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Homes for Sale Near Booker Middle in Longboat Key - 110 homes

Booker Middle is an Middle School in Sarasota County. Find homes for sale close to Booker Middle. Our REALTORS® can assist you in your search for Booker Middle, Longboat Key nearby homes.

Location: Longboat Key

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

    $1,175,00063 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


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

    $1,650,0001 Day on yellowkey   MLS ID: A4696213

    For Sale A4696213 - 2525 GULF OF MEXICO DR #3D, LONGBOAT KEY, FL 34228 13 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


  • 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228

    $1,950,00069 Days on yellowkey   MLS ID: A4688148

    For Sale A4688148 - 1915 HARBOUR LINKS CIR #6, LONGBOAT KEY, FL 34228 36 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2476
       Built: 2002   Tax: $19,319 (2025)
    Community: Bay Isles
    Spa: Yes

    Condo


    Estimated Monthly Payment: $12,295 (change assumption)
    Mortgage ($10,685) + Taxes in 2025 ($1,610)


    Taxes:$19,319

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 706 BAYPORT WAY #706, LONGBOAT KEY, FL 34228

    $739,00063 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

    $2,899,00057 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

    $2,765,000225 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

    $2,650,00011 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

    $2,200,000128 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

    $1,000,000180 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

    $7,900,000209 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


  • 2367 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $949,500192 Days on yellowkey   MLS ID: A4670055

    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


  • 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $4,999,00015 Days on yellowkey   MLS ID: A4694394

    For Sale A4694394 - 3606 FAIR OAKS PL, LONGBOAT KEY, FL 34228 83 photos

    Bed: 5   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3842
       Built: 2000
    Monthly Fee: $833
       Tax: $29,486 (2025)
    Community: Queens Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,681 (change assumption)
    Mortgage ($27,391) + Fees ($833) + Taxes in 2025 ($2,457)


    Taxes:$29,486

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,795,000149 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

    $3,350,000244 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

    $2,550,00019 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

    $899,000108 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


  • 3271 BAYOU RD, LONGBOAT KEY, FL 34228

    $1,995,0005 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


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

    $2,125,0008 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

    $4,950,000239 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


  • 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228

    $1,700,00085 Days on yellowkey   MLS ID: A4686539

    For Sale A4686539 - 2425 GULF OF MEXICO DR #14E, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $13,728 (2025)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,459 (change assumption)
    Mortgage ($9,315) + Taxes in 2025 ($1,144)


    Taxes:$13,728

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle




Why Bother Searching Elsewhere for Homes For Sale and Real Estate nearby Booker Middle?

Home, townhome, condo, villa, and other listing sales data closeby Booker Middle 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 Middle, Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key homes near Booker Middle. 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 Middle.



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.