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Displaying: For Sale

Location: Osprey

Property Type(s): Single Family

Beds: 4 to 4

Osprey - 35 properties found

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  • 449 WEBBS COVE, OSPREY, FL 34229

    $2,650,00034 Days on yellowkey   MLS ID: A4688291

    For Sale A4688291 - 449 WEBBS COVE, OSPREY, FL 34229 97 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 5287
       Built: 2006
    Monthly Fee: $492
       Tax: $10,623 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,897 (change assumption)
    Mortgage ($14,520) + Fees ($492) + Taxes in 2025 ($885)


    Taxes:$10,623

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 583 PINE RANCH EAST RD, OSPREY, FL 34229

    $569,000183 Days on yellowkey   MLS ID: A4670669

    For Sale A4670669 - 583 PINE RANCH EAST RD, OSPREY, FL 34229 55 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2203
       Built: 1996
    Monthly Fee: $23
       Tax: $4,537 (2024)
    Community: Bay Oaks Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $3,519 (change assumption)
    Mortgage ($3,118) + Fees ($23) + Taxes in 2024 ($378)


    Taxes:$4,537

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 919 TRANQUILITY CIRCLE CIR, OSPREY, FL 34229

    $794,000106 Days on yellowkey   MLS ID: A4678841

    For Sale A4678841 - 919 TRANQUILITY CIRCLE CIR, OSPREY, FL 34229 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2854
       Built: 2001
    Monthly Fee: $158
       Tax: $6,368 (2025)
    Community: North Creek Ests
    Single Family


    Estimated Monthly Payment: $5,039 (change assumption)
    Mortgage ($4,351) + Fees ($158) + Taxes in 2025 ($531)


    Taxes:$6,368

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 408 YACHT HARBOR DR, OSPREY, FL 34229

    $1,375,0007 Days on yellowkey   MLS ID: A4691576

    0 Days Off yellowkey (back on 4/28/2026)

    For Sale A4691576 - 408 YACHT HARBOR DR, OSPREY, FL 34229 46 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2624
       Built: 1976
    Monthly Fee: $219
       Tax: $9,482 (2025)
    Community: Southbay Yacht & Racquet Club
    Single Family


    Estimated Monthly Payment: $8,543 (change assumption)
    Mortgage ($7,534) + Fees ($219) + Taxes in 2025 ($790)


    Taxes:$9,482

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 854 MACEWEN DR, OSPREY, FL 34229

    $3,690,000198 Days on yellowkey   MLS ID: A4668918

    REDUCED by $100,000 (2.6%) on 05/01/2026

    For Sale A4668918 - 854 MACEWEN DR, OSPREY, FL 34229 69 photos

    Bed: 4   Bath: 5.0   Gar: 4
    Liv Area Sq Ft: 9081
       Built: 2003
    Monthly Fee: $133
       Tax: $26,109 (2024)
    Community: Oaks 2 Ph 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,527 (change assumption)
    Mortgage ($20,219) + Fees ($133) + Taxes in 2024 ($2,176)


    Taxes:$26,109

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 49 OSPREY POINT DR, OSPREY, FL 34229

    $2,500,000173 Days on yellowkey   MLS ID: A4671762

    For Sale A4671762 - 49 OSPREY POINT DR, OSPREY, FL 34229 96 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3953
       Built: 1989
    Monthly Fee: $475
       Tax: $14,206 (2024)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,357 (change assumption)
    Mortgage ($13,698) + Fees ($475) + Taxes in 2024 ($1,184)


    Taxes:$14,206

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Sarasota Middle


  • 140 SUGAR MILL DR, OSPREY, FL 34229

    $1,399,00056 Days on yellowkey   MLS ID: A4684805

    REDUCED by $296,000 (17.5%) on 04/24/2026

    For Sale A4684805 - 140 SUGAR MILL DR, OSPREY, FL 34229 74 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3286
       Built: 1989
    Monthly Fee: $483
       Tax: $12,040 (2025)
    Community: Oaks
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,152 (change assumption)
    Mortgage ($7,666) + Fees ($483) + Taxes in 2025 ($1,003)


    Taxes:$12,040

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 650 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $799,99092 Days on yellowkey   MLS ID: A4680121

    For Sale A4680121 - 650 CRANE PRAIRIE WAY, OSPREY, FL 34229 64 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3183
       Built: 2005
    Monthly Fee: $427
       Tax: $8,138 (2025)
    Community: Willowbend Ph 3
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,489 (change assumption)
    Mortgage ($4,383) + Fees ($427) + Taxes in 2025 ($678)


    Taxes:$8,138

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 759 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $727,00019 Days on yellowkey   MLS ID: O6399774

    For Sale O6399774 - 759 FORDINGBRIDGE WAY, OSPREY, FL 34229 51 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 2002
    Monthly Fee: $55
       Tax: $7,129 (2025)
    Community: Rivendell Woodlands
    Single Family


    Estimated Monthly Payment: $4,633 (change assumption)
    Mortgage ($3,983) + Fees ($55) + Taxes in 2025 ($594)


    Taxes:$7,129

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 324 BAYSHORE DR, OSPREY, FL 34229

    $3,995,00070 Days on yellowkey   MLS ID: A4683138

    REDUCED by $255,000 (6.0%) on 04/29/2026

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

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2000   Tax: $23,356 (2025)
    Community: Bay Acres - Resub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $23,836 (change assumption)
    Mortgage ($21,890) + Taxes in 2025 ($1,946)


    Taxes:$23,356

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 75 OSPREY POINT DR, OSPREY, FL 34229

    $1,695,000167 Days on yellowkey   MLS ID: A4672439

    For Sale A4672439 - 75 OSPREY POINT DR, OSPREY, FL 34229 92 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4001
       Built: 1983
    Monthly Fee: $967
       Tax: $14,229 (2024)
    Community: Oaks
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,440 (change assumption)
    Mortgage ($9,287) + Fees ($967) + Taxes in 2024 ($1,186)


    Taxes:$14,229

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 4428 CONCHFISH LN, OSPREY, FL 34229

    $548,000321 Days on yellowkey   MLS ID: A4656074

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

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1861
       Built: 2018
    Monthly Fee: $147
       Tax: $5,936 (2024)
    Community: Palms/Casey Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,644 (change assumption)
    Mortgage ($3,003) + Fees ($147) + Taxes in 2024 ($495)


    Taxes:$5,936

    Elementary School: Laurel Nokomis Elementary

    High School: Pine View School

    Tax Year: 2024

    Middle School: Laurel Nokomis Middle


  • 104 PARK TRACE BLVD, OSPREY, FL 34229

    $575,000148 Days on yellowkey   MLS ID: A4674221

    For Sale A4674221 - 104 PARK TRACE BLVD, OSPREY, FL 34229 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2557
       Built: 2002
    Monthly Fee: $58
       Tax: $7,427 (2024)
    Community: Park Trace Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,828 (change assumption)
    Mortgage ($3,151) + Fees ($58) + Taxes in 2024 ($619)


    Taxes:$7,427

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 403 LONGBOW TRL, OSPREY, FL 34229

    $1,095,000169 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

    $5,999,99928 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


  • 642 TRENTON WAY, OSPREY, FL 34229

    $2,150,00041 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


  • 362 MACEWEN DR, OSPREY, FL 34229

    $2,249,000113 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


  • 665 CRANE PRAIRIE WAY, OSPREY, FL 34229

    $719,000217 Days on yellowkey   MLS ID: A4666718

    1 Days Off yellowkey (back on 4/20/2026)

    For Sale A4666718 - 665 CRANE PRAIRIE WAY, OSPREY, FL 34229 61 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2306
       Built: 2003
    Monthly Fee: $420
       Tax: $4,513 (2025)
    Community: Willowbend Ph 2
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,736 (change assumption)
    Mortgage ($3,940) + Fees ($420) + Taxes in 2025 ($376)


    Taxes:$4,513

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Laurel Nokomis Middle


  • 730 SARABAY RD, OSPREY, FL 34229

    $4,995,000167 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


  • 745 FORDINGBRIDGE WAY, OSPREY, FL 34229

    $640,00057 Days on yellowkey   MLS ID: N6143319

    REDUCED by $10,000 (1.5%) on 04/17/2026

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

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1893
       Built: 2002
    Monthly Fee: $120
       Tax: $4,308 (2025)
    Community: Rivendell Woodlands
    Spa: No

    Single Family


    Estimated Monthly Payment: $3,986 (change assumption)
    Mortgage ($3,507) + Fees ($120) + Taxes in 2025 ($359)


    Taxes:$4,308

    Elementary School: Laurel Nokomis Elementary

    High School: Venice Senior High

    Tax Year: 2025

    Middle School: Sarasota Middle


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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.