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← All of Kissimmee

Kissimmee homes $400K – $500K

566 active listings in Kissimmee, Florida

3817 GOLDEN FEATHER WAY

$499,000

3817 GOLDEN FEATHER WAY, KISSIMMEE

4 bd · 3 ba · 2,724 sqft

1621 PARK SIDE AVENUE

$499,000

1621 PARK SIDE AVENUE, KISSIMMEE

4 bd · 3 ba · 2,142 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

7628 RECIFE DRIVE

$469,900

7628 RECIFE DRIVE, KISSIMMEE

4 bd · 4.5 ba · 2,396 sqft

2259 WAUKEGAN DRIVE

$429,000

2259 WAUKEGAN DRIVE, KISSIMMEE

4 bd · 3 ba · 2,814 sqft

2863 BOATING BOULEVARD, Kissimmee FL 34746

$428,999

2863 BOATING BOULEVARD, Kissimmee FL 34746, KISSIMMEE

4 bd · 2.5 ba

4664 CAVERNS DRIVE

$423,000

4664 CAVERNS DRIVE, KISSIMMEE

4 bd · 2.5 ba · 3,439 sqft

4902 PALL MALL STREET E

$415,000

4902 PALL MALL STREET E, KISSIMMEE

4 bd · 2.5 ba · 2,139 sqft

2587 TANNER TERRACE

$409,900

2587 TANNER TERRACE, KISSIMMEE

4 bd · 2 ba · 1,843 sqft

453 SORRENTO RD

$499,900

453 SORRENTO RD, KISSIMMEE

3 bd · 3.5 ba · 2,580 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

1857 NICE COURT

$499,000

1857 NICE COURT, KISSIMMEE

5 bd · 4 ba · 2,492 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

8475 OASIS KEY COVE

$498,000

8475 OASIS KEY COVE, KISSIMMEE

8 bd · 5.5 ba · 2,881 sqft

8933 PRAGUE WAY

$498,000

8933 PRAGUE WAY, KISSIMMEE

5 bd · 4 ba · 2,492 sqft

2426 TANGIER DRIVE

$495,000

2426 TANGIER DRIVE, KISSIMMEE

5 bd · 4.5 ba · 2,263 sqft

3818 ROSE MALLOW DRIVE

$495,000

3818 ROSE MALLOW DRIVE, KISSIMMEE

4 bd · 3 ba · 2,420 sqft

3232 HERONS POINT CIRCLE

$495,000

3232 HERONS POINT CIRCLE, KISSIMMEE

4 bd · 2.5 ba · 2,085 sqft

1049 LAKE BERKLEY DRIVE

$495,000

1049 LAKE BERKLEY DRIVE, KISSIMMEE

5 bd · 3 ba · 2,823 sqft

2417 DUBAI STREET

$495,000

2417 DUBAI STREET, KISSIMMEE

5 bd · 4.5 ba · 2,263 sqft

See all 566 on the map

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CENTURY 21 Edge
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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 8, 2026 at 5:50 AM UTC. The listing information on this page last changed on August 8, 2026 at 5:50 AM 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 8, 2026 at 5:50 AM 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 8, 2026 at 5:50 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.