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Luxury Homes in Osprey
Sarasota County, Florida — Updated daily from Stellar MLS
48 Luxury Homes in Osprey
Active$1,850,000
206 FOUR KNOT LANE
OSPREY, FL 34229
3 Bed2 Bath2,411 sq ft Sqft
Active$1,475,000
1474 LANDVIEW LANE
OSPREY, FL 34229
4 Bed3 Bath3,246 sq ft Sqft
Active$799,900
1495 LANDVIEW LANE
OSPREY, FL 34229
3 Bed2 Bath2,474 sq ft Sqft
Active$2,199,900
180 LOOKOUT POINT DRIVE
OSPREY, FL 34229
5 Bed4 Bath3,236 sq ft Sqft
Active$850,000
6100 JESSIE HARBOR DRIVE
OSPREY, FL 34229
3 Bed4 Bath3,771 sq ft Sqft
Active$825,000
3820 PARROT BAY COURT
OSPREY, FL 34229
0 Bath
Active$1,495,000
422 BLUE GARDEN LANE
OSPREY, FL 34229
3 Bed4 Bath3,872 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$2,189,000
433 MACEWEN DRIVE
OSPREY, FL 34229
4 Bed4 Bath4,012 sq ft Sqft
Active$1,289,000
156 BISHOPS COURT ROAD
OSPREY, FL 34229
3 Bed4 Bath3,112 sq ft Sqft
Active$3,640,000
854 MACEWEN DRIVE
OSPREY, FL 34229
4 Bed6 Bath9,081 sq ft Sqft
Active$2,995,000
14401 MASTHEAD DRIVE
OSPREY, FL 34229
3 Bed4 Bath2,665 sq ft Sqft
Active$1,095,000
403 LONGBOW TRAIL
OSPREY, FL 34229
4 Bed3 Bath2,770 sq ft Sqft
Active$2,249,000
362 MACEWEN DRIVE
OSPREY, FL 34229
4 Bed4 Bath4,117 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$1,165,000
1527 BUOY LANE
OSPREY, FL 34229
3 Bed3 Bath2,830 sq ft Sqft
Active$1,495,000
314 SHORE DRIVE
OSPREY, FL 34229
4 Bed3 Bath3,853 sq ft Sqft
Active$1,950,000
97 SUGAR MILL DRIVE
OSPREY, FL 34229
5 Bed6 Bath4,885 sq ft Sqft
Active$880,000
401 POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath2,778 sq ft Sqft
Active$1,495,000
360 N POINT ROAD
OSPREY, FL 34229
3 Bed4 Bath2,913 sq ft Sqft
Active$1,649,000
75 OSPREY POINT DRIVE
OSPREY, FL 34229
4 Bed4 Bath4,001 sq ft Sqft
Active$789,000
21 BAYHEAD LANE
OSPREY, FL 34229
3 Bed2 Bath2,246 sq ft Sqft
Active$1,185,000
61 BAYHEAD LANE
OSPREY, FL 34229
3 Bed3 Bath3,180 sq ft Sqft
Active$999,000
204 WINDWARD DRIVE
OSPREY, FL 34229
3 Bed3 Bath2,486 sq ft Sqft
Active$1,050,000
292 TURQUOISE LANE
OSPREY, FL 34229
3 Bed2 Bath2,255 sq ft Sqft
Active$1,295,000
17 BAYHEAD LANE
OSPREY, FL 34229
3 Bed2 Bath2,850 sq ft Sqft
Active$1,535,000
480 ORISKANY COURT
OSPREY, FL 34229
3 Bed4 Bath3,208 sq ft Sqft
Active$1,100,000
385 N POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath2,778 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$875,000
293 TURQUOISE LANE
OSPREY, FL 34229
3 Bed2 Bath2,271 sq ft Sqft
Active$799,000
13 BAYHEAD LANE
OSPREY, FL 34229
3 Bed2 Bath2,310 sq ft Sqft
Active$2,399,000
49 OSPREY POINT DRIVE
OSPREY, FL 34229
4 Bed4 Bath3,953 sq ft Sqft
Active$2,395,000
852 MACEWEN DRIVE
OSPREY, FL 34229
3 Bed4 Bath4,519 sq ft Sqft
Active$2,850,000
141 CASEY KEY ROAD
OSPREY, FL 34229
0 Bath
Active$2,700,000
236 SAINT JAMES PARK
OSPREY, FL 34229
6 Bed7 Bath6,246 sq ft Sqft
Active$1,950,000
538 DOVE POINTE DRIVE
OSPREY, FL 34229
4 Bed6 Bath4,346 sq ft Sqft
Active$799,990
650 CRANE PRAIRIE WAY
OSPREY, FL 34229
4 Bed4 Bath3,183 sq ft Sqft
Active$1,595,000
909 MACEWEN DRIVE
OSPREY, FL 34229
3 Bed4 Bath4,241 sq ft Sqft
Active$5,999,999
313 LOOKOUT POINT DRIVE
OSPREY, FL 34229
4 Bed5 Bath5,337 sq ft Sqft
Active$1,399,000
385 NORTH POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath2,594 sq ft Sqft
Active$1,250,000
409 POINT ROAD
OSPREY, FL 34229
3 Bed3 Bath2,594 sq ft Sqft
Active$2,100,000
448 MACEWEN DRIVE
OSPREY, FL 34229
4 Bed4 Bath3,768 sq ft Sqft
Active$1,200,000
700 FAITH AVENUE
OSPREY, FL 34229
4 Bed3 Bath2,474 sq ft Sqft
Active$1,400,000
2099 TAMIAMI TRAIL
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.
Luxury Homes in Osprey, Florida
Looking for luxury 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 luxury 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 luxury homes in Osprey delivered straight to your inbox.
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Barrett Henry, REALTOR® — 23+ years of real estate experience