Every Lady Lake community we cover
Cresswind at Hammock Oaks
Harbor Hills Country Club
The Villages (Lake County portion)
Water Oak Country Club Estates
Compare side by side
| Community | City | Homes | Gated | Golf | HOA / month | Price band |
|---|---|---|---|---|---|---|
| Cresswind at Hammock Oaks New | Lady Lake | 141 | Yes | No | Not published (MLS median ~$435) | High $300Ks-High $500Ks |
| Harbor Hills Country Club New No age rule | Lady Lake | 940 | Yes | Yes | $118-$189 | Low $300Ks-Low $900Ks |
| The Villages (Lake County portion) New | Lady Lake | 70,000 (all counties) | ? | Yes | Amenity fee; verify | $100Ks-$1Ms |
| Water Oak Country Club Estates | Lady Lake | n/a | ? | Yes | Lot rent ~$765 (one 2026 listing) | n/a |
Healthcare near Lady Lake 55+ communities
Drive times from each community to the nearest hospital, urgent care, pharmacy and VA clinic, measured without traffic.
| Community | Hospital | Urgent care | Pharmacy | VA clinic |
|---|---|---|---|---|
| Cresswind at Hammock Oaks | 11 min | 4 min | 3 min | 18 min |
| Harbor Hills Country Club | 15 min | 11 min | 12 min | 20 min |
| The Villages (Lake County portion) | 4 min | 7 min | 2 min | 13 min |
| Water Oak Country Club Estates | 8 min | 5 min | 5 min | 15 min |
Urgent care centers used: Exceptional Urgent Care Center and Telemedicine, MD Now Urgent Care - Lady Lake. VA clinics: The Villages VA Clinic.
Living in Lady Lake: what's nearby
- UF Health The Villages Hospital, 1451 El Camino Real, The Villages. Hospital serving Lady Lake and The Villages area.
- UF Health Leesburg Hospital, 600 E. Dixie Ave., Leesburg. Full-service hospital in central Lake County.
- Lake Griffin State Park in nearby Fruitland Park
- Spanish Springs Town Square in The Villages
- US-27/441 shopping corridor
- US-27/441
- Florida's Turnpike via Leesburg
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Frequently asked questions
How many 55+ communities are in Lady Lake, FL?
This guide covers 4 55+ and 55+ friendly communities in Lady Lake whose details we have checked: Cresswind at Hammock Oaks, Harbor Hills Country Club, The Villages (Lake County portion), Water Oak Country Club Estates.
What hospitals are near Lady Lake, FL?
UF Health The Villages Hospital (1451 El Camino Real, The Villages); UF Health Leesburg Hospital (600 E. Dixie Ave., Leesburg).
Are there new construction 55+ communities in Lady Lake?
Yes: Cresswind at Hammock Oaks, Harbor Hills Country Club, The Villages (Lake County portion).
Which Lady Lake 55+ communities have golf?
Harbor Hills Country Club, The Villages (Lake County portion), Water Oak Country Club Estates.