Timeless Living in Jacksonville

The Windsor at San Pablo

Starting at $6,665 /month
With Mayo Clinic and Jacksonville Beach nearby, The Windsor at San Pablo offers an active, connected lifestyle in the heart of Jacksonville. Assisted living and memory care support residents in a community purpose-built for comfort, wellness, and connection.

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Seniors hugging
Joy is here

A trusted approach to senior living

At The Windsor at San Pablo, 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 at San Pablo 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 at San Pablo 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 at San Pablo

Jan 07, 2026 11:30 AM – 1:00 PM

NOW SHOWING: JOIN US FOR LUNCH & A MOVIE

Enjoy a great movie and even better company right here in our community. Come ready to relax, make a few new friends, and share an afternoon. We’ll have your seat waiting!

The Windsor at San Pablo
4000 San Pablo Pkwy Jacksonville, FL 32224

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 with grandchild

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
Dining Room
Dining Room
Furnished Balcony
Furnished Balcony
Hair Salon
Hair Salon
Hurricane Design
Hurricane Design
Library
Library
Massage Therapy
Massage Therapy
Movie Theater
Movie Theater
Patio
Patio
Post Office
Post Office
Private Dining
Private Dining
Spa
Spa
Sun Room
Sun Room
Therapy Suite
Therapy Suite
The Neighborhood

There is Always Something to Do in Jacksonville

From trails at Castaway Island Preserve to exhibits at the Cummer Museum, local favorites surround every day with variety. Whether it’s a beach outing or an afternoon shopping at Town Center, residents stay connected to the best of the city.

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.

The Windsor at San Pablo is a beautiful senior living facility. I helped an elderly friend relocate there, and everyone, residents and staff, went out of their way to make her feel welcome. The staff members are very friendly and always ready to help. The Windsor also offers a great variety of activities for the residents to enjoy on a daily basis, and their special events are exceptional. 5 Star Sue Ann Dahl

Connected communities, quality care

Alongside The Windsor at San Pablo, 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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