Eric Chery
← All of Osceola County

Osceola County homes $400K – $500K

1,024 active listings in Osceola County, Florida

2466 RELAXING LANE

$499,990

2466 RELAXING LANE, KISSIMMEE

4 bd · 3 ba · 2,151 sqft

4104 QUAIL NEST COURT

$490,000

4104 QUAIL NEST COURT, ST CLOUD

5 bd · 3.5 ba · 2,813 sqft

3571 MAPLE RIDGE LOOP

$490,000

3571 MAPLE RIDGE LOOP, KISSIMMEE

5 bd · 3.5 ba · 2,636 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

3029 PRELUDE LANE

$470,000

3029 PRELUDE LANE, KISSIMMEE

5 bd · 3.5 ba · 2,425 sqft

4814 LOVE STOREY LANE

$469,000

4814 LOVE STOREY LANE, KISSIMMEE

4 bd · 3 ba · 1,914 sqft

2658 SAN SIMEON WAY

$465,000

2658 SAN SIMEON WAY, KISSIMMEE

4 bd · 2.5 ba · 2,328 sqft

2945 ELIO HAMMOCK DR

$460,000

2945 ELIO HAMMOCK DR, HARMONY

5 bd · 3 ba · 2,451 sqft

3707 MOON DANCER PLACE

$460,000

3707 MOON DANCER PLACE, ST CLOUD

4 bd · 3 ba · 2,190 sqft

125 TEAKWOOD DRIVE

$450,000

125 TEAKWOOD DRIVE, KISSIMMEE

4 bd · 2 ba · 1,702 sqft

948 CYPRESS CREEK RUN

$446,775

948 CYPRESS CREEK RUN, ST CLOUD

4 bd · 2.5 ba · 2,029 sqft

3626 BRIARLYNN WAY

$442,900

3626 BRIARLYNN WAY, ST CLOUD

4 bd · 2.5 ba · 2,405 sqft

6553 CYRILS DRIVE

$440,000

6553 CYRILS DRIVE, ST CLOUD

3 bd · 2.5 ba · 1,854 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

2530 MANESHAW LANE

$419,000

2530 MANESHAW LANE, KISSIMMEE

3 bd · 3 ba · 1,440 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

654 MADRID DRIVE

$499,900

654 MADRID DRIVE, KISSIMMEE

4 bd · 2.5 ba · 3,226 sqft

1761 PETIOLE PLACE

$499,900

1761 PETIOLE PLACE, KISSIMMEE

4 bd · 2.5 ba · 2,272 sqft

844 BLUE SAGE STREET UNIT 101

$499,000

844 BLUE SAGE STREET UNIT 101, CELEBRATION

3 bd · 2 ba · 1,406 sqft

7740 SANDY RIDGE DRIVE UNIT 228

$499,000

7740 SANDY RIDGE DRIVE UNIT 228, KISSIMMEE

5 bd · 4.5 ba · 2,703 sqft

2458 DUBAI STREET

$499,000

2458 DUBAI STREET, KISSIMMEE

5 bd · 4.5 ba · 2,265 sqft

See all 1,024 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: July 23, 2026 at 5:48 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.