+1(407) 205-4096 donnie.b@kw.com
  • Home
  • Buy
    1. All Listings
    2. Featured Listings
    3. Sold Listings
  • Sell
    1. Sell My Home
    2. Home Valuation
  • DB Team powered by KW Advantage III Realty
  • About
    1. About Us
    2. Contact Us
    3. Reviews
  • 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
    0 Filters
    0 Filters Applied

    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
    Kitchens
    Acres
    Full Bathrooms
    Half Bathrooms
    Frontage
    Tax Amount
    Land Lease Fee
    Keyword
    Maintenance Fee
    Assessed Value

    Fireplace Number

    Parking Space
    Garage Space
    Carport Spaces

    Open House
    Has Picture
    New
    Hot
    Virtual Tour
    3D Tour
    Price Reduced
    Save Search (1)
    Save your search to get Alerts
    284 Properties
    Map

    284 Properties Available

    • Default
    • Price-High To Low
    • Price-Low To High
    • Newest Listings
    • Beds (Most)
    • Baths (Most)
    • Year Built (Newest)
    • Square Feet (Biggest)
    The average price in the selected areas has remained stable. Learn more
    • 144 N CASEY KEY RD, Osprey, FL 34229
      4 Beds6 Baths5,397 SqFt
      1/100 100
      Active

      $6,950,000

      144 N CASEY KEY RD, Osprey, FL 34229

      Listed by EXP REALTY LLC

      Stellar MLS
    • 455 PARK TRACE BLVD, Osprey, FL 34229
      3 Beds3 Baths2,590 SqFt
      1/42 42
      Price Dropped by $25K

      $670,000

      455 PARK TRACE BLVD, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 227 SAINT JAMES PARK, Osprey, FL 34229
      2 Beds2 Baths2,071 SqFt
      1/67 67
      Price Dropped by $80K

      $1,045,000

      227 SAINT JAMES PARK, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 85 SUGAR MILL DR, Osprey, FL 34229
      3 Beds3 Baths4,191 SqFt
      3D
      Active

      $2,150,000

      85 SUGAR MILL DR, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 293 TURQUOISE LN, Osprey, FL 34229
      3 Beds2 Baths2,271 SqFt
      1/44 44
      Active

      $910,000

      293 TURQUOISE LN, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 269 PINE RANCH TRL, Osprey, FL 34229
      4 Beds4 Baths3,572 SqFt
      1/77 77
      Pending

      $1,795,000

      269 PINE RANCH TRL, Osprey, FL 34229

      Listed by COLDWELL BANKER REALTY

      Stellar MLS
    • 518 LUMINARY BLVD, Osprey, FL 34229
      4 Beds3 Baths2,320 SqFt
      1/46 46
      Price Dropped by $20K

      $749,000

      518 LUMINARY BLVD, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 566 OAK BAY DR, Osprey, FL 34229
      3 Beds2 Baths2,559 SqFt
      1/51 51
      Active

      $625,000

      566 OAK BAY DR, Osprey, FL 34229

      Listed by SARABAY REAL ESTATE INC

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

      $1,649,000

      75 OSPREY POINT DR, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 275 LOOKOUT POINT DR, Osprey, FL 34229
      5 Beds5 Baths5,279 SqFt
      1/100 100
      Pending

      $3,997,000

      275 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 294 HIDDEN BAY DR #203, Osprey, FL 34229
      2 Beds2 Baths1,568 SqFt
      1/68 68
      Pending

      $355,000

      294 HIDDEN BAY DR #203, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 5056 INSHORE LANDING DR, Apollo Beach, FL 33572
      5 Beds3 Baths3,092 SqFt
      1/31 31
      Active

      $479,900

      5056 INSHORE LANDING DR, Apollo Beach, FL 33572

      Listed by FATHOM REALTY FL LLC

      Stellar MLS
    • 7102 JESSIE HARBOR DR #7102, Osprey, FL 34229
      2 Beds2 Baths1,255 SqFt
      1/33 33
      Pending

      $325,000

      7102 JESSIE HARBOR DR #7102, Osprey, FL 34229

      Listed by RE/MAX PALM REALTY

      Stellar MLS
    • 6023 OSPREY LAKE CIR, Riverview, FL 33578
      3 Beds3 Baths1,412 SqFt
      1/48 48
      Active

      $247,400

      6023 OSPREY LAKE CIR, Riverview, FL 33578

      Listed by ACCLAIM REALTY CO.

      Stellar MLS
    • 2251 JESSIE HARBOR DR #2101, Osprey, FL 34229
      2 Beds2 Baths1,400 SqFt
      1/62 62
      Price Dropped by $20K

      $449,900

      2251 JESSIE HARBOR DR #2101, Osprey, FL 34229

      Listed by GENEROUS PROPERTY

      Stellar MLS
    • 3350 S OSPREY AVE #106A, Sarasota, FL 34239
      1 Bed1 Bath769 SqFt
      1/29 29
      Active

      $209,000

      3350 S OSPREY AVE #106A, Sarasota, FL 34239

      Listed by RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 401 WALLS WAY, Osprey, FL 34229
      4 Beds4 Baths4,388 SqFt
      1/89 89
      Active

      $1,825,000

      401 WALLS WAY, Osprey, FL 34229

      Listed by RE/MAX ALLIANCE GROUP

      Stellar MLS
    • 123 TINA ISLAND DR, Osprey, FL 34229
      3 Beds3 Baths1,922 SqFt
      1/11 11
      Pending

      $698,000

      123 TINA ISLAND DR, Osprey, FL 34229

      Listed by COLDWELL BANKER SARASOTA CENT.

      Stellar MLS
    • 120 LOOKOUT POINT DR, Osprey, FL 34229
      4 Beds3 Baths2,925 SqFt
      1/57 57
      Active

      $1,199,000

      120 LOOKOUT POINT DR, Osprey, FL 34229

      Listed by GOLF & BAY PROPERTIES LLC

      Stellar MLS
    • 819 SHADOW BAY WAY, Osprey, FL 34229
      3 Beds2 Baths2,145 SqFt
      1/43 43
      Active

      $695,000

      819 SHADOW BAY WAY, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 135 TINA ISLAND DR, Osprey, FL 34229
      3 Beds5 Baths2,572 SqFt
      1/87 87
      Active

      $3,275,000

      135 TINA ISLAND DR, Osprey, FL 34229

      Listed by RE/MAX PALM REALTY OF VENICE

      Stellar MLS
    • 232 HIDDEN BAY DR #504, Osprey, FL 34229
      3 Beds3 Baths2,000 SqFt
      1/62 62
      Active

      $599,000

      232 HIDDEN BAY DR #504, Osprey, FL 34229

      Listed by PREMIER SOTHEBYS INTL REALTY

      Stellar MLS
    • 21 BAYHEAD LN, Osprey, FL 34229
      3 Beds2 Baths2,216 SqFt
      1/92 92
      Active

      $959,000

      21 BAYHEAD LN, Osprey, FL 34229

      Listed by MICHAEL SAUNDERS & COMPANY

      Stellar MLS
    • 221 GLENWOOD AVE, Osprey, FL 34229
      3 Beds2 Baths1,412 SqFt
      1/16 16
      Active

      $2,200

      221 GLENWOOD AVE, Osprey, FL 34229

      Listed by MAIN STREET RENEWAL LLC

      Stellar MLS
    • 1
    • ...
    • 8
    • 9
    • 10
    • 11
    • 12
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    DB Team powered by KW Advantage III Realty

    Donnie Brookman

    +1(407) 205-4096 donnie.b@kw.com

    9161 Narcoossee Road Ste 107, Orlando, FL, 32827, United States

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. 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.
        Home
        Buy
        1. All Listings
        2. Featured Listings
        3. Sold Listings
        Sell
        1. Sell My Home
        2. Home Valuation
        About
        1. About Us
        2. Contact Us
        3. Reviews
        Market Snapshot
    DB Team powered by KW Advantage III Realty

    Donnie Brookman

    +1(407) 205-4096 donnie.b@kw.com

    9161 Narcoossee Road Ste 107, Orlando, FL, 32827, United States

    Get My App

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

    Powered by Lofty Inc. Copyright 2025. 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.