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262 Properties Available

Name: Open House - 1PM-4PM
Start: 2026-08-30T13:00:00.000Z
End: 2026-08-30T16:00:00.000Z
Location: 1819 HIGHLAND RD, Osprey, FL 34229

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1/54

New

$850,000

4 Beds3 Baths2,468 SqFt

144 PARK TRACE BLVD, Osprey, FL 34229

Listed by Sharon Lewis GOLF & BAY PROPERTIES LLC

1/50

New

$2,199,999

4 Beds4 Baths4,578 SqFt

154 LOOKOUT POINT DR, Osprey, FL 34229

Listed by Stephen Hachey FLAT FEE MLS REALTY

1/100

New

$1,100,000

5 Beds4 Baths3,354 SqFt

296 PINE RANCH TRL, Osprey, FL 34229

Listed by Darren Dowling BEYOND REALTY LLC

1/57

Open Sun 1PM-4PM

$319,000

2 Beds3 Baths1,240 SqFt

1819 HIGHLAND RD, Osprey, FL 34229

Listed by Jennifer Linehan MICHAEL SAUNDERS & COMPANY

1/30

Open Sun 1PM-4PM

$649,000

3 Beds2 Baths2,084 SqFt

586 OAK BAY DR, Osprey, FL 34229

Listed by Mary Jo Violett WHITE SANDS REALTY GROUP FL

1/85

New

$1,100,000

4 Beds3 Baths3,984 SqFt

907 EAGLE ISLE CT, Osprey, FL 34229

Listed by Becky Culp CENTURY 21 ROSEBAY

1140 BEACHCOMBER CT #11, Osprey, FL 34229

1/11

New

$540,000

3 Beds3 Baths2,040 SqFt

1140 BEACHCOMBER CT #11, Osprey, FL 34229

Listed by Ralph Harvey LISTWITHFREEDOM.COM

Pending

$1,800,000

3 Beds4 Baths3,665 SqFt

222 SAINT JAMES PARK, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

Pending

$2,750,000

4 Beds5 Baths5,323 SqFt

447 E MACEWEN DR, Osprey, FL 34229

Listed by Steve Abbe COLDWELL BANKER REALTY

5100 JESSIE HARBOR DR #404, Osprey, FL 34229

1/62

New

$599,000

2 Beds2 Baths2,143 SqFt

5100 JESSIE HARBOR DR #404, Osprey, FL 34229

Listed by Stuart Lawrence MICHAEL SAUNDERS & COMPANY

1/71

Active Under Contract

$529,900

2 Beds2 Baths1,704 SqFt

432 S SHORE DR, Osprey, FL 34229

Listed by Nikki Weiss KW COASTAL LIVING III

1/60

Active

$985,000

3 Beds3 Baths2,203 SqFt

409 N POINT RD #803, Osprey, FL 34229

Listed by Mark Lyda GENEROUS PROPERTY

1/30

Active

$345,000

2 Beds1 Bath925 SqFt

614 N OSPREY AVE, Sarasota, FL 34236

Listed by Vincent LaMaida DOUGLAS ELLIMAN

1/40

Active

$700,000

3 Beds3 Baths2,837 SqFt

264 WOODS POINT RD, Osprey, FL 34229

Listed by Mina Johnson MICHAEL SAUNDERS & COMPANY

1/16

Active

$309,950

2 Beds2 Baths1,593 SqFt

108 VILLA DR #108, Osprey, FL 34229

Listed by Richard Gaspar LOKATION

1/30

Active

$2,999,000

4 Beds4 Baths2,915 SqFt

1426 S OSPREY AVE, Sarasota, FL 34239

Listed by Perry Corneau COMPASS FLORIDA LLC

260 HIDDEN BAY DR #402, Osprey, FL 34229

1/58

Active

$775,000

3 Beds3 Baths1,950 SqFt

260 HIDDEN BAY DR #402, Osprey, FL 34229

Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

1/79

Active

$739,000

3 Beds2 Baths2,328 SqFt

299 TURQUOISE LN, Osprey, FL 34229

Listed by Mickey Jordan BRIGHT REALTY

1/38

Pending

$550,000

3 Beds2 Baths1,731 SqFt

547 MEADOW SWEET CIR, Osprey, FL 34229

Listed by Zita Bowers MICHAEL SAUNDERS & COMPANY

1/97

Active

$1,900,000

5 Beds8 Baths5,986 SqFt

916 MACEWEN DR, Osprey, FL 34229

Listed by Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

1/54

Active

$425,000

2 Beds2 Baths1,574 SqFt

780 SARABAY RD #16, Osprey, FL 34229

Listed by Mark Segreto RMS ELITE PROPERTIES

1/30

Active Under Contract

$399,000

2 Beds2 Baths1,346 SqFt

329 BAY VISTA AVE, Osprey, FL 34229

Listed by Rodrigo Posada THE SHORELINE FL REALTY LLC

1/45

Active Under Contract

$799,000

4 Beds3 Baths2,607 SqFt

Osprey, FL 34229

Listed by Claudia Dybala DALTON WADE INC

2309 JESSIE HARBOR DR #2402, Osprey, FL 34229

1/85

Open Sat 12PM-2PM

$497,000

3 Beds3 Baths2,006 SqFt

2309 JESSIE HARBOR DR #2402, Osprey, FL 34229

Listed by Christine Pope MICHAEL SAUNDERS & COMPANY

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