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Osprey Homes For Sale & Real Estate - 203 homes

Osprey homes for sale are located in Sarasota County, Florida. Find homes in Osprey for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Osprey houses.

Location: Osprey

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  • 457 YACHT HARBOR DRIVE, OSPREY, FL 34229

    $2,300,00019 Days on yellowkey   MLS ID: N5916146

    For Sale N5916146 - 457 YACHT HARBOR DRIVE, OSPREY, FL 34229 25 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 4968
       Built: 1985   Tax: $13,669 (2017)
    Community: Not Part Of A Subdivision
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $13,742 (change assumption)
    Mortgage ($12,602) + Taxes in 2017 ($1,139)

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    Taxes:$13,669

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 409 N POINT ROAD UNIT 1003B4, OSPREY, FL 34229

    $1,750,00019 Days on yellowkey   MLS ID: A4208738

    For Sale A4208738 - 409 N POINT ROAD UNIT 1003B4, OSPREY, FL 34229 26 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2778
       Built: 2004
    Monthly Fee: $208
       Tax: $8,468 (2017)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 large pets allowed. Please see HOA docs for complete information.


    Estimated Monthly Payment: $10,502
    (change assumption)
    Mortgage ($9,589) + Fees ($208) + Taxes in 2017 ($706)

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    Taxes:$8,468

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 543 PINE RANCH EAST ROAD, OSPREY, FL 34229

    $352,00036 Days on yellowkey   MLS ID: A4206883

    REDUCED by $12,900 (3.5%) on 02/02/2018

    For Sale A4206883 - 543 PINE RANCH EAST ROAD, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1737
       Built: 1995
    Monthly Fee: $21
       Tax: $2,160 (2017)
    Community: Bay Oaks Estates
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $2,130 (change assumption)
    Mortgage ($1,929) + Fees ($21) + Taxes in 2017 ($180)

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    Taxes:$2,160

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 5100 JESSIE HARBOR Drive UNIT 403, OSPREY, FL 34229

    $535,00069 Days on yellowkey   MLS ID: N5915464

    REDUCED by $14,000 (2.6%) on 02/02/2018

    For Sale N5915464 - 5100 JESSIE HARBOR Drive UNIT 403, OSPREY, FL 34229 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2004
    Monthly Fee: $597
       Tax: $4,920 (2017)
    Community: Blackburn Harbor
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Max weight 35 pounds


    Estimated Monthly Payment: $3,938
    (change assumption)
    Mortgage ($2,931) + Fees ($597) + Taxes in 2017 ($410)

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    Taxes:$4,920

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 340 OSPREY POINT DRIVE, OSPREY, FL 34229

    $1,500,00020 Days on yellowkey   MLS ID: A4207974

    For Sale A4207974 - 340 OSPREY POINT DRIVE, OSPREY, FL 34229 26 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5948
       Built: 1998   Tax: $14,784 (2017)
    Community: Oaks The
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: Maximum 3 pets of domestic nature.


    Estimated Monthly Payment: $9,451
    (change assumption)
    Mortgage ($8,219) + Taxes in 2017 ($1,232)

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    Taxes:$14,784

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 223 HIDDEN BAY DRIVE UNIT 201, OSPREY, FL 34229

    $339,00020 Days on yellowkey   MLS ID: A4208159

    For Sale A4208159 - 223 HIDDEN BAY DRIVE UNIT 201, OSPREY, FL 34229 19 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1554
       Built: 1997   Tax: $3,060 (2017)
    Community: Hidden Bay
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 0


    Estimated Monthly Payment: $2,112
    (change assumption)
    Mortgage ($1,857) + Taxes in 2017 ($255)

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    Taxes:$3,060

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 127 YACHT HARBOR DRIVE, OSPREY, FL 34229

    $519,00020 Days on yellowkey   MLS ID: A4208270

    For Sale A4208270 - 127 YACHT HARBOR DRIVE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 1981
    Monthly Fee: $119
       Tax: $4,533 (2017)
    Community: Southbay Yacht & Racquet Club
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($2,844) + Fees ($119) + Taxes in 2017 ($378)

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    Taxes:$4,533

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 121 NAVIGATION CIRCLE UNIT 121, OSPREY, FL 34229

    $272,900129 Days on yellowkey   MLS ID: N5914589

    28 Days Off yellowkey (back on 12/27/2017)

    REDUCED by $2,000 (0.7%) on 01/29/2018

    For Sale N5914589 - 121 NAVIGATION CIRCLE UNIT 121, OSPREY, FL 34229 26 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1574
       Built: 2014
    Monthly Fee: $302
       Tax: $2,761 (2016)
    Community: Bay Street Village & Towncenter Land Condo
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Per Deed Restrictions


    Estimated Monthly Payment: $2,027
    (change assumption)
    Mortgage ($1,495) + Fees ($302) + Taxes in 2016 ($230)

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    Taxes:$2,761

    Elementary School: Pineview Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 393 N POINT ROAD UNIT 302, OSPREY, FL 34229

    $284,900122 Days on yellowkey   MLS ID: A4199259

    REDUCED by $15,000 (5.0%) on 01/29/2018

    For Sale A4199259 - 393 N POINT ROAD UNIT 302, OSPREY, FL 34229 24 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2055
       Built: 2001
    Monthly Fee: $1,053
       Tax: $3,568 (2016)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: n/a


    Estimated Monthly Payment: $2,911
    (change assumption)
    Mortgage ($1,561) + Fees ($1,053) + Taxes in 2016 ($297)

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    Taxes:$3,568

    Elementary School: Gulf Gate Elementary

    High School: Pineview High

    Tax Year: 2016

    Middle School: Brookside Middle


  • 1310 THORNAPPLE DRIVE, OSPREY, FL 34229

    $499,90067 Days on yellowkey   MLS ID: A4204176

    REDUCED by $10,100 (2.0%) on 01/29/2018

    For Sale A4204176 - 1310 THORNAPPLE DRIVE, OSPREY, FL 34229 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2266
       Built: 2002
    Monthly Fee: $268
       Tax: $3,492 (2017)
    Community: Willowbend
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,298 (change assumption)
    Mortgage ($2,739) + Fees ($268) + Taxes in 2017 ($291)

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    Taxes:$3,492

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 545 MEADOW SWEET CIRCLE, OSPREY, FL 34229

    $359,90027 Days on yellowkey   MLS ID: A4207809

    REDUCED by $5,100 (1.4%) on 01/29/2018

    For Sale A4207809 - 545 MEADOW SWEET CIRCLE, OSPREY, FL 34229 22 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1715
       Built: 2002
    Monthly Fee: $165
       Tax: $2,483 (2017)
    Community: Rivendell
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,344 (change assumption)
    Mortgage ($1,972) + Fees ($165) + Taxes in 2017 ($207)

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    Taxes:$2,483

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 232 HIDDEN BAY DRIVE UNIT 401, OSPREY, FL 34229

    $515,00095 Days on yellowkey   MLS ID: A4201919

    REDUCED by $900 (0.2%) on 01/29/2018

    For Sale A4201919 - 232 HIDDEN BAY DRIVE UNIT 401, OSPREY, FL 34229 23 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2000
       Built: 2001
    Monthly Fee: $733
       Tax: $3,518 (2016)
    Community: Hidden Bay Estates
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Pets 35 or under


    Estimated Monthly Payment: $3,848
    (change assumption)
    Mortgage ($2,822) + Fees ($733) + Taxes in 2016 ($293)

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    Taxes:$3,518

    Elementary School: Pineview Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 244 PENNSYLVANIA AVENUE, OSPREY, FL 34229

    $99,90021 Days on yellowkey   MLS ID: A4208646

    FORECLOSURE A4208646 - 244 PENNSYLVANIA AVENUE, OSPREY, FL 34229 20 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 972
       Built: 1952   Tax: $717 (2017)
    Community: Osprey Park
    Pool: No

    Single Family


    Estimated Monthly Payment: $607 (change assumption)
    Mortgage ($547) + Taxes in 2017 ($60)

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    Taxes:$717

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 678 CLEAR CREEK DRIVE, OSPREY, FL 34229

    $549,90031 Days on yellowkey   MLS ID: A4206055

    REDUCED by $19,100 (3.4%) on 01/28/2018

    For Sale A4206055 - 678 CLEAR CREEK DRIVE, OSPREY, FL 34229 18 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3856
       Built: 2002   Tax: $6,077 (2017)
    Community: Rivendell The Woodlands
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,519 (change assumption)
    Mortgage ($3,013) + Taxes in 2017 ($506)

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    Taxes:$6,077

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 919 SCHERER WAY, OSPREY, FL 34229

    $444,90097 Days on yellowkey   MLS ID: N5915090

    REDUCED by $10,000 (2.2%) on 01/28/2018

    For Sale N5915090 - 919 SCHERER WAY, OSPREY, FL 34229 26 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2290
       Built: 2003   Tax: $3,884 (2016)
    Community: Rivendell The Woodlands
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,761 (change assumption)
    Mortgage ($2,438) + Taxes in 2016 ($324)

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    Taxes:$3,884

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 130 WILLOW BEND WAY, OSPREY, FL 34229

    $520,00023 Days on yellowkey   MLS ID: A4207547

    For Sale A4207547 - 130 WILLOW BEND WAY, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2683
       Built: 2001
    Monthly Fee: $29
       Tax: $4,025 (2017)
    Community: Park Trace Estates
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,214 (change assumption)
    Mortgage ($2,849) + Fees ($29) + Taxes in 2017 ($335)

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    Taxes:$4,025

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2017

    Middle School: Laurel Nokomis Middle


  • 401 N POINT ROAD UNIT 1003, OSPREY, FL 34229

    $1,150,00023 Days on yellowkey   MLS ID: A4208023

    For Sale A4208023 - 401 N POINT ROAD UNIT 1003, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2778
       Built: 2003
    Monthly Fee: $208
       Tax: $11,576 (2017)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 Pets - Under 100 lbs.


    Estimated Monthly Payment: $7,474
    (change assumption)
    Mortgage ($6,301) + Fees ($208) + Taxes in 2017 ($965)

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    Taxes:$11,576

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2017

    Middle School: Brookside Middle


  • 91 OSPREY POINT DRIVE, OSPREY, FL 34229

    $2,375,00023 Days on yellowkey   MLS ID: A4208052

    For Sale A4208052 - 91 OSPREY POINT DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 5.5
    Liv Area Sq Ft: 5100
       Built: 1983   Tax: $5,920 (2017)
    Community: Oaks The
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $13,507 (change assumption)
    Mortgage ($13,013) + Taxes in 2017 ($493)

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    Taxes:$5,920

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2017

    Middle School: Brookside Middle


  • 73 SUGAR MILL DRIVE, OSPREY, FL 34229

    $819,90023 Days on yellowkey   MLS ID: A4208300

    For Sale A4208300 - 73 SUGAR MILL DRIVE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3861
       Built: 1990
    Monthly Fee: $325
       Tax: $8,534 (2017)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,529 (change assumption)
    Mortgage ($4,492) + Fees ($325) + Taxes in 2017 ($711)

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    Taxes:$8,534

    Elementary School: None

    High School: None

    Tax Year: 2017

    Middle School: None


  • 14041 BELLAGIO WAY UNIT 416, OSPREY, FL 34229

    $439,987184 Days on yellowkey   MLS ID: A4194614

    REDUCED by $10,000 (2.2%) on 01/28/2018

    For Sale A4194614 - 14041 BELLAGIO WAY UNIT 416, OSPREY, FL 34229 8 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2058
       Built: 2006
    Monthly Fee: $913
       Tax: $4,896 (2016)
    Community: Villas At Bellagio Harbor Village
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 pets


    Estimated Monthly Payment: $3,732
    (change assumption)
    Mortgage ($2,411) + Fees ($913) + Taxes in 2016 ($408)

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    Taxes:$4,896

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None




Why Bother Searching Elsewhere for Osprey Homes for Sale and Other Real Estate?

Osprey home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Osprey. You can use our website to view Multiple Listing Service (MLS) data on Osprey Real Estate. Feel free to reach out to a REALTOR ® at 1-954-369-1486 if you are unable to find specific information on any of our Osprey listings.



Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, South Broward Board of REALTORS®, MIAMI MLS, JTHS MLS, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2018 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.