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

Oaks Homes for Sale in Osprey - 35 homes

Oaks homes for sale are located in Sarasota County, Florida. Find Oaks Homes in Osprey for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Oaks, Osprey homes.

Location: Oaks, Osprey

Sort:
  • 642 TRENTON WAY, OSPREY, FL 34229

    $2,150,00021 Days on yellowkey   MLS ID: A4686927

    For Sale A4686927 - 642 TRENTON WAY, OSPREY, FL 34229 86 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3939
       Built: 2002
    Community: Oaks 2 Ph 2
    Single Family


    Estimated Monthly Payment: $11,781 (change assumption)
    Mortgage ($11,781)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 401 N POINT RD #301, OSPREY, FL 34229

    $475,000760 Days on yellowkey   MLS ID: A4603773

    For Sale A4603773 - 401 N POINT RD #301, OSPREY, FL 34229 91 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2594
       Built: 2003
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $2,603 (change assumption)
    Mortgage ($2,603)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 422 BLUE GARDEN LN, OSPREY, FL 34229

    $1,600,000212 Days on yellowkey   MLS ID: A4664436

    For Sale A4664436 - 422 BLUE GARDEN LN, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3872
       Built: 1984
    Community: The Oaks Bayside
    Single Family


    Estimated Monthly Payment: $8,767 (change assumption)
    Mortgage ($8,767)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 230 OSPREY POINT DR, OSPREY, FL 34229

    $2,495,00023 Days on yellowkey   MLS ID: A4683382

    For Sale A4683382 - 230 OSPREY POINT DR, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3586
       Built: 2014
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $13,671 (change assumption)
    Mortgage ($13,671)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 401 WALLS WAY, OSPREY, FL 34229

    $1,800,00075 Days on yellowkey   MLS ID: A4680312

    For Sale A4680312 - 401 WALLS WAY, OSPREY, FL 34229 51 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 4387
       Built: 1990
    Community: Oaks 2 Ph 1
    Single Family


    Estimated Monthly Payment: $9,863 (change assumption)
    Mortgage ($9,863)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 20 BAYHEAD LN, OSPREY, FL 34229

    $1,575,00097 Days on yellowkey   MLS ID: A4674649

    For Sale A4674649 - 20 BAYHEAD LN, OSPREY, FL 34229 73 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 3486
       Built: 2017
    Community: Bishops Court At The Oaks Preserve
    Single Family


    Estimated Monthly Payment: $8,630 (change assumption)
    Mortgage ($8,630)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 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


  • 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


  • 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


  • 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


  • 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


  • 393 N POINT RD #604, OSPREY, FL 34229

    $795,000   MLS ID: A4638035

    For Sale A4638035 - 393 N POINT RD #604, OSPREY, FL 34229 92 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2778
       Built: 2001
    Community: Meridian At The Oaks Preserve
    Condo


    Estimated Monthly Payment: $4,356 (change assumption)
    Mortgage ($4,356)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


12


Why Bother Searching Elsewhere for Oaks Homes for Sale and Other Osprey Real Estate?

Oaks 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 Oaks. You can use our website to view Multiple Listing Service (MLS) data on Oaks 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 Oaks. 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.