Assisted Living in Winter Park, Florida
15 communities found
There are 15 licensed assisted living communities in Winter Park, Florida (Orange County), ranging from small residential homes to larger communities — 680 licensed beds in total.
Winter Park has a mix of sizes, including 5 small residential homes licensed for six or fewer residents and 4 communities licensed for 100 or more, with a median of 19 beds.
The largest is Westchester Of Winter Park, licensed for 121 residents.
Every community listed here is licensed by the Florida Agency for Health Care Administration (AHCA), and you can compare care types, capacity, and locations side by side without registering or giving out your contact details.
If you're open to a short drive, nearby communities in Orlando, Apopka, Ocoee add more options within Orange County.
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Assisted Living Communities Near Winter Park
Nearby Cities in Orange County
Planning Guides for Families in Winter Park
What Does Assisted Living Really Cost in Florida? A 2026 Breakdown
Florida's assisted living median is $5,610 a month, but the invoice your family actually pays includes care-level tiers, community fees and med-pass charges. Here's a line-by-line look, plus 2026 Medicaid and VA numbers.
Does Medicaid Pay for Assisted Living in Florida? (2026 SMMC-LTC Rules)
Florida Medicaid can pay for care services inside an assisted living facility through the SMMC Long-Term Care waiver — but not the rent. Here's who qualifies, why there's a wait list, and the three agencies you'll deal with.
Who Regulates Assisted Living in Florida? How to Check a Facility's License and Inspections
Florida's AHCA licenses and inspects every assisted living facility in the state. Here's a field-by-field walkthrough of the FloridaHealthFinder.gov lookup, what Standard, ECC, LNS and LMH licenses actually allow, and what a clean license does not promise.
How to Choose the Right Assisted Living Facility for Your Parent
Ten questions that separate a good tour from a great decision — what to ask, what to watch for, and how Florida families can compare communities with confidence.
Frequently Asked Questions
How many assisted living facilities are in Winter Park, Florida?
There are 15 licensed assisted living facilities in Winter Park, Florida (Orange County), with a combined licensed capacity of 680 beds. All are licensed by the Florida Agency for Health Care Administration (AHCA).
How much does assisted living cost in Winter Park, Florida?
Florida's statewide median for assisted living is $5,610 per month for a private one-bedroom, according to the CareScout 2025 Cost of Care Survey, below the national median of $6,200. Prices in Winter Park vary with apartment size, care level, and amenities, so contact communities directly through this page for current pricing.
How do I choose an assisted living facility in Winter Park?
Start by comparing the licensed communities in Winter Park on care type, size, and location, then tour your top two or three. On a tour, ask about staff-to-resident ratios, care plans, month-to-month costs, and what happens if care needs increase.
Are assisted living facilities in Winter Park small homes or large communities?
The median licensed community in Winter Park has 19 beds. 5 of the 15 are small residential homes licensed for six or fewer residents, and 4 are licensed for 100 or more. Small homes tend to offer the same few caregivers every day, while larger communities usually have more activities, amenities, and staff on each shift.
Does Winter Park have memory care or other senior care options?
Florida does not yet issue a separate memory care license, so whether a Winter Park community offers a secured memory care wing, and which specialty licenses it holds (Extended Congregate Care or Limited Nursing Services), has to be confirmed with each community. You can verify any facility's license on AHCA's FloridaHealthFinder, or contact us and a senior care specialist will help you shortlist options at no cost.