Golf Community Homes Near Winter Haven, Florida
209 homes for sale at 18 golf clubs within 50 miles — nearest first.
Winter Haven, Florida golf home market
Inventory as of September 2026
Median sold price
115 recorded sales at golf clubs in Winter Haven, Florida · by quarter sold
View as table
| Quarter | Median sold | Sales |
|---|---|---|
| Q4 ’23 | $322,500 | 8 |
| Q1 ’24 | $354,186 | 10 |
| Q2 ’24 | $361,655 | 8 |
| Q3 ’24 | $282,500 | 9 |
| Q4 ’24 | $239,000 | 9 |
| Q1 ’25 | $329,000 | 3 |
| Q2 ’25 | $370,000 | 11 |
| Q3 ’25 | $338,500 | 10 |
| Q4 ’25 | $285,000 | 9 |
| Q1 ’26 | $269,950 | 10 |
| Q2 ’26 | $274,990 | 19 |
| Q3 ’26 | $329,990 | 9 |
Market sentiment
84 homes listed, selling about 4.2 a month — enough inventory for 20.2 months.
More supply than most golf markets20.2 months of supply
In line with US golf homes — neither side has the edge.
Bands come from the spread of every golf market we measure, not the general US housing convention.
Homes by price
84 golf-community homes for sale in Winter Haven, Florida
- Under $250K2226%
- $250K–$500K5464%
- $500K–$750K67%
- $750K–$1M22%
Distribution of golf-community homes for sale across price bands in Winter Haven, Florida. Under $250K: 22 homes. $250K–$500K: 54 homes. $500K–$750K: 6 homes. $750K–$1M: 2 homes.
How golf homes in Winter Haven, FL compare
The bar is golf homes in Winter Haven, FL; the marks are wider golf markets on the same scale.
Browse these markets: Golf communities in Florida
View as table
| Market | Median asking price by golf market | Price per sq ft by golf market |
|---|---|---|
| golf homes in Winter Haven, FL | $325K | $169 |
| golf homes in Florida | $410K | $232 |
| US golf homes | $535K | $237 |
Homes for sale near Winter Haven
209 homes
Cypresswood Golf & Country Club300 GREENFIELD ROAD
4 bd · 3 ba · 2,350 sq ft
$425,000
Cypresswood Golf & Country Club41 Greenfield Ct
3 bd · 2 ba · 2,054 sq ft
$355,000
Cypresswood Golf & Country Club450 SANDESTIN DRIVE
2 bd · 2 ba · 1,204 sq ft
$205,000
Cypresswood Golf & Country Club665 Broadmoor Cir
2 bd · 2 ba · 1,139 sq ft
$165,000
Cypresswood Golf & Country Club664 Clubhouse Rd
2 bd · 2 ba · 1,395 sq ft
$229,000
Cypresswood Golf & Country Club649 SE Broadmoor Cir
2 bd · 2 ba · 1,278 sq ft
$120,000
Cypresswood Golf & Country Club2270 Firestone Pl
2 bd · 2 ba · 1,439 sq ft
$180,000
Cypresswood Golf & Country Club2801 WINGFOOT COURT
2 bd · 2 ba · 1,666 sq ft
$249,900
Cypresswood Golf & Country Club2817 Wingfoot Ct
3 bd · 2 ba · 1,666 sq ft
$270,000
Cypresswood Golf & Country Club2935 Plantation Rd
4 bd · 4 ba · 2,724 sq ft
$563,900
Cypresswood Golf & Country Club3158 Beauchamp Ct
4 bd · 3 ba · 2,552 sq ft
$484,900
Cypresswood Golf & Country Club1801 Sandhill Ln
4 bd · 3 ba · 2,916 sq ft
$574,900
Cypresswood Golf & Country Club1814 Sandhill Ln
4 bd · 3 ba · 2,550 sq ft
$462,000
Cypresswood Golf & Country Club4040 PALMA CEIA CIRCLE
3 bd · 4 ba · 2,493 sq ft
$749,000
Cypresswood Golf & Country Club683 Broadmoor Cir #683
2 bd · 2 ba · 1,139 sq ft
$193,000
Cypresswood Golf & Country Club645 Broadmoor Cir #645
2 bd · 2 ba · 1,278 sq ft
$169,000
Carefree Country Club9705 LAKE BESS ROAD #715
2 bd · 2 ba · 792 sq ft
$119,000
Carefree Country Club239 GOLF AIRE BOULEVARD
3 bd · 3 ba · 2,263 sq ft
$349,999
Cypress Greens194 Magnolia Run #194
2 bd · 2 ba · 1,232 sq ft
$105,000
Cypress Greens94 Palm Ln #94
2 bd · 2 ba · 1,248 sq ft
$55,000
Cypress Greens45 Creek Cir
2 bd · 2 ba · 1,104 sq ft
$70,000
Cypress Greens168 Cypress Way #168
2 bd · 2 ba · 1,920 sq ft
$89,900
Cypress Greens233 Magnolia Run #233
2 bd · 2 ba · 1,176 sq ft
$69,900
Cypress Greens205 Magnolia Run #205
3 bd · 2 ba · 1,680 sq ft
$82,500
