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Longboat Key Homes For Sale & Real Estate - 366 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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  • 225 SANDS POINT RD #6201, LONGBOAT KEY, FL 34228

    $675,000196 Days on yellowkey   MLS ID: A4676042

    REDUCED by $115,000 (14.6%) on 06/04/2026

    For Sale A4676042 - 225 SANDS POINT RD #6201, LONGBOAT KEY, FL 34228 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $7,304 (2025)
    Community: Inn On The Beach Ph Iii
    Condo


    Estimated Monthly Payment: $4,307 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($609)


    Taxes:$7,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 SANDS POINT RD #7205, LONGBOAT KEY, FL 34228

    $675,000196 Days on yellowkey   MLS ID: A4676041

    REDUCED by $24,000 (3.4%) on 06/04/2026

    For Sale A4676041 - 225 SANDS POINT RD #7205, LONGBOAT KEY, FL 34228 30 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 642
       Built: 1983   Tax: $7,183 (2025)
    Community: Inn On The Beach Ph Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,297 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($599)


    Taxes:$7,183

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 250 SANDS POINT RD #5203, LONGBOAT KEY, FL 34228

    $899,900165 Days on yellowkey   MLS ID: A4680085

    For Sale A4680085 - 250 SANDS POINT RD #5203, LONGBOAT KEY, FL 34228 32 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 640
       Built: 1982   Tax: $8,720 (2025)
    Community: Inn On The Beach Ph Ii
    Spa: No

    Condo


    Estimated Monthly Payment: $5,658 (change assumption)
    Mortgage ($4,931) + Taxes in 2025 ($727)


    Taxes:$8,720

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228

    $1,795,000130 Days on yellowkey   MLS ID: A4684578

    REDUCED by $100,000 (5.3%) on 06/04/2026

    For Sale A4684578 - 741 OLD COMPASS RD, LONGBOAT KEY, FL 34228 51 photos

    Bed: 3   Bath: 3.0   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: $10,880 (change assumption)
    Mortgage ($9,835) + 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


  • 2301 GULF OF MEXICO DR #33N, LONGBOAT KEY, FL 34228

    $1,199,00041 Days on yellowkey   MLS ID: A4695318

    For Sale A4695318 - 2301 GULF OF MEXICO DR #33N, LONGBOAT KEY, FL 34228 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1235
       Built: 1970   Tax: $9,383 (2025)
    Community: Islander Club Of Longboat
    Spa: No

    Condo


    Estimated Monthly Payment: $7,352 (change assumption)
    Mortgage ($6,570) + Taxes in 2025 ($782)


    Taxes:$9,383

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228

    $2,499,900263 Days on yellowkey   MLS ID: A4669170

    For Sale A4669170 - 6322 LAGUNA DR #1, LONGBOAT KEY, FL 34228 70 photos

    Bed: 4   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 2886
       Built: 2001   Tax: $12,100 (2024)
    Community: Laguna Yacht Village A Condo
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $14,706 (change assumption)
    Mortgage ($13,698) + Taxes in 2024 ($1,008)


    Taxes:$12,100

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228

    $659,000139 Days on yellowkey   MLS ID: A4682869

    REDUCED by $40,000 (5.7%) on 06/03/2026

    For Sale A4682869 - 2110 HARBOURSIDE DR #523, LONGBOAT KEY, FL 34228 69 photos

    Bed: 3   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 2031
       Built: 1988   Tax: $5,680 (2025)
    Community: Fairway Bay
    Spa: No

    Condo


    Estimated Monthly Payment: $4,084 (change assumption)
    Mortgage ($3,611) + Taxes in 2025 ($473)


    Taxes:$5,680

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $950,00052 Days on yellowkey   MLS ID: A4694202

    0 Days Off yellowkey (back on 6/3/2026)

    For Sale A4694202 - 1045 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1172
       Built: 1981   Tax: $12,005 (2025)
    Community: Beachplace Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,206 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($1,000)


    Taxes:$12,005

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228

    $1,995,00046 Days on yellowkey   MLS ID: A4694656

    For Sale A4694656 - 2185 GULF OF MEXICO DR #212, LONGBOAT KEY, FL 34228 54 photos

    Bed: 3   Bath: 2.0   Gar: 2
    Liv Area Sq Ft: 2448
       Built: 1996   Tax: $15,129 (2025)
    Community: Villa Di Lancia Ph 1
    Spa: No

    Condo


    Estimated Monthly Payment: $12,192 (change assumption)
    Mortgage ($10,931) + Taxes in 2025 ($1,261)


    Taxes:$15,129

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 523 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $1,895,00052 Days on yellowkey   MLS ID: A4694601

    For Sale A4694601 - 523 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 52 photos

    Bed: 4   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 2899
       Built: 2002   Tax: $20,291 (2025)
    Community: Sleepy Lagoon Park
    Single Family


    Estimated Monthly Payment: $12,074 (change assumption)
    Mortgage ($10,383) + Taxes in 2025 ($1,691)


    Taxes:$20,291

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $950,000137 Days on yellowkey   MLS ID: A4684166

    For Sale A4684166 - 1241 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 45 photos

    Bed: 1   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 940
       Built: 1996   Tax: $8,141 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,884 (change assumption)
    Mortgage ($5,205) + Taxes in 2025 ($678)


    Taxes:$8,141

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228

    $2,750,000214 Days on yellowkey   MLS ID: A4674911

    REDUCED by $200,000 (6.8%) on 04/20/2026

    For Sale A4674911 - 4561 GULF OF MEXICO DR #202, LONGBOAT KEY, FL 34228 71 photos

    Bed: 3   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3260
       Built: 1999   Tax: $29,736 (2024)
    Community: The Grande At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,546 (change assumption)
    Mortgage ($15,068) + Taxes in 2024 ($2,478)


    Taxes:$29,736

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $2,345,000217 Days on yellowkey   MLS ID: A4674650

    For Sale A4674650 - 340 GULF OF MEXICO DR #115, LONGBOAT KEY, FL 34228 33 photos

    Bed: 3   Bath: 2.5   Gar: 2
    Liv Area Sq Ft: 2314
       Built: 1991
    Monthly Fee: $3,033
       Tax: $16,082 (2024)
    Community: Tangerine Bay Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $17,222 (change assumption)
    Mortgage ($12,849) + Fees ($3,033) + Taxes in 2024 ($1,340)


    Taxes:$16,082

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 6603 GULFSIDE RD, LONGBOAT KEY, FL 34228

    $15,000,000453 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


  • 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228

    $3,295,000455 Days on yellowkey   MLS ID: A4648856

    For Sale A4648856 - 1241 GULF OF MEXICO DR #603, LONGBOAT KEY, FL 34228 64 photos

    Bed: 3   Bath: 4.0   Gar: 1
    Liv Area Sq Ft: 3045
       Built: 1996   Tax: $27,359 (2024)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $20,334 (change assumption)
    Mortgage ($18,054) + Taxes in 2024 ($2,280)


    Taxes:$27,359

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $5,999,000368 Days on yellowkey   MLS ID: A4658325

    For Sale A4658325 - 2251 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 87 photos

    Bed: 4   Bath: 4.5   Gar: 2
    Liv Area Sq Ft: 3921
       Built: 2016
    Monthly Fee: $7,501
       Tax: $69,970 (2024)
    Community: Aria Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $46,202 (change assumption)
    Mortgage ($32,870) + Fees ($7,501) + Taxes in 2024 ($5,831)


    Taxes:$69,970

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 761 NORTON ST, LONGBOAT KEY, FL 34228

    $4,290,000173 Days on yellowkey   MLS ID: A4677200

    REDUCED by $100,000 (2.3%) on 05/30/2026

    For Sale A4677200 - 761 NORTON ST, LONGBOAT KEY, FL 34228 66 photos

    Bed: 4   Bath: 5.5   Gar: 4
    Liv Area Sq Ft: 4674
       Built: 2004   Tax: $14,281 (2024)
    Community: Sleepy Lagoon Park 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $24,696 (change assumption)
    Mortgage ($23,506) + Taxes in 2024 ($1,190)


    Taxes:$14,281

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228

    $1,050,000106 Days on yellowkey   MLS ID: A4688079

    For Sale A4688079 - 1281 GULF OF MEXICO DR #111, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.5   Gar: 1
    Liv Area Sq Ft: 1392
       Built: 1999   Tax: $9,956 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,583 (change assumption)
    Mortgage ($5,753) + Taxes in 2025 ($830)


    Taxes:$9,956

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 6750 GULF OF MEXICO DR #152, LONGBOAT KEY, FL 34228

    $350,000109 Days on yellowkey   MLS ID: A4686698

    REDUCED by $5,000 (1.4%) on 06/02/2026

    For Sale A4686698 - 6750 GULF OF MEXICO DR #152, LONGBOAT KEY, FL 34228 41 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 990
       Built: 1970   Tax: $2,215 (2025)
    Community: Whitney Beach
    Condo


    Estimated Monthly Payment: $2,102 (change assumption)
    Mortgage ($1,918) + Taxes in 2025 ($185)


    Taxes:$2,215

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $699,000617 Days on yellowkey   MLS ID: A4627468

    REDUCED by $25,900 (3.6%) on 04/28/2026

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

    Bed: 2   Bath: 2.0   Gar: 1
    Liv Area Sq Ft: 1276
       Built: 1995   Tax: $7,802 (2024)
    Community: Grand Bay 6
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,480 (change assumption)
    Mortgage ($3,830) + Taxes in 2024 ($650)


    Taxes:$7,802

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    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.