Carefree Country Club is an active 55+ resident-owned community located on the shores of Lake Bess in Winter Haven, Florida. Carefree has its own private 9-hole golf course along with numerous other amenities which include a large, geo-thermally heated pool; bocce, tennis, Pickleball, and shuffleboard courts; bean bag toss area; billiards; library; fitness center; boat launch area with dock; and a 5-acre wilderness area. Our large colonial style clubhouse hosts a multitude of community functions throughout the year (dinners, dances, holiday events, cards, fitness classes, Sunday church service and other special events). You’ll find it a pleasure to live in this gated and beautifully landscaped senior community.
Carefree is set on 107 acres. As a cooperative, each membership includes 1/500 ownership of common grounds and amenities. Members own their own homes and hold proprietary leases on their lots which can be sold, transferred or willed to heirs.
Reasonably-priced association fees include access to all amenities including golf privileges, lawn maintenance, garbage disposal, recycling, sewer and water. The office is open year-round and has full-time management and maintenance staff.
Enjoy good health —
Keep up the pace at indoor exercise classes and aqua-fit classes, take advantage of the fitness center or just walk around our gated community. Medical issues can be addressed at nearby urgent care and other clinics and hospitals. Feed your spirit, too, at chapel services and Bible studies.
Enjoy creativity – –
Classes and interest groups focus on various arts and crafts, including painting, jewelry making, quilting, and more.
Enjoy the Sun – –
Membership does have its privileges – like free golf; large geo-thermally heated pool with lounging area and spa, bocce, tennis, Pickleball and shuffleboard courts; bean bag toss; or a stroll around the 5-acres wilderness area.
Enjoy Friends – –
A stranger today is a friend tomorrow at Carefree. Join in on any, or all, of Carefree’s activities lots of different card games, dances, dinners, movie and music nights, coffee club, special and holiday-themed events, weekly golf events and annual tournaments, fishing, organized groups such as biking, bowling and lots of committees that are always looking for new volunteers.
Active Retirement Community in the Heart of Florida
Conveniently located near popular attractions and facilities
Legoland Disney’s Magic Kingdom EPCOT Animal Kingdom Hollywood Studios Universal Studios Sea World Busch Gardens Kennedy Space Center Bok Tower Daytona Int’l Speedway Orlando Airport Florida beaches Great shopping