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Homes for Sale Near Booker High in Longboat Key - 96 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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  • 2012 HARBOURSIDE DR #2104, LONGBOAT KEY, FL 34228

    $895,000223 Days on yellowkey   MLS ID: A4664458

    For Sale A4664458 - 2012 HARBOURSIDE DR #2104, LONGBOAT KEY, FL 34228 75 photos

    Bed: 3   Bath: 3.0   Gar: 5
    Liv Area Sq Ft: 2135
       Built: 1985   Tax: $9,417 (2024)
    Community: Fairway Bay 2 Ph 2 & 3
    Condo


    Estimated Monthly Payment: $5,689 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($785)


    Taxes:$9,417

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $795,000215 Days on yellowkey   MLS ID: A4666101

    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: $4,919 (change assumption)
    Mortgage ($4,356) + Taxes in 2024 ($563)


    Taxes:$6,750

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228

    $985,000385 Days on yellowkey   MLS ID: A4646560

    0 Days Off yellowkey (back on 3/19/2026)

    For Sale A4646560 - 2800 HARBOURSIDE DRIVE DR #D-19 D-20, LONGBOAT KEY, FL 34228 27 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $1,032
       Tax: $7,286 (2025)
    Community: Lbk Club Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $7,036 (change assumption)
    Mortgage ($5,397) + Fees ($1,032) + Taxes in 2025 ($607)


    Taxes:$7,286

    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

    $1,050,000136 Days on yellowkey   MLS ID: A4674194

    REDUCED by $25,000 (2.3%) on 04/13/2026

    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: $6,698 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($945)


    Taxes:$11,336

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1005 BOGEY LN, LONGBOAT KEY, FL 34228

    $3,300,00090 Days on yellowkey   MLS ID: A4680006

    For Sale A4680006 - 1005 BOGEY LN, LONGBOAT KEY, FL 34228 69 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3624
       Built: 2017
    Monthly Fee: $21
       Tax: $19,847 (2025)
    Community: Country Club Shores
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,757 (change assumption)
    Mortgage ($18,082) + Fees ($21) + Taxes in 2025 ($1,654)


    Taxes:$19,847

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3617 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $2,050,000232 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


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

    $475,00052 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

    $749,00017 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


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

    $399,000207 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


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

    $850,00019 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

    $850,000305 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

    $1,200,00019 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

    $425,00020 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

    $1,595,00021 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

    $469,500129 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

    $3,195,000276 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

    $4,950,000195 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

    $2,450,00024 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

    $489,50045 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

    $850,00059 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.