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Homes for Sale Near Booker High in Longboat Key - 109 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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  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,00066 Days on yellowkey   MLS ID: A4688503

    3 Days Off yellowkey (back on 6/8/2026)

    For Sale A4688503 - 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1980
    Monthly Fee: $1,978
       Tax: $6,727 (2025)
    Community: Bayport Bch & Ten Ph C
    Condo


    Estimated Monthly Payment: $6,588 (change assumption)
    Mortgage ($4,049) + Fees ($1,978) + Taxes in 2025 ($561)


    Taxes:$6,727

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $2,899,00060 Days on yellowkey   MLS ID: A4689260

    REDUCED by $100,000 (3.3%) on 06/02/2026

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

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2375
       Built: 1990   Tax: $33,878 (2025)
    Community: Sanctuary
    Spa: Yes

    Condo


    Estimated Monthly Payment: $18,708 (change assumption)
    Mortgage ($15,885) + Taxes in 2025 ($2,823)


    Taxes:$33,878

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,765,000228 Days on yellowkey   MLS ID: A4669837

    REDUCED by $10,000 (0.4%) on 06/08/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,341 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $17,262 (change assumption)
    Mortgage ($15,150) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,650,00014 Days on yellowkey   MLS ID: A4695291

    For Sale A4695291 - 3563 FAIR OAKS LN, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3544
       Built: 1996
    Monthly Fee: $833
       Tax: $16,169 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $16,701 (change assumption)
    Mortgage ($14,520) + Fees ($833) + Taxes in 2025 ($1,347)


    Taxes:$16,169

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,000131 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 57 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,888 (change assumption)
    Mortgage ($12,054) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    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

    $1,000,000183 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.4%) on 05/28/2026

    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: $6,424 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228

    $7,900,000212 Days on yellowkey   MLS ID: A4672059

    REDUCED by $800,000 (9.2%) on 05/06/2026

    For Sale A4672059 - 560 HARBOR COVE CIR, LONGBOAT KEY, FL 34228 80 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3485
       Built: 1981
    Monthly Fee: $517
       Tax: $28,036 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $46,140 (change assumption)
    Mortgage ($43,287) + Fees ($517) + Taxes in 2024 ($2,336)


    Taxes:$28,036

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 360 GULF OF MEXICO DR #333, LONGBOAT KEY, FL 34228

    $1,795,000152 Days on yellowkey   MLS ID: A4675387

    REDUCED by $5,000 (0.3%) on 04/20/2026

    For Sale A4675387 - 360 GULF OF MEXICO DR #333, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2581
       Built: 1992
    Monthly Fee: $50
       Tax: $10,264 (2025)
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $10,741 (change assumption)
    Mortgage ($9,835) + Fees ($50) + Taxes in 2025 ($855)


    Taxes:$10,264

    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

    $3,350,000247 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


  • 3527 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,550,00022 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

    $899,000111 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


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

    $2,125,00011 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

    $4,950,000242 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


  • 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228

    $1,950,00022 Days on yellowkey   MLS ID: A4694354

    For Sale A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1982   Tax: $18,938 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,263 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,578)


    Taxes:$18,938

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


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

    $899,900134 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

    $950,00021 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

    $1,995,00015 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

    $5,999,000337 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

    $1,399,99999 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

    $1,050,00075 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




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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.