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Displaying: For Sale

Location: Sarasota

Property Type(s): Single Family

Living Area Square Feet: 3500+

Sarasota - 312 properties found

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  • 1444 HARBOR DR, SARASOTA, FL 34239

    $6,999,95081 Days on yellowkey   MLS ID: O6375298

    REDUCED by $500,050 (6.7%) on 04/14/2026

    For Sale O6375298 - 1444 HARBOR DR, SARASOTA, FL 34239 62 photos

    Bed: 5   Bath: 6.0   Gar: 3
    Liv Area Sq Ft: 5001
       Built: 2002   Tax: $33,037 (2025)
    Community: Harbor Acres Sec 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $41,108 (change assumption)
    Mortgage ($38,355) + Taxes in 2025 ($2,753)


    Taxes:$33,037

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 4439 WESTWOOD LN, SARASOTA, FL 34231

    $2,995,000202 Days on yellowkey   MLS ID: A4664741

    For Sale A4664741 - 4439 WESTWOOD LN, SARASOTA, FL 34231 64 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3777
       Built: 1991
    Monthly Fee: $25
       Tax: $20,186 (2024)
    Community: Oyster Bay Estates
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,118 (change assumption)
    Mortgage ($16,411) + Fees ($25) + Taxes in 2024 ($1,682)


    Taxes:$20,186

    Elementary School: Phillippi Shores Elementary

    High School: Riverview High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 424 BOWDOIN CIR, SARASOTA, FL 34236

    $14,750,000400 Days on yellowkey   MLS ID: A4646393

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale A4646393 - 424 BOWDOIN CIR, SARASOTA, FL 34236 74 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5882
       Built: 2023
    Monthly Fee: $25
       Tax: $131,499 (2024)
    Community: Lido Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $91,803 (change assumption)
    Mortgage ($80,820) + Fees ($25) + Taxes in 2024 ($10,958)


    Taxes:$131,499

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1347 HARBOR DR, SARASOTA, FL 34239

    $4,300,00099 Days on yellowkey   MLS ID: A4679697

    For Sale A4679697 - 1347 HARBOR DR, SARASOTA, FL 34239 90 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4069
       Built: 2014
    Monthly Fee: $13
       Tax: $57,247 (2025)
    Community: Harbor Acres
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $28,345 (change assumption)
    Mortgage ($23,561) + Fees ($13) + Taxes in 2025 ($4,771)


    Taxes:$57,247

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 8008 MIDNIGHT PASS RD, SARASOTA, FL 34242

    $3,750,000166 Days on yellowkey   MLS ID: A4672889

    For Sale A4672889 - 8008 MIDNIGHT PASS RD, SARASOTA, FL 34242 61 photos

    Bed: 5   Bath: 5.0   Gar: 3
    Liv Area Sq Ft: 4190
       Built: 2015   Tax: $25,117 (2024)
    Community: Mira Mar Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,641 (change assumption)
    Mortgage ($20,547) + Taxes in 2024 ($2,093)


    Taxes:$25,117

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1504 S LODGE DR, SARASOTA, FL 34239

    $6,990,00057 Days on yellowkey   MLS ID: A4683855

    For Sale A4683855 - 1504 S LODGE DR, SARASOTA, FL 34239 47 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 5450
       Built: 1965
    Monthly Fee: $25
       Tax: $15,432 (2025)
    Community: Cherokee Lodge
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $39,611 (change assumption)
    Mortgage ($38,300) + Fees ($25) + Taxes in 2025 ($1,286)


    Taxes:$15,432

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7872 MAINSAIL LN, SARASOTA, FL 34240

    $1,495,00036 Days on yellowkey   MLS ID: A4687553

    For Sale A4687553 - 7872 MAINSAIL LN, SARASOTA, FL 34240 77 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3857
       Built: 2022
    Monthly Fee: $500
       Tax: $14,857 (2025)
    Community: Shoreview/Lakewood Ranch Water
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,930 (change assumption)
    Mortgage ($8,192) + Fees ($500) + Taxes in 2025 ($1,238)


    Taxes:$14,857

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 3548 FOUNDERS CLUB DR, SARASOTA, FL 34240

    $2,395,000287 Days on yellowkey   MLS ID: A4658917

    For Sale A4658917 - 3548 FOUNDERS CLUB DR, SARASOTA, FL 34240 82 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 5426
       Built: 2006
    Monthly Fee: $499
       Tax: $10,982 (2024)
    Community: Founders Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,537 (change assumption)
    Mortgage ($13,123) + Fees ($499) + Taxes in 2024 ($915)


    Taxes:$10,982

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: McIntosh Middle


  • 5023 ASHLEY PKWY, SARASOTA, FL 34241

    $1,595,00047 Days on yellowkey   MLS ID: A4686640

    2 Days Off yellowkey (back on 4/13/2026)

    For Sale A4686640 - 5023 ASHLEY PKWY, SARASOTA, FL 34241 74 photos

    Bed: 6   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5154
       Built: 1993
    Monthly Fee: $150
       Tax: $9,623 (2025)
    Community: Ashley
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $9,691 (change assumption)
    Mortgage ($8,740) + Fees ($150) + Taxes in 2025 ($802)


    Taxes:$9,623

    Elementary School: Lakeview Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240

    $2,695,00075 Days on yellowkey   MLS ID: A4682766

    REDUCED by $90,000 (3.2%) on 04/12/2026

    For Sale A4682766 - 7796 ALISTER MACKENZIE DR, SARASOTA, FL 34240 73 photos

    Bed: 5   Bath: 6.5   Gar: 4
    Liv Area Sq Ft: 7639
       Built: 1991
    Monthly Fee: $345
       Tax: $18,579 (2025)
    Community: Laurel Oak Estates Sec 02
    Single Family


    Estimated Monthly Payment: $16,660 (change assumption)
    Mortgage ($14,767) + Fees ($345) + Taxes in 2025 ($1,548)


    Taxes:$18,579

    Elementary School: Tatum Ridge Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 2519 SESAME ST, SARASOTA, FL 34231

    $1,670,00077 Days on yellowkey   MLS ID: A4682791

    REDUCED by $25,000 (1.5%) on 04/12/2026

    For Sale A4682791 - 2519 SESAME ST, SARASOTA, FL 34231 63 photos

    Bed: 5   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3715
       Built: 1975   Tax: $14,989 (2025)
    Community: Sesame Acres A Rep
    Single Family


    Estimated Monthly Payment: $10,400 (change assumption)
    Mortgage ($9,150) + Taxes in 2025 ($1,249)


    Taxes:$14,989

    Elementary School: Phillippi Shores Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 1838 ALTA VISTA ST, SARASOTA, FL 34236

    $3,495,000302 Days on yellowkey   MLS ID: A4657794

    For Sale A4657794 - 1838 ALTA VISTA ST, SARASOTA, FL 34236 78 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4452
       Built: 2022   Tax: $17,607 (2024)
    Community: Avondale Rep
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,617 (change assumption)
    Mortgage ($19,150) + Taxes in 2024 ($1,467)


    Taxes:$17,607

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 5012 HIGEL AVE, SARASOTA, FL 34242

    $2,249,000284 Days on yellowkey   MLS ID: A4658844

    REDUCED by $200,000 (8.2%) on 04/08/2026

    For Sale A4658844 - 5012 HIGEL AVE, SARASOTA, FL 34242 100 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3541
       Built: 1959   Tax: $16,035 (2024)
    Community: Harmony Sub
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,659 (change assumption)
    Mortgage ($12,323) + Taxes in 2024 ($1,336)


    Taxes:$16,035

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 7647 SANDERLING RD, SARASOTA, FL 34242

    $3,300,00050 Days on yellowkey   MLS ID: TB8486392

    REDUCED by $699,000 (17.5%) on 04/12/2026

    For Sale TB8486392 - 7647 SANDERLING RD, SARASOTA, FL 34242 70 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 4006
       Built: 1961
    Monthly Fee: $450
       Tax: $23,004 (2025)
    Community: Sanderling Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $20,449 (change assumption)
    Mortgage ($18,082) + Fees ($450) + Taxes in 2025 ($1,917)


    Taxes:$23,004

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 44 ROCKWELL LN, SARASOTA, FL 34242

    $6,800,00058 Days on yellowkey   MLS ID: A4685222

    For Sale A4685222 - 44 ROCKWELL LN, SARASOTA, FL 34242 1 photos

    Bed: 6   Bath: 6.5   Gar: 9
    Liv Area Sq Ft: 5400
       Built: 2025
    Monthly Fee: $125
       Tax: $12,651 (2024)
    Community: Sandy Hook
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $38,439 (change assumption)
    Mortgage ($37,259) + Fees ($125) + Taxes in 2024 ($1,054)


    Taxes:$12,651

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1726 WALDEMERE ST, SARASOTA, FL 34239

    $5,750,00058 Days on yellowkey   MLS ID: A4685190

    REDUCED by $25,000 (0.4%) on 04/12/2026

    For Sale A4685190 - 1726 WALDEMERE ST, SARASOTA, FL 34239 1 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5250
       Built: 2026   Tax: $5,943 (2026)
    Community: N/A
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $32,001 (change assumption)
    Mortgage ($31,506) + Taxes in 2026 ($495)


    Taxes:$5,943

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2026

    Middle School: Brookside Middle


  • 1640 WALDEMERE ST, SARASOTA, FL 34239

    $6,400,00058 Days on yellowkey   MLS ID: A4685215

    INCREASED by $25,000 (0.4%) on 04/12/2026

    For Sale A4685215 - 1640 WALDEMERE ST, SARASOTA, FL 34239 1 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 5270
       Built: 2026   Tax: $8,031 (2026)
    Community: Lewis Combs Sub
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $35,737 (change assumption)
    Mortgage ($35,068) + Taxes in 2026 ($669)


    Taxes:$8,031

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2026

    Middle School: Brookside Middle


  • 3597 FOUNDERS CLUB DR, SARASOTA, FL 34240

    $1,950,000151 Days on yellowkey   MLS ID: A4673915

    For Sale A4673915 - 3597 FOUNDERS CLUB DR, SARASOTA, FL 34240 58 photos

    Bed: 4   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3957
       Built: 2006
    Monthly Fee: $467
       Tax: $17,901 (2024)
    Community: Founders Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,643 (change assumption)
    Mortgage ($10,685) + Fees ($467) + Taxes in 2024 ($1,492)


    Taxes:$17,901

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: McIntosh Middle


  • 3129 FOUNDERS CLUB DR, SARASOTA, FL 34240

    $2,895,00027 Days on yellowkey   MLS ID: A4689202

    For Sale A4689202 - 3129 FOUNDERS CLUB DR, SARASOTA, FL 34240 67 photos

    Bed: 3   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 5742
       Built: 2008
    Monthly Fee: $655
       Tax: $32,512 (2025)
    Community: Founders Club
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,227 (change assumption)
    Mortgage ($15,863) + Fees ($655) + Taxes in 2025 ($2,709)


    Taxes:$32,512

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 2314 PROSPECT ST, SARASOTA, FL 34239

    $2,275,00061 Days on yellowkey   MLS ID: A4684572

    For Sale A4684572 - 2314 PROSPECT ST, SARASOTA, FL 34239 33 photos

    Bed: 5   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3651
       Built: 2024   Tax: $18,837 (2025)
    Community: Loma Linda Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,035 (change assumption)
    Mortgage ($12,465) + Taxes in 2025 ($1,570)


    Taxes:$18,837

    Elementary School: Alta Vista Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: None






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