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← All of Osceola County

Osceola County homes $400K – $500K

1,015 active listings in Osceola County, Florida

3817 GOLDEN FEATHER WAY

$499,000

3817 GOLDEN FEATHER WAY, KISSIMMEE

4 bd · 3 ba · 2,724 sqft

8475 OASIS KEY COVE

$498,000

8475 OASIS KEY COVE, KISSIMMEE

8 bd · 5.5 ba · 2,881 sqft

2417 DUBAI STREET

$495,000

2417 DUBAI STREET, KISSIMMEE

5 bd · 4.5 ba · 2,263 sqft

1813 LATTICE WAY

$492,990

1813 LATTICE WAY, ST CLOUD

3 bd · 2 ba · 2,036 sqft

3571 MAPLE RIDGE LOOP

$490,000

3571 MAPLE RIDGE LOOP, KISSIMMEE

5 bd · 3.5 ba · 2,636 sqft

2810 WINDSONG LANE

$489,900

2810 WINDSONG LANE, ST CLOUD

3 bd · 2 ba · 1,582 sqft

5766 MEADS BAY POND ROAD

$481,849

5766 MEADS BAY POND ROAD, KISSIMMEE

4 bd · 3.5 ba · 3,053 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

125 TEAKWOOD DRIVE

$450,000

125 TEAKWOOD DRIVE, KISSIMMEE

4 bd · 2 ba · 1,702 sqft

3626 BRIARLYNN WAY

$442,900

3626 BRIARLYNN WAY, ST CLOUD

4 bd · 2.5 ba · 2,405 sqft

5601 DENNERY BAY ROAD

$437,730

5601 DENNERY BAY ROAD, KISSIMMEE

4 bd · 3 ba · 2,366 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

5772 MEADS BAY POND ROAD

$415,279

5772 MEADS BAY POND ROAD, KISSIMMEE

3 bd · 2 ba · 2,055 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

4202 CRACKER COURT

$400,000

4202 CRACKER COURT, ST CLOUD

3 bd · 2 ba · 1,881 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

1924 COLUMBUS PATH

$499,000

1924 COLUMBUS PATH, ST CLOUD

3 bd · 2 ba · 2,022 sqft

1857 NICE COURT

$499,000

1857 NICE COURT, KISSIMMEE

5 bd · 4 ba · 2,492 sqft

7740 SANDY RIDGE DRIVE UNIT 228

$499,000

7740 SANDY RIDGE DRIVE UNIT 228, KISSIMMEE

5 bd · 4.5 ba · 2,703 sqft

See all 1,015 on the map

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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 5, 2026 at 4:49 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.