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Waterside Homes for Sale in Sarasota - 51 homes

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

Location: Waterside, Sarasota

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  • 1763 SPREADER LN, SARASOTA, FL 34240

    $560,00040 Days on yellowkey   MLS ID: A4683148

    For Sale A4683148 - 1763 SPREADER LN, SARASOTA, FL 34240 32 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2524
       Built: 2023
    Monthly Fee: $235
       Tax: $4,836 (2024)
    Community: Nautique/Waterside
    Townhouse


    Estimated Monthly Payment: $3,706 (change assumption)
    Mortgage ($3,068) + Fees ($235) + Taxes in 2024 ($403)


    Taxes:$4,836

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4508 WOODSIDE RD, SARASOTA, FL 34242

    $2,450,000112 Days on yellowkey   MLS ID: A4674684

    For Sale A4674684 - 4508 WOODSIDE RD, SARASOTA, FL 34242 90 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2276
       Built: 1969   Tax: $7,045 (2025)
    Community: Siestas Bayside Waterside Wood
    Single Family


    Estimated Monthly Payment: $14,011 (change assumption)
    Mortgage ($13,424) + Taxes in 2025 ($587)


    Taxes:$7,045

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 8294 GRANDE SHORES DR, SARASOTA, FL 34240

    $1,099,00075 Days on yellowkey   MLS ID: A4678756

    REDUCED by $55,000 (4.8%) on 03/31/2026

    For Sale A4678756 - 8294 GRANDE SHORES DR, SARASOTA, FL 34240 46 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2794
       Built: 2022
    Monthly Fee: $408
       Tax: $15,748 (2025)
    Community: Lakehouse Cove/Waterside Ph 1
    Single Family


    Estimated Monthly Payment: $7,742 (change assumption)
    Mortgage ($6,022) + Fees ($408) + Taxes in 2025 ($1,312)


    Taxes:$15,748

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 8055 SLIPWAY DR, SARASOTA, FL 34240

    $885,00061 Days on yellowkey   MLS ID: A4680223

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale A4680223 - 8055 SLIPWAY DR, SARASOTA, FL 34240 50 photos

    Bed: 2   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2076
       Built: 2023
    Monthly Fee: $393
       Tax: $11,404 (2025)
    Community: Lakehouse Cove At Waterside
    Single Family


    Estimated Monthly Payment: $6,193 (change assumption)
    Mortgage ($4,849) + Fees ($393) + Taxes in 2025 ($950)


    Taxes:$11,404

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 7254 KODIAK LN, SARASOTA, FL 34240

    $699,00016 Days on yellowkey   MLS ID: TB8486718

    For Sale TB8486718 - 7254 KODIAK LN, SARASOTA, FL 34240 84 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 2218
       Built: 2025
    Monthly Fee: $375
       Tax: $3,651 (2025)
    Community: Emerald Lndg/Waterside
    Single Family


    Estimated Monthly Payment: $4,509 (change assumption)
    Mortgage ($3,830) + Fees ($375) + Taxes in 2025 ($304)


    Taxes:$3,651

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 603 TREMONT ST, SARASOTA, FL 34242

    $3,690,00014 Days on yellowkey   MLS ID: A4685407

    For Sale A4685407 - 603 TREMONT ST, SARASOTA, FL 34242 99 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 3996
       Built: 2025   Tax: $7,175 (2025)
    Community: Waterside-Wood Siestas Baysid
    Single Family


    Estimated Monthly Payment: $20,817 (change assumption)
    Mortgage ($20,219) + Taxes in 2025 ($598)


    Taxes:$7,175

    Elementary School: Phillippi Shores Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 8034 SANDSTAR WAY, SARASOTA, FL 34240

    $859,90013 Days on yellowkey   MLS ID: A4686700

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4686700 - 8034 SANDSTAR WAY, SARASOTA, FL 34240 86 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 2312
       Built: 2019
    Monthly Fee: $422
       Tax: $7,892 (2025)
    Community: Lakehouse Cove/Waterside Ph 1
    Single Family


    Estimated Monthly Payment: $5,791 (change assumption)
    Mortgage ($4,712) + Fees ($422) + Taxes in 2025 ($658)


    Taxes:$7,892

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 8340 SEA GLASS CT, SARASOTA, FL 34240

    $1,960,0009 Days on yellowkey   MLS ID: A4685558

    For Sale A4685558 - 8340 SEA GLASS CT, SARASOTA, FL 34240 66 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 2841
       Built: 2024
    Monthly Fee: $616
       Tax: $15,478 (2025)
    Community: Wild Blue At Waterside
    Single Family


    Estimated Monthly Payment: $12,645 (change assumption)
    Mortgage ($10,739) + Fees ($616) + Taxes in 2025 ($1,290)


    Taxes:$15,478

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 616 BLUE SHELL LOOP, SARASOTA, FL 34240

    $3,250,00023 Days on yellowkey   MLS ID: A4685221

    For Sale A4685221 - 616 BLUE SHELL LOOP, SARASOTA, FL 34240 97 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3754
       Built: 2024
    Monthly Fee: $585
       Tax: $27,471 (2025)
    Community: Wild Blue/Waterside Ph 1
    Single Family


    Estimated Monthly Payment: $20,682 (change assumption)
    Mortgage ($17,808) + Fees ($585) + Taxes in 2025 ($2,289)


    Taxes:$27,471

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 1741 CLEAT LN, SARASOTA, FL 34240

    $475,00041 Days on yellowkey   MLS ID: A4683232

    For Sale A4683232 - 1741 CLEAT LN, SARASOTA, FL 34240 33 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1776
       Built: 2024
    Monthly Fee: $235
       Tax: $5,515 (2025)
    Community: Nautique/Waterside
    Townhouse


    Estimated Monthly Payment: $3,297 (change assumption)
    Mortgage ($2,603) + Fees ($235) + Taxes in 2025 ($460)


    Taxes:$5,515

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 724 CROSSWIND AVE, SARASOTA, FL 34240

    $1,595,00086 Days on yellowkey   MLS ID: A4673669

    For Sale A4673669 - 724 CROSSWIND AVE, SARASOTA, FL 34240 83 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2688
       Built: 2021
    Monthly Fee: $419
       Tax: $20,062 (2025)
    Community: Lakehouse Cove At Waterside
    Single Family


    Estimated Monthly Payment: $10,830 (change assumption)
    Mortgage ($8,740) + Fees ($419) + Taxes in 2025 ($1,672)


    Taxes:$20,062

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 7892 MAINSAIL LN, SARASOTA, FL 34240

    $1,400,000163 Days on yellowkey   MLS ID: A4668757

    For Sale A4668757 - 7892 MAINSAIL LN, SARASOTA, FL 34240 65 photos

    Bed: 4   Bath: 4.0
    Liv Area Sq Ft: 3963
       Built: 2023
    Monthly Fee: $500
       Tax: $14,436 (2024)
    Community: Shoreview / Lakewood Ranch Waterside
    Single Family


    Estimated Monthly Payment: $9,374 (change assumption)
    Mortgage ($7,671) + Fees ($500) + Taxes in 2024 ($1,203)


    Taxes:$14,436

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: McIntosh Middle


  • 7916 MAINSAIL LN, SARASOTA, FL 34240

    $1,999,990121 Days on yellowkey   MLS ID: A4673579

    For Sale A4673579 - 7916 MAINSAIL LN, SARASOTA, FL 34240 99 photos

    Bed: 3   Bath: 3.5
    Liv Area Sq Ft: 3217
       Built: 2022
    Monthly Fee: $444
       Tax: $19,690 (2024)
    Community: Lakehouse Cove/Waterside Ph 3
    Single Family


    Estimated Monthly Payment: $13,043 (change assumption)
    Mortgage ($10,959) + Fees ($444) + Taxes in 2024 ($1,641)


    Taxes:$19,690

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: McIntosh Middle


  • 1756 CLEAT LN, SARASOTA, FL 34240

    $468,50062 Days on yellowkey   MLS ID: A4679853

    For Sale A4679853 - 1756 CLEAT LN, SARASOTA, FL 34240 43 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1776
       Built: 2024
    Monthly Fee: $235
       Tax: $5,407 (2025)
    Community: Nautique/Waterside
    Townhouse


    Estimated Monthly Payment: $3,253 (change assumption)
    Mortgage ($2,567) + Fees ($235) + Taxes in 2025 ($451)


    Taxes:$5,407

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 262 CRYSTAL WATERS DR, SARASOTA, FL 34240

    $5,095,0006 Days on yellowkey   MLS ID: A4687651

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687651 - 262 CRYSTAL WATERS DR, SARASOTA, FL 34240 82 photos

    Bed: 4   Bath: 4.5
    Liv Area Sq Ft: 4388
       Built: 2026
    Monthly Fee: $646
       Tax: $1,961 (2024)
    Community: Wild Blue At Waterside Phase 2B
    Single Family


    Estimated Monthly Payment: $28,727 (change assumption)
    Mortgage ($27,917) + Fees ($646) + Taxes in 2024 ($163)


    Taxes:$1,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6600 SILVERSTAR DR, SARASOTA, FL 34240

    $509,900148 Days on yellowkey   MLS ID: A4670858

    For Sale A4670858 - 6600 SILVERSTAR DR, SARASOTA, FL 34240 75 photos

    Bed: 4   Bath: 2.0
    Liv Area Sq Ft: 1591
       Built: 2024
    Monthly Fee: $172
       Tax: $2,467 (2024)
    Community: Avanti At Waterside
    Single Family


    Estimated Monthly Payment: $3,171 (change assumption)
    Mortgage ($2,794) + Fees ($172) + Taxes in 2024 ($206)


    Taxes:$2,467

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1021 CROSSWIND AVE, SARASOTA, FL 34240

    $849,00026 Days on yellowkey   MLS ID: A4681795

    For Sale A4681795 - 1021 CROSSWIND AVE, SARASOTA, FL 34240 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 2010
       Built: 2022
    Monthly Fee: $397
       Tax: $8,721 (2025)
    Community: Lakehouse Cove/Waterside Ph 4
    Single Family


    Estimated Monthly Payment: $5,776 (change assumption)
    Mortgage ($4,652) + Fees ($397) + Taxes in 2025 ($727)


    Taxes:$8,721

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 8075 SLIPWAY DR, SARASOTA, FL 34240

    $879,90069 Days on yellowkey   MLS ID: A4679530

    For Sale A4679530 - 8075 SLIPWAY DR, SARASOTA, FL 34240 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 2276
       Built: 2024
    Monthly Fee: $393
       Tax: $10,702 (2025)
    Community: Lakehouse Cove At Waterside
    Single Family


    Estimated Monthly Payment: $6,106 (change assumption)
    Mortgage ($4,821) + Fees ($393) + Taxes in 2025 ($892)


    Taxes:$10,702

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 7424 CABIN LN, SARASOTA, FL 34240

    $500,000138 Days on yellowkey   MLS ID: A4671931

    For Sale A4671931 - 7424 CABIN LN, SARASOTA, FL 34240 43 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1776
       Built: 2025
    Monthly Fee: $235
       Tax: $2,826 (2025)
    Community: Nautique/Waterside
    Townhouse


    Estimated Monthly Payment: $3,210 (change assumption)
    Mortgage ($2,740) + Fees ($235) + Taxes in 2025 ($236)


    Taxes:$2,826

    Elementary School: Tatum Ridge Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: McIntosh Middle


  • 7304 PORTLIGHT LN, SARASOTA, FL 34240

    $539,000147 Days on yellowkey   MLS ID: A4671031

    For Sale A4671031 - 7304 PORTLIGHT LN, SARASOTA, FL 34240 26 photos

    Bed: 3   Bath: 2.5
    Liv Area Sq Ft: 1776
       Built: 2024
    Monthly Fee: $235
       Tax: $2,133 (2024)
    Community: Nautique/Waterside
    Townhouse


    Estimated Monthly Payment: $3,366 (change assumption)
    Mortgage ($2,953) + Fees ($235) + Taxes in 2024 ($178)


    Taxes:$2,133

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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Waterside home, townhome, condo, villa, and other listing sales 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 Waterside. You can use our website to view Multiple Listing Service (MLS) data on Waterside 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 Waterside. 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.