Finally…
Independent Living Senior Housing
on Kent Island!
Where Independence Meets Luxury.
We believe that Independent Living should be vibrant, fulfilling, and supportive. Our unique community is designed for those individuals who cherish their autonomy while enjoying the peace of mind that comes with on-site care services available.
About Us
Nestled in a beautiful and serene environment, we offer a range of thoughtfully designed apartment homes, ensuring a perfect fit for your lifestyle. With an emphasis on social engagement and luxury amenities and services, residents can participate in various opportunities that promote well-being and connection.
Convenience is key. Located within walking distance are essential shopping venues, dining options, and recreational facilities, making daily errands a breeze. Whether you’re picking up groceries, enjoying a meal with friends, or exploring local parks, everything you need is just steps away.
Chesapeake Bay and Kent Island
Discover a community that prioritizes your independence while offering the support you deserve. At Kent Island Crossing, you can thrive in a welcoming atmosphere where every day brings new opportunities for joy and engagement.
Join us today and experience the best of Independent Living!

88 Apartment Homes

Concierge Services Onsite

Neighborhood Retail Center

Easy Access to Route 50
Project Overview
Everything you’ve been looking for!
Convenient Dining & Shopping Options
- On-site restaurant, lounge, bar shaped like the stern of a boat
- Meal plans and meal delivery services
- Snack bars and cafes
- On-site grocery store
- Pharmacy services
Recreational/Social Activities
- Fitness center/gym
- Walking paths and gardens
- Game rooms and activity centers
- Organized social events and outings
- Craft and hobby classes
- Book clubs and movie nights
- Music and dance events
- Direct access to Kent Island Cross Island Trail
Safety & Security Features
- 24-hour emergency response system
- Secure entry points
- Staff available around the clock
Health & Wellness Services
- Onsite in-home care available
- Health and wellness programs
- On-site fitness classes (yoga, tai chi, etc.)
- Access to physical/occupational therapy and wellness coaches
Transportation Services
- Scheduled transportation for shopping and appointments
- Shuttle services for community outings
- Shopping trips
Accommodations & Services
- Wi-Fi access throughout the community
- Computer center
- Housekeeping and laundry services
- Maintenance services
- Full kitchens in apartment homes
Pet-Friendly Facilities
- Pet care services
- Pet-friendly areas
- Pet park and relief areas
Common Areas
- Indoor/Outdoor lifestyle
- Libraries and reading rooms
- Lounges and community rooms
- Outdoor patios and gardens
- Spaces for family visits
- Theater room



John Degen - President & Co-Founder
A lifelong Maryland resident, John founded Chesapeake Caregivers, a boutique assisted living business with multiple locations on Maryland’s eastern shore. Providing quality care to local seniors is John’s priority and as the company’s owner and operator, he wore many hats. John was hands-on in assisting residents, running operations, managing budgets, overseeing human resources, and maintaining quality control and licensure.
In 2009, John established Chesapeake Caregivers Home Care. Additionally, John purchased a property in Annapolis in 2016 to build the largest assisted living and memory care residence in the area. He served as the EOO of Bay Village Assisted Living and Memory Care from its opening in March 2021. Once Bay Village was operating successfully, John continued to build on his passion for creating senior living communities in the Mid-Atlantic. In January 2023, he launched Chesapeake Caregivers Development, LLC. Soon after, Chesapeake Caregivers Management, LLC was born to serve as operators of its newly built and acquired senior communities, as well as providing that service to other ownership groups.
John has a Bachelor of Science in Political Science and Economics from Francis Marion University.
Contributing Community
Project Partners




Contact Us
We would love to hear from you!