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Longboat Key Homes For Sale & Real Estate - 364 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 #804, LONGBOAT KEY, FL 34228

    $2,795,000168 Days on yellowkey   MLS ID: A4669837

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 65 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: $17,426 (change assumption)
    Mortgage ($15,315) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1926 HARBOURSIDE DR #1302, LONGBOAT KEY, FL 34228

    $859,000224 Days on yellowkey   MLS ID: TB8422578

    For Sale TB8422578 - 1926 HARBOURSIDE DR #1302, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2606
       Built: 1982
    Monthly Fee: $1,832
       Tax: $8,181 (2024)
    Community: Fairway Bay 1
    Townhouse


    Estimated Monthly Payment: $7,220 (change assumption)
    Mortgage ($4,707) + Fees ($1,832) + Taxes in 2024 ($682)


    Taxes:$8,181

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 635 MARBURY LN, LONGBOAT KEY, FL 34228

    $1,945,00063 Days on yellowkey   MLS ID: A4681616

    REDUCED by $50,000 (2.5%) on 04/01/2026

    For Sale A4681616 - 635 MARBURY LN, LONGBOAT KEY, FL 34228 58 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2446
       Built: 1958   Tax: $22,205 (2024)
    Community: Sleepy Lagoon Park 2
    Single Family


    Estimated Monthly Payment: $12,508 (change assumption)
    Mortgage ($10,657) + Taxes in 2024 ($1,850)


    Taxes:$22,205

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2039 GULF OF MEXICO DR #G3-207, LONGBOAT KEY, FL 34228

    $550,000285 Days on yellowkey   MLS ID: A4657767

    For Sale A4657767 - 2039 GULF OF MEXICO DR #G3-207, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1257
       Built: 1974   Tax: $5,281 (2024)
    Community: Seaplace
    Condo


    Estimated Monthly Payment: $3,454 (change assumption)
    Mortgage ($3,014) + Taxes in 2024 ($440)


    Taxes:$5,281

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4960 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228

    $649,90082 Days on yellowkey   MLS ID: A4679160

    REDUCED by $10,000 (1.5%) on 04/01/2026

    For Sale A4679160 - 4960 GULF OF MEXICO DR #206, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1523
       Built: 1975   Tax: $7,738 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,206 (change assumption)
    Mortgage ($3,561) + Taxes in 2025 ($645)


    Taxes:$7,738

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228

    $1,100,000106 Days on yellowkey   MLS ID: A4676411

    For Sale A4676411 - 360 GULF OF MEXICO DR #312, LONGBOAT KEY, FL 34228 78 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2298
       Built: 1992   Tax: $13,341 (2025)
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $7,139 (change assumption)
    Mortgage ($6,027) + Taxes in 2025 ($1,112)


    Taxes:$13,341

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3810 GULF OF MEXICO DR #F206, LONGBOAT KEY, FL 34228

    $325,00019 Days on yellowkey   MLS ID: A4686238

    For Sale A4686238 - 3810 GULF OF MEXICO DR #F206, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1007
       Built: 1970   Tax: $3,657 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,086 (change assumption)
    Mortgage ($1,781) + Taxes in 2025 ($305)


    Taxes:$3,657

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4900 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228

    $698,000158 Days on yellowkey   MLS ID: A4671087

    1 Days Off yellowkey (back on 2/18/2026)

    For Sale A4671087 - 4900 GULF OF MEXICO DR #205, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1312
       Built: 1975   Tax: $6,787 (2024)
    Community: Windward Bay
    Condo


    Estimated Monthly Payment: $4,390 (change assumption)
    Mortgage ($3,825) + Taxes in 2024 ($566)


    Taxes:$6,787

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,645,000175 Days on yellowkey   MLS ID: A4667842

    REDUCED by $50,000 (1.9%) on 04/01/2026

    For Sale A4667842 - 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228 76 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4510
       Built: 1992   Tax: $20,206 (2024)
    Community: Coreys Landing
    Single Family


    Estimated Monthly Payment: $16,177 (change assumption)
    Mortgage ($14,493) + Taxes in 2024 ($1,684)


    Taxes:$20,206

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228

    $409,00021 Days on yellowkey   MLS ID: A4687361

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 69 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $2,272 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $2,430 (change assumption)
    Mortgage ($2,241) + Taxes in 2025 ($189)


    Taxes:$2,272

    Elementary School: Anna Maria Elementary

    High School: Manatee High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228

    $1,000,00062 Days on yellowkey   MLS ID: A4682264

    REDUCED by $50,000 (4.8%) on 03/31/2026

    For Sale A4682264 - 578 - 580 COMPANION WAY, LONGBOAT KEY, FL 34228 70 photos

    Bed: 4   Bath: 0.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Apartment


    Estimated Monthly Payment: $6,452 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($973)


    Taxes:$11,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 578 COMPANION WAY, LONGBOAT KEY, FL 34228

    $1,000,00062 Days on yellowkey   MLS ID: A4682186

    REDUCED by $99,000 (9.0%) on 03/31/2026

    For Sale A4682186 - 578 COMPANION WAY, LONGBOAT KEY, FL 34228 51 photos

    Bed: 4   Bath: 3.0
    Liv Area Sq Ft: 1792
       Built: 1963   Tax: $11,672 (2025)
    Community: Longboat Key
    Single Family


    Estimated Monthly Payment: $6,452 (change assumption)
    Mortgage ($5,479) + Taxes in 2025 ($973)


    Taxes:$11,672

    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

    $397,00019 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


  • 1050 LONGBOAT CLUB ROAD #903, LONGBOAT KEY, FL 34228

    $995,000375 Days on yellowkey   MLS ID: A4647430

    For Sale A4647430 - 1050 LONGBOAT CLUB ROAD #903, LONGBOAT KEY, FL 34228 94 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1974   Tax: $13,724 (2024)
    Community: Privateer North
    Condo


    Estimated Monthly Payment: $6,596 (change assumption)
    Mortgage ($5,452) + Taxes in 2024 ($1,144)


    Taxes:$13,724

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228

    $724,900526 Days on yellowkey   MLS ID: A4627468

    For Sale A4627468 - 3070 GRAND BAY BLVD #632, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1276
       Built: 1995   Tax: $7,802 (2024)
    Community: Grand Bay 6
    Condo


    Estimated Monthly Payment: $4,622 (change assumption)
    Mortgage ($3,972) + Taxes in 2024 ($650)


    Taxes:$7,802

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228

    $1,550,00084 Days on yellowkey   MLS ID: A4678941

    For Sale A4678941 - 3040 GRAND BAY BLVD #213, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 3.5
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $8,474 (2025)
    Community: Grand Bay 2
    Condo


    Estimated Monthly Payment: $9,199 (change assumption)
    Mortgage ($8,493) + Taxes in 2025 ($706)


    Taxes:$8,474

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2155 HARBOURSIDE DR #804, LONGBOAT KEY, FL 34228

    $775,00064 Days on yellowkey   MLS ID: A4681778

    1 Days Off yellowkey (back on 3/31/2026)

    For Sale A4681778 - 2155 HARBOURSIDE DR #804, LONGBOAT KEY, FL 34228 77 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 2119
       Built: 1984   Tax: $6,299 (2025)
    Community: Harbor Oaks Ph I & Ii
    Condo


    Estimated Monthly Payment: $4,771 (change assumption)
    Mortgage ($4,246) + Taxes in 2025 ($525)


    Taxes:$6,299

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228

    $1,999,000182 Days on yellowkey   MLS ID: A4668344

    0 Days Off yellowkey (back on 3/31/2026)

    For Sale A4668344 - 1241 GULF OF MEXICO DR #203, LONGBOAT KEY, FL 34228 44 photos

    Bed: 3   Bath: 4.0
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $25,305 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $13,062 (change assumption)
    Mortgage ($10,953) + Taxes in 2025 ($2,109)


    Taxes:$25,305

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $1,500,000181 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

    $350,000211 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




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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.