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.
99 homes listed between $300,000 and $500,000 are for sale or pending in Lady Lake, FL today across 44 communities. The median asking price is $375,000, from $300,000 to $499,900. Listings in Lady Lake without that feature have a median of $255,000. Most listings right now: The Reserve At Hammock Oaks (12), Boulevard Oaks Of Lady Lake (10), The Villages (6). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Lady Lake: the listings
78 active listings match today (45% of Lady Lake inventory), median asking $374,450, $204/sq ft, median 93 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Lady Lake
The most expensive $300k–$500k homes in Lady Lake
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 1027 Urico Golf Road | $499,900 | 2,472 | Urico Sub |
| 37237 Grays Airport Road | $499,000 | 2,204 | Mount Pleasant |
| 39125 Tacoma Drive | $499,000 | 2,584 | Harbor Hills |
| 38701 Oak Place Court | $499,000 | 2,377 | Harbor Hills |
| 39640 Harbor Hills Boulevard | $497,500 | 2,531 | Harbor Hills |
| 545 Hammock Oaks Boulevard | $495,990 | 2,289 | Kh Cw Hammock Oaks Llc |
| 39320 Harbor Hills Boulevard | $484,000 | 2,120 | Harbor Hills |
| 930 Buckeye Drive | $479,990 | 2,675 | The Reserve At Hammock Oaks |
| 533 Hammock Oaks Boulevard | $475,990 | 2,129 | Kh Cw Hammock Oaks Llc |
| 39118 Griffin Landing | $475,000 | 1,815 | Harbor Hills |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 78 | 100% |
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 |
| The Villages | 6 | 0 | $414,375 | $300,000 |
| Green Key Village | 6 | 4 | $374,490 | $339,990 |
| Reserves At Hammock Oaks | 5 | 5 | $395,990 | $334,990 |
| 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 |
| The Villages | 3 | 0 | $409,750 | $300,000 |
| Lakes Lady Lake | 3 | 0 | $390,000 | $359,900 |
| Harbor Hills Un #1 | 2 | 0 | $462,450 | $449,900 |
| Harbor Hills Pt Rep | 2 | 0 | $458,250 | $419,000 |
| Harbor Hills Unit 01A | 2 | 0 | $394,450 | $369,900 |
| Lady Lake Orange Blossom Gardens Unit 18 | 2 | 0 | $382,400 | $349,900 |
| Harbor Hills/The Grove | 2 | 0 | $381,700 | $328,500 |
| Boulevard Oaks At Lady Lake | 2 | 2 | $365,462 | $339,900 |
| Lady Lake Hidden Oaks Sub | 2 | 0 | $348,500 | $347,000 |
| Boulevard Oaks | 2 | 2 | $317,945 | $317,900 |
| 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 |
| Harbor Hills Ph Iii Sub | 1 | 0 | $489,000 | $489,000 |
| Reserve At Hammock Oaks | 1 | 1 | $479,990 | $479,990 |
| Unincorporated | 1 | 0 | $465,000 | $465,000 |
| The Lakes Of Lady Lake | 1 | 1 | $445,000 | $445,000 |
| Big Pine Island Sub | 1 | 0 | $429,000 | $429,000 |
| Lady Lake Baggett Estates | 1 | 0 | $425,000 | $425,000 |
| Villages Lady Lake Unit 24 | 1 | 0 | $412,500 | $412,500 |
| Pine Tree Estates | 1 | 0 | $400,000 | $400,000 |
| 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 |
| Landings At Harbor Hills | 1 | 0 | $349,900 | $349,900 |
| Lady Lake Stevens Add | 1 | 0 | $339,999 | $339,999 |
| The Villages Lady Lake Orange Blossom Gardens | 1 | 0 | $338,750 | $338,750 |
| Spring Arbor Village | 1 | 0 | $335,900 | $335,900 |
| Green Key Village Ph 3 Re | 1 | 0 | $334,900 | $334,900 |
| Lady Lake Orange Blossom Gardens Unit 19 | 1 | 0 | $334,000 | $334,000 |
| 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 |
| Oakland Hills Sub | 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 ZIP codes with prices
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- Lady Lake golf course homes
- Lady Lake gated community homes
- Lady Lake 4-bedroom homes
- Lady Lake homes under $300K
- Homes $300K–$500K in every city
Homes $300K–$500K in nearby Lake County cities
- Clermont homes $300K–$500K (442 for sale)
- Leesburg homes $300K–$500K (263 for sale)
- Groveland homes $300K–$500K (216 for sale)
- Tavares homes $300K–$500K (143 for sale)
- Mount Dora homes $300K–$500K (133 for sale)
- Eustis homes $300K–$500K (115 for sale)
- Minneola homes $300K–$500K (88 for sale)
- Howey In The Hills homes $300K–$500K (46 for sale)
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.