$8,250,000 ($1,755.32 per sqft)

Est. Mortgage $42,807/mo *

Quick Pre-Approval

36 and 40 Ditch Plains, Montauk, NY, 11954

36 and 40 Ditch Plains, Montauk, NY, 11954

15 rooms

8 beds

5 Full / 1 Half baths



4,700 sqft

Ditch Plains Coastal Retreat This is the ultimate opportunity to own two contiguous single and separate properties in the coveted surf Mecca of Ditch Plains Beach in Montauk - a dream come true for the discerning buyer. These properties, each with their own private driveway, are just a stone's throw away from the pristine ocean shore. The 5 bedroom main house embodies timeless elegance. Step through the charming, covered porch to the first floor, where you'll find a double-height entry foyer that sets the stage for the rest of this inviting traditional home. The open floorplan seamlessly combines the kitchen with a center island, stainless steel appliances, and a walk-in pantry/laundry room. The dining area flows effortlessly into a light-filled living room adorned with a wood-burning fireplace. As an extra touch of charm, you'll discover an enclosed sunroom with built-in seating and another fireplace, leading to a deck and the inviting pool area. The first floor also hosts two bedrooms that share a full bathroom, along with a powder room to cater to the main living spaces. Upstairs, the primary bedroom boasts a soaring vaulted ceiling, a spa-like bathroom with an oversized shower, dual sinks, a Jacuzzi tub, and a private deck with an outdoor shower overlooking the pool and generous grounds. Ample closet space ensures your comfort. This level also accommodates two guest bedrooms sharing a full bathroom, as well as an additional room perfect for use as an office or gym area. The unfinished basement offers an abundance of storage space or the potential to create extra finished areas to suit your needs. There is plenty of outdoor decking for your enjoyment during the warmer months. You'll find a heated gunite pool and a second outdoor shower, adding to the charm of this exceptional property. Just to the south of the main house, a picture-perfect cottage offers yet another beachside retreat. Sitting on just under half an acre, this home can be landscaped for total privacy or have an open yard to the main house to give a more estate like feel. Vibrant and chic, the two plus bedroom, three-bathroom cottage boasts 1,200 sq ft of spacious, open living areas with high ceilings. The kitchen features custom built-in seating, and the loft space offers an additional recreation area. Complete with its own laundry facilities, outdoor shower, this cottage is a gem in its own right. This is a rare and exquisite opportunity to own a turnkey compound in sought-after Ditch Plains, just moments from the ocean shore yet quietly tucked away to provide unparalleled privacy. Whether you're seeking a luxurious full-time residence or the perfect summer getaway, this is the quintessential coastal retreat you've been waiting for. Don't miss your chance to make it yours.




Single-family residential


Private, Driveway, No Garage


Propane, Forced Air


Central Air





Est. Taxes:



Frame, Cedar, Shake Siding

Lot Description:


Elementary School:

Montauk School

Middle School:

Montauk School

High School:

East Hampton High School

School District:



Dishwasher, Dryer, Oven, Refrigerator, Washer


In Ground

MLS #:


Community Info

School Info

Walk Score

Mass Transit


Listing courtesy of Sothebys Int'l Realty Hamptons 631-283-0600