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122 Properties
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122 Properties Available In Osprey

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FL >Osprey >
Market Insights
  • 1216 N CASEY KEY RD, Osprey, FL 34229
    5 Beds8 Baths8,050 SqFt
    1/71 71
    Active

    $9,750,000

    1216 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
    4 Beds6 Baths4,096 SqFt
    1/66 66
    Active

    $6,100,000

    121 N CASEY KEY RD, Osprey, FL 34229

    Listed by Lisa Napolitano DOUGLAS ELLIMAN

    Stellar MLS
  • 101 OSPREY POINT DR, Osprey, FL 34229
    4 Beds6 Baths5,087 SqFt
    1/65 65
    Active

    $4,790,000

    101 OSPREY POINT DR, Osprey, FL 34229

    Listed by Joel Schemmel DOUGLAS ELLIMAN

    Stellar MLS
  • 275 LOOKOUT POINT DR, Osprey, FL 34229
    5 Beds5 Baths5,279 SqFt
    1/96 96
    Active

    $4,590,000

    275 LOOKOUT POINT DR, Osprey, FL 34229

    Listed by Natalie Gutwein MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 324 OSPREY POINT DR, Osprey, FL 34229
    5 Beds5 Baths6,234 SqFt
    1/100 100
    Active

    $3,700,000

    324 OSPREY POINT DR, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 650 OAKS CREEK CT, Osprey, FL 34229
    4 Beds4 Baths4,314 SqFt
    1/100 100
    Active

    $3,700,000

    650 OAKS CREEK CT, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 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
  • 871 MACEWEN DR, Osprey, FL 34229
    5 Beds6 Baths5,218 SqFt
    1/67 67
    New

    $3,190,000

    871 MACEWEN DR, Osprey, FL 34229

    Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    Stellar MLS
  • 2301 S TAMIAMI TRL, Osprey, FL 34229
    4.18 Acres Lot
    1/36 36
    Active

    $2,850,000

    2301 S TAMIAMI TRL, Osprey, FL 34229

    Listed by Michael Gallatin SARABAY REAL ESTATE INC

    Stellar MLS
  • 236 SAINT JAMES PARK, Osprey, FL 34229
    6 Beds7 Baths6,246 SqFt
    1/88 88
    Active

    $2,700,000

    236 SAINT JAMES PARK, Osprey, FL 34229

    Listed by Karin Watt MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 436 S TAMIAMI TRL #C4, Osprey, FL 34229
    1,272 SqFt
    1/16 16
    Active

    $2,671,200

    436 S TAMIAMI TRL #C4, Osprey, FL 34229

    Listed by Dan Ivanov KONA REALTY

    Stellar MLS
  • 852 MACEWEN DR, Osprey, FL 34229
    3 Beds4 Baths4,519 SqFt
    3D
    Active

    $2,395,000

    852 MACEWEN DR, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 362 MACEWEN DR, Osprey, FL 34229
    4 Beds4 Baths4,117 SqFt
    1/99 99
    Pending

    $2,175,000

    362 MACEWEN DR, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 642 TRENTON WAY, Osprey, FL 34229
    4 Beds5 Baths3,939 SqFt
    1/95 95
    Active

    $2,150,000

    642 TRENTON WAY, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 401 N POINT RD #1001, Osprey, FL 34229
    3 Beds3 Baths3,029 SqFt
    3D
    Active

    $1,995,000

    401 N POINT RD #1001, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 538 DOVE POINTE DR, Osprey, FL 34229
    4 Beds6 Baths4,346 SqFt
    3D
    Active Under Contract

    $1,950,000

    538 DOVE POINTE DR, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 97 SUGAR MILL DR, Osprey, FL 34229
    5 Beds6 Baths4,885 SqFt
    1/61 61
    Active

    $1,950,000

    97 SUGAR MILL DR, Osprey, FL 34229

    Listed by Maria Domenech PALM PARADISE REALTY GROUP

    Stellar MLS
  • 168 COASTAL HAMMOCK CT, Osprey, FL 34229
    3 Beds4 Baths3,924 SqFt
    1/59 59
    New

    $1,900,000

    168 COASTAL HAMMOCK CT, Osprey, FL 34229

    Listed by Lenore Treiman MICHAEL SAUNDERS & COMPANY

    Stellar MLS
  • 141 SUGAR MILL DR, Osprey, FL 34229
    3 Beds3 Baths3,118 SqFt
    1/100 100
    Pending

    $1,700,000

    141 SUGAR MILL DR, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 206 FOUR KNOT LN, Osprey, FL 34229
    3 Beds2 Baths2,411 SqFt
    1/99 99
    Pending

    $1,690,000

    206 FOUR KNOT LN, Osprey, FL 34229

    Listed by Leighton Allenby REALTY ONE GROUP MVP

    Stellar MLS
  • 75 OSPREY POINT DR, Osprey, FL 34229
    4 Beds4 Baths4,001 SqFt
    1/70 70
    Active

    $1,595,000

    75 OSPREY POINT DR, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 909 MACEWEN DR, Osprey, FL 34229
    3 Beds4 Baths4,241 SqFt
    3D
    Active

    $1,595,000

    909 MACEWEN DR, Osprey, FL 34229

    Listed by Mark Lyda GENEROUS PROPERTY

    Stellar MLS
  • 360 N POINT RD, Osprey, FL 34229
    3 Beds4 Baths2,913 SqFt
    1/49 49
    Active

    $1,495,000

    360 N POINT RD, Osprey, FL 34229

    Listed by Steve Abbe COLDWELL BANKER REALTY

    Stellar MLS
  • 385 NORTH POINT RD #701, Osprey, FL 34229
    3 Beds3 Baths2,594 SqFt
    1/100 100
    Active

    $1,399,000

    385 NORTH POINT RD #701, Osprey, FL 34229

    Listed by Judy Wright, PA MICHAEL SAUNDERS & COMPANY

    Stellar MLS
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  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
    4. Unlisted & Coming Soon
  • Sell
    1. Cash Offers
    2. Guaranteed Sale
    3. Sell My Home
    4. Home Valuation
  • Areas
    1. Sarasota
    2. Venice
    3. Nokomis
    4. Siesta Key
    5. Bradenton
  • Market Snapshot
Bright Realty

Geri Scheckner

+1(941) 356-0652 geri@gerimail.com

5218 Station Way, Sarasota, Florida 34233, United States

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Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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.
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  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
    4. Unlisted & Coming Soon
  • Sell
    1. Cash Offers
    2. Guaranteed Sale
    3. Sell My Home
    4. Home Valuation
  • Areas
    1. Sarasota
    2. Venice
    3. Nokomis
    4. Siesta Key
    5. Bradenton
  • Market Snapshot
Bright Realty

Geri Scheckner

+1(941) 356-0652 geri@gerimail.com

5218 Station Way, Sarasota, Florida 34233, United States

Get My App

Terms of Service & Privacy Policy | Cookie Policy | Cookie Preferences | Property Listings | Sitemap | Accessibility

Powered by Lofty Inc. Copyright 2026. All Rights Reserved.

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.