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Homes for Sale Near Booker High in Longboat Key - 103 homes

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

Location: Longboat Key

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

    $1,195,00082 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


  • 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $1,025,000159 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.4%) on 04/29/2026

    For Sale A4674194 - 1425 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 1707
       Built: 1983   Tax: $11,336 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $6,561 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 562 RANGER LN, LONGBOAT KEY, FL 34228

    $3,499,900152 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


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

    $2,195,00089 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


  • 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228

    $2,999,00036 Days on yellowkey   MLS ID: A4689260

    For Sale A4689260 - 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1990   Tax: $33,878 (2025)
    Community: Sanctuary
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,256 (change assumption)
    Mortgage ($16,432) + Taxes in 2025 ($2,823)


    Taxes:$33,878

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228

    $725,000238 Days on yellowkey   MLS ID: A4666101

    REDUCED by $70,000 (8.8%) on 05/07/2026

    For Sale A4666101 - 1922 HARBOURSIDE DR #1104, LONGBOAT KEY, FL 34228 80 photos

    Bed: 2   Bath: 2.0   Gar: 5
    Liv Area Sq Ft: 1316
       Built: 1982   Tax: $6,750 (2024)
    Community: Fairway Bay 1
    Spa: No

    Condo


    Estimated Monthly Payment: $4,535 (change assumption)
    Mortgage ($3,973) + Taxes in 2024 ($563)


    Taxes:$6,750

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228

    $850,000328 Days on yellowkey   MLS ID: A4656539

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale A4656539 - 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1984   Tax: $9,674 (2024)
    Community: Harbor Oaks Ph I & Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,464 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($806)


    Taxes:$9,674

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $899,00021 Days on yellowkey   MLS ID: A4691842

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale A4691842 - 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1979   Tax: $9,423 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,711 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($785)


    Taxes:$9,423

    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

    $368,50021 Days on yellowkey   MLS ID: A4691701

    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: $2,403 (change assumption)
    Mortgage ($2,019) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $2,900,00016 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


  • 2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228

    $622,00069 Days on yellowkey   MLS ID: TB8485915

    REDUCED by $3,000 (0.5%) on 05/03/2026

    For Sale TB8485915 - 2055 GULF OF MEXICO DR #G2-213, LONGBOAT KEY, FL 34228 64 photos

    Bed: 1   Bath: 1.5
    Liv Area Sq Ft: 1094
       Built: 1974   Tax: $5,426 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $3,860 (change assumption)
    Mortgage ($3,408) + Taxes in 2025 ($452)


    Taxes:$5,426

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228

    $3,750,000107 Days on yellowkey   MLS ID: A4680240

    For Sale A4680240 - 535 SANCTUARY DR #C807, LONGBOAT KEY, FL 34228 56 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2580
       Built: 1990   Tax: $25,298 (2025)
    Community: Sanctuary Iv
    Spa: Yes

    Condo


    Estimated Monthly Payment: $22,656 (change assumption)
    Mortgage ($20,547) + Taxes in 2025 ($2,108)


    Taxes:$25,298

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


  • 1932 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $1,200,00042 Days on yellowkey   MLS ID: A4689076

    For Sale A4689076 - 1932 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 67 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $9,436 (2024)
    Community: Fairway Bay 1
    Condo


    Estimated Monthly Payment: $7,362 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($786)


    Taxes:$9,436

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $3,350,000223 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


  • 1975 GULF OF MEXICO DR #G4-308, LONGBOAT KEY, FL 34228

    $449,000231 Days on yellowkey   MLS ID: A4666939

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale A4666939 - 1975 GULF OF MEXICO DR #G4-308, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977   Tax: $5,438 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,460) + Taxes in 2024 ($453)


    Taxes:$5,438

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228

    $469,500152 Days on yellowkey   MLS ID: A4675820

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale A4675820 - 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 928
       Built: 1974   Tax: $6,201 (2025)
    Community: Seaplace Ii
    Condo


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,573) + Taxes in 2025 ($517)


    Taxes:$6,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,095,00058 Days on yellowkey   MLS ID: A4686721

    REDUCED by $130,000 (10.6%) on 04/28/2026

    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: $7,060 (change assumption)
    Mortgage ($6,000) + Fees ($137) + Taxes in 2025 ($923)


    Taxes:$11,079

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $629,000208 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


  • 1000 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228

    $949,000187 Days on yellowkey   MLS ID: A4671838

    For Sale A4671838 - 1000 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $6,901 (2024)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,775 (change assumption)
    Mortgage ($5,200) + Taxes in 2024 ($575)


    Taxes:$6,901

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $865,00086 Days on yellowkey   MLS ID: A4683660

    1 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $59,900 (6.5%) on 04/24/2026

    For Sale A4683660 - 1445 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 65 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1933
       Built: 1982   Tax: $10,149 (2025)
    Community: Players Club Iii
    Condo


    Estimated Monthly Payment: $5,585 (change assumption)
    Mortgage ($4,740) + Taxes in 2025 ($846)


    Taxes:$10,149

    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 High?

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



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.