Cypresswood Golf and Country Club Homes for Sale, Winter Haven FL

About Cypresswood Golf and Country Club

Cypresswood Golf and Country Club is in southeast Winter Haven, in the 33884 ZIP, off Cypress Gardens Boulevard and close to the Legoland Florida area. The course dates to the early 1970s, and homes were added in phases afterward, so buyers see a mix of single-family homes, townhomes and condo-style homes from several decades, with streets such as Plantation Road, Oak Tree Lane and Greenfield Road wrapping around the course. Residents get a clubhouse with a restaurant and bar, a pool, fitness center, tennis and pickleball courts and a playground. The club is semi-private and owned by Cypresswood Golf and Country Club LLC, and it does not require members to live in the community. That makes golf a choice for owners rather than a fixed cost. Because the housing spans different eras and associations, compare age of roof and systems and the scope of each HOA when looking at homes in different sections.

The golf at Cypresswood Golf and Country Club

The Cypresswood course is an 18-hole Ron Garl design and among the older layouts in Winter Haven, dating to the early 1970s. It is semi-private and owned and operated by Cypresswood Golf and Country Club LLC, which means outside golfers can book tee times and members get added privileges. The club offers four membership types, including golf, recreation and wellness options, so residents who do not play can still use the pool, fitness center and racquet courts through a non-golf category. Members do not have to live on-site. The clubhouse restaurant and bar serve both golfers and the wider community, and the club runs a regular social and league calendar. Its age gives the course mature trees that many newer Polk County layouts lack, which adds shade and definition to the fairways.

Is club membership required in Cypresswood Golf and Country Club?

Optional. Cypresswood is a semi-private club owned and operated by Cypresswood Golf and Country Club LLC. Members do not have to live in the community, and the club offers four membership types including golf, recreation and wellness.

Want the current HOA, CDD and club numbers for a specific home? Ask me and I will pull them from the listing and the association.

Living in Cypresswood Golf and Country Club: location and lifestyle

Winter Haven is known as the Chain of Lakes city, and Cypresswood sits close to several of those lakes, which are popular for boating, skiing and fishing. Legoland Florida, built on the former Cypress Gardens site, is a few minutes away. Downtown Winter Haven, with its restaurants and Central Park, is about 10 minutes north. Lakeland is about 25 minutes west, and the drive to Tampa runs through Lakeland to I-4 or the Polk Parkway. Shopping along US 17 and Cypress Gardens Boulevard covers daily errands. AdventHealth Lake Wales and Winter Haven Hospital are both within reach for medical care. The South Lake Howard and Lake Shipp area nearby has public boat ramps, so owners with a boat can be on the water within minutes. The Winter Haven Chain of Lakes connects more than a dozen lakes by canal, which is unusual for inland Florida.