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Homes for Sale Near Booker High in Longboat Key - 103 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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  • 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228

    $1,800,000154 Days on yellowkey   MLS ID: A4682324

    REDUCED by $200,000 (10.0%) on 05/26/2026

    For Sale A4682324 - 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 3383
       Built: 1990
    Monthly Fee: $153
       Tax: $11,852 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $11,003 (change assumption)
    Mortgage ($9,863) + Fees ($153) + Taxes in 2025 ($988)


    Taxes:$11,852

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228

    $9,700,000253 Days on yellowkey   MLS ID: A4671218

    For Sale A4671218 - 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228 64 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5245
       Built: 2011
    Monthly Fee: $802
       Tax: $46,237 (2025)
    Community: Bay Isles
    Spa: No

    Single Family


    Estimated Monthly Payment: $57,804 (change assumption)
    Mortgage ($53,149) + Fees ($802) + Taxes in 2025 ($3,853)


    Taxes:$46,237

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228

    $300,00053 Days on yellowkey   MLS ID: A4694769

    For Sale A4694769 - 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1983

    Monthly Fee: $372
       Tax: $2,856 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($238)


    Taxes:$2,856

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228

    $500,00056 Days on yellowkey   MLS ID: A4694623

    For Sale A4694623 - 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Monthly Fee: $675
       Tax: $5,375 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,863 (change assumption)
    Mortgage ($2,740) + Fees ($675) + Taxes in 2025 ($448)


    Taxes:$5,375

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228

    $275,00057 Days on yellowkey   MLS ID: A4694327

    For Sale A4694327 - 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $37,001
       Tax: $2,306 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $38,700 (change assumption)
    Mortgage ($1,507) + Fees ($37,001) + Taxes in 2025 ($192)


    Taxes:$2,306

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $2,900,00074 Days on yellowkey   MLS ID: A4692210

    For Sale A4692210 - 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3045
       Built: 1964
    Monthly Fee: $8
       Tax: $14,777 (2025)
    Community: Country Club Shores Sec 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,129 (change assumption)
    Mortgage ($15,890) + Fees ($8) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228

    $239,000430 Days on yellowkey   MLS ID: A4652529

    REDUCED by $11,000 (4.4%) on 05/13/2026

    For Sale A4652529 - 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $302
       Tax: $2,725 (2025)
    Community: Longboat Key Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,839 (change assumption)
    Mortgage ($1,310) + Fees ($302) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228

    $725,00066 Days on yellowkey   MLS ID: A4693425

    For Sale A4693425 - 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,531 (2025)
    Community: Beachplace Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($794)


    Taxes:$9,531

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228

    $1,299,000155 Days on yellowkey   MLS ID: A4680710

    2 Days Off yellowkey (back on 5/12/2026)

    For Sale A4680710 - 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1748
       Built: 1982
    Monthly Fee: $146
       Tax: $11,598 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,118) + Fees ($146) + Taxes in 2025 ($966)


    Taxes:$11,598

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $874,50093 Days on yellowkey   MLS ID: A4689434

    For Sale A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $3,950 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,121 (change assumption)
    Mortgage ($4,792) + Taxes in 2025 ($329)


    Taxes:$3,950

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900210 Days on yellowkey   MLS ID: A4675541

    For Sale A4675541 - 562 RANGER LN, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 1995
    Monthly Fee: $20
       Tax: $27,065 (2024)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,452 (change assumption)
    Mortgage ($19,177) + Fees ($20) + Taxes in 2024 ($2,255)


    Taxes:$27,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228

    $850,000386 Days on yellowkey   MLS ID: A4656539

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale A4656539 - 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1984   Tax: $9,674 (2024)
    Community: Harbor Oaks Ph I & Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,464 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($806)


    Taxes:$9,674

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228

    $3,750,000165 Days on yellowkey   MLS ID: A4680240

    For Sale A4680240 - 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228 56 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2580
       Built: 1990   Tax: $25,298 (2025)
    Community: Sanctuary Iv
    Spa: Yes

    Condo


    Estimated Monthly Payment: $22,656 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($2,108)


    Taxes:$25,298

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


  • 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228

    $629,000266 Days on yellowkey   MLS ID: A4669086

    For Sale A4669086 - 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $7,875 (2024)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $4,103 (change assumption)
    Mortgage ($3,446) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228

    $425,00081 Days on yellowkey   MLS ID: A4691499

    For Sale A4691499 - 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Monthly Fee: $574
       Tax: $4,370 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($364)


    Taxes:$4,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL 34228

    $425,00081 Days on yellowkey   MLS ID: A4691498

    For Sale A4691498 - 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $574
       Tax: $4,193 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,252 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($349)


    Taxes:$4,193

    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

    $2,350,000139 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


  • 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228

    $1,550,00093 Days on yellowkey   MLS ID: A4688797

    For Sale A4688797 - 2425 GULF OF MEXICO DR #8C, LONGBOAT KEY, FL 34228 91 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $17,374 (2025)
    Community: Sea Gate Club
    Condo


    Estimated Monthly Payment: $9,941 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($1,448)


    Taxes:$17,374

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228

    $425,000101 Days on yellowkey   MLS ID: A4689192

    For Sale A4689192 - 2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $459
       Tax: $3,077 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,044 (change assumption)
    Mortgage ($2,329) + Fees ($459) + Taxes in 2025 ($256)


    Taxes:$3,077

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $300,000106 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




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.