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

    $999,90016 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

    $4,550,000270 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


  • 3301 BAYOU RD, LONGBOAT KEY, FL 34228

    $1,250,00050 Days on yellowkey   MLS ID: A4692818

    For Sale A4692818 - 3301 BAYOU RD, LONGBOAT KEY, FL 34228 64 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2827
       Built: 1993
    Monthly Fee: $104
       Tax: $12,771 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $8,017 (change assumption)
    Mortgage ($6,849) + Fees ($104) + Taxes in 2025 ($1,064)


    Taxes:$12,771

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $2,195,000126 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


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

    $1,995,000259 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

    $2,650,00027 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


  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,875,000172 Days on yellowkey   MLS ID: A4676878

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $50,000 (1.7%) on 05/13/2026

    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: $17,198 (change assumption)
    Mortgage ($15,753) + 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

    $899,00041 Days on yellowkey   MLS ID: A4693834

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 41 photos

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


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228

    $1,650,00018 Days on yellowkey   MLS ID: A4696213

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale A4696213 - 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1468
       Built: 1972   Tax: $18,254 (2025)
    Community: Islands West
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,562 (change assumption)
    Mortgage ($9,041) + Taxes in 2025 ($1,521)


    Taxes:$18,254

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228

    $489,500105 Days on yellowkey   MLS ID: A4686064

    For Sale A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Monthly Fee: $411
       Tax: $2,681 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($411) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $949,500208 Days on yellowkey   MLS ID: A4670055

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $35,500 (3.6%) on 06/04/2026

    For Sale A4670055 - 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,977 (2024)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $7,818 (change assumption)
    Mortgage ($5,203) + Fees ($1,617) + Taxes in 2024 ($998)


    Taxes:$11,977

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228

    $875,000124 Days on yellowkey   MLS ID: A4681602

    REDUCED by $24,000 (2.7%) on 06/12/2026

    For Sale A4681602 - 2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228 58 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1974   Tax: $7,398 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $5,411 (change assumption)
    Mortgage ($4,794) + Taxes in 2025 ($617)


    Taxes:$7,398

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228

    $1,950,00035 Days on yellowkey   MLS ID: A4694354

    For Sale A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1982   Tax: $18,938 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,263 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,578)


    Taxes:$18,938

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00077 Days on yellowkey   MLS ID: A4689635

    For Sale A4689635 - 828 BAYPORT WAY, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1456
       Built: 1983   Tax: $5,880 (2025)
    Community: Bayport Bch & Ten Ph F
    Condo


    Estimated Monthly Payment: $5,421 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($490)


    Taxes:$5,880

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228

    $915,00015 Days on yellowkey   MLS ID: A4696825

    For Sale A4696825 - 100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966   Tax: $10,001 (2025)
    Community: Sands Point
    Spa: No

    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($5,014) + Taxes in 2025 ($833)


    Taxes:$10,001

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $1,590,000241 Days on yellowkey   MLS ID: A4669896

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

    REDUCED by $85,000 (5.1%) on 04/19/2026

    For Sale A4669896 - 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2100
       Built: 1985   Tax: $14,792 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,945 (change assumption)
    Mortgage ($8,712) + Taxes in 2025 ($1,233)


    Taxes:$14,792

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $775,000101 Days on yellowkey   MLS ID: A4686552

    1 Days Off yellowkey (back on 5/14/2026)

    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


  • 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228

    $1,798,000172 Days on yellowkey   MLS ID: R4910478

    REDUCED by $141,000 (7.3%) on 05/17/2026

    For Sale R4910478 - 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228 87 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1994
    Monthly Fee: $2,617
       Tax: $17,500 (2024)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,927 (change assumption)
    Mortgage ($9,852) + Fees ($2,617) + Taxes in 2024 ($1,458)


    Taxes:$17,500

    Elementary School: None

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228

    $369,00079 Days on yellowkey   MLS ID: R4911020

    REDUCED by $20,000 (5.1%) on 06/08/2026

    For Sale R4911020 - 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,457
       Tax: $2,813 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,713 (change assumption)
    Mortgage ($2,022) + Fees ($1,457) + Taxes in 2025 ($234)


    Taxes:$2,813

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228

    $1,495,000287 Days on yellowkey   MLS ID: A4664832

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

    For Sale A4664832 - 370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2900
       Built: 1994   Tax: $8,814 (2024)
    Community: Tangerine Bay Club
    Spa: No

    Condo


    Estimated Monthly Payment: $8,926 (change assumption)
    Mortgage ($8,192) + Taxes in 2024 ($734)


    Taxes:$8,814

    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.