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131 listings in Osprey
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Osprey, FL
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Listings
$769,000
13 BAYHEAD LN
OSPREY, 34229
3 bd·2 ba·2,310 sqft
545 days on market
Pool
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$2,700,000
236 SAINT JAMES PARK
OSPREY, 34229
6 bd·6.5 ba·6,246 sqft
580 days on market
Pool
Listed by MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS
$1,395,000
3603 N POINT RD #702
OSPREY, 34229
3 bd·3 ba·2,545 sqft
552 days on market
Waterfront
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$615,000
385 N POINT RD #402
OSPREY, 34229
3 bd·3 ba·2,055 sqft
586 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$875,000
293 TURQUOISE LN
OSPREY, 34229
3 bd·2 ba·2,271 sqft
601 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$299,999
456 WASHINGTON AVE
OSPREY, 34229
732 days on market
Source: Stellar MLS
$1,595,000
909 MACEWEN DR
OSPREY, 34229
3 bd·3.5 ba·4,241 sqft
777 days on market
Pool
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$575,000
409 N POINT RD #502
OSPREY, 34229
3 bd·3 ba·2,055 sqft
748 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$459,900
401 N POINT RD #301
OSPREY, 34229
3 bd·3 ba·2,594 sqft
712 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
New
$2,395,000
140 N CASEY KEY RD
OSPREY, 34229
3 bd·3.5 ba·2,473 sqft
0 days on market
WaterfrontPool
Listed by KELLER WILLIAMS ON THE WATER
Source: Stellar MLS
New
$275,000
308 PINE RUN DR
OSPREY, 34229
2 bd·1.5 ba·1,184 sqft
1 day on market
Listed by COMPASS FLORIDA LLC
Source: Stellar MLS
Listing data provided by Stellar MLS. Last updated September 30, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.