Homes for Sale $300K to $500K in Lady Lake, FL
This page tracks every Lady Lake listing with an asking price between $300,000 and $500,000, by community, with live counts and asking prices. Prices are asking prices from the MLS, not values, and the list changes with every refresh.
112 homes listed between $300,000 and $500,000 are for sale or pending in Lady Lake, FL today across 48 communities. The median asking price is $372,995, from $300,000 to $499,900. Listings in Lady Lake without that feature have a median of $259,450. Most listings right now: The Reserve At Hammock Oaks (12), Boulevard Oaks Of Lady Lake (10), Reserves At Hammock Oaks (7). Updated September 11, 2026 from the MLS.
Lady Lake homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| The Reserve At Hammock Oaks | 12 | 12 | $321,802 | $305,000 |
| Boulevard Oaks Of Lady Lake | 10 | 10 | $394,945 | $339,900 |
| Reserves At Hammock Oaks | 7 | 7 | $361,990 | $307,990 |
| The Villages | 6 | 0 | $414,375 | $300,000 |
| The Villages | 6 | 0 | $414,375 | $300,000 |
| Green Key Village | 6 | 4 | $374,490 | $339,990 |
| Kh Cw Hammock Oaks Llc | 5 | 5 | $394,990 | $371,990 |
| Harbor Hills Unit 01 | 3 | 0 | $499,000 | $375,000 |
| Harbor Hills | 3 | 0 | $450,000 | $352,000 |
| Lakes Lady Lake | 3 | 0 | $395,000 | $359,900 |
| Harbor Hills Pt Rep | 2 | 0 | $458,250 | $419,000 |
| Harbor Hills Ph Iii Sub | 2 | 0 | $457,000 | $425,000 |
| Unincorporated | 2 | 0 | $395,000 | $325,000 |
| Harbor Hills Unit 01A | 2 | 0 | $394,450 | $369,900 |
| Lady Lake Orange Blossom Gardens Unit 18 | 2 | 0 | $387,400 | $349,900 |
| Harbor Hills/The Grove | 2 | 0 | $381,700 | $328,500 |
| Boulevard Oaks At Lady Lake | 2 | 2 | $365,462 | $339,900 |
| Landings At Harbor Hills | 2 | 0 | $354,900 | $349,900 |
| Spring Arbor Village | 2 | 0 | $334,000 | $329,000 |
| Boulevard Oaks | 2 | 2 | $317,945 | $317,900 |
| Orange Blossom Garden | 2 | 0 | $304,950 | $300,000 |
| Urico Sub | 1 | 0 | $499,900 | $499,900 |
| Mount Pleasant | 1 | 0 | $499,000 | $499,000 |
| Harbor Hills Ph 05 | 1 | 0 | $499,000 | $499,000 |
| The Lakes Of Lady Lake | 1 | 1 | $470,000 | $470,000 |
| Reserve At Hammock Oaks | 1 | 1 | $459,990 | $459,990 |
| Harbor Hills Un #1 | 1 | 0 | $449,900 | $449,900 |
| Big Pine Island Sub | 1 | 0 | $429,000 | $429,000 |
| Lady Lake Baggett Estates | 1 | 0 | $425,000 | $425,000 |
| Pine Tree Estates | 1 | 0 | $420,000 | $420,000 |
| Villages Lady Lake Unit 24 | 1 | 0 | $412,500 | $412,500 |
| Lady Lake Orange Blossom Gardens Unit 01 | 1 | 0 | $380,000 | $380,000 |
| The Villages Of Lady Lake | 1 | 0 | $374,000 | $374,000 |
| Cierra Oaks | 1 | 0 | $369,000 | $369,000 |
| Villages Lady Lake Unit 22 | 1 | 0 | $350,000 | $350,000 |
| Lady Lake Hidden Oaks Sub | 1 | 0 | $349,000 | $349,000 |
| Lady Lake Orange Blossom Gardens Unit 19 | 1 | 0 | $344,000 | $344,000 |
| Lady Lake Stevens Add | 1 | 0 | $339,999 | $339,999 |
| Carlton Village | 1 | 0 | $339,900 | $339,900 |
| 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 |
| Griffin View Estates | 1 | 0 | $330,000 | $330,000 |
| Lady Lake Orange Blossom Gardens Hacienda Villas | 1 | 0 | $330,000 | $330,000 |
| Lady Lake Crestwood Manor | 1 | 0 | $325,000 | $325,000 |
| Carlton Village Park | 1 | 0 | $310,000 | $310,000 |
| Lady Lake Stonewood Manor | 1 | 0 | $310,000 | $310,000 |
| 1 | 0 | $300,000 | $300,000 | |
| Green Key Village Ph 3 Rep | 1 | 0 | $300,000 | $300,000 |
Where this band sits in the market
The answer block above shows how the median of this band compares with the rest of the city’s listings, which tells you whether $300,000–$500,000 is the middle of the market here or the top of it. Within the band, compare on price per square foot and year built: newer subdivisions usually price higher per foot with lower expected maintenance, older ones the reverse. Each community page carries the HOA and CDD picture, the year-built range and the sales history, so two homes at the same price can be told apart in a few minutes.
Questions to ask about any listing in this band
What are the total monthly carrying costs (taxes, insurance, HOA, CDD) and how do they compare with a similar home two communities over? What is the age of the roof, HVAC and water heater? Is the community’s HOA financially healthy (reserves, no pending assessment)? How many days has the listing been on the market and has the price moved? A local agent who works the area will know which communities in this band are trading at asking and which are negotiating.
Common questions
How many homes listed between $300,000 and $500,000 are for sale in Lady Lake?
What do homes $300K–$500K cost in Lady Lake?
Which Lady Lake community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Lady Lake
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- Lady Lake homes under $300K
- Homes $300K–$500K in every city
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Lady Lake, FL whose MLS record reports an asking price between $300,000 and $500,000. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.