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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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  • 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,550,00019 Days on yellowkey   MLS ID: A4694532

    For Sale A4694532 - 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228 75 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


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

    $899,000108 Days on yellowkey   MLS ID: A4681602

    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: $5,542 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($617)


    Taxes:$7,398

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3271 BAYOU RD, LONGBOAT KEY, FL 34228

    $1,995,0005 Days on yellowkey   MLS ID: TB8515918

    For Sale TB8515918 - 3271 BAYOU RD, LONGBOAT KEY, FL 34228 61 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3059
       Built: 2014
    Monthly Fee: $104
       Tax: $27,748 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $13,348 (change assumption)
    Mortgage ($10,931) + Fees ($104) + Taxes in 2025 ($2,312)


    Taxes:$27,748

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1211 GULF OF MEXICO DR #701, LONGBOAT KEY, FL 34228

    $2,125,0008 Days on yellowkey   MLS ID: A4694983

    For Sale A4694983 - 1211 GULF OF MEXICO DR #701, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2100
       Built: 1985   Tax: $17,857 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,132 (change assumption)
    Mortgage ($11,644) + Taxes in 2025 ($1,488)


    Taxes:$17,857

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000239 Days on yellowkey   MLS ID: A4668463

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

    For Sale A4668463 - 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228 98 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3976
       Built: 2015
    Monthly Fee: $8
       Tax: $47,046 (2024)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,051 (change assumption)
    Mortgage ($27,123) + Fees ($8) + Taxes in 2024 ($3,920)


    Taxes:$47,046

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00085 Days on yellowkey   MLS ID: A4686539

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 250 SANDS POINT RD #5203, LONGBOAT KEY, FL 34228

    $899,900131 Days on yellowkey   MLS ID: A4680085

    For Sale A4680085 - 250 SANDS POINT RD #5203, LONGBOAT KEY, FL 34228 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $8,720 (2025)
    Community: Inn On The Beach Ph Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,658 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($727)


    Taxes:$8,720

    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

    $950,00018 Days on yellowkey   MLS ID: A4694202

    0 Days Off yellowkey (back on 6/3/2026)

    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


  • 2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228

    $1,995,00012 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

    $5,999,000334 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


  • 3511 FAIR OAKS CT, LONGBOAT KEY, FL 34228

    $1,399,99996 Days on yellowkey   MLS ID: A4684840

    2 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $159,001 (10.2%) on 05/04/2026

    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: $9,997 (change assumption)
    Mortgage ($7,671) + 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


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

    $1,050,00072 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


  • 1912 HARBOURSIDE DR #604, LONGBOAT KEY, FL 34228

    $835,000103 Days on yellowkey   MLS ID: A4683819

    REDUCED by $15,000 (1.8%) on 06/01/2026

    For Sale A4683819 - 1912 HARBOURSIDE DR #604, LONGBOAT KEY, FL 34228 88 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2207
       Built: 1982   Tax: $7,734 (2025)
    Community: Fairway Bay 1
    Townhouse


    Estimated Monthly Payment: $5,220 (change assumption)
    Mortgage ($4,575) + Taxes in 2025 ($644)


    Taxes:$7,734

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228

    $699,000583 Days on yellowkey   MLS ID: A4627468

    REDUCED by $25,900 (3.6%) on 04/28/2026

    For Sale A4627468 - 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 1995   Tax: $7,802 (2024)
    Community: Grand Bay 6
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,480 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($650)


    Taxes:$7,802

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $949,000127 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


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,600,00092 Days on yellowkey   MLS ID: A4685503

    1 Days Off yellowkey (back on 6/2/2026)

    REDUCED by $150,000 (2.2%) on 04/30/2026

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $40,335 (change assumption)
    Mortgage ($36,163) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 842 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $675,00071 Days on yellowkey   MLS ID: A4687058

    For Sale A4687058 - 842 BAYPORT WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $4,170 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,590,000225 Days on yellowkey   MLS ID: A4669896

    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


  • 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL 34228

    $1,400,00043 Days on yellowkey   MLS ID: A4691707

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

    For Sale A4691707 - 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $14,160 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $8,851 (change assumption)
    Mortgage ($7,671) + Taxes in 2025 ($1,180)


    Taxes:$14,160

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228

    $4,700,000131 Days on yellowkey   MLS ID: A4680618

    For Sale A4680618 - 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3521
       Built: 2007   Tax: $30,723 (2025)
    Community: La Firenza
    Spa: No

    Condo


    Estimated Monthly Payment: $28,313 (change assumption)
    Mortgage ($25,753) + Taxes in 2025 ($2,560)


    Taxes:$30,723

    Elementary School: Southside Elementary

    High School: Sarasota 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.