Homes under $500K in Leesburg, FL

340 for sale · 1,256 homes listed · Updated September 27, 2026 · Page 14 of 26

127 westwood drive, Leesburg 34748 Off market since Jul 2026 $153,000 · 2 bd · 2 ba · 1,086 sqft
212 paradise south, Leesburg 34788 Off market since Sep 2026 $88,500 · 2 bd · 2 ba · 828 sqft
699 cindi avenue, Leesburg 34788 Off market since Aug 2026 $89,000 · 1 bd · 1 ba · 400 sqft
5616 laver street, Leesburg 34748 Off market since Sep 2026 $249,900 · 2 bd · 2 ba · 2,003 sqft
1114 oak drive, Leesburg 34748 Off market since Sep 2026 $280,000 · 5 bd · 2 ba · 2,108 sqft
176 azalea trail, Leesburg 34748 Off market since Sep 2026 $145,500 · 2 bd · 2 ba · 1,152 sqft
2200 butler street, Leesburg 34748 Off market since Jul 2026 $249,850 · 3 bd · 2 ba · 1,584 sqft
21202 braveheart drive, Leesburg 34748 Off market since Sep 2026 $290,000 · 3 bd · 2 ba · 1,588 sqft
563 tammi drive, Leesburg 34788 Off market since Sep 2026 $85,000 · 2 bd · 2 ba · 1,058 sqft
26209 newcombe circle, Leesburg 34748 Off market since Sep 2026 $249,000 · 2 bd · 2 ba · 1,514 sqft
101 mango cove, Leesburg 34748 Off market since Sep 2026 $119,900 · 2 bd · 2 ba · 1,080 sqft
32512 oak park drive, Leesburg 34748 Off market since Sep 2026 $234,000 · 3 bd · 2 ba · 1,312 sqft
27343 roanoke drive, Leesburg 34748 Off market since Sep 2026 $319,000 · 3 bd · 2 ba · 1,607 sqft
32819 timberwood drive, Leesburg 34748 Off market since Jul 2026 $185,700 · 2 bd · 2 ba · 1,162 sqft
4704 river ridge drive, Leesburg 34748 Off market since Sep 2026 $399,900 · 3 bd · 2 ba · 2,155 sqft
2927 tangerine court, Leesburg 34748 Off market since Sep 2026 $127,000 · 2 bd · 3 ba · 1,288 sqft
101 ixora way, Leesburg 34748 Off market since Sep 2026 $79,000 · 2 bd · 2 ba · 1,056 sqft
2105 greenlaw court 2105, Leesburg 34788 Off market since Sep 2026 $169,000 · 2 bd · 2 ba · 932 sqft
34041 highland road, Leesburg 34788 Off market since Sep 2026 $354,999 · 3 bd · 3 ba · 2,280 sqft
1611 indian trail, Leesburg 34748 Off market since Sep 2026 $395,000 · 3 bd · 2 ba · 1,454 sqft
710 coachman drive, Leesburg 34748 Off market since Sep 2026 $158,900 · 2 bd · 2 ba · 1,056 sqft
29994 anahid drive, Leesburg 34748 Off market since Jul 2026 $281,000 · 3 bd · 2 ba · 1,342 sqft
1004 royal oak boulevard, Leesburg 34748 Off market since Sep 2026 $175,000 · 2 bd · 3 ba · 1,288 sqft
1017 cypress street, Leesburg 34748 Off market since Sep 2026 $240,000 · 4 bd · 4 ba · 2,167 sqft
2911 pecan avenue, Leesburg 34748 Off market since Sep 2026 $160,000 · 2 bd · 3 ba · 1,288 sqft
25300 hibiscus street, Leesburg 34748 Off market since Sep 2026 $229,500 · 2 bd · 2 ba · 1,908 sqft
9729 wedgewood lane, Leesburg 34788 Off market since Jul 2026 $464,900 · 3 bd · 3 ba · 2,542 sqft
8725 treasure island road, Leesburg 34788 Off market since Sep 2026 $299,900 · 3 bd · 2 ba · 1,390 sqft
407 palo verde drive, Leesburg 34748 Off market since Sep 2026 $120,000 · 2 bd · 2 ba · 1,342 sqft
27143 roanoke drive, Leesburg 34748 Off market since Aug 2026 $349,000 · 3 bd · 2 ba · 1,699 sqft
4900 heron run circle, Leesburg 34748 Off market since Sep 2026 $219,900 · 2 bd · 2 ba · 1,289 sqft
25735 glen eagle drive, Leesburg 34748 Off market since Jul 2026 $299,250 · 3 bd · 2 ba · 1,652 sqft
24215 belle mede drive, Leesburg 34748 Off market since Jul 2026 $424,900 · 2 bd · 3 ba · 2,755 sqft
107 royal palm drive, Leesburg 34748 Off market since Sep 2026 $159,900 · 2 bd · 2 ba · 1,232 sqft
1409 new abbey avenue, Leesburg 34788 Off market since Sep 2026 $214,999 · 2 bd · 2 ba · 1,482 sqft
104 dogwood trail, Leesburg 34748 Off market since Sep 2026 $125,000 · 2 bd · 2 ba · 1,152 sqft
211 aspen circle, Leesburg 34748 Off market since Sep 2026 $99,900 · 2 bd · 2 ba · 1,032 sqft
512 palo verde drive, Leesburg 34748 Off market since Sep 2026 $79,900 · 2 bd · 2 ba · 1,110 sqft
11807 ocklawaha drive, Leesburg 34788 Off market since Sep 2026 $255,000 · 2 bd · 2 ba · 1,012 sqft
510 galloway court, Leesburg 34788 Off market since Aug 2026 $181,900 · 2 bd · 2 ba · 1,171 sqft
11548 missouri street, Leesburg 34788 Off market since Sep 2026 $426,900 · 4 bd · 3 ba · 2,605 sqft
27601 country stone court, Leesburg 34748 Off market since Jul 2026 $339,900 · 3 bd · 2 ba · 2,066 sqft
38237 oriole way, Leesburg 34788 Off market since Sep 2026 $85,000 · 2 bd · 1 ba · 704 sqft
3601 arlington ridge boulevard, Leesburg 34748 Off market since Jul 2026 $305,000 · 3 bd · 2 ba · 1,649 sqft
1627 ann rose way, Leesburg 34748 Off market since Jul 2026 $300,000 · 3 bd · 2 ba · 1,780 sqft
25233 lost oak circle, Leesburg 34748 Off market since Aug 2026 $320,000 · 3 bd · 2 ba · 1,751 sqft
180 hibiscus way, Leesburg 34748 Off market since Sep 2026 $109,900 · 2 bd · 2 ba · 1,350 sqft
271 verny grove lane, Leesburg 34748 Sold on Aug 20, 2026 $330,000 · 3 bd · 2 ba · 1,970 sqft
428 palo verde drive, Leesburg 34748 Off market since Aug 2026 $90,000 · 2 bd · 2 ba · 864 sqft
103 tamarisk way, Leesburg 34748 Off market since Jul 2026 $132,500 · 2 bd · 2 ba · 1,332 sqft