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Longboat Key Homes For Sale & Real Estate - 435 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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  • 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $899,00028 Days on yellowkey   MLS ID: A4691842

    0 Days Off yellowkey (back on 5/7/2026)

    For Sale A4691842 - 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1979   Tax: $9,423 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,711 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($785)


    Taxes:$9,423

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $368,50028 Days on yellowkey   MLS ID: A4691701

    For Sale A4691701 - 2850 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 24 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 657
       Built: 1967   Tax: $4,601 (2025)
    Community: Neptune On Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $2,403 (change assumption)
    Mortgage ($2,019) + Taxes in 2025 ($383)


    Taxes:$4,601

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 7147 LA LENAIRE DR, LONGBOAT KEY, FL 34228

    $5,000,000190 Days on yellowkey   MLS ID: TB8448347

    REDUCED by $235,000 (4.5%) on 05/07/2026

    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
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $30,510 (change assumption)
    Mortgage ($27,397) + 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


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

    $900,000105 Days on yellowkey   MLS ID: A4682264

    REDUCED by $99,000 (9.9%) on 05/07/2026

    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
    Spa: No

    Apartment


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + 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

    $900,000105 Days on yellowkey   MLS ID: A4682186

    REDUCED by $99,000 (9.9%) on 05/07/2026

    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
    Spa: No

    Single Family


    Estimated Monthly Payment: $5,904 (change assumption)
    Mortgage ($4,931) + 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


  • 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $2,400,00064 Days on yellowkey   MLS ID: A4687106

    REDUCED by $50,000 (2.0%) on 05/06/2026

    For Sale A4687106 - 3481 BAYOU SOUND, LONGBOAT KEY, FL 34228 79 photos

    Bed: 5   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3391
       Built: 1986
    Monthly Fee: $104
       Tax: $21,359 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $15,034 (change assumption)
    Mortgage ($13,150) + Fees ($104) + Taxes in 2025 ($1,780)


    Taxes:$21,359

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228

    $598,000222 Days on yellowkey   MLS ID: A4667654

    For Sale A4667654 - 4234 GULF OF MEXICO DR #E2, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1150
       Built: 1973   Tax: $10,617 (2025)
    Community: Pelican Harbour & Beach Club
    Condo


    Estimated Monthly Payment: $4,161 (change assumption)
    Mortgage ($3,277) + Taxes in 2025 ($885)


    Taxes:$10,617

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228

    $3,850,00021 Days on yellowkey   MLS ID: A4689658

    For Sale A4689658 - 1241 GULF OF MEXICO DR #506, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2650
       Built: 1996   Tax: $27,928 (2025)
    Community: Water Club 01 At Longboat Key
    Condo


    Estimated Monthly Payment: $23,423 (change assumption)
    Mortgage ($21,095) + Taxes in 2025 ($2,327)


    Taxes:$27,928

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,125,000136 Days on yellowkey   MLS ID: TB8463320

    For Sale TB8463320 - 744 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 45 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1688
       Built: 1963   Tax: $7,142 (2024)
    Community: Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,759 (change assumption)
    Mortgage ($6,164) + Taxes in 2024 ($595)


    Taxes:$7,142

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $15,000,000405 Days on yellowkey   MLS ID: A4648957

    For Sale A4648957 - 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228 42 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4925
       Built: 2025   Tax: $44,748 (2024)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $85,919 (change assumption)
    Mortgage ($82,190) + Taxes in 2024 ($3,729)


    Taxes:$44,748

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4380 EXETER DR #101, LONGBOAT KEY, FL 34228

    $389,50075 Days on yellowkey   MLS ID: A4686109

    REDUCED by $500 (0.1%) on 05/06/2026

    For Sale A4686109 - 4380 EXETER DR #101, LONGBOAT KEY, FL 34228 81 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970   Tax: $3,148 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,397 (change assumption)
    Mortgage ($2,134) + Taxes in 2024 ($262)


    Taxes:$3,148

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $799,00033 Days on yellowkey   MLS ID: A4691314

    For Sale A4691314 - 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1110
       Built: 1973   Tax: $3,363 (2025)
    Community: Mccalls Beach Castle
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,658 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($280)


    Taxes:$3,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228

    $3,275,000137 Days on yellowkey   MLS ID: A4677632

    For Sale A4677632 - 1281 GULF OF MEXICO DR #708, LONGBOAT KEY, FL 34228 60 photos

    Bed: 3   Bath: 4.5   Gar: 1
    Liv Area Sq Ft: 3273
       Built: 1999   Tax: $26,304 (2024)
    Community: Water Club At Longboat Key
    Spa: No

    Condo


    Estimated Monthly Payment: $20,137 (change assumption)
    Mortgage ($17,945) + Taxes in 2024 ($2,192)


    Taxes:$26,304

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2024

    Middle School: Booker Middle


  • 3040 GRAND BAY BLVD #234, LONGBOAT KEY, FL 34228

    $1,150,000161 Days on yellowkey   MLS ID: A4675109

    REDUCED by $100,000 (8.0%) on 05/06/2026

    For Sale A4675109 - 3040 GRAND BAY BLVD #234, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2550
       Built: 1996   Tax: $8,854 (2024)
    Community: Grand Bay 2
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,039 (change assumption)
    Mortgage ($6,301) + Taxes in 2024 ($738)


    Taxes:$8,854

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $399,00064 Days on yellowkey   MLS ID: A4687361

    REDUCED by $10,000 (2.4%) on 05/05/2026

    For Sale A4687361 - 4350 CHATHAM DR #106, LONGBOAT KEY, FL 34228 70 photos

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


    Estimated Monthly Payment: $2,376 (change assumption)
    Mortgage ($2,186) + 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


  • 535 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $750,00093 Days on yellowkey   MLS ID: A4683586

    1 Days Off yellowkey (back on 5/6/2026)

    For Sale A4683586 - 535 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 20 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1556
       Built: 1972   Tax: $3,711 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,419 (change assumption)
    Mortgage ($4,109) + Taxes in 2024 ($309)


    Taxes:$3,711

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 5757 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228

    $709,90079 Days on yellowkey   MLS ID: A4685205

    1 Days Off yellowkey (back on 5/5/2026)

    For Sale A4685205 - 5757 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1561
       Built: 1975   Tax: $3,135 (2025)
    Community: The Shore
    Condo


    Estimated Monthly Payment: $4,151 (change assumption)
    Mortgage ($3,890) + Taxes in 2025 ($261)


    Taxes:$3,135

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228

    $649,900175 Days on yellowkey   MLS ID: TB8453208

    For Sale TB8453208 - 4621 GULF OF MEXICO DR #10D, LONGBOAT KEY, FL 34228 28 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 756
       Built: 1973   Tax: $8,174 (2024)
    Community: Longboat Key Casa Del Mar
    Condo


    Estimated Monthly Payment: $4,242 (change assumption)
    Mortgage ($3,561) + Taxes in 2024 ($681)


    Taxes:$8,174

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $529,000209 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


  • 541 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $830,00028 Days on yellowkey   MLS ID: A4691592

    0 Days Off yellowkey (back on 5/4/2026)

    For Sale A4691592 - 541 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 2 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1704
       Built: 1976   Tax: $5,286 (2025)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $4,988 (change assumption)
    Mortgage ($4,548) + Taxes in 2025 ($441)


    Taxes:$5,286

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King 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.