REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Osprey Homes For Sale & Real Estate - 121 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

Sort:
  • 227 SAINT JAMES PARK, OSPREY, FL 34229

    $885,00077 Days on yellowkey   MLS ID: A4679867

    For Sale A4679867 - 227 SAINT JAMES PARK, OSPREY, FL 34229 93 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2071
       Built: 1986
    Community: Oaks 2 Ph 1
    Single Family


    Estimated Monthly Payment: $4,849 (change assumption)
    Mortgage ($4,849)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 17 BAYHEAD LN, OSPREY, FL 34229

    $1,300,00093 Days on yellowkey   MLS ID: A4676710

    For Sale A4676710 - 17 BAYHEAD LN, OSPREY, FL 34229 47 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2850
       Built: 1992
    Community: Bishops Court At Oaks Preserve
    Single Family


    Estimated Monthly Payment: $7,123 (change assumption)
    Mortgage ($7,123)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 4428 CONCHFISH LN, OSPREY, FL 34229

    $548,000301 Days on yellowkey   MLS ID: A4656074

    For Sale A4656074 - 4428 CONCHFISH LN, OSPREY, FL 34229 13 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1861
       Built: 2018
    Community: Palms/Casey Key
    Single Family


    Estimated Monthly Payment: $3,003 (change assumption)
    Mortgage ($3,003)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 214 PALM AIR DR, OSPREY, FL 34229

    $145,00026 Days on yellowkey   MLS ID: N6143239

    1 Days Off yellowkey (back on 3/22/2026)

    For Sale N6143239 - 214 PALM AIR DR, OSPREY, FL 34229 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 959
       Built: 1979
    Community: The Arbors Mobile Home Park Co-Op
    Manufactured Home


    Estimated Monthly Payment: $795 (change assumption)
    Mortgage ($795)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1303 THORNAPPLE DR, OSPREY, FL 34229

    $674,900120 Days on yellowkey   MLS ID: A4675439

    2 Days Off yellowkey (back on 3/21/2026)

    For Sale A4675439 - 1303 THORNAPPLE DR, OSPREY, FL 34229 66 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1929
       Built: 2003
    Community: Willowbend Ph 1
    Single Family


    Estimated Monthly Payment: $3,698 (change assumption)
    Mortgage ($3,698)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229

    $949,000163 Days on yellowkey   MLS ID: A4670353

    For Sale A4670353 - 6100 JESSIE HARBOR DR #202, OSPREY, FL 34229 98 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3771
       Built: 2005
    Community: Blackburn Harbor Residences
    Condo


    Estimated Monthly Payment: $5,200 (change assumption)
    Mortgage ($5,200)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 530 N MAC EWEN DR, OSPREY, FL 34229

    $2,400,00054 Days on yellowkey   MLS ID: A4683029

    1 Days Off yellowkey (back on 3/20/2026)

    For Sale A4683029 - 530 N MAC EWEN DR, OSPREY, FL 34229 83 photos

    Bed: 4   Bath: 5.5
    Liv Area Sq Ft: 4346
       Built: 2002
    Community: Oaks 2 Ph 4-C Pt 3
    Single Family


    Estimated Monthly Payment: $13,150 (change assumption)
    Mortgage ($13,150)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 600 EAGLE WATCH LN, OSPREY, FL 34229

    $2,195,000176 Days on yellowkey   MLS ID: A4668497

    For Sale A4668497 - 600 EAGLE WATCH LN, OSPREY, FL 34229 91 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 3681
       Built: 1992
    Community: Oaks 2 Ph 2
    Single Family


    Estimated Monthly Payment: $12,027 (change assumption)
    Mortgage ($12,027)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 186 WINDWARD DR, OSPREY, FL 34229

    $649,50097 Days on yellowkey   MLS ID: N6142087

    For Sale N6142087 - 186 WINDWARD DR, OSPREY, FL 34229 93 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2505
       Built: 1983
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $3,559 (change assumption)
    Mortgage ($3,559)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 324 BAYSHORE DR, OSPREY, FL 34229

    $4,250,000   MLS ID: A4683138

    For Sale A4683138 - 324 BAYSHORE DR, OSPREY, FL 34229 40 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4389
       Built: 2000
    Community: Bay Acres - Resub
    Single Family


    Estimated Monthly Payment: $23,287 (change assumption)
    Mortgage ($23,287)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 21 BAYHEAD LN, OSPREY, FL 34229

    $850,000   MLS ID: A4664085

    For Sale A4664085 - 21 BAYHEAD LN, OSPREY, FL 34229 92 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2246
       Built: 2002
    Community: Bishopscourt At The Oaks Preserve
    Single Family


    Estimated Monthly Payment: $4,657 (change assumption)
    Mortgage ($4,657)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 433 E MACEWEN DR, OSPREY, FL 34229

    $2,250,000   MLS ID: A4676505

    For Sale A4676505 - 433 E MACEWEN DR, OSPREY, FL 34229 72 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 4012
       Built: 1998
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $12,328 (change assumption)
    Mortgage ($12,328)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 14041 BELLAGIO WAY #415, OSPREY, FL 34229

    $699,000   MLS ID: TB8470897

    For Sale TB8470897 - 14041 BELLAGIO WAY #415, OSPREY, FL 34229 41 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1736
       Built: 2006
    Community: Villas At Bellagio Harbor Village
    Condo


    Estimated Monthly Payment: $3,830 (change assumption)
    Mortgage ($3,830)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 745 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $650,000   MLS ID: N6143319

    For Sale N6143319 - 745 FORDINGBRIDGE WAY, OSPREY, FL 34229 53 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1893
       Built: 2002
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($3,562)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 2141 CORDES ST, OSPREY, FL 34229

    $375,000   MLS ID: A4685465

    For Sale A4685465 - 2141 CORDES ST, OSPREY, FL 34229 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1126
       Built: 1985
    Community: Cordes Cove
    Single Family


    Estimated Monthly Payment: $2,055 (change assumption)
    Mortgage ($2,055)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 360 N POINT RD, OSPREY, FL 34229

    $1,499,000   MLS ID: A4617671

    For Sale A4617671 - 360 N POINT RD, OSPREY, FL 34229 57 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2913
       Built: 2023
    Community: Oaks 3 Ph 1
    Single Family


    Estimated Monthly Payment: $8,213 (change assumption)
    Mortgage ($8,213)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 1211 LOST CREEK CT, OSPREY, FL 34229

    $829,000   MLS ID: A4680671

    For Sale A4680671 - 1211 LOST CREEK CT, OSPREY, FL 34229 42 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2876
       Built: 2002
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $4,542 (change assumption)
    Mortgage ($4,542)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 401 N POINT RD #504, OSPREY, FL 34229

    $990,000   MLS ID: A4653470

    For Sale A4653470 - 401 N POINT RD #504, OSPREY, FL 34229 94 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2778
       Built: 2003
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $5,425 (change assumption)
    Mortgage ($5,425)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 316 TROPIC DR, OSPREY, FL 34229

    $170,000   MLS ID: A4681219

    For Sale A4681219 - 316 TROPIC DR, OSPREY, FL 34229 84 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1151
       Built: 1979
    Community: Arbors
    Manufactured Home


    Estimated Monthly Payment: $931 (change assumption)
    Mortgage ($931)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 232 HIDDEN BAY DR #504, OSPREY, FL 34229

    $569,000   MLS ID: A4668602

    For Sale A4668602 - 232 HIDDEN BAY DR #504, OSPREY, FL 34229 63 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2000
       Built: 2001
    Community: Baypointe Vista 2
    Condo


    Estimated Monthly Payment: $3,118 (change assumption)
    Mortgage ($3,118)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    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®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 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.