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Homes for Sale Near Booker High in Longboat Key - 104 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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  • 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228

    $619,90023 Days on yellowkey   MLS ID: TB8518960

    REDUCED by $29,100 (4.5%) on 06/24/2026

    For Sale TB8518960 - 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1980
    Monthly Fee: $1,978
       Tax: $5,669 (2025)
    Community: Bayport Bch & Ten Ph A
    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($3,397) + Fees ($1,978) + Taxes in 2025 ($472)


    Taxes:$5,669

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,00042 Days on yellowkey   MLS ID: A4694394

    For Sale A4694394 - 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228 83 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3842
       Built: 2000
    Monthly Fee: $833
       Tax: $29,486 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,681 (change assumption)
    Mortgage ($27,391) + Fees ($833) + Taxes in 2025 ($2,457)


    Taxes:$29,486

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000238 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 92 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


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,100,000155 Days on yellowkey   MLS ID: A4680965

    REDUCED by $100,000 (4.5%) on 06/17/2026

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 57 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: $12,340 (change assumption)
    Mortgage ($11,507) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228

    $250,000130 Days on yellowkey   MLS ID: A4683624

    For Sale A4683624 - 2800 HARBOURSIDE DR #E-08, LONGBOAT KEY, FL 34228 19 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


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

    $899,50025 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


  • 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $995,000326 Days on yellowkey   MLS ID: A4661696

    For Sale A4661696 - 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,142 (2024)
    Community: Beachplace Ii
    Condo


    Estimated Monthly Payment: $6,214 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($762)


    Taxes:$9,142

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


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

    $400,00012 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


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

    $649,00045 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

    $629,000110 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

    $975,000207 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

    $1,595,000128 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

    $1,850,000158 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


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

    $1,899,00063 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


  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $348,00069 Days on yellowkey   MLS ID: A4691701

    REDUCED by $20,500 (5.6%) on 05/29/2026

    For Sale A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 657
       Built: 1967   Tax: $4,601 (2025)
    Community: Neptune On Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $2,290 (change assumption)
    Mortgage ($1,907) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $4,395,000480 Days on yellowkey   MLS ID: A4643048

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale A4643048 - 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2001   Tax: $40,054 (2024)
    Community: En Provence
    Spa: Yes

    Condo


    Estimated Monthly Payment: $27,419 (change assumption)
    Mortgage ($24,082) + Taxes in 2024 ($3,338)


    Taxes:$40,054

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 210 SANDS POINT RD #2402, LONGBOAT KEY, FL 34228

    $999,90027 Days on yellowkey   MLS ID: A4696591

    For Sale A4696591 - 210 SANDS POINT RD #2402, LONGBOAT KEY, FL 34228 39 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1982   Tax: $10,500 (2026)
    Community: Inn On The Beach Ph I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,354 (change assumption)
    Mortgage ($5,479) + Taxes in 2026 ($875)


    Taxes:$10,500

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2026

    Middle School: Booker Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,550,000281 Days on yellowkey   MLS ID: A4666688

    REDUCED by $200,000 (4.2%) on 04/29/2026

    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: $26,346 (change assumption)
    Mortgage ($24,931) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228

    $1,995,000270 Days on yellowkey   MLS ID: A4667077

    0 Days Off yellowkey (back on 6/20/2026)

    REDUCED by $300,000 (13.1%) on 06/09/2026

    For Sale A4667077 - 775 LONGBOAT CLUB RD #807, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1842
       Built: 1984   Tax: $10,487 (2024)
    Community: Beaches Of Longboat Key Ph-1
    Condo


    Estimated Monthly Payment: $11,805 (change assumption)
    Mortgage ($10,931) + Taxes in 2024 ($874)


    Taxes:$10,487

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,650,00038 Days on yellowkey   MLS ID: A4695291

    1 Days Off yellowkey (back on 6/20/2026)

    For Sale A4695291 - 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3544
       Built: 1996
    Monthly Fee: $833
       Tax: $16,169 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,701 (change assumption)
    Mortgage ($14,520) + Fees ($833) + Taxes in 2025 ($1,347)


    Taxes:$16,169

    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.