Best Assisted Living in Winter Park, Florida
11 communities found
Winter Park has 11 assisted living communities, all residential rather than agency-based, with 7 of them rated and an average score of 4.5 across 299 reviews read. Sizes vary, with 4 large, 3 mid-sized, and 1 small community among the 8 with known unit counts, and no published pricing is currently available for the market.
- 11communities
- 4.5average rating, 7 rated
- 299family reviews read
- 1small homes, 10 or fewer
Allegro Senior Living Winter Park, FL
Winter Park, Florida
4.7(110)
Assisted LivingIndependent LivingMemory Care
From $5,550/moWatercrest Winter Park
Winter Park, Florida
4.7(83)
Assisted LivingMemory CareRespite / Short-Term Care
Prevail Homes Residential Assisted Living Facility
Winter Park, Florida
5(10)
Assisted Living
Marie's Manor Assisted Living
Winter Park, Florida
5(9)
Assisted Living
Alabama Oaks Assisted Living
Winter Park, Florida
4.6(9)
Assisted Living
View At Winter Park
Winter Park, Florida
5(2)
Assisted Living
Fremont Manor
Winter Park, Florida
Assisted Living
Lotus Home of Winter Park
Winter Park, Florida
Assisted Living
Westchester of Winter Park
Winter Park, Florida
4.1(66)
Assisted Living
Aiden Springs Assisted Living
Winter Park, Florida
3(2)
Assisted Living
Summertime Ret. Living Wymore Rd.
Winter Park, Florida
3.3(8)
Assisted Living
Best-rated assisted living in Winter Park
Ranked by family rating, weighted by how many families have reviewed each one. No community pays to appear here.
- 1
Allegro Senior Living Winter Park, FL
4.7 (110 reviews)· Assisted Living, Independent Living, Memory Care· 105 units
Allegro draws heavy praise for activities, dining, and attentive staff, though some reviews raise concerns about memory care staffing and billing accuracy.
- 2
4.7 (83 reviews)· Assisted Living, Memory Care, Respite / Short-Term Care· 118 units
Watercrest is often called a beautiful, resort-style community with attentive staff, though a few reviewers report serious staffing and care lapses.
- 3
Prevail Homes Residential Assisted Living Facility
5 (10 reviews)· Assisted Living· 8 units
Prevail Homes is a small, single-family setting praised for personalized attention, with owner Marie Prevail credited for warmth and clear communication.
- 4
5 (9 reviews)· Assisted Living
Marie's Manor is a small, home-like community where owner Janelle and staff are praised for compassionate, hands-on care, including during end-of-life stays.
- 5
4.6 (9 reviews)· Assisted Living· 19 units
Alabama Oaks is a small, home-like community where most reviewers praise attentive staff, though one review described a serious incident of alleged neglect.
- 6
4.1 (66 reviews)· Assisted Living· 121 units
Westchester draws praise for spacious rooms and its current administration, though some families describe slower response times tied to earlier staff turnover.
- 7
Summertime Ret. Living Wymore Rd.
3.3 (8 reviews)· Assisted Living· 114 units
Summertime Ret. Living is described as a modest, affordable option with caring staff, though one reviewer found the atmosphere cold.
What families say about assisted living in Winter Park
Counted across the review summaries of 11 Winter Park communities: the share whose families mention each theme.
Families most often praise caring, attentive staff, mentioned in 64% of the 11 communities, along with activities and social life and the condition of buildings and grounds, each cited by 45%. At the same time, cost and billing concerns come up in 73% of feedback, and communication with families is flagged in 55%, so cost transparency and staying in the loop appear to be recurring friction points even where care quality is praised.
Praised most
- Caring, attentive staff 64%
- Activities and social life 45%
- Building and grounds 45%
- Management 36%
- Value for money 36%
Concerns raised
- Cost and billing 73%
- Communication with families 55%
- Staff attitude 27%
- Staffing levels and turnover 27%
“Prevail Homes provides a warm, welcoming, and truly caring environment. The staff is professional, attentive, and genuinely dedicated to the well being of every resident. The home is clean, comfortable, and feels just like family. Highly recommend for anyone looking for quality and compassionate assisted living care.”
“After touring many facilities I found Watercrest to be the most charming, accommodating, well kept, with the most affable staff. The food is very good and the activities are very fun. Family night is a great way to experience the heart of Watercrest.”
“The team truly loves and care about the residents like they are family! Thats exactly what you want in a community. Brittney truly cares and connects with the families and residents. Also, the housekeeping team is also exceptional!”
Assisted Living in Winter Park: the figures
- •Of the 8 with a known size, 1 have ten residents or fewer, 3 have 11 to 60, and 4 have more than 60.
- •Most common amenities: emergency call system (9), medication management (9), 24-hour staff (9), housekeeping (9), wheelchair accessible (9), social activities (8).
How families pay for assisted living in Florida
In Florida, as elsewhere, most families start by paying privately for assisted living, memory care or independent living, often drawing on savings, retirement income and, in many cases, the proceeds from selling a home. Long-term care insurance, when a parent or spouse purchased a policy years earlier, can also help cover these costs, though the specifics of what's covered vary by policy. Veterans and surviving spouses who meet eligibility requirements may qualify for VA Aid and Attendance, a benefit that can be applied toward the cost of care.
The full picture for the state: Assisted Living in Florida.
Assisted Living near Winter Park
Cities within about 35 miles with senior living inventory, and how families rate it.
| City | Communities | RatingAverage rating | Distance |
|---|---|---|---|
| Maitland3.3 mi | 14 | 4.3 / 5 | 3.3 mi |
| Altamonte Springs5.8 mi | 12 | 4.2 / 5 | 5.8 mi |
| Winter Springs6.4 mi | 6 | 4.5 / 5 | 6.4 mi |
| Longwood7.4 mi | 9 | 4.2 / 5 | 7.4 mi |
| Orlando8.2 mi | 97 | 4.1 / 5 | 8.2 mi |
| Oviedo8.6 mi | 7 | 4.4 / 5 | 8.6 mi |
| Apopka10 mi | 11 | 4.4 / 5 | 10 mi |
| Lake Mary10.9 mi | 8 | 4.3 / 5 | 10.9 mi |
All of Florida: Assisted Living in Florida. Closer to home? Compare assisted living near you, sorted by distance.
About these figures
Computed on November 5, 2026 from the 11 communities listed in Winter Park, 299 public family reviews on Google, Yelp and MyLivingChoice, state licensing records and, for nursing homes, CMS Care Compare. The best-rated list ranks communities by average family rating weighted by how many families have reviewed each one, so a 4.9 from three reviews does not outrank a 4.7 from two hundred. No community pays to appear in the best-rated list or in these figures; sponsored and partner listings in the directory results are marked as such. Figures refresh as listings and reviews change; the written summary was last revised September 25, 2026.
Reading on this
Guides from MyLivingChoice that families in Winter Park ask about.
- Home Care in Florida: Agencies, Medicare Home Health Ratings, and What It Costs
- Can a Senior Move From Assisted Living to Memory Care? What Families Should Know
- Nursing Home vs. Assisted Living: Which Level of Care Does Your Loved One Actually Need?
Not in Winter Park? Assisted living near me finds communities around wherever you are.
Assisted Living in Winter Park: Common Questions
How many assisted living communities are in Winter Park, Florida?
MyLivingChoice lists 11 assisted living communities in Winter Park, Florida, each with photos, care details, and reviews from families.
Which assisted living communities in Winter Park are rated highest?
Based on combined ratings across Google, Yelp, and MyLivingChoice reviews, top-rated options include Prevail Homes Residential Assisted Living Facility (5★, 10 ratings), Marie's Manor Assisted Living (5★, 9 ratings), Allegro Senior Living Winter Park, FL (4.7★, 110 ratings).
What types of senior care are available in Winter Park?
Beyond assisted living, Winter Park has home health (10 communities), at-home care (9 communities), skilled nursing / long term care (7 communities), independent living (2 communities), memory care (2 communities). Every option is listed with photos, reviews, and contact details.
How do families rate assisted living in Winter Park?
Families rate Winter Park assisted living communities 4.5 out of 5 on average, across 299 public Google reviews of local communities.
What do families praise, and complain about, in Winter Park assisted living communities?
Across the review summaries of 11 Winter Park communities, the most common praise is caring, attentive staff (mentioned for 64%), activities and social life (mentioned for 45%), building and grounds (mentioned for 45%). The most common concerns are cost and billing (73%), communication with families (55%), staff attitude (27%).
Are there small assisted living homes in Winter Park?
Yes. Of the 8 Winter Park communities with a known size, 1 has ten residents or fewer, 3 have 11 to 60, and 4 have more than 60. Small licensed homes are listed here alongside large communities, which most directories skip.
Prefer to stay home?
Home care agencies serving Winter Park bring help to the house: daily living, companionship, and respite for family caregivers.
