Homes for Sale $300K to $500K in Leesburg, FL
This page tracks every Leesburg 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.
263 homes listed between $300,000 and $500,000 are for sale or pending in Leesburg, FL today across 131 communities. The median asking price is $355,915, from $300,000 to $495,000. Listings in Leesburg without that feature have a median of $230,000. Most listings right now: Groves At Whitemarsh (13), Oakstone Farms (10), Silver Lake Pointe (10). Updated October 2, 2026 from the MLS.
Live $300k–$500k homes in Leesburg: the listings
200 active listings match today (33% of Leesburg inventory), median asking $359,945, $179/sq ft, median 57 days on market. Photo cards link to the listing; refreshed nightly.
Newest $300k–$500k homes in Leesburg
The most expensive $300k–$500k homes in Leesburg
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 26617 Otter Creek Lane | $492,500 | 2,580 | Arlington Ridge |
| 8458 Swan View Circle | $491,935 | 2,850 | Morningside Reserve |
| 4 Weston Road | $490,000 | 2,502 | Leesburg The Pulp Mill |
| 8732 Spring Court | $489,000 | 2,414 | Silver Lake Springs |
| 20554 Queen Alexandra Drive | $488,000 | 2,583 | Royal Highlands |
| 33608 Overton Drive | $478,900 | 2,554 | Silver Lake Hill |
| 7938 Jacksons River Road | $469,900 | 1,628 | — |
| 321 Water Shore Drive | $469,800 | 2,058 | Leesburg Waters Edge |
| 2316 N Griffin Drive | $469,000 | 1,197 | Griffin Shores |
| 5530 Celebration Way | $465,000 | 2,593 | — |
$300K–$500K Homes by price
| Band | For sale | Share |
|---|---|---|
| $300K–$500K | 200 | 100% |
Leesburg homes $300K–$500K by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale. The 60 communities with the most homes $300K–$500K listed are tabled; the rest follow.
| Community | Homes $300K–$500K | New build | Median list | From |
|---|---|---|---|---|
| Groves At Whitemarsh | 13 | 13 | $361,915 | $336,415 |
| Oakstone Farms | 10 | 10 | $364,990 | $325,990 |
| Silver Lake Pointe | 10 | 10 | $330,490 | $309,490 |
| Lake Denham Estates | 10 | 0 | $315,000 | $305,000 |
| Morningside Reserve | 7 | 7 | $384,990 | $324,990 |
| Cedar Landings | 7 | 7 | $379,990 | $333,990 |
| Arlington Ridge | 7 | 0 | $365,000 | $305,000 |
| Plantation At Leesburg Ashland Village | 6 | 0 | $382,200 | $350,000 |
| Arbor Park | 6 | 6 | $365,900 | $355,900 |
| Liberty Preserve | 6 | 0 | $335,000 | $305,000 |
| Royal Highlands Ph 01B | 5 | 0 | $359,900 | $309,500 |
| Heritage-The Cottages Of Sanders Grove | 5 | 5 | $344,250 | $327,595 |
| Plantation At Leesburg Belle Terre Village L | 4 | 0 | $395,000 | $349,000 |
| Bradford Ridge | 4 | 0 | $369,900 | $349,999 |
| Leesburg Arlington Ridge Ph 02 | 4 | 0 | $324,000 | $300,000 |
| Plantation At Leesburg Nottoway Village | 3 | 0 | $415,000 | $357,000 |
| Arlington Ridge Ph 02 | 3 | 0 | $369,000 | $319,000 |
| Seasons/Hillside | 3 | 0 | $349,999 | $339,900 |
| Royal Highlands Ph 01Ca | 3 | 0 | $334,900 | $325,000 |
| Troon Creek Preserve | 2 | 2 | $432,499 | $424,999 |
| Leesburg Legacy Leesburg Unit 05 | 2 | 0 | $407,500 | $350,000 |
| Leesburg Waters Edge Sub | 2 | 0 | $407,400 | $345,000 |
| Seasons/Pk Hill | 2 | 0 | $405,000 | $365,000 |
| Griffin Shores | 2 | 0 | $404,450 | $339,900 |
| Leesburg Sleepy Hollow First Add | 2 | 0 | $395,000 | $350,000 |
| Silver Ridge Sub | 2 | 0 | $382,500 | $350,000 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 2 | 0 | $372,000 | $369,000 |
| Pennbrooke Ph Q Sub | 2 | 0 | $362,123 | $345,000 |
| Golfview Sub | 2 | 0 | $361,499 | $354,999 |
| Plantation At Leesburg Sable Ridge Village L | 2 | 0 | $359,950 | $335,000 |
| Lisbon | 2 | 0 | $359,500 | $349,000 |
| Pennbrooke Ph M Sub | 2 | 0 | $357,500 | $315,000 |
| Royal Highlands | 2 | 0 | $353,200 | $336,500 |
| Bentwood Sub | 2 | 0 | $347,500 | $330,000 |
| Highland Lakes Sub | 2 | 0 | $337,450 | $325,000 |
| Highland Lakes Ph 03 Tr A-G | 2 | 0 | $328,700 | $312,500 |
| Legacy Of Leesburg | 2 | 0 | $327,499 | $320,000 |
| Plantation At Leesburg | 2 | 0 | $327,400 | $319,900 |
| Silver Lake Estates | 2 | 0 | $324,500 | $320,000 |
| Windsong At Leesburg | 2 | 0 | $322,500 | $315,000 |
| Liberty Preserve Ph Two | 2 | 1 | $310,400 | $304,900 |
| Green Tree Sub | 1 | 0 | $495,000 | $495,000 |
| Leesburg The Pulp Mill Sub | 1 | 0 | $490,000 | $490,000 |
| Silver Lake Spgs | 1 | 0 | $489,000 | $489,000 |
| Leesburg Legacy | 1 | 0 | $485,000 | $485,000 |
| Silver Lake Hill Sub | 1 | 0 | $478,900 | $478,900 |
| Jacksons River Country Estates | 1 | 0 | $469,900 | $469,900 |
| Silver Lake Hill | 1 | 0 | $465,000 | $465,000 |
| South | 1 | 0 | $458,000 | $458,000 |
| Silverwood | 1 | 0 | $449,900 | $449,900 |
| Leesburg Majestic Oaks Landing | 1 | 0 | $449,500 | $449,500 |
| Arlington Rdg | 1 | 0 | $437,500 | $437,500 |
| Leesburg Arlington Ridge Ph 1-A | 1 | 0 | $436,415 | $436,415 |
| Haines Lake Estates | 1 | 0 | $429,900 | $429,900 |
| Leesburg Palm Harbor | 1 | 0 | $429,900 | $429,900 |
| Leesburg Hansons Sub | 1 | 0 | $429,000 | $429,000 |
| Kings Peninsula | 1 | 0 | $429,000 | $429,000 |
| Silver Lake Forest | 1 | 0 | $405,000 | $405,000 |
| Plantation At Leesburg Mulberry Grove | 1 | 0 | $403,000 | $403,000 |
| Stonegate At Silver Lake Sub | 1 | 0 | $400,000 | $400,000 |
Also with homes $300K–$500K for sale
- Leesburg Pulp Mill (1)
- Silver Ridge (1)
- Plantation At Leesburg Brampton (1)
- Marshall Drive Subdivision (1)
- Leesburg Beverly Shores (1)
- Legacy Leesburg (1)
- Indian Hill (1)
- Magda Estates Sub (1)
- Leesburg Legacy Leesburg Unit 06 (1)
- Royal Highlands Ph 01A (1)
- Leesburg Legacy Of Leesburg Unit 07 (1)
- Royal Hlnds Ph 1-D (1)
- Marshall Drive Subdivison (1)
- Royal Highlands Ph 01E (1)
- Ashton Woods (1)
- Park Hill Sub (1)
- Highland Lakes (1)
- Leesburg Heritage Cove (1)
- Royal Highlands Ph 01B (1)
- Arlington Ridge Ph 3B (1)
- Country Club View (1)
- Leesburg Legacy Leesburg Unit 02 Lt 163 (1)
- Silver Lake Estates Phase 1 (1)
- Western Shores Second Add (1)
- Highland Lakes Ph 01B (1)
- Highland Lakes Ph 02C (1)
- Pine Harbour Sub (1)
- Sleepy Hollow 01 Add Lt 01 (1)
- Treasure Island Shores (1)
- Highland Lakes Ph 2-A (1)
- Plantation At Leesburg River Crest Unit 02 (1)
- Royal Highlands Ph 02-A Lt 1173 Orb 2040 (1)
- Western Shores (1)
- Highland Lakes Ph 02A (1)
- Plantation At Leesburg Riverside Village (1)
- Legacy Of Leesburg Un 01 (1)
- Legacy/Leesburg Un 6 Ph Vii (1)
- Plantation At Leesburg Rosedown Village Lt (1)
- Seasons At Park Hill (1)
- Forty Eight Estates (1)
- Heritage- The Cottages Of Sanders Grove (1)
- Royal Highlands Ph I Sub (1)
- Arlington Ridge Ph 1-B (1)
- Plantation At Leesburg Tara View (1)
- Seasons At Silver Basin (1)
- Plantation/Leesburg Arbordale (1)
- Ravenswood Park (1)
- Plantation At Leesburg River Crest Unit 01 (1)
- Royal Highlands Ph 2 (1)
- Plantation At Leesburg Riverwalk Village (1)
- Pennbrooke Fairways (1)
- Plantation At Leesburg Oak Tree Village (1)
- Legacy Of Leesburg, Unit 06 (1)
- Leesburg Poinciana Heights (1)
- Leesburg Arbors Lake Harris (1)
- Arlington Rdg Ph I-B (1)
- Pennbrooke (1)
- Scottish Highlands Condo Ph K (1)
- Shady Dells (1)
- Lake Denham Estates Phase Iii (1)
- Legacy Leesburg Unit 02 Lt 163 (1)
- Shademoor Acres (1)
- Leesburg Beverly Harbors 02 Condo (1)
- Legacy Leesburg Unit 06 (1)
- Plantation At Leesburg Glendale Village (1)
- Meadow Ridge Of Grand Island (1)
- Highland Lakes Ph 01 (1)
- Meadow Ridge Of Grand Island Phase 2 (1)
- Plantation/Leesburg Tara View (1)
- Higley (1)
- Plantation/Leesburg Manor View V (1)
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 Leesburg?
What do homes $300K–$500K cost in Leesburg?
Which Leesburg community has the most homes $300K–$500K for sale?
What is the monthly payment on a $400,000 home?
Keep exploring Leesburg
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Homes $300K–$500K in nearby Lake County cities
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- Tavares homes $300K–$500K (143 for sale)
- Mount Dora homes $300K–$500K (133 for sale)
- Eustis homes $300K–$500K (115 for sale)
- Lady Lake homes $300K–$500K (99 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 Leesburg, 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.