Cutchogue, NY Homes

/34
$1,595,000 Pending
- 4 Beds
- 3 Baths
- 3,700 Sq Ft
1350 Vanston Rd, Cutchogue, NY 11935

Welcome to this beautifully maintained Colonial-style home, ideally situated in the coveted Nassau Point community—one of the North Fork’s most desirable bayfront neighborhoods. This majestic 4-bedroom, 3-bath residence offers timeless architecture with 9 foot ceilings on main and upper levels, thoughtful updates, and an elevated country lifestyle. The classic floor plan includes a formal living

Scott Bennett Douglas Elliman Real Estate

1350 Vanston Rd, Cutchogue, NY 11935
/25
$15,000 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

Mackenzie Needham Daniel Gale Sothebys Intl Rlty

250 Pine Tree Ct, Cutchogue, NY 11935
$1,175,000 Sold Jun 27, 2025
- 2,400 Sq Ft
- $490/SF
- 62 Days On Market
- 4 Beds
- 4 Baths
- Built 2018
6805 Alvahs Ln, Cutchogue, NY 11935

Experience the perfect blend of modern luxury and North Fork charm in this stunning newer home on 2.17 acres. Designed for comfort and style, this residence features an open floor plan, ideal for both everyday living and entertaining. With 4 spacious en-suite bedrooms, one of which is on the first level. There's plenty of space for guests or work-from-home needs. Expansive grounds offer ample

Laurie Daly Signature Premier Properties

6805 Alvahs Ln, Cutchogue, NY 11935

Est $1,017,165 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,200 Sq Ft
17525 County Road 48, Cutchogue, NY 11935

17525 County Road 48, Cutchogue, NY 11935

/19
$1,495,000 Pending
- 4 Beds
- 3.5 Baths
- 3,205 Sq Ft
3615 Vanston Rd, Cutchogue, NY 11935

A unique opportunity to curate a legacy property in Nassau Point awaits you. Originally constructed as a summer home at the highest elevation of The Point, this elegant house sits on 1.2 acres and features spacious rooms, high ceilings, intricate hand-carved moldings, and oversized windows. Upon arrival, you are greeted by a screened-in front porch that leads to a gracious foyer. French glass

Alexis Meadows Douglas Elliman Real Estate

3615 Vanston Rd, Cutchogue, NY 11935
/25
$9,800 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, with bay views, is perfect for more formal gatherings.The main floor features a queen bedroom, a study

Diane Arpaia Signature Premier Properties

5270 Nassau Point Rd, Cutchogue, NY 11935
$8,000,000 Sold Jun 26, 2025
- 5,500 Sq Ft
- $1,455/SF
- 77 Days On Market
- 4 Beds
- 5.5 Baths
- Built 2009
3745 Nassau Point Rd, Cutchogue, NY 11935

Experience sweeping panoramic views of Peconic Bay from this elegant, custom-built waterfront estate in the sought-after Nassau Point neighborhood of Cutchogue. Set on two acres of beautifully landscaped grounds, this 5,500-square-foot home offers 200 feet of private bay beach, a heated gunite pool, extensive bluestone hardscaping, and a covered waterside cabana, creating the perfect coastal

Bridget Elkin Compass Greater NY LLC

3745 Nassau Point Rd, Cutchogue, NY 11935

Est $1,130,911 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,700 Sq Ft
720 Horseshoe Dr, Cutchogue, NY 11935

720 Horseshoe Dr, Cutchogue, NY 11935

/9
$705,000
- 3 Beds
- 1.5 Baths
- 2,400 Sq Ft
30170 Main Rd, Cutchogue, NY 11935

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. SS appliances in the country kitchen with hardwood floors on the main floor. Three bedrooms upstairs including a full hall bathroom. There is also a wood burning fireplace in the living room to add to the country flavor. Full

Laura Pollari I P E Realty L L C

30170 Main Rd, Cutchogue, NY 11935
/25
$35,000 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
$887,500 Sold Jun 20, 2025
- 1,200 Sq Ft
- $740/SF
- 21 Days On Market
- 3 Beds
- 2 Baths
- Built 1976
6980 Skunk Ln, Cutchogue, NY 11935

Discover this delightful home nestled in the picturesque Nassau Farms community! The updated interior features wood floors throughout, newer windows and an Andersen slider out to the backyard. The family room, complete with a cozy fireplace and natural light all around, creates a warm and inviting ambiance that is perfect for both relaxation and entertaining. The updated kitchen, adorned with

Susan Orioli Engel & Volkers North Fork

6980 Skunk Ln, Cutchogue, NY 11935

Est $1,040,151 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,450 Sq Ft
36725 Main Rd, Cutchogue, NY 11935

36725 Main Rd, Cutchogue, NY 11935

/31
$5,755,000
- 6 Beds
- 9 Baths
- 5,600 Sq Ft
3360 Wunneweta Rd, Cutchogue, NY 11935

Discover the timeless charm of Nassau Point, a picturesque enclave surrounded by the shimmering waters of Peconic Bay. Nestled near the peninsula's tip this newly constructed three level masterpiece spans 8,500 square feet of fine craftsmanship and luxury living.The impressive entry foyer immediately sets the tone for this grandeur lifestyle with front to back Living Room Doors,

Connie Liappas Compass Greater NY LLC

3360 Wunneweta Rd, Cutchogue, NY 11935
/34
$15,000 per month
- 5 Beds
- 3 Baths
- House for Rent
930 W Cove Rd, Cutchogue, NY 11935

2025 Rates: Sept $17K, October $15K. 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, a dining room, and a primary

William Walters Daniel Gale Sothebys Intl Rlty

930 W Cove Rd, Cutchogue, NY 11935
$975,000 Sold Jun 10, 2025
- 457 Days On Market
- 5 Beds
- 2.5 Baths
- Built 1960
875 Alvahs Ln, Cutchogue, NY 11935

Perfect offering for a Family compound or Investment purchase, two legal homes on 1.25 acres of land, Main house is a 3 br, 1.5 bath, story and half, Lrg. EIK with desk and pantry, living room, two bedrooms & full bath on first level, one bedroom & half bath on second level, 2 basement accesses, oil h/w heat, auxilary generator. The second home is a newer 2Br, 1bath, large living room, kitchen,

Tom Uhlinger Douglas Elliman Real Estate

875 Alvahs Ln, Cutchogue, NY 11935

Est $1,345,442 Not Listed For Sale
- 3 Beds
- 2.5 Baths
8255 Bridge Ln, Cutchogue, NY 11935

8255 Bridge Ln, Cutchogue, NY 11935

/25
$3,495,000
- 4 Beds
- 4.5 Baths
- 2,914 Sq Ft
6370 Skunk Ln, Cutchogue, NY 11935

NEW WATERFRONT CONSTRUCTIONThoughtfully crafted and beautifully finished, this 4-bedroom, 5-bath custom waterfront home offers over 2,900 sq ft of elevated living space — a seamless blend of modern luxury and timeless coastal charm.Set in a peaceful, private location, it showcases stunning panoramic water views from nearly every room and effortless indoor-outdoor flow designed to

Ryan Springer Corcoran

6370 Skunk 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

Come 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 ceiling highlights the kitchen and dining space creating a bright and airy feel for you to

Sheri Winter Parker Corcoran

1100 Alvahs Ln, Cutchogue, NY 11935
$1,950,000 Sold May 22, 2025
- 1,800 Sq Ft
- $1,083/SF
- 165 Days On Market
- 3 Beds
- 3 Baths
- Built 1984
1350 Eugenes Rd, Cutchogue, NY 11935

Discover the perfect blend of modern style and natural beauty in this renovated Contemporary creek front home. Relax by the heated gunite pool and hot tub, paddle on the creek from your own dock, and enjoy al fresco dining under the stars. Surrounded by mature landscaping on .73 acres, this waterfront home offers privacy and seclusion. Inside, you'll discover a cozy wood-burning fireplace, an

JoAnn Wind Daniel Gale Sothebys Intl Rlty

1350 Eugenes Rd, Cutchogue, NY 11935

Est $931,122 Not Listed For Sale
- 3 Beds
- 2 Baths
195 Matthews Ln, Cutchogue, NY 11935

195 Matthews Ln, Cutchogue, NY 11935

/19
$1,375,000
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
1030 Horseshoe Dr, Cutchogue, NY 11935

Surrounded by picturesque sprawling farms in a coveted North Fork area, 1030 Horseshoe Drive awaits, nestled on nearly an acre of land. This Cutchogue home is designed for both entertaining and everyday living, featuring an open floor plan with high ceilings and modern amenities throughout. Enjoy the spacious chef's kitchen equipped with stainless steel appliances, ample cabinetry, a breakfast

Marco Maida Compass Greater NY LLC

1030 Horseshoe Dr, Cutchogue, NY 11935
/27
$4,000 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
795 Monsell Ln, Cutchogue, NY 11935

Your Summer Waterfront Retreat Is Now Available And Waiting For You! Gourmet Chef's Kitchen With Stainless Steel Appliances. Gas Stove. Open Plan Living, Filled With Natural Light. Built In Closets In All 3 Bedrooms. Studio/Extra Bedroom On Ground-floor. Wood Burning Stove. Recent Upgrades Include The Following: New Anderson Windows Throughout In 2021. New Pool Liner And Travertine Pavers

Pete Halpin Douglas Elliman Real Estate

795 Monsell Ln, Cutchogue, NY 11935
$999,999 Sold Apr 29, 2025
- 2,162 Sq Ft
- $463/SF
- 197 Days On Market
- 4 Beds
- 2.5 Baths
- Built 1987
2090 Wunneweta Rd, Cutchogue, NY 11935

Discover the charm of this Nassau Point cedar shake sprawling ranch, perfectly situated on a shy acre with room for a pool. This inviting home features four generous bedrooms, including a master ensuite, 2.5 baths, and stunning oak wood floors throughout. The oversized L-shaped great room and dining room boast a cozy brick wood-burning fireplace, creating the perfect ambiance for gatherings.

Carol Szynaka Daniel Gale Sothebys Intl Rlty

2090 Wunneweta Rd, Cutchogue, NY 11935

Est $1,153,697 Not Listed For Sale
- 4 Beds
- 3 Baths
- 1,836 Sq Ft
2580 Duck Pond Rd, Cutchogue, NY 11935

2580 Duck Pond Rd, Cutchogue, NY 11935

/50
$12,000,000
- 6 Beds
- 8 Baths
- 9,000 Sq Ft
12120 New Suffolk Ave, Cutchogue, NY 11935

The estate of the late legendary New York art dealer Barbara Gladstone, this meticulously restored Gilded Age shingle-style home offers a rare opportunity to own one of the few remaining large, turn-of-the-century North Fork summer estates. Set on 140 feet of pristine bayfront with a private sandy beach, the primary residence spans over 10,000 sq. ft. and seamlessly blends period architecture

Bridget Elkin Compass Greater NY LLC

12120 New Suffolk Ave, Cutchogue, NY 11935
/15
$15,000 per month
- 3 Beds
- 2.5 Baths
- 1,800 Sq Ft
- House for Rent
530 Stillwater Ave, Cutchogue, NY 11935

Perfect summer getaway! 3 bedrooms, 2.5 bathrooms, in-ground pool, close to beach, business district, vineyards and restaurants. Two week minimum stay., Additional information: Appearance:very good

Erin Kaelin Signature Premier Properties

530 Stillwater Ave, Cutchogue, NY 11935
$1,501,000 Sold Apr 25, 2025
- 3,000 Sq Ft
- $500/SF
- 20 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2004
4785 Stillwater Ave, Cutchogue, NY 11935

Welcome to this charming cedar shake-style home nestled in the coveted Fleet's Neck beach community in Cutchogue, offering the perfect blend of coastal living and versatile space. This beautifully designed residence includes a thoughtfully laid-out floor plan with room for everyone. The first floor features an open concept chef's kitchen with island, dining area, and living room, along with a

William Mcintosh Daniel Gale Sothebys Intl Rlty

4785 Stillwater Ave, Cutchogue, NY 11935

Est $977,375 Not Listed For Sale
- 4 Beds
- 2 Baths
295 Vista Place, Cutchogue, NY 11935

295 Vista Place, Cutchogue, NY 11935

/49
$6,475,000
- 4 Beds
- 4.5 Baths
- 4,200 Sq Ft
445 Glen Ct, Cutchogue, NY 11935

Cutchogue Showstopper!Designed by world-renowned architects Barnes Coy, this modern waterfront masterpiece is a rare blend of cutting-edge design and natural beauty. Perched atop a 55-foot bluff overlooking the Long Island Sound, this 4,200 sq ft home offers breathtaking sunsets and a seamless fusion of sleek modern lines with warm, inviting elements. Located in a private neighborhood with

Kristy Naddell Douglas Elliman Real Estate

445 Glen Ct, Cutchogue, NY 11935
/14
$8,000 per month
- 2 Beds
- 2 Baths
- House for Rent
415 Southern Cross Rd, Cutchogue, NY 11935

Perfect summer cottage. Location can't be beat! A stone's throw to serene Pequash beach. Nestled in quiet Fleet's Neck with 2 bay beaches within walking distance. Well maintained home. Available for summer or short term off-season rental.

Erin Kaelin Signature Premier Properties

415 Southern Cross Rd, Cutchogue, NY 11935
$1,812,500 Sold Apr 18, 2025
- 3,100 Sq Ft
- $585/SF
- 236 Days On Market
- 4 Beds
- 4 Baths
- Built 2024
5295 Bridge Ln, Cutchogue, NY 11935

Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where

Kristy Naddell Douglas Elliman Real Estate

5295 Bridge Ln, Cutchogue, NY 11935

Est $714,980 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,200 Sq Ft
105 Fleetwood Rd, Cutchogue, NY 11935

105 Fleetwood Rd, Cutchogue, NY 11935

/49
$18,000,000
- 10 Beds
- 10.5 Baths
- 11,000 Sq Ft
1350 W Cove Rd, Cutchogue, NY 11935

Rarely available in size, scope, and setting, this generational Nassau Point estate is a standout along the Peconic Bay—its beauty long admired by passing boaters. Set on 4.23 acres with over 300 feet of private beachfront, it offers unmatched privacy in one of the North Fork’s most desirable waterfront enclaves. At its heart is a nearly 9,000-square-foot residence that masterfully blends

Bridget Elkin Compass Greater NY LLC

1350 W Cove Rd, Cutchogue, NY 11935
/26
$40,000 per month
- 4 Beds
- 3.5 Baths
- 2,250 Sq Ft
- House for Rent
2430 Dignans Rd, Cutchogue, NY 11935

Cutchogue North Fork: Spend August-LD 2026 in this beautifully appointed & very private Long Island Sound front home at 2430 Dignans Road, Cutchogue: come find out why the owners call it North Cliff. Spectacular decks & pool set high on the cliffs overlooking the LI Sound - private easy steps to beach. On the other side forever views of Oregon Road farmland. Published in international Fashion

Nicholas Planamento William Raveis New York LLC

2430 Dignans Rd, Cutchogue, NY 11935
$1,200,000 Sold Apr 01, 2025
- 2,850 Sq Ft
- $421/SF
- 84 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2001
455 Beebe Dr, Cutchogue, NY 11935

Welcome to 455 Beebe Dr, a masterpiece of coastal elegance located in the heart of Cutchogue on the exclusive North Fork of Long Island. This exquisite 4-bedroom residence, fully renovated in 2019, epitomizes high-end living with its blend of timeless sophistication and modern luxury, offering unparalleled access to Southold beaches and just a short stroll from East Creek. Upon entry, the

Stephen King Realty Connect USA L I Inc

455 Beebe Dr, Cutchogue, NY 11935

Est $735,273 Not Listed For Sale
- 2 Beds
- 1 Bath
- 918 Sq Ft
3985 Pequash Ave, Cutchogue, NY 11935

3985 Pequash Ave, Cutchogue, NY 11935

/45
$1,099,000
- 4 Beds
- 3 Baths
- 2,300 Sq Ft
6580 Oregon Rd, Cutchogue, NY 11935

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

Andrea Parks Douglas Elliman Real Estate

6580 Oregon Rd, Cutchogue, NY 11935
/20
$20,000 per month
- 4 Beds
- 2 Baths
- 2,600 Sq Ft
- House for Rent
25 Moose Trail, Cutchogue, NY 11935

Discover the perfect blend of comfort and luxury in this stunning 4-bedroom Cape, ideally situated in the heart of Cutchogue. Designed for both relaxation and entertainment, this home features a chef’s kitchen and an array of spacious living areas, including a formal dining room, game room with a pool table and arcade games, plus a first-floor bedroom and full bath—all tastefully

Jeanmarie Bay William Raveis New York LLC

25 Moose Trail, Cutchogue, NY 11935
$1,775,000 Sold Mar 27, 2025
- 3,400 Sq Ft
- $522/SF
- 167 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2024
5235 Bridge Ln, Cutchogue, NY 11935

Stunning New Construction! Discover modern luxury in this beautifully designed barn-style home on Bridge Lane. Featuring striking vaulted ceilings that create an expansive sense of space, complemented by elegant, exposed beams that add rustic charm and architectural interest. Perfectly blending contemporary comfort with timeless style, this home offers a unique living experience where

Kristy Naddell Douglas Elliman Real Estate

5235 Bridge Ln, Cutchogue, NY 11935

Est $648,147 Not Listed For Sale
- 2 Beds
- 1 Bath
4980 Stillwater Ave, Cutchogue, NY 11935

4980 Stillwater Ave, Cutchogue, NY 11935

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