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Homes for Sale Near Booker High in Longboat Key - 114 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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  • 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228

    $874,50042 Days on yellowkey   MLS ID: A4689434

    For Sale A4689434 - 1000 LONGBOAT CLUB RD #304, LONGBOAT KEY, FL 34228 16 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $3,950 (2025)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,121 (change assumption)
    Mortgage ($4,792) + Taxes in 2025 ($329)


    Taxes:$3,950

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228

    $995,000285 Days on yellowkey   MLS ID: A4661696

    For Sale A4661696 - 1105 GULF OF MEXICO DR #402, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1392
       Built: 1981   Tax: $9,142 (2024)
    Community: Beachplace Ii
    Condo


    Estimated Monthly Payment: $6,214 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($762)


    Taxes:$9,142

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $1,899,00022 Days on yellowkey   MLS ID: A4692587

    For Sale A4692587 - 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3009
       Built: 1995   Tax: $8,653 (2025)
    Community: Triton Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,126 (change assumption)
    Mortgage ($10,405) + Taxes in 2025 ($721)


    Taxes:$8,653

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 595 BOWSPRIT LN, LONGBOAT KEY, FL 34228

    $3,175,000222 Days on yellowkey   MLS ID: A4668868

    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: $19,652 (change assumption)
    Mortgage ($17,397) + 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


  • 531 WEDGE LN, LONGBOAT KEY, FL 34228

    $2,499,00055 Days on yellowkey   MLS ID: A4687694

    2 Days Off yellowkey (back on 5/11/2026)

    REDUCED by $100,999 (3.9%) on 05/01/2026

    For Sale A4687694 - 531 WEDGE LN, LONGBOAT KEY, FL 34228 28 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2751
       Built: 1966
    Monthly Fee: $21
       Tax: $10,602 (2025)
    Community: Country Club Shores Sec 02
    Spa: No

    Single Family


    Estimated Monthly Payment: $14,597 (change assumption)
    Mortgage ($13,693) + Fees ($21) + Taxes in 2025 ($884)


    Taxes:$10,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00047 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


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

    $1,025,000166 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

    $3,499,900159 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

    $2,195,00096 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

    $2,999,00043 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

    $725,000245 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

    $850,000335 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

    $899,00028 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

    $368,50028 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


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

    $622,00076 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

    $3,750,000114 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

    $1,200,00049 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

    $3,350,000230 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

    $449,000238 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

    $469,500159 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




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.