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Homes for Sale Near Booker High in Longboat Key - 81 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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  • 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228

    $4,750,000199 Days on yellowkey   MLS ID: A4666688

    For Sale A4666688 - 1571 HARBOR CAY LN, LONGBOAT KEY, FL 34228 93 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 4209
       Built: 1987   Tax: $16,980 (2024)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $27,442 (change assumption)
    Mortgage ($26,027) + Taxes in 2024 ($1,415)


    Taxes:$16,980

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3617 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $2,050,000221 Days on yellowkey   MLS ID: A4663935

    For Sale A4663935 - 3617 FAIR OAKS PL, LONGBOAT KEY, FL 34228 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 1995
    Monthly Fee: $746
       Tax: $16,463 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,350 (change assumption)
    Mortgage ($11,233) + Fees ($746) + Taxes in 2025 ($1,372)


    Taxes:$16,463

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228

    $389,0008 Days on yellowkey   MLS ID: R4911020

    For Sale R4911020 - 3806 GULF OF MEXICO DR #C310, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1046
       Built: 1970
    Monthly Fee: $1,457
       Tax: $2,813 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,823 (change assumption)
    Mortgage ($2,131) + Fees ($1,457) + Taxes in 2025 ($234)


    Taxes:$2,813

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1912 HARBOURSIDE DR #602, LONGBOAT KEY, FL 34228

    $549,900181 Days on yellowkey   MLS ID: A4668394

    For Sale A4668394 - 1912 HARBOURSIDE DR #602, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1590
       Built: 1982   Tax: $6,146 (2024)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,525 (change assumption)
    Mortgage ($3,013) + Taxes in 2024 ($512)


    Taxes:$6,146

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228

    $475,00041 Days on yellowkey   MLS ID: A4681154

    For Sale A4681154 - 3710 GULF OF MEXICO DR #F2, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 740
       Built: 2026
    Monthly Fee: $290
       Tax: $2,070 (2025)
    Community: Gulfshore Of Longboat Key
    Manufactured Home


    Estimated Monthly Payment: $3,065 (change assumption)
    Mortgage ($2,603) + Fees ($290) + Taxes in 2025 ($173)


    Taxes:$2,070

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2045 GULF OF MEXICO DR #M1-511, LONGBOAT KEY, FL 34228

    $749,0006 Days on yellowkey   MLS ID: A4689590

    0 Days Off yellowkey (back on 4/12/2026)

    For Sale A4689590 - 2045 GULF OF MEXICO DR #M1-511, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1076
       Built: 1974
    Monthly Fee: $1,278
       Tax: $9,430 (2025)
    Community: Seaplace Ii
    Condo


    Estimated Monthly Payment: $6,168 (change assumption)
    Mortgage ($4,104) + Fees ($1,278) + Taxes in 2025 ($786)


    Taxes:$9,430

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228

    $950,000102 Days on yellowkey   MLS ID: A4676681

    For Sale A4676681 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1966   Tax: $3,929 (2025)
    Community: Sands Point
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228

    $399,000196 Days on yellowkey   MLS ID: A4667199

    For Sale A4667199 - 3802 GULF OF MEXICO DR #A203, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970
    Monthly Fee: $1,347
       Tax: $2,774 (2024)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $3,764 (change assumption)
    Mortgage ($2,186) + Fees ($1,347) + Taxes in 2024 ($231)


    Taxes:$2,774

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1050 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228

    $850,000240 Days on yellowkey   MLS ID: A4662463

    For Sale A4662463 - 1050 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1974
    Monthly Fee: $209
       Tax: $8,541 (2024)
    Community: Privateer North
    Condo


    Estimated Monthly Payment: $5,578 (change assumption)
    Mortgage ($4,657) + Fees ($209) + Taxes in 2024 ($712)


    Taxes:$8,541

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 815 BAYPORT WAY #815, LONGBOAT KEY, FL 34228

    $850,0008 Days on yellowkey   MLS ID: A4689278

    For Sale A4689278 - 815 BAYPORT WAY #815, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1601
       Built: 1981   Tax: $7,370 (2025)
    Community: Bayport Bch & Ten Ph E
    Condo


    Estimated Monthly Payment: $5,272 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($614)


    Taxes:$7,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $850,000294 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


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

    $1,200,0008 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


  • 2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228

    $425,0009 Days on yellowkey   MLS ID: A4689192

    For Sale A4689192 - 2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $459
       Tax: $3,077 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,044 (change assumption)
    Mortgage ($2,329) + Fees ($459) + Taxes in 2025 ($256)


    Taxes:$3,077

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228

    $1,595,00010 Days on yellowkey   MLS ID: A4688987

    For Sale A4688987 - 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $9,602 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $9,540 (change assumption)
    Mortgage ($8,740) + Taxes in 2025 ($800)


    Taxes:$9,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $469,500118 Days on yellowkey   MLS ID: A4675820

    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


  • 3576 FAIR OAKS WAY, LONGBOAT KEY, FL 34228

    $3,195,000265 Days on yellowkey   MLS ID: A4658145

    2 Days Off yellowkey (back on 4/5/2026)

    For Sale A4658145 - 3576 FAIR OAKS WAY, LONGBOAT KEY, FL 34228 73 photos

    Bed: 3   Bath: 5.5   Gar: 2
    Liv Area Sq Ft: 3727
       Built: 1990
    Monthly Fee: $800
       Tax: $29,357 (2024)
    Community: Queens Harbour
    Single Family


    Estimated Monthly Payment: $20,753 (change assumption)
    Mortgage ($17,506) + Fees ($800) + Taxes in 2024 ($2,446)


    Taxes:$29,357

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 548 HORNBLOWER LN, LONGBOAT KEY, FL 34228

    $4,950,000184 Days on yellowkey   MLS ID: A4668463

    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
    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


  • 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228

    $2,450,00013 Days on yellowkey   MLS ID: TB8491404

    For Sale TB8491404 - 2450 HARBOURSIDE DR #244, LONGBOAT KEY, FL 34228 46 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 3083
       Built: 1990   Tax: $20,065 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $15,096 (change assumption)
    Mortgage ($13,424) + Taxes in 2025 ($1,672)


    Taxes:$20,065

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228

    $489,50034 Days on yellowkey   MLS ID: A4686064

    For Sale A4686064 - 2600 HARBOURSIDE DR #C13, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Monthly Fee: $411
       Tax: $2,681 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,317 (change assumption)
    Mortgage ($2,682) + Fees ($411) + Taxes in 2025 ($223)


    Taxes:$2,681

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $850,00048 Days on yellowkey   MLS ID: A4683819

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

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 1316
       Built: 1982   Tax: $7,734 (2025)
    Community: Fairway Bay 1
    Townhouse


    Estimated Monthly Payment: $5,302 (change assumption)
    Mortgage ($4,657) + Taxes in 2025 ($644)


    Taxes:$7,734

    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.