Bridget McLennon
← All of Osceola County

Osceola County homes $400K – $500K

1,010 active listings in Osceola County, Florida

3817 GOLDEN FEATHER WAY

$499,000

3817 GOLDEN FEATHER WAY, KISSIMMEE

4 bd · 3 ba · 2,724 sqft

3571 MAPLE RIDGE LOOP

$490,000

3571 MAPLE RIDGE LOOP, KISSIMMEE

5 bd · 3.5 ba · 2,636 sqft

5121 MOORE STREET

$485,000

5121 MOORE STREET, ST CLOUD

3 bd · 2 ba · 1,792 sqft

4355 SUMMER BREEZE WAY

$475,000

4355 SUMMER BREEZE WAY, KISSIMMEE

4 bd · 3 ba · 2,027 sqft

2465 ANNACELLA AVENUE

$470,000

2465 ANNACELLA AVENUE, KISSIMMEE

4 bd · 3 ba · 2,035 sqft

2757 SOUTHLAND STREET

$460,000

2757 SOUTHLAND STREET, ST CLOUD

3 bd · 2.5 ba · 2,208 sqft

125 TEAKWOOD DRIVE

$450,000

125 TEAKWOOD DRIVE, KISSIMMEE

4 bd · 2 ba · 1,702 sqft

1876 CASSIDY KNOLL DRIVE

$444,000

1876 CASSIDY KNOLL DRIVE, KISSIMMEE

5 bd · 3.5 ba · 2,807 sqft

3626 BRIARLYNN WAY

$442,900

3626 BRIARLYNN WAY, ST CLOUD

4 bd · 2.5 ba · 2,405 sqft

6699 ALDER ROAD

$430,000

6699 ALDER ROAD, ST CLOUD

4 bd · 3 ba · 2,361 sqft

1484 BUNKER DRIVE

$429,900

1484 BUNKER DRIVE, DAVENPORT

4 bd · 2 ba · 2,269 sqft

2863 BOATING BOULEVARD, Kissimmee FL 34746

$428,999

2863 BOATING BOULEVARD, Kissimmee FL 34746, KISSIMMEE

4 bd · 2.5 ba

3703 MOON DANCER PLACE

$425,000

3703 MOON DANCER PLACE, ST CLOUD

4 bd · 3 ba · 2,190 sqft

5347 HARMONY PLACE

$423,979

5347 HARMONY PLACE, KISSIMMEE

4 bd · 2 ba · 1,681 sqft

4902 PALL MALL STREET E

$415,000

4902 PALL MALL STREET E, KISSIMMEE

4 bd · 2.5 ba · 2,139 sqft

1358 CENTRE COURT RIDGE DRIVE UNIT 101

$407,500

1358 CENTRE COURT RIDGE DRIVE UNIT 101, REUNION

3 bd · 3 ba · 1,686 sqft

1761 PETIOLE PLACE

$499,900

1761 PETIOLE PLACE, KISSIMMEE

4 bd · 2.5 ba · 2,272 sqft

654 MADRID DRIVE

$499,900

654 MADRID DRIVE, KISSIMMEE

4 bd · 2.5 ba · 3,226 sqft

1857 NICE COURT

$499,000

1857 NICE COURT, KISSIMMEE

5 bd · 4 ba · 2,492 sqft

1924 COLUMBUS PATH

$499,000

1924 COLUMBUS PATH, ST CLOUD

3 bd · 2 ba · 2,022 sqft

7740 SANDY RIDGE DRIVE UNIT 228

$499,000

7740 SANDY RIDGE DRIVE UNIT 228, KISSIMMEE

5 bd · 4.5 ba · 2,703 sqft

5016 BLUE HAMMOCK COURT

$498,900

5016 BLUE HAMMOCK COURT, KISSIMMEE

5 bd · 3 ba · 2,615 sqft

1469 MOON VALLEY DRIVE

$498,500

1469 MOON VALLEY DRIVE, DAVENPORT

6 bd · 6 ba · 3,063 sqft

4882 CLOCK TOWER DRIVE

$498,500

4882 CLOCK TOWER DRIVE, KISSIMMEE

5 bd · 4 ba · 2,128 sqft

See all 1,010 on the map

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. Data is deemed reliable but is not guaranteed accurate by Stellar MLS.

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Southeast Florida MLSCopyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law. Data Last Updated: August 6, 2026 at 2:34 PM UTC.

Space Coast AORThese listings are provided by the IDX Program of Brevard County, Florida. Real Estate listings held by brokerage firms other than CENTURY 21 Edge Central Florida are marked with the IDX Logo and detailed information about them includes the name of the listing brokers. 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. Information deemed reliable but not guaranteed.

Beaches MLSAll information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer''s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.