+1(941) 356-0652 geri@gerimail.com
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Cash Offers
    2. Sell My Home
    3. Home Valuation
  • Bright Realty
  • Areas
    1. Sarasota
    2. Venice
    3. Nokomis
    4. Siesta Key
    5. Bradenton
  • Market Snapshot
    • Register
    • /
    • Sign In
    Filters Reset
    1 Filter
    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
    Beds
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Baths
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Reset
    1 Filter
    1 Filter Applied

    Price
    • Any
    • $ 100,000
    • $ 150,000
    • $ 200,000
    • $ 400,000
    • $ 800,000
    • Any
    • $ 200,000
    • $ 300,000
    • $ 400,000
    • $ 600,000
    • $ 1,000,000
    Beds
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Baths
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    • Any
    • 1
    • 2
    • 3
    • 4
    • 5
    Days On Site
    Advanced
    Less Than
    Days
    Unit Level

    SqFt
    Switch to Acre
    Sqft
    Sqft
    Lot Size
    Switch to Acre
    Sqft
    Sqft
    Price per Sqft
    Monthly HOA Fee
    Year Built
    Stories
    Acres
    Full Bathrooms
    Half Bathrooms
    Frontage
    Tax Amount
    Num Of Pets
    Land Lease Fee
    Keyword
    Maintenance Fee
    Assessed Value

    Fireplace Number

    Parking Space
    Garage Space

    Open House
    Has Picture
    New
    Hot
    Virtual Tour
    3D Tour
    Price Reduced
    Save Search (2)
    Save your search to get Alerts
    169 Properties
    Map

    169 Properties Available In Osprey

    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    FL >Osprey >
    Market Insights
    • 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
    • 505 LUMINARY BLVD, Osprey, FL 34229
      4,000 SqFt
      1/10 10
      Active

      $7,499,000

      505 LUMINARY BLVD, Osprey, FL 34229

      Listed by Leslye Seidel AMERICAN PROPERTY GROUP

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

      $4,995,000

      730 SARABAY RD, Osprey, FL 34229

      Listed by Debbie Baraona ROBERT SLACK LLC

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

      $4,250,000

      324 BAYSHORE DR, Osprey, FL 34229

      Listed by Drew Russell MICHAEL SAUNDERS & COMPANY

      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
    • 436 S TAMIAMI TRL #C4, Osprey, FL 34229
      1,272 SqFt
      1/19 19
      Active

      $2,963,760

      436 S TAMIAMI TRL #C4, Osprey, FL 34229

      Listed by Dan Ivanov KONA REALTY

      Stellar MLS
    • 141 N CASEY KEY RD, Osprey, FL 34229
      0.39 Acres Lot
      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
    • 662 FERNWALK LN, Osprey, FL 34229
      4 Beds4 Baths4,359 SqFt
      3D
      Active

      $2,850,000

      662 FERNWALK LN, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      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
    • 479 SOUTH CREEK DR, Osprey, FL 34229
      5 Beds6 Baths4,261 SqFt
      1/73 73
      Pending

      $2,495,000

      479 SOUTH CREEK DR, Osprey, FL 34229

      Listed by Michelle Hupp KELLER WILLIAMS ISLAND LIFE REAL ESTATE

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

      $2,495,000

      852 MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 433 E MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths4,012 SqFt
      3D
      Active

      $2,250,000

      433 E MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 180 LOOKOUT POINT DR, Osprey, FL 34229
      5 Beds4 Baths3,236 SqFt
      1/70 70
      Active

      $2,249,900

      180 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

      Stellar MLS
    • 362 MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths4,117 SqFt
      1/55 55
      Active

      $2,249,000

      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
      1/86 86
      Active

      $2,150,000

      642 TRENTON WAY, Osprey, FL 34229

      Listed by Steve Abbe COLDWELL BANKER REALTY

      Stellar MLS
    • 448 E MACEWEN DR, Osprey, FL 34229
      4 Beds4 Baths3,768 SqFt
      3D
      Active

      $2,100,000

      448 E MACEWEN DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 312 YACHT HARBOR DR, Osprey, FL 34229
      3 Beds4 Baths2,572 SqFt
      1/69 69
      Open 4/19 1PM-4PM

      $1,995,000

      312 YACHT HARBOR DR, Osprey, FL 34229

      Listed by Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL 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

      $1,950,000

      538 DOVE POINTE DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 401 WALLS WAY, Osprey, FL 34229
      4 Beds4 Baths4,387 SqFt
      1/51 51
      Active

      $1,800,000

      401 WALLS WAY, Osprey, FL 34229

      Listed by Andrea Stultz ENGEL + VOELKERS SARASOTA

      Stellar MLS
    • 402 MACEWEN DR, Osprey, FL 34229
      3 Beds4 Baths3,565 SqFt
      3D
      New

      $1,750,000

      402 MACEWEN DR, Osprey, FL 34229

      Listed by Steven Kepecz, PA COLDWELL BANKER REALTY

      Stellar MLS
    • 140 SUGAR MILL DR, Osprey, FL 34229
      4 Beds4 Baths3,286 SqFt
      1/74 74
      Active

      $1,695,000

      140 SUGAR MILL DR, Osprey, FL 34229

      Listed by Monica Verinder COLDWELL BANKER REALTY

      Stellar MLS
    • 25 SUGAR MILL DR, Osprey, FL 34229
      3 Beds4 Baths3,066 SqFt
      3D
      Active

      $1,695,000

      25 SUGAR MILL DR, Osprey, FL 34229

      Listed by Mark Lyda GENEROUS PROPERTY

      Stellar MLS
    • 1
    • 2
    • 3
    • 4
    • 5
    • ...
    • 8

    explore listings in Osprey

    • Open House
    • Price Reduced
    • Virtual Tour
    • 3D Tour
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Cash Offers
        2. Sell My Home
        3. 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.
    default
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Cash Offers
        2. Sell My Home
        3. 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.