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Osprey Real Estate & Osprey, FL Homes For Sale | Page 2

133 Homes
 
143 Osprey Point Dr, Osprey, FL 34229
  • $575,000
  • 0.41 Acre
116 Woodland Pl #116, Osprey, FL 34229
  • $249,900
  • 2Bd
  • 2Ba
  • 1,325 Sq Ft
$5K
75 Osprey Point Dr, Osprey, FL 34229
  • $1,595,000
  • 4Bd
  • 4Ba
  • 4,001 Sq Ft
$54K
360 N Point Rd, Osprey, FL 34229
  • $1,495,000
  • 3Bd
  • 4Ba
  • 2,913 Sq Ft
216 Osprey Point Dr, Osprey, FL 34229
  • $695,000
  • 0.59 Acre
4296 Expedition Way #104, Osprey, FL 34229
  • $289,000
  • 2Bd
  • 2Ba
  • 1,135 Sq Ft
$10.9K
101 Osprey Point Dr, Osprey, FL 34229
  • $4,790,000
  • 4Bd
  • 6Ba
  • 5,087 Sq Ft
103 Bishops Court Rd, Osprey, FL 34229
  • $699,000
  • 3Bd
  • 2Ba
  • 2,034 Sq Ft
$50K
320 Tropic Dr, Osprey, FL 34229
  • $185,000
  • 2Bd
  • 2Ba
  • 1,199 Sq Ft
$10K
280 Hidden Bay Dr #302, Osprey, FL 34229
  • $719,000
  • 3Bd
  • 2Ba
  • 1,937 Sq Ft
$30K
156 Bishops Court Rd, Osprey, FL 34229
  • $1,289,000
  • 3Bd
  • 4Ba
  • 3,112 Sq Ft
51 Macewen Dr #12, Osprey, FL 34229
  • $275,000
  • 1Bd
  • 1Ba
  • 623 Sq Ft
135 Tina Island Dr, Osprey, FL 34229
  • $3,295,000
  • 3Bd
  • 5Ba
  • 2,572 Sq Ft
6100 Jessie Harbor Dr #202, Osprey, FL 34229
  • $798,000
  • 3Bd
  • 4Ba
  • 3,771 Sq Ft
$52K
97 Sugar Mill Dr, Osprey, FL 34229
  • $1,950,000
  • 5Bd
  • 6Ba
  • 4,885 Sq Ft
4429 Conchfish Ln, Osprey, FL 34229
  • $499,999
  • 3Bd
  • 2Ba
  • 2,004 Sq Ft
$10K
14021 Bellagio Way #404, Osprey, FL 34229
  • $999,900
  • 3Bd
  • 3Ba
  • 2,187 Sq Ft
$100K
674 Clear Creek Dr, Osprey, FL 34229
  • $1,100,000
  • 5Bd
  • 3Ba
  • 3,912 Sq Ft
409 N Point Rd #401, Osprey, FL 34229
  • $560,000
  • 3Bd
  • 3Ba
  • 2,594 Sq Ft
$65K
51 Mac Ewen Dr #14, Osprey, FL 34229
  • $285,000
  • 1Bd
  • 1Ba
  • 595 Sq Ft
51 Macewen Dr #5, Osprey, FL 34229
  • $235,000
  • 1Bd
  • 1Ba
  • 595 Sq Ft
$65K
759 Fordingbridge Way, Osprey, FL 34229
  • $700,000
  • 4Bd
  • 4Ba
  • 2,950 Sq Ft
$15K
14041 Bellagio Way #214, Osprey, FL 34229
  • $700,000
  • 3Bd
  • 2Ba
  • 1,799 Sq Ft
1527 Buoy Ln, Osprey, FL 34229
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,830 Sq Ft
$65K
313 Lookout Point Dr, Osprey, FL 34229
  • $5,299,999
  • 4Bd
  • 5Ba
  • 5,337 Sq Ft
$700K
14021 Bellagio Way #309, Osprey, FL 34229
  • $879,000
  • 3Bd
  • 3Ba
  • 2,199 Sq Ft
$20.9K
3621 N Point Rd #301, Osprey, FL 34229
  • $525,000
  • 3Bd
  • 3Ba
  • 2,680 Sq Ft
$100K
401 N Point Rd #1001, Osprey, FL 34229
  • $1,995,000
  • 3Bd
  • 3Ba
  • 3,029 Sq Ft
410 Blue Garden Ln, Osprey, FL 34229
  • $699,000
  • 0.55 Acre
242 Hidden Bay Dr #602, Osprey, FL 34229
  • $700,000
  • 2Bd
  • 2Ba
  • 1,932 Sq Ft
$19K
385 N Point Rd #304, Osprey, FL 34229
  • $1,100,000
  • 3Bd
  • 3Ba
  • 2,778 Sq Ft
$100K
2099 S Tamiami Trl, Osprey, FL 34229
  • $1,250,000
  • 2.51 Acre
$100K
524 Sarabay Rd, Osprey, FL 34229
  • $419,000
  • 3Bd
  • 2Ba
  • 1,760 Sq Ft
$5K
49 Osprey Point Dr, Osprey, FL 34229
  • $2,399,000
  • 4Bd
  • 4Ba
  • 3,953 Sq Ft
$101K
1811 Highland Rd, Osprey, FL 34229
  • $409,900
  • 2Bd
  • 2Ba
  • 1,725 Sq Ft
$7.1K
18 N Casey Key Rd, Osprey, FL 34229
  • $1,750,000
  • 3Bd
  • 2Ba
  • 1,977 Sq Ft
$250K
348 Tropic Dr, Osprey, FL 34229
  • $104,900
  • 2Bd
  • 2Ba
  • 864 Sq Ft
$5K
121 N Casey Key Rd, Osprey, FL 34229
  • $6,100,000
  • 4Bd
  • 6Ba
  • 4,096 Sq Ft
$375K
21 Bayhead Ln, Osprey, FL 34229
  • $789,000
  • 3Bd
  • 2Ba
  • 2,246 Sq Ft
$61K
599 Pine Ranch East Rd, Osprey, FL 34229
  • $815,000
  • 3Bd
  • 2Ba
  • 2,188 Sq Ft
$10K
852 Macewen Dr, Osprey, FL 34229
  • $2,395,000
  • 3Bd
  • 4Ba
  • 4,519 Sq Ft
$100K
110 Pine Ave, Osprey, FL 34229
  • $649,000
  • 3Bd
  • 2Ba
  • 2,058 Sq Ft
$50K
13 Bayhead Ln, Osprey, FL 34229
  • $769,000
  • 3Bd
  • 2Ba
  • 2,310 Sq Ft
$30K
236 Saint James Park, Osprey, FL 34229
  • $2,700,000
  • 6Bd
  • 7Ba
  • 6,246 Sq Ft
$200K
3603 N Point Rd #702, Osprey, FL 34229
  • $1,395,000
  • 3Bd
  • 3Ba
  • 2,545 Sq Ft
385 N Point Rd #402, Osprey, FL 34229
  • $615,000
  • 3Bd
  • 3Ba
  • 2,055 Sq Ft
$45K
293 Turquoise Ln, Osprey, FL 34229
  • $875,000
  • 3Bd
  • 2Ba
  • 2,271 Sq Ft
$35K
456 Washington Ave, Osprey, FL 34229
  • $299,999
  • 0.13 Acre
$10K
909 Macewen Dr, Osprey, FL 34229
  • $1,595,000
  • 3Bd
  • 4Ba
  • 4,241 Sq Ft
$100K
409 N Point Rd #502, Osprey, FL 34229
  • $575,000
  • 3Bd
  • 3Ba
  • 2,055 Sq Ft
$24K
51 - 100 of 133 Homes for sale in Osprey, FL
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Osprey, FL real estate market trends

Statistics as of October 2026
$760K
Avg. list price
$338/Sqft
Avg. price/sqft
116
Homes for sale
2,411 Sqft
Avg. home size
111 Days
Avg. days on market
Movoto makes it easy to track market trends in Osprey, FL. Whether you’re entering the market or planning your next move, understanding these key metrics can guide smart decisions. Looking for more detailed housing market stats in Osprey, FL?
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