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← All of Osceola County

Osceola County homes $300K – $400K

1,288 active listings in Osceola County, Florida

5099 STARLING BIRD LANE

$399,790

5099 STARLING BIRD LANE, ST CLOUD

5 bd · 3 ba · 2,231 sqft

3511 MAPLE RIDGE LOOP

$399,000

3511 MAPLE RIDGE LOOP, KISSIMMEE

3 bd · 2 ba · 2,284 sqft

3854 KNOTTY PINE STREET

$389,000

3854 KNOTTY PINE STREET, ST CLOUD

4 bd · 2.5 ba · 2,160 sqft

2523 PLOVER STREET

$388,989

2523 PLOVER STREET, ST CLOUD

4 bd · 2 ba · 1,921 sqft

5538 BUCKEYE BEND DRIVE

$375,675

5538 BUCKEYE BEND DRIVE, ST CLOUD

4 bd · 2 ba · 1,819 sqft

5632 LOGGIA LANE

$375,000

5632 LOGGIA LANE, KISSIMMEE

4 bd · 2.5 ba · 1,879 sqft

5638 LOGGIA LANE

$374,990

5638 LOGGIA LANE, KISSIMMEE

4 bd · 2 ba · 1,940 sqft

4156 Key Colony Place, Kissimmee FL 34746

$374,900

4156 Key Colony Place, Kissimmee FL 34746, KISSIMMEE

4 bd · 2.5 ba · 2,156 sqft

3832 BLACKBERRY CIRCLE

$349,900

3832 BLACKBERRY CIRCLE, ST CLOUD

4 bd · 2 ba · 1,674 sqft

4576 SPARKLING SHELL AVENUE

$349,000

4576 SPARKLING SHELL AVENUE, KISSIMMEE

3 bd · 2.5 ba · 1,699 sqft

7593 GATHERING DRIVE UNIT 504

$340,000

7593 GATHERING DRIVE UNIT 504, KISSIMMEE

2 bd · 2 ba · 1,430 sqft

3606 SANCTUARY DRIVE

$339,900

3606 SANCTUARY DRIVE, ST CLOUD

4 bd · 2.5 ba · 2,122 sqft

2848 OCONNELL DRIVE

$339,000

2848 OCONNELL DRIVE, KISSIMMEE

3 bd · 2 ba · 2,245 sqft

1795 LINDENS STREET

$331,990

1795 LINDENS STREET, KISSIMMEE

3 bd · 2.5 ba · 1,463 sqft

3109 SEAVIEW CASTLE DRIVE

$330,000

3109 SEAVIEW CASTLE DRIVE, KISSIMMEE

2 bd · 2.5 ba · 1,112 sqft

7593 GATHERING DRIVE UNIT 307

$325,000

7593 GATHERING DRIVE UNIT 307, KISSIMMEE

2 bd · 2 ba · 1,430 sqft

7593 GATHERING DRIVE UNIT 706

$325,000

7593 GATHERING DRIVE UNIT 706, KISSIMMEE

2 bd · 2 ba · 1,430 sqft

3132 RIVER BRANCH CIRCLE

$325,000

3132 RIVER BRANCH CIRCLE, KISSIMMEE

2 bd · 2 ba · 1,512 sqft

1808 BRYANT STREET

$324,990

1808 BRYANT STREET, KISSIMMEE

3 bd · 2.5 ba · 1,463 sqft

1804 BRYANT STREET

$324,990

1804 BRYANT STREET, KISSIMMEE

3 bd · 2.5 ba · 1,463 sqft

1800 BRYANT STREET

$324,990

1800 BRYANT STREET, KISSIMMEE

3 bd · 2.5 ba · 1,463 sqft

562 MARICOPA DRIVE

$320,000

562 MARICOPA DRIVE, KISSIMMEE

4 bd · 2.5 ba · 1,750 sqft

3565 ANIBAL STREET

$320,000

3565 ANIBAL STREET, KISSIMMEE

3 bd · 2.5 ba · 1,555 sqft

7524 BLISS WAY UNIT 7524

$319,500

7524 BLISS WAY UNIT 7524, KISSIMMEE

3 bd · 2.5 ba · 1,808 sqft

See all 1,288 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 13, 2026 at 5:42 AM 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.