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Longboat Key Homes For Sale & Real Estate - 399 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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  • 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228

    $1,799,000177 Days on yellowkey   MLS ID: A4669347

    For Sale A4669347 - 3040 GRAND BAY BLVD #283, LONGBOAT KEY, FL 34228 72 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $18,262 (2025)
    Community: Grand Bay 2
    Spa: No

    Condo


    Estimated Monthly Payment: $11,379 (change assumption)
    Mortgage ($9,857) + Taxes in 2025 ($1,522)


    Taxes:$18,262

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,795,000100 Days on yellowkey   MLS ID: A4677923

    1 Days Off yellowkey (back on 4/18/2026)

    For Sale A4677923 - 3598 FAIR OAKS LN, LONGBOAT KEY, FL 34228 43 photos

    Bed: 4   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3417
       Built: 1996
    Monthly Fee: $833
       Tax: $15,229 (2025)
    Community: Queens Harbour
    Spa: No

    Single Family


    Estimated Monthly Payment: $17,417 (change assumption)
    Mortgage ($15,315) + Fees ($833) + Taxes in 2025 ($1,269)


    Taxes:$15,229

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $1,050,00061 Days on yellowkey   MLS ID: A4683336

    2 Days Off yellowkey (back on 4/22/2026)

    For Sale A4683336 - 5635 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1786
       Built: 1980   Tax: $13,341 (2024)
    Community: Longboat Sandpipers
    Condo


    Estimated Monthly Payment: $6,865 (change assumption)
    Mortgage ($5,753) + Taxes in 2024 ($1,112)


    Taxes:$13,341

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228

    $475,00012 Days on yellowkey   MLS ID: A4688243

    REDUCED by $20,000 (4.0%) on 04/22/2026

    For Sale A4688243 - 3240 GULF OF MEXICO DR #B104, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1975   Tax: $4,538 (2025)
    Community: Portobello
    Condo


    Estimated Monthly Payment: $2,981 (change assumption)
    Mortgage ($2,603) + Taxes in 2025 ($378)


    Taxes:$4,538

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4380 EXETER DR #H-103, LONGBOAT KEY, FL 34228

    $649,900121 Days on yellowkey   MLS ID: A4675171

    For Sale A4675171 - 4380 EXETER DR #H-103, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $7,333 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $4,172 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($611)


    Taxes:$7,333

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $849,000339 Days on yellowkey   MLS ID: A4653045

    REDUCED by $46,000 (5.1%) on 04/21/2026

    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: $5,758 (change assumption)
    Mortgage ($4,652) + 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


  • 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228

    $1,295,000182 Days on yellowkey   MLS ID: A4669226

    REDUCED by $100,000 (7.2%) on 04/22/2026

    For Sale A4669226 - 2295 GULF OF MEXICO DR #23S, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,812 (2024)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,913 (change assumption)
    Mortgage ($7,096) + Taxes in 2024 ($818)


    Taxes:$9,812

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228

    $500,0005 Days on yellowkey   MLS ID: A4690036

    For Sale A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1973
    Monthly Fee: $1,642
       Tax: $7,415 (2025)
    Community: Sutton Place
    Spa: No

    Condo


    Estimated Monthly Payment: $5,000 (change assumption)
    Mortgage ($2,740) + Fees ($1,642) + Taxes in 2025 ($618)


    Taxes:$7,415

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228

    $915,00057 Days on yellowkey   MLS ID: A4683180

    REDUCED by $35,000 (3.7%) on 04/16/2026

    For Sale A4683180 - 2326 HARBOUR OAKS DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2282
       Built: 1986
    Monthly Fee: $143
       Tax: $10,215 (2025)
    Community: Harbour Oaks 2
    Villa


    Estimated Monthly Payment: $6,008 (change assumption)
    Mortgage ($5,014) + Fees ($143) + Taxes in 2025 ($851)


    Taxes:$10,215

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 KETCH LN, LONGBOAT KEY, FL 34228

    $1,650,000204 Days on yellowkey   MLS ID: A4666645

    2 Days Off yellowkey (back on 4/22/2026)

    REDUCED by $149,000 (8.3%) on 04/13/2026

    For Sale A4666645 - 524 KETCH LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2028
       Built: 1968
    Monthly Fee: $8
       Tax: $11,988 (2024)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $10,048 (change assumption)
    Mortgage ($9,041) + Fees ($8) + Taxes in 2024 ($999)


    Taxes:$11,988

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228

    $550,0008 Days on yellowkey   MLS ID: A4687787

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $2,348 (2025)
    Community: Whitney Beach
    Spa: No

    Condo


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 718 SPANISH DR N, LONGBOAT KEY, FL 34228

    $449,50026 Days on yellowkey   MLS ID: A4687749

    For Sale A4687749 - 718 SPANISH DR N, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1327
       Built: 1969   Tax: $2,539 (2025)
    Community: Spanish Main
    Villa


    Estimated Monthly Payment: $2,675 (change assumption)
    Mortgage ($2,463) + Taxes in 2025 ($212)


    Taxes:$2,539

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3804 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228

    $397,00027 Days on yellowkey   MLS ID: TB8490120

    For Sale TB8490120 - 3804 GULF OF MEXICO DR #B207, LONGBOAT KEY, FL 34228 25 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1133
       Built: 1970   Tax: $3,764 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,489 (change assumption)
    Mortgage ($2,175) + Taxes in 2025 ($314)


    Taxes:$3,764

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,590,000176 Days on yellowkey   MLS ID: A4669896

    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


  • 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,995,00099 Days on yellowkey   MLS ID: A4678167

    1 Days Off yellowkey (back on 4/21/2026)

    For Sale A4678167 - 3533 FAIR OAKS LN, LONGBOAT KEY, FL 34228 78 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3909
       Built: 1999
    Monthly Fee: $833
       Tax: $24,710 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $19,303 (change assumption)
    Mortgage ($16,411) + Fees ($833) + Taxes in 2025 ($2,059)


    Taxes:$24,710

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $675,000145 Days on yellowkey   MLS ID: A4672221

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4390 EXETER DR #305, LONGBOAT KEY, FL 34228

    $340,000170 Days on yellowkey   MLS ID: A4670603

    For Sale A4670603 - 4390 EXETER DR #305, LONGBOAT KEY, FL 34228 78 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 837
       Built: 1970   Tax: $4,759 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,260 (change assumption)
    Mortgage ($1,863) + Taxes in 2024 ($397)


    Taxes:$4,759

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4390 EXETER DR #206, LONGBOAT KEY, FL 34228

    $529,000174 Days on yellowkey   MLS ID: A4670032

    For Sale A4670032 - 4390 EXETER DR #206, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $7,775 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,546 (change assumption)
    Mortgage ($2,899) + Taxes in 2024 ($648)


    Taxes:$7,775

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228

    $350,0001 Day on yellowkey   MLS ID: A4690602

    For Sale A4690602 - 597 SPANISH DR N #12, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1429
       Built: 1968   Tax: $2,897 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,159 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($241)


    Taxes:$2,897

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $2,999,0008 Days on yellowkey   MLS ID: A4689260

    For Sale A4689260 - 535 SANCTUARY DR #A603, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2375
       Built: 1990
    Monthly Fee: $1,281
       Tax: $33,878 (2025)
    Community: Sanctuary
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,537 (change assumption)
    Mortgage ($16,432) + Fees ($1,281) + 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 Longboat Key Homes for Sale and Other Real Estate?

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.