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Orange County · Central Florida

Senior living communities in Winter Park, Florida

Compare 27 licensed communities in Winter Park — each with an independent CARES quality score. Free to your family, no referral fees.

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Senior living communities in Winter Park, Florida — compared by independent CARES score, care types offered, and resident rating
CommunityCARESCare typesRatingCity
The Mayflower at Winter Park1620 Mayflower Court10.0Assisted livingCCRCIndependent living+2Winter Park
Griswold Care Pairing1850 Lee Road5.5Assisted livingIndependent livingMemory care+15.09 reviewsWinter Park
Senior Helpers St. Petersburg Winter Park, FL520 N Orlando Ave Suite 1405.4Assisted livingMemory care4.74 reviewsWinter Park
Always First Homecare Companion Service Winter Park, FL7200 Aloma Ave Suite G5.0Skilled nursing4.85 reviewsWinter Park
Allegro2701 Howell Branch Rd5.0Memory care4.55 reviewsWinter Park
View At Winter Park1047 Princess Gate Boulevard5.0Assisted livingIndependent living4.04 reviewsWinter Park
Calirosa Winter Park3045 Aloma Ave5.0Independent living5.02 reviewsWinter Park
The Gardens at DePugh Nursing Center550 W Morse Blvd4.9Skilled nursing4.79 reviewsWinter Park
Summer Time ALF909 North Wymore Road4.9Assisted livingIndependent living4.02 reviewsWinter Park
Senior Helpers - Winter Park, FL520 N Orlando Ave Suite 1404.7Independent living4.74 reviewsWinter Park
Interim HealthCare of Orlando, FL Winter Park, FL1890 SR 4364.4Assisted livingIndependent livingMemory care4.02 reviewsWinter Park
Faith House of Winter Park1604 Bomi Circle4.3Memory care4.32 reviewsWinter Park
Sutton Homes919 Orange Avenue Suite 2004.2Memory care4.23 reviewsWinter Park

Senior living in Winter Park, at a glance

Winter Park has 27 residential senior living communities listed with us in Orange County, part of Florida's Central Florida region: 13 offering assisted living, 11 offering memory care, 11 offering independent living, 7 offering skilled nursing. Many campuses offer several care levels, so a resident can move between them without leaving the people and places they know.

Because Florida has seen active ownership turnover in the recent M&A wave, we track each community's current record — so what you see reflects who runs it today, not two owners ago. Every scored community below carries a CARES score built from care, dining, social life, amenities, and facilities. For budgeting, Florida's statewide median for assisted living is about $5,610/month (Genworth); exact pricing in Winter Park depends on care level and apartment — ask CARA for current quotes.

Common questions about Winter Park senior living

How many senior living communities are in Winter Park, Florida?

Senior Community Stars lists 27 residential senior living communities in Winter Park (Orange County) — 13 offering assisted living, 11 offering memory care, 11 offering independent living, 7 offering skilled nursing. Many communities offer more than one care level on the same campus.

How much does senior living cost in Winter Park?

Community-specific pricing varies with care level and apartment, so we don't guess at it — ask CARA or the community for a current quote. As a statewide baseline, Florida's median assisted living cost is about $5,610/month, and a semi-private nursing home room runs about $10,342/month (Genworth Cost of Care data).

What's the difference between assisted living and memory care?

Assisted living helps with daily tasks — bathing, dressing, medication — while residents stay largely independent. Memory care is a secured setting with staff trained specifically for Alzheimer's and dementia, higher supervision, and programming built around cognitive decline. Many communities offer both, so a resident can move between them without changing campuses.

How are Winter Park communities scored?

Every scored community gets an independent 0–10 CARES score built from five dimensions — care, dining, social life, amenities, and facilities — computed from each community's published information and aggregated public reviews, the same consistent way for every community. No community pays us, so no score is ever for sale. (See exactly how it works on our CARES methodology page.)