Kissimmee, FL Retirement

Current Filters: City: Kissimmee | (Clear All Filters)

There are no communities matching your filters.

Kissimmee, Florida, is a vibrant city offering an exciting lifestyle for active adults 55+. Located near Orlando's world-renowned attractions, Kissimmee provides easy access to theme parks like Walt Disney World and Universal Studios. The city boasts beautiful lakes, such as Lake Tohopekaliga, perfect for boating and fishing. Residents can enjoy a variety of outdoor activities, including golfing at championship courses and exploring the scenic trails in nearby parks. Kissimmee also features a lively downtown area with local shops, restaurants, and cultural events. With its warm climate and diverse entertainment options, Kissimmee is perfect for a dynamic and fulfilling retirement lifestyle.

Browse cities within Florida

Browse Listings in Florida

America's Top 100 Best Master-Planned Communities

Whispering Pines

Whispering Pines is an upscale, gated 55+ resort-style manufactured home community located at 4658 Whispering Pines Blvd in Kissimmee, Florida. ...

1 homes $69,900 - $69,900

4658 Whispering Pines Blvd. Kissimmee, FL 34758

Visit Showcase

The Highlands at Scotland Yards

Peace and well-being are a way of life at Highlands at Scotland Yards, a superbly maintained, 5-star, leisure community in ...

37 homes $55,000 - $167,500

9420 US HWY 301 Dade City, FL 33525

Visit Showcase

Shadow Wood Village - Sun Communities

Welcome to Shadow Wood Village, a 55+ manufactured home community in Hudson, FL, where your dream of Florida homeownership comes ...

11 homes $18,995 - $172,995

14709 Shadowwood Blvd. Hudson, FL 34667

Visit Showcase

Southway Villa

Southway Villa offers an idyllic lifestyle for retirees and snowbirds. Our beautifully manicured, manufactured housing community in Brooksville, Florida resides ...

5 homes $9,950 - $39,999

7070 Daffodil Drive Brooksville, FL 34601

Visit Showcase