Senior Living & Senior Housing in Winter Garden, FL
Explore 10 senior living and senior housing options in Winter Garden, FL — from retirement communities and independent living to assisted living and memory care. Compare all 10 senior communities in Winter Garden using state-licensed data.
Browse by care type
All communities in Winter Garden, FL
Best for active residents seeking upscale amenities including restaurant-style dining and a fitness center, with memory care available on-site should needs evolve.
400 Lakeview Road
Best for active residents seeking upscale amenities and social engagement, with memory care available on-site should needs evolve.
Best for active residents seeking upscale amenities including a pool and putting green, with memory care available on-site should needs evolve.
12911 Stoneybrook West Parkway
Best for active retirees seeking an upscale, medium-sized community with resort-style dining and a full complement of recreational amenities. The arts studio, fitness center, and outdoor spaces—including a pool and bocce ball court—support an engaging lifestyle.
Nearby cities
Resources for families
What Senior Living Actually Costs
Understand pricing, what drives it, and what to expect.
Does Medicaid Cover Assisted Living?
State waiver programs, eligibility, and how to apply.
When Is the Right Time?
Signs it's time and how to have the conversation.
How to Search Without the Sales Pressure
How referral models work and how to protect yourself.
Affordability Calculator
Estimate how long your resources can sustain costs.
VA Aid & Attendance
Veterans' benefit that can pay for assisted living.
Not sure which community?
Maeve is a free AI senior living advisor. Chat about your family's situation and get a personalized shortlist.
Ask Maeve →