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The Best Hamptons Communities for Retirees and Empty Nesters

The Hamptons, known for its picturesque landscapes and luxurious lifestyle, is an excellent destination for retirees and 
empty nesters seeking tranquility, culture, and community. With its charming villages, beautiful beaches, and vibrant social 
scene, the region offers an unparalleled quality of life for those ready to embrace their golden years in style. If you’re 
considering a move to the Hamptons, here’s a guide to the best communities tailored to retirees and empty nesters.


1. Southampton Village


Why Retirees Love It:


Southampton Village combines a rich history with modern conveniences. The walkable downtown area features boutique 
shops, art galleries, and gourmet restaurants, making it perfect for those who enjoy a lively yet relaxed lifestyle. The village 
also boasts beautiful beaches, including Coopers Beach, often ranked among the best in the country.


Key Amenities

  • Southampton Cultural Center for performances and classes
  • Proximity to world-class healthcare facilities
  • Golf courses and tennis clubs


Perfect For: Retirees who want a blend of social activities and coastal serenity.


2. East Hampton


Why Retirees Love It:


East Hampton is known for its sophisticated charm and natural beauty. With pristine beaches, like Main Beach, and an 
abundance of high-end dining and shopping options, this community offers an upscale yet relaxed lifestyle. Nature lovers 
will appreciate the nearby trails and nature preserves, such as the Mashomack Preserve and Cedar Point County Park.


Key Amenities:

  • East Hampton Library, a hub for cultural events and workshops
  • Scenic walking and biking trails
  • Proximity to local vineyards and farm-to-table dining


Perfect For: Retirees who enjoy luxury living with access to outdoor adventures.


3. Sag Harbor


Why Retirees Love It:


Sag Harbor’s charming waterfront setting and rich cultural scene make it a standout choice for retirees. This historic 
whaling village offers a slower pace of life with plenty of opportunities to explore art, theater, and local history. The closeknit community feel is ideal for empty nesters looking to form new social connections.


Key Amenities:

  • Bay Street Theater for year-round performances
  • Boutique shops and cozy cafes
  • Access to boating and sailing activities


Perfect For: Retirees seeking a vibrant arts scene and waterfront lifestyle.


4. Bridgehampton


Why Retirees Love It:


Bridgehampton combines rural charm with modern luxury. Known for its equestrian culture and vineyards, it’s an excellent 
choice for retirees who value open spaces and a slower pace. Its central location within the Hamptons makes it easy to 
access neighboring villages and their amenities.


Key Amenities:

  • Channing Daughters Winery for wine tastings and events
  • The Hampton Classic Horse Show (seasonal highlight)
  • Quiet, tree-lined streets perfect for walking or biking


Perfect For: Retirees who enjoy peaceful living with access to upscale amenities.


5. Amagansett


Why Retirees Love It: 

Amagansett offers a laid-back, beachside atmosphere with a strong sense of community. It’s quieter than some other 
Hamptons villages, making it ideal for retirees seeking a low-key lifestyle. The area features beautiful beaches, farmers’ 
markets, and proximity to cultural landmarks.


Key Amenities:

  • Amagansett Square for boutique shopping and dining
  • Proximity to the South Fork Natural History Museum
  • Miles of uncrowded beaches for relaxation

Perfect For: Retirees who want a quiet coastal retreat with charm and character.


6. Water Mill


Why Retirees Love It:


Water Mill offers a unique blend of art, culture, and natural beauty. Known for its scenic countryside and serene atmosphere,
this hamlet is perfect for retirees looking to escape the hustle and bustle. The Parrish Art Museum is a cultural gem, and the 
area is dotted with picturesque farms and fields.


Key Amenities:

  • Tranquil settings with luxury homes
  • Art and cultural events at the Parrish Art Museum
  • Access to golf clubs and fitness centers


Perfect For: Retirees who enjoy a mix of culture and countryside living.


7. Westhampton Beach


Why Retirees Love It:

Westhampton Beach combines small-town charm with beautiful beaches. It’s one of the more affordable options in the 
Hamptons while still offering a high quality of life. The revitalized downtown area is a hub for dining, shopping, and 
community events, making it an excellent choice for active retirees.


Key Amenities:

  • The Westhampton Beach Performing Arts Center
  • Walkable downtown with local shops and restaurants
  • Family-friendly environment for visiting grandchildren

Perfect For: Retirees seeking a laid-back lifestyle with easy access to amenities.


Key Considerations for Retirees Moving to the Hamptons


1. Healthcare Access: Proximity to hospitals and clinics, such as Stony Brook Southampton Hospital, is crucial for 
retirees.

2. Lifestyle Preferences: Determine whether you prefer an active social scene or a quieter, more private setting.

3. Property Maintenance: Many communities offer condo or co-op options for those who want low-maintenance 
living.

4. Transportation: Look for areas with easy access to public transportation or major roadways for visiting family or 
friends.


Make the Hamptons Your Retirement Haven


With its stunning landscapes, welcoming communities, and endless opportunities for leisure, the Hamptons is an ideal 
destination for retirees and empty nesters. Whether you’re drawn to the cultural vibrancy of Sag Harbor or the quiet charm 
of Amagansett, there’s a community here that fits your vision for retirement.


Contact Niko Cejic, with Douglas Elliman 
Phone: 631.329.9400


Let us help you find the perfect home in the Hamptons to start your next chapter. Contact for more tips and insights on 
living your best life in the Hamptons!

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