Southwest Florida is extremely popular due to its proximity to the tranquil Gulf of Mexico and relaxing beaches. Most retirement communities in Southwest Florida are very upscale. Southwest Florida which includes Naples, Marco Island, and Fort Myers is very popular among people from the Midwest who can hop on I-75 and shoot right on down to this part of Florida.
Located in the popular Port Charlotte/Punta Gorda area of Florida, Kings Gate offers easy access to beaches, marinas, wildlife sanctuaries, airports, and more, many within a 15-minute drive or less. A friendly, gated neighborhood community for residents age 55 and up, Kings Gate homeowners enjoy access to a recreation center, Olympic-sized swimming pool and spa, tennis courts, on-site activities director, and a variety of resident clubs and social events. Membership to the 18-hole golf course and facilities are additionally available. Prices start in the $300k’s.
Verandah is a beautiful, private, guard-gated golf course community in Fort Myers. Enjoy life among mature oak trees, meandering bike paths and walking trails, and breathtaking views of the Orange River. Verandah offers residents full-service dining options, social events and activities, fitness and recreation options, and 2 spectacular 18-hole championship golf courses: Old Orange, designed by Bob Cupp and Whispering Oak, designed by Jack Nicklaus.
Valencia Trails in Naples, FL offers the best resort lifestyle with a magnificent 42,000 sq. ft. Clubhouse where every day new events, clubs, and entertainment abound. Relax by the pool, grab a bite at the restaurant, catch a show in the social hall, or take a relaxing stroll or jog along the community’s iconic trails. The options are endless!
Designed for 55+ living, the gorgeous contemporary-style single-family homes at Valencia Trails offer the ultimate in style, convenience, and luxury with spacious living areas, impressive gourmet kitchens, and screened and covered patios to make the most of Florida’s beautiful weather year-round. Come home to luxurious standard features including tile roof, brick pavers, stainless steel and gas appliances, designer tile flooring throughout main areas, rich stone exterior finishes and so much more.
Located in Southwest Florida, Babcock Ranch has been designed to help residents live their happiest, healthiest life. Situated on 18,000 acres, adjacent to an extensive wilderness preserve, Babcock Ranch features hiking and biking paths, greenways, and lakes perfect for outdoor adventures.
America’s first solar-powered town, Babcock Ranch houses an 870-acre solar farm operated by Florida Power & Light, and the entire town is outfitted with fiber optic internet for a fully connected lifestyle.
Babcock Ranch features a variety of neighborhoods and home builders, and prices range from the $300's to over $2M.
Cascades at River Hall – Alva, FL
Cascades at River Hall occupies over 2,000 acres of beautiful land just outside of Fort Myers, Florida. The community plan here calls for around 575 single-family homes, as well as a host of amenities like a community clubhouse, outdoor pool, and fitness center. Residents here also have the option of joining the Davis Love III 18-hole golf course for an annual fee.
New homes here range in size from 1,600 square feet to around 2,000 square feet. Prices start in the $300k’s.
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Del Webb Naples – Ave Maria, FL
Del Webb Naples is a massive community of 2,000 attached and single-family homes located in the even larger master-planned community of Ave Maria. Residents here can enjoy amenities like the 12,000 square-foot Oasis Club and the Panther Run Golf Club, plus they also have access to a number of additional amenities in the Ave Maria community.
Homes at Del Webb Naples range in size from 1,438 to 2,611 square feet depending on whether you are looking for a smaller attached villa or a larger single-family home. Prices start in the $300k’s.
Del Webb Oak Creek – Fort Myers

Del Webb Oak Creek is a new 55+ community that just opened in Fort Myers in 2022. Here you’ll find pretty much the same floorplans and amenities offered in other Del Webb communities, but if Southwest Florida is where you want to retire, this place is definitely worth checking out. Prices start in the $300k’s.
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Our Popular Southwest Florida Retirement Articles:
Retirement Spotlight on Naples
Like many southwest Florida communities, Naples brings together the best of shopping, recreation, and beautiful white sand beaches. But residents here would definitely argue that Naples offers the best versions of all three.
Where to Eat, Stay, and Play in Naples
With its reputation as one of the most popular tourist destinations along the Gulf Coast, there is no shortage of great places to eat, stay, and play in and around Naples. From first-class resorts and fabulous restaurants to high-end shopping and championship level golf, there is something for everyone to see, do, and eat in this Florida community.
No matter what you are looking for, you can find it in Naples.
Retirement Spotlight on Fort Myers
Known for offering the perfect combination of recreation and relaxation, Fort Myers contains an endless amount of options including white sand beaches, first-class golf courses, exciting deep-sea fishing, and outstanding shopping.
Where to Eat, Play, and Stay in Fort Myers
Whether you are looking to call the area home or just hanging out there for a long weekend, Fort Myers is the ultimate Gulf Coast Florida tourist destination for a reason. The options are virtually limitless with all of the great restaurants, hotels, and attractions available within a short distance of this amazing beach town.
Is Bonita Springs Southwest Florida’s Best Kept Secret?
Located about halfway between Fort Myers and Naples, Bonita Springs is a beachfront community along the southern Gulf Coast of Florida that is perfect for dog lovers, fishing enthusiasts, and anyone looking to embrace outdoor activities.
Because it fits somewhere in between small-town community and booming tourist destination, Bonita Springs offers a unique hybrid of calm serenity and exciting amenities that ends up making it a perfect fit for many retiring boomers.
Located almost exactly halfway between Sarasota and Fort Myers, Port Charlotte is one of the true hidden gems of Florida’s Gulf Coast, which makes it a natural destination for many boomers looking to enjoy their retirement years.
With more than 400 miles of canals and an equally impressive number of outstanding golf courses, Cape Coral is a prime destination for anything water-related, and the golfing is top-notch as well.