Chickasaw Trails Homes Under $500K for Sale
Every home priced under $500K currently for sale in Chickasaw Trails — pulled live from the Stellar MLS and updated continuously. Pair this with the free Chickasaw Trails market report to see what's actually selling, days on market, and sold-to-list ratios before you make an offer.
5 Homes Under $500K in Chickasaw Trails
$439,000
3805 Running Water Dr
Orlando, FL 32829
3 bd · 2 ba · 1,940 sqft
Chickasaw Trails Ph 02
MLS ID #O6450836, CHARLES RUTENBERG REALTY ORLANDO.
Listing provided by Stellar MLS
$499,999
3785 Peace Pipe Dr
Orlando, FL 32829
5 bd · 3 ba · 3,103 sqft
Chickasaw Trails Ph 02
MLS ID #O6447013, HOME ON YOUR OWN REALTY.
Listing provided by Stellar MLS
$370,000
8625 Redskin Ct
Orlando, FL 32829
3 bd · 2 ba · 1,436 sqft
Chickasaw Trails Ph 01
MLS ID #O6442696, MARK SPAIN REAL ESTATE.
Listing provided by Stellar MLS
$490,000
3701 Beaver Ridge Dr
Orlando, FL 32829
3 bd · 3 ba · 2,309 sqft
Chickasaw Trails Ph 02
MLS ID #O6444062, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$365,000
8818 Reservation Dr
Orlando, FL 32829
3 bd · 2 ba · 1,547 sqft
Chickasaw Trails Ph 02
MLS ID #O6380339, FLORIDA REALTY INVESTMENTS.
Listing provided by Stellar MLS
More Chickasaw Trails 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 3, 2026 at 5:27 PM 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