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21 West Shore Drive, Southampton, NY 11968

Seasonal Rental
Active for Rent
5 Beds
3 Baths
2000 SF
 
Listing ID 917584
Property Type Residential
Township Southampton
Hamlet Southampton
Tax ID 0900-032.000-0001-017.000
FEMA Flood Map fema.gov/portal
Virtual Tour

Calling all Private Beach and Yacht Lovers

This one-of-a-kind, gem of a 5-bedroom, 3-bathroom Hamptons retreat sits on a private, sprawling, waterfront half-acre with spectacular bay views and direct access to a sandy beach just outside your door. This home captures not only some of the most stunning sunsets on the east end, but also captures the essence of serene coastal living with over 2,000 sq. ft. of thoughtfully designed interiors that immerse you in breathtaking 180-degree water vistas. Two primary waterside suites, one with a king bed and another with queen bed, feature private balcony access, perfect for enjoying quiet mornings while listening to the water lapping at the shore or watching the sun dip below the horizon in the evening. Additional guest rooms provide a blend of comfort and versatility, with one room featuring two full beds, another furnished with a queen and twin bunk bed, and the third located in the charming guest cottage. Each room is designed with bright, beachy interiors to enhance the home's coastal charm, while abundant natural light and endless water views create an atmosphere of relaxation and serenity. The sunroom and dining room are true showstoppers, with expansive windows overlooking the bay and sliding doors leading to an outdoor patio with a gas fire pit that's ideal for summer entertaining. The eat-in kitchen is perfect for casual meals, while a large, shaded patio provides an ideal setting for alfresco dining and sunsets. For watersport enthusiasts, this home offers a mooring ball, making it easy to launch your boat, swim platform, kayaks, paddleboards, or simply enjoy a dip in the bay. When you're ready to explore the best of the Hamptons, this home is close to Sag Harbor, Southampton Village as well as Bridgehampton,and just across the water from Sunset Beach on Shelter Island and Greenpoint. A popular Italian restaurant is just around the corner and fresh produce and meats from local farms are minutes away not to mention fine dining, golf, and world-class marinas. This is your chance to spend summer with panoramic water views, sunny days on the bay and beach, and easy access to Hamptons favorites. Make Summer 2025 unforgettable in this idyllic Hamptons hideaway on Peconic Bay! [[Rental Registration # RP241947]]
Property Details
  • 5 Total Bedrooms
  • 3 Full Baths
  • 2000 SF (AG)
  • 2000 SF (Total)
  • 0.58 Acres
  • 2 Stories
  • Crawl Basement
Rental Details
  • Pets Allowed
  • Rental Reg. # RP241947
Seasonal Rental
PeriodPriceDatesStatus
MD-LD$150,000May 21st 2026 - Sep 8th 2025Unavailable
Two Weeks$30,000May 21st - Sep 7th 2026Available
June$50,000Jun 1st - Jun 30th 2026Unavailable
July$60,000Jul 1st - Jul 31st 2026Available
August-LD$75,000Aug 1st - Sep 7th 2026Available
August$65,000Aug 1st - Aug 31st 2026Available
Interior Features
  • Living Room
  • Dining Room
  • Kitchen
  • First Floor Bathroom
Exterior Features
  • Private Well Water
  • Private Septic
  • Deck
  • Water View
  • Bay View
  • Bay Waterfront
Listed By
Douglas Elliman (Sag Harbor)
Office: 631-725-0200
Mobile: 631-208-7036
Douglas Elliman (Sag Harbor)
Office: 631-725-0200
Mobile: 646-645-8154
Listing data is deemed reliable but is NOT guaranteed accurate.
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