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.


Amanda Bayles, RN

Amanda Bayles, RN

Assisted Living Manager We are pleased to welcome our New Assisted Living Manager Amanda Bayles!
Jennifer Giddings

Jennifer Giddings

Director of Nursing We are pleased to welcome our New Director of Nursing Jennifer Giddings!

                    MISSION & VISION



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Westchester of Winter Park provides coordinated,
comprehensive services to meet the care needs of the individual
resident and patient. The interdisciplinary team members will
collaborate with residents, patients, families, and staff to develop an
individualized plan of care for each resident and patient.
We strive to meet or exceed our customers’ expectations each and every
day, while promoting our core values: Communication, Compassion,
Dignity, Empathy, Integrity, Pride, Respect and Responsiveness.


Westchester of Winter Park will endeavor to be responsive
to the ever-changing needs of the communities we serve. We will facilitate
resident, patient and family involvement and, by integrating into our
community, we will be the provider of choice for long term care in our
community. We will foster an environment that encourages learning and
embraces diversity in order to support the professional growth and
development of our staff members.