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131 listings in Osprey
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Osprey, FL
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Listings
New
$695,000
216 OSPREY POINT DR
OSPREY, 34229
1 day on market
Listed by PREMIER SOTHEBY'S INTERNATIONAL REALTY
Source: Stellar MLS
$289,000
4296 EXPEDITION WAY #104
OSPREY, 34229
2 bd·2 ba·1,135 sqft
121 days on market
Listed by EXP REALTY LLC
Source: Stellar MLS
$4,790,000
101 OSPREY POINT DR
OSPREY, 34229
4 bd·5.5 ba·5,087 sqft
98 days on market
WaterfrontPool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS
$699,000
103 BISHOPS COURT RD
OSPREY, 34229
3 bd·2 ba·2,034 sqft
139 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$745,000
280 HIDDEN BAY DR #302
OSPREY, 34229
3 bd·2 ba·1,937 sqft
157 days on market
PoolNew construction
Listed by BERKSHIRE HATHAWAY HOMESERVICE
Source: Stellar MLS
$1,289,000
156 BISHOPS COURT RD
OSPREY, 34229
3 bd·3.5 ba·3,112 sqft
138 days on market
Pool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS
$3,295,000
135 TINA ISLAND DR
OSPREY, 34229
3 bd·4.5 ba·2,572 sqft
50 days on market
Waterfront
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$275,000
51 MACEWEN DR #12
OSPREY, 34229
1 bd·1 ba·623 sqft
121 days on market
Waterfront
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$798,000
6100 JESSIE HARBOR DR #202
OSPREY, 34229
3 bd·3.5 ba·3,771 sqft
184 days on market
Waterfront
Listed by CORCORAN DWELLINGS REALTY
Source: Stellar MLS
$1,950,000
97 SUGAR MILL DR
OSPREY, 34229
5 bd·5.5 ba·4,885 sqft
141 days on market
Pool
Listed by PALM PARADISE REALTY GROUP
Source: Stellar MLS
$499,999
4429 CONCHFISH LN
OSPREY, 34229
3 bd·2 ba·2,004 sqft
147 days on market
Listed by EXP REALTY, LLC
Source: Stellar MLS
$999,900
14021 BELLAGIO WAY #404
OSPREY, 34229
3 bd·3 ba·2,187 sqft
163 days on market
Waterfront
Listed by PREMIER SOTHEBYS INTL REALTY
Source: Stellar MLS
$560,000
409 NORTH POINT RD #401
OSPREY, 34229
3 bd·3 ba·2,594 sqft
189 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$285,000
51 MAC EWEN DR #14
OSPREY, 34229
1 bd·1 ba·595 sqft
136 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$235,000
51 MACEWEN DR #5
OSPREY, 34229
1 bd·1 ba·595 sqft
21 days on market
Waterfront
Source: Stellar MLS
$700,000
759 FORDINGBRIDGE WAY
OSPREY, 34229
4 bd·3.5 ba·2,950 sqft
119 days on market
Pool
Listed by BEYCOME OF FLORIDA LLC
Source: Stellar MLS
$1,050,000
61 BAYHEAD LN
OSPREY, 34229
3 bd·3 ba·3,180 sqft
90 days on market
Pool
Listed by RE/MAX ALLIANCE GROUP
Source: Stellar MLS
$700,000
14041 BELLAGIO WAY #214
OSPREY, 34229
3 bd·2 ba·1,799 sqft
200 days on market
Waterfront
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$5,299,999
313 LOOKOUT POINT DR
OSPREY, 34229
4 bd·4.5 ba·5,337 sqft
196 days on market
WaterfrontPool
Listed by MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS
$1,100,000
1527 BUOY LN
OSPREY, 34229
3 bd·2.5 ba·2,830 sqft
176 days on market
Pool
Listed by BRIGHT REALTY
Source: Stellar MLS
$36,000
570 BLACKBURN POINT RD #26
OSPREY, 34229
250 days on market
Listed by BRIGHT REALTY
Source: Stellar MLS
$284,900
184 EXPLORER DR
OSPREY, 34229
2 bd·2 ba·1,244 sqft
134 days on market
Listed by DALTON WADE INC
Source: Stellar MLS
$425,000
107 SORRENTO DR
OSPREY, 34229
2 bd·2 ba·1,284 sqft
163 days on market
Listed by PREMIER SOTHEBYS INTL REALTY
Source: Stellar MLS
$175,000
14 OLD VENICE RD
OSPREY, 34229
133 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated June 5, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.