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Longboat Key Homes For Sale & Real Estate - 390 homes

Longboat Key homes for sale are located in Sarasota County, Florida. Find homes in Longboat Key for sale with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Longboat Key houses.

Location: Longboat Key

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  • 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228

    $1,500,000188 Days on yellowkey   MLS ID: A4668589

    0 Days Off yellowkey (back on 12/12/2025)

    For Sale A4668589 - 1241 GULF OF MEXICO DR #207 S, LONGBOAT KEY, FL 34228 36 photos

    Bed: 2   Bath: 4.0
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $15,546 (2024)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $9,514 (change assumption)
    Mortgage ($8,219) + Taxes in 2024 ($1,296)


    Taxes:$15,546

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228

    $350,000218 Days on yellowkey   MLS ID: A4665164

    For Sale A4665164 - 2600 HARBOURSIDE DR #J-04, LONGBOAT KEY, FL 34228 14 photos

    Bed:    Bath: 0.0
    Monthly Fee: $420
       Tax: $2,532 (2025)
    Community: Longboat Key Moorings Marina 2
    Dock-Rackominium


    Estimated Monthly Payment: $2,549 (change assumption)
    Mortgage ($1,918) + Fees ($420) + Taxes in 2025 ($211)


    Taxes:$2,532

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228

    $1,875,00022 Days on yellowkey   MLS ID: A4687684

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4687684 - 230 SANDS POINT RD #3703, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1394
       Built: 1982   Tax: $21,015 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $12,025 (change assumption)
    Mortgage ($10,274) + Taxes in 2025 ($1,751)


    Taxes:$21,015

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1425 GULF OF MEXICO DR #308, LONGBOAT KEY, FL 34228

    $1,140,000110 Days on yellowkey   MLS ID: A4676606

    For Sale A4676606 - 1425 GULF OF MEXICO DR #308, LONGBOAT KEY, FL 34228 28 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 2149
       Built: 1983   Tax: $12,342 (2025)
    Community: Players Club Iv
    Condo


    Estimated Monthly Payment: $7,275 (change assumption)
    Mortgage ($6,246) + Taxes in 2025 ($1,029)


    Taxes:$12,342

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1955 GULF OF MEXICO DR #G6-311, LONGBOAT KEY, FL 34228

    $1,049,00023 Days on yellowkey   MLS ID: A4687954

    For Sale A4687954 - 1955 GULF OF MEXICO DR #G6-311, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1492
       Built: 1978   Tax: $8,677 (2025)
    Community: Seaplace Iv
    Condo


    Estimated Monthly Payment: $6,471 (change assumption)
    Mortgage ($5,748) + Taxes in 2025 ($723)


    Taxes:$8,677

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 825 TARAWITT DR, LONGBOAT KEY, FL 34228

    $1,599,00047 Days on yellowkey   MLS ID: A4684674

    For Sale A4684674 - 825 TARAWITT DR, LONGBOAT KEY, FL 34228 45 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1882
       Built: 1982   Tax: $19,384 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $10,377 (change assumption)
    Mortgage ($8,761) + Taxes in 2025 ($1,615)


    Taxes:$19,384

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228

    $2,499,900179 Days on yellowkey   MLS ID: A4669170

    For Sale A4669170 - 6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228 70 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 2886
       Built: 2001   Tax: $12,100 (2024)
    Community: Laguna Yacht Village A Condo
    Single Family


    Estimated Monthly Payment: $14,706 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,008)


    Taxes:$12,100

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2800 HARBOURSIDE DR #F-06, LONGBOAT KEY, FL 34228

    $339,00048 Days on yellowkey   MLS ID: A4684822

    For Sale A4684822 - 2800 HARBOURSIDE DR #F-06, LONGBOAT KEY, FL 34228 23 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $573
       Tax: $3,032 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,683 (change assumption)
    Mortgage ($1,857) + Fees ($573) + Taxes in 2025 ($253)


    Taxes:$3,032

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228

    $950,00029 Days on yellowkey   MLS ID: A4686960

    For Sale A4686960 - 1085 GULF OF MEXICO DR #404, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1981   Tax: $5,482 (2025)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $5,662 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($457)


    Taxes:$5,482

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228

    $339,000328 Days on yellowkey   MLS ID: A4653816

    0 Days Off yellowkey (back on 3/30/2026)

    For Sale A4653816 - 669 SPANISH DR N #21, LONGBOAT KEY, FL 34228 37 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1087
       Built: 1969   Tax: $5,733 (2024)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,335 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($478)


    Taxes:$5,733

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228

    $999,99975 Days on yellowkey   MLS ID: A4680369

    For Sale A4680369 - 1105 GULF OF MEXICO DR #401, LONGBOAT KEY, FL 34228 64 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981
    Monthly Fee: $1,600
       Tax: $8,733 (2025)
    Community: Beachplace Ii
    Condo


    Estimated Monthly Payment: $7,807 (change assumption)
    Mortgage ($5,479) + Fees ($1,600) + Taxes in 2025 ($728)


    Taxes:$8,733

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $839,900202 Days on yellowkey   MLS ID: A4667044

    For Sale A4667044 - 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,897 (2024)
    Community: Westchester Apts
    Condo


    Estimated Monthly Payment: $5,593 (change assumption)
    Mortgage ($4,602) + Taxes in 2024 ($991)


    Taxes:$11,897

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228

    $569,000285 Days on yellowkey   MLS ID: A4658152

    For Sale A4658152 - 225 SANDS POINT RD #6103, LONGBOAT KEY, FL 34228 35 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $6,997 (2025)
    Community: Inn On The Beach Ph Iii
    Condo


    Estimated Monthly Payment: $3,701 (change assumption)
    Mortgage ($3,118) + Taxes in 2025 ($583)


    Taxes:$6,997

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 701 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228

    $259,000111 Days on yellowkey   MLS ID: O6370226

    For Sale O6370226 - 701 SAINT JUDES DR S #3, LONGBOAT KEY, FL 34228 12 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 630
       Built: 1966   Tax: $3,873 (2024)
    Community: Saint Judes Apts
    Condo


    Estimated Monthly Payment: $1,742 (change assumption)
    Mortgage ($1,419) + Taxes in 2024 ($323)


    Taxes:$3,873

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228

    $2,000,00067 Days on yellowkey   MLS ID: A4682324

    For Sale A4682324 - 2450 HARBOURSIDE DR #234, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 3.0
    Liv Area Sq Ft: 3383
       Built: 1990
    Monthly Fee: $153
       Tax: $11,852 (2025)
    Community: Marina Bay
    Condo


    Estimated Monthly Payment: $12,099 (change assumption)
    Mortgage ($10,959) + Fees ($153) + Taxes in 2025 ($988)


    Taxes:$11,852

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 771 MARBURY LN, LONGBOAT KEY, FL 34228

    $2,500,00035 Days on yellowkey   MLS ID: A4686401

    For Sale A4686401 - 771 MARBURY LN, LONGBOAT KEY, FL 34228 89 photos

    Bed: 5   Bath: 4.0
    Liv Area Sq Ft: 3016
       Built: 1985   Tax: $24,092 (2025)
    Community: Sleepy Lagoon Park 2
    Single Family


    Estimated Monthly Payment: $15,706 (change assumption)
    Mortgage ($13,698) + Taxes in 2025 ($2,008)


    Taxes:$24,092

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3530 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $2,695,00078 Days on yellowkey   MLS ID: A4680887

    For Sale A4680887 - 3530 MISTLETOE LN, LONGBOAT KEY, FL 34228 50 photos

    Bed: 4   Bath: 3.5
    Liv Area Sq Ft: 3102
       Built: 1991
    Monthly Fee: $1,083
       Tax: $20,603 (2025)
    Community: Coreys Landing
    Single Family


    Estimated Monthly Payment: $17,567 (change assumption)
    Mortgage ($14,767) + Fees ($1,083) + Taxes in 2025 ($1,717)


    Taxes:$20,603

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2110 HARBOURSIDE DR #526, LONGBOAT KEY, FL 34228

    $700,000180 Days on yellowkey   MLS ID: A4669215

    For Sale A4669215 - 2110 HARBOURSIDE DR #526, LONGBOAT KEY, FL 34228 68 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2031
       Built: 1988   Tax: $9,842 (2024)
    Community: Fairway Bay 3
    Condo


    Estimated Monthly Payment: $4,656 (change assumption)
    Mortgage ($3,836) + Taxes in 2024 ($820)


    Taxes:$9,842

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4234 GULF OF MEXICO DR #G2, LONGBOAT KEY, FL 34228

    $895,000338 Days on yellowkey   MLS ID: A4653045

    For Sale A4653045 - 4234 GULF OF MEXICO DR #G2, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1636
       Built: 1973   Tax: $13,273 (2024)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $6,010 (change assumption)
    Mortgage ($4,904) + Taxes in 2024 ($1,106)


    Taxes:$13,273

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228

    $5,235,000154 Days on yellowkey   MLS ID: TB8448347

    For Sale TB8448347 - 7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 5   Bath: 5.5
    Liv Area Sq Ft: 3503
       Built: 1990
    Monthly Fee: $283
       Tax: $33,963 (2023)
    Community: Jewfish Key
    Single Family


    Estimated Monthly Payment: $31,797 (change assumption)
    Mortgage ($28,684) + Fees ($283) + Taxes in 2023 ($2,830)


    Taxes:$33,963

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2023

    Middle School: W.D. Sugg Middle




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Longboat Key home, townhome, condo, villa, and other listing sales data is continuously updated on yellowkeyrealty.com. yellowkeyrealty.com offers one of the most exhaustive, current, and relevant set of data you can find on houses for sale in Longboat Key . You can use our website to view Multiple Listing Service (MLS) data on Longboat Key Real Estate. 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 Longboat Key listings.



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.