About Assisted LivingAssisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.Complete guide to assisted livingBest of 2025 Assisted Living Winners
About Memory CareMemory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering. Complete guide to memory careBest of 2025 Memory Care Winners
About Independent LivingIndependent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.Complete guide to independent livingBest of 2025 Independent Living Winners
About Senior LivingSenior living is a term used to describe various housing and care options for older adults from maintenance-free, 55+ facilities for active seniors, to secure, fully staffed facilities for seniors with Alzheimer's or dementia. Complete guide to senior livingFind senior living facilities near you
About Nursing HomesNursing homes provide short-and long-term care for seniors who have physical or mental health conditions that require 24-hour nursing and personal care.Complete guide to Nursing Homes
About Senior ApartmentsSenior apartments offer accessible, no-frills living for seniors who are generally active, healthy, and able to live on their own.Complete guide to Senior Apartments
About Care HomesResidential care homes are shared neighborhood homes for seniors who need a live-in caregiver to assist with activities of daily living, like dressing and bathing.Complete guide to care homes
Veteran ResourcesVA benefits for long-term care, such as Aid and Attendance benefits, can help eligible veterans and their surviving spouses pay for senior care.Guide to VA benefits for long-term care
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10 Best Assisted Living Facilities in Chester, MD

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Assisted living costs in Chester average about $5,307 per month. To find the best assisted living options for your needs and budget, browse through 11 communities in Chester. Our detailed directory has 169 reviews, photos, and lists of available services, amenities, and activities. Assisted living is ideal for seniors who need help with activities of daily living, such as bathing and eating, and prefer a social setting to pursue their interests. These communities offer a variety of dining options, as well as housekeeping services to eliminate daily stresses.

As you explore assisted living near you, you may also want to consider assisted living options in areas like You may also consider nearby communities such as Pasadena, Dundalk and Glen Burnie.

Chester Assisted Living Facilities | 169 Reviews

Showing 11 communities
Last Updated: 12/5/25
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Photo of Sunrise at Bay Village
1414 Photos available
Pricing promotion expiring soon
9.0
Review score
11 reviews
9.0
Review score
11 reviews
5 star
64%
4 star
18%
3 star
18%
2 star
0%
1 star
0%
See all reviews
My mother spent a year at Bay Village. She has dementia, and had just come off an especially difficult cancer treatment and a feeding tube. The staff did an amazing job helping her try to eat by mouth again...
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
Sunrise at Bay Village is a state-of-the-art Assisted Living and Dementia Care community nestled on 3 acres of a tranquil wooded setting while still being convenient to shopping and downtown Annapolis. Staying true to the vision of Annapolis, Sunrise at Bay Village has planned a community that...
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Photo of Sunrise of Annapolis
1515 Photos available
44 Floor plans available
Pricing promotion expiring soon
8.9
Review score
64 reviews
8.9
Review score
64 reviews
5 star
50%
4 star
33%
3 star
9%
2 star
5%
1 star
3%
See all reviews
The staff is amazing! Everyone that works at Sunrise is helpful and professional. They spend a great deal of time with residents, and develop relationships with family and friends. Highly recommend Sunrise...
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
Sunrise of Annapolis is conveniently located on Bestgate Road in Annapolis, close to Anne Arundel Medical Center, Annapolis Mall and scenic historic Annapolis. We pride ourselves in having a truly caring staff that has served our seniors for many years and have been awarded the 'Best Assisted...
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Photo of Annapolitan Assisted Living
1414 Photos available
8.7
Review score
10 reviews
8.7
Review score
10 reviews
5 star
70%
4 star
30%
3 star
0%
2 star
0%
1 star
0%
See all reviews
Very friendly staff, very helpful. Lots of activities every day. The shared rooms are adequate. The private room is very large and roomy.
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
Annapolitan Assisted Living is one of Annapolis' premier assistedliving communities. We offer independent living for all of our residents,regardless of their need for assistance. Our residents live in their ownapartments in a community of their peers. What they do, how and when theydo it is...
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Photo of Queenstown Landing
11 Photo available
8.5
Review score
3 reviews
8.5
Review score
3 reviews
5 star
100%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
See all reviews
My loved one was previously a resident at Queenstown Landing and the facility was spotless. The staff was friendly and they were very accommodating. They tried to make all of the activities special,...
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
See details
Photo of HeartHomes at Bay Ridge
11 Photo available
8.5
Review score
28 reviews
8.5
Review score
28 reviews
5 star
36%
4 star
53%
3 star
7%
2 star
4%
1 star
0%
See all reviews
We really like HeartHomes. [name removed] is well taken care of. Staff really know the patients. Small facility. Names, quirks, likes and dislikes. Family members welcome. The place is quiet and...
Provides: Assisted Living, Memory Care
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
We pride ourselves on personalized, professional care that comforts each of our residents as family members in his or her home. Each resident is cared for based on his or her needs and the personal desires he or she requests. We offer options and choices to suit your individual needs and are...
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Photo of Celebration Villa of Manresa
99 Photos available
22 Floor plans available
8.4
Review score
47 reviews
8.4
Review score
47 reviews
5 star
49%
4 star
34%
3 star
9%
2 star
4%
1 star
4%
See all reviews
The people at Manresa are wonderful however I must say whoever the corporation that owns them is having difficulty with things like keeping the elevator working properly or keeping the buttons working...
Provides: Assisted Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Celebration Villa of Manresa is an assisted living community in Annapolis, Maryland. At Celebration Villa, our focus is to support our residents’ independence and overall wellness. We treat all residents as respected members of our family. We understand the importance of our residents having a...
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Photo of The Peartree House Assisted Living at Shadow Oak - Pasadena, MD
11 Photo available
7.0
Review score
5 reviews
7.0
Review score
5 reviews
5 star
40%
4 star
40%
3 star
20%
2 star
0%
1 star
0%
See all reviews
My mother has been a resident for a year at PearTree. We have found the staff very friendly, experienced, and able to assist with all her needs as she is bed dependent and also has dementia. Although it's...
Provides: Assisted Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Peartree Assisted Living at Shadow Oak is a newly built assisted living facility located conveniently between Baltimore and Annapolis, and less than 1 hour from Washington, DC. We are owned and operated by five Registered Nurses. Our comfortable setting is designed for 15 residents - each with...
Photo of Arcadia of Chester
55 Photos available
Provides: Assisted Living, Memory Care, Residential Care Home
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
Care Homes: Residential care homes are shared neighborhood homes for seniors who need a live-in caregiver to assist with activities of daily living, like dressing and bathing.
Arcadia of Chester has 15 private and semi-private rooms. This location features a large living area, as well as a garden walking path, patio, and tiki bar. A note from our Founder & CEO, Donna Poole:In 2003, I was 35 years old with 3 young children and running an accounting business. My...
Provides: Assisted Living, Residential Care Home
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Care Homes: Residential care homes are shared neighborhood homes for seniors who need a live-in caregiver to assist with activities of daily living, like dressing and bathing.
Photo of Jones Acres
Provides: Assisted Living, Residential Care Home
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Care Homes: Residential care homes are shared neighborhood homes for seniors who need a live-in caregiver to assist with activities of daily living, like dressing and bathing.
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Photo of Brightview Annapolis
5 star
0%
4 star
0%
3 star
0%
2 star
0%
1 star
0%
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During my mother's time here, she was in the independent living section and the community was always clean and the staff was always friendly and willing to help. When my mother's health declined, they were...
Provides: Assisted Living, Memory Care, Independent Living
Care types provided by this community
Assisted Living: Assisted living facilities offer housing and care for active seniors who may need support with activities of daily living, like bathing, dressing, and medication management.
Memory Care: Memory care facilities provide housing, care, and therapies for seniors who have Alzheimer’s disease or other forms of dementia in an environment designed to reduce confusion and prevent wandering.
Independent Living: Independent living facilities offer convenient, hassle-free living in a social environment for seniors who are active, healthy, and able to live on their own.

Cost of assisted living in Chester, MD

The average cost of senior living in Chester is $5,307 per month. Cheaper nearby regions include Chesapeake Beach, MD with an average of $4,416 per month.

Assisted living costs in Chester, MD, vs. nearby cities

Chester, MD
$5,307/mo

Assisted living costs in Chester, MD, vs. state and national averages

Chester, MD
$5,307/mo
U.S. national average
$4,740/mo

Assisted living costs in Chester, MD, vs. other senior living options

Assisted Living
$5,307/mo
$6,937/mo

Assisted living costs in Chester, MD, by floor plan type

Semi-Private
$6,199/mo
Studio
$7,491/mo
1 Bedroom
$8,799/mo
2 Bedroom
$9,830/mo

Senior living costs in Chester vs. state and national costs

Cost comparison table showing community type costs by location. This table contains 3 rows of data across 4 columns.
Column communityType: Community type
Column destination: Chester, MD
Column state: Maryland
Column national: U.S.
Community typeChester, MDMarylandU.S.
Assisted Living$5,307/mo$5,319/mo$4,740/mo
Memory Care$6,937/mo$6,220/mo$5,004/mo
Independent Living$4,155/mo$3,921/mo$4,203/mo
Assisted Living
Chester, MD:$5,307/mo
Maryland:$5,319/mo
U.S.:$4,740/mo
Memory Care
Chester, MD:$6,937/mo
Maryland:$6,220/mo
U.S.:$5,004/mo
Independent Living
Chester, MD:$4,155/mo
Maryland:$3,921/mo
U.S.:$4,203/mo
Table showing 5 of 3 items. Click to show less.
Table showing 5 of 3 items. Click to show less.

Assisted living costs in Chester, MD, over time

The line graph below shows how monthly assisted living costs have shifted over the past five years in Chester and how those changes compare with state and national trends. The figures represent quarterly averages of what seniors actually paid after moving into A Place for Mom partner communities.

Chester, MDMD stateNational

Assisted living cost trends in Chester, MD

The table below shows how monthly assisted living costs in Chester have changed in the last two years and how those changes compare with state and national trends. The figures represent averages of actual costs paid by seniors who moved into A Place for Mom partner communities in 2023 and 2024.

Cost comparison table showing 2023 and 2024 median costs by location. This table contains 3 rows of data across 4 columns.
Column location: Location
Column cost2024: 2024 average cost
Column cost2023: 2023 average cost
Column percentChange: Percent change
Location2024 average cost2023 average costPercent change
Chester, MD$7,464/mo$6,764/mo+10.3%
Maryland$6,329/mo$6,201/mo+2.1%
National$5,375/mo$5,129/mo+4.8%
Chester, MD
2024 average cost:$7,464/mo
2023 average cost:$6,764/mo
Percent change:+10.3%
Maryland
2024 average cost:$6,329/mo
2023 average cost:$6,201/mo
Percent change:+2.1%
National
2024 average cost:$5,375/mo
2023 average cost:$5,129/mo
Percent change:+4.8%
Table showing 5 of 3 items. Click to show less.
Table showing 5 of 3 items. Click to show less.

Ways to pay for Assisted Living in Chester, MD

Paying for assisted living may seem daunting, but knowing all your options can be empowering. Read about the many private and public payment options that families use to pay for assisted living in Chester.

What families are saying about assisted living in Chester

Recent reviews for assisted living in Chester

Arcadia of Crofton II in Gambrills, MD

4.4
The community has activities. The facility is a very home style setting, small number of patients, the staff is a 4-1 staff ratio. The director is very personable and helpful. The room my brother is in is his and can set it up anyway he wants. It is about as homey as you can get.

Sunlife Assisted Living Home in Bowie, MD

5.0
My father is doing pretty well here at this care home. He is doing better each day. The only issue I had was that there isn't many activities offered. There is only him and one another resident. The good thing is they are willing to work with me to help correct the issue. They do a good job with ...
Read more

Queenstown Landing

5.0
My inlaws reside at Queenstown Landing. My Father In Law recently passed. The kindness and warmth provided to him is beyond words. Exceptional care and interaction with the residents and families. The Staff is Family, and knows their resident's personalities and needs. They have the best ...
Read more

Chester review score based on 37 family reviews

8.4
Review score11 facilities37 reviewsWrite a review
This proprietary review score is based on 37 reviews of 11 Chester assisted living communities. All reviews were submitted in the past two years by verified community residents and family members.
The Chester review score informs your search by letting you see at a glance how assisted living residents and family members rate assisted living in your area. Compare review scores in multiple locations to understand how overall satisfaction rates differ from city to city. Based on recent reviews, the maximum possible score is 10.Methodology: How we calculate our city review scores

Chester review score compared against nearby cities

8.4
Chester, MD11 facilities
8.2
Queenstown, MD325 facilities
8.5
Highland Beach, MD13 facilities

Review subcategories for Chester assisted living

When assisted living residents and family members submit a review on our site, they rate each community on categories such as cleanliness, activities, meals, and more. The chart below is based on 37 reviews of 11 Chester assisted living communities. This chart helps you compare Chester resident and family assisted living satisfaction rates against national averages. Use it to assess your needs and develop criteria for your own search. If you know that one of these categories is important to you or your loved one, our senior living advisors can help you find communities to match your needs.
Chester, MD averageNational average
Cleanliness
3.8
4.1
Friendliness
4.1
4.2
Care services
3.6
3.8
Staff
3.9
4.0
Meals & dining
3.2
3.7
Activities
3.1
3.7
Value for cost*
3.6
3.7
0.01.02.03.04.05.0
*Learn more about cost details

Chester assisted living services and amenities

These charts highlight some of the many care, dining, and entertainment offerings available in Chester assisted living communities. They don’t represent all possible services and amenities available at assisted living communities in Chester, but support comparisons against nationwide offerings. Our Senior Living Advisors can help you find communities that fit your preferences.

Availability of select care services in Chester assisted living

Assisted living communities offer a variety of care services and visiting health care providers to meet seniors’ health needs. The chart below shows the percentage of assisted living partners in Chester that offer these care services compared to the percentage of partners that offer them nationally.
Chester, MDNational
Full medication management
Full medication management
63.6%
52.5%
Doctor on call
Doctor on call
63.6%
33.8%
24-Hour awake staff
24-Hour awake staff
90.9%
96.1%
Diabetic care
Diabetic care
90.9%
97.6%
*Visiting health care professionals
*Visiting health care professionals
63.6%
56.7%
Home care agency on-site
Home care agency on-site
27.3%
30%
Non-ambulatory care
Non-ambulatory care
90.9%
96.7%
Respite or short term stays
Respite or short term stays
63.6%
47.6%
Hospice available on-site
Hospice available on-site
63.6%
52.4%
0.0%20.0%40.0%60.0%80.0%100%
*Including nurse, dentist, OT, PT, speech or podiatrist

Availability of select dementia care services in Chester assisted living

Our community partners provide many services to keep residents with dementia or other memory concerns safe and engaged. Below, take a look at what percentage of Chester Assisted Living partners offer the selected dementia care services compared to the percentage of partners nationally.
Chester, MDNational
Dementia behaviors care
Dementia behaviors care
54.5%
51.3%
Specialized memory care training for staff
Specialized memory care training for staff
45.5%
32.5%
Secured community and/or wander guard
Secured community and/or wander guard
54.5%
41.1%
Memory care only community
Memory care only community
36.4%
13.7%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select dietary accommodations in Chester assisted living

Assisted living communities help seniors maintain a balanced diet by accommodating their health needs, allergies, and other restrictions. Below you’ll find the percentage of Chester partners making specific dietary accommodations for seniors compared to the percentage of assisted living partners making those accommodations nationally.
Chester, MDNational
Nutritionist / dietician
Nutritionist / dietician
9.1%
27.2%
Low / no sodium
Low / no sodium
54.5%
40.9%
No sugar
No sugar
36.4%
37.5%
Vegetarian
Vegetarian
45.5%
36.2%
Pureed meals
Pureed meals
18.2%
17.3%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select dining options in Chester assisted living

Our assisted living communities know that seniors want top-quality meals and options for how they dine. The chart below indicates the percentage of Chester communities that offer dining options to their discerning residents compared to our partners nationally.
Chester, MDNational
Professional chef
Professional chef
27.3%
31.5%
Restaurant style dining
Restaurant style dining
36.4%
42.3%
Room service
Room service
36.4%
36.7%
Anytime dining
Anytime dining
27.3%
18%
0.0%20.0%40.0%60.0%80.0%100%

Availability of select programs and activities in Chester assisted living

Senior living communities offer a variety of programming to keep seniors socially, mentally, and physically vibrant. The chart below shows what percentage of partnered assisted living communities in Chester offer the selected activities, amenities, and programs compared to the percentage of partners nationwide.
Chester, MDNational
Activity director
Activity director
45.5%
46.4%
Pet-focused programs
Pet-focused programs
45.5%
31%
Community service programs
Community service programs
27.3%
30.4%
Devotional activities on-site
Devotional activities on-site
54.5%
49.5%
Parties / BBQs / happy hour
Parties / BBQs / happy hour
54.5%
49.3%
Outings / off-site activities
Outings / off-site activities
36.4%
52.3%
Piano or organ
Piano or organ
54.5%
41.3%
Arts and crafts center
Arts and crafts center
36.4%
35.4%
Educational speakers / life long learning
Educational speakers / life long learning
36.4%
38.1%
Clubs / games / karaoke
Clubs / games / karaoke
54.5%
46.8%
Live performances
Live performances
54.5%
46.9%
Dances
Dances
27.3%
30.5%
Fitness center
Fitness center
9.1%
24.6%
Fitness classes
Fitness classes
54.5%
46%
0.0%20.0%40.0%60.0%80.0%100%

State regulations for assisted living in Chester

Safety is a primary concern when seniors and their families look for assisted living. Each state has its own laws and inspection processes to help ensure seniors reside in a safe environment and receive quality care. Learning about Maryland assisted living regulations will help you understand how assisted living communities in Chester protect seniors.
Learn about Maryland assisted living regulationsDownload the Guide to Senior Living Licensure and Inspection Reports
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