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Homes for Sale Near Booker High in Longboat Key - 81 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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  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,0008 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,00093 Days on yellowkey   MLS ID: A4678167

    For Sale A4678167 - 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3909
       Built: 1999
    Monthly Fee: $833
       Tax: $24,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,303 (change assumption)
    Mortgage ($16,411) + Fees ($833) + Taxes in 2025 ($2,059)


    Taxes:$24,710

    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

    $1,550,000Listed 04/15/2026 1:55PM   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


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,999,000101 Days on yellowkey   MLS ID: A4676878

    For Sale A4676878 - 510 PUTTER LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1968   Tax: $17,343 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,878 (change assumption)
    Mortgage ($16,432) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $499,99913 Days on yellowkey   MLS ID: A4688685

    REDUCED by $39,001 (7.2%) on 04/15/2026

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 58 photos

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

    Condo


    Estimated Monthly Payment: $4,374 (change assumption)
    Mortgage ($2,740) + 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


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,599,99914 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
    Spa: No

    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


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

    $874,500Listed 04/15/2026 11:19AM   MLS ID: A4689434

    For Sale A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 17 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


  • 1085 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228

    $999,00068 Days on yellowkey   MLS ID: A4681713

    For Sale A4681713 - 1085 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1819
       Built: 1981   Tax: $8,830 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,210 (change assumption)
    Mortgage ($5,474) + Taxes in 2025 ($736)


    Taxes:$8,830

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000230 Days on yellowkey   MLS ID: A4663499

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 91 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


  • 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228

    $895,000169 Days on yellowkey   MLS ID: A4670081

    2 Days Off yellowkey (back on 4/15/2026)

    For Sale A4670081 - 2295 GULF OF MEXICO DR #115S, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $10,253 (2024)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,758 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($854)


    Taxes:$10,253

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000198 Days on yellowkey   MLS ID: A4666645

    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


  • 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $1,195,00048 Days on yellowkey   MLS ID: A4684021

    For Sale A4684021 - 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2092
       Built: 1982   Tax: $11,749 (2025)
    Community: Players Club Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,527 (change assumption)
    Mortgage ($6,548) + Taxes in 2025 ($979)


    Taxes:$11,749

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 569 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,890,000161 Days on yellowkey   MLS ID: A4670192

    For Sale A4670192 - 569 ROUNTREE DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 3428
       Built: 2024
    Monthly Fee: $167
       Tax: $15,281 (2024)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,276 (change assumption)
    Mortgage ($15,835) + Fees ($167) + Taxes in 2024 ($1,273)


    Taxes:$15,281

    Elementary School: Pine View School

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228

    $855,000141 Days on yellowkey   MLS ID: A4673060

    For Sale A4673060 - 2089 GULF OF MEXICO DR #G1-105, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1974   Tax: $7,928 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,346 (change assumption)
    Mortgage ($4,685) + Taxes in 2025 ($661)


    Taxes:$7,928

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,999,95076 Days on yellowkey   MLS ID: A4680080

    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: $11,780 (change assumption)
    Mortgage ($10,958) + Taxes in 2025 ($822)


    Taxes:$9,861

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228

    $599,0003 Days on yellowkey   MLS ID: A4688978

    For Sale A4688978 - 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1982
    Monthly Fee: $81
       Tax: $7,099 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,282) + Fees ($81) + Taxes in 2025 ($592)


    Taxes:$7,099

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


  • 1000 LONGBOAT CLUB ROAD #1105, LONGBOAT KEY, FL 34228

    $1,050,000289 Days on yellowkey   MLS ID: A4657701

    1 Days Off yellowkey (back on 4/14/2026)

    For Sale A4657701 - 1000 LONGBOAT CLUB ROAD #1105, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1290
       Built: 1972
    Monthly Fee: $209
       Tax: $7,027 (2024)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $6,548 (change assumption)
    Mortgage ($5,753) + Fees ($209) + Taxes in 2024 ($586)


    Taxes:$7,027

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,00073 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,888 (change assumption)
    Mortgage ($12,054) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000156 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00020 Days on yellowkey   MLS ID: A4687207

    REDUCED by $200,000 (4.3%) on 04/13/2026

    For Sale A4687207 - 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 5   Bath: 6.5   Gar: 2
    Liv Area Sq Ft: 4389
       Built: 2013
    Monthly Fee: $21
       Tax: $35,060 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,052 (change assumption)
    Mortgage ($24,109) + Fees ($21) + Taxes in 2025 ($2,922)


    Taxes:$35,060

    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.