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Homes for Sale Near Booker Middle in Longboat Key - 98 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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  • 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228

    $449,000235 Days on yellowkey   MLS ID: A4663933

    0 Days Off yellowkey (back on 4/24/2026)

    For Sale A4663933 - 1975 GULF OF MEXICO DR #G4-206, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977
    Monthly Fee: $1,438
       Tax: $3,420 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,183 (change assumption)
    Mortgage ($2,460) + Fees ($1,438) + Taxes in 2024 ($285)


    Taxes:$3,420

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228

    $499,99924 Days on yellowkey   MLS ID: A4688685

    0 Days Off yellowkey (back on 4/24/2026)

    REDUCED by $39,001 (7.2%) on 04/15/2026

    For Sale A4688685 - 2039 GULF OF MEXICO DR #G3-203, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1214
       Built: 1974
    Monthly Fee: $1,170
       Tax: $5,576 (2025)
    Community: Seaplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,374 (change assumption)
    Mortgage ($2,740) + Fees ($1,170) + Taxes in 2025 ($465)


    Taxes:$5,576

    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

    $2,750,000221 Days on yellowkey   MLS ID: A4665247

    For Sale A4665247 - 1591 GULF OF MEXICO DR #216, LONGBOAT KEY, FL 34228 70 photos

    Bed: 1   Bath: 2.5   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


  • 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228

    $7,445,000133 Days on yellowkey   MLS ID: A4674851

    For Sale A4674851 - 65 LIGHTHOUSE POINT DR, LONGBOAT KEY, FL 34228 96 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4921
       Built: 2001
    Monthly Fee: $617
       Tax: $45,712 (2024)
    Community: Lighthouse Point
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $45,220 (change assumption)
    Mortgage ($40,794) + Fees ($617) + Taxes in 2024 ($3,809)


    Taxes:$45,712

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228

    $2,300,00047 Days on yellowkey   MLS ID: A4685872

    2 Days Off yellowkey (back on 4/24/2026)

    For Sale A4685872 - 2185 GULF OF MEXICO DR #223, LONGBOAT KEY, FL 34228 32 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2445
       Built: 1996   Tax: $12,693 (2025)
    Community: Villa Di Lancia
    Spa: No

    Condo


    Estimated Monthly Payment: $13,660 (change assumption)
    Mortgage ($12,602) + Taxes in 2025 ($1,058)


    Taxes:$12,693

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 842 BAYPORT WAY #842, LONGBOAT KEY, FL 34228

    $675,00027 Days on yellowkey   MLS ID: A4687058

    For Sale A4687058 - 842 BAYPORT WAY #842, 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


  • 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $2,350,00058 Days on yellowkey   MLS ID: A4684194

    For Sale A4684194 - 2165 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2485
       Built: 1996   Tax: $12,382 (2025)
    Community: Villa Di Lancia Ph 1
    Condo


    Estimated Monthly Payment: $13,908 (change assumption)
    Mortgage ($12,876) + Taxes in 2025 ($1,032)


    Taxes:$12,382

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,700,00041 Days on yellowkey   MLS ID: A4686539

    1 Days Off yellowkey (back on 4/23/2026)

    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


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

    $1,139,000200 Days on yellowkey   MLS ID: A4667851

    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: $7,459 (change assumption)
    Mortgage ($6,241) + Taxes in 2025 ($1,218)


    Taxes:$14,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,350,000200 Days on yellowkey   MLS ID: A4667938

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $21,016 (change assumption)
    Mortgage ($18,356) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228

    $1,879,000199 Days on yellowkey   MLS ID: A4668143

    For Sale A4668143 - 3010 GRAND BAY BLVD #493, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2550
       Built: 1999   Tax: $16,976 (2025)
    Community: Grand Bay 4
    Spa: Yes

    Condo


    Estimated Monthly Payment: $11,710 (change assumption)
    Mortgage ($10,296) + Taxes in 2025 ($1,415)


    Taxes:$16,976

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3030 GRAND BAY BLVD #323, LONGBOAT KEY, FL 34228

    $1,250,00083 Days on yellowkey   MLS ID: A4681067

    1 Days Off yellowkey (back on 4/2/2026)

    For Sale A4681067 - 3030 GRAND BAY BLVD #323, LONGBOAT KEY, FL 34228 34 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1998   Tax: $9,798 (2025)
    Community: Grand Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,666 (change assumption)
    Mortgage ($6,849) + Taxes in 2025 ($817)


    Taxes:$9,798

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228

    $1,225,00035 Days on yellowkey   MLS ID: A4686721

    For Sale A4686721 - 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988
    Monthly Fee: $137
       Tax: $11,079 (2025)
    Community: Fairway Bay Atrium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,772 (change assumption)
    Mortgage ($6,712) + Fees ($137) + Taxes in 2025 ($923)


    Taxes:$11,079

    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

    $5,999,000290 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


  • 569 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,890,000172 Days on yellowkey   MLS ID: A4670192

    0 Days Off yellowkey (back on 4/22/2026)

    For Sale A4670192 - 569 ROUNTREE DR, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 3.5   Gar: 4
    Liv Area Sq Ft: 2756
       Built: 2024
    Monthly Fee: $167
       Tax: $15,281 (2024)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,276 (change assumption)
    Mortgage ($15,835) + Fees ($167) + Taxes in 2024 ($1,273)


    Taxes:$15,281

    Elementary School: Pine View School

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228

    $2,195,00066 Days on yellowkey   MLS ID: A4683021

    For Sale A4683021 - 775 LONGBOAT CLUB RD #808, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2122
       Built: 1984   Tax: $17,930 (2025)
    Community: Beaches Of Longboat Key
    Condo


    Estimated Monthly Payment: $13,521 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,494)


    Taxes:$17,930

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,799,000182 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


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000209 Days on yellowkey   MLS ID: A4666645

    2 Days Off yellowkey (back on 4/22/2026)

    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


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

    $1,590,000181 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


  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,000104 Days on yellowkey   MLS ID: A4678167

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale A4678167 - 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3909
       Built: 1999
    Monthly Fee: $833
       Tax: $24,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,303 (change assumption)
    Mortgage ($16,411) + Fees ($833) + Taxes in 2025 ($2,059)


    Taxes:$24,710

    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.