Discover, Connect, Belong
From interactive classes and hands-on wellness workshops to chef-led tastings, seasonal celebrations, and educational seminars, every month brings new opportunities to experience life at Legend. Each event is thoughtfully designed for you and your loved ones to explore our community, make new connections, and share in the joyful moments that make life meaningful.
Twisted Stems & Autumn Sips
Join us at Windsor Pointe for a cozy afternoon of creativity, conversation, and seasonal charm as we paint beautiful fall-inspired wine glasses together. Enjoy complimentary wine, light bites, and guided painting while experiencing the vibrant lifestyle and welcoming atmosphere residents at Windsor Pointe enjoy every day. No artistic experience needed — just come ready to relax, socialize, and celebrate the season with us.
Windsor Pointe of Jacksonville
4060 San Pablo Pkwy, Jacksonville, FL 32224
Get the Most from Medicare with Confidence
Do the choices that come with Medicare leave you feeling overwhelmed and a little frustrated? You aren’t alone! Most of us are not fully confident when it comes to making the most of our Medicare benefits. Choose to join us and learn more about Medicare so that you can be the one who is certain about your choices this year and every year following.
The Windsor of Gainesville
3605 NW 83 St, Gainesville, FL 32606
What’s It Worth? Antiques & Treasures Appraisals
Join us as local expert Toby Coriell shares recent trends in the antiques and collectibles market, and appraiser Jeremy Bus reveals what your antiques, collectibles, and personal treasures are really worth today. Number of appraisals performed is limited. Attendees can each bring 1-2 items for possible appraisal, time permitting.Â
The Windsor of Venice
1600 Center Rd, Venice, FL 34292
The team at the Windsor of Cape Coral continues to go above and beyond in caring for residents. My mother has lived at the Windsor for five years. She is loved and treated with dignity every day by the staff members. I am so grateful she can live in such a lovely place. BRAVO to each caregiver who makes such a difference!”
Constance Krug
Explore Our Lifestyle
Where Every Day Feels Like a Gift
With sunlit spaces and associates who truly care, each Legend community in Florida invites you to live with ease, purpose, and joy.
Our offerings
Every Detail Designed for Living Well
It’s the little details—shared meals, uplifting programs, welcoming spaces—that create a life of comfort and connection. Across all our communities, you’ll find:


