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Osprey Homes For Sale & Real Estate - 178 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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  • 165 GLENWOOD AVENUE, OSPREY, FL 34229

    $149,0009 Days on yellowkey   MLS ID: A4191479

    For Sale A4191479 - 165 GLENWOOD AVENUE, OSPREY, FL 34229 7 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1196
       Built: 1956   Tax: $1,088 (2016)
    Community: Ogburns T B Add To Town Of Osprey
    Pool: No

    Single Family


    Estimated Monthly Payment: $907 (change assumption)
    Mortgage ($816) + Taxes in 2016 ($91)

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    Taxes:$1,088

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 17 LANDLUBBER LANE, OSPREY, FL 34229

    $674,900163 Days on yellowkey   MLS ID: A4177556

    16 Days Off yellowkey (back on 7/12/2017)

    REDUCED by $25,000 (3.6%) on 05/11/2017

    For Sale A4177556 - 17 LANDLUBBER LANE, OSPREY, FL 34229 0 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2642
       Built: 1994
    Monthly Fee: $119
       Tax: $3,913 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $4,143 (change assumption)
    Mortgage ($3,698) + Fees ($119) + Taxes in 2016 ($326)

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    Taxes:$3,913

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 714 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $309,900200 Days on yellowkey   MLS ID: A4173334

    2 Days Off yellowkey (back on 6/2/2017)

    REDUCED by $4,600 (1.5%) on 07/12/2017

    For Sale A4173334 - 714 FORDINGBRIDGE WAY, OSPREY, FL 34229 24 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1770
       Built: 2003   Tax: $2,834 (2016)
    Community: Rivendell
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $1,934 (change assumption)
    Mortgage ($1,698) + Taxes in 2016 ($236)

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    Taxes:$2,834

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 4437 CONCHFISH LANE, OSPREY, FL 34229

    $465,88011 Days on yellowkey   MLS ID: T2892529

    For Sale T2892529 - 4437 CONCHFISH LANE, OSPREY, FL 34229 2 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2938
       Built: 2017
    Monthly Fee: $122
       Tax: $3,000 (2016)
    Community: Casey Key
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: Number & Breed


    Estimated Monthly Payment: $2,925
    (change assumption)
    Mortgage ($2,553) + Fees ($122) + Taxes in 2016 ($250)

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    Taxes:$3,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 217 WINDWARD DRIVE, OSPREY, FL 34229

    $674,50042 Days on yellowkey   MLS ID: A4188797

    REDUCED by $24,400 (3.5%) on 07/12/2017

    For Sale A4188797 - 217 WINDWARD DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2502
       Built: 1985
    Monthly Fee: $119
       Tax: $3,502 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $4,107 (change assumption)
    Mortgage ($3,696) + Fees ($119) + Taxes in 2016 ($292)

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    Taxes:$3,502

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 7205 JESSIE HARBOR DRIVE UNIT 7205, OSPREY, FL 34229

    $259,90012 Days on yellowkey   MLS ID: N5913551

    For Sale N5913551 - 7205 JESSIE HARBOR DRIVE UNIT 7205, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1692
       Built: 1985   Tax: $1,556 (2016)
    Community: Heron House
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 small pets under 20 lbs allowed


    Estimated Monthly Payment: $1,554
    (change assumption)
    Mortgage ($1,424) + Taxes in 2016 ($130)

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    Taxes:$1,556

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 1340 NEW FOREST LANE, OSPREY, FL 34229

    $549,00037 Days on yellowkey   MLS ID: A4189315

    REDUCED by $8,000 (1.4%) on 07/12/2017

    For Sale A4189315 - 1340 NEW FOREST LANE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 2002   Tax: $4,080 (2016)
    Community: Rivendell The Woodlands
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,348 (change assumption)
    Mortgage ($3,008) + Taxes in 2016 ($340)

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    Taxes:$4,080

    Elementary School: Pineview Elementary

    High School: Pineview High

    Tax Year: 2016

    Middle School: PineView Middle


  • 325 PASSAGE WAY, OSPREY, FL 34229

    $799,990107 Days on yellowkey   MLS ID: A4183026

    REDUCED by $50,010 (5.9%) on 07/08/2017

    For Sale A4183026 - 325 PASSAGE WAY, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3537
       Built: 1983
    Monthly Fee: $119
       Tax: $5,959 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $4,999 (change assumption)
    Mortgage ($4,383) + Fees ($119) + Taxes in 2016 ($497)

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    Taxes:$5,959

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 95 OSPREY POINT DRIVE, OSPREY, FL 34229

    $2,250,00015 Days on yellowkey   MLS ID: A4190304

    For Sale A4190304 - 95 OSPREY POINT DRIVE, OSPREY, FL 34229 25 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 7500
       Built: 1990   Tax: $19,176 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $13,926 (change assumption)
    Mortgage ($12,328) + Taxes in 2016 ($1,598)

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    Taxes:$19,176

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 337 PASSAGE WAY, OSPREY, FL 34229

    $850,000109 Days on yellowkey   MLS ID: A4182806

    REDUCED by $50,000 (5.6%) on 07/08/2017

    For Sale A4182806 - 337 PASSAGE WAY, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4551
       Built: 1984
    Monthly Fee: $123
       Tax: $8,309 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,473 (change assumption)
    Mortgage ($4,657) + Fees ($123) + Taxes in 2016 ($692)

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    Taxes:$8,309

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 42 OSPREY POINT DRIVE, OSPREY, FL 34229

    $1,249,190197 Days on yellowkey   MLS ID: N5911141

    REDUCED by $9,120 (0.7%) on 07/06/2017

    For Sale N5911141 - 42 OSPREY POINT DRIVE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3692
       Built: 2017
    Monthly Fee: $700
       Tax: $2,467 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $7,750 (change assumption)
    Mortgage ($6,845) + Fees ($700) + Taxes in 2016 ($206)

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    Taxes:$2,467

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 393 NORTH POINT ROAD UNIT 1002, OSPREY, FL 34229

    $1,600,00016 Days on yellowkey   MLS ID: A4190686

    For Sale A4190686 - 393 NORTH POINT ROAD UNIT 1002, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3738
       Built: 2001   Tax: $12,081 (2016)
    Community: Meridian
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 DOGS NO WEIGHT LIMIT


    Estimated Monthly Payment: $9,774
    (change assumption)
    Mortgage ($8,767) + Taxes in 2016 ($1,007)

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    Taxes:$12,081

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2016

    Middle School: Brookside Middle


  • 497 WEBBS COVE, OSPREY, FL 34229

    $1,500,000453 Days on yellowkey   MLS ID: A4152178

    2 Days Off yellowkey (back on 1/3/2017)

    REDUCED by $49,000 (3.2%) on 07/05/2017

    For Sale A4152178 - 497 WEBBS COVE, OSPREY, FL 34229 25 photos

    Bed: 6   Bath: 6.5
    Liv Area Sq Ft: 6341
       Built: 1992
    Monthly Fee: $658
       Tax: $11,545 (2016)
    Community: Oaks The
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: N/A


    Estimated Monthly Payment: $9,839
    (change assumption)
    Mortgage ($8,219) + Fees ($658) + Taxes in 2016 ($962)

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    Taxes:$11,545

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 409 N POINT ROAD UNIT 802BD4, OSPREY, FL 34229

    $660,00017 Days on yellowkey   MLS ID: A4190795

    For Sale A4190795 - 409 N POINT ROAD UNIT 802BD4, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2055
       Built: 2004
    Monthly Fee: $208
       Tax: $4,489 (2016)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 Large


    Estimated Monthly Payment: $4,198
    (change assumption)
    Mortgage ($3,616) + Fees ($208) + Taxes in 2016 ($374)

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    Taxes:$4,489

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2016

    Middle School: Brookside Middle


  • 3929 WAYPOINT AVENUE, OSPREY, FL 34229

    $620,904130 Days on yellowkey   MLS ID: T2869845

    INCREASED by $2,375 (0.4%) on 07/05/2017

    For Sale T2869845 - 3929 WAYPOINT AVENUE, OSPREY, FL 34229 22 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 2100
       Built: 2017
    Monthly Fee: $277
       Tax: $5,000 (2016)
    Community: Bayside
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: No vicious Breeds


    Estimated Monthly Payment: $4,096
    (change assumption)
    Mortgage ($3,402) + Fees ($277) + Taxes in 2016 ($417)

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    Taxes:$5,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 3932 WAYPOINT AVENUE, OSPREY, FL 34229

    $567,56987 Days on yellowkey   MLS ID: A4184718

    INCREASED by $2,680 (0.5%) on 07/05/2017

    For Sale A4184718 - 3932 WAYPOINT AVENUE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2275
       Built: 2017
    Monthly Fee: $277
       Tax: $5,000 (2016)
    Community: Bayside
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: No vicious Breeds


    Estimated Monthly Payment: $3,804
    (change assumption)
    Mortgage ($3,110) + Fees ($277) + Taxes in 2016 ($417)

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    Taxes:$5,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 3908 WAYPOINT AVENUE, OSPREY, FL 34229

    $548,12659 Days on yellowkey   MLS ID: T2883667

    REDUCED by $18,220 (3.2%) on 07/05/2017

    For Sale T2883667 - 3908 WAYPOINT AVENUE, OSPREY, FL 34229 10 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 2017
    Monthly Fee: $277
       Tax: $5,000 (2016)
    Community: Bayside
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: No vicious Breeds


    Estimated Monthly Payment: $3,697
    (change assumption)
    Mortgage ($3,003) + Fees ($277) + Taxes in 2016 ($417)

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    Taxes:$5,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 3981 WAYPOINT AVENUE, OSPREY, FL 34229

    $570,33159 Days on yellowkey   MLS ID: T2883669

    INCREASED by $2,975 (0.5%) on 07/05/2017

    For Sale T2883669 - 3981 WAYPOINT AVENUE, OSPREY, FL 34229 11 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 2017
    Monthly Fee: $277
       Tax: $5,000 (2016)
    Community: Bayside
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: No vicious Breeds


    Estimated Monthly Payment: $3,819
    (change assumption)
    Mortgage ($3,125) + Fees ($277) + Taxes in 2016 ($417)

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    Taxes:$5,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 3972 WAYPOINT AVENUE, OSPREY, FL 34229

    $526,54859 Days on yellowkey   MLS ID: T2883661

    INCREASED by $885 (0.2%) on 07/05/2017

    For Sale T2883661 - 3972 WAYPOINT AVENUE, OSPREY, FL 34229 11 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2275
       Built: 2017
    Monthly Fee: $277
       Tax: $5,000 (2016)
    Community: Bayside
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: No vicious Breeds


    Estimated Monthly Payment: $3,579
    (change assumption)
    Mortgage ($2,885) + Fees ($277) + Taxes in 2016 ($417)

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    Taxes:$5,000

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 104 WOODLAND PLACE UNIT 104, OSPREY, FL 34229

    $174,50019 Days on yellowkey   MLS ID: A4190676

    For Sale A4190676 - 104 WOODLAND PLACE UNIT 104, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1979   Tax: $2,017 (2016)
    Community: Pine Run
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 Pets Allowed - Dogs and Cats Only; Tenants NO pets


    Estimated Monthly Payment: $1,124
    (change assumption)
    Mortgage ($956) + Taxes in 2016 ($168)

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    Taxes:$2,017

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle




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, "©2017 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.