Homes under $500K in Leesburg, FL

340 for sale · 1,256 homes listed · Updated September 27, 2026 · Page 11 of 26

• 25212 clifford hill, Leesburg 34748 Active Under Contract $259,000 · 2 bd · 2 ba · 1,407 sqft
• 33514 luana court, Leesburg 34788 Active Under Contract $199,990 · 3 bd · 2 ba · 938 sqft
• 6340 highland lakes boulevard, Leesburg 34748 Active Under Contract $294,995 · 3 bd · 2 ba · 1,927 sqft
• 2318 jobbins drive, Leesburg 34748 Active Under Contract $209,900 · 3 bd · 2 ba · 1,454 sqft
• 10679 goose prairie road, Leesburg 34788 Active Under Contract $249,000 · 3 bd · 2 ba · 1,971 sqft
• 27103 roanoke drive, Leesburg 34748 Active Under Contract $299,000 · 2 bd · 2 ba · 1,589 sqft
• 1704 center street, Leesburg 34748 Active Under Contract $175,000 · 3 bd · 1 ba · 1,152 sqft
• 7237 hillcrest street, Leesburg 34748 Active Under Contract $239,990 · 3 bd · 2 ba · 1,342 sqft
• 24345 amberleaf court, Leesburg 34748 Active Under Contract $329,900 · 2 bd · 2 ba · 1,898 sqft
• 1308 mariva avenue, Leesburg 34748 Active Under Contract $165,000 · 2 bd · 1 ba · 792 sqft
• 5000 sawgrass lake circle, Leesburg 34748 Active Under Contract $279,900 · 2 bd · 2 ba · 1,775 sqft
• 24814 pine hill, Leesburg 34748 Active Under Contract $189,900 · 2 bd · 2 ba · 1,358 sqft
• 9830 bunker road, Leesburg 34788 Active Under Contract $324,900 · 3 bd · 2 ba · 1,496 sqft
• 25510 belle alliance, Leesburg 34748 Active Under Contract $228,000 · 2 bd · 2 ba · 1,457 sqft
• 26724 cash court, Leesburg 34748 Active Under Contract $200,000 · 2 bd · 2 ba · 1,120 sqft
• 1109 inland street, Leesburg 34748 Active Under Contract $219,900 · 3 bd · 1 ba · 1,010 sqft
• 20618 queen alexandra drive, Leesburg 34748 Active Under Contract $319,000 · 3 bd · 2 ba · 1,945 sqft
• 37848 maywood bay drive, Leesburg 34788 Active Under Contract $219,000 · 3 bd · 2 ba · 1,863 sqft
• 5825 princess caroline place, Leesburg 34748 Active Under Contract $290,000 · 3 bd · 2 ba · 2,023 sqft
• 25035 bellevue, Leesburg 34748 Active Under Contract $174,000 · 2 bd · 2 ba · 1,376 sqft
• 5540 hamlin court, Leesburg 34748 Active Under Contract $268,000 · 2 bd · 2 ba · 1,820 sqft
• 21325 royal troon drive, Leesburg 34748 Active Under Contract $349,900 · 3 bd · 2 ba · 2,333 sqft
• 27132 roanoke drive, Leesburg 34748 Active Under Contract $439,999 · 3 bd · 2 ba · 1,722 sqft
• 27144 stoney brook drive, Leesburg 34748 Active Under Contract $300,000 · 3 bd · 2 ba · 1,601 sqft
• 701 glen oaks drive, Leesburg 34748 Active Under Contract $190,000 · 2 bd · 2 ba · 1,259 sqft
• 751 old oaks lane, Leesburg 34748 Active Under Contract $284,900 · 3 bd · 2 ba · 1,753 sqft
• 9775 carson way, Leesburg 34788 Active Under Contract $339,793 · 4 bd · 3 ba · 2,107 sqft
• 4534 nottoway drive, Leesburg 34748 Active Under Contract $434,900 · 3 bd · 3 ba · 2,543 sqft
• 112 north lake avenue, Leesburg 34748 Active Under Contract $219,000 · 2 bd · 2 ba · 949 sqft
• 1 durness court, Leesburg 34788 Active Under Contract $182,000 · 2 bd · 2 ba · 1,200 sqft
• 811 merridale avenue, Leesburg 34748 Active Under Contract $139,900 · 2 bd · 1 ba · 672 sqft
• 1010 newman drive, Leesburg 34748 Active Under Contract $239,000 · 4 bd · 2 ba · 1,182 sqft
• 25345 green heron drive, Leesburg 34748 Active Under Contract $171,500 · 2 bd · 2 ba · 1,424 sqft
• 1400 spartan avenue, Leesburg 34748 Active Under Contract $243,500 · 3 bd · 2 ba · 1,465 sqft
• 4436 antietam creek trail, Leesburg 34748 Active Under Contract $381,000 · 3 bd · 2 ba · 2,028 sqft
• 10217 granite court, Leesburg 34788 Active Under Contract $269,900 · 3 bd · 2 ba · 1,394 sqft
• 2315 edgewater avenue, Leesburg 34748 Active Under Contract $205,000 · 4 bd · 2 ba · 1,489 sqft
• 27131 nostalgia drive, Leesburg 34748 Active Under Contract $335,000 · 3 bd · 2 ba · 2,034 sqft
• 21606 king henry avenue, Leesburg 34748 Active Under Contract $325,000 · 3 bd · 2 ba · 2,194 sqft
• 921 royal oak boulevard, Leesburg 34748 Active Under Contract $164,900 · 2 bd · 3 ba · 1,288 sqft
• 3447 mount hope loop, Leesburg 34748 Active Under Contract $249,999 · 3 bd · 2 ba · 1,868 sqft
• 1311 sumter street, Leesburg 34748 Active Under Contract $200,000 · 3 bd · 2 ba · 972 sqft
• 204 round man street, Leesburg 34748 Active Under Contract $297,000 · 4 bd · 2 ba · 1,981 sqft
• 33150 kaylee way, Leesburg 34788 Active Under Contract $394,900 · 3 bd · 2 ba · 1,822 sqft
• 105 temple cove west, Leesburg 34748 Active Under Contract $139,000 · 2 bd · 2 ba · 1,362 sqft
• 25206 ormond court, Leesburg 34748 Active Under Contract $278,500 · 2 bd · 2 ba · 1,723 sqft
• 8077 cherrystone street, Leesburg 34748 Active Under Contract $399,000 · 3 bd · 2 ba · 1,725 sqft
• 2122 aitkin loop, Leesburg 34748 Active Under Contract $245,000 · 3 bd · 2 ba · 1,496 sqft
• 11129 wiley road, Leesburg 34788 Active Under Contract $348,000 · 4 bd · 2 ba · 1,367 sqft
• 27018 white plains way, Leesburg 34748 Active Under Contract $266,000 · 2 bd · 2 ba · 1,208 sqft