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Sarasota Villas For Sale - 255 villas

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

Location: Sarasota

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  • 5865 TIDEWOOD AVE #8, SARASOTA, FL 34231

    $279,00011 Days on yellowkey   MLS ID: A4699380

    For Sale A4699380 - 5865 TIDEWOOD AVE #8, SARASOTA, FL 34231 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1155
       Built: 1973   Tax: $2,656 (2025)
    Community: Baywood Colony Sec 2
    Spa: No

    Villa


    Estimated Monthly Payment: $1,750 (change assumption)
    Mortgage ($1,529) + Taxes in 2025 ($221)


    Taxes:$2,656

    Elementary School: Phillippi Shores Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 4019 CASCADE FALLS DR, SARASOTA, FL 34243

    $369,00023 Days on yellowkey   MLS ID: A4698780

    For Sale A4698780 - 4019 CASCADE FALLS DR, SARASOTA, FL 34243 35 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1592
       Built: 2002
    Monthly Fee: $371
       Tax: $2,605 (2025)
    Community: Lakeridge Falls Ph 1C
    Villa


    Estimated Monthly Payment: $2,610 (change assumption)
    Mortgage ($2,022) + Fees ($371) + Taxes in 2025 ($217)


    Taxes:$2,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 764 N JEFFERSON AVE #764, SARASOTA, FL 34237

    $229,00025 Days on yellowkey   MLS ID: N6144870

    REDUCED by $10,900 (4.5%) on 07/21/2026

    For Sale N6144870 - 764 N JEFFERSON AVE #764, SARASOTA, FL 34237 38 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 936
       Built: 1983
    Monthly Fee: $540
       Tax: $1,765 (2025)
    Community: Jefferson Pines Ii
    Villa


    Estimated Monthly Payment: $1,942 (change assumption)
    Mortgage ($1,255) + Fees ($540) + Taxes in 2025 ($147)


    Taxes:$1,765

    Elementary School: Tuttle Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4444 DEER TRAIL BLVD, SARASOTA, FL 34238

    $528,00068 Days on yellowkey   MLS ID: A4693356

    For Sale A4693356 - 4444 DEER TRAIL BLVD, SARASOTA, FL 34238 37 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1911
       Built: 1992
    Monthly Fee: $205
       Tax: $5,564 (2025)
    Community: Deer Creek
    Villa


    Estimated Monthly Payment: $3,562 (change assumption)
    Mortgage ($2,893) + Fees ($205) + Taxes in 2025 ($464)


    Taxes:$5,564

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 9532 FOREST HILLS CIRCLE, SARASOTA, FL 34238

    $555,00048 Days on yellowkey   MLS ID: A4695500

    REDUCED by $14,000 (2.5%) on 07/09/2026

    For Sale A4695500 - 9532 FOREST HILLS CIRCLE, SARASOTA, FL 34238 71 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1741
       Built: 1998
    Monthly Fee: $326
       Tax: $5,266 (2025)
    Community: Stoneybrook Golf & Country Club
    Villa


    Estimated Monthly Payment: $3,806 (change assumption)
    Mortgage ($3,041) + Fees ($326) + Taxes in 2025 ($439)


    Taxes:$5,266

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7913 PINEGLEN CT #34, SARASOTA, FL 34238

    $279,90050 Days on yellowkey   MLS ID: A4695983

    REDUCED by $5,000 (1.8%) on 06/20/2026

    For Sale A4695983 - 7913 PINEGLEN CT #34, SARASOTA, FL 34238 24 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1466
       Built: 1985
    Monthly Fee: $647
       Tax: $1,718 (2025)
    Community: Pine Tree Village
    Spa: No

    Villa


    Estimated Monthly Payment: $2,324 (change assumption)
    Mortgage ($1,534) + Fees ($647) + Taxes in 2025 ($143)


    Taxes:$1,718

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 5368 KELLY DR #17, SARASOTA, FL 34233

    $309,90056 Days on yellowkey   MLS ID: A4695569

    REDUCED by $15,000 (4.6%) on 07/13/2026

    For Sale A4695569 - 5368 KELLY DR #17, SARASOTA, FL 34233 32 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1944
       Built: 1993   Tax: $2,864 (2025)
    Community: Crestwood Village Of Sara 2
    Villa


    Estimated Monthly Payment: $1,937 (change assumption)
    Mortgage ($1,698) + Taxes in 2025 ($239)


    Taxes:$2,864

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5204 MAHOGANY RUN AVE, SARASOTA, FL 34241

    $429,500143 Days on yellowkey   MLS ID: A4684551

    REDUCED by $20,000 (4.4%) on 04/21/2026

    For Sale A4684551 - 5204 MAHOGANY RUN AVE, SARASOTA, FL 34241 71 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1585
       Built: 1998
    Monthly Fee: $348
       Tax: $4,072 (2025)
    Community: Heritage Oaks Golf & Country Club
    Villa


    Estimated Monthly Payment: $3,041 (change assumption)
    Mortgage ($2,353) + Fees ($348) + Taxes in 2025 ($339)


    Taxes:$4,072

    Elementary School: Lakeview Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Sarasota Middle


  • 5014 BARRINGTON CIR #2102, SARASOTA, FL 34234

    $218,000184 Days on yellowkey   MLS ID: TB8468599

    For Sale TB8468599 - 5014 BARRINGTON CIR #2102, SARASOTA, FL 34234 24 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1078
       Built: 1982
    Monthly Fee: $599
       Tax: $579 (2024)
    Community: Barrington Woods
    Villa


    Estimated Monthly Payment: $1,842 (change assumption)
    Mortgage ($1,194) + Fees ($599) + Taxes in 2024 ($48)


    Taxes:$579

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 8605 RAIN SONG RD, SARASOTA, FL 34238

    $479,900186 Days on yellowkey   MLS ID: A4678947

    REDUCED by $20,000 (4.0%) on 05/30/2026

    For Sale A4678947 - 8605 RAIN SONG RD, SARASOTA, FL 34238 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1625
       Built: 2019
    Monthly Fee: $521
       Tax: $2,283 (2025)
    Community: Sunrise Preserve
    Villa


    Estimated Monthly Payment: $3,341 (change assumption)
    Mortgage ($2,630) + Fees ($521) + Taxes in 2025 ($190)


    Taxes:$2,283

    Elementary School: Ashton Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236

    $499,500257 Days on yellowkey   MLS ID: A4671208

    REDUCED by $50,400 (9.2%) on 07/17/2026

    For Sale A4671208 - 1900 BENJAMIN FRANKLIN DR #V12, SARASOTA, FL 34236 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1242
       Built: 1967
    Monthly Fee: $1,217
       Tax: $7,227 (2024)
    Community: Lido Harbour
    Villa


    Estimated Monthly Payment: $4,556 (change assumption)
    Mortgage ($2,737) + Fees ($1,217) + Taxes in 2024 ($602)


    Taxes:$7,227

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4481 ASCOT CIR N, SARASOTA, FL 34235

    $285,000341 Days on yellowkey   MLS ID: A4662740

    REDUCED by $13,000 (4.4%) on 05/27/2026

    For Sale A4662740 - 4481 ASCOT CIR N, SARASOTA, FL 34235 23 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1376
       Built: 1994
    Monthly Fee: $894
       Tax: $3,753 (2025)
    Community: Longwood Villas
    Villa


    Estimated Monthly Payment: $2,768 (change assumption)
    Mortgage ($1,562) + Fees ($894) + Taxes in 2025 ($313)


    Taxes:$3,753

    Elementary School: Emma E. Booker Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 8621 RAIN SONG RD, SARASOTA, FL 34238

    $499,0002 Days on yellowkey   MLS ID: A4701048

    For Sale A4701048 - 8621 RAIN SONG RD, SARASOTA, FL 34238 55 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1677
       Built: 2019
    Monthly Fee: $521
       Tax: $5,564 (2025)
    Community: Sunrise Preserve
    Spa: No

    Villa


    Estimated Monthly Payment: $3,719 (change assumption)
    Mortgage ($2,734) + Fees ($521) + Taxes in 2025 ($464)


    Taxes:$5,564

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3412 TALLYWOOD CIR #7018, SARASOTA, FL 34237

    $284,50038 Days on yellowkey   MLS ID: A4697416

    For Sale A4697416 - 3412 TALLYWOOD CIR #7018, SARASOTA, FL 34237 39 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1668
       Built: 1983   Tax: $1,351 (2025)
    Community: Tallywood Ph 1 & 2
    Spa: No

    Villa


    Estimated Monthly Payment: $1,671 (change assumption)
    Mortgage ($1,559) + Taxes in 2025 ($113)


    Taxes:$1,351

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1505 LAKESIDE WAY #153, SARASOTA, FL 34232

    $164,900111 Days on yellowkey   MLS ID: A4689160

    0 Days Off yellowkey (back on 7/25/2026)

    REDUCED by $5,000 (2.9%) on 07/14/2026

    For Sale A4689160 - 1505 LAKESIDE WAY #153, SARASOTA, FL 34232 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1372
       Built: 1976   Tax: $916 (2025)
    Community: Glen Oaks Ridge Villas 2
    Villa


    Estimated Monthly Payment: $980 (change assumption)
    Mortgage ($904) + Taxes in 2025 ($76)


    Taxes:$916

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6475 POSITANO CT, SARASOTA, FL 34243

    $425,00033 Days on yellowkey   MLS ID: A4697861

    1 Days Off yellowkey (back on 7/25/2026)

    For Sale A4697861 - 6475 POSITANO CT, SARASOTA, FL 34243 47 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1495
       Built: 2016
    Monthly Fee: $359
       Tax: $4,996 (2025)
    Community: Villa Amalfi
    Spa: Yes

    Villa


    Estimated Monthly Payment: $3,104 (change assumption)
    Mortgage ($2,329) + Fees ($359) + Taxes in 2025 ($416)


    Taxes:$4,996

    Elementary School: Kinnan Elementary

    High School: Braden River High

    Tax Year: 2025

    Middle School: Braden River Middle


  • 2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231

    $225,00045 Days on yellowkey   MLS ID: TB8517647

    1 Days Off yellowkey (back on 6/18/2026)

    For Sale TB8517647 - 2242 CIRCLEWOOD DR #24, SARASOTA, FL 34231 22 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1176
       Built: 1974
    Monthly Fee: $695
       Tax: $1,028 (2025)
    Community: Woodside Village East
    Villa


    Estimated Monthly Payment: $2,014 (change assumption)
    Mortgage ($1,233) + Fees ($695) + Taxes in 2025 ($86)


    Taxes:$1,028

    Elementary School: Gulf Gate Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 5626 MONTE ROSSO RD, SARASOTA, FL 34243

    $269,00013 Days on yellowkey   MLS ID: A4699571

    For Sale A4699571 - 5626 MONTE ROSSO RD, SARASOTA, FL 34243 69 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1141
       Built: 1992
    Monthly Fee: $332
       Tax: $1,518 (2025)
    Community: Riviera Club Village At Longwood Run Ph 02
    Villa


    Estimated Monthly Payment: $1,932 (change assumption)
    Mortgage ($1,474) + Fees ($332) + Taxes in 2025 ($127)


    Taxes:$1,518

    Elementary School: Emma E. Booker Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 5103 GREENCROFT RD, SARASOTA, FL 34235

    $295,000683 Days on yellowkey   MLS ID: N6134516

    For Sale N6134516 - 5103 GREENCROFT RD, SARASOTA, FL 34235 25 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1487
       Built: 1979
    Monthly Fee: $567
       Tax: $3,642 (2023)
    Community: Vivienda At The Meadows
    Villa


    Estimated Monthly Payment: $2,487 (change assumption)
    Mortgage ($1,616) + Fees ($567) + Taxes in 2023 ($303)


    Taxes:$3,642

    Elementary School: Gocio Elementary

    High School: Booker High

    Tax Year: 2023

    Middle School: Booker Middle


  • 5526 CHANTECLAIRE #31, SARASOTA, FL 34235

    $449,90081 Days on yellowkey   MLS ID: A4689277

    REDUCED by $10,100 (2.2%) on 06/08/2026

    For Sale A4689277 - 5526 CHANTECLAIRE #31, SARASOTA, FL 34235 53 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1838
       Built: 1985
    Monthly Fee: $617
       Tax: $2,477 (2025)
    Community: Chanteclaire
    Villa


    Estimated Monthly Payment: $3,289 (change assumption)
    Mortgage ($2,465) + Fees ($617) + Taxes in 2025 ($206)


    Taxes:$2,477

    Elementary School: Gocio Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker 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.