Leesburg Homes Under $500K for Sale
Every home priced under $500K currently for sale in Leesburg — pulled live from the Stellar MLS and updated continuously. Pair this with the free Leesburg market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
24+ Homes Under $500K in the Leesburg area
$370,000
5607 Sir Churchill Dr
Leesburg, FL 34748
3 bd · 2 ba · 2,312 sqft
Royal Highlands Ph 02 Lt 992 Orb 1976 Pg 173
MLS ID #O6455213, LIFESTYLE INTERNATIONAL REALTY.
Listing provided by Stellar MLS
$459,999
308 Water Shore Dr
Leesburg, FL 34748
4 bd · 3 ba · 2,725 sqft
Waters Edge
MLS ID #O6455050, HOMEVEST REALTY.
Listing provided by Stellar MLS
$329,900
4741 Inverness Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,902 sqft
Royal Highlands Ph I-D
MLS ID #G5119848, VANGIE BERRY SIGNATURE REALTY.
Listing provided by Stellar MLS
$279,000
27326 Orchid Glade St
Leesburg, FL 34748
3 bd · 2 ba · 1,480 sqft
Leesburg Legacy Unit 03 Lt 259
MLS ID #O6405542, AAA GLOBAL VENTURES PA.
Listing provided by Stellar MLS
$140,000
185 Hibiscus Way
Leesburg, FL 34748
2 bd · 2 ba · 1,152 sqft
Hawthorne/Leesburg Un B19
MLS ID #G5119815, HAWTHORNE RESIDENTS COOPERATIVE ASSOCIATION INC..
Listing provided by Stellar MLS
$440,000
25501 Maurepas Ln
Leesburg, FL 34748
3 bd · 2 ba · 2,945 sqft
Plantation At Leesburg Ashland Village
MLS ID #O6415561, REAL BROKER, LLC.
Listing provided by Stellar MLS
$245,000
25607 Belle Helene
Leesburg, FL 34748
2 bd · 2 ba · 1,345 sqft
Plantation/Leesburg Belle Grove
MLS ID #G5106688, DOWN HOME REALTY, LLLP.
Listing provided by Stellar MLS
$307,500
5606 Rosewall Cir
Leesburg, FL 34748
3 bd · 2 ba · 2,040 sqft
Highland Lakes Ph 01
MLS ID #G5116293, FLORIDA PLUS REALTY, LLC.
Listing provided by Stellar MLS
$299,900
439 Grand Vista Trl
Leesburg, FL 34748
3 bd · 2 ba · 1,869 sqft
Pennbrooke
MLS ID #G5118005, WEICHERT REALTORS HALLMARK PRO.
Listing provided by Stellar MLS
$279,000
32222 Summertree Cir
Leesburg, FL 34748
2 bd · 2 ba · 1,725 sqft
Pennbrooke Ph Ie Sub
MLS ID #G5113595, KELLER WILLIAMS ELITE PARTNERS III REALTY.
Listing provided by Stellar MLS
$339,000
5925 Bag Pipe Pl
Leesburg, FL 34748
3 bd · 2 ba · 2,251 sqft
Royal Highlands Ph 01b
MLS ID #G5116829, ERA GRIZZARD REAL ESTATE.
Listing provided by Stellar MLS
$229,900
5440 Rosewall Cir
Leesburg, FL 34748
2 bd · 2 ba · 1,210 sqft
Highland Lakes Ph 01
MLS ID #G5118163, VANGIE BERRY SIGNATURE REALTY.
Listing provided by Stellar MLS
$350,000
7642 Park Hill Ave
Leesburg, FL 34748
4 bd · 3 ba · 2,948 sqft
Park Hill Sub
MLS ID #G5112923, SERHANT.
Listing provided by Stellar MLS
$185,000
4443 River Ridge Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,556 sqft
Plantation At Leesburg Glen Eagle Village Tr A-E
MLS ID #O6432383, KGV REALTY GROUP.
Listing provided by Stellar MLS
$344,900
1019 Meadowbend Dr
Leesburg, FL 34748
3 bd · 2 ba · 1,890 sqft
Pennbrooke Fairways
MLS ID #G5119337, CENTURY 21 ALTON CLARK.
Listing provided by Stellar MLS
$128,000
28506 Helena Run Dr
Leesburg, FL 34748
2 bd · 2 ba · 1,144 sqft
Shenandoah Sub
MLS ID #OM735023, LPT REALTY, LLC.
Listing provided by Stellar MLS
$37,500
0 Edgewood Ave
Leesburg, FL 34748
0.13 acres
Leesburg Edgewater Heights
MLS ID #G5108784, WORTH CLARK REALTY.
Listing provided by Stellar MLS
$295,000
4530 Peach Tree St
Leesburg, FL 34748
2 bd · 2 ba · 1,841 sqft
Plantation At Leesburg Glen Eagle Village Tr A-E
MLS ID #G5118835, OPTIMA ONE REALTY, INC..
Listing provided by Stellar MLS
$285,000
26180 Feathergrass Cir
Leesburg, FL 34748
3 bd · 2 ba · 1,432 sqft
Windsong/Leesburg Ph 2
MLS ID #O6423944, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$347,900
20631 Prince Ranier Pl
Leesburg, FL 34748
3 bd · 2 ba · 2,070 sqft
Royal Highlands Ph 02-B Lt 1317 Pb 50 Pg
MLS ID #G5095688, VANGIE BERRY SIGNATURE REALTY.
Listing provided by Stellar MLS
$239,990
32226 Summertree Cir
Leesburg, FL 34748
3 bd · 2 ba · 1,318 sqft
Pennbrooke Ph Ie Sub
MLS ID #TB8557760, LOKATION.
Listing provided by Stellar MLS
$379,900
27303 Gingerbread Pl
Leesburg, FL 34748
3 bd · 3 ba · 2,287 sqft
Leesburg Legacy Leesburg Unit 06
MLS ID #G5116627, ERA GRIZZARD REAL ESTATE.
Listing provided by Stellar MLS
$314,900
4631 Glen Coe St
Leesburg, FL 34748
3 bd · 2 ba · 1,848 sqft
Royal Highlands Ph 02-A Lt 1173 Orb 2040
MLS ID #G5119564, VANGIE BERRY SIGNATURE REALTY.
Listing provided by Stellar MLS
$329,000
5523 Rosewall Cir
Leesburg, FL 34748
3 bd · 3 ba · 2,283 sqft
Highland Lakes Ph 01
MLS ID #OM735143, LPT REALTY, LLC.
Listing provided by Stellar MLS
More Leesburg Homes for Sale
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of November 5, 2026 at 3:57 AM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA