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Homes for Sale Near Booker High in Longboat Key - 70 homes

Booker High is an High School in Sarasota County. Find homes for sale close to Booker High. Our REALTORS® can assist you in your search for Booker High, Longboat Key nearby homes.

Location: Longboat Key

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  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,599,99912 Days on yellowkey   MLS ID: A4687694

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $15,151 (change assumption)
    Mortgage ($14,246) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228

    $539,00011 Days on yellowkey   MLS ID: A4688685

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1214
       Built: 1974
    Monthly Fee: $1,170
       Tax: $5,576 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $4,588 (change assumption)
    Mortgage ($2,953) + Fees ($1,170) + Taxes in 2025 ($465)


    Taxes:$5,576

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $2,450,00011 Days on yellowkey   MLS ID: TB8491404

    For Sale TB8491404 - 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 46 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $20,065 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $15,096 (change assumption)
    Mortgage ($13,424) + Taxes in 2025 ($1,672)


    Taxes:$20,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228

    $489,50032 Days on yellowkey   MLS ID: A4686064

    For Sale A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Monthly Fee: $411
       Tax: $2,681 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($411) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1912 HARBOURSIDE DR #604, LONGBOAT KEY, FL 34228

    $850,00046 Days on yellowkey   MLS ID: A4683819

    For Sale A4683819 - 1912 HARBOURSIDE DR #604, LONGBOAT KEY, FL 34228 88 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1316
       Built: 1982   Tax: $7,734 (2025)
    Community: Fairway Bay 1
    Townhouse


    Estimated Monthly Payment: $5,302 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($644)


    Taxes:$7,734

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3010 GRAND BAY BLVD #482, LONGBOAT KEY, FL 34228

    $1,845,000419 Days on yellowkey   MLS ID: A4640667

    11 Days Off yellowkey (back on 1/19/2026)

    For Sale A4640667 - 3010 GRAND BAY BLVD #482, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2250
       Built: 1999   Tax: $15,440 (2024)
    Community: Grand Bay 4
    Condo


    Estimated Monthly Payment: $11,396 (change assumption)
    Mortgage ($10,109) + Taxes in 2024 ($1,287)


    Taxes:$15,440

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228

    $300,00012 Days on yellowkey   MLS ID: A4688599

    For Sale A4688599 - 2800 HARBOURSIDE DR #E-07, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $372
       Tax: $2,230 (2025)
    Community: Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $2,202 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($186)


    Taxes:$2,230

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,00053 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3030 GRAND BAY BLVD #323, LONGBOAT KEY, FL 34228

    $1,250,00070 Days on yellowkey   MLS ID: A4681067

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

    For Sale A4681067 - 3030 GRAND BAY BLVD #323, LONGBOAT KEY, FL 34228 34 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1998   Tax: $9,798 (2025)
    Community: Grand Bay 3
    Condo


    Estimated Monthly Payment: $7,666 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($817)


    Taxes:$9,798

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 548 HALYARD LN, LONGBOAT KEY, FL 34228

    $3,650,00084 Days on yellowkey   MLS ID: A4675348

    For Sale A4675348 - 548 HALYARD LN, LONGBOAT KEY, FL 34228 92 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3628
       Built: 1964
    Monthly Fee: $21
       Tax: $30,299 (2024)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $22,545 (change assumption)
    Mortgage ($20,000) + Fees ($21) + Taxes in 2024 ($2,525)


    Taxes:$30,299

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228

    $1,939,00099 Days on yellowkey   MLS ID: R4910478

    For Sale R4910478 - 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228 87 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1994
    Monthly Fee: $2,617
       Tax: $17,500 (2024)
    Community: Grand Bay 1
    Condo


    Estimated Monthly Payment: $14,700 (change assumption)
    Mortgage ($10,624) + Fees ($2,617) + Taxes in 2024 ($1,458)


    Taxes:$17,500

    Elementary School: None

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,00015 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,350,00045 Days on yellowkey   MLS ID: A4684194

    For Sale A4684194 - 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2485
       Built: 1996   Tax: $12,382 (2025)
    Community: Villa Di Lancia Ph 1
    Condo


    Estimated Monthly Payment: $13,908 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($1,032)


    Taxes:$12,382

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,795,000168 Days on yellowkey   MLS ID: A4669837

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,426 (change assumption)
    Mortgage ($15,315) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1050 LONGBOAT CLUB ROAD #903, LONGBOAT KEY, FL 34228

    $995,000375 Days on yellowkey   MLS ID: A4647430

    For Sale A4647430 - 1050 LONGBOAT CLUB ROAD #903, LONGBOAT KEY, FL 34228 94 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1974   Tax: $13,724 (2024)
    Community: Privateer North
    Condo


    Estimated Monthly Payment: $6,596 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($1,144)


    Taxes:$13,724

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228

    $724,900526 Days on yellowkey   MLS ID: A4627468

    For Sale A4627468 - 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1276
       Built: 1995   Tax: $7,802 (2024)
    Community: Grand Bay 6
    Condo


    Estimated Monthly Payment: $4,622 (change assumption)
    Mortgage ($3,972) + Taxes in 2024 ($650)


    Taxes:$7,802

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228

    $1,550,00084 Days on yellowkey   MLS ID: A4678941

    For Sale A4678941 - 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 3.5
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $8,474 (2025)
    Community: Grand Bay 2
    Condo


    Estimated Monthly Payment: $9,199 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($706)


    Taxes:$8,474

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2155 HARBOURSIDE DR #804, LONGBOAT KEY, FL 34228

    $775,00064 Days on yellowkey   MLS ID: A4681778

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

    For Sale A4681778 - 2155 HARBOURSIDE DR #804, LONGBOAT KEY, FL 34228 77 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2119
       Built: 1984   Tax: $6,299 (2025)
    Community: Harbor Oaks Ph I & Ii
    Condo


    Estimated Monthly Payment: $4,771 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($525)


    Taxes:$6,299

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228

    $1,500,000181 Days on yellowkey   MLS ID: A4668589

    0 Days Off yellowkey (back on 12/12/2025)

    For Sale A4668589 - 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 4.0
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $15,546 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $9,514 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($1,296)


    Taxes:$15,546

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228

    $350,000211 Days on yellowkey   MLS ID: A4665164

    For Sale A4665164 - 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228 14 photos

    Bed:    Bath: 0.0
    Monthly Fee: $420
       Tax: $2,532 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($1,918) + Fees ($420) + Taxes in 2025 ($211)


    Taxes:$2,532

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Booker High?

Home, townhome, condo, villa, and other listing sales data closeby Booker High is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on homes for sale nearby Booker High, Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key homes near Booker High. 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 listings that are close to Booker High.



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.