Homes under $500K in Leesburg, FL

340 for sale · 1,256 homes listed · Updated September 27, 2026 · Page 13 of 26

• 5622 rosewall circle, Leesburg 34748 Active Under Contract $228,000 · 2 bd · 2 ba · 1,368 sqft
• 109 ixora way, Leesburg 34748 Active Under Contract $80,000 · 2 bd · 2 ba · 1,152 sqft
• 269 kelou court, Leesburg 34788 Off market since Sep 2026 $79,900 · 2 bd · 1 ba · 784 sqft
• 408 hawthorne boulevard, Leesburg 34748 Off market since Sep 2026 $109,900 · 2 bd · 2 ba · 1,152 sqft
• 20631 prince ranier place, Leesburg 34748 Off market since Sep 2026 $347,900 · 3 bd · 2 ba · 2,070 sqft
• 112 south moss street, Leesburg 34748 Off market since Sep 2026 $214,500 · 4 bd · 3 ba · 1,505 sqft
• 102 tangelo cove, Leesburg 34748 Off market since Sep 2026 $139,900 · 2 bd · 2 ba · 1,232 sqft
• 20751 queen alexandra drive, Leesburg 34748 Off market since Sep 2026 $364,900 · 3 bd · 3 ba · 2,224 sqft
• 1715 indian trail, Leesburg 34748 Off market since Sep 2026 $189,900 · 3 bd · 2 ba · 1,152 sqft
• 11428 pheasant trail, Leesburg 34788 Off market since Sep 2026 $199,000 · 3 bd · 2 ba · 2,108 sqft
• 25800 belle helene, Leesburg 34748 Off market since Sep 2026 $228,000 · 3 bd · 2 ba · 1,653 sqft
• 169 bougainvillea drive, Leesburg 34748 Off market since Aug 2026 $124,900 · 2 bd · 2 ba · 960 sqft
• 25339 crestwater drive, Leesburg 34748 Off market since Sep 2026 $284,900 · 3 bd · 2 ba · 1,765 sqft
• 37945 monticello street, Leesburg 34788 Off market since Sep 2026 $200,000 · 3 bd · 2 ba · 1,584 sqft
• 424 hawthorne boulevard, Leesburg 34748 Off market since Sep 2026 $119,000 · 2 bd · 2 ba · 1,152 sqft
• 27328 pine straw road, Leesburg 34748 Off market since Sep 2026 $334,999 · 3 bd · 2 ba · 1,894 sqft
• 321 water shore drive, Leesburg 34748 Off market since Sep 2026 $469,800 · 4 bd · 3 ba · 2,058 sqft
• 3507 arlington ridge boulevard, Leesburg 34748 Off market since Sep 2026 $289,900 · 2 bd · 2 ba · 1,476 sqft
• 4738 st andrews arcade, Leesburg 34748 Off market since Sep 2026 $299,999 · 3 bd · 2 ba · 1,892 sqft
• 164 royal palm drive, Leesburg 34748 Off market since Sep 2026 $175,000 · 2 bd · 2 ba · 1,372 sqft
• 36720 emeralda island road, Leesburg 34788 Off market since Sep 2026 $370,000 · 2 bd · 2 ba · 1,200 sqft
• 3336 curlew avenue, Leesburg 34748 Off market since Sep 2026 $320,000 · 3 bd · 3 ba · 1,746 sqft
• 9843 orion loop, Leesburg 34788 Sold on Jul 16, 2026 $401,201 · 4 bd · 2 ba · 2,342 sqft
• 9837 orion loop, Leesburg 34788 Off market since Sep 2026 $369,123 · 3 bd · 2 ba · 2,178 sqft
• 151 hibiscus way, Leesburg 34748 Off market since Aug 2026 $125,000 · 2 bd · 2 ba · 1,100 sqft
• 136 dogwood trail, Leesburg 34748 Off market since Sep 2026 $119,900 · 2 bd · 2 ba · 1,332 sqft
• 34535 shellback street, Leesburg 34788 Off market since Sep 2026 $400,000 · 4 bd · 3 ba · 2,635 sqft
• 642 glen oaks drive, Leesburg 34748 Off market since Jul 2026 $209,247 · 2 bd · 2 ba · 1,632 sqft
• 29875 anahid drive, Leesburg 34748 Off market since Aug 2026 $330,000 · 4 bd · 3 ba · 2,170 sqft
• 11642 martell court, Leesburg 34788 Off market since Sep 2026 $215,000 · 3 bd · 2 ba · 1,456 sqft
• 25119 cranes roost circle, Leesburg 34748 Off market since Sep 2026 $213,900 · 2 bd · 2 ba · 1,328 sqft
• 4950 glen coe street, Leesburg 34748 Off market since Aug 2026 $336,500 · 3 bd · 2 ba · 2,065 sqft
• 1549 sterns drive, Leesburg 34748 Off market since Jul 2026 $299,990 · 3 bd · 2 ba · 1,445 sqft
• 2536 autumn stream drive, Leesburg 34748 Off market since Sep 2026 $339,900 · 4 bd · 2 ba · 1,921 sqft
• 27106 camerons run, Leesburg 34748 Off market since Sep 2026 $419,900 · 3 bd · 2 ba · 2,436 sqft
• 427 hawthorne boulevard, Leesburg 34748 Off market since Aug 2026 $99,900 · 2 bd · 2 ba · 1,152 sqft
• 1440 selman road, Leesburg 34748 Off market since Sep 2026 $449,000 · 2 bd · 1 ba · 1,200 sqft
• 102 dogwood trail, Leesburg 34748 Off market since Sep 2026 $239,900 · 3 bd · 2 ba · 1,188 sqft
• 33702 verda avenue, Leesburg 34788 Off market since Sep 2026 $198,000 · 2 bd · 1 ba · 912 sqft
• 615 northeast cottage park lane, Leesburg 34748 Off market since Sep 2026 $82,900 · 1 bd · 1 ba · 490 sqft
• 1121 lucas street, Leesburg 34748 Off market since Jul 2026 $139,000 · 2 bd · 1 ba · 984 sqft
• 1803 high street, Leesburg 34748 Off market since Jul 2026 $139,000 · 3 bd · 1 ba · 1,212 sqft
• 201 mike street, Leesburg 34748 Off market since Jul 2026 $139,000 · 2 bd · 1 ba · 1,058 sqft
• 1805 high street, Leesburg 34748 Off market since Jul 2026 $139,000 · 1 bd · 1 ba · 672 sqft
• 3606 mulberry grove loop, Leesburg 34748 Off market since Sep 2026 $435,000 · 3 bd · 3 ba · 2,664 sqft
• 131 bougainvillea drive, Leesburg 34748 Off market since Sep 2026 $154,900 · 2 bd · 2 ba · 1,216 sqft
• 4528 glen coe street, Leesburg 34748 Off market since Sep 2026 $380,500 · 2 bd · 2 ba · 2,200 sqft
• 26812 augusta springs circle, Leesburg 34748 Off market since Aug 2026 $475,000 · 4 bd · 3 ba · 2,318 sqft
• 47 kono circle, Leesburg 34788 Off market since Sep 2026 $109,900 · 2 bd · 2 ba · 1,294 sqft
• 2942 poplar avenue, Leesburg 34748 Off market since Sep 2026 $175,000 · 2 bd · 3 ba · 1,288 sqft