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← All of Kissimmee

Kissimmee homes $400K – $500K

563 active listings in Kissimmee, 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

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

2863 BOATING BOULEVARD, Kissimmee FL 34746

$428,999

2863 BOATING BOULEVARD, Kissimmee FL 34746, KISSIMMEE

4 bd · 2.5 ba

4902 PALL MALL STREET E

$415,000

4902 PALL MALL STREET E, KISSIMMEE

4 bd · 2.5 ba · 2,139 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

453 SORRENTO RD

$499,900

453 SORRENTO RD, KISSIMMEE

3 bd · 3.5 ba · 2,580 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

5016 BLUE HAMMOCK COURT

$498,900

5016 BLUE HAMMOCK COURT, KISSIMMEE

5 bd · 3 ba · 2,615 sqft

4882 CLOCK TOWER DRIVE

$498,500

4882 CLOCK TOWER DRIVE, KISSIMMEE

5 bd · 4 ba · 2,128 sqft

8933 PRAGUE WAY

$498,000

8933 PRAGUE WAY, KISSIMMEE

5 bd · 4 ba · 2,492 sqft

3609 VALLEYVIEW DRIVE

$495,000

3609 VALLEYVIEW DRIVE, KISSIMMEE

4 bd · 2.5 ba · 2,530 sqft

8050 KING PALM CIRCLE

$495,000

8050 KING PALM CIRCLE, KISSIMMEE

4 bd · 2 ba · 1,567 sqft

3232 HERONS POINT CIRCLE

$495,000

3232 HERONS POINT CIRCLE, KISSIMMEE

4 bd · 2.5 ba · 2,085 sqft

2426 TANGIER DRIVE

$495,000

2426 TANGIER DRIVE, KISSIMMEE

5 bd · 4.5 ba · 2,263 sqft

1049 LAKE BERKLEY DRIVE

$495,000

1049 LAKE BERKLEY DRIVE, KISSIMMEE

5 bd · 3 ba · 2,823 sqft

3818 ROSE MALLOW DRIVE

$495,000

3818 ROSE MALLOW DRIVE, KISSIMMEE

4 bd · 3 ba · 2,420 sqft

2651 TRAFALGAR BOULEVARD

$495,000

2651 TRAFALGAR BOULEVARD, KISSIMMEE

4 bd · 2.5 ba · 2,433 sqft

2677 BROADWING STREET

$494,990

2677 BROADWING STREET, KISSIMMEE

3 bd · 2.5 ba · 2,226 sqft

1519 BEECHMONT DRIVE

$490,990

1519 BEECHMONT DRIVE, KISSIMMEE

5 bd · 3 ba · 2,601 sqft

See all 563 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.

CENTURY 21 Edge
© 2026 CENTURY 21® and the CENTURY 21 Logo are registered service marks owned by Century 21 Real Estate LLC. Sunseria Real Estate Group LLC d/b/a CENTURY 21 Edge fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Each office is independently owned and operated. Any services or products provided by independently owned and operated franchisees are not provided by, affiliated with, or related to Century 21 Real Estate LLC nor any of its affiliated companies.

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Stellar MLS / MFRMLSCopyright © MFRMLS.com. All 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 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 on this site was last updated August 4, 2026 at 5:47 PM UTC. The listing information on this page last changed on August 4, 2026 at 5:47 PM UTC. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS. Updated on August 4, 2026 at 5:47 PM UTC.

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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 4, 2026 at 5:47 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.