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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Price: $1,000,000+

Osprey - 48 properties found

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  • 852 MACEWEN DR, OSPREY, FL 34229

    $2,395,000288 Days on yellowkey   MLS ID: A4659276

    For Sale A4659276 - 852 MACEWEN DR, OSPREY, FL 34229 73 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4519
       Built: 1992
    Monthly Fee: $133
       Tax: $12,855 (2024)
    Community: Oaks 2 Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,327 (change assumption)
    Mortgage ($13,123) + Fees ($133) + Taxes in 2024 ($1,071)


    Taxes:$12,855

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 403 LONGBOW TRL, OSPREY, FL 34229

    $1,095,000168 Days on yellowkey   MLS ID: A4672081

    For Sale A4672081 - 403 LONGBOW TRL, OSPREY, FL 34229 99 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2770
       Built: 1978
    Monthly Fee: $42
       Tax: $9,020 (2024)
    Community: Pine Ranch
    Single Family


    Estimated Monthly Payment: $6,794 (change assumption)
    Mortgage ($6,000) + Fees ($42) + Taxes in 2024 ($752)


    Taxes:$9,020

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 313 LOOKOUT POINT DR, OSPREY, FL 34229

    $5,999,99927 Days on yellowkey   MLS ID: A4688995

    For Sale A4688995 - 313 LOOKOUT POINT DR, OSPREY, FL 34229 100 photos

    Bed: 4   Bath: 4.5   Gar: 5
    Liv Area Sq Ft: 5337
       Built: 2016
    Monthly Fee: $219
       Tax: $20,559 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $34,808 (change assumption)
    Mortgage ($32,876) + Fees ($219) + Taxes in 2025 ($1,713)


    Taxes:$20,559

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 228 SAINT JAMES PARK, OSPREY, FL 34229

    $1,645,00045 Days on yellowkey   MLS ID: A4686681

    0 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $50,000 (2.9%) on 04/18/2026

    For Sale A4686681 - 228 SAINT JAMES PARK, OSPREY, FL 34229 100 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2425
       Built: 1997
    Monthly Fee: $142
       Tax: $10,787 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,054 (change assumption)
    Mortgage ($9,013) + Fees ($142) + Taxes in 2025 ($899)


    Taxes:$10,787

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 642 TRENTON WAY, OSPREY, FL 34229

    $2,150,00040 Days on yellowkey   MLS ID: A4686927

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

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 3939
       Built: 2002
    Monthly Fee: $142
       Tax: $16,068 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,262 (change assumption)
    Mortgage ($11,781) + Fees ($142) + Taxes in 2025 ($1,339)


    Taxes:$16,068

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 76 OSPREY POINT DR, OSPREY, FL 34229

    $1,545,000161 Days on yellowkey   MLS ID: A4672843

    REDUCED by $45,000 (2.8%) on 04/20/2026

    For Sale A4672843 - 76 OSPREY POINT DR, OSPREY, FL 34229 66 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4364
       Built: 1986
    Monthly Fee: $475
       Tax: $13,509 (2024)
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $10,066 (change assumption)
    Mortgage ($8,466) + Fees ($475) + Taxes in 2024 ($1,126)


    Taxes:$13,509

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,000112 Days on yellowkey   MLS ID: A4676567

    For Sale A4676567 - 362 MACEWEN DR, OSPREY, FL 34229 55 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 4117
       Built: 1998
    Monthly Fee: $142
       Tax: $10,742 (2025)
    Community: The Oaks
    Single Family


    Estimated Monthly Payment: $13,360 (change assumption)
    Mortgage ($12,323) + Fees ($142) + Taxes in 2025 ($895)


    Taxes:$10,742

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 312 YACHT HARBOR DR, OSPREY, FL 34229

    $1,995,000213 Days on yellowkey   MLS ID: A4667293

    For Sale A4667293 - 312 YACHT HARBOR DR, OSPREY, FL 34229 69 photos

    Bed: 3   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 2572
       Built: 1978
    Monthly Fee: $219
       Tax: $14,066 (2024)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,322 (change assumption)
    Mortgage ($10,931) + Fees ($219) + Taxes in 2024 ($1,172)


    Taxes:$14,066

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 730 SARABAY RD, OSPREY, FL 34229

    $4,995,000166 Days on yellowkey   MLS ID: A4672618

    For Sale A4672618 - 730 SARABAY RD, OSPREY, FL 34229 42 photos

    Bed: 4   Bath: 5.5   Gar: 7
    Liv Area Sq Ft: 6308
       Built: 2011   Tax: $47,200 (2024)
    Community: Sarabay Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,303 (change assumption)
    Mortgage ($27,369) + Taxes in 2024 ($3,933)


    Taxes:$47,200

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 479 SOUTH CREEK DR, OSPREY, FL 34229

    $2,495,000154 Days on yellowkey   MLS ID: N6141722

    0 Days Off yellowkey (back on 4/15/2026)

    For Sale N6141722 - 479 SOUTH CREEK DR, OSPREY, FL 34229 73 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4261
       Built: 1995
    Monthly Fee: $150
       Tax: $11,095 (2024)
    Community: South Creek
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,745 (change assumption)
    Mortgage ($13,671) + Fees ($150) + Taxes in 2024 ($925)


    Taxes:$11,095

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 121 N CASEY KEY RD, OSPREY, FL 34229

    $6,475,000212 Days on yellowkey   MLS ID: A4667263

    For Sale A4667263 - 121 N CASEY KEY RD, OSPREY, FL 34229 65 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 4096
       Built: 1969
    Monthly Fee: $33
       Tax: $37,172 (2024)
    Community: Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $38,609 (change assumption)
    Mortgage ($35,479) + Fees ($33) + Taxes in 2024 ($3,098)


    Taxes:$37,172

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 1471 SHOAL WAY, OSPREY, FL 34229

    $1,499,00070 Days on yellowkey   MLS ID: A4683702

    For Sale A4683702 - 1471 SHOAL WAY, OSPREY, FL 34229 37 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2798
       Built: 1985
    Monthly Fee: $219
       Tax: $6,036 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $8,935 (change assumption)
    Mortgage ($8,213) + Fees ($219) + Taxes in 2025 ($503)


    Taxes:$6,036

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 1527 BUOY LN, OSPREY, FL 34229

    $1,199,00027 Days on yellowkey   MLS ID: A4688266

    For Sale A4688266 - 1527 BUOY LN, OSPREY, FL 34229 52 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2830
       Built: 1989
    Monthly Fee: $204
       Tax: $8,555 (2025)
    Community: Southbay Yacht & Racquet Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $7,487 (change assumption)
    Mortgage ($6,570) + Fees ($204) + Taxes in 2025 ($713)


    Taxes:$8,555

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Venice Area Middle


  • 434 MACEWEN DR, OSPREY, FL 34229

    $1,465,00035 Days on yellowkey   MLS ID: A4687368

    0 Days Off yellowkey (back on 4/5/2026)

    For Sale A4687368 - 434 MACEWEN DR, OSPREY, FL 34229 55 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2414
       Built: 1997
    Monthly Fee: $142
       Tax: $11,162 (2025)
    Community: Oaks 2 Ph 3
    Single Family


    Estimated Monthly Payment: $9,099 (change assumption)
    Mortgage ($8,027) + Fees ($142) + Taxes in 2025 ($930)


    Taxes:$11,162

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 538 DOVE POINTE DR, OSPREY, FL 34229

    $1,950,000178 Days on yellowkey   MLS ID: A4669491

    For Sale A4669491 - 538 DOVE POINTE DR, OSPREY, FL 34229 75 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4346
       Built: 2002
    Monthly Fee: $133
       Tax: $17,098 (2024)
    Community: Oaks 2 Ph 4-C Pt 3
    Single Family


    Estimated Monthly Payment: $12,242 (change assumption)
    Mortgage ($10,685) + Fees ($133) + Taxes in 2024 ($1,425)


    Taxes:$17,098

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2024

    Middle School: Pine View School


  • 1042 N CASEY KEY RD, OSPREY, FL 34229

    $3,750,000143 Days on yellowkey   MLS ID: A4674771

    For Sale A4674771 - 1042 N CASEY KEY RD, OSPREY, FL 34229 58 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4781
       Built: 1995   Tax: $18,245 (2025)
    Community: Palmer
    Single Family


    Estimated Monthly Payment: $22,068 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($1,520)


    Taxes:$18,245

    Elementary School: Pine View School

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 448 E MACEWEN DR, OSPREY, FL 34229

    $2,100,00037 Days on yellowkey   MLS ID: A4687195

    For Sale A4687195 - 448 E MACEWEN DR, OSPREY, FL 34229 52 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3768
       Built: 1998
    Monthly Fee: $142
       Tax: $9,639 (2025)
    Community: Oaks
    Single Family


    Estimated Monthly Payment: $12,452 (change assumption)
    Mortgage ($11,507) + Fees ($142) + Taxes in 2025 ($803)


    Taxes:$9,639

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 180 LOOKOUT POINT DR, OSPREY, FL 34229

    $2,249,900170 Days on yellowkey   MLS ID: A4672222

    For Sale A4672222 - 180 LOOKOUT POINT DR, OSPREY, FL 34229 70 photos

    Bed: 5   Bath: 3.5
    Liv Area Sq Ft: 3236
       Built: 1986
    Monthly Fee: $204
       Tax: $8,750 (2024)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $13,261 (change assumption)
    Mortgage ($12,328) + Fees ($204) + Taxes in 2024 ($729)


    Taxes:$8,750

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 854 N CASEY KEY RD, OSPREY, FL 34229

    $4,750,00067 Days on yellowkey   MLS ID: N6143043

    1 Days Off yellowkey (back on 3/26/2026)

    For Sale N6143043 - 854 N CASEY KEY RD, OSPREY, FL 34229 23 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3462
       Built: 1975
    Community: Acreage & Unrec
    Single Family


    Estimated Monthly Payment: $26,027 (change assumption)
    Mortgage ($26,027)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


  • 700 FAITH AVE, OSPREY, FL 34229

    $1,200,000177 Days on yellowkey   MLS ID: A4667634

    For Sale A4667634 - 700 FAITH AVE, OSPREY, FL 34229 74 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2474
       Built: 1982
    Community: Trinity Acres
    Single Family


    Estimated Monthly Payment: $6,575 (change assumption)
    Mortgage ($6,575)


    Taxes:

    Elementary School: None

    High School: None

    Tax Year:

    Middle School: None


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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.