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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 Associate Support
24/7 Associate 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
EngageVR® Virtual Reality Lounge
EngageVR® Virtual Reality Lounge
Housekeeping Services
Housekeeping Services
Indoor Pool
Indoor Pool
Laundry Services
Laundry Services
Library
Library
Lounge Area
Lounge Area
On-Site Spa
On-Site Spa
Prema Memory Support℠ with Specialized Caregivers
Prema Memory Support℠ with Specialized Caregivers
Preventive Health Screenings and Education
Preventive Health Screenings and Education
Salon & Barber Services
Salon & Barber Services
Saltwater Pool
Saltwater Pool
Theater
Theater
Transportation Services
Transportation Services

Pricing

Get a personalized quote

Independent Living

starting from

$2,900.00
per month

Live the Life You Want

This price unlocks a lifestyle package featuring maintenance-free living in a safe and welcoming setting, one-of-a-kind amenities, exceptional dining experiences, award-winning Watermark University classes, curated wellness offerings, housekeeping, scheduled transportation, salon and barber services, move-in coordination, priority access to care, and more.

An apartment at The Watermark at East Hill.
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

Floor Plans

CONTACT US

We’re happy you’re here.

Questions? Interested in a tour? Want to attend one of our events? 

We’re excited to meet you. 

Fill in the form, or call us at 203-262-6868 to learn more.

Looking to join our team? Explore all career opportunities.

Questions? Interested in a tour? Want to attend one of our events? 

Fill in the form, or call us at 203-262-6868 to learn more.