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Homes for Sale Near Booker High in Longboat Key - 74 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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  • 510 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $4,400,00018 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


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000196 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


  • 510 WEDGE LN, LONGBOAT KEY, FL 34228

    $1,990,000186 Days on yellowkey   MLS ID: A4668133

    For Sale A4668133 - 510 WEDGE LN, LONGBOAT KEY, FL 34228 68 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1840
       Built: 1967
    Monthly Fee: $17
       Tax: $14,551 (2024)
    Community: Country Club Shores Sec 02
    Single Family


    Estimated Monthly Payment: $12,133 (change assumption)
    Mortgage ($10,904) + Fees ($17) + Taxes in 2024 ($1,213)


    Taxes:$14,551

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $599,000Listed 04/13/2026 4:18PM   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


  • 3311 SABAL COVE DR, LONGBOAT KEY, FL 34228

    $2,450,00097 Days on yellowkey   MLS ID: A4676501

    1 Days Off yellowkey (back on 4/13/2026)

    For Sale A4676501 - 3311 SABAL COVE DR, LONGBOAT KEY, FL 34228 34 photos

    Bed: 4   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3416
       Built: 2006
    Monthly Fee: $116
       Tax: $12,784 (2025)
    Community: Sabal Cove
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,606 (change assumption)
    Mortgage ($13,424) + Fees ($116) + Taxes in 2025 ($1,065)


    Taxes:$12,784

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2012 HARBOURSIDE DR #2104, LONGBOAT KEY, FL 34228

    $895,000210 Days on yellowkey   MLS ID: A4664458

    For Sale A4664458 - 2012 HARBOURSIDE DR #2104, LONGBOAT KEY, FL 34228 75 photos

    Bed: 3   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 2135
       Built: 1985   Tax: $9,417 (2024)
    Community: Fairway Bay 2 Ph 2 & 3
    Condo


    Estimated Monthly Payment: $5,689 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($785)


    Taxes:$9,417

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228

    $9,700,000159 Days on yellowkey   MLS ID: A4671218

    For Sale A4671218 - 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228 64 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 5245
       Built: 2011
    Monthly Fee: $802
       Tax: $46,237 (2025)
    Community: Bay Isles
    Spa: No

    Single Family


    Estimated Monthly Payment: $57,804 (change assumption)
    Mortgage ($53,149) + Fees ($802) + Taxes in 2025 ($3,853)


    Taxes:$46,237

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228

    $795,000202 Days on yellowkey   MLS ID: A4666101

    For Sale A4666101 - 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228 80 photos

    Bed: 2   Bath: 2.0   Gar: 5
    Liv Area Sq Ft: 1316
       Built: 1982   Tax: $6,750 (2024)
    Community: Fairway Bay 1
    Spa: No

    Condo


    Estimated Monthly Payment: $4,919 (change assumption)
    Mortgage ($4,356) + Taxes in 2024 ($563)


    Taxes:$6,750

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 828 BAYPORT WAY #828, LONGBOAT KEY, FL 34228

    $900,0004 Days on yellowkey   MLS ID: A4689635

    For Sale A4689635 - 828 BAYPORT WAY #828, 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


  • 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228

    $985,000372 Days on yellowkey   MLS ID: A4646560

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale A4646560 - 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228 27 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $1,032
       Tax: $7,286 (2025)
    Community: Lbk Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $7,036 (change assumption)
    Mortgage ($5,397) + Fees ($1,032) + Taxes in 2025 ($607)


    Taxes:$7,286

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 561 BIRDIE LN, LONGBOAT KEY, FL 34228

    $2,195,00012 Days on yellowkey   MLS ID: A4687002

    For Sale A4687002 - 561 BIRDIE LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2256
       Built: 1967
    Monthly Fee: $17
       Tax: $15,946 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,373 (change assumption)
    Mortgage ($12,027) + Fees ($17) + Taxes in 2025 ($1,329)


    Taxes:$15,946

    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

    $1,050,000123 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


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

    $1,999,95074 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


  • 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228

    $1,799,000169 Days on yellowkey   MLS ID: A4669347

    For Sale A4669347 - 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $18,262 (2025)
    Community: Grand Bay 2
    Spa: No

    Condo


    Estimated Monthly Payment: $11,379 (change assumption)
    Mortgage ($9,857) + Taxes in 2025 ($1,522)


    Taxes:$18,262

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $985,000135 Days on yellowkey   MLS ID: A4670055

    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: $8,012 (change assumption)
    Mortgage ($5,397) + 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


  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,0006 Days on yellowkey   MLS ID: A4688503

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 61 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


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

    $949,00016 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

    $775,00028 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

    $2,695,00027 Days on yellowkey   MLS ID: A4686553

    REDUCED by $200,000 (6.9%) on 04/12/2026

    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: $15,890 (change assumption)
    Mortgage ($14,767) + 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

    $1,559,00039 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




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.