558 N Semoran Blvd, Winter Park, FL 32792


Westchester of Winter Park is an assisted living community for mature adults where they can enjoy life to its fullest.

We believe independence is a quality of life to be cherished, preserved and enhanced. Residents of Westchester of Winter Park are treated with genuine concern and respect and encouraged to maintain their highest level of independence while becoming a member of our community and enjoying all we have to offer.

Westchester of Winter Park is a licensed assisted living facility located in Winter Park, Florida (License AL#7289) for 120 residents. We have been serving our community for over 25 years, and have many long term employees as well as long term residents.

We are located close to several local hospitals and clinics including: Florida Hospital – Winter Park, South and Alamonte, Veteran’s Administration Clinic, Orlando Health South Seminole, Arnold and Winnie Palmer Hospitals, Orlando Health and MD Anderson Center.


We provide each resident individualized help with their daily routine, such as dressing, grooming, bathing, dining and remembering to take their medications.

We understand that becoming older may require a certain amount of additional care and attention. We are committed to providing that extra care while helping our seniors to maintain an independent and fulfilling life.

Services include:

Licensed Practical Nurse on duty 24-hours a day
Certified Nursing Assistants on duty 24-hours a day
Health and wellness checkups
Personal supervision
Assistance in daily living (bathing and dressing)
Fine dining in a restaurant style formal dining room
Special diets accommodated
Assistance with self-administration of medication
Home health agency on site
Prescription delivery service
Housekeeping and laundry service
Linens provided
Scheduled social and recreational activities
Recreation room with television
Arrangements for physician appointments and transportation

Accommodations Include:
Studio and two bedroom suites
Individual air conditioning and heating
Services available at additional charge:
Personal telephone in room
Cable TV
Barber and beautician services

Pricing & Room-Types
  • Semi-private
  • Private Roome
  • Studio
  • 1-bedroom
    Not available
  • 2-bedroom
    Not available
Response to COVID

The facilities mitigation plan to minimize the risk of Covid-19 spreading includes:

If you would like to schedule a visit with your loved one, or for additional information on our visitation policy please contact us and a staff member will gladly assist you.
Employee and Health Care Professional screenings
Infection control education
Use of personal protective equipment, with adequate supplies
No group activities and/or communal dining


558 Semoran Boulevard, Winter Park, Florida 32792, United States

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