Dan Schriver
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Gated communities in Osprey

49 active listings in Osprey, Florida

103 BISHOPS COURT ROAD

$749,000

103 BISHOPS COURT ROAD, OSPREY

3 bd · 2 ba · 2,034 sqft

7204 JESSIE HARBOR DRIVE UNIT 7204

$395,000

7204 JESSIE HARBOR DRIVE UNIT 7204, OSPREY

2 bd · 2 ba · 1,255 sqft

184 EXPLORER DRIVE

$294,900

184 EXPLORER DRIVE, OSPREY

2 bd · 2 ba · 1,244 sqft

51 MACEWEN DRIVE UNIT 12

$275,000

51 MACEWEN DRIVE UNIT 12, OSPREY

1 bd · 1 ba · 623 sqft

4213 EXPEDITION WAY UNIT 107

$320,000

4213 EXPEDITION WAY UNIT 107, OSPREY

3 bd · 2 ba · 1,430 sqft

101 OSPREY POINT DRIVE

$4,790,000

101 OSPREY POINT DRIVE, OSPREY

4 bd · 5.5 ba · 5,087 sqft

360 N POINT ROAD

$1,495,000

360 N POINT ROAD, OSPREY

3 bd · 3.5 ba · 2,913 sqft

401 N POINT ROAD UNIT 504

$880,000

401 N POINT ROAD UNIT 504, OSPREY

3 bd · 3 ba · 2,778 sqft

401 N POINT ROAD UNIT 1001

$1,995,000

401 N POINT ROAD UNIT 1001, OSPREY

3 bd · 3 ba · 3,029 sqft

2251 JESSIE HARBOR DRIVE UNIT 2101

$359,000

2251 JESSIE HARBOR DRIVE UNIT 2101, OSPREY

2 bd · 2 ba · 1,400 sqft

385 NORTH POINT ROAD UNIT 701

$1,399,000

385 NORTH POINT ROAD UNIT 701, OSPREY

3 bd · 3 ba · 2,594 sqft

51 MACEWEN DRIVE UNIT 5

$235,000

51 MACEWEN DRIVE UNIT 5, OSPREY

1 bd · 1 ba · 595 sqft

14041 BELLAGIO WAY UNIT 318

$949,000

14041 BELLAGIO WAY UNIT 318, OSPREY

3 bd · 2 ba · 2,086 sqft

173 NAVIGATION CIRCLE UNIT 107

$319,500

173 NAVIGATION CIRCLE UNIT 107, OSPREY

3 bd · 2 ba · 1,528 sqft

57 BISHOPS COURT ROAD UNIT 121

$655,000

57 BISHOPS COURT ROAD UNIT 121, OSPREY

2 bd · 2.5 ba · 1,890 sqft

89 NAVIGATION CIRCLE

$320,000

89 NAVIGATION CIRCLE, OSPREY

2 bd · 2 ba · 1,449 sqft

97 SUGAR MILL DRIVE

$1,950,000

97 SUGAR MILL DRIVE, OSPREY

5 bd · 5.5 ba · 4,885 sqft

61 BAYHEAD LANE

$1,185,000

61 BAYHEAD LANE, OSPREY

3 bd · 3 ba · 3,180 sqft

409 N POINT ROAD UNIT 601

$1,250,000

409 N POINT ROAD UNIT 601, OSPREY

3 bd · 3 ba · 2,594 sqft

6100 JESSIE HARBOR DRIVE UNIT 202

$850,000

6100 JESSIE HARBOR DRIVE UNIT 202, OSPREY

3 bd · 3.5 ba · 3,771 sqft

14021 BELLAGIO WAY UNIT 404

$1,100,000

14021 BELLAGIO WAY UNIT 404, OSPREY

3 bd · 3 ba · 2,187 sqft

14041 BELLAGIO WAY UNIT 214

$700,000

14041 BELLAGIO WAY UNIT 214, OSPREY

3 bd · 2 ba · 1,799 sqft

4226 FRONTIER LANE UNIT 103

$299,000

4226 FRONTIER LANE UNIT 103, OSPREY

2 bd · 2 ba · 1,135 sqft

5100 JESSIE HARBOR DRIVE UNIT 304

$725,000

5100 JESSIE HARBOR DRIVE UNIT 304, OSPREY

2 bd · 2 ba · 2,143 sqft

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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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 13, 2026 at 7:23 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.