As a Charter Resident, receive top priority for selecting your apartment layout and location among many other exclusive benefits. Charter Residency is a limited time offer. Call today to learn more about why we are the leader in senior living options!
Trailwinds offers a relaxed lifestyle surrounded by Wildwood's natural beauty and vibrant recreational options. Ideally located near several exceptional golf courses, Trailwinds is perfect for golf enthusiasts. Plus, the Villages, Brownwood Paddock Square, and Lake Sumter Landing are just a short drive away, offering plenty of shopping, dining, entertainment, and fun things to do. Trailwinds is all about comfort and enjoyment, making this all-inclusive senior community an easy place to call home.
Schedule a tour and join us for lunch. Discover why Trailwinds is the ideal choice for your next chapter.
It means everything for one monthly rent with no buy-in fee or long-term lease. It means spending time doing the things you love, instead of doing chores like cooking, cleaning, or maintaining a home.
A resort lifestyle means choice and flexibility. It means doing as much or as little as you want to do. Happy hour, fitness classes, trips to the mall or trips abroad... It means living life to the fullest.
We take great pride in recognizing what brings a smile to your face every day in our all-inclusive community.
Retire Well. Retire Here. Discover a higher standard of senior living.
We've thought of everything. The value and luxury built into our long list of amenities are what sets us apart. Our month-to-month rent includes no hidden fees. With everything taken care of by our professional staff, you'll have the time and freedom to enjoy all the amenities and services we have to offer!
Full Kitchens
Custom Cabinets
Designer Countertops
Spacious Walk-In Closets
Washer & Dryer Hook-Ups
Individual Climate Controls
Ceiling Fans
No Fee For Pets
Paid Utilities
Cable TV and Wi-Fi
Our signature Freedom Dining program is our most talked-about amenity among our residents. The program mimics the dining experience of a luxury resort. Professional chefs work hard to provide three wonderful, nutritious meals each day - meals that pair nicely with flexible hours, with snacks always available in between.
Our apartment homes are thoughtfully designed with full open kitchens and spacious closets. Some have patios and some have balconies. Click on the type of apartment home you're interested in to see our layout options.
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1 Bedroom 
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2 Bedroom 
2 Bedroom 
2 Bedroom 
2 Bedroom We participate in the RLC Travel Program, where residents can stay for free in the guest suites of our sister communities.
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