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Osprey Homes For Sale & Real Estate - 163 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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  • 1340 NEW FOREST LANE, OSPREY, FL 34229

    $549,00067 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 24 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


  • 95 OSPREY POINT DRIVE, OSPREY, FL 34229

    $2,250,00045 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

    $850,000139 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

    $1,249,190227 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

    $1,600,00046 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

    $1,500,000483 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

    $660,00047 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


  • 3932 WAYPOINT AVENUE, OSPREY, FL 34229

    $567,569117 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

    $548,12689 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

    $570,33189 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

    $526,54889 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

    $174,50049 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


  • 14021 BELLAGIO WAY UNIT 412, OSPREY, FL 34229

    $975,000406 Days on yellowkey   MLS ID: A4159371

    2 Days Off yellowkey (back on 7/3/2017)

    For Sale A4159371 - 14021 BELLAGIO WAY UNIT 412, OSPREY, FL 34229 6 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2318
       Built: 2006   Tax: $5,989 (2016)
    Community: Villas At Osprey Harbor Village
    Pool: No

    Condo, Pets Allowed


    Estimated Monthly Payment: $5,841 (change assumption)
    Mortgage ($5,342) + Taxes in 2016 ($499)

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    Taxes:$5,989

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 114 WILLOW BEND WAY, OSPREY, FL 34229

    $539,00051 Days on yellowkey   MLS ID: N5913453

    For Sale N5913453 - 114 WILLOW BEND WAY, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3121
       Built: 2002
    Monthly Fee: $22
       Tax: $4,465 (2016)
    Community: Park Trace Estates
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,347 (change assumption)
    Mortgage ($2,953) + Fees ($22) + Taxes in 2016 ($372)

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    Taxes:$4,465

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 144 N CASEY KEY ROAD, OSPREY, FL 34229

    $4,499,00051 Days on yellowkey   MLS ID: A4190275

    For Sale A4190275 - 144 N CASEY KEY ROAD, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5397
       Built: 2003
    Monthly Fee: $23
       Tax: $23,702 (2016)
    Community: Casey Key
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $26,650 (change assumption)
    Mortgage ($24,651) + Fees ($23) + Taxes in 2016 ($1,975)

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    Taxes:$23,702

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 519 LATITUDE LANE, OSPREY, FL 34229

    $342,00052 Days on yellowkey   MLS ID: A4189848

    For Sale A4189848 - 519 LATITUDE LANE, OSPREY, FL 34229 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1826
       Built: 2004
    Monthly Fee: $268
       Tax: $3,630 (2016)
    Community: Willow Bend
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,444 (change assumption)
    Mortgage ($1,874) + Fees ($268) + Taxes in 2016 ($303)

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    Taxes:$3,630

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 103 VILLA DRIVE UNIT 103, OSPREY, FL 34229

    $199,90053 Days on yellowkey   MLS ID: A4190454

    For Sale A4190454 - 103 VILLA DRIVE UNIT 103, OSPREY, FL 34229 20 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1408
       Built: 1984
    Monthly Fee: $273
       Tax: $1,954 (2016)
    Community: Sorrento Villas
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: See HOA docs


    Estimated Monthly Payment: $1,531
    (change assumption)
    Mortgage ($1,095) + Fees ($273) + Taxes in 2016 ($163)

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    Taxes:$1,954

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 208 VILLA DRIVE UNIT 208, OSPREY, FL 34229

    $209,90053 Days on yellowkey   MLS ID: A4190458

    For Sale A4190458 - 208 VILLA DRIVE UNIT 208, OSPREY, FL 34229 22 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1389
       Built: 1968
    Monthly Fee: $175
       Tax: $1,648 (2016)
    Community: Sorrento Villas
    Pool: No

    Villa, Pets Allowed


    Estimated Monthly Payment: $1,462 (change assumption)
    Mortgage ($1,150) + Fees ($175) + Taxes in 2016 ($137)

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    Taxes:$1,648

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 103 BISHOPS COURT ROAD, OSPREY, FL 34229

    $325,00055 Days on yellowkey   MLS ID: A4189896

    For Sale A4189896 - 103 BISHOPS COURT ROAD, OSPREY, FL 34229 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2034
       Built: 2000
    Monthly Fee: $219
       Tax: $3,031 (2016)
    Community: The Oaks
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: See HOA Docs for specific restrictions. Fields required filled in but not specific to this association.


    Estimated Monthly Payment: $2,252
    (change assumption)
    Mortgage ($1,781) + Fees ($219) + Taxes in 2016 ($253)

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    Taxes:$3,031

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2016

    Middle School: Brookside Middle


  • 235 SAINT JAMES PARK, OSPREY, FL 34229

    $790,000287 Days on yellowkey   MLS ID: A4167473

    8 Days Off yellowkey (back on 6/27/2017)

    For Sale A4167473 - 235 SAINT JAMES PARK, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3508
       Built: 1990
    Monthly Fee: $133
       Tax: $6,655 (2016)
    Community: The Oaks
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,016 (change assumption)
    Mortgage ($4,329) + Fees ($133) + Taxes in 2016 ($555)

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    Taxes:$6,655

    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.