Senior living in Winter Park

Senior Living Communities in Winter Park, FL

Winter Park sits next to Orlando with about 33 listed communities and a median published starting price around $3,500 a month. Compare inspection records and commute time to AdventHealth, then decide whether a larger Orlando campus is also needed.

Free care assessmentCost & license guidesBrowse with inspectionsLow Class I-II listWinter Park cost & inspection guideCost estimator

In Orange County

Communities
33
Median starting price
$3,500/mo
Avg. rating
3.7 / 5
Showing availability
100%
With inspections
14

Browse by care type

Independent LivingAssisted LivingMemory CareNursing HomeContinuing Care Retirement CommunityActive Adult 55+Respite CareHospiceAdult Day Care

Senior living listings

Assisted Living

Westchester Of Winter Park

Winter Park, FL 32792

$3,500–$4,550/mo
monthly range

Westchester Of Winter Park is a licensed assisted living facility in Winter Park, Florida (Orange County). Licensed capacity is 121 beds. Specialty license(s): Assistive Care Services, Limited Nursing Services.

121 bedsOrange CountyIn ReviewAssistive Care ServicesLimited Nursing ServicesCMS 2/5AHCA licensedRobert SchoenfeldNot-For-ProfitSpeech TherapyOccupational Therapy
10 deficiencies· Fines $18,000
II 2III 8

About senior living in Winter Park

Families researching senior living in Winter Park, FL usually compare care level fit, monthly cost, location near relatives, and recent inspection history. In our directory, the median published starting price for senior living here is $3,500/mo. Ask each community for an all-in estimate that includes care fees and community fees. 14 listings show AHCA or CMS deficiency records totaling 116 findings. Open a community’s deficiencies page to review Class 1–4 detail before you tour. Florida licenses assisted living facilities through AHCA. Ask which specialty licenses a community holds (such as Extended Congregate Care, Limited Nursing Services, or Limited Mental Health) and what that means if care needs increase. A 2026 law also created a Memory Care Services license. AHCA rules are due by June 1, 2027, so ask memory care programs how they plan to comply. FindRetireHome advisors help families in Winter Park and across Florida shortlist communities at no cost.

Frequently asked questions

How many senior living communities are in Winter Park?

FindRetireHome currently lists 33 senior living communities in Winter Park, FL. Counts update as new facilities are verified.

What does senior living typically cost in Winter Park?

Based on published starting prices in our directory, the median is From $3,500/mo. Actual costs vary by care level, room type, and services. See our Florida cost guide for metro comparisons.

Are there openings for senior living in Winter Park right now?

About 100% of listed communities currently show availability.

How do I review inspection history for senior living in Winter Park?

14 communities here have published deficiency records (116 total findings). Open the Deficiencies link on a listing for Class 1–4 detail and timelines sourced from AHCA or CMS data.

What Florida ALF licenses matter when choosing senior living?

Florida assisted living facilities hold a Standard license and may add Extended Congregate Care (ECC), Limited Nursing Services (LNS), or Limited Mental Health (LMH). Chapter 2026-102 also created a Memory Care Services license, with AHCA rules due by June 1, 2027. Ask which licenses apply today and how the community will handle memory care once those rules take effect.

How are senior living communities rated in Winter Park?

Listed communities in Winter Park average about 3.7 out of 5 based on published ratings in our directory. Always review recent inspection history and tour in person.

Is FindRetireHome's guidance free for families in Winter Park?

Yes. Licensed senior living advisors help families compare options in Winter Park and across Florida at no cost to you.

Need help choosing care in Winter Park?

Talk with a licensed senior living advisor at no cost. We match families to communities that fit care needs, budget, and timeline.

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