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Displaying: For Sale

Location: Longboat Key

Property Type(s): Condos

Beds: 2 to 2

Longboat Key - 158 properties found

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  • 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228

    $1,590,000189 Days on yellowkey   MLS ID: A4669896

    REDUCED by $85,000 (5.1%) on 04/19/2026

    For Sale A4669896 - 1211 GULF OF MEXICO DR #301, LONGBOAT KEY, FL 34228 43 photos

    Bed: 2   Bath: 3.0   Gar: 1
    Liv Area Sq Ft: 2100
       Built: 1985   Tax: $14,792 (2025)
    Community: Promenade
    Spa: Yes

    Condo


    Estimated Monthly Payment: $9,945 (change assumption)
    Mortgage ($8,712) + Taxes in 2025 ($1,233)


    Taxes:$14,792

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228

    $675,000158 Days on yellowkey   MLS ID: A4672221

    For Sale A4672221 - 4350 CHATHAM DR #Unit E-208, LONGBOAT KEY, FL 34228 86 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1316
       Built: 1969   Tax: $6,535 (2025)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,243 (change assumption)
    Mortgage ($3,699) + Taxes in 2025 ($545)


    Taxes:$6,535

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $449,000216 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

    $469,500137 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

    $530,000120 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

    $550,000306 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

    $6,600,00056 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


  • 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228

    $899,0006 Days on yellowkey   MLS ID: A4691842

    For Sale A4691842 - 1115 GULF OF MEXICO DR #304, LONGBOAT KEY, FL 34228 33 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1503
       Built: 1979   Tax: $9,423 (2024)
    Community: Beachplace I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $5,711 (change assumption)
    Mortgage ($4,926) + Taxes in 2024 ($785)


    Taxes:$9,423

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2024

    Middle School: Booker Middle


  • 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228

    $649,900102 Days on yellowkey   MLS ID: A4679011

    REDUCED by $10,100 (1.5%) on 04/30/2026

    For Sale A4679011 - 4310 FALMOUTH DR #102, LONGBOAT KEY, FL 34228 99 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969
    Monthly Fee: $1,410
       Tax: $6,739 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $5,533 (change assumption)
    Mortgage ($3,561) + Fees ($1,410) + Taxes in 2024 ($562)


    Taxes:$6,739

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $549,00029 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


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

    $625,000123 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

    $629,000193 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

    $949,000172 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


  • 4390 EXETER DR #206, LONGBOAT KEY, FL 34228

    $529,000187 Days on yellowkey   MLS ID: A4670032

    For Sale A4670032 - 4390 EXETER DR #206, LONGBOAT KEY, FL 34228 53 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1152
       Built: 1970   Tax: $7,775 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $3,546 (change assumption)
    Mortgage ($2,899) + Taxes in 2024 ($648)


    Taxes:$7,775

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


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

    $938,500215 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


  • 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL 34228

    $1,400,0007 Days on yellowkey   MLS ID: A4691707

    For Sale A4691707 - 2425 GULF OF MEXICO DR #2E, LONGBOAT KEY, FL 34228 31 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1470
       Built: 1973   Tax: $14,160 (2025)
    Community: Sea Gate Club
    Spa: No

    Condo


    Estimated Monthly Payment: $8,851 (change assumption)
    Mortgage ($7,671) + Taxes in 2025 ($1,180)


    Taxes:$14,160

    Elementary School: Southside Elementary

    High School: Riverview High

    Tax Year: 2025

    Middle School: Booker Middle


  • 527 SUTTON PL, LONGBOAT KEY, FL 34228

    $349,000116 Days on yellowkey   MLS ID: A4677642

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

    REDUCED by $26,000 (6.9%) on 04/08/2026

    For Sale A4677642 - 527 SUTTON PL, LONGBOAT KEY, FL 34228 88 photos

    Bed: 2   Bath: 1.5   Gar: 1
    Liv Area Sq Ft: 1088
       Built: 1972   Tax: $2,054 (2024)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $2,083 (change assumption)
    Mortgage ($1,912) + Taxes in 2024 ($171)


    Taxes:$2,054

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 605 SUTTON PL #201, LONGBOAT KEY, FL 34228

    $619,00039 Days on yellowkey   MLS ID: A4687586

    For Sale A4687586 - 605 SUTTON PL #201, LONGBOAT KEY, FL 34228 46 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1148
       Built: 1973   Tax: $6,756 (2025)
    Community: Sutton Place
    Condo


    Estimated Monthly Payment: $3,955 (change assumption)
    Mortgage ($3,392) + Taxes in 2025 ($563)


    Taxes:$6,756

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228

    $799,00011 Days on yellowkey   MLS ID: A4691314

    For Sale A4691314 - 5311 GULF OF MEXICO DR #5, LONGBOAT KEY, FL 34228 40 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1110
       Built: 1973   Tax: $3,363 (2025)
    Community: Mccalls Beach Castle
    Spa: Yes

    Condo


    Estimated Monthly Payment: $4,658 (change assumption)
    Mortgage ($4,378) + Taxes in 2025 ($280)


    Taxes:$3,363

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


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

    $699,000547 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






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.