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Homes for Sale Near Booker High in Longboat Key - 108 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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  • 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228

    $250,000119 Days on yellowkey   MLS ID: A4683624

    For Sale A4683624 - 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $405
       Tax: $2,400 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $1,975 (change assumption)
    Mortgage ($1,370) + Fees ($405) + Taxes in 2025 ($200)


    Taxes:$2,400

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000301 Days on yellowkey   MLS ID: A4663499

    0 Days Off yellowkey (back on 5/16/2026)

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 77 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


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

    $1,000,000105 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


  • 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228

    $2,300,000399 Days on yellowkey   MLS ID: A4651046

    For Sale A4651046 - 2185 GULF OF MEXICO DR #243, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $27,759 (2024)
    Community: Villa Di Lancia Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $14,916 (change assumption)
    Mortgage ($12,602) + Taxes in 2024 ($2,313)


    Taxes:$27,759

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1005 BOGEY LN, LONGBOAT KEY, FL 34228

    $3,300,000150 Days on yellowkey   MLS ID: A4680006

    For Sale A4680006 - 1005 BOGEY LN, LONGBOAT KEY, FL 34228 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2017
    Monthly Fee: $21
       Tax: $19,847 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,757 (change assumption)
    Mortgage ($18,082) + Fees ($21) + Taxes in 2025 ($1,654)


    Taxes:$19,847

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $239,000409 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

    $725,00045 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

    $1,299,000134 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

    $874,50072 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

    $3,499,900189 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

    $850,000365 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

    $3,750,000144 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


  • 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228

    $1,095,00095 Days on yellowkey   MLS ID: A4686721

    REDUCED by $130,000 (10.6%) on 04/28/2026

    For Sale A4686721 - 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988
    Monthly Fee: $137
       Tax: $11,079 (2025)
    Community: Fairway Bay Atrium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,060 (change assumption)
    Mortgage ($6,000) + Fees ($137) + Taxes in 2025 ($923)


    Taxes:$11,079

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $629,000245 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

    $425,00060 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

    $425,00060 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

    $2,350,000118 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


  • 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228

    $1,879,000259 Days on yellowkey   MLS ID: A4668143

    For Sale A4668143 - 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1999   Tax: $16,976 (2025)
    Community: Grand Bay 4
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,710 (change assumption)
    Mortgage ($10,296) + Taxes in 2025 ($1,415)


    Taxes:$16,976

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000269 Days on yellowkey   MLS ID: A4666645

    2 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $149,000 (8.3%) on 04/13/2026

    For Sale A4666645 - 524 KETCH LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 1968
    Monthly Fee: $8
       Tax: $11,988 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,048 (change assumption)
    Mortgage ($9,041) + Fees ($8) + Taxes in 2024 ($999)


    Taxes:$11,988

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $1,550,00072 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




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.