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Osprey Homes For Sale & Real Estate - 153 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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  • 95 OSPREY POINT DRIVE, OSPREY, FL 34229

    $2,250,00080 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

    $850,000174 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

    $1,249,190262 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

    $1,600,00081 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
    Monthly Fee: $208
       Tax: $12,081 (2016)
    Community: Meridian
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 DOGS NO WEIGHT LIMIT


    Estimated Monthly Payment: $9,982
    (change assumption)
    Mortgage ($8,767) + Fees ($208) + 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

    $1,500,000518 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 802, OSPREY, FL 34229

    $660,00082 Days on yellowkey   MLS ID: A4190795

    For Sale A4190795 - 409 N POINT ROAD UNIT 802, 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

    $567,569152 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

    $548,126124 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


  • 3972 WAYPOINT AVENUE, OSPREY, FL 34229

    $526,548124 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


  • 14021 BELLAGIO WAY UNIT 412, OSPREY, FL 34229

    $975,000441 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


  • 144 N CASEY KEY ROAD, OSPREY, FL 34229

    $4,499,00086 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


  • 103 BISHOPS COURT ROAD, OSPREY, FL 34229

    $325,00090 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

    $790,000322 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


  • 102 WOODLAND PLACE UNIT 0, OSPREY, FL 34229

    $175,00094 Days on yellowkey   MLS ID: A4189933

    For Sale A4189933 - 102 WOODLAND PLACE UNIT 0, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1223
       Built: 1979   Tax: $1,109 (2016)
    Community: Pine Run Ii
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 pets per condo.


    Estimated Monthly Payment: $1,051
    (change assumption)
    Mortgage ($959) + Taxes in 2016 ($92)

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    Taxes:$1,109

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 416 BAYSHORE DRIVE, OSPREY, FL 34229

    $1,395,000182 Days on yellowkey   MLS ID: A4181734

    13 Days Off yellowkey (back on 6/21/2017)

    For Sale A4181734 - 416 BAYSHORE DRIVE, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 3.5
    Liv Area Sq Ft: 3858
       Built: 1985   Tax: $14,133 (2016)
    Community: Bay Acres Sub
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $8,821 (change assumption)
    Mortgage ($7,644) + Taxes in 2016 ($1,178)

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    Taxes:$14,133

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 409 N POINT ROAD UNIT 601, OSPREY, FL 34229

    $695,00097 Days on yellowkey   MLS ID: A4189564

    For Sale A4189564 - 409 N POINT ROAD UNIT 601, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2004
    Monthly Fee: $210
       Tax: $5,165 (2016)
    Community: Oaks
    Pool: No

    Condo, Pets Allowed


    Estimated Monthly Payment: $4,449 (change assumption)
    Mortgage ($3,808) + Fees ($210) + Taxes in 2016 ($430)

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    Taxes:$5,165

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2016

    Middle School: Brookside Middle


  • 1156 BEACHCOMBER COURT UNIT 16, OSPREY, FL 34229

    $350,000370 Days on yellowkey   MLS ID: A4164818

    0 Days Off yellowkey (back on 6/20/2017)

    REDUCED by $15,000 (4.1%) on 04/19/2017

    For Sale A4164818 - 1156 BEACHCOMBER COURT UNIT 16, OSPREY, FL 34229 23 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1847
       Built: 2005   Tax: $3,633 (2016)
    Community: Blackburn Point Marina Village
    Pool: No

    Townhouse, Pets Allowed


    Pet Restrictions: 40 LB MAXIMUM


    Estimated Monthly Payment: $2,221
    (change assumption)
    Mortgage ($1,918) + Taxes in 2016 ($303)

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    Taxes:$3,633

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 117 BAYHEAD LANE, OSPREY, FL 34229

    $385,000230 Days on yellowkey   MLS ID: A4176034

    REDUCED by $15,000 (3.8%) on 06/19/2017

    For Sale A4176034 - 117 BAYHEAD LANE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2250
       Built: 1999
    Monthly Fee: $401
       Tax: $2,848 (2016)
    Community: The Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,748 (change assumption)
    Mortgage ($2,110) + Fees ($401) + Taxes in 2016 ($237)

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    Taxes:$2,848

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 231 WOODLAND DRIVE UNIT 231, OSPREY, FL 34229

    $198,000145 Days on yellowkey   MLS ID: A4185540

    INCREASED by $3,000 (1.5%) on 06/19/2017

    For Sale A4185540 - 231 WOODLAND DRIVE UNIT 231, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1980   Tax: $2,016 (2016)
    Community: Pine Run
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 ANIMALS - DOGS AND CATS ONLY ` Tenant no pets


    Estimated Monthly Payment: $1,253
    (change assumption)
    Mortgage ($1,085) + Taxes in 2016 ($168)

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    Taxes:$2,016

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 14041 BELLAGIO WAY UNIT 314, OSPREY, FL 34229

    $435,000325 Days on yellowkey   MLS ID: N5910399

    REDUCED by $14,900 (3.3%) on 06/15/2017

    For Sale N5910399 - 14041 BELLAGIO WAY UNIT 314, OSPREY, FL 34229 26 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1799
       Built: 2006   Tax: $3,029 (2016)
    Community: Villas At Osprey Harbor Village
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: 2 PETS ALLOWED, NO WEIGHT RESTRICTIONS


    Estimated Monthly Payment: $2,636
    (change assumption)
    Mortgage ($2,384) + Taxes in 2016 ($252)

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    Taxes:$3,029

    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, "©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.