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122 listings in Osprey
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Osprey, FL
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Listings
$1,995,000
401 N POINT RD #1001
OSPREY, 34229
3 bd·3 ba·3,029 sqft
214 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
New
$699,000
410 BLUE GARDEN LN
OSPREY, 34229
0 days on market
Listed by ELITE PROPERTIES LLC
Source: Stellar MLS
$1,100,000
385 N POINT RD #304
OSPREY, 34229
3 bd·3 ba·2,778 sqft
230 days on market
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$409,000
3976 DESTINATION DR #102
OSPREY, 34229
1,050 sqft
247 days on market
Listed by AYERS AND ASSOCIATES REAL ESTATE
Source: Stellar MLS
$999,000
2099 S TAMIAMI TRL
OSPREY, 34229
278 days on market
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$419,000
524 SARABAY RD
OSPREY, 34229
3 bd·2 ba·1,760 sqft
280 days on market
Listed by Ibett Giannone
Source: Stellar MLS
$115,000
570 BLACKBURN POINT RD #43
OSPREY, 34229
313 days on market
Waterfront
Listed by BRIGHT REALTY
Source: Stellar MLS
$109,000
570 BLACKBURN POINT RD #13
OSPREY, 34229
314 days on market
Waterfront
Listed by BRIGHT REALTY
Source: Stellar MLS
$2,399,000
49 OSPREY POINT DR
OSPREY, 34229
4 bd·3.5 ba·3,953 sqft
335 days on market
WaterfrontPool
Listed by MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS
$425,000
1811 HIGHLAND RD
OSPREY, 34229
2 bd·2 ba·1,725 sqft
368 days on market
Listed by REALTY OF RIVERVIEW LLC
Source: Stellar MLS
$104,900
348 TROPIC DR
OSPREY, 34229
2 bd·2 ba·864 sqft
317 days on market
Listed by FINE PROPERTIES
Source: Stellar MLS
$6,100,000
121 N CASEY KEY RD
OSPREY, 34229
4 bd·5.5 ba·4,096 sqft
366 days on market
WaterfrontPool
Listed by DOUGLAS ELLIMAN
Source: Stellar MLS
$789,000
21 BAYHEAD LN
OSPREY, 34229
3 bd·2 ba·2,246 sqft
414 days on market
Pool
Listed by COLDWELL BANKER REALTY
Source: Stellar MLS
$799,000
599 PINE RANCH EAST RD
OSPREY, 34229
3 bd·2 ba·2,188 sqft
390 days on market
Pool
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$2,395,000
852 MACEWEN DR
OSPREY, 34229
3 bd·3.5 ba·4,519 sqft
444 days on market
Pool
Listed by GENEROUS PROPERTY
Source: Stellar MLS
$39,500
570 BLACKBURN POINT RD #11
OSPREY, 34229
345 days on market
Listed by MICHAEL SAUNDERS & COMPANY
Source: Stellar MLS
$599,000
110 PINE AVE
OSPREY, 34229
3 bd·2 ba·2,058 sqft
559 days on market
Pool
Listed by BRIGHT REALTY
Source: Stellar MLS
$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
Listing data provided by Stellar MLS. Last updated September 3, 2026. Information herein deemed reliable but not guaranteed. Equal Housing Opportunity.