Gated Communities in Lady Lake, FL
Looking for gated communities in Lady Lake, FL? Momentum tracks 13 Lady Lake communities with evidence of gated community living, each with MLS-derived pricing and market pace below — plus the local questions worth asking before you buy, and a direct line to an agent who works these communities.
Lady Lake gated communities at a glance
The communities, by recent sales activity
| Community | City | Median price | 1-yr change | Days on mkt |
|---|---|---|---|---|
| LADY LAKE ORANGE BLOSSOM GARDENS · agent | Lady Lake | $238,000 | – | 51 d |
| Green Key Village · agent | Lady Lake | $325,000 | – | 85 d |
| ORANGE BLOSSOM GARDENS · agent | Lady Lake | $192,000 | – | 38 d |
| LADY LAKE SKYLINE HILLS · agent | Lady Lake | $94,000 | – | 40 d |
| HARBOR HILLS/THE GROVE · agent | Lady Lake | $377,000 | – | 69 d |
| LAKES LADY LAKE · agent | Lady Lake | $424,000 | – | 114 d |
| GROVE/HARBOR HILLS · agent | Lady Lake | $367,000 | – | 1 d |
| LAKES OF LADY LAKE · agent | Lady Lake | $380,000 | – | – |
| HARBOR HILLS UN #1 · agent | Lady Lake | $412,000 | – | 112 d |
| HARBOR HILLS PH III SUB · agent | Lady Lake | $325,000 | – | 225 d |
| LANDINGS AT HARBOR HILLS | Lady Lake | – | – | 43 d |
| HARBOR HILLS UN #2A | Lady Lake | – | – | 78 d |
| BIG PINE ISLAND SUB | Lady Lake | – | – | 80 d |
Communities are listed by recent closing volume in Momentum’s MLS data. Figures are aggregates, change over time, and are deemed reliable but not guaranteed.
What gates change about ownership
Controlled access typically comes with a manned gate, a transponder system, or both — funded through HOA dues. Expect guest-access procedures, delivery and contractor rules, and in some communities rental restrictions. Review the HOA budget for how the gate and any roving patrol are funded, and whether roads are private (the HOA maintains them — another line in the dues) or public.
Due diligence before you buy behind a gate
Request the HOA documents early: budget, reserves, rules, and the last two years of meeting minutes. Private roads, gates and common areas are owner-funded, so thin reserves become special assessments. Our buyer closing costs calculator helps you model dues and assessments into the real monthly cost.
What it costs to own here
At Lake County’s typical combined millage of 16.65 mills, a purchase at $346,000 (the median across these Lady Lake gated communities) generates roughly $5,760 a year in property tax before exemptions — about $480 a month. Florida resets the assessed value to roughly your purchase price, so the seller’s current bill is not a preview of yours; a homesteaded owner then gets the $25,000–$50,000 exemption and the 3% Save Our Homes cap going forward. Citizens Property Insurance policies in Lake County average about $1,756 a year ($146 a month) — private-market quotes vary with roof age and wind mitigation, so price coverage before your inspection window closes. All-in, our county model puts the typical monthly cost of ownership in Lake County near $2,182 (principal and interest on the typical home, tax, and insurance).
Run your exact numbers: the property tax after purchase calculator uses Lake County’s verified millage, and the buyer closing costs calculator builds the full cash-to-close.
Demand and supply in Lake County right now
In the most recent IRS migration data (2022-2023), Lake County gained a net 12,855 people to relocation, with the largest inbound flows from NY, CA, NJ. Households moving IN reported average incomes of $80,711 versus $59,346 for those leaving — the income mix of demand, straight from tax filings. Population is up about 18.9% over the recent multi-year window. On the supply side, builders pulled 5,342 residential permits in Lake County in 2025 (3,999 single-family), up 7.1% year over year — against 6,316 at the 2023 peak. Permits are tomorrow’s inventory: a shrinking pipeline supports prices, a swelling one hands buyers leverage. Our valuation model reads the county as overvalued by about 5.9% versus its income-and-rent fundamentals.
Live inventory, refreshed nightly from the MLS.
Live gated-community listings in Lady Lake
39 active listings carry the flag today (21% of Lady Lake inventory), median asking $378,990, $229/sq ft, median 68 days on market. Photo cards link to the listing; refreshed nightly.
Newest gated community homes in Lady Lake
The most expensive gated community homes in Lady Lake
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1259 Avenida De Las Casas | $775,000 | 2,088 | — |
| 956 Club Cresswind Drive | $729,990 | 2,776 | Kh Cw Hammock Oaks Llc |
| 960 Club Cresswind Drive | $699,990 | 2,490 | Kh Cw Hammock Oaks Llc |
| 6120 Landings Boulevard | $699,000 | 2,598 | Harbor Hills |
| 7373 Circle Drive | $699,000 | 2,416 | Big Pine Island |
| 1097 Sugar Loaf Key Loop | $679,900 | 2,913 | Green Key Village |
| 442 Turin Way | $669,990 | 2,554 | Kh Cw Hammock Oaks Llc |
| 39407 Treeline Drive | $589,000 | 2,502 | Harbor Hills |
| 944 Club Cresswind Drive | $565,990 | 2,129 | Kh Cw Hammock Oaks Llc |
| 5331 Grove Manor | $539,000 | 2,332 | Grove Harbor Hills |
Gated Community Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 10 | 26% |
| $300K–$500K | 18 | 46% |
| $500K–$750K | 10 | 26% |
| $750K–$1M | 1 | 3% |
Lady Lake gated community homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Gated Community Homes | New build | Median list | From |
|---|---|---|---|---|
| Kh Cw Hammock Oaks Llc | 9 | 9 | $495,990 | $371,990 |
| Green Key Village | 9 | 5 | $378,990 | $289,990 |
| The Villages | 4 | 0 | $239,900 | $150,000 |
| The Villages | 4 | 0 | $239,900 | $150,000 |
| Harbor Hills Un #1 | 2 | 0 | $519,450 | $449,900 |
| Harbor Hills/The Grove | 2 | 0 | $381,700 | $328,500 |
| Landings At Harbor Hills | 2 | 0 | $354,900 | $349,900 |
| Orange Blossom Garden | 2 | 0 | $299,950 | $290,000 |
| Orange Blossom Hills South Unit 01 | 1 | 0 | $1,100,000 | $1,100,000 |
| Lady Lake Vista Lago Villas Condo Unit 12 | 1 | 0 | $775,000 | $775,000 |
| Harbor Hills Un #2A | 1 | 0 | $699,000 | $699,000 |
| Big Pine Island Sub | 1 | 0 | $699,000 | $699,000 |
| Grove/Harbor Hills | 1 | 0 | $539,000 | $539,000 |
| Harbor Hills Ph Iii Sub | 1 | 0 | $489,000 | $489,000 |
| The Villages Of Lady Lake | 1 | 0 | $374,000 | $374,000 |
| Lakes Lady Lake | 1 | 0 | $359,900 | $359,900 |
| Lady Lake Orange Blossom Gardens Unit 19 | 1 | 0 | $344,000 | $344,000 |
| Green Key Village Ph 3 Re | 1 | 0 | $338,900 | $338,900 |
| The Villages Lady Lake Orange Blossom Gardens | 1 | 0 | $338,750 | $338,750 |
| Green Key Village Ph 3 Rep | 1 | 0 | $300,000 | $300,000 |
| Lady Lake Orange Blossom Gardens Unit 15 | 1 | 0 | $299,000 | $299,000 |
| Orange Blossom Gardens Un #10 | 1 | 0 | $250,000 | $250,000 |
| Lady Lake Orange Blossom Gardens Unit 14 | 1 | 0 | $249,000 | $249,000 |
| The Villages Orange Blossom Gardens | 1 | 0 | $239,750 | $239,750 |
| Orange Blossom Gardens Unit 03 | 1 | 0 | $226,000 | $226,000 |
| Lady Lake Orange Blossom Gardens Unit 07 | 1 | 0 | $224,900 | $224,900 |
| Lady Lake Orange Blossom | 1 | 0 | $219,000 | $219,000 |
| Lady Lake Orange Blossom Gardens Unit 12 | 1 | 0 | $209,000 | $209,000 |
| Lady Lake Orange Blossom Gardens Courtyard Villas | 1 | 0 | $209,000 | $209,000 |
| Lady Lake Orange Blossom Gardens Unit 08 | 1 | 0 | $199,999 | $199,999 |
| Lady Lake Orange Blossom Gardens Unit 06 | 1 | 0 | $165,000 | $165,000 |
| Lady Lake Orange Blossom Gardens Unit 10 | 1 | 0 | $165,000 | $165,000 |
| Lady Lake Orange Blossom Gardens Unit 01 | 1 | 0 | $134,900 | $134,900 |
Explore more of Lady Lake
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- Find the best agent in Lady Lake
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Run the numbers in Lake County
- Find the best agent in Lake County
- Get a cash offer in Lake County
- Lake County housing scorecard
- What would selling net you
- Buyer closing costs calculator
Common questions
How many gated communities does Lady Lake, FL have?
What do homes in Lady Lake gated communities cost?
How does Momentum classify a community as one of the gated communities?
How much is home insurance in Lake County?
What are property taxes like in Lake County?
Community classifications are compiled from MLS-reported amenities, verified amenity records and MLS build-year data, as of 2026-06-16; they are informational, change over time, and are deemed reliable but not guaranteed — verify details with each association. Not an offer of housing to any protected class to the exclusion of others. Equal Housing Opportunity.