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Homes for Sale Near Booker High in Longboat Key - 104 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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  • 510 PUTTER LN, LONGBOAT KEY, FL 34228

    $2,875,000183 Days on yellowkey   MLS ID: A4676878

    0 Days Off yellowkey (back on 6/18/2026)

    REDUCED by $50,000 (1.7%) on 05/13/2026

    For Sale A4676878 - 510 PUTTER LN, LONGBOAT KEY, FL 34228 74 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2253
       Built: 1968   Tax: $17,343 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,198 (change assumption)
    Mortgage ($15,753) + Taxes in 2024 ($1,445)


    Taxes:$17,343

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $899,00052 Days on yellowkey   MLS ID: A4693834

    0 Days Off yellowkey (back on 6/18/2026)

    For Sale A4693834 - 100 SANDS POINT RD #225, LONGBOAT KEY, FL 34228 41 photos

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


    Estimated Monthly Payment: $5,253 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($327)


    Taxes:$3,929

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228

    $1,650,00029 Days on yellowkey   MLS ID: A4696213

    1 Days Off yellowkey (back on 6/16/2026)

    For Sale A4696213 - 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228 100 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1468
       Built: 1972   Tax: $18,254 (2025)
    Community: Islands West
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,562 (change assumption)
    Mortgage ($9,041) + Taxes in 2025 ($1,521)


    Taxes:$18,254

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $489,500116 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


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $949,500219 Days on yellowkey   MLS ID: A4670055

    0 Days Off yellowkey (back on 6/15/2026)

    REDUCED by $35,500 (3.6%) on 06/04/2026

    For Sale A4670055 - 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1986
    Monthly Fee: $1,617
       Tax: $11,977 (2024)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $7,818 (change assumption)
    Mortgage ($5,203) + Fees ($1,617) + Taxes in 2024 ($998)


    Taxes:$11,977

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2055 GULF OF MEXICO DR #G2-109, LONGBOAT KEY, FL 34228

    $875,000135 Days on yellowkey   MLS ID: A4681602

    REDUCED by $24,000 (2.7%) on 06/12/2026

    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: $5,411 (change assumption)
    Mortgage ($4,794) + Taxes in 2025 ($617)


    Taxes:$7,398

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,950,00046 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


  • 828 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $900,00088 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


  • 100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228

    $915,00026 Days on yellowkey   MLS ID: A4696825

    For Sale A4696825 - 100 SANDS POINT RD #303, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966   Tax: $10,001 (2025)
    Community: Sands Point
    Spa: No

    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($5,014) + Taxes in 2025 ($833)


    Taxes:$10,001

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $1,590,000252 Days on yellowkey   MLS ID: A4669896

    5 Days Off yellowkey (back on 6/12/2026)

    REDUCED by $85,000 (5.1%) on 04/19/2026

    For Sale A4669896 - 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2100
       Built: 1985   Tax: $14,792 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,945 (change assumption)
    Mortgage ($8,712) + Taxes in 2025 ($1,233)


    Taxes:$14,792

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228

    $1,798,000183 Days on yellowkey   MLS ID: R4910478

    REDUCED by $141,000 (7.3%) on 05/17/2026

    For Sale R4910478 - 3060 GRAND BAY BLVD #174, LONGBOAT KEY, FL 34228 87 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1994
    Monthly Fee: $2,617
       Tax: $17,500 (2024)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,927 (change assumption)
    Mortgage ($9,852) + Fees ($2,617) + Taxes in 2024 ($1,458)


    Taxes:$17,500

    Elementary School: None

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $369,00090 Days on yellowkey   MLS ID: R4911020

    REDUCED by $20,000 (5.1%) on 06/08/2026

    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: $3,713 (change assumption)
    Mortgage ($2,022) + Fees ($1,457) + Taxes in 2025 ($234)


    Taxes:$2,813

    Elementary School: None

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228

    $1,495,000298 Days on yellowkey   MLS ID: A4664832

    1 Days Off yellowkey (back on 6/12/2026)

    For Sale A4664832 - 370 GULF OF MEXICO DR #432, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2900
       Built: 1994   Tax: $8,814 (2024)
    Community: Tangerine Bay Club
    Spa: No

    Condo


    Estimated Monthly Payment: $8,926 (change assumption)
    Mortgage ($8,192) + Taxes in 2024 ($734)


    Taxes:$8,814

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 250 SANDS POINT RD #5101, LONGBOAT KEY, FL 34228

    $995,000232 Days on yellowkey   MLS ID: A4672352

    For Sale A4672352 - 250 SANDS POINT RD #5101, LONGBOAT KEY, FL 34228 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 716
       Built: 1982   Tax: $9,119 (2025)
    Community: Inn On The Beach Ph Ii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,212 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($760)


    Taxes:$9,119

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3271 BAYOU RD, LONGBOAT KEY, FL 34228

    $1,995,00032 Days on yellowkey   MLS ID: TB8515918

    For Sale TB8515918 - 3271 BAYOU RD, LONGBOAT KEY, FL 34228 61 photos

    Bed: 4   Bath: 4.0   Gar: 3
    Liv Area Sq Ft: 3059
       Built: 2014
    Monthly Fee: $104
       Tax: $27,748 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $13,348 (change assumption)
    Mortgage ($10,931) + Fees ($104) + Taxes in 2025 ($2,312)


    Taxes:$27,748

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 617 ROUNTREE DR, LONGBOAT KEY, FL 34228

    $2,350,00056 Days on yellowkey   MLS ID: A4692822

    REDUCED by $145,000 (5.8%) on 06/10/2026

    For Sale A4692822 - 617 ROUNTREE DR, LONGBOAT KEY, FL 34228 41 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1972
       Built: 1973
    Monthly Fee: $250
       Tax: $7,892 (2025)
    Community: Longboat Key Estates
    Spa: No

    Single Family


    Estimated Monthly Payment: $13,784 (change assumption)
    Mortgage ($12,876) + Fees ($250) + Taxes in 2025 ($658)


    Taxes:$7,892

    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

    $610,000117 Days on yellowkey   MLS ID: TB8485915

    REDUCED by $12,000 (1.9%) on 06/10/2026

    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: $3,795 (change assumption)
    Mortgage ($3,342) + Taxes in 2025 ($452)


    Taxes:$5,426

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228

    $539,00085 Days on yellowkey   MLS ID: A4688978

    REDUCED by $60,000 (10.0%) on 06/10/2026

    For Sale A4688978 - 1932 HARBOURSIDE DR #242, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1192
       Built: 1982
    Monthly Fee: $81
       Tax: $7,099 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,626 (change assumption)
    Mortgage ($2,953) + Fees ($81) + Taxes in 2025 ($592)


    Taxes:$7,099

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Pine View School


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

    $1,175,00090 Days on yellowkey   MLS ID: A4689076

    REDUCED by $25,000 (2.1%) on 06/09/2026

    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: $7,225 (change assumption)
    Mortgage ($6,438) + Taxes in 2024 ($786)


    Taxes:$9,436

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $2,899,00084 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




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.