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Homes for Sale Near Booker Middle in Longboat Key - 109 homes

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

Location: Longboat Key

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  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,099,000273 Days on yellowkey   MLS ID: A4668868

    REDUCED by $41,000 (1.3%) on 07/05/2026

    For Sale A4668868 - 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1966
    Monthly Fee: $21
       Tax: $26,814 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $19,236 (change assumption)
    Mortgage ($16,980) + Fees ($21) + Taxes in 2025 ($2,235)


    Taxes:$26,814

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228

    $325,00015 Days on yellowkey   MLS ID: A4698791

    For Sale A4698791 - 2850 GULF OF MEXICO DR #4, LONGBOAT KEY, FL 34228 37 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 532
       Built: 1967   Tax: $3,248 (2025)
    Community: Neptune On Longboat Key
    Condo


    Estimated Monthly Payment: $2,051 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($271)


    Taxes:$3,248

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000276 Days on yellowkey   MLS ID: A4668463

    1 Days Off yellowkey (back on 6/5/2026)

    For Sale A4668463 - 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228 98 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3976
       Built: 2015
    Monthly Fee: $8
       Tax: $47,046 (2024)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,051 (change assumption)
    Mortgage ($27,123) + Fees ($8) + Taxes in 2024 ($3,920)


    Taxes:$47,046

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 549 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,195,00025 Days on yellowkey   MLS ID: A4696535

    For Sale A4696535 - 549 HALYARD LN, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1965
    Monthly Fee: $23
       Tax: $20,602 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $13,767 (change assumption)
    Mortgage ($12,027) + Fees ($23) + Taxes in 2025 ($1,717)


    Taxes:$20,602

    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

    $2,745,000262 Days on yellowkey   MLS ID: A4669837

    0 Days Off yellowkey (back on 6/26/2026)

    REDUCED by $10,000 (0.4%) on 06/23/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 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: $17,152 (change assumption)
    Mortgage ($15,041) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,000133 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,675,000122 Days on yellowkey   MLS ID: A4686539

    0 Days Off yellowkey (back on 6/30/2026)

    REDUCED by $25,000 (1.5%) on 06/25/2026

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,322 (change assumption)
    Mortgage ($9,178) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228

    $1,000,000126 Days on yellowkey   MLS ID: A4686190

    For Sale A4686190 - 2301 GULF OF MEXICO DR #43N, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,915 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $6,389 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($910)


    Taxes:$10,915

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $2,195,000147 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


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,249,000281 Days on yellowkey   MLS ID: A4667938

    REDUCED by $101,000 (3.0%) on 06/29/2026

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,463 (change assumption)
    Mortgage ($17,802) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228

    $899,50035 Days on yellowkey   MLS ID: A4696547

    For Sale A4696547 - 350 GULF OF MEXICO DR #213, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2378
       Built: 1992   Tax: $13,172 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,026 (change assumption)
    Mortgage ($4,929) + Taxes in 2025 ($1,098)


    Taxes:$13,172

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228

    $400,00022 Days on yellowkey   MLS ID: A4697978

    For Sale A4697978 - 2600 HARBOURSIDE DRIVE #R-13, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $540
       Tax: $3,753 (2025)
    Community: 7981 Longboat Key Moorings Marina
    Dock-Rackominium


    Estimated Monthly Payment: $3,044 (change assumption)
    Mortgage ($2,192) + Fees ($540) + Taxes in 2025 ($313)


    Taxes:$3,753

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $12,250,00025 Days on yellowkey   MLS ID: A4697649

    For Sale A4697649 - 500 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 15 photos

    Bed: 5   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 5120
       Built: 2026   Tax: $20,619 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $68,840 (change assumption)
    Mortgage ($67,122) + Taxes in 2025 ($1,718)


    Taxes:$20,619

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228

    $649,00055 Days on yellowkey   MLS ID: A4694695

    For Sale A4694695 - 1965 GULF OF MEXICO DR #G5-103, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 933
       Built: 1977
    Monthly Fee: $1,500
       Tax: $3,123 (2025)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,316 (change assumption)
    Mortgage ($3,556) + Fees ($1,500) + Taxes in 2025 ($260)


    Taxes:$3,123

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228

    $629,000120 Days on yellowkey   MLS ID: A4686871

    REDUCED by $20,000 (3.1%) on 05/15/2026

    For Sale A4686871 - 1925 GULF OF MEXICO DR #G8-302, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1978
    Monthly Fee: $1,467
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,488 (change assumption)
    Mortgage ($3,446) + Fees ($1,467) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $975,000217 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.5%) on 06/25/2026

    For Sale A4674194 - 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1707
       Built: 1983   Tax: $11,336 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $6,287 (change assumption)
    Mortgage ($5,342) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228

    $1,595,000138 Days on yellowkey   MLS ID: A4681439

    For Sale A4681439 - 775 LONGBOAT CLUB RD #401, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1510
       Built: 1984   Tax: $13,823 (2025)
    Community: Beaches Of Longboat Key Ph-1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,891 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($1,152)


    Taxes:$13,823

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 455 LONGBOAT CLUB RD #707, LONGBOAT KEY, FL 34228

    $1,850,000168 Days on yellowkey   MLS ID: A4680080

    1 Days Off yellowkey (back on 6/24/2026)

    REDUCED by $149,950 (7.5%) on 06/10/2026

    For Sale A4680080 - 455 LONGBOAT CLUB RD #707, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2410
       Built: 1990   Tax: $9,861 (2025)
    Community: Pierre
    Condo


    Estimated Monthly Payment: $10,958 (change assumption)
    Mortgage ($10,137) + Taxes in 2025 ($822)


    Taxes:$9,861

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228

    $980,000798 Days on yellowkey   MLS ID: A4609759

    INCREASED by $90,000 (10.1%) on 06/23/2026

    For Sale A4609759 - 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966
    Monthly Fee: $1,614
       Tax: $11,167 (2023)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,914 (change assumption)
    Mortgage ($5,370) + Fees ($1,614) + Taxes in 2023 ($931)


    Taxes:$11,167

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2023

    Middle School: Booker Middle


  • 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $1,899,00073 Days on yellowkey   MLS ID: A4692587

    For Sale A4692587 - 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3009
       Built: 1995   Tax: $8,653 (2025)
    Community: Triton Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,126 (change assumption)
    Mortgage ($10,405) + Taxes in 2025 ($721)


    Taxes:$8,653

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle




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Home, townhome, condo, villa, and other listing sales data closeby Booker Middle 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 Middle, Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key homes near Booker Middle. 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 Middle.



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.