Cypresswood Golf and Country Club

Course Details

Cypresswood Golf and Country Club

Cypresswood

1099 Clubhouse Rd
Winter Haven, FL 33884-1200

(863) 324-6174

Regulation

Daily Fee Facility

Real Estate Development

18

1974

Bob Schade

Ron Garl

$40 weekend
$30 weekday
$30 twilight

73.1

6912

72

Not Available

Not Available

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Overall Rating 4 out of 5 based on 26 user reviews
Review Date Member Overall Rating
10/23/21
Good
Review Date Member Overall Rating
03/10/21
Review Date Member Overall Rating
01/12/21
Back in 1974 when award-winning golf course designer Ron Garl built Cypresswood Country Club in Winter Haven, FL, not too far from his hometown of Lakeland, it was the talk of the town. Golfers from all over Florida would converge on the course to see what it was all about and during the winter months, tee times were at a premium.

The course has always been in good shape and didn’t require anything other than routine maintenance with no major changes other than a greens renovation in 2000. That was until last year when Operator Bob Schade - who started working at Cypresswood as a golf cart attendant in 1986 and has been a mainstay ever since – and the board of directors of the Community Association decided to give the course a makeover in 2017. They started with an all-new irrigation system in 2018 and then a major facelift in the summer of 2020.

Sadler Site Work was chosen as the contractor and did all of the construction. Schade and his team spent a lot of time on the shaping of the greens to make Cypresswood the most golfer friendly course in the area. Ron Garl would occasionally show up at the course and give Schade and his team some advice and suggestions.

The pandemic that started last spring enabled them to get a lot of work done in a much shorter period of time since there was little to no play on the golf course. Nevertheless, operations were shut down in May. All 18 greens were rebuilt and replanted with TifEagle grass, tee boxes were laser leveled, and bunkers were expanded and flattened; everything geared toward making the course a lot more player-friendly. The focus of this redesign is clear: Hit the shot that the architect intended. In November of 2020, Cypresswood Country Club had its grand reopening. In comparing the course then and now, it is night and day; the course is a lot greener and although the fairways are still growing, it’s a lot plusher than before.

If you’ve played here before, you’ve probably noticed some of the changes, like the coquina-shelled parking area left of the greenside bunker on #8 and the pathway that goes through it.

Number 12 has a completely new look from the White and Gold Tee boxes. The fairway bunker on the right has been greatly enlarged and should come into play more often especially for those trying to cut the corner of this dogleg right par 4. The fairway bunker on the left side was also enlarged.

To me, 17 and 18 are still two holes that can make or break your round. Number 17 is a slight dogleg left par 4 that plays 376 yards from the White tees. Push your tee shot too far right and you can easily find the road, there are fairway bunkers on either side that come into play more often than not. A good drive will leave a short iron or wedge into an elevated green that features a lot of undulation and is well protected by bunkers.

Number 18 is also a dogleg left that plays 402 yards. Hit your drive too far or push it right and you can easily find the water; the fairway bunker on the left has been known to ruin some good scores too. Hit your drive out over the bunkers and you’ll be left with an approach shot of about 150 yards into a relatively flat, long narrow green that is protected with bunkers on either side. The slope that was in the middle of the 18th green was flattened to create more pin placements.

Number 3 has always been one of my favorite holes. This dogleg right par 5 plays 531 yards from the White tees. Water can come into play on the right side off the tee. Trees line both sides of the fairway off the tee and on your layup shot, so hit something you can control. Your approach shot is into a relatively flat, slightly elevated green that falls off on the left side There’s a lot of mounding around the green and a large bunker on the right.

After your round, stop by the Cypresswood Pub. They have all of your favorite adult beverages including ice-cold draft beer, house wines, and mixed drinks, and some of the best clubhouse food in the area. The menu is pretty basic but let me tell you, they have some of the best chicken wings I have ever had and their burgers are second to none. It’s no wonder golfers and non-golfers alike can be found at the Pub for lunch and dinner enjoying some great food!.

Membership at Cypresswood is easy and affordable. There’s no initiation fee – which is surprising with all the money that has recently been put into the facility – and you don’t have to live within this gated community. Best of all, there aren’t a lot of choices, no social memberships, junior memberships out-of-state memberships, or senior memberships to choose from; you’re either a resident of the community or you’re not. Non-residents pay a flat fee of $300 per month for an individual ($450 for a family). Residents pay $250/$375. For that, you’ll receive unlimited cart fees, greens fees, and range balls. Plus you can make tee times up to 14 days in advance. If you prefer to use your own cart, you can do that without an added trail fee; just show proof of liability insurance. That’s it. No food and beverage minimum – although the food is terrific – no pro shop minimum, etc. It’s the best membership value in Central Florida!

There have been a lot of improvements to the golf course and the clubhouse at Cypresswood. The pro shop has a good selection of logoed golf apparel and equipment from PUMA and Cobra as well as several upcoming Cobra Demo Days on the range. And, as always, Bob Schade is available to help fix your swing or answer any questions you may have about the club.
Review Date Member Overall Rating
02/15/20
Older course. Greens a bit bumpy and patchy. Could use rolling and some work.
Review Date Member Overall Rating
01/09/20
Greens burnt out!
















Review Date Member Overall Rating
01/11/18
Ok
Review Date Member Overall Rating
03/19/17
Review Date Member Overall Rating
01/22/17
Favorite course in the area.
Review Date Member Overall Rating
03/14/16
Another round in the books.
Review Date Member Overall Rating
11/21/15
course is in good shape but they have to control their watering. To many wet places.
Review Date Member Overall Rating
09/21/15
good course
Review Date Member Overall Rating
09/19/15
.
Review Date Member Overall Rating
06/08/15
very nice...wld go again
Review Date Member Overall Rating
01/03/15
course in good shape greens a little slow
Review Date Member Overall Rating
11/01/14
Nice course
Review Date Member Overall Rating
04/04/14
Poor greens
Review Date Member Overall Rating
07/22/13
Good
Review Date Member Overall Rating
07/09/13
Good local track
Review Date Member Overall Rating
06/03/13
Nice course
Review Date Member Overall Rating
02/13/13
Horrible staff always pair you up .mh
Review Date Member Overall Rating
01/05/13
Greens are in much better shape
Review Date Member Overall Rating
11/27/12
Ok
Review Date Member Overall Rating
07/22/12
Ok
Review Date Member Overall Rating
04/01/12
Good
Review Date Member Overall Rating
02/11/12
Review Date Member Overall Rating
12/18/11
Won't go back
Recent Scores
MEMBER SCORE RT/SL PLAYED
RickBowrosen 84 72.5/128 10/23/21
tpreinert 85 67.2/116 10/22/21
tpreinert 86 67.2/116 10/20/21
tpreinert 84 67.2/120 10/15/21
Ruela 122 61.7/96 10/13/21
gsverner 89 61.7/96 10/13/21
jbrandonbird 75 70.2/127 10/11/21
tpreinert 87 67.2/116 10/06/21
tpreinert 86 67.2/116 10/01/21
jbrandonbird 84 70.2/127 10/01/21
tpreinert 81 66.2/116 09/29/21
jbrandonbird 82 70.2/127 09/25/21
tpreinert 79 67.2/116 09/24/21
tpreinert 83 67.2/116 09/17/21
tpreinert 85 67.2/116 09/15/21
tpreinert 88 67.2/116 09/03/21
gsverner 91 65.4/108 08/25/21
TomVerner 89 66.1/112 08/25/21
tpreinert 87 68.1/120 07/13/21
Pegasman 87 66.1/112 04/08/21
Perchen 97 66.1/112 03/26/21
Perchen 103 66.1/112 03/10/21
Pegasman 89 66.1/112 02/04/21
tpreinert 85 68.1/120 01/30/21
tpreinert 86 68.1/120 01/28/21
Scorecard
Tee Gender Rating Slope
BLACK M 61.7 96
BLUE M 72.5 128
GOLD M 68.1 120
RED M 66.1 112
WHITE M 70.2 127
BLACK W 65.4 108
GOLD W 74.3 127
RED W 71.5 122
WHITE W 77.3 129
Map
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