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Waterfront Homes in Osprey
Sarasota County, Florida — Updated daily from Stellar MLS
37 Waterfront Homes in Osprey
Active$725,000
5100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
2 Bed2 Bath2,143 sq ft Sqft
Active$359,000
2251 JESSIE HARBOR DRIVE
OSPREY, FL 34229
2 Bed2 Bath1,400 sq ft Sqft
Active$5,500
6100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
3 Bed4 Bath3,771 sq ft Sqft
Active$489,000
786 SARABAY ROAD
OSPREY, FL 34229
2 Bed2 Bath1,555 sq ft Sqft
Active$850,000
6100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
3 Bed4 Bath3,771 sq ft Sqft
Active$425,000
764 SARABAY ROAD
OSPREY, FL 34229
2 Bed2 Bath1,392 sq ft Sqft
Active$1,395,000
3603 POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath2,545 sq ft Sqft
Active$999,000
14041 BELLAGIO WAY
OSPREY, FL 34229
3 Bed2 Bath2,086 sq ft Sqft
Active$2,995,000
14401 MASTHEAD DRIVE
OSPREY, FL 34229
3 Bed4 Bath2,665 sq ft Sqft
Active$6,475,000
121 CASEY KEY ROAD
OSPREY, FL 34229
5 Bed6 Bath4,096 sq ft Sqft
Active$899,995
14021 BELLAGIO WAY
OSPREY, FL 34229
3 Bed3 Bath2,199 sq ft Sqft
Active$3,295,000
135 TINA ISLAND DRIVE
OSPREY, FL 34229
3 Bed5 Bath2,572 sq ft Sqft
Active$700,000
14041 BELLAGIO WAY
OSPREY, FL 34229
3 Bed2 Bath1,799 sq ft Sqft
Active$1,495,000
314 SHORE DRIVE
OSPREY, FL 34229
4 Bed3 Bath3,853 sq ft Sqft
Active$700,000
242 HIDDEN BAY DRIVE
OSPREY, FL 34229
2 Bed2 Bath1,932 sq ft Sqft
Active$395,000
7204 JESSIE HARBOR DRIVE
OSPREY, FL 34229
2 Bed2 Bath1,255 sq ft Sqft
Active$109,000
570 BLACKBURN POINT ROAD
OSPREY, FL 34229
0 Bath
Active$115,000
570 BLACKBURN POINT ROAD
OSPREY, FL 34229
0 Bath
Active$2,250
51 MAC EWEN DRIVE
OSPREY, FL 34229
1 Bed1 Bath595 sq ft Sqft
Active$4,790,000
101 OSPREY POINT DRIVE
OSPREY, FL 34229
4 Bed6 Bath5,087 sq ft Sqft
Active$1,175,000
14021 BELLAGIO WAY
OSPREY, FL 34229
3 Bed3 Bath2,187 sq ft Sqft
Active$2,399,000
49 OSPREY POINT DRIVE
OSPREY, FL 34229
4 Bed4 Bath3,953 sq ft Sqft
Active$497,000
120 VILLA DRIVE
OSPREY, FL 34229
2 Bed2 Bath1,404 sq ft Sqft
Active$235,000
51 MACEWEN DRIVE
OSPREY, FL 34229
1 Bed1 Bath595 sq ft Sqft
Active$2,850,000
141 CASEY KEY ROAD
OSPREY, FL 34229
0 Bath
Active$275,000
51 MACEWEN DRIVE
OSPREY, FL 34229
1 Bed1 Bath623 sq ft Sqft
Active$235,000
51 MACEWEN DRIVE
OSPREY, FL 34229
1 Bed1 Bath623 sq ft Sqft
Active$799,990
650 CRANE PRAIRIE WAY
OSPREY, FL 34229
4 Bed4 Bath3,183 sq ft Sqft
Active$8,000
14041 BELLAGIO WAY
OSPREY, FL 34229
3 Bed2 Bath2,058 sq ft Sqft
Active$6,950
5100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
3 Bed2 Bath2,143 sq ft Sqft
Active$5,999,999
313 LOOKOUT POINT DRIVE
OSPREY, FL 34229
4 Bed5 Bath5,337 sq ft Sqft
Active$679,000
33 BISHOPS COURT ROAD
OSPREY, FL 34229
2 Bed3 Bath1,890 sq ft Sqft
Active$2,250
51 MACEWEN DRIVE
OSPREY, FL 34229
1 Bed1 Bath623 sq ft Sqft
Active$699,000
3603 POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath3,147 sq ft Sqft
Active$655,000
57 BISHOPS COURT ROAD
OSPREY, FL 34229
2 Bed3 Bath1,890 sq ft Sqft
Active$6,500
521 HABITAT BOULEVARD
OSPREY, FL 34229
3 Bed3 Bath2,266 sq ft Sqft
Active$32,500
570 BLACKBURN POINT ROAD
OSPREY, FL 34229
0 Bath
Listing information provided by Stellar MLS. IDX information is for personal, non-commercial use only. Data is deemed reliable but not guaranteed. All properties are subject to prior sale, change, or withdrawal.
Waterfront Homes in Osprey, Florida
Looking for waterfront homes in Osprey? You are in the right place. Osprey is located in Sarasota County, Florida, and covers ZIP codes 34229. Quiet bayfront community between Sarasota and Venice with nature preserves.
Barrett Henry is a licensed Broker Associate with REMAX Collective and has 23+ years of real estate experience. Whether you are searching for waterfront homes or exploring other options in Osprey, Barrett provides expert guidance from first showing to closing day.
Call (813) 733-7907 to schedule a showing or get a personalized list of waterfront homes in Osprey delivered straight to your inbox.
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Barrett Henry, REALTOR® — 23+ years of real estate experience