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Longboat Key Homes For Sale & Real Estate - 362 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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  • 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228

    $899,00046 Days on yellowkey   MLS ID: A4683112

    For Sale A4683112 - 2295 GULF OF MEXICO DR #54S, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $7,576 (2025)
    Community: Islander Club Of Longboat
    Condo


    Estimated Monthly Payment: $5,557 (change assumption)
    Mortgage ($4,926) + Taxes in 2025 ($631)


    Taxes:$7,576

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228

    $795,0007 Days on yellowkey   MLS ID: A4686581

    For Sale A4686581 - 3466 WINDING OAKS DR #35, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2039
       Built: 1988   Tax: $4,919 (2025)
    Community: Winding Oaks
    Condo


    Estimated Monthly Payment: $4,766 (change assumption)
    Mortgage ($4,356) + Taxes in 2025 ($410)


    Taxes:$4,919

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $1,895,00039 Days on yellowkey   MLS ID: A4684578

    For Sale A4684578 - 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 1969
    Monthly Fee: $63
       Tax: $11,776 (2024)
    Community: Emerald Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,428 (change assumption)
    Mortgage ($10,383) + Fees ($63) + Taxes in 2024 ($981)


    Taxes:$11,776

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 2600 HARBOURSIDE DR #L-11, LONGBOAT KEY, FL 34228

    $425,0007 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


  • 96 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228

    $425,0008 Days on yellowkey   MLS ID: A4688151

    For Sale A4688151 - 96 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228 9 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 758
       Built: 2026
    Monthly Fee: $280
       Tax: $815 (2025)
    Community: Twin Shores Mobile Home
    Manufactured Home


    Estimated Monthly Payment: $2,677 (change assumption)
    Mortgage ($2,329) + Fees ($280) + Taxes in 2025 ($68)


    Taxes:$815

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $340,000162 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


  • 847 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $609,000209 Days on yellowkey   MLS ID: A4665172

    For Sale A4665172 - 847 EVERGREEN WAY, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 1440
       Built: 1991   Tax: $8,510 (2024)
    Community: Cedars East Sec 3
    Townhouse


    Estimated Monthly Payment: $4,046 (change assumption)
    Mortgage ($3,337) + Taxes in 2024 ($709)


    Taxes:$8,510

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228

    $1,115,000193 Days on yellowkey   MLS ID: A4667039

    For Sale A4667039 - 240 SANDS POINT RD #4206, LONGBOAT KEY, FL 34228 42 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982
    Monthly Fee: $1,418
       Tax: $9,141 (2024)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $8,289 (change assumption)
    Mortgage ($6,109) + Fees ($1,418) + Taxes in 2024 ($762)


    Taxes:$9,141

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $529,000166 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


  • 240 SANDS POINT RD #4205, LONGBOAT KEY, FL 34228

    $1,115,000193 Days on yellowkey   MLS ID: A4667038

    For Sale A4667038 - 240 SANDS POINT RD #4205, LONGBOAT KEY, FL 34228 39 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982
    Monthly Fee: $1,418
       Tax: $9,961 (2024)
    Community: Inn On The Beach Ph Ii
    Condo


    Estimated Monthly Payment: $8,358 (change assumption)
    Mortgage ($6,109) + Fees ($1,418) + Taxes in 2024 ($830)


    Taxes:$9,961

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3030 GRAND BAY BLVD #384, LONGBOAT KEY, FL 34228

    $1,699,00019 Days on yellowkey   MLS ID: A4687630

    4 Days Off yellowkey (back on 4/7/2026)

    For Sale A4687630 - 3030 GRAND BAY BLVD #384, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1998   Tax: $17,280 (2025)
    Community: Grand Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,749 (change assumption)
    Mortgage ($9,309) + Taxes in 2025 ($1,440)


    Taxes:$17,280

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228

    $2,595,00017 Days on yellowkey   MLS ID: A4687604

    For Sale A4687604 - 7149 LONGBOAT DR N, LONGBOAT KEY, FL 34228 47 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3230
       Built: 1967   Tax: $19,370 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,833 (change assumption)
    Mortgage ($14,219) + Taxes in 2025 ($1,614)


    Taxes:$19,370

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3540 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $3,595,00099 Days on yellowkey   MLS ID: A4676754

    0 Days Off yellowkey (back on 1/24/2026)

    For Sale A4676754 - 3540 MISTLETOE LN, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3166
       Built: 1991   Tax: $23,808 (2025)
    Community: Coreys Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $21,682 (change assumption)
    Mortgage ($19,698) + Taxes in 2025 ($1,984)


    Taxes:$23,808

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228

    $545,000102 Days on yellowkey   MLS ID: A4676730

    For Sale A4676730 - 5231 GULF OF MEXICO DR #104, LONGBOAT KEY, FL 34228 44 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 720
       Built: 1973   Tax: $6,784 (2024)
    Community: Covert Ii
    Condo


    Estimated Monthly Payment: $3,552 (change assumption)
    Mortgage ($2,986) + Taxes in 2024 ($565)


    Taxes:$6,784

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2425 GULF OF MEXICO DR #1A, LONGBOAT KEY, FL 34228

    $1,595,0008 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


  • 779 SAINT JUDES DR N, LONGBOAT KEY, FL 34228

    $492,000272 Days on yellowkey   MLS ID: O6326464

    For Sale O6326464 - 779 SAINT JUDES DR N, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 1.5
    Liv Area Sq Ft: 882
       Built: 1972   Tax: $5,814 (2024)
    Community: Villa Dos Palmas
    Condo


    Estimated Monthly Payment: $3,180 (change assumption)
    Mortgage ($2,696) + Taxes in 2024 ($485)


    Taxes:$5,814

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228

    $710,000197 Days on yellowkey   MLS ID: A4664627

    For Sale A4664627 - 4621 GULF OF MEXICO DR #14F, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 900
       Built: 1973   Tax: $11,151 (2025)
    Community: Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,820 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($929)


    Taxes:$11,151

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1930 HARBOURSIDE DR #145, LONGBOAT KEY, FL 34228

    $599,0008 Days on yellowkey   MLS ID: A4686987

    For Sale A4686987 - 1930 HARBOURSIDE DR #145, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1270
       Built: 1982   Tax: $8,215 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,967 (change assumption)
    Mortgage ($3,282) + Taxes in 2025 ($685)


    Taxes:$8,215

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228

    $1,749,0008 Days on yellowkey   MLS ID: A4686985

    For Sale A4686985 - 1211 GULF OF MEXICO DR #709, LONGBOAT KEY, FL 34228 50 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1827
       Built: 1985   Tax: $14,725 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,810 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,227)


    Taxes:$14,725

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228

    $75,0008 Days on yellowkey   MLS ID: A4688941

    For Sale A4688941 - 408 GULF OF MEXICO DR #1332, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0
    Built: 2006
       Tax: $1,058 (2025)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $499 (change assumption)
    Mortgage ($411) + Taxes in 2025 ($88)


    Taxes:$1,058

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




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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.