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Homes for Sale Near Booker Middle in Longboat Key - 109 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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  • 2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228

    $1,995,00049 Days on yellowkey   MLS ID: A4694656

    For Sale A4694656 - 2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2448
       Built: 1996   Tax: $15,129 (2025)
    Community: Villa Di Lancia Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $12,192 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,261)


    Taxes:$15,129

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $5,999,000371 Days on yellowkey   MLS ID: A4658325

    For Sale A4658325 - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 87 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3921
       Built: 2016
    Monthly Fee: $7,501
       Tax: $69,970 (2024)
    Community: Aria Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $46,202 (change assumption)
    Mortgage ($32,870) + Fees ($7,501) + Taxes in 2024 ($5,831)


    Taxes:$69,970

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,000109 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228

    $949,000164 Days on yellowkey   MLS ID: A4680403

    REDUCED by $101,000 (9.6%) on 05/20/2026

    For Sale A4680403 - 3435 WINDING OAKS DR #18, LONGBOAT KEY, FL 34228 83 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2555
       Built: 1988   Tax: $8,565 (2025)
    Community: Winding Oaks
    Spa: No

    Condo


    Estimated Monthly Payment: $5,914 (change assumption)
    Mortgage ($5,200) + Taxes in 2025 ($714)


    Taxes:$8,565

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228

    $2,890,000315 Days on yellowkey   MLS ID: A4663998

    For Sale A4663998 - 435 L AMBIANCE DR #L707, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2525
       Built: 1994   Tax: $32,005 (2025)
    Community: L Ambiance At Longboat Key Club Ph 02
    Condo


    Estimated Monthly Payment: $18,502 (change assumption)
    Mortgage ($15,835) + Taxes in 2025 ($2,667)


    Taxes:$32,005

    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

    $1,648,00052 Days on yellowkey   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

    $1,595,000102 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


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

    $2,750,000302 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


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

    $1,800,000154 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

    $9,700,000253 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

    $300,00053 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


  • 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228

    $500,00056 Days on yellowkey   MLS ID: A4694623

    For Sale A4694623 - 2600 HARBOURSIDE DR #B-13, LONGBOAT KEY, FL 34228 20 photos

    Bed:    Bath: 0.0
    Monthly Fee: $675
       Tax: $5,375 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,863 (change assumption)
    Mortgage ($2,740) + Fees ($675) + Taxes in 2025 ($448)


    Taxes:$5,375

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228

    $275,00057 Days on yellowkey   MLS ID: A4694327

    For Sale A4694327 - 2600 HARBOURSIDE DRIVE #H-04, LONGBOAT KEY, FL 34228 17 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $37,001
       Tax: $2,306 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $38,700 (change assumption)
    Mortgage ($1,507) + Fees ($37,001) + Taxes in 2025 ($192)


    Taxes:$2,306

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $2,900,00074 Days on yellowkey   MLS ID: A4692210

    For Sale A4692210 - 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 3
    Liv Area Sq Ft: 3045
       Built: 1964
    Monthly Fee: $8
       Tax: $14,777 (2025)
    Community: Country Club Shores Sec 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $17,129 (change assumption)
    Mortgage ($15,890) + Fees ($8) + Taxes in 2025 ($1,231)


    Taxes:$14,777

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228

    $239,000430 Days on yellowkey   MLS ID: A4652529

    REDUCED by $11,000 (4.4%) on 05/13/2026

    For Sale A4652529 - 2600 HARBOURSIDE DR #O-11, LONGBOAT KEY, FL 34228 18 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $302
       Tax: $2,725 (2025)
    Community: Longboat Key Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $1,839 (change assumption)
    Mortgage ($1,310) + Fees ($302) + Taxes in 2025 ($227)


    Taxes:$2,725

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228

    $725,00066 Days on yellowkey   MLS ID: A4693425

    For Sale A4693425 - 1095 GULF OF MEXICO DR #102, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,531 (2025)
    Community: Beachplace Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,767 (change assumption)
    Mortgage ($3,973) + Taxes in 2025 ($794)


    Taxes:$9,531

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228

    $1,299,000155 Days on yellowkey   MLS ID: A4680710

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

    For Sale A4680710 - 1918 HARBOURSIDE DR #902, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1748
       Built: 1982
    Monthly Fee: $146
       Tax: $11,598 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $8,230 (change assumption)
    Mortgage ($7,118) + Fees ($146) + Taxes in 2025 ($966)


    Taxes:$11,598

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900210 Days on yellowkey   MLS ID: A4675541

    For Sale A4675541 - 562 RANGER LN, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3149
       Built: 1995
    Monthly Fee: $20
       Tax: $27,065 (2024)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $21,452 (change assumption)
    Mortgage ($19,177) + Fees ($20) + Taxes in 2024 ($2,255)


    Taxes:$27,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228

    $629,000266 Days on yellowkey   MLS ID: A4669086

    For Sale A4669086 - 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $7,875 (2024)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $4,103 (change assumption)
    Mortgage ($3,446) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $425,00081 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




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.