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Homes for Sale Near Booker Middle in Longboat Key - 110 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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  • 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $899,000106 Days on yellowkey   MLS ID: A4683180

    REDUCED by $16,000 (1.7%) on 05/19/2026

    For Sale A4683180 - 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $143
       Tax: $10,215 (2025)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $5,920 (change assumption)
    Mortgage ($4,926) + Fees ($143) + Taxes in 2025 ($851)


    Taxes:$10,215

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,550,000254 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


  • 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228

    $1,195,000103 Days on yellowkey   MLS ID: A4684021

    For Sale A4684021 - 1445 GULF OF MEXICO DR #101, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2092
       Built: 1982   Tax: $11,749 (2025)
    Community: Players Club Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,527 (change assumption)
    Mortgage ($6,548) + Taxes in 2025 ($979)


    Taxes:$11,749

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $2,890,000278 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


  • 536 KETCH LN, LONGBOAT KEY, FL 34228

    $2,599,00084 Days on yellowkey   MLS ID: A4686553

    REDUCED by $96,000 (3.6%) on 04/25/2026

    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: 2012
    Monthly Fee: $10
       Tax: $13,360 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $15,364 (change assumption)
    Mortgage ($14,241) + 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


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00061 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


  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,140,000236 Days on yellowkey   MLS ID: A4668868

    REDUCED by $35,000 (1.1%) on 05/29/2026

    For Sale A4668868 - 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1966
    Monthly Fee: $21
       Tax: $26,814 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $19,461 (change assumption)
    Mortgage ($17,205) + Fees ($21) + Taxes in 2025 ($2,235)


    Taxes:$26,814

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 545 SANCTUARY DR #B506, LONGBOAT KEY, FL 34228

    $1,828,000173 Days on yellowkey   MLS ID: A4675800

    0 Days Off yellowkey (back on 5/28/2026)

    For Sale A4675800 - 545 SANCTUARY DR #B506, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2375
       Built: 1991   Tax: $19,482 (2025)
    Community: Sanctuary Iii
    Condo


    Estimated Monthly Payment: $11,640 (change assumption)
    Mortgage ($10,016) + Taxes in 2025 ($1,624)


    Taxes:$19,482

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,500,000238 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


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

    $348,00042 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


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

    $1,099,000244 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


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

    $1,648,00015 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

    $1,595,00065 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

    $3,699,999229 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


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

    $649,00018 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

    $2,750,000265 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

    $1,800,000117 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

    $9,700,000216 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

    $300,00016 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


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

    $949,00073 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




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.