Timeless Living in Ocala

The Windsor of Ocala

Starting at $5,715 /month
Just minutes from Ocala’s historic district, The Windsor of Ocala is tucked among the trees in a quiet neighborhood. The residence offers assisted living and memory care services in our friendly Ocala community.

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Joy is here

A trusted approach to senior living

At The Windsor of Ocala, you’ll find more than care—you’ll find a rhythm of life that feels reassuring and meaningful. From evening strolls to a game of cards or bingo with friends, every detail reflects comfort, dignity, and connection. In the summer, the grounds come alive with events in the fresh air, adding to the vibrant, social atmosphere that defines our community. It’s classic living with everything you want, and all the opportunities to connect you need.
Care and Living Options

Personalized support, shaped around you

Life at The Windsor of Ocala brings together everything you need in one place, including comfort, connection, and care that adapts as life does. With every level of service thoughtfully designed to support your well-being, you can relax knowing The Windsor of Ocala will always feel like home.

Assisted Living

Everyday assistance provided with dignity, so you can focus on the things you enjoy most. Our associates are here 24/7 with steady, dependable support.

Memory Care

Specialized care built around familiar routines and trusted therapies that create comfort, recognition, and belonging.

Join in on the fun

Upcoming Events at The Windsor of Ocala

Jan 28, 2026 2:00PM – 4:00PM

Creating Canvas

Whether you’re a beginner or experienced, this class is for you. Learn painting techniques, explore vibrant colors, and create your own canvas masterpiece to take home. No experience required —just bring your creativity and enthusiasm!

The Windsor of Ocala
2650 SE 18th Ave, Ocala, FL 34471

Each day offers something fresh

Programs that bring comfort and connection

When you first arrive at The Windsor, you may not be sure what to expect. But for many, it doesn’t take long to feel the “spark.” A morning walk with a new friend, a spur of the moment art class that reignites your love of drawing (which might come in handy with grandkids) and the quiet sense of peace knowing your needs are personally cared for.
Choose Your Perfect Fit

A variety of options for everyday living

Find the space that feels just right. Our variety of floor plans combines comfort and practicality for everyday living. Whether you love to gather with friends or unwind in a space all your own, each apartment offers the freedom to make it truly yours. Explore all the available layouts on our apartments page and see how natural home can feel.
Senior smiling on couch

Life happens here

It’s a new day. And there is no lawn to mow, plumbing to fix or long “To Do” List. Take a look below, what combination of activities and amenities will it be today?
Activity Room
Activity Room
Bistro Café
Bistro Café
Country Kitchen
Country Kitchen
Courtyard
Courtyard
Deficiency Free
Deficiency Free
Dining Room
Dining Room
Fitness Center
Fitness Center
Hair Salon
Hair Salon
Hurricane Design
Hurricane Design
Post Office
Post Office
Private Dining
Private Dining
Spa
Spa
Sun Room
Sun Room
The Neighborhood

There is Always Something to Do in Ocala

Just around the corner from the Appleton Museum of Art and the World Equestrian Center, residents of Ocala enjoy cultural events and world-class equestrian activities. Add in nearby Tuscawilla Art Park, and every day feels rich with variety.

Every day offers meaning & purpose

Life at The Windsor is centered on relationships and a lively courtyard that brings people together. Friends gather for coffee, associates stop by to chat, and families are always welcome. Music, games, and group events often fill the space, creating a social rhythm that makes each day feel vibrant. Every moment offers new chances to enjoy the steady comfort of a place that brings a new sense of life and all its possibilities.

We recently moved Mom over to the Windsor of Ocala and what can I say…Amazing..She absolutely loves it and can’t say enough about the staff…Kristen, Brenda, Shavonne, Brittany, to name a few. She recently had a minor fall, and the care she received was fantastic. The Windsor goes that extra step to make sure her stay is enjoyable. I would highly recommend Windsor of Ocala!!!!!

Connected communities, quality care

Alongside The Windsor of Ocala, you’ll find other residences in the area that share the same commitment to dependable care and everyday comfort. Each has its own character while carrying forward Legend Senior Living’s values of dignity, support, and connection.

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