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Homes For Sale in Sarasota 34242 - 385 homes

34242 zip code is located in Sarasota County, Florida. Find homes for sale in Sarasota 34242 from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your search for Sarasota 34242 homes for sale.

Location: Sarasota , 34242

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  • 3440 GULFMEAD DR, SARASOTA, FL 34242

    $12,900,000152 Days on yellowkey   MLS ID: A4679384

    REDUCED by $1,050,000 (7.5%) on 06/23/2026

    For Sale A4679384 - 3440 GULFMEAD DR, SARASOTA, FL 34242 53 photos

    Bed: 5   Bath: 5.0   Gar: 6
    Liv Area Sq Ft: 6596
       Built: 2008   Tax: $58,421 (2025)
    Community: Gulfmead Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $75,552 (change assumption)
    Mortgage ($70,683) + Taxes in 2025 ($4,868)


    Taxes:$58,421

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242

    $2,299,00046 Days on yellowkey   MLS ID: A4692674

    REDUCED by $90,000 (3.8%) on 06/23/2026

    For Sale A4692674 - 5966 MIDNIGHT PASS RD #G-67, SARASOTA, FL 34242 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1396
       Built: 1970   Tax: $10,966 (2025)
    Community: Palm Bay Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,511 (change assumption)
    Mortgage ($12,597) + Taxes in 2025 ($914)


    Taxes:$10,966

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 5103 WINDWARD AVE, SARASOTA, FL 34242

    $3,539,000171 Days on yellowkey   MLS ID: A4676707

    REDUCED by $10,000 (0.3%) on 06/10/2026

    For Sale A4676707 - 5103 WINDWARD AVE, SARASOTA, FL 34242 77 photos

    Bed: 3   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 3034
       Built: 2026   Tax: $4,091 (2024)
    Community: Sara Sands
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,732 (change assumption)
    Mortgage ($19,391) + Taxes in 2024 ($341)


    Taxes:$4,091

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 20 WHISPERING SANDS DR #501, SARASOTA, FL 34242

    $1,199,000Listed 06/22/2026 7:31PM   MLS ID: A4697523

    For Sale A4697523 - 20 WHISPERING SANDS DR #501, SARASOTA, FL 34242 72 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1282
       Built: 1973
    Monthly Fee: $1,398
       Tax: $6,764 (2025)
    Community: Whispering Sands
    Spa: No

    Condo


    Estimated Monthly Payment: $8,531 (change assumption)
    Mortgage ($6,570) + Fees ($1,398) + Taxes in 2025 ($564)


    Taxes:$6,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1001 POINT OF ROCKS RD #208, SARASOTA, FL 34242

    $1,195,0001 Day on yellowkey   MLS ID: A4697514

    For Sale A4697514 - 1001 POINT OF ROCKS RD #208, SARASOTA, FL 34242 63 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1200
       Built: 1988   Tax: $10,536 (2025)
    Community: Siesta Sands Resort
    Condo


    Estimated Monthly Payment: $7,426 (change assumption)
    Mortgage ($6,548) + Taxes in 2025 ($878)


    Taxes:$10,536

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5830 MIDNIGHT PASS RD #3, SARASOTA, FL 34242

    $649,0001 Day on yellowkey   MLS ID: A4697756

    For Sale A4697756 - 5830 MIDNIGHT PASS RD #3, SARASOTA, FL 34242 46 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 728
       Built: 1960   Tax: $3,964 (2025)
    Community: Jamaica Royale
    Villa


    Estimated Monthly Payment: $3,886 (change assumption)
    Mortgage ($3,556) + Taxes in 2025 ($330)


    Taxes:$3,964

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4708 OCEAN BLVD #E4, SARASOTA, FL 34242

    $2,199,00071 Days on yellowkey   MLS ID: A4689440

    REDUCED by $91,000 (4.0%) on 05/21/2026

    For Sale A4689440 - 4708 OCEAN BLVD #E4, SARASOTA, FL 34242 38 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2277
       Built: 1981   Tax: $16,662 (2025)
    Community: Windward Passage
    Condo


    Estimated Monthly Payment: $13,437 (change assumption)
    Mortgage ($12,049) + Taxes in 2025 ($1,388)


    Taxes:$16,662

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242

    $799,900187 Days on yellowkey   MLS ID: A4675481

    REDUCED by $50,000 (5.9%) on 06/13/2026

    For Sale A4675481 - 6415 MIDNIGHT PASS RD #211, SARASOTA, FL 34242 58 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2358
       Built: 1975   Tax: $7,544 (2025)
    Community: Anchorage
    Spa: No

    Condo


    Estimated Monthly Payment: $5,012 (change assumption)
    Mortgage ($4,383) + Taxes in 2025 ($629)


    Taxes:$7,544

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242

    $1,395,000203 Days on yellowkey   MLS ID: A4673762

    For Sale A4673762 - 1260 DOLPHIN BAY WAY #404, SARASOTA, FL 34242 51 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2200
       Built: 1997   Tax: $12,793 (2025)
    Community: Dolphin Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,710 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($1,066)


    Taxes:$12,793

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242

    $1,199,000267 Days on yellowkey   MLS ID: A4658380

    For Sale A4658380 - 1240 DOLPHIN BAY WAY #401, SARASOTA, FL 34242 46 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2200
       Built: 1998   Tax: $12,546 (2025)
    Community: Dolphin Bay
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,615 (change assumption)
    Mortgage ($6,570) + Taxes in 2025 ($1,046)


    Taxes:$12,546

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 1269 DOCKSIDE PL #115, SARASOTA, FL 34242

    $825,000267 Days on yellowkey   MLS ID: A4656792

    For Sale A4656792 - 1269 DOCKSIDE PL #115, SARASOTA, FL 34242 42 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1217
       Built: 1982   Tax: $6,667 (2024)
    Community: Harbour Towne
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,076 (change assumption)
    Mortgage ($4,520) + Taxes in 2024 ($556)


    Taxes:$6,667

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 1255 E PEPPERTREE DR #201, SARASOTA, FL 34242

    $499,000316 Days on yellowkey   MLS ID: A4661191

    2 Days Off yellowkey (back on 6/8/2026)

    For Sale A4661191 - 1255 E PEPPERTREE DR #201, SARASOTA, FL 34242 52 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1460
       Built: 1972   Tax: $5,890 (2024)
    Community: Peppertree Bay I
    Spa: No

    Condo


    Estimated Monthly Payment: $3,225 (change assumption)
    Mortgage ($2,734) + Taxes in 2024 ($491)


    Taxes:$5,890

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 6703 MIDNIGHT PASS RD #101, SARASOTA, FL 34242

    $424,90043 Days on yellowkey   MLS ID: A4693235

    REDUCED by $15,000 (3.4%) on 06/23/2026

    For Sale A4693235 - 6703 MIDNIGHT PASS RD #101, SARASOTA, FL 34242 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 964
       Built: 1974   Tax: $4,605 (2025)
    Community: Sea Winds
    Condo


    Estimated Monthly Payment: $2,712 (change assumption)
    Mortgage ($2,328) + Taxes in 2025 ($384)


    Taxes:$4,605

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242

    $1,279,00030 Days on yellowkey   MLS ID: A4694184

    For Sale A4694184 - 6140 MIDNIGHT PASS RD #606, SARASOTA, FL 34242 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1521
       Built: 1967
    Monthly Fee: $1,354
       Tax: $13,588 (2025)
    Community: Horizons West
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,494 (change assumption)
    Mortgage ($7,008) + Fees ($1,354) + Taxes in 2025 ($1,132)


    Taxes:$13,588

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 6287 MIDNIGHT PASS RD #201, SARASOTA, FL 34242

    $630,00020 Days on yellowkey   MLS ID: A4695909

    For Sale A4695909 - 6287 MIDNIGHT PASS RD #201, SARASOTA, FL 34242 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1401
       Built: 1982   Tax: $6,836 (2025)
    Community: Excelsior Beach To Bay 6
    Condo


    Estimated Monthly Payment: $4,022 (change assumption)
    Mortgage ($3,452) + Taxes in 2025 ($570)


    Taxes:$6,836

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 9150 BLIND PASS RD #206, SARASOTA, FL 34242

    $874,99932 Days on yellowkey   MLS ID: C7526359

    REDUCED by $25,001 (2.8%) on 06/22/2026

    For Sale C7526359 - 9150 BLIND PASS RD #206, SARASOTA, FL 34242 37 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1710
       Built: 1975   Tax: $9,204 (2025)
    Community: Fishermans Haven
    Condo


    Estimated Monthly Payment: $5,561 (change assumption)
    Mortgage ($4,794) + Taxes in 2025 ($767)


    Taxes:$9,204

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 19 WHISPERING SANDS DR #201, SARASOTA, FL 34242

    $899,000150 Days on yellowkey   MLS ID: A4679748

    REDUCED by $51,000 (5.4%) on 05/15/2026

    For Sale A4679748 - 19 WHISPERING SANDS DR #201, SARASOTA, FL 34242 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1464
       Built: 1973
    Monthly Fee: $1,440
       Tax: $3,007 (2025)
    Community: Whispering Sands
    Condo


    Estimated Monthly Payment: $6,616 (change assumption)
    Mortgage ($4,926) + Fees ($1,440) + Taxes in 2025 ($251)


    Taxes:$3,007

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Heron Creek Middle


  • 239 HOURGLASS WAY #V7, SARASOTA, FL 34242

    $640,00044 Days on yellowkey   MLS ID: A4691064

    For Sale A4691064 - 239 HOURGLASS WAY #V7, SARASOTA, FL 34242 78 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1327
       Built: 1968
    Monthly Fee: $1,793
       Tax: $5,346 (2025)
    Community: Whispering Sands
    Villa


    Estimated Monthly Payment: $5,745 (change assumption)
    Mortgage ($3,507) + Fees ($1,793) + Taxes in 2025 ($446)


    Taxes:$5,346

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 206 HOURGLASS WAY #V10, SARASOTA, FL 34242

    $640,00045 Days on yellowkey   MLS ID: A4690141

    For Sale A4690141 - 206 HOURGLASS WAY #V10, SARASOTA, FL 34242 71 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1462
       Built: 1968
    Monthly Fee: $1,793
       Tax: $5,579 (2025)
    Community: Whispering Sands
    Villa


    Estimated Monthly Payment: $5,765 (change assumption)
    Mortgage ($3,507) + Fees ($1,793) + Taxes in 2025 ($465)


    Taxes:$5,579

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242

    $1,195,000162 Days on yellowkey   MLS ID: A4678026

    For Sale A4678026 - 20 WHISPERING SANDS DR #1201, SARASOTA, FL 34242 73 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1282
       Built: 1973
    Monthly Fee: $1,398
       Tax: $10,552 (2025)
    Community: Whispering Sands
    Condo


    Estimated Monthly Payment: $8,825 (change assumption)
    Mortgage ($6,548) + Fees ($1,398) + Taxes in 2025 ($879)


    Taxes:$10,552

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle




Why Bother Searching Elsewhere for 34242 Homes for Sale and Other Sarasota Real Estate?

34242, Sarasota home, townhome, condo, villa, and other listing rental 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 the 34242 zip code. You can use our website to view Multiple Listing Service (MLS) data on 34242, Sarasota 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 34242, Sarasota 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.