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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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  • 145 SHORELAND DRIVE, OSPREY, FL 34229

    $1,650,000242 Days on yellowkey   MLS ID: A4170220

    REDUCED by $100,000 (5.7%) on 05/10/2017

    For Sale A4170220 - 145 SHORELAND DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 4112
       Built: 2004   Tax: $10,439 (2016)
    Community: Towns-End Shores
    Pool: Yes

    Single Family


    Estimated Monthly Payment: $9,911 (change assumption)
    Mortgage ($9,041) + Taxes in 2016 ($870)

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    Taxes:$10,439

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 413 BAYVIEW AVENUE, OSPREY, FL 34229

    $279,900199 Days on yellowkey   MLS ID: N5911068

    REDUCED by $10,000 (3.4%) on 05/08/2017

    For Sale N5911068 - 413 BAYVIEW AVENUE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1763
       Built: 1984
    Monthly Fee: $6
       Tax: $2,673 (2016)
    Community: Bay Acres Sub
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $1,762 (change assumption)
    Mortgage ($1,534) + Fees ($6) + Taxes in 2016 ($223)

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    Taxes:$2,673

    Elementary School: Pineview Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 127 PARK TRACE BOULEVARD, OSPREY, FL 34229

    $529,000142 Days on yellowkey   MLS ID: N5911972

    REDUCED by $20,000 (3.6%) on 05/08/2017

    For Sale N5911972 - 127 PARK TRACE BOULEVARD, OSPREY, FL 34229 21 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2463
       Built: 2003
    Monthly Fee: $24
       Tax: $5,070 (2016)
    Community: Park Trace Estates
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: See HOA docs


    Estimated Monthly Payment: $3,345
    (change assumption)
    Mortgage ($2,899) + Fees ($24) + Taxes in 2016 ($423)

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    Taxes:$5,070

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 7105 JESSIE HARBOR DRIVE UNIT 7105, OSPREY, FL 34229

    $269,000127 Days on yellowkey   MLS ID: N5912218

    REDUCED by $10,900 (3.9%) on 05/08/2017

    For Sale N5912218 - 7105 JESSIE HARBOR DRIVE UNIT 7105, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1692
       Built: 1985
    Monthly Fee: $528
       Tax: $2,459 (2016)
    Community: Heron House
    Pool: No

    Condo, Pets Allowed


    Estimated Monthly Payment: $2,207 (change assumption)
    Mortgage ($1,474) + Fees ($528) + Taxes in 2016 ($205)

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    Taxes:$2,459

    Elementary School: Pineview Elementary

    High School: Pineview High

    Tax Year: 2016

    Middle School: PineView Middle


  • 14021 BELLAGIO WAY UNIT 206, OSPREY, FL 34229

    $499,00077 Days on yellowkey   MLS ID: A4185673

    For Sale A4185673 - 14021 BELLAGIO WAY UNIT 206, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2061
       Built: 2006
    Monthly Fee: $913
       Tax: $5,745 (2016)
    Community: The Villas At Bellagio Harbor Village
    Pool: No

    Condo, Pets Allowed


    Estimated Monthly Payment: $4,126 (change assumption)
    Mortgage ($2,734) + Fees ($913) + Taxes in 2016 ($479)

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    Taxes:$5,745

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 133 OSPREY POINT DRIVE, OSPREY, FL 34229

    $1,125,000190 Days on yellowkey   MLS ID: A4174463

    REDUCED by $10,000 (0.9%) on 05/05/2017

    For Sale A4174463 - 133 OSPREY POINT DRIVE, OSPREY, FL 34229 26 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 4099
       Built: 1987
    Monthly Fee: $350
       Tax: $6,941 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: max. 4 pets


    Estimated Monthly Payment: $7,093
    (change assumption)
    Mortgage ($6,164) + Fees ($350) + Taxes in 2016 ($578)

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    Taxes:$6,941

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 411 N CASEY KEY ROAD, OSPREY, FL 34229

    $8,900,00079 Days on yellowkey   MLS ID: A4185393

    For Sale A4185393 - 411 N CASEY KEY ROAD, OSPREY, FL 34229 0 photos

    Bed: 9   Bath: 10.5
    Liv Area Sq Ft: 9127
       Built: 1977
    Monthly Fee: $23
       Tax: $102,343 (2016)
    Community: Casey Key
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $57,317 (change assumption)
    Mortgage ($48,766) + Fees ($23) + Taxes in 2016 ($8,529)

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    Taxes:$102,343

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 14021 BELLAGIO WAY UNIT 305, OSPREY, FL 34229

    $599,000365 Days on yellowkey   MLS ID: A4160157

    REDUCED by $45,000 (7.0%) on 05/03/2017

    For Sale A4160157 - 14021 BELLAGIO WAY UNIT 305, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2190
       Built: 2006
    Monthly Fee: $17
       Tax: $4,675 (2016)
    Community: Villas At Osprey Harbor Village
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Cats and Dogs


    Estimated Monthly Payment: $3,689
    (change assumption)
    Mortgage ($3,282) + Fees ($17) + Taxes in 2016 ($390)

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    Taxes:$4,675

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 408 E MACEWEN DRIVE, OSPREY, FL 34229

    $699,0001051 Days on yellowkey   MLS ID: N5900578

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

    REDUCED by $26,000 (3.6%) on 05/03/2017

    For Sale N5900578 - 408 E MACEWEN DRIVE, OSPREY, FL 34229 0 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2993
       Built: 1996
    Monthly Fee: $133
       Tax: $8,217 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: None


    Estimated Monthly Payment: $4,648
    (change assumption)
    Mortgage ($3,830) + Fees ($133) + Taxes in 2016 ($685)

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    Taxes:$8,217

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 1528 SOUTHBAY DRIVE, OSPREY, FL 34229

    $535,000120 Days on yellowkey   MLS ID: U7812544

    2 Days Off yellowkey (back on 4/26/2017)

    REDUCED by $4,900 (0.9%) on 05/02/2017

    For Sale U7812544 - 1528 SOUTHBAY DRIVE, OSPREY, FL 34229 12 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2598
       Built: 1985
    Monthly Fee: $40
       Tax: $5,662 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,443 (change assumption)
    Mortgage ($2,931) + Fees ($40) + Taxes in 2016 ($472)

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    Taxes:$5,662

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 3603 N POINT ROAD UNIT 801BD6, OSPREY, FL 34229

    $1,100,000406 Days on yellowkey   MLS ID: N5908759

    62 Days Off yellowkey (back on 3/26/2017)

    REDUCED by $100,000 (8.3%) on 05/02/2017

    SHORT SALE N5908759 - 3603 N POINT ROAD UNIT 801BD6, OSPREY, FL 34229 24 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3991
       Built: 2007
    Monthly Fee: $767
       Tax: $19,238 (2016)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Please refer to Condo Docs for Pet Restrictions


    Estimated Monthly Payment: $8,397
    (change assumption)
    Mortgage ($6,027) + Fees ($767) + Taxes in 2016 ($1,603)

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    Taxes:$19,238

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 162 OSPREY POINT DRIVE, OSPREY, FL 34229

    $3,000,00081 Days on yellowkey   MLS ID: A4183696

    For Sale A4183696 - 162 OSPREY POINT DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 6807
       Built: 2007   Tax: $15,396 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $17,721 (change assumption)
    Mortgage ($16,438) + Taxes in 2016 ($1,283)

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    Taxes:$15,396

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 913 SCHERER WAY, OSPREY, FL 34229

    $469,900143 Days on yellowkey   MLS ID: A4179337

    REDUCED by $10,000 (2.1%) on 05/01/2017

    For Sale A4179337 - 913 SCHERER WAY, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2290
       Built: 2003   Tax: $5,119 (2016)
    Community: Rivendell
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,001 (change assumption)
    Mortgage ($2,575) + Taxes in 2016 ($427)

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    Taxes:$5,119

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 14041 BELLAGIO WAY UNIT 416, OSPREY, FL 34229

    $529,000182 Days on yellowkey   MLS ID: A4175380

    REDUCED by $35,500 (6.3%) on 04/30/2017

    For Sale A4175380 - 14041 BELLAGIO WAY UNIT 416, OSPREY, FL 34229 25 photos

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

    Condo, Pets Allowed


    Estimated Monthly Payment: $4,220 (change assumption)
    Mortgage ($2,899) + 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


  • 267 LOOKOUT POINT DRIVE, OSPREY, FL 34229

    $645,900161 Days on yellowkey   MLS ID: N5911647

    26 Days Off yellowkey (back on 3/26/2017)

    REDUCED by $39,600 (5.8%) on 04/30/2017

    For Sale N5911647 - 267 LOOKOUT POINT DRIVE, OSPREY, FL 34229 23 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2899
       Built: 1978
    Monthly Fee: $119
       Tax: $3,900 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $3,983 (change assumption)
    Mortgage ($3,539) + Fees ($119) + Taxes in 2016 ($325)

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    Taxes:$3,900

    Elementary School: None

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 3603 N POINT ROAD UNIT 402, OSPREY, FL 34229

    $400,00084 Days on yellowkey   MLS ID: A4184757

    For Sale A4184757 - 3603 N POINT ROAD UNIT 402, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2545
       Built: 2007
    Monthly Fee: $1,201
       Tax: $1,746 (2016)
    Community: Meridian At The Oaks Preserve
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: SMALL


    Estimated Monthly Payment: $3,538
    (change assumption)
    Mortgage ($2,192) + Fees ($1,201) + Taxes in 2016 ($146)

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    Taxes:$1,746

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 172 EXPLORER DRIVE UNIT 101, OSPREY, FL 34229

    $285,000115 Days on yellowkey   MLS ID: N5912302

    REDUCED by $7,500 (2.6%) on 04/28/2017

    For Sale N5912302 - 172 EXPLORER DRIVE UNIT 101, OSPREY, FL 34229 22 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1574
       Built: 2016
    Monthly Fee: $308

    Community: Bay Street Village & Towncenter Land Condo
    Pool: No

    Condo, Pets Allowed


    Estimated Monthly Payment: $1,870 (change assumption)
    Mortgage ($1,562) + Fees ($308) + Taxes in 2016 ($0)

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    Taxes:$0

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 14021 BELLAGIO WAY UNIT 306 W, OSPREY, FL 34229

    $619,900242 Days on yellowkey   MLS ID: A4169685

    REDUCED by $50,000 (7.5%) on 04/28/2017

    For Sale A4169685 - 14021 BELLAGIO WAY UNIT 306 W, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2061
       Built: 2006
    Monthly Fee: $17
       Tax: $6,474 (2016)
    Community: Osprey Harbor Villag
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Cats and dogs


    Estimated Monthly Payment: $3,953
    (change assumption)
    Mortgage ($3,397) + Fees ($17) + Taxes in 2016 ($540)

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    Taxes:$6,474

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 854 MACEWEN DRIVE, OSPREY, FL 34229

    $1,825,000232 Days on yellowkey   MLS ID: A4170988

    REDUCED by $24,999 (1.4%) on 04/27/2017

    For Sale A4170988 - 854 MACEWEN DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 5.0
    Liv Area Sq Ft: 9081
       Built: 2003
    Monthly Fee: $142
       Tax: $14,890 (2016)
    Community: Oaks The
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: See Rules & Regulations.


    Estimated Monthly Payment: $11,383
    (change assumption)
    Mortgage ($10,000) + Fees ($142) + Taxes in 2016 ($1,241)

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    Taxes:$14,890

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 14041 BELLAGIO WAY UNIT 313, OSPREY, FL 34229

    $469,00086 Days on yellowkey   MLS ID: A4184947

    For Sale A4184947 - 14041 BELLAGIO WAY UNIT 313, OSPREY, FL 34229 19 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1988
       Built: 2006
    Monthly Fee: $884
       Tax: $5,518 (2016)
    Community: Villas At Osprey Harbor Village
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Cats and Dogs


    Estimated Monthly Payment: $3,914
    (change assumption)
    Mortgage ($2,570) + Fees ($884) + Taxes in 2016 ($460)

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    Taxes:$5,518

    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.