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Longboat Key Homes For Sale & Real Estate - 412 homes

Longboat Key homes for sale are located in Manatee 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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  • 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228

    $1,499,90065 Days on yellowkey   MLS ID: A4683420

    REDUCED by $80,100 (5.1%) on 04/08/2026

    For Sale A4683420 - 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228 65 photos

    Bed: 4   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1900
       Built: 1963   Tax: $14,125 (2025)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $9,396 (change assumption)
    Mortgage ($8,218) + Taxes in 2025 ($1,177)


    Taxes:$14,125

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228

    $699,000107 Days on yellowkey   MLS ID: A4677568

    1 Days Off yellowkey (back on 4/6/2026)

    For Sale A4677568 - 4805 GULF OF MEXICO DR #103, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $6,331 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $4,358 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($528)


    Taxes:$6,331

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228

    $850,000304 Days on yellowkey   MLS ID: A4656539

    0 Days Off yellowkey (back on 4/8/2026)

    For Sale A4656539 - 2181 HARBOURSIDE DR #1403, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2219
       Built: 1984   Tax: $9,674 (2024)
    Community: Harbor Oaks Ph I & Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,464 (change assumption)
    Mortgage ($4,657) + Taxes in 2024 ($806)


    Taxes:$9,674

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 3488 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $3,980,000179 Days on yellowkey   MLS ID: A4670010

    For Sale A4670010 - 3488 MISTLETOE LN, LONGBOAT KEY, FL 34228 82 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3341
       Built: 1989
    Monthly Fee: $1,083
       Tax: $25,296 (2025)
    Community: Coreys Landing
    Spa: No

    Single Family


    Estimated Monthly Payment: $24,999 (change assumption)
    Mortgage ($21,808) + Fees ($1,083) + Taxes in 2025 ($2,108)


    Taxes:$25,296

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $1,200,00018 Days on yellowkey   MLS ID: A4689076

    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: $7,362 (change assumption)
    Mortgage ($6,575) + Taxes in 2024 ($786)


    Taxes:$9,436

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228

    $675,00063 Days on yellowkey   MLS ID: A4683552

    REDUCED by $24,000 (3.4%) on 04/08/2026

    For Sale A4683552 - 2089 GULF OF MEXICO DR #G1-108, LONGBOAT KEY, FL 34228 14 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 933
       Built: 1974
    Monthly Fee: $1,250
       Tax: $6,817 (2025)
    Community: Seaplace I
    Condo


    Estimated Monthly Payment: $5,517 (change assumption)
    Mortgage ($3,699) + Fees ($1,250) + Taxes in 2025 ($568)


    Taxes:$6,817

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228

    $6,750,00047 Days on yellowkey   MLS ID: A4685503

    For Sale A4685503 - 1581 GULF OF MEXICO DR #406, LONGBOAT KEY, FL 34228 52 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2347
       Built: 2024   Tax: $50,055 (2025)
    Community: St. Regis
    Spa: No

    Condo


    Estimated Monthly Payment: $41,157 (change assumption)
    Mortgage ($36,985) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $13,000,00046 Days on yellowkey   MLS ID: A4685495

    For Sale A4685495 - 1561 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 4891
       Built: 2024   Tax: $94,589 (2025)
    Community: St. Regis Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $79,114 (change assumption)
    Mortgage ($71,231) + Taxes in 2025 ($7,882)


    Taxes:$94,589

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228

    $2,195,00025 Days on yellowkey   MLS ID: A4686984

    For Sale A4686984 - 455 LONGBOAT CLUB RD #402, LONGBOAT KEY, FL 34228 50 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2410
       Built: 1990   Tax: $18,228 (2025)
    Community: Pierre
    Spa: Yes

    Condo


    Estimated Monthly Payment: $13,546 (change assumption)
    Mortgage ($12,027) + Taxes in 2025 ($1,519)


    Taxes:$18,228

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228

    $995,00085 Days on yellowkey   MLS ID: A4679728

    For Sale A4679728 - 4401 GULF OF MEXICO DR #601, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1524
       Built: 1972   Tax: $14,214 (2024)
    Community: Longboat Harbour Towers
    Condo


    Estimated Monthly Payment: $6,636 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($1,185)


    Taxes:$14,214

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 415 L AMBIANCE DR #A301, LONGBOAT KEY, FL 34228

    $6,100,00023 Days on yellowkey   MLS ID: A4688759

    For Sale A4688759 - 415 L AMBIANCE DR #A301, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3380
       Built: 1992   Tax: $46,418 (2025)
    Community: L Ambiance 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $37,292 (change assumption)
    Mortgage ($33,424) + Taxes in 2025 ($3,868)


    Taxes:$46,418

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $795,00019 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


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

    $425,00019 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

    $425,00020 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


  • 847 EVERGREEN WAY, LONGBOAT KEY, FL 34228

    $609,000221 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


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

    $1,699,00031 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

    $2,595,00029 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


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

    $545,000114 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

    $1,595,00020 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


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

    $710,000209 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




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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.