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Homes for Sale Near Booker High in Longboat Key - 97 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

    $739,00021 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 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


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

    $1,095,00037 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


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

    $2,195,00068 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


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

    $425,0002 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

    $425,0002 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


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

    $1,050,000138 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.3%) on 04/13/2026

    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: $6,698 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228

    $749,000103 Days on yellowkey   MLS ID: A4678529

    1 Days Off yellowkey (back on 4/27/2026)

    REDUCED by $150,000 (16.7%) on 04/24/2026

    For Sale A4678529 - 350 GULF OF MEXICO DR #234, LONGBOAT KEY, FL 34228 38 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2513
       Built: 1992   Tax: $10,107 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,946 (change assumption)
    Mortgage ($4,104) + Taxes in 2025 ($842)


    Taxes:$10,107

    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

    $649,00041 Days on yellowkey   MLS ID: A4686871

    REDUCED by $30,000 (4.4%) on 04/27/2026

    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: $1,607
       Tax: $6,897 (2025)
    Community: Seaplace Vi
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,738 (change assumption)
    Mortgage ($3,556) + Fees ($1,607) + Taxes in 2025 ($575)


    Taxes:$6,897

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228

    $399,000209 Days on yellowkey   MLS ID: A4667199

    For Sale A4667199 - 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $2,774 (2024)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,764 (change assumption)
    Mortgage ($2,186) + Fees ($1,347) + Taxes in 2024 ($231)


    Taxes:$2,774

    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

    $475,00054 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 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


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,925,000114 Days on yellowkey   MLS ID: A4676878

    REDUCED by $74,000 (2.5%) on 04/27/2026

    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: $17,472 (change assumption)
    Mortgage ($16,027) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228

    $950,000115 Days on yellowkey   MLS ID: A4676681

    For Sale A4676681 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00033 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


  • 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228

    $949,00031 Days on yellowkey   MLS ID: TB8489326

    For Sale TB8489326 - 806 BAYPORT WAY #806, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $5,917 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,693 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($493)


    Taxes:$5,917

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228

    $775,00043 Days on yellowkey   MLS ID: A4686552

    For Sale A4686552 - 803 BAYPORT WAY #803, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1456
       Built: 1981   Tax: $6,376 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $4,778 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($531)


    Taxes:$6,376

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,599,00042 Days on yellowkey   MLS ID: A4686553

    REDUCED by $96,000 (3.6%) on 04/25/2026

    For Sale A4686553 - 536 KETCH LN, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2960
       Built: 2016
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,364 (change assumption)
    Mortgage ($14,241) + Fees ($10) + Taxes in 2025 ($1,113)


    Taxes:$13,360

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,559,00054 Days on yellowkey   MLS ID: A4684840

    For Sale A4684840 - 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2579
       Built: 1998
    Monthly Fee: $833
       Tax: $17,916 (2025)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,868 (change assumption)
    Mortgage ($8,542) + Fees ($833) + Taxes in 2025 ($1,493)


    Taxes:$17,916

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $865,00065 Days on yellowkey   MLS ID: A4683660

    REDUCED by $59,900 (6.5%) on 04/24/2026

    For Sale A4683660 - 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1933
       Built: 1982   Tax: $10,149 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $5,585 (change assumption)
    Mortgage ($4,740) + Taxes in 2025 ($846)


    Taxes:$10,149

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,750,000212 Days on yellowkey   MLS ID: A4666688

    For Sale A4666688 - 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228 93 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 1987   Tax: $16,980 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $27,442 (change assumption)
    Mortgage ($26,027) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000169 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 84 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




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.