/17
$2,250,000
- Land
- 2.5 Acres
- $900,000 per Acre
7908 Oregon Rd Unit 5, Cutchogue, NY 11935

This cleared 2.5 acre parcel is primed for your private estate plans. The lot has deeded water access to the beachfront to Long Island Sound

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 5, Cutchogue, NY 11935
/17
$4,250,000
- Land
- 4.8 Acres
- $885,417 per Acre
7908 Oregon Rd Unit 7, Cutchogue, NY 11935

The crown jewel of this elite waterfront subdivision named Oregon Close Estates with 236' of beachfront along Long Island Sound. It is a clean palate for you to create

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 7, Cutchogue, NY 11935
/47
$1,995,000

$205K PRICE DROP
- 4 Beds
- 2.5 Baths
- 3,500 Sq Ft
300 Private Rd Unit 8, Cutchogue, NY 11935

Just 90 minutes from New York City, discover an extraordinary opportunity to own a private estate retreat in the heart of the coveted North Fork. Tucked away at the end of a quiet cul-de-sac and set on 3.3 lush, sprawling acres, this exceptional 3,500-square-foot Victorian-style residence offers a rare blend of timeless elegance, modern comfort, and serene countryside living. A classic wraparound

Justin Soriano Signature Premier Properties

300 Private Rd Unit 8, Cutchogue, NY 11935
/16
$3,950,000
- Land
- 5 Acres
- $790,000 per Acre
7908 Oregon Rd Unit 8, Cutchogue, NY 11935

5+ acres of pristine waterfront along the beach of Long Island Sound. This property boasts magnificent views stretching across the body of water with mesmerizing sunsets. Crate your one of a kind on this one of a kind

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 8, Cutchogue, NY 11935
/9
$2,500,000
- Land
- 37.08 Acres
- $67,422 per Acre
37025 Main St, Cutchogue, NY 11935

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 compelling blend of beauty, scale, and opportunity. The land unfolds in a striking patchwork of cultivated rows and open fields-an inspiring canvas for anyone looking to grow, expand, or create something truly special.

Andrea Parks Douglas Elliman Real Estate

37025 Main St, Cutchogue, NY 11935
/30
$1,850,000
- 4 Beds
- 1.5 Baths
- 1,500 Sq Ft
3275 Skunk Ln, Cutchogue, NY 11935

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 features 4 bedrooms, 1.5 baths, an eat in kitchen, living room, and sitting area filled with natural light. A remarkable 6 car garage currently houses a Michael Phelps lap pool with hot tub and sauna, creating a unique year round

Sheila Izzo Century 21 Albertson Realty

3275 Skunk Ln, Cutchogue, NY 11935
/17
$2,100,000
- Land
- 30 Acres
- $70,000 per Acre
7908 Oregon Rd Unit 2, Cutchogue, NY 11935

30 acres of farm land - agricultural reserve designation. create your private horse farm or agricultural farm. This farm parcel is adjacent to a 2.45 acre building parcel Call for more details

Judi Desiderio William Raveis (East Hampton)

7908 Oregon Rd Unit 2, Cutchogue, NY 11935
/34
$1,425,000

Open Sat 11AM - 1PM
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
820 Gabriella Ct, Mattituck, NY 11952

Mattituck, North Fork: Where lifestyle, flexibility, and investment potential come together. Discover sunshine and serenity in this impeccably renovated retreat, ideally located in one of the North Fork's most sought-after settings. Completely renovated in 2024, this turnkey home offers not only exceptional comfort and style, but also a proven track record of strong summer rental income, making

Nicholas Planamento William Raveis New York LLC

820 Gabriella Ct, Mattituck, NY 11952

New York Suffolk County Cutchogue

Home Trends in Cutchogue, NY

On average, homes in Cutchogue, NY sell after 86 days on the market compared to the national average of 58 days. The median sale price for homes in Cutchogue, NY over the last 12 months is $1,150,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$1,150,000

Median Single Family Sale Price

$1,474,000

Median Townhouse Sale Price

$3,500,000

Median 2 Bedroom Sale Price

$1,075,000

Average Price Per Sq Ft

$748

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

6.00

Median List Price

$1,499,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

-4%

How to Buy a Home How to Finance a Home How to Sell a Home

In Cutchogue, there are currently 26 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Cutchogue, NY offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Cutchogue and discover the potential and freedom that comes with owning your own piece of property.

Cutchogue Types of Homes for Sale

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