Cutchogue, NY Homes

/36
$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
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/31
$5,500 per month
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
- House for Rent
1045 Wagon Wheel Ln, Cutchogue, NY 11935

Cutchogue, North Fork – Year-Round Designer Home in Arboretum SettingExperience year-round living in this fully furnished designer home, tucked away in a lush, arboretum-like setting in the heart of Cutchogue. Thoughtfully curated and impeccably maintained, this residence offers a seamless blend of style, comfort, and natural beauty. The open-concept floor plan provides expansive living and

Nicholas Planamento William Raveis New York LLC

1045 Wagon Wheel Ln, Cutchogue, NY 11935
$889,000 Sold Sep 20, 2025

1400 Track Ave, Cutchogue, NY 11935
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1963
Last Sold Summary
- 3% Below List Price
- $684/SF
- 127 Days On Market
Current Estimated Value $904,656

Last Listing Agent Erica Kelly Daniel Gale Sothebys Intl Rlty

1400 Track Ave, Cutchogue, NY 11935

Est $1,163,616 Not Listed For Sale

720 Horseshoe Dr, Cutchogue, NY 11935
- 3 Beds
- 3 Baths
- 1,700 Sq Ft
- Built 1982
720 Horseshoe Dr, Cutchogue, NY 11935

Last Sold Summary
- 19% Above List Price
- $576/SF
- 130 Days On Market
Last Sold Price $980,000

Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

/14
$1,600,000
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
2810 Beebe Dr, Cutchogue, NY 11935

Located directly on East Creek, this home features unparalleled waterfront views and an exceptional layout. The interior offers a spacious living room, a formal dining room, a large eat-in kitchen, and a comfortable den complete with a fireplace. The primary bedroom also includes sweeping water views and an ensuite bathroom. Experience the quintessential North Fork in this home which offers

Sheri Cambareri VYLLA Home

2810 Beebe Dr, Cutchogue, NY 11935
/21
$4,800 per month
- 2 Beds
- 2.5 Baths
- 2,500 Sq Ft
- House for Rent
270 North St, Cutchogue, NY 11935

Cutchogue, North Fork work-live annual rental features 2 plus bedrooms, 2.5 baths and lots of light in contemporary farmhouse style. Open floor plan features large living room with decorative wood stove, dining room, eat in kitchen with sitting area and deck access. Bonus room and 2 car garage on first floor PLUS upstairs large owner's suite with private full bath, and additional bedroom and loft

Nicholas Planamento William Raveis (Mattituck)

270 North St, Cutchogue, NY 11935
$1,950,000 Sold May 22, 2025

1350 Eugenes Rd, Cutchogue, NY 11935
- 3 Beds
- 3 Baths
- 1,800 Sq Ft
- Built 1984
Last Sold Summary
- 15% Below List Price
- $1,083/SF
- 165 Days On Market
Current Estimated Value $1,983,667

Last Listing Agent JoAnn Wind Daniel Gale Sothebys Intl Rlty

1350 Eugenes Rd, Cutchogue, NY 11935

Est $1,726,000 Not Listed For Sale

8095 Alvahs Ln, Cutchogue, NY 11935
- 4 Beds
- 3.5 Baths
- 3,606 Sq Ft
- Built 2022
8095 Alvahs Ln, Cutchogue, NY 11935

Last Sold Summary
- 1% Above List Price
- $476/SF
- 177 Days On Market
Last Sold Price $1,715,000

Last Listing Agent Suzette Reiss Douglas Elliman Real Estate

/39
$2,900,000
- 4 Beds
- 2 Baths
- 1,500 Sq Ft
35950 Main Rd, Cutchogue, NY 11935

Introducing a one-of-a-kind opportunity to own a boutique vineyard on the North Fork of Long Island, which includes a historical antique farmhouse built in 1858 - once owned by one of the founding families in the area - and a large farm-size barn/stable. The house is set on a well-cultivated vineyard planted with premium varieties of Sauvignon Blanc, Merlot, and Riesling. This boutique vineyard

Mikhail Faifman William Raveis Real Estate

35950 Main Rd, Cutchogue, NY 11935
/22
$3,900 per month
- 3 Beds
- 1.5 Baths
- 1,800 Sq Ft
- House for Rent
4900 Depot Ln, Cutchogue, NY 11935

Bucolic farmhouse on three lush acres in the heart of Cutchogue! This home features two large bedrooms each with queen beds and smaller third bedroom on second floor. There is a sunporch with sleeper sofa that would make an ideal work from home space. Outbuilding/shed on site can be used for storage. Half bathroom is on the first floor and a full bathroom newly tiled on the second floor.

Melissa Principi Douglas Elliman Real Estate

4900 Depot Ln, Cutchogue, NY 11935
$1,025,000 Sold Dec 05, 2025

31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935
- 2 Beds
- 2 Baths
- 1,600 Sq Ft
- Built 2020
Last Sold Summary
- 18% Below List Price
- $641/SF
- 162 Days On Market
Last Listing Agent Catherine Cartolano Century 21 Albertson Realty

31 Sweet Meadow Ct Unit 62, Cutchogue, NY 11935

Est $542,644 Not Listed For Sale

37200 Main Rd, Cutchogue, NY 11935
- 2 Beds
- 1 Bath
- Built 1950
37200 Main Rd, Cutchogue, NY 11935

Last Sold Summary
- 15% Above List Price
- 20 Days On Market
Last Sold Price $470,000

Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

/17
$2,350,000
- Land
- 33.02 Acres
- $71,169 per Acre
4100 Oregon Rd, Cutchogue, NY 11935

DORSET FARMS - OREGON ROADAn exceptional North Fork opportunity with scale, pedigree, and a clear path forward. 4100 Oregon Road spans approximately 33 acres in the heart of Cutchogue, combining established viticulture with a rare, rights-retained parcel on a prime stretch of Oregon Road. The estate includes approximately 31 acres with development rights sold to the Town of Southold

Sheri Winter Parker Corcoran

4100 Oregon Rd, Cutchogue, NY 11935
/17
$8,000 per month
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- House for Rent
275 Hamilton Ave, Cutchogue, NY 11935

July rental in picturesque beach community. Deeded beach and playground nearby. This 3 bedroom home is fully air conditioned. Has WIFI and an outdoor shower. Additional information: Lease Term:July, Memorial-Labor, September, October, Monthly, Off Season.

Maureen Orientale Compass Greater NY LLC

275 Hamilton Ave, Cutchogue, NY 11935
$1,625,000 Sold Oct 30, 2025

315 Green Way, Cutchogue, NY 11935
- 4 Beds
- 3.5 Baths
- 3,000 Sq Ft
- Built 2001
Last Sold Summary
- 13% Below List Price
- $542/SF
- 167 Days On Market
Current Estimated Value $1,678,931

Last Listing Agent Nancy Cervelli Daniel Gale Sothebys Intl Rlty

315 Green Way, Cutchogue, NY 11935

Est $748,455 Not Listed For Sale

50 Matthews Ln, Cutchogue, NY 11935
- 3 Beds
- 1 Bath
- Built 1975
50 Matthews Ln, Cutchogue, NY 11935

Last Sold Summary
- 14% Above List Price
- 69 Days On Market
Last Sold Price $655,000

Last Listing Agent Matt Gillies Daniel Gale Sotheby's

/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
/26
$8,000 per month
- 3 Beds
- 2 Baths
- 1,300 Sq Ft
- House for Rent
1500 Vanston Rd, Cutchogue, NY 11935

2026 Rates: June $10K, July $15K, A1-LD $17,500, September $6,500, October $7K Charming Nassau Point Cape Cod. Enjoy sprawling private grounds with community beach access as you enjoy the summer months in this ideal 3 bedroom 2 bathroom escape. The main level features and open dining/, kitchen leading to wood deck, main floor bedroom, full bathroom and living room. The second floor features 2

William Walters Daniel Gale Sothebys Intl Rlty

1500 Vanston Rd, Cutchogue, NY 11935
$990,000 Sold Oct 30, 2025

475 Lilac Ln, Cutchogue, NY 11935
- 3 Beds
- 3 Baths
- 1,600 Sq Ft
- Built 1978
Last Sold Summary
- 6% Below List Price
- $619/SF
- 98 Days On Market
Current Estimated Value $1,035,236

Last Listing Agent Melissa Principi Douglas Elliman Real Estate

475 Lilac Ln, Cutchogue, NY 11935

Est $913,786 Not Listed For Sale

195 Matthews Ln, Cutchogue, NY 11935
- 3 Beds
- 2 Baths
- Built 1984
195 Matthews Ln, Cutchogue, NY 11935

Last Sold Summary
- 11% Above List Price
- 51 Days On Market
Last Sold Price $825,000

Last Listing Agent Kenneth Poliwoda Douglas Elliman Real Estate

/20
$5,200,000
- 7 Beds
- 5 Baths
- 5,000 Sq Ft
4075 Stillwater Ave, Cutchogue, NY 11935

This stunning waterfront estate presents a unique opportunity to create a generational compound, complete with a boater's lifestyle, thanks to its private dock and ample outdoor entertaining space. Situated along the picturesque waters of East Creek, the property offers direct access and panoramic views of Peconic Bay, showcasing the lifestyle that is unique to the North Fork. The custom-built

Alexis Meadows Douglas Elliman Real Estate

4075 Stillwater Ave, Cutchogue, NY 11935
/25
$35,000 per month
- 4 Beds
- 3.5 Baths
- 2,800 Sq Ft
- House for Rent
250 Pine Tree Ct, Cutchogue, NY 11935

Escape to your private Cutchogue oasis this summer! This stunning home boasts four bedrooms, including two en-suite, and 3.5 baths, offering luxurious accommodations for your getaway. Unwind in the in-ground pool or lounge on the wrap-around porch overlooking a tranquil creek. Two living rooms and an open-concept kitchen provide ample space for entertaining, while the wooded lot ensures complete

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

250 Pine Tree Ct, Cutchogue, NY 11935
$925,000 Sold Nov 25, 2025

36020 Main Rd, Cutchogue, NY 11935
- 4 Beds
- 2 Baths
- 2,286 Sq Ft
- Built 1899
Last Sold Summary
- 23% Below List Price
- $405/SF
- 114 Days On Market
Current Estimated Value $968,865

Last Listing Agent Mikhail Faifman William Raveis Real Estate

36020 Main Rd, Cutchogue, NY 11935

Est $1,316,109 Not Listed For Sale

2580 Duck Pond Rd, Cutchogue, NY 11935
- 4 Beds
- 3 Baths
- 1,836 Sq Ft
- Built 1999
2580 Duck Pond Rd, Cutchogue, NY 11935

Last Sold Summary
- 10% Above List Price
- $651/SF
- 16 Days On Market
Last Sold Price $1,195,000

Last Listing Agent Nancy Cervelli Daniel Gale Sotheby's

/7
$599,000
- Land
- 0.45 Acre
- $1,331,111 per Acre
23900 Main Rd, Cutchogue, NY 11935

Shovel ready land! This shy half-acre parcel has permits to build a 4-bedroom, 2,500 sq. ft. farmhouse with barn — offering a rare opportunity to fast-track your North Fork dream home or secure as a future investment. Zoned A-C, allowing for potential live/work use or accessory apartment with proper town approvals. Home and barn designed by AMP Architect and barn foundation is already completed.

Melissa Principi Douglas Elliman Real Estate

23900 Main Rd, Cutchogue, NY 11935
/25
$32,000 per month
- 5 Beds
- 5 Baths
- 3,500 Sq Ft
- House for Rent
5270 Nassau Point Rd, Cutchogue, NY 11935

Have the best getaway ever in this newly renovated home in prestigious Nassau Point! At its heart is a sunny great room with a soaring cathedral ceiling. The chef’s kitchen includes premium appliances, a large island, and flows into the living room with backyard views. The formal dining room is perfect for more formal gatherings.The main floor features a queen bedroom, a study with a Murphy

Diane Arpaia Signature Premier Properties

5270 Nassau Point Rd, Cutchogue, NY 11935
$550,000 Sold Dec 15, 2025

18250 County Road 48, Cutchogue, NY 11935
- 4 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1950
Last Sold Summary
- 30% Below List Price
- $275/SF
- 811 Days On Market
Current Estimated Value $592,778

Last Listing Agent Todd Yovino Island Advantage Realty LLC

18250 County Road 48, Cutchogue, NY 11935

Est $1,017,646 Not Listed For Sale

535 Birch Ln, Cutchogue, NY 11935
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 1981
535 Birch Ln, Cutchogue, NY 11935

Last Sold Summary
- 26% Above List Price
- $405/SF
- 26 Days On Market
Last Sold Price $810,000

Last Listing Agent Kieran Collings Douglas Elliman Real Estate

/9
$499,999 Pending
- Land
- 1.84 Acres
- $271,739 per Acre
0 County Road 48, Cutchogue, NY 11935

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.

Stephanie Ranghelli Realty Connect USA LI Inc

0 County Road 48, Cutchogue, NY 11935
/25
$65,000 per month
- 6 Beds
- 7.5 Baths
- 7,000 Sq Ft
- House for Rent
15105 Oregon Rd, Cutchogue, NY 11935

Don't miss your chance to rent this unparalleled estate, nestled on 5 picturesque acres among the region's most prestigious vineyards.This magnificent home is a perfect blend of elegance and tranquility, ideal for those seeking a refined living experience.Spanning an impressive 7,000 sf, the residence is designed with sharp attention to detail. Floor-to-ceiling windows flood the space with

Lisa Gillooly Compass Greater NY LLC

15105 Oregon Rd, Cutchogue, NY 11935
$1,200,000 Sold Apr 01, 2025

455 Beebe Dr, Cutchogue, NY 11935
- 4 Beds
- 3.5 Baths
- 2,850 Sq Ft
- Built 2001
Last Sold Summary
- 8% Below List Price
- $421/SF
- 84 Days On Market
Current Estimated Value $1,259,813

Last Listing Agent Stephen King Realty Connect USA L I Inc

455 Beebe Dr, Cutchogue, NY 11935

Est $1,246,898 Not Listed For Sale

5055 Skunk Ln, Cutchogue, NY 11935
- 3 Beds
- 2.5 Baths
- 2,360 Sq Ft
- Built 2001
5055 Skunk Ln, Cutchogue, NY 11935

Last Sold Summary
- 28% Above List Price
- $413/SF
- 90 Days On Market
Last Sold Price $975,000

Last Listing Agent Scott Bortzner Compass Greater NY LLC

/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
/34
$15,000 per month
- 5 Beds
- 3 Baths
- House for Rent
930 W Cove Rd, Cutchogue, NY 11935

**2026 Rates** May $15K, June $18K, September 8-30 $12K, October $12K. This property is a stunning waterfront home located on West Cove in the exclusive Nassau Point area. Offering breathtaking views of the Great Peconic Bay, Robins Island, and New Suffolk, this home exudes charm and sophistication. The main level boasts two spacious great rooms, an enclosed three-season room, an eat-in kitchen,

William Walters Daniel Gale Sothebys Intl Rlty

930 W Cove Rd, Cutchogue, NY 11935
$400,000 Sold Sep 25, 2025

17425 County Road 48, Cutchogue, NY 11935
- 3 Beds
- 1 Bath
- 1,200 Sq Ft
- Built 1920
Last Sold Summary
- 30% Below List Price
- $333/SF
- 33 Days On Market
Current Estimated Value $523,068

Last Listing Agent Denise Viup Signature Premier Properties

17425 County Road 48, Cutchogue, NY 11935

Est $790,505 Not Listed For Sale

3985 Pequash Ave, Cutchogue, NY 11935
- 2 Beds
- 1 Bath
- 918 Sq Ft
- Built 1957
3985 Pequash Ave, Cutchogue, NY 11935

Last Sold Summary
- 12% Above List Price
- $771/SF
- 34 Days On Market
Last Sold Price $707,500

Last Listing Agent Nancy Cervelli Daniel Gale Sotheby's

/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
/26
$24,200 per month
- 4 Beds
- 4 Baths
- 2,400 Sq Ft
- House for Rent
1100 Alvahs Ln, Cutchogue, NY 11935

Available July 2026 for $34,500Available August to September 7, 2026 for $42,000Come and enjoy the privacy that lies behind the doors of this reimagined modern ranch. Once inside you will be thrilled by the level of detail in this 2023 gut renovation. As you enter the home, you are welcomed with expansive views across the large backyard onto the surrounding vineyards. The 14' lofty

Sheri Winter Parker Corcoran

1100 Alvahs Ln, Cutchogue, NY 11935
$519,000 Sold Jan 29, 2026

34100 New York State Route 25, Cutchogue, NY 11935
- Land
- 1.59 Acres
- $326,415 per Acre
Last Sold Summary
- 195 Days On Market
Last Listing Agent Carol Kennedy Keller Williams Realty Greater

34100 New York State Route 25, Cutchogue, NY 11935

Est $665,504 Not Listed For Sale

4980 Stillwater Ave, Cutchogue, NY 11935
- 2 Beds
- 1 Bath
- Built 1957
4980 Stillwater Ave, Cutchogue, NY 11935

Last Sold Summary
- 7% Above List Price
- 85 Days On Market
Last Sold Price $620,000

Last Listing Agent William Mcintosh Daniel Gale Sotheby's

Showing Results 41 - 80, Page 2 of 18

New York Suffolk County Cutchogue

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Cutchogue, NY Homes

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