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55+ communities in Osceola County

153 active listings in Osceola County, Florida

8882 CABOT CLIFFS DRIVE

$890,000

8882 CABOT CLIFFS DRIVE, DAVENPORT

9 bd · 5 ba · 3,922 sqft

2531 PINE PRESERVE COURT

$775,000

2531 PINE PRESERVE COURT, ST CLOUD

3 bd · 3.5 ba · 2,808 sqft

6323 DEW DROP LOOP

$611,776

6323 DEW DROP LOOP, ST CLOUD

2 bd · 2 ba · 1,949 sqft

6261 CITRUS GROVE COURT

$540,000

6261 CITRUS GROVE COURT, ST CLOUD

2 bd · 2 ba · 1,919 sqft

2733 SOUTHLAND STREET

$525,000

2733 SOUTHLAND STREET, ST CLOUD

3 bd · 3 ba · 2,365 sqft

8015 INDIAN CREEK BOULEVARD

$525,000

8015 INDIAN CREEK BOULEVARD, KISSIMMEE

5 bd · 4 ba · 2,136 sqft

1761 PETIOLE PLACE

$499,900

1761 PETIOLE PLACE, KISSIMMEE

4 bd · 2.5 ba · 2,272 sqft

2789 SOUTHLAND STREET

$499,900

2789 SOUTHLAND STREET, ST CLOUD

3 bd · 3 ba · 2,365 sqft

7964 HANSON BAY PLACE

$489,000

7964 HANSON BAY PLACE, KISSIMMEE

4 bd · 3 ba · 2,261 sqft

1974 SPRING SHOWER CIRCLE

$450,000

1974 SPRING SHOWER CIRCLE, KISSIMMEE

3 bd · 3 ba · 2,175 sqft

4980 WARRIOR LANE

$440,000

4980 WARRIOR LANE, KISSIMMEE

3 bd · 2 ba · 1,330 sqft

3254 MOCCASIN DRIVE

$430,000

3254 MOCCASIN DRIVE, KISSIMMEE

3 bd · 2 ba · 1,330 sqft

1450 AMANDA ROAD

$405,000

1450 AMANDA ROAD, KISSIMMEE

4 bd · 2.5 ba · 1,998 sqft

2505 CLIFF WAY

$399,900

2505 CLIFF WAY, ST CLOUD

2 bd · 2 ba · 1,401 sqft

2623 HAMMOCK HARBOR AVENUE

$385,646

2623 HAMMOCK HARBOR AVENUE, ST CLOUD

2 bd · 2 ba · 1,579 sqft

334 BOGEY DRIVE

$382,000

334 BOGEY DRIVE, DAVENPORT

4 bd · 3.5 ba · 1,944 sqft

3434 SAGEBRUSH STREET

$365,000

3434 SAGEBRUSH STREET, HARMONY

3 bd · 2 ba · 1,852 sqft

1691 KEY BAY TRAIL

$355,000

1691 KEY BAY TRAIL, KISSIMMEE

2 bd · 2 ba · 1,557 sqft

5167 GARDENROW DRIVE

$348,440

5167 GARDENROW DRIVE, ST CLOUD

2 bd · 2 ba · 1,322 sqft

2867 MIDSWEET AVENUE

$339,420

2867 MIDSWEET AVENUE, ST CLOUD

2 bd · 2 ba · 1,321 sqft

2949 CHERRY BLOSSOM LOOP

$325,000

2949 CHERRY BLOSSOM LOOP, ST CLOUD

2 bd · 2 ba · 1,584 sqft

1833 SPRING SHOWER CIRCLE

$320,000

1833 SPRING SHOWER CIRCLE, KISSIMMEE

3 bd · 2 ba · 1,559 sqft

2447 YELLOW BRICK ROAD

$305,000

2447 YELLOW BRICK ROAD, ST CLOUD

2 bd · 2 ba · 1,464 sqft

527 KILIMANJARO DRIVE

$279,900

527 KILIMANJARO DRIVE, KISSIMMEE

3 bd · 2 ba · 1,564 sqft

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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 19, 2026 at 10:05 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.