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Homes for Sale Near Booker Middle in Longboat Key - 117 homes

Booker Middle is an Middle School in Sarasota County. Find homes for sale close to Booker Middle. Our REALTORS® can assist you in your search for Booker Middle, Longboat Key nearby homes.

Location: Longboat Key

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  • 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228

    $1,099,000230 Days on yellowkey   MLS ID: A4667851

    REDUCED by $40,000 (3.5%) on 05/27/2026

    For Sale A4667851 - 1241 GULF OF MEXICO DR #109, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2000
       Built: 1996   Tax: $14,616 (2025)
    Community: Water Club At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,240 (change assumption)
    Mortgage ($6,022) + Taxes in 2025 ($1,218)


    Taxes:$14,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00047 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


  • 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $950,0004 Days on yellowkey   MLS ID: A4694202

    For Sale A4694202 - 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $12,005 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,206 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($1,000)


    Taxes:$12,005

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,00055 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2002   Tax: $19,319 (2025)
    Community: Bay Isles
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,295 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,610)


    Taxes:$19,319

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,0001 Day 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: Manchester Bay
    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


  • 1211 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $1,648,000Listed 05/26/2026 11:18PM   MLS ID: A4694733

    For Sale A4694733 - 1211 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1598
       Built: 1985   Tax: $9,234 (2025)
    Community: Promenade
    Condo


    Estimated Monthly Payment: $9,799 (change assumption)
    Mortgage ($9,030) + Taxes in 2025 ($770)


    Taxes:$9,234

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228

    $1,595,00051 Days on yellowkey   MLS ID: A4688987

    For Sale A4688987 - 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1513
       Built: 1973   Tax: $9,602 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,540 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($800)


    Taxes:$9,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2819 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $3,699,999215 Days on yellowkey   MLS ID: A4669533

    REDUCED by $100,000 (2.6%) on 05/26/2026

    For Sale A4669533 - 2819 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 36 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1173
       Built: 1955   Tax: $36,688 (2024)
    Community: Coquina Beach
    Spa: No

    Single Family


    Estimated Monthly Payment: $23,331 (change assumption)
    Mortgage ($20,273) + Taxes in 2024 ($3,057)


    Taxes:$36,688

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,550,000240 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


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

    $649,0004 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: $1,416
       Tax: $3,123 (2025)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,232 (change assumption)
    Mortgage ($3,556) + Fees ($1,416) + Taxes in 2025 ($260)


    Taxes:$3,123

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228

    $2,750,000251 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1556
       Built: 2025   Tax: $25,560 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,068) + Taxes in 2025 ($2,130)


    Taxes:$25,560

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3330 GULF OF MEXICO DR #202D, LONGBOAT KEY, FL 34228

    $699,9958 Days on yellowkey   MLS ID: A4693692

    For Sale A4693692 - 3330 GULF OF MEXICO DR #202D, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1106
       Built: 1971
    Monthly Fee: $1,175
       Tax: $4,388 (2025)
    Community: Longboat Arms
    Spa: No

    Condo


    Estimated Monthly Payment: $5,376 (change assumption)
    Mortgage ($3,835) + Fees ($1,175) + Taxes in 2025 ($366)


    Taxes:$4,388

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000197 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


  • 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228

    $1,800,000103 Days on yellowkey   MLS ID: A4682324

    REDUCED by $200,000 (10.0%) on 05/26/2026

    For Sale A4682324 - 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 3383
       Built: 1990
    Monthly Fee: $153
       Tax: $11,852 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $11,003 (change assumption)
    Mortgage ($9,863) + Fees ($153) + Taxes in 2025 ($988)


    Taxes:$11,852

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 560 HARBOR POINT RD, LONGBOAT KEY, FL 34228

    $9,700,000202 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


  • 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228

    $300,0002 Days on yellowkey   MLS ID: A4694769

    For Sale A4694769 - 2600 HARBOURSIDE DR #H-05, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1983

    Monthly Fee: $372
       Tax: $2,856 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,254 (change assumption)
    Mortgage ($1,644) + Fees ($372) + Taxes in 2025 ($238)


    Taxes:$2,856

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228

    $1,500,000224 Days on yellowkey   MLS ID: A4668589

    0 Days Off yellowkey (back on 12/12/2025)

    For Sale A4668589 - 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $15,546 (2024)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,514 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($1,296)


    Taxes:$15,546

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,775,000211 Days on yellowkey   MLS ID: A4669837

    REDUCED by $10,000 (0.4%) on 05/25/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,317 (change assumption)
    Mortgage ($15,205) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,550,0005 Days on yellowkey   MLS ID: A4694532

    For Sale A4694532 - 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4154
       Built: 1994
    Monthly Fee: $833
       Tax: $22,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,698 (change assumption)
    Mortgage ($13,972) + Fees ($833) + Taxes in 2025 ($1,893)


    Taxes:$22,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $739,00049 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




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Booker Middle?

Home, townhome, condo, villa, and other listing sales data closeby Booker Middle 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 Middle, Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key homes near Booker Middle. 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 Middle.



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.