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Longboat Key Homes For Sale & Real Estate - 432 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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  • 6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $5,995,000125 Days on yellowkey   MLS ID: A4678978

    For Sale A4678978 - 6381 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 60 photos

    Bed: 4   Bath: 5.0   Gar: 9
    Liv Area Sq Ft: 4224
       Built: 2021   Tax: $94,565 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $40,729 (change assumption)
    Mortgage ($32,848) + Taxes in 2025 ($7,880)


    Taxes:$94,565

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228

    $995,00068 Days on yellowkey   MLS ID: A4686787

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

    REDUCED by $104,000 (9.5%) on 04/23/2026

    For Sale A4686787 - 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228 62 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1402
       Built: 1934   Tax: $6,672 (2025)
    Community: Longbeach On Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $6,008 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($556)


    Taxes:$6,672

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 380 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228

    $1,150,00096 Days on yellowkey   MLS ID: A4683391

    REDUCED by $49,000 (4.1%) on 04/30/2026

    For Sale A4683391 - 380 GULF OF MEXICO DR #515, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2380
       Built: 1994   Tax: $11,342 (2025)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,246 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($945)


    Taxes:$11,342

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 550 YARDARM LN, LONGBOAT KEY, FL 34228

    $3,775,000188 Days on yellowkey   MLS ID: A4672604

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

    REDUCED by $20,000 (0.5%) on 04/28/2026

    For Sale A4672604 - 550 YARDARM LN, LONGBOAT KEY, FL 34228 79 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 4281
       Built: 2006
    Monthly Fee: $23
       Tax: $16,615 (2024)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,092 (change assumption)
    Mortgage ($20,684) + Fees ($23) + Taxes in 2024 ($1,385)


    Taxes:$16,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 925 SPANISH DR N, LONGBOAT KEY, FL 34228

    $750,00033 Days on yellowkey   MLS ID: A4691251

    For Sale A4691251 - 925 SPANISH DR N, LONGBOAT KEY, FL 34228 82 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1968   Tax: $491 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Villa


    Estimated Monthly Payment: $4,150 (change assumption)
    Mortgage ($4,109) + Taxes in 2025 ($41)


    Taxes:$491

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 948 SPANISH DR S, LONGBOAT KEY, FL 34228

    $1,199,00077 Days on yellowkey   MLS ID: A4685572

    For Sale A4685572 - 948 SPANISH DR S, LONGBOAT KEY, FL 34228 73 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1968   Tax: $4,945 (2025)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $6,982 (change assumption)
    Mortgage ($6,570) + Taxes in 2025 ($412)


    Taxes:$4,945

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228

    $3,350,000230 Days on yellowkey   MLS ID: A4667938

    For Sale A4667938 - 1241 GULF OF MEXICO DR #803, LONGBOAT KEY, FL 34228 39 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $31,926 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $21,016 (change assumption)
    Mortgage ($18,356) + Taxes in 2025 ($2,660)


    Taxes:$31,926

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1975 GULF OF MEXICO DR #G4-308, LONGBOAT KEY, FL 34228

    $449,000238 Days on yellowkey   MLS ID: A4666939

    0 Days Off yellowkey (back on 4/30/2026)

    For Sale A4666939 - 1975 GULF OF MEXICO DR #G4-308, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1068
       Built: 1977   Tax: $5,438 (2024)
    Community: Seaplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $2,913 (change assumption)
    Mortgage ($2,460) + Taxes in 2024 ($453)


    Taxes:$5,438

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Pine View School


  • 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228

    $469,500159 Days on yellowkey   MLS ID: A4675820

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale A4675820 - 2045 GULF OF MEXICO DR #M1-502, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 1.0
    Liv Area Sq Ft: 928
       Built: 1974   Tax: $6,201 (2025)
    Community: Seaplace Ii
    Condo


    Estimated Monthly Payment: $3,089 (change assumption)
    Mortgage ($2,573) + Taxes in 2025 ($517)


    Taxes:$6,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228

    $530,000142 Days on yellowkey   MLS ID: A4676925

    For Sale A4676925 - 4340 FALMOUTH DR #D104, LONGBOAT KEY, FL 34228 60 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $6,041 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,407 (change assumption)
    Mortgage ($2,904) + Taxes in 2024 ($503)


    Taxes:$6,041

    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

    $550,000328 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
    Spa: No

    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


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

    $6,600,00078 Days on yellowkey   MLS ID: A4685503

    REDUCED by $150,000 (2.2%) on 04/30/2026

    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: $40,335 (change assumption)
    Mortgage ($36,163) + Taxes in 2025 ($4,171)


    Taxes:$50,055

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 408 GULF OF MEXICO DR #2112, LONGBOAT KEY, FL 34228

    $35,000271 Days on yellowkey   MLS ID: A4663562

    1 Days Off yellowkey (back on 4/30/2026)

    For Sale A4663562 - 408 GULF OF MEXICO DR #2112, LONGBOAT KEY, FL 34228 5 photos

    Bed:    Bath: 0.0    Tax: $397 (2024)
    Community: Boathouse On Longboat
    Dock-Rackominium


    Estimated Monthly Payment: $225 (change assumption)
    Mortgage ($192) + Taxes in 2024 ($33)


    Taxes:$397

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 530 CHIPPING LN, LONGBOAT KEY, FL 34228

    $5,799,00081 Days on yellowkey   MLS ID: A4685275

    For Sale A4685275 - 530 CHIPPING LN, LONGBOAT KEY, FL 34228 49 photos

    Bed: 5   Bath: 6.0   Gar: 2
    Liv Area Sq Ft: 4216
       Built: 2026
    Monthly Fee: $21
       Tax: $16,910 (2025)
    Community: Country Club Shores Sec 02
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $33,205 (change assumption)
    Mortgage ($31,775) + Fees ($21) + Taxes in 2025 ($1,409)


    Taxes:$16,910

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $549,00051 Days on yellowkey   MLS ID: A4686987

    0 Days Off yellowkey (back on 4/29/2026)

    REDUCED by $50,000 (8.3%) on 04/22/2026

    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: $3,693 (change assumption)
    Mortgage ($3,008) + Taxes in 2025 ($685)


    Taxes:$8,215

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228

    $1,095,00065 Days on yellowkey   MLS ID: A4686721

    REDUCED by $130,000 (10.6%) on 04/28/2026

    For Sale A4686721 - 2120 HARBOURSIDE DR #623, LONGBOAT KEY, FL 34228 35 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988
    Monthly Fee: $137
       Tax: $11,079 (2025)
    Community: Fairway Bay Atrium
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,060 (change assumption)
    Mortgage ($6,000) + Fees ($137) + Taxes in 2025 ($923)


    Taxes:$11,079

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 3080 GRAND BAY BLVD #515, LONGBOAT KEY, FL 34228

    $625,000145 Days on yellowkey   MLS ID: A4674001

    For Sale A4674001 - 3080 GRAND BAY BLVD #515, LONGBOAT KEY, FL 34228 55 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1276
       Built: 1996   Tax: $7,834 (2024)
    Community: Grand Bay 5
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,077 (change assumption)
    Mortgage ($3,425) + Taxes in 2024 ($653)


    Taxes:$7,834

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228

    $629,000215 Days on yellowkey   MLS ID: A4669086

    For Sale A4669086 - 1065 GULF OF MEXICO DR #201, LONGBOAT KEY, FL 34228 77 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $7,875 (2024)
    Community: Beachplace Iii
    Condo


    Estimated Monthly Payment: $4,103 (change assumption)
    Mortgage ($3,446) + Taxes in 2024 ($656)


    Taxes:$7,875

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 1000 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228

    $949,000194 Days on yellowkey   MLS ID: A4671838

    For Sale A4671838 - 1000 LONGBOAT CLUB RD #204, LONGBOAT KEY, FL 34228 66 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1409
       Built: 1972   Tax: $6,901 (2024)
    Community: Privateer South
    Condo


    Estimated Monthly Payment: $5,775 (change assumption)
    Mortgage ($5,200) + Taxes in 2024 ($575)


    Taxes:$6,901

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228

    $938,500237 Days on yellowkey   MLS ID: A4667037

    For Sale A4667037 - 350 GULF OF MEXICO DR #211, LONGBOAT KEY, FL 34228 35 photos

    Bed: 2   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2394
       Built: 1992   Tax: $9,083 (2023)
    Community: Tangerine Bay Club
    Condo


    Estimated Monthly Payment: $5,899 (change assumption)
    Mortgage ($5,142) + Taxes in 2023 ($757)


    Taxes:$9,083

    Elementary School: None

    High School: None

    Tax Year: 2023

    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.