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

    $348,00076 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 25 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


  • 71 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228

    $395,0004 Days on yellowkey   MLS ID: A4699581

    For Sale A4699581 - 71 TWIN SHORES BLVD, LONGBOAT KEY, FL 34228 12 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 758
       Built: 2026
    Monthly Fee: $280
       Tax: $1,627 (2025)
    Community: Twin Shores Mobile Home
    Spa: No

    Manufactured Home


    Estimated Monthly Payment: $2,580 (change assumption)
    Mortgage ($2,164) + Fees ($280) + Taxes in 2025 ($136)


    Taxes:$1,627

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 842 BAYPORT WAY, LONGBOAT KEY, FL 34228

    $625,000105 Days on yellowkey   MLS ID: A4687058

    REDUCED by $50,000 (7.4%) on 06/16/2026

    For Sale A4687058 - 842 BAYPORT WAY, LONGBOAT KEY, FL 34228 54 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1983   Tax: $5,662 (2025)
    Community: Bayport Bch & Ten Ph F
    Spa: No

    Condo


    Estimated Monthly Payment: $3,896 (change assumption)
    Mortgage ($3,425) + Taxes in 2025 ($472)


    Taxes:$5,662

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: Booker Middle


  • 2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228

    $1,699,000407 Days on yellowkey   MLS ID: A4654664

    INCREASED by $9,000 (0.5%) on 07/10/2026

    For Sale A4654664 - 2425 GULF OF MEXICO DR #14B, LONGBOAT KEY, FL 34228 47 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $18,495 (2024)
    Community: Sea Gate Club
    Spa: Yes

    Condo


    Estimated Monthly Payment: $10,851 (change assumption)
    Mortgage ($9,309) + Taxes in 2024 ($1,541)


    Taxes:$18,495

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 657 HALYARD LN, LONGBOAT KEY, FL 34228

    $4,300,0005 Days on yellowkey   MLS ID: A4699348

    For Sale A4699348 - 657 HALYARD LN, LONGBOAT KEY, FL 34228 33 photos

    Bed: 4   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4364
       Built: 2001
    Monthly Fee: $21
       Tax: $22,338 (2025)
    Community: Country Club Shores
    Single Family


    Estimated Monthly Payment: $25,444 (change assumption)
    Mortgage ($23,561) + Fees ($21) + Taxes in 2025 ($1,862)


    Taxes:$22,338

    Elementary School: Southside Elementary

    High School: Pine View School

    Tax Year: 2025

    Middle School: Pine View School


  • 571 RANGER LN, LONGBOAT KEY, FL 34228

    $3,195,0004 Days on yellowkey   MLS ID: A4699377

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale A4699377 - 571 RANGER LN, LONGBOAT KEY, FL 34228 89 photos

    Bed: 4   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2500
       Built: 1969
    Monthly Fee: $21
       Tax: $24,616 (2025)
    Community: Country Club Shores
    Spa: No

    Single Family


    Estimated Monthly Payment: $19,579 (change assumption)
    Mortgage ($17,506) + Fees ($21) + Taxes in 2025 ($2,051)


    Taxes:$24,616

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228

    $3,200,00036 Days on yellowkey   MLS ID: A4695733

    2 Days Off yellowkey (back on 7/10/2026)

    For Sale A4695733 - 1241 GULF OF MEXICO DR #408, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2965
       Built: 1996   Tax: $29,387 (2025)
    Community: Water Club 01 At Longboat Key
    Spa: Yes

    Condo


    Estimated Monthly Payment: $19,983 (change assumption)
    Mortgage ($17,534) + Taxes in 2025 ($2,449)


    Taxes:$29,387

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228

    $4,700,000165 Days on yellowkey   MLS ID: A4680618

    For Sale A4680618 - 4127 GULF OF MEXICO DR #N102, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3521
       Built: 2007   Tax: $30,723 (2025)
    Community: La Firenza
    Spa: No

    Condo


    Estimated Monthly Payment: $28,313 (change assumption)
    Mortgage ($25,753) + Taxes in 2025 ($2,560)


    Taxes:$30,723

    Elementary School: Southside Elementary

    High School: Sarasota High

    Tax Year: 2025

    Middle School: Booker Middle


  • 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228

    $514,00070 Days on yellowkey   MLS ID: A4692494

    REDUCED by $1,000 (0.2%) on 07/10/2026

    For Sale A4692494 - 1930 HARBOURSIDE DR #122, LONGBOAT KEY, FL 34228 63 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1192
       Built: 1982   Tax: $6,584 (2025)
    Community: Fairway Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $3,365 (change assumption)
    Mortgage ($2,816) + Taxes in 2025 ($549)


    Taxes:$6,584

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228

    $550,00091 Days on yellowkey   MLS ID: A4687787

    1 Days Off yellowkey (back on 7/10/2026)

    For Sale A4687787 - 6700 GULF OF MEXICO DR #117, LONGBOAT KEY, FL 34228 75 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1449
       Built: 1969   Tax: $2,348 (2025)
    Community: Whitney Beach
    Spa: No

    Condo


    Estimated Monthly Payment: $3,209 (change assumption)
    Mortgage ($3,014) + Taxes in 2025 ($196)


    Taxes:$2,348

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228

    $619,90030 Days on yellowkey   MLS ID: TB8518960

    REDUCED by $29,100 (4.5%) on 06/24/2026

    For Sale TB8518960 - 521 BAYPORT WAY #521, LONGBOAT KEY, FL 34228 41 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1260
       Built: 1980
    Monthly Fee: $1,978
       Tax: $5,669 (2025)
    Community: Bayport Bch & Ten Ph A
    Condo


    Estimated Monthly Payment: $5,847 (change assumption)
    Mortgage ($3,397) + Fees ($1,978) + Taxes in 2025 ($472)


    Taxes:$5,669

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228

    $1,790,00053 Days on yellowkey   MLS ID: A4694354

    REDUCED by $160,000 (8.2%) on 07/10/2026

    For Sale A4694354 - 210 SANDS POINT RD #2101, LONGBOAT KEY, FL 34228 51 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1399
       Built: 1982   Tax: $18,938 (2025)
    Community: Inn On The Beach Ph I
    Condo


    Estimated Monthly Payment: $11,386 (change assumption)
    Mortgage ($9,808) + Taxes in 2025 ($1,578)


    Taxes:$18,938

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Brookside Middle


  • 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228

    $1,145,000112 Days on yellowkey   MLS ID: A4685023

    1 Days Off yellowkey (back on 6/4/2026)

    REDUCED by $50,000 (4.2%) on 05/11/2026

    For Sale A4685023 - 3060 GRAND BAY BLVD #155, LONGBOAT KEY, FL 34228 67 photos

    Bed: 3   Bath: 3.5   Gar: 1
    Liv Area Sq Ft: 2250
       Built: 1994   Tax: $14,345 (2025)
    Community: Grand Bay 1
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,469 (change assumption)
    Mortgage ($6,274) + Taxes in 2025 ($1,195)


    Taxes:$14,345

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228

    $4,395,000487 Days on yellowkey   MLS ID: A4643048

    0 Days Off yellowkey (back on 6/12/2026)

    For Sale A4643048 - 2161 GULF OF MEXICO DR #3, LONGBOAT KEY, FL 34228 62 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 3800
       Built: 2001   Tax: $40,054 (2024)
    Community: En Provence
    Spa: Yes

    Condo


    Estimated Monthly Payment: $27,419 (change assumption)
    Mortgage ($24,082) + Taxes in 2024 ($3,338)


    Taxes:$40,054

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


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

    $1,150,000209 Days on yellowkey   MLS ID: A4675109

    0 Days Off yellowkey (back on 6/19/2026)

    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


  • 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228

    $995,00053 Days on yellowkey   MLS ID: A4694200

    0 Days Off yellowkey (back on 6/24/2026)

    For Sale A4694200 - 3030 GRAND BAY BLVD #312, LONGBOAT KEY, FL 34228 48 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2143
       Built: 1998   Tax: $8,500 (2025)
    Community: Grand Bay 3
    Spa: Yes

    Condo


    Estimated Monthly Payment: $6,160 (change assumption)
    Mortgage ($5,452) + Taxes in 2025 ($708)


    Taxes:$8,500

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $724,00021 Days on yellowkey   MLS ID: A4696667

    0 Days Off yellowkey (back on 6/25/2026)

    For Sale A4696667 - 2020 HARBOURSIDE DR #457, LONGBOAT KEY, FL 34228 47 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


  • 3460 WINDING OAKS DR #38, LONGBOAT KEY, FL 34228

    $1,150,00042 Days on yellowkey   MLS ID: A4695005

    0 Days Off yellowkey (back on 7/9/2026)

    For Sale A4695005 - 3460 WINDING OAKS DR #38, LONGBOAT KEY, FL 34228 55 photos

    Bed: 3   Bath: 3.5   Gar: 2
    Liv Area Sq Ft: 2608
       Built: 1988   Tax: $10,320 (2025)
    Community: Winding Oaks
    Spa: Yes

    Condo


    Estimated Monthly Payment: $7,161 (change assumption)
    Mortgage ($6,301) + Taxes in 2025 ($860)


    Taxes:$10,320

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,595,000266 Days on yellowkey   MLS ID: A4667842

    0 Days Off yellowkey (back on 4/28/2026)

    REDUCED by $50,000 (1.9%) on 04/28/2026

    For Sale A4667842 - 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228 76 photos

    Bed: 5   Bath: 5.0   Gar: 2
    Liv Area Sq Ft: 4510
       Built: 1992   Tax: $20,206 (2024)
    Community: Coreys Landing
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $15,903 (change assumption)
    Mortgage ($14,219) + Taxes in 2024 ($1,684)


    Taxes:$20,206

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 2600 HARBOURSIDE DR #I-09, LONGBOAT KEY, FL 34228

    $300,000320 Days on yellowkey   MLS ID: A4663346

    0 Days Off yellowkey (back on 7/10/2026)

    For Sale A4663346 - 2600 HARBOURSIDE DR #I-09, LONGBOAT KEY, FL 34228 15 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $402
       Tax: $2,174 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $2,227 (change assumption)
    Mortgage ($1,644) + Fees ($402) + Taxes in 2025 ($181)


    Taxes:$2,174

    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.