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23 Properties
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23 Properties Available

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  • Newest Listings
  • Beds (Most)
  • Baths (Most)
  • Year Built (Newest)
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  • 135 TINA ISLAND DR, Osprey, FL 34229
    3 Beds5 Baths2,572 SqFt
    1/47 47
    Active

    $3,295,000

    135 TINA ISLAND DR, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 6100 JESSIE HARBOR DR #202, Osprey, FL 34229
    3 Beds4 Baths3,771 SqFt
    1/83 83
    Active

    $850,000

    6100 JESSIE HARBOR DR #202, Osprey, FL 34229

    Listed by Angelic Tassos CORCORAN DWELLINGS REALTY

    Stellar MLS
  • 449 WEBBS COVE, Osprey, FL 34229
    4 Beds4 Baths5,287 SqFt
    1/97 97
    Pending

    $2,650,000

    449 WEBBS COVE, Osprey, FL 34229

    Listed by Rosalie Phillips MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 14021 BELLAGIO WAY #404, Osprey, FL 34229
    3 Beds3 Baths2,187 SqFt
    1/77 77
    Active

    $1,289,000

    14021 BELLAGIO WAY #404, Osprey, FL 34229

    Listed by Megan E. George, PA PREMIER SOTHEBYS INTL REALTY

    Stellar MLS
  • 313 LOOKOUT POINT DR, Osprey, FL 34229
    4 Beds5 Baths5,337 SqFt
    1/100 100
    Active

    $5,999,999

    313 LOOKOUT POINT DR, Osprey, FL 34229

    Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 409 N POINT RD #1001, Osprey, FL 34229
    3 Beds3 Baths3,029 SqFt
    1/30 30
    Pending

    $2,750,000

    409 N POINT RD #1001, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 353 S SHORE DR, Osprey, FL 34229
    3 Beds2 Baths1,840 SqFt
    1/55 55
    Active

    $1,060,000

    353 S SHORE DR, Osprey, FL 34229

    Listed by Phyllis Coviello COLDWELL BANKER SARASOTA CENT.

    Stellar MLS
  • 1016 SCHERER WAY, Osprey, FL 34229
    4 Beds3 Baths2,921 SqFt
    1/76 76
    Pending

    $950,000

    1016 SCHERER WAY, Osprey, FL 34229

    Listed by Rachel Tritschler RE/MAX ALLIANCE GROUP

    Stellar MLS
  • 324 BAYSHORE DR, Osprey, FL 34229
    4 Beds5 Baths4,389 SqFt
    1/40 40
    Active

    $3,995,000

    324 BAYSHORE DR, Osprey, FL 34229

    Listed by Drew Russell MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 664 CRANE PRAIRIE WAY, Osprey, FL 34229
    3 Beds3 Baths2,870 SqFt
    1/63 63
    Active

    $875,000

    664 CRANE PRAIRIE WAY, Osprey, FL 34229

    Listed by Todd Currey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS
  • 14021 BELLAGIO WAY #309, Osprey, FL 34229
    3 Beds3 Baths2,199 SqFt
    1/38 38
    Active

    $899,995

    14021 BELLAGIO WAY #309, Osprey, FL 34229

    Listed by Tristin Hopler COMPASS FLORIDA, LLC

    Stellar MLS
  • 6100 JESSIE HARBOR DR #603, Osprey, FL 34229
    3 Beds3 Baths2,630 SqFt
    1/43 43
    Pending

    $849,000

    6100 JESSIE HARBOR DR #603, Osprey, FL 34229

    Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

    Stellar MLS
  • 365 S SHORE DR, Osprey, FL 34229
    3 Beds2 Baths1,824 SqFt
    3D
    Active

    $1,349,000

    365 S SHORE DR, Osprey, FL 34229

    Listed by Lisa Asaro EXIT KING REALTY

    Stellar MLS
  • 1042 N CASEY KEY RD, Osprey, FL 34229
    4 Beds5 Baths4,781 SqFt
    1/58 58
    Active

    $3,750,000

    1042 N CASEY KEY RD, Osprey, FL 34229

    Listed by Brandy Sheldon COLDWELL BANKER REALTY

    Stellar MLS
  • 14041 BELLAGIO WAY #218, Osprey, FL 34229
    3 Beds2 Baths2,086 SqFt
    1/39 39
    Pending

    $999,000

    14041 BELLAGIO WAY #218, Osprey, FL 34229

    Listed by Kelli Eggen COLDWELL BANKER REALTY

    Stellar MLS
  • 730 SARABAY RD, Osprey, FL 34229
    4 Beds6 Baths6,308 SqFt
    1/42 42
    Pending

    $4,995,000

    730 SARABAY RD, Osprey, FL 34229

    Listed by Debbie Baraona ROBERT SLACK LLC

    Stellar MLS
  • 49 OSPREY POINT DR, Osprey, FL 34229
    4 Beds4 Baths3,953 SqFt
    1/96 96
    Active

    $2,399,000

    49 OSPREY POINT DR, Osprey, FL 34229

    Listed by Jonathan Abrams, PLLC MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 385 N POINT RD #704, Osprey, FL 34229
    3 Beds3 Baths2,778 SqFt
    1/96 96
    Active

    $1,500,000

    385 N POINT RD #704, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 18 N CASEY KEY RD, Osprey, FL 34229
    3 Beds2 Baths1,977 SqFt
    1/49 49
    Active

    $1,750,000

    18 N CASEY KEY RD, Osprey, FL 34229

    Listed by Valerie Dall'Acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS
  • 121 N CASEY KEY RD, Osprey, FL 34229
    5 Beds6 Baths4,096 SqFt
    1/65 65
    Active

    $6,475,000

    121 N CASEY KEY RD, Osprey, FL 34229

    Listed by Lisa Napolitano DOUGLAS ELLIMAN

    Stellar MLS
  • 1216 N CASEY KEY RD, Osprey, FL 34229
    5 Beds8 Baths8,050 SqFt
    1/60 60
    Active

    $10,750,000

    1216 N CASEY KEY RD, Osprey, FL 34229

    Listed by Valerie Dall'Acqua PREMIER SOTHEBYS INTL REALTY

    Stellar MLS
  • 3603 N POINT RD #702, Osprey, FL 34229
    3 Beds3 Baths2,545 SqFt
    3D
    Active

    $1,395,000

    3603 N POINT RD #702, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 141 N CASEY KEY RD, Osprey, FL 34229
    0.39 Acres
    1/9 9
    Active

    $2,850,000

    141 N CASEY KEY RD, Osprey, FL 34229

    Listed by Julie Larson, LLC WHITE SANDS REALTY GROUP FL

    Stellar MLS
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IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
default

LPT Realty

Kyle Payne

License ID: SL3494266

+1(941) 468-7314 paynesellsflorida@gmail.com

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
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      About
      1. Join the Team
      2. Contact Us
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Listing information updated daily.
default

LPT Realty

Kyle Payne

License ID: SL3494266

+1(941) 468-7314 paynesellsflorida@gmail.com

      Home
      Buy
      1. All Listings
      2. Featured Listings
      3. Sold Listings
      Sell
      1. Sell My Home
      2. Home Valuation
      Blogs
      About
      1. Join the Team
      2. Contact Us
      Market Snapshot

Get My App

Powered by Lofty Inc. Copyright 2026. All Rights Reserved. Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility