649 CRANE PRAIRIE WAY
OSPREY, FL 34229
$639,000 · Active
3 beds · 3 baths · 2,222 sq ft
WaterfrontOsprey
…of Willowbend. This rarely available, waterfront, Savannah model features a sizable…
MLS #A4702490
Osprey Waterfront Homes
Explore waterfront homes for sale in Osprey, Florida. Compare current listing photos, prices, and property details, then request a home tour.
This collection matches Osprey, Florida using MLS or standardized postal-city data.
26 listings match your search
Homes priced over $400,000.
Showing up to 24 listings. Availability and pricing can change.
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120 VILLA DRIVE #120
OSPREY, FL 34229
$465,000 · Active
2 beds · 2 baths · 1,404 sq ft
WaterfrontOsprey
FULLY FURNISHED WATERFRONT VILLA • PRIVATE DOCK WITH…
MLS #A4708477
250 HIDDEN BAY DRIVE #302
OSPREY, FL 34229
$625,000 · Active
3 beds · 2 baths · 1,937 sq ft
WaterfrontOsprey
LOCATION, LOCATION, LOCATION! Experience waterfront living in this beautifully upgraded…
MLS #A4706421
275 LOOKOUT POINT DRIVE
OSPREY, FL 34229
$4,590,000 · Active
5 beds · 5 baths · 5,279 sq ft
WaterfrontOsprey
Experience exceptional waterfront living in Southbay Yacht &…
MLS #A4707430
3603 N POINT ROAD #202
OSPREY, FL 34229
$629,400 · Active
3 beds · 3 baths · 3,147 sq ft
WaterfrontOsprey
MLS #A4707579
33 BISHOPS COURT ROAD #118
OSPREY, FL 34229
$679,000 · Active
2 beds · 2.5 baths · 1,890 sq ft
WaterfrontOsprey
MLS #A4707242
1346 THORNAPPLE DRIVE
OSPREY, FL 34229
$540,000 · Active
3 beds · 2 baths · 2,248 sq ft
WaterfrontOsprey
…to Nokomis Beach, the wonderful waterfront restaurants off Blackburn Point and…
MLS #A4707282
324 OSPREY POINT DRIVE
OSPREY, FL 34229
$3,700,000 · Active
5 beds · 5 baths · 6,234 sq ft
WaterfrontOsprey
MLS #A4706333
1328 THORNAPPLE DRIVE
OSPREY, FL 34229
$749,900 · Active
3 beds · 2 baths · 2,174 sq ft
WaterfrontOsprey
…fans. Boasting 50 feet of lakefront views, the property features a…
MLS #A4705435
2046 CORDES STREET
OSPREY, FL 34229
$565,000 · Active
3 beds · 2 baths · 1,705 sq ft
WaterfrontOsprey
…line from your private fishing dock. The fishing here is easy…
MLS #A4705136
1216 N CASEY KEY ROAD
OSPREY, FL 34229
$9,750,000 · Active
5 beds · 7 baths · 8,050 sq ft
WaterfrontOsprey
…the boating enthusiast, the deep-water dock offers quick access with no…
MLS #A4704643
5100 JESSIE HARBOR DRIVE #404
OSPREY, FL 34229
$599,000 · Active
2 beds · 2 baths · 2,143 sq ft
WaterfrontOsprey
…beautiful updates and an enviable waterfront lifestyle come together in this…
MLS #A4703484
260 HIDDEN BAY DRIVE #402
OSPREY, FL 34229
$775,000 · Active
3 beds · 2.5 baths · 1,950 sq ft
WaterfrontOsprey
…of Little Sarasota Bay in Osprey. The building is designed in…
MLS #A4701000
780 SARABAY ROAD #16
OSPREY, FL 34229
$425,000 · Active
2 beds · 2 baths · 1,574 sq ft
WaterfrontOsprey
Waterfront Villa w/BOAT SLIPS - Large…
MLS #TB8528486
101 OSPREY POINT DRIVE
OSPREY, FL 34229
$4,790,000 · Active
4 beds · 5.5 baths · 5,087 sq ft
WaterfrontOsprey
…Bay. Just moments from Sarasota waterfront dining, Siesta Key beaches, and…
MLS #A4694716
135 TINA ISLAND DRIVE
OSPREY, FL 34229
$3,295,000 · Active
3 beds · 4.5 baths · 2,572 sq ft
WaterfrontOsprey
**EXCEPTIONAL WATERFRONT RESIDENCE with 210 ft CANAL…
MLS #A4692366
6100 JESSIE HARBOR DRIVE #202
OSPREY, FL 34229
$798,000 · Active
3 beds · 3.5 baths · 3,771 sq ft
WaterfrontOsprey
…living in this beautifully appointed waterfront residence, ideally located within the…
MLS #A4690969
14021 BELLAGIO WAY #404
OSPREY, FL 34229
$999,900 · Active
3 beds · 3 baths · 2,187 sq ft
WaterfrontOsprey
This beautifully remodeled waterfront condominium in Osprey offers a…
MLS #N6144070
14041 BELLAGIO WAY #214
OSPREY, FL 34229
$700,000 · Active
3 beds · 2 baths · 1,799 sq ft
WaterfrontOsprey
Waterfront Sanctuary-Boater's Paradise at the Osprey…
MLS #A4689731
313 LOOKOUT POINT DRIVE
OSPREY, FL 34229
$5,299,999 · Active
4 beds · 4.5 baths · 5,337 sq ft
WaterfrontOsprey
…your yacht. This is Sarasota waterfront living at its most refined.…
MLS #A4688995
14021 BELLAGIO WAY #309
OSPREY, FL 34229
$879,000 · Active
3 beds · 2.5 baths · 2,199 sq ft
WaterfrontOsprey
…beautiful home and a vibrant waterfront community. Residents enjoy access to…
MLS #A4681589
242 HIDDEN BAY DRIVE #602
OSPREY, FL 34229
$700,000 · Active
2 beds · 2 baths · 1,932 sq ft
WaterfrontOsprey
PENTHOUSE WATERFRONT LIVING WITH STUNNING BAY VIEWS!…
MLS #A4678883
49 OSPREY POINT DRIVE
OSPREY, FL 34229
$2,399,000 · Active
4 beds · 3.5 baths · 3,953 sq ft
WaterfrontOsprey
…or paddleboard to the nearby boat launch for effortless access to…
MLS #A4671762
18 N CASEY KEY ROAD
OSPREY, FL 34229
$1,750,000 · Active
3 beds · 2 baths · 1,977 sq ft
WaterfrontOsprey
MLS #A4669083