Benchmark Senior Living at Chelmsford Crossings

199 Chelmsford Street,
Chelmsford, Massachusetts 01824 Map

Chelmsford Crossings—Award-winning care delivered in a gracious and charming country setting.


Situated off I-495 and Route 110, for 20+ years, Chelmsford Crossings has provided some of the area’s finest, award-winning care.

  • Vibrant community backed by nurturing associates
  • Seasonal outdoor dining, walking paths and courtyards
  • Activities to develop and nurture meaningful relationships
  • Easy access to in-town dining, shopping and cultural events

View Floor Plans & Pricing

Life at Chelmsford Crossings

Comfort and care that feels like home

No matter what level of care, every Benchmark resident at Chelmsford Crossings enjoys all the things that make life good—convenient comforts, great food, and a thriving social community full of activities.

Inspired Dining

Inspired Dining

  • Chef-prepared seasonal menus (with demonstrations)
  • Private dining accommodations for events
  • Modified diets and dining options as needed
Concierge Service

Concierge Service

  • Transportation assistance, appointments and more
  • Weekly housekeeping, laundry, and linen service
  • Maintenance, groundskeeping and trash
Shared Spaces

Shared Spaces

  • Spacious patios with grills, fire features
  • Raised garden beds, walking paths, and shaded spaces
  • Landscaped gardens
Active Living

Active Living

  • Activities and programming for groups or individuals
  • Music, crafts, arts and exercise classes
  • Outings, events, movies and parties
Community Amenities

At Chelmsford Crossings, the focus is on resident-centered care, providing a lifestyle full of recreational, educational, fitness and cultural opportunities mixed with a balance of support and service.

Close Connections

Hands-on support focused on getting to know residents, creating familiarity and a personalized care approach

Community Programming

Physical and emotional wellness prioritized with a packed calendar of activities and involvement in nearby communities.

Pursuit of Excellence

Associates with a passion for service, motivated to provide great care and exceed expectations.

Treated as Individuals

Events, programming, amenities and healthcare designed around and catered to personal needs.

Other Features Include
Outdoor Courtyards
Walking Paths
Hair Salon & Barber Shop
Scheduled Transporation
Demonstration Kitchen
Private Dining Room
Recreation Room
Computer Room with Internet Access

Floor Plans

Choose a space that feels just right.

One Bedroom
One Bedroom
Call For Availability
Assisted Living


One Bedroom Apartment
Private Bath
Pet Friendly
Starting at $6,085/mo*
Assisted Living


Studio Apartment
Private Bath
Pet Friendly
Studio Deluxe
Studio Deluxe
Call for Availability
Assisted Living


Studio Apartment
Private Bath
Pet Friendly

*Pricing shown above is for the specific apartment model shown. Prices may vary depending on
apartment models and other factors and are subject to change without notice.

Check Pricing & Availability

Get personalized pricing and check availability in less than 1 minute! We've made determining senior living costs easy with a few simple steps.  

Is it the right time for senior living?


Types of Care Offered Here

Assisted Living — Care, security and community.

  • Various apartment styles and sizes to maximize options

  • Empathetic staff hired for heart and trained for skill

  • Varied daily activities to look forward to and plan around

  • Intimate dining experiences, greeted by name by staff;

  • Accessible technology to connect with family and friends

  • Close care coordination among onsite and outside providers

Meet Your Executive Director:

Barry Hillerstrom transitioned from hospitality management to senior living when he became executive director of Chelmsford Crossings in 2019. He has 40+ years of experience leading teams and achieving award-winning results using his passion for people.
What Brought You to Benchmark:

In spending time with my parents, I embraced the chance to use my social skills to provide meaningful moments for older people. Benchmark's values stood out to me. I knew this is where I wanted to be!

Fun Fact:

My three children work at Benchmark!

Barry Hillerstrom

Benchmark Communities Nearby

The Atrium at Drum Hill

2 Technology Drive,North Chelmsford, Massachusetts 01863

Intimate, tranquil memory care only minutes from Route 3.

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Benchmark at Billerica Crossings

20 Charnstaff Lane,Billerica, Massachusetts 01821

Award-winning care delivered in a comfortable and charming country setting.

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Benchmark Senior Living at Robbins Brook

10 Devon Drive,Acton, Massachusetts 01720

Where acres of lush lawn and gardens are ready to be explored.

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At Benchmark Senior Living, we transform lives through meaningful human connection.

Across all of our communities, our mission is to meet individuals where they are and connect them to the people, interests and things that matter most to them — at every stage of life. We are driven by our values: Called to Care, Better Together and Be the Benchmark.