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Golf Course Communities in Winter Haven

Cypresswood Golf and Country Club
Four Lakes Golf Club
Lake Ashton Golf Club
Lake Bess Golf Club
Lake Henry Golf Club
Lake Region Yacht Country Club

Type Price - Lot - acres

from Zip Code On Course?

Sort:	Price	Type	City	County	Lot Size	On Course	Added
Gold Star ads sort to the top							(1 - 10 of 75)

Streets Satellite

One or more photo(s) has been virtually staged. Located in the
$460,000 Golf Course Home - For Sale	3 BR 2.0 BA
Lake Ashton Golf Club	Lot Size: 0.140
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Jan 30, 2026
Click Here for more info and photos	Ad No: 7205195

One or more photo(s) has been virtually staged. WATERFRONT
$445,000 Golf Course Home - For Sale	3 BR 2.0 BA
Lake Ashton Golf Club	Lot Size: 0.180
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Aug 13, 2025
Click Here for more info and photos	Ad No: 6514359

Gated custom home in the Gates of Lake Region! This quiet and
$439,000 Golf Course Home - For Sale	4 BR 3.0 BA
Lake Region Yacht Country Club	Lot Size: 0.270
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Dec 03, 2025
Click Here for more info and photos	Ad No: 6920763

One or more photo(s) has been virtually staged. Welcome to 4020
$419,900 Golf Course Home - For Sale	4 BR 3.0 BA
Lake Ashton Golf Club	Lot Size: 0.180
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Mar 10, 2026
Click Here for more info and photos	Ad No: 7384047

SIGNIFICANT PRICE IMPROVEMENT \| LOWERED 26,000.00 BEAUTIFUL
$399,000 Golf Course Home - For Sale	3 BR 3.0 BA
Lake Bess Golf Club	Lot Size: 0.250
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Nov 07, 2025
Click Here for more info and photos	Ad No: 6808777

Experience effortless Florida living in this modern and
$374,000 Golf Course Home - For Sale	3 BR 2.0 BA
Lake Ashton Golf Club	Lot Size: 0.170
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Jan 30, 2026
Click Here for more info and photos	Ad No: 7205201

Master suite paint updated. Custom built-in bookcases in
$368,000 Golf Course Home - For Sale	3 BR 2.0 BA
Lake Ashton Golf Club	Lot Size: 0.140
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Apr 08, 2025
Click Here for more info and photos	Ad No: 6017351

MILLION DOLLAR GOLF COURSE VIEW out your back windows! No back
$325,000 Golf Course Home - For Sale	3 BR 2.0 BA
Lake Bess Golf Club	Lot Size: 0.270
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Mar 08, 2026
Click Here for more info and photos	Ad No: 7375254

Now is your chance! Come and be a part of this active, Golf
$289,000 Golf Course Home - For Sale	2 BR 2.0 BA
Cypresswood Golf and Country Club	Lot Size: 0.130
Winter Haven, Polk County, Florida	On Golf Course? Yes
	Added: Mar 13, 2026
Click Here for more info and photos	Ad No: 7402086

Welcome to 2817 Wingfoot Ct, located in the desirable
$270,000 Golf Course Home - For Sale	3 BR 2.0 BA
Cypresswood Golf and Country Club	Lot Size: 0.050
Winter Haven, Polk County, Florida	On Golf Course?
	Added: Aug 19, 2025
Click Here for more info and photos	Ad No: 6501706