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Osprey Homes For Sale & Real Estate - 198 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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  • 34 OSPREY POINT DRIVE, OSPREY, FL 34229

    $1,099,99533 Days on yellowkey   MLS ID: A4181531

    For Sale A4181531 - 34 OSPREY POINT DRIVE, OSPREY, FL 34229 21 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4515
       Built: 2004   Tax: $8,940 (2016)
    Community: Oaks
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: dogs, cats, pet fish, pet birds; max 3


    Estimated Monthly Payment: $6,772
    (change assumption)
    Mortgage ($6,027) + Taxes in 2016 ($745)

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    Taxes:$8,940

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 324 KENSEY LANE, OSPREY, FL 34229

    $940,00086 Days on yellowkey   MLS ID: A4176084

    REDUCED by $25,000 (2.6%) on 03/22/2017

    For Sale A4176084 - 324 KENSEY LANE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2483
       Built: 1972   Tax: $7,076 (2016)
    Community: Sarabay Acres
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,740 (change assumption)
    Mortgage ($5,151) + Taxes in 2016 ($590)

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    Taxes:$7,076

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 568 N MACEWEN DRIVE, OSPREY, FL 34229

    $900,000229 Days on yellowkey   MLS ID: A4163515

    REDUCED by $95,000 (9.5%) on 03/22/2017

    For Sale A4163515 - 568 N MACEWEN DRIVE, OSPREY, FL 34229 25 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4637
       Built: 2000
    Monthly Fee: $133
       Tax: $10,024 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,900 (change assumption)
    Mortgage ($4,931) + Fees ($133) + Taxes in 2016 ($835)

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    Taxes:$10,024

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 530 N MAC EWEN DRIVE, OSPREY, FL 34229

    $1,250,00086 Days on yellowkey   MLS ID: A4175976

    REDUCED by $125,000 (9.1%) on 03/22/2017

    For Sale A4175976 - 530 N MAC EWEN DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4346
       Built: 2002
    Monthly Fee: $133
       Tax: $9,086 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: 1 extra large pet


    Estimated Monthly Payment: $7,739
    (change assumption)
    Mortgage ($6,849) + Fees ($133) + Taxes in 2016 ($757)

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    Taxes:$9,086

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 185 WINDWARD DRIVE, OSPREY, FL 34229

    $725,00034 Days on yellowkey   MLS ID: A4181379

    For Sale A4181379 - 185 WINDWARD DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2396
       Built: 1979
    Monthly Fee: $119
       Tax: $3,284 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $4,365 (change assumption)
    Mortgage ($3,973) + Fees ($119) + Taxes in 2016 ($274)

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    Taxes:$3,284

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 807 SHADOW BAY WAY, OSPREY, FL 34229

    $389,90034 Days on yellowkey   MLS ID: A4181394

    For Sale A4181394 - 807 SHADOW BAY WAY, OSPREY, FL 34229 15 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2352
       Built: 1999
    Monthly Fee: $246
       Tax: $4,078 (2016)
    Community: Rivendell
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,722 (change assumption)
    Mortgage ($2,136) + Fees ($246) + Taxes in 2016 ($340)

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    Taxes:$4,078

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 497 WEBBS COVE, OSPREY, FL 34229

    $1,549,000363 Days on yellowkey   MLS ID: A4152178

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

    REDUCED by $100,000 (6.1%) on 03/22/2017

    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: $11,816 (2015)
    Community: Oaks The
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: N/A


    Estimated Monthly Payment: $10,130
    (change assumption)
    Mortgage ($8,487) + Fees ($658) + Taxes in 2015 ($985)

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    Taxes:$11,816

    Elementary School: None

    High School: None

    Tax Year: 2015

    Middle School: None


  • 114 WILLOW BEND WAY, OSPREY, FL 34229

    $524,90087 Days on yellowkey   MLS ID: A4175988

    REDUCED by $15,099 (2.8%) on 03/22/2017

    For Sale A4175988 - 114 WILLOW BEND WAY, OSPREY, FL 34229 23 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: $3,270 (change assumption)
    Mortgage ($2,876) + 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


  • 560 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $359,00038 Days on yellowkey   MLS ID: A4181066

    For Sale A4181066 - 560 CRANE PRAIRIE WAY, OSPREY, FL 34229 12 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2092
       Built: 2005
    Monthly Fee: $268
       Tax: $2,808 (2016)
    Community: Willow Bend
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $2,469 (change assumption)
    Mortgage ($1,967) + Fees ($268) + Taxes in 2016 ($234)

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    Taxes:$2,808

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 5100 JESSIE HARBOR DRIVE UNIT 303, OSPREY, FL 34229

    $475,000172 Days on yellowkey   MLS ID: A4168340

    REDUCED by $20,000 (4.0%) on 03/16/2017

    For Sale A4168340 - 5100 JESSIE HARBOR DRIVE UNIT 303, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 2004
    Monthly Fee: $597
       Tax: $4,750 (2016)
    Community: Blackburn Harbor
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: Contact association regarding restrictions on pet size and weight.


    Estimated Monthly Payment: $3,596
    (change assumption)
    Mortgage ($2,603) + Fees ($597) + Taxes in 2016 ($396)

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    Taxes:$4,750

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 218 SORRENTO DRIVE, OSPREY, FL 34229

    $839,000289 Days on yellowkey   MLS ID: N5909022

    REDUCED by $11,000 (1.3%) on 03/16/2017

    For Sale N5909022 - 218 SORRENTO DRIVE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3200
       Built: 2007
    Monthly Fee: $6
       Tax: $5,023 (2016)
    Community: Sorrento Shores
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,022 (change assumption)
    Mortgage ($4,597) + Fees ($6) + Taxes in 2016 ($419)

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    Taxes:$5,023

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 221 OSPREY POINT DRIVE, OSPREY, FL 34229

    $1,549,000130 Days on yellowkey   MLS ID: A4172028

    REDUCED by $46,000 (2.9%) on 03/16/2017

    For Sale A4172028 - 221 OSPREY POINT DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4811
       Built: 2007   Tax: $12,822 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $9,556 (change assumption)
    Mortgage ($8,487) + Taxes in 2016 ($1,069)

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    Taxes:$12,822

    Elementary School: Laurel Nokomis Elementary

    High School: Pineview High

    Tax Year: 2016

    Middle School: PineView Middle


  • 518 S CREEK DRIVE, OSPREY, FL 34229

    $449,90039 Days on yellowkey   MLS ID: A4181059

    For Sale A4181059 - 518 S CREEK DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3010
       Built: 2000
    Monthly Fee: $71
       Tax: $3,787 (2016)
    Community: South Creek
    Pool: Yes

    Single Family, Pets Allowed


    Pet Restrictions: Please read South Creek Declarations for answers.


    Estimated Monthly Payment: $2,852
    (change assumption)
    Mortgage ($2,465) + Fees ($71) + Taxes in 2016 ($316)

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    Taxes:$3,787

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 1249 RUDDER LANE, OSPREY, FL 34229

    $549,90039 Days on yellowkey   MLS ID: A4180925

    For Sale A4180925 - 1249 RUDDER LANE, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2175
       Built: 1977
    Monthly Fee: $119
       Tax: $4,253 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: No

    Single Family, Pets Allowed


    Pet Restrictions: Dogs Must Be Kept on Leash.


    Estimated Monthly Payment: $3,486
    (change assumption)
    Mortgage ($3,013) + Fees ($119) + Taxes in 2016 ($354)

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    Taxes:$4,253

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 36 BISHOPS COURT ROAD UNIT 1, OSPREY, FL 34229

    $329,215530 Days on yellowkey   MLS ID: A4136765

    REDUCED by $10 (0.0%) on 03/15/2017

    For Sale A4136765 - 36 BISHOPS COURT ROAD UNIT 1, OSPREY, FL 34229 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1678
       Built: 1984
    Monthly Fee: $203
       Tax: $2,572 (2016)
    Community: Oaks The
    Pool: No

    Villa, Pets Allowed


    Pet Restrictions: Sarasota County leash laws, pick up of waste required.


    Estimated Monthly Payment: $2,221
    (change assumption)
    Mortgage ($1,804) + Fees ($203) + Taxes in 2016 ($214)

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    Taxes:$2,572

    Elementary School: Pineview Elementary

    High School: Pineview High

    Tax Year: 2016

    Middle School: PineView Middle


  • 3929 WAYPOINT AVENUE, OSPREY, FL 34229

    $664,02940 Days on yellowkey   MLS ID: T2869845

    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: $4,332
    (change assumption)
    Mortgage ($3,638) + 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


  • 414 E MACEWEN DRIVE, OSPREY, FL 34229

    $850,000167 Days on yellowkey   MLS ID: A4168025

    REDUCED by $25,000 (2.9%) on 03/14/2017

    For Sale A4168025 - 414 E MACEWEN DRIVE, OSPREY, FL 34229 25 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3224
       Built: 2006
    Monthly Fee: $133
       Tax: $7,101 (2016)
    Community: Oaks
    Pool: Yes

    Single Family, Pets Allowed


    Estimated Monthly Payment: $5,382 (change assumption)
    Mortgage ($4,657) + Fees ($133) + Taxes in 2016 ($592)

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    Taxes:$7,101

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 201 HARBOR HOUSE, OSPREY, FL 34229

    $699,00044 Days on yellowkey   MLS ID: A4180562

    REDUCED by $50,000 (6.7%) on 03/13/2017

    For Sale A4180562 - 201 HARBOR HOUSE, OSPREY, FL 34229 22 photos

    Bed: 3   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3072
       Built: 1988
    Monthly Fee: $119
       Tax: $5,067 (2016)
    Community: Southbay Yacht & Racquet Club
    Pool: No

    Single Family, Pets Allowed


    Estimated Monthly Payment: $4,371 (change assumption)
    Mortgage ($3,830) + Fees ($119) + Taxes in 2016 ($422)

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    Taxes:$5,067

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2016

    Middle School: Laurel Nokomis Middle


  • 14041 BELLAGIO WAY UNIT 314, OSPREY, FL 34229

    $494,000170 Days on yellowkey   MLS ID: N5910399

    REDUCED by $5,000 (1.0%) on 03/13/2017

    For Sale N5910399 - 14041 BELLAGIO WAY UNIT 314, OSPREY, FL 34229 0 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: $2,959
    (change assumption)
    Mortgage ($2,707) + Taxes in 2016 ($252)

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    Taxes:$3,029

    Elementary School: None

    High School: None

    Tax Year: 2016

    Middle School: None


  • 231 N HIDDEN BAY DRIVE UNIT 201, OSPREY, FL 34229

    $399,900319 Days on yellowkey   MLS ID: A4156191

    13 Days Off yellowkey (back on 3/13/2017)

    REDUCED by $14,100 (3.4%) on 03/13/2017

    For Sale A4156191 - 231 N HIDDEN BAY DRIVE UNIT 201, OSPREY, FL 34229 25 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2418
       Built: 1997
    Monthly Fee: $17
       Tax: $4,108 (2016)
    Community: Hidden Bay
    Pool: No

    Condo, Pets Allowed


    Pet Restrictions: number and size restrictions


    Estimated Monthly Payment: $2,551
    (change assumption)
    Mortgage ($2,191) + Fees ($17) + Taxes in 2016 ($342)

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    Taxes:$4,108

    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.