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Longboat Key Single Family Homes For Sale - 101 homes

Longboat Key Single Family Homes for Sale are located in Sarasota County, Florida. Find single family homes for sale in Longboat Key with data from the Multiple Listing Service (MLS). Our REALTORS® can assist you in your real estate search for Longboat Key single family houses.

Location: Longboat Key

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  • 550 YARDARM LN, LONGBOAT KEY, FL 34228

    $3,795,000145 Days on yellowkey   MLS ID: A4672604

    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: $22,202 (change assumption)
    Mortgage ($20,794) + Fees ($23) + Taxes in 2024 ($1,385)


    Taxes:$16,615

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228

    $4,395,000154 Days on yellowkey   MLS ID: A4671696

    For Sale A4671696 - 510 HARBOR GATE WAY, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 5080
       Built: 1996
    Monthly Fee: $208
       Tax: $42,201 (2024)
    Community: Bay Isles
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $27,806 (change assumption)
    Mortgage ($24,082) + Fees ($208) + Taxes in 2024 ($3,517)


    Taxes:$42,201

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,700,000172 Days on yellowkey   MLS ID: A4669634

    For Sale A4669634 - 569 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 81 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2804
       Built: 1996
    Monthly Fee: $3
       Tax: $22,111 (2024)
    Community: Sleepy Lagoon Park
    Spa: No

    Single Family


    Estimated Monthly Payment: $11,160 (change assumption)
    Mortgage ($9,315) + Fees ($3) + Taxes in 2024 ($1,843)


    Taxes:$22,111

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3617 FAIR OAKS PL, LONGBOAT KEY, FL 34228

    $2,050,000219 Days on yellowkey   MLS ID: A4663935

    For Sale A4663935 - 3617 FAIR OAKS PL, LONGBOAT KEY, FL 34228 33 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2950
       Built: 1995
    Monthly Fee: $746
       Tax: $16,463 (2025)
    Community: Queens Harbour
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $13,350 (change assumption)
    Mortgage ($11,233) + Fees ($746) + Taxes in 2025 ($1,372)


    Taxes:$16,463

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 524 HALYARD LN, LONGBOAT KEY, FL 34228

    $5,495,000228 Days on yellowkey   MLS ID: A4663499

    For Sale A4663499 - 524 HALYARD LN, LONGBOAT KEY, FL 34228 91 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 3737
       Built: 2025
    Monthly Fee: $21
       Tax: $17,932 (2024)
    Community: Country Club Shores Iv
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $31,624 (change assumption)
    Mortgage ($30,109) + Fees ($21) + Taxes in 2024 ($1,494)


    Taxes:$17,932

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Brookside Middle


  • 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $3,995,000242 Days on yellowkey   MLS ID: A4661988

    For Sale A4661988 - 5005 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 82 photos

    Bed: 4   Bath: 4.5   Gar: 3
    Liv Area Sq Ft: 4044
       Built: 2018
    Monthly Fee: $766
       Tax: $49,274 (2024)
    Community: Bonaire
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $26,762 (change assumption)
    Mortgage ($21,890) + Fees ($766) + Taxes in 2024 ($4,106)


    Taxes:$49,274

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,299,000273 Days on yellowkey   MLS ID: A4658086

    For Sale A4658086 - 3210 BAYOU SOUND, LONGBOAT KEY, FL 34228 59 photos

    Bed: 3   Bath: 2.0   Gar: 3
    Liv Area Sq Ft: 2091
       Built: 1978
    Monthly Fee: $104
       Tax: $15,679 (2024)
    Community: The Bayou
    Spa: No

    Single Family


    Estimated Monthly Payment: $8,528 (change assumption)
    Mortgage ($7,118) + Fees ($104) + Taxes in 2024 ($1,307)


    Taxes:$15,679

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228

    $1,295,00049 Days on yellowkey   MLS ID: A4683082

    For Sale A4683082 - 550 DE NARVAEZ DR, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1758
       Built: 1977   Tax: $6,151 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $7,608 (change assumption)
    Mortgage ($7,096) + Taxes in 2025 ($513)


    Taxes:$6,151

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $13,995,00088 Days on yellowkey   MLS ID: A4677413

    For Sale A4677413 - 6489 GULFSIDE RD, LONGBOAT KEY, FL 34228 68 photos

    Bed: 4   Bath: 4.5   Gar: 4
    Liv Area Sq Ft: 6616
       Built: 2026   Tax: $42,641 (2025)
    Community: Sleepy Lagoon
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $80,236 (change assumption)
    Mortgage ($76,683) + Taxes in 2025 ($3,553)


    Taxes:$42,641

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228

    $1,650,00049 Days on yellowkey   MLS ID: A4683048

    For Sale A4683048 - 3131 BAYOU SOUND, LONGBOAT KEY, FL 34228 43 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 3023
       Built: 1978
    Monthly Fee: $104
       Tax: $15,562 (2025)
    Community: Bay Isles
    Single Family


    Estimated Monthly Payment: $10,442 (change assumption)
    Mortgage ($9,041) + Fees ($104) + Taxes in 2025 ($1,297)


    Taxes:$15,562

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 5970 EMERALD HARBOR DR, LONGBOAT KEY, FL 34228

    $2,795,00057 Days on yellowkey   MLS ID: A4681905

    For Sale A4681905 - 5970 EMERALD HARBOR DR, LONGBOAT KEY, FL 34228 46 photos

    Bed: 4   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3098
       Built: 1977
    Monthly Fee: $63
       Tax: $12,915 (2024)
    Community: Emerald Harbor Unit 1 Rev
    Spa: No

    Single Family


    Estimated Monthly Payment: $16,454 (change assumption)
    Mortgage ($15,315) + Fees ($63) + Taxes in 2024 ($1,076)


    Taxes:$12,915

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 548 GUNWALE LN, LONGBOAT KEY, FL 34228

    $2,200,00071 Days on yellowkey   MLS ID: A4680965

    For Sale A4680965 - 548 GUNWALE LN, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 1853
       Built: 1967
    Monthly Fee: $17
       Tax: $9,801 (2025)
    Community: Country Club Shores Sec 1
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $12,888 (change assumption)
    Mortgage ($12,054) + Fees ($17) + Taxes in 2025 ($817)


    Taxes:$9,801

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 7030 POINSETTIA AVE, LONGBOAT KEY, FL 34228

    $1,199,00025 Days on yellowkey   MLS ID: A4686787

    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: $7,126 (change assumption)
    Mortgage ($6,570) + 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


  • 6851 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,775,00074 Days on yellowkey   MLS ID: A4675356

    For Sale A4675356 - 6851 LONGBOAT DR S, LONGBOAT KEY, FL 34228 42 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 2643
       Built: 1986   Tax: $9,196 (2024)
    Community: Longbeach On Longboat Key
    Single Family


    Estimated Monthly Payment: $10,492 (change assumption)
    Mortgage ($9,726) + Taxes in 2024 ($766)


    Taxes:$9,196

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 569 BAYVIEW DR, LONGBOAT KEY, FL 34228

    $4,850,000250 Days on yellowkey   MLS ID: A4661312

    For Sale A4661312 - 569 BAYVIEW DR, LONGBOAT KEY, FL 34228 89 photos

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

    Single Family


    Estimated Monthly Payment: $27,580 (change assumption)
    Mortgage ($26,575) + 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


  • 6841 LONGBOAT DR S, LONGBOAT KEY, FL 34228

    $1,050,000117 Days on yellowkey   MLS ID: A4674302

    0 Days Off yellowkey (back on 4/9/2026)

    REDUCED by $45,000 (4.1%) on 04/01/2026

    For Sale A4674302 - 6841 LONGBOAT DR S, LONGBOAT KEY, FL 34228 49 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1380
       Built: 1935   Tax: $13,113 (2025)
    Community: Longbeach On Longboat Key
    Spa: No

    Single Family


    Estimated Monthly Payment: $6,846 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($1,093)


    Taxes:$13,113

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 765 SAINT JUDES DR N, LONGBOAT KEY, FL 34228

    $1,499,90053 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


  • 3488 MISTLETOE LN, LONGBOAT KEY, FL 34228

    $3,980,000167 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


  • 6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228

    $8,995,000195 Days on yellowkey   MLS ID: A4665992

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

    For Sale A4665992 - 6161 GULF OF MEXICO DR, LONGBOAT KEY, FL 34228 83 photos

    Bed: 4   Bath: 4.5   Gar: 5
    Liv Area Sq Ft: 4224
       Built: 1997   Tax: $77,915 (2024)
    Community: Sleepy Lagoon
    Spa: No

    Single Family


    Estimated Monthly Payment: $55,779 (change assumption)
    Mortgage ($49,286) + Taxes in 2024 ($6,493)


    Taxes:$77,915

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle


  • 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $1,895,00039 Days on yellowkey   MLS ID: A4684578

    For Sale A4684578 - 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228 3 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2173
       Built: 1969
    Monthly Fee: $63
       Tax: $11,776 (2024)
    Community: Emerald Harbor
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $11,428 (change assumption)
    Mortgage ($10,383) + Fees ($63) + Taxes in 2024 ($981)


    Taxes:$11,776

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: W.D. Sugg Middle




Why Bother Searching Elsewhere for Longboat Key Single Family Homes for Sale?

Longboat Key home, townhome, and condo, villa, and other listing sale 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 single family homes for sale in Longboat Key. You can use our website to view Multiple Listing Service (MLS) data on Longboat Key single family homes. 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 single family home 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.