Independent Living

CAREFREE LIVING

Where independence meets comfort and convenience.

The Watermark at East Hill is an elegant and dynamic community for those who wish to enjoy life to the fullest. Here, you can thrive within our scenic, natural setting on 55 acres of wooded property that overlooks the Pomperaug River Valley. Our resort-style amenities, fine dining, and engaging, pet-friendly community will make you feel excited about the possibilities. Follow your passions joyfully and prioritize your well-being. Live your best life with new and old friends, and enjoy many opportunities for fun: from happy hours at The W Lounge, to golf outings at the Silo Country Club, hikes on our trails at the foot of the Berkshires, a variety of exercise classes, and a full range of rejuvenating spa and salon offerings. 

Independent Living allows you to set the tone for each day. Choose to follow new or old passions, relax, or indulge — and leave the details to us. Spacious and modern one- and two-bedroom residences (of differing sizes) all feature designer kitchenettes and appliances, elegant touches, plenty of natural light, and a variety of safety and security features to enhance your well-being.

Customize your new home to fit your style and needs for additional comfort. Move-in coordination services are available.

This warm and vibrant community has something for everyone. You’ll delight in savory, chef-prepared fare, holiday celebrations, happy hours, and off-site excursions to historic towns and vineyards. And did we mention that we are a mere 90-minute train ride from New York City? You really can have it all in our idyllic location that provides the therapeutic benefits from living in a natural setting, with nearby city amenities. 

This is your life, your time, your vision. We’re here to take care of the daily chores, such as cleaning, cooking, shopping, and home maintenance, so you don’t have to. There is no better home than here with us at The Watermark at East Hill.

Amenities & Services

24/7 Staff Support
24/7 Staff Support
Art & Creative Studio
Art & Creative Studio
Auditorium
Auditorium
Beautiful Outdoor Spaces
Beautiful Outdoor Spaces
Catering & Room Service
Catering & Room Service
Complete Building, Residence and Grounds Maintenance
Complete Building, Residence and Grounds Maintenance
Computer & Technology Center
Computer & Technology Center
Delicious, Healthy Meals
Delicious, Healthy Meals
Dynamic Community Life Calendar
Dynamic Community Life Calendar
living room with couch and coffee table
feels like home

Majestic beauty everywhere you turn.

Nestled within 55 acres of wooded property on a hilltop overlooking the Pomperaug River Valley, you’ll love The Watermark at East Hill’s breathtaking views and peaceful walking trails. This warm, engaging, and pet-friendly community is senior living at its apex.

Download Community Brochure