Osprey Homes for Sale | Generous Property Real Estate
Osprey homes for sale feature beautiful luxury waterfront estates, golf course properties, and upscale single-family homes. Located between Venice and Sarasota, Osprey offers a quiet, prestigious coastal lifestyle with easy access to Casey Key.
Why Osprey Homes for Sale?
Osprey homes for sale appeal to buyers seeking privacy, luxury, and waterfront living in a peaceful community located between Venice and Sarasota.
Osprey Homes for Sale
Current Osprey homes for sale include deep-water waterfront estates, elegant single-family homes on large lots, and luxury properties with premium finishes.
Osprey Lifestyle
Osprey offers peaceful coastal living with excellent boating, fishing, waterfront dining, and convenient access to Venice and Sarasota.
Frequently Asked Questions
What types of homes are available in Osprey?
Osprey homes for sale range from luxury waterfront estates with deep-water docks to elegant single-family homes and golf course properties.
Is Osprey a good place to buy a luxury home?
Yes. Osprey is highly regarded for its privacy, waterfront access, and upscale lifestyle.
Ready to Explore Osprey Homes for Sale?
Contact Generous Property Real Estate today for current Osprey homes for sale and expert local guidance.
Current Osprey Homes for Sale
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104 Properties for Sale In Osprey
- 1/43 43
Active$395,000
2 Beds2 Baths1,255 SqFt7204 JESSIE HARBOR DR #7204, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 1/55 55
Active$749,000
3 Beds2 Baths2,034 SqFt103 BISHOPS COURT RD, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 1/47 47
Active$3,295,000
3 Beds5 Baths2,572 SqFt135 TINA ISLAND DR, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$1,250,000
3 Beds3 Baths2,594 SqFt409 N POINT RD #601, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$1,995,000
3 Beds3 Baths3,029 SqFt401 N POINT RD #1001, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 1/62 62
Active$1,100,000
3 Beds3 Baths2,778 SqFt385 N POINT RD #304, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$1,950,000
4 Beds6 Baths4,346 SqFt538 DOVE POINTE DR, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$825,000
3 Beds2 Baths2,188 SqFt599 PINE RANCH EAST RD, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$2,395,000
3 Beds4 Baths4,519 SqFt852 MACEWEN DR, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$769,000
3 Beds2 Baths2,310 SqFt13 BAYHEAD LN, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$1,395,000
3 Beds3 Baths2,545 SqFt3603 N POINT RD #702, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 1/62 62
Active$615,000
3 Beds3 Baths2,055 SqFt385 N POINT RD #402, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 1/44 44
Active$875,000
3 Beds2 Baths2,271 SqFt293 TURQUOISE LN, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 3D
Active$1,595,000
3 Beds4 Baths4,241 SqFt909 MACEWEN DR, Osprey, FL 34229
Single Family Home
Listed by Mark Lyda GENEROUS PROPERTY
- 1/48 48
Active$599,000
3 Beds3 Baths2,055 SqFt409 N POINT RD #502, Osprey, FL 34229
Condo
Listed by Mark Lyda GENEROUS PROPERTY
- 1/38 38
Active$550,000
3 Beds2 Baths1,731 SqFt547 MEADOW SWEET CIR, Osprey, FL 34229
Single Family Home
Listed by Zita Bowers MICHAEL SAUNDERS & COMPANY
- 3D
Active$497,000
3 Beds3 Baths2,006 SqFt2309 JESSIE HARBOR DR #2402, Osprey, FL 34229
Condo
Listed by Christine Pope MICHAEL SAUNDERS & COMPANY
- 1/50 50
Active$1,790,000
3 Beds2 Baths2,411 SqFt206 Four Knot LN, Osprey, FL 34229
Single Family Home
Listed by Realty One Group MVP
- 1/75 75
Active$775,000
3 Beds2 Baths2,474 SqFt1495 LANDVIEW LN, Osprey, FL 34229
Single Family Home
Listed by Pat Williams PAT WILLIAMS REALTY, LLC
- 1/84 84
Active$1,289,000
3 Beds4 Baths3,112 SqFt156 BISHOPS COURT RD, Osprey, FL 34229
Single Family Home
Listed by Joel Schemmel DOUGLAS ELLIMAN
- 1/71 71
Active$699,000
2 Beds2 Baths2,143 SqFt5100 JESSIE HARBOR DR #304, Osprey, FL 34229
Condo
Listed by Suki Scollo COLDWELL BANKER REALTY
- 1/45 45
Active$474,000
3 Beds2 Baths1,874 SqFt447 N SHORE DR, Osprey, FL 34229
Single Family Home
Listed by Lauren Sisco COLDWELL BANKER SARASOTA CENT.
- 1/41 41
Active$419,000
3 Beds2 Baths1,760 SqFt524 SARABAY RD, Osprey, FL 34229
Single Family Home
Listed by Ibett Giannone SUN N SAND REAL ESTATE LLC
- 1/39 39
Active$289,900
2 Beds2 Baths1,165 SqFt1801 HIGHLAND RD, Osprey, FL 34229
Townhouse
Listed by Kimberly Werla, PA RE/MAX ALLIANCE GROUP
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Osprey MARKET SNAPSHOT
(JUL 17, 2026 - AUG 16, 2026)
Osprey MARKET SNAPSHOT
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