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.
269 homes listed between $300,000 and $500,000 are for sale or pending in Leesburg, FL today across 128 communities. The median asking price is $359,900, from $300,000 to $495,000. Listings in Leesburg without that feature have a median of $229,000. Most listings right now: Arbor Park (15), Groves At Whitemarsh (14), Silver Lake Pointe (11). Updated September 11, 2026 from the MLS.
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 |
|---|---|---|---|---|
| Arbor Park | 15 | 15 | $338,900 | $315,000 |
| Groves At Whitemarsh | 14 | 14 | $360,415 | $305,415 |
| Silver Lake Pointe | 11 | 11 | $330,490 | $309,490 |
| Lake Denham Estates | 11 | 1 | $315,000 | $305,000 |
| Oakstone Farms | 10 | 10 | $364,990 | $325,990 |
| Arlington Ridge | 8 | 0 | $372,000 | $305,000 |
| Cedar Landings | 7 | 7 | $390,240 | $349,990 |
| Morningside Reserve | 7 | 7 | $384,990 | $324,990 |
| Plantation At Leesburg Ashland Village | 6 | 0 | $389,500 | $350,000 |
| Leesburg Arlington Ridge Ph 02 | 6 | 0 | $368,500 | $305,000 |
| Liberty Preserve | 6 | 0 | $337,450 | $305,000 |
| Royal Highlands Ph 01B | 5 | 0 | $359,900 | $309,500 |
| Bradford Ridge | 3 | 0 | $384,900 | $364,900 |
| Arlington Ridge Ph 02 | 3 | 0 | $369,000 | $319,000 |
| Royal Highlands Ph 01Ca | 3 | 0 | $334,900 | $325,000 |
| Windsong At Leesburg | 3 | 0 | $329,900 | $315,000 |
| Plantation At Leesburg Nottoway Village | 2 | 0 | $440,000 | $415,000 |
| Troon Creek Preserve | 2 | 2 | $429,999 | $419,999 |
| Plantation At Leesburg Mulberry Grove | 2 | 0 | $419,000 | $403,000 |
| Leesburg Waters Edge Sub | 2 | 0 | $409,400 | $349,000 |
| Leesburg Legacy Leesburg Unit 05 | 2 | 0 | $407,500 | $350,000 |
| Seasons/Pk Hill | 2 | 0 | $405,000 | $365,000 |
| Plantation At Leesburg Belle Terre Village L | 2 | 0 | $395,000 | $375,000 |
| Marshall Drive Subdivison | 2 | 2 | $384,900 | $384,900 |
| Silver Ridge Sub | 2 | 0 | $382,500 | $350,000 |
| Royal Highlands Ph 01 Tr B Less Pt Lying W Fol | 2 | 0 | $377,000 | $375,000 |
| Plantation At Leesburg Sable Ridge Village L | 2 | 0 | $376,950 | $369,000 |
| Seasons/Hillside | 2 | 0 | $374,999 | $349,999 |
| Leesburg Arlington Ridge Ph 1-A | 2 | 0 | $373,207 | $310,000 |
| Golfview Sub | 2 | 0 | $371,499 | $359,999 |
| Pennbrooke Ph Q Sub | 2 | 0 | $362,123 | $345,000 |
| Royal Highlands | 2 | 0 | $353,200 | $336,500 |
| Bentwood Sub | 2 | 0 | $352,500 | $330,000 |
| Highland Lakes Sub | 2 | 0 | $337,450 | $325,000 |
| Plantation At Leesburg Tara View | 2 | 0 | $328,000 | $320,000 |
| 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 |
| Liberty Preserve Ph Two | 2 | 1 | $310,400 | $304,900 |
| Meadow Ridge Of Grand Island Phase 2 | 2 | 0 | $304,900 | $304,900 |
| Green Tree Sub | 1 | 0 | $495,000 | $495,000 |
| Leesburg The Pulp Mill Sub | 1 | 0 | $490,000 | $490,000 |
| Griffin Shores | 1 | 0 | $488,000 | $488,000 |
| Leesburg Legacy | 1 | 0 | $485,000 | $485,000 |
| Arlington Ridge Ph 3A | 1 | 0 | $479,900 | $479,900 |
| Johnsons Mary K & T S | 1 | 0 | $479,000 | $479,000 |
| Silver Lake Hill Sub | 1 | 0 | $478,900 | $478,900 |
| Jacksons River Country Estates | 1 | 0 | $469,900 | $469,900 |
| South | 1 | 0 | $458,000 | $458,000 |
| Haines Lake Estates | 1 | 0 | $449,900 | $449,900 |
| Silverwood | 1 | 0 | $449,900 | $449,900 |
| Leesburg Majestic Oaks Landing | 1 | 0 | $449,500 | $449,500 |
| Leesburg Sleepy Hollow First Add | 1 | 0 | $440,000 | $440,000 |
| Leesburg Palm Harbor | 1 | 0 | $429,900 | $429,900 |
| Kings Peninsula | 1 | 0 | $429,000 | $429,000 |
| Silver Ridge | 1 | 0 | $410,000 | $410,000 |
| Silver Lake Forest | 1 | 0 | $405,000 | $405,000 |
| Stonegate At Silver Lake Sub | 1 | 0 | $400,000 | $400,000 |
| Leesburg Pulp Mill | 1 | 0 | $399,990 | $399,990 |
| Plantation At Leesburg Glen Eagle Villag | 1 | 0 | $399,900 | $399,900 |
Also with homes $300K–$500K for sale
- Leesburg Heritage Cove (1)
- Marshall Drive Subdivision (1)
- Plantation At Leesburg Brampton (1)
- Leesburg Beverly Shores (1)
- Indian Hill (1)
- Chelsea Park Sub (1)
- Ashton Woods (1)
- Legacy/Leesburg Un #1 (1)
- Royal Highlands Ph 01A (1)
- Leesburg Legacy Of Leesburg Unit 07 (1)
- Sleepy Hollow 01 Add Lt 01 (1)
- Arlington Ridge Ph 1-A (1)
- Treasure Island Shores (1)
- Leesburg Legacy Leesburg Unit 02 Lt 163 (1)
- Silver Lake Estates Phase 1 (1)
- Leesburg Ashton Woods (1)
- Royal Highlands Ph 01E (1)
- Park Hill Sub (1)
- Highland Lakes (1)
- Lisbon (1)
- Arlington Ridge Ph 3B (1)
- Country Club View (1)
- Western Shores Second Add (1)
- Highland Lakes Ph 01B (1)
- Highland Lakes Ph 02C (1)
- Western Pines Ph 02 (1)
- Highland Lakes Ph 2-A (1)
- Sandpiper Co-Op Inc Mhp Lt 101 (1)
- Leesburg Poinciana Heights (1)
- Plantation At Leesburg River Crest Unit 02 (1)
- Leesburg Lake Forest Unit 01 (1)
- Royal Highlands Ph 02-A Lt 1173 Orb 2040 (1)
- Western Shores (1)
- Highland Lakes Ph 02A (1)
- Legacy Of Leesburg Un 01 (1)
- Seasons At Park Hill (1)
- Plantation At Leesburg Rosedown Village Lt (1)
- Royal Highlands Ph I Sub (1)
- Forty Eight Estates (1)
- Arlington Ridge Ph 1-B (1)
- Shademoore Acres First Add (1)
- Seasons At Silver Basin (1)
- Plantation/Leesburg Arbordale (1)
- Pennbrooke Fairways (1)
- Plantation At Leesburg River Crest Unit 01 (1)
- Royal Highlands Ph 2 (1)
- Plantation At Leesburg Riverwalk Village (1)
- Leesburg Legacy Unit 03 Lt 259 (1)
- Shademoor Acres First Add (1)
- Scottish Highlands Condo Ph K (1)
- Legacy Of Leesburg, Unit 06 (1)
- Leesburg Arbors Lake Harris (1)
- Leesburg Lake Pointe At Summit (1)
- Legacy Of Leesburg Unit 03 Lt 259 (1)
- Shady Dells (1)
- Lake Denham Estates Phase Iii (1)
- Legacy Leesburg Unit 02 Lt 163 (1)
- Pennbrooke Ph M Sub (1)
- Shademoor Acres (1)
- Highland Lakes Ph 03 Tr A-G (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 2-C (1)
- Highland Lakes Ph 01 (1)
- Plantation/Leesburg Tara View (1)
- Higley (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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- Leesburg 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 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.