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Longboat Key Homes For Sale & Real Estate - 400 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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  • 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $739,00090 Days on yellowkey   MLS ID: A4685838

    For Sale A4685838 - 4500 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 61 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1325
       Built: 1975   Tax: $2,843 (2025)
    Community: Windward Bay Amd
    Condo


    Estimated Monthly Payment: $4,286 (change assumption)
    Mortgage ($4,049) + Taxes in 2025 ($237)


    Taxes:$2,843

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $399,00092 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


  • 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $1,025,00065 Days on yellowkey   MLS ID: A4690646

    REDUCED by $50,000 (4.7%) on 06/23/2026

    For Sale A4690646 - 4485 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1175
       Built: 1973   Tax: $6,115 (2025)
    Community: Arbomar Apts
    Condo


    Estimated Monthly Payment: $6,126 (change assumption)
    Mortgage ($5,616) + Taxes in 2025 ($510)


    Taxes:$6,115

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 541 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $830,00056 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


  • 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228

    $724,000Listed 06/23/2026 3:43PM   MLS ID: A4696667

    For Sale A4696667 - 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228 58 photos

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1442
       Built: 1984   Tax: $9,366 (2025)
    Community: Fairway Bay 2 Ph 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,748 (change assumption)
    Mortgage ($3,967) + Taxes in 2025 ($781)


    Taxes:$9,366

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228

    $1,749,00013 Days on yellowkey   MLS ID: A4695252

    For Sale A4695252 - 793 JUNGLE QUEEN WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2688
       Built: 2007   Tax: $16,753 (2025)
    Community: Longboat Key
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $10,979 (change assumption)
    Mortgage ($9,583) + Taxes in 2025 ($1,396)


    Taxes:$16,753

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $4,295,000246 Days on yellowkey   MLS ID: A4669195

    REDUCED by $200,000 (4.4%) on 06/16/2026

    For Sale A4669195 - 530 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 100 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2025   Tax: $12,064 (2024)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,539 (change assumption)
    Mortgage ($23,534) + Taxes in 2024 ($1,005)


    Taxes:$12,064

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228

    $980,000775 Days on yellowkey   MLS ID: A4609759

    INCREASED by $90,000 (10.1%) on 06/23/2026

    For Sale A4609759 - 100 SANDS POINT RD #324, LONGBOAT KEY, FL 34228 49 photos

    Bed: 3   Bath: 2.0
    Liv Area Sq Ft: 1941
       Built: 1966
    Monthly Fee: $1,614
       Tax: $11,167 (2023)
    Community: Sands Point
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,914 (change assumption)
    Mortgage ($5,370) + Fees ($1,614) + Taxes in 2023 ($931)


    Taxes:$11,167

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2023

    Middle School: Booker Middle


  • 2000 HARBOURSIDE DR #1501, LONGBOAT KEY, FL 34228

    $699,000Listed 06/23/2026 2:21PM   MLS ID: A4697798

    For Sale A4697798 - 2000 HARBOURSIDE DR #1501, LONGBOAT KEY, FL 34228 38 photos

    Bed: 2   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1370
       Built: 1985
    Monthly Fee: $1,733
       Tax: $9,011 (2025)
    Community: Fairway Bay 2 Ph 2 & 3
    Spa: Yes

    Townhouse


    Estimated Monthly Payment: $6,314 (change assumption)
    Mortgage ($3,830) + Fees ($1,733) + Taxes in 2025 ($751)


    Taxes:$9,011

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228

    $799,000266 Days on yellowkey   MLS ID: A4667044

    REDUCED by $40,900 (4.9%) on 05/20/2026

    For Sale A4667044 - 4825 GULF OF MEXICO DR #105, LONGBOAT KEY, FL 34228 32 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1393
       Built: 1970   Tax: $11,897 (2024)
    Community: Westchester Apts
    Spa: No

    Condo


    Estimated Monthly Payment: $5,369 (change assumption)
    Mortgage ($4,378) + Taxes in 2024 ($991)


    Taxes:$11,897

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228

    $599,000122 Days on yellowkey   MLS ID: A4679458

    For Sale A4679458 - 4720 GULF OF MEXICO DR #Villa 2, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 912
       Built: 1974
    Monthly Fee: $1,305
       Tax: $1,356 (2025)
    Community: Windward Bay Amd
    Villa


    Estimated Monthly Payment: $4,700 (change assumption)
    Mortgage ($3,282) + Fees ($1,305) + Taxes in 2025 ($113)


    Taxes:$1,356

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


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

    $1,115,000264 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


  • 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $1,899,00050 Days on yellowkey   MLS ID: A4692587

    For Sale A4692587 - 3040 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 88 photos

    Bed: 4   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3009
       Built: 1995   Tax: $8,653 (2025)
    Community: Triton Cove
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,126 (change assumption)
    Mortgage ($10,405) + Taxes in 2025 ($721)


    Taxes:$8,653

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 549 HALYARD LN, LONGBOAT KEY, FL 34228

    $2,195,0001 Day on yellowkey   MLS ID: A4696535

    For Sale A4696535 - 549 HALYARD LN, LONGBOAT KEY, FL 34228 70 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1594
       Built: 1965
    Monthly Fee: $23
       Tax: $20,602 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $13,767 (change assumption)
    Mortgage ($12,027) + Fees ($23) + Taxes in 2025 ($1,717)


    Taxes:$20,602

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $4,495,00013 Days on yellowkey   MLS ID: A4696767

    For Sale A4696767 - 626 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4106
       Built: 2026
    Monthly Fee: $50
       Tax: $4,789 (2025)
    Community: Longboat Shores Rev
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $25,079 (change assumption)
    Mortgage ($24,630) + Fees ($50) + Taxes in 2025 ($399)


    Taxes:$4,789

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228

    $475,00068 Days on yellowkey   MLS ID: A4690036

    REDUCED by $25,000 (5.0%) on 04/27/2026

    For Sale A4690036 - 600 SUTTON PL #B302, LONGBOAT KEY, FL 34228 59 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1132
       Built: 1973
    Monthly Fee: $1,642
       Tax: $7,415 (2025)
    Community: Sutton Place
    Spa: No

    Condo


    Estimated Monthly Payment: $4,863 (change assumption)
    Mortgage ($2,603) + Fees ($1,642) + Taxes in 2025 ($618)


    Taxes:$7,415

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: W.D. Sugg Middle


  • 546 SPANISH DR S, LONGBOAT KEY, FL 34228

    $499,00023 Days on yellowkey   MLS ID: A4694824

    REDUCED by $10,000 (2.0%) on 06/23/2026

    For Sale A4694824 - 546 SPANISH DR S, LONGBOAT KEY, FL 34228 57 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1241
       Built: 1966   Tax: $2,488 (2025)
    Community: Spanish Main Yacht Club Condo
    Spa: No

    Condo


    Estimated Monthly Payment: $2,941 (change assumption)
    Mortgage ($2,734) + Taxes in 2025 ($207)


    Taxes:$2,488

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228

    $2,745,000239 Days on yellowkey   MLS ID: A4669837

    REDUCED by $10,000 (0.4%) on 06/23/2026

    For Sale A4669837 - 1241 GULF OF MEXICO DR #804, LONGBOAT KEY, FL 34228 63 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: $17,152 (change assumption)
    Mortgage ($15,041) + Taxes in 2024 ($2,112)


    Taxes:$25,341

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 602 BUTTONWOOD DR, LONGBOAT KEY, FL 34228

    $1,399,0008 Days on yellowkey   MLS ID: A4697037

    For Sale A4697037 - 602 BUTTONWOOD DR, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2107
       Built: 1961
    Monthly Fee: $50
       Tax: $12,286 (2025)
    Community: Buttonwood Harbor
    Single Family


    Estimated Monthly Payment: $8,739 (change assumption)
    Mortgage ($7,666) + Fees ($50) + Taxes in 2025 ($1,024)


    Taxes:$12,286

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


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

    $348,00056 Days on yellowkey   MLS ID: A4691701

    REDUCED by $20,500 (5.6%) on 05/29/2026

    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: $2,290 (change assumption)
    Mortgage ($1,907) + Taxes in 2025 ($383)


    Taxes:$4,601

    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.