REFINE SEARCH
Status
Keywords
Price
 
Bedrooms
Bathrooms
Garages
Liv Area Sq Ft
Min Year
Max Year
Property Types
No Image
Age Restricted
Foreclosure
Short Sale
Pets Allowed
Furnished
Pool
Spa
Reduced Price
Back on yellowkey
Possible Short Term Rental
Carports
Max Association Fee (monthly)
Max Monthly Payment
Search

Longboat Key Homes For Sale & Real Estate - 434 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

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

    $1,400,00029 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


  • 592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228

    $4,000,00029 Days on yellowkey   MLS ID: A4691388

    For Sale A4691388 - 592 JUAN ANASCO DR, LONGBOAT KEY, FL 34228 1 photos

    Bed: 5   Bath: 5.5   Gar: 3
    Liv Area Sq Ft: 3600
       Built: 2027   Tax: $6,949 (2025)
    Community: Sleepy Lagoon Park
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $22,496 (change assumption)
    Mortgage ($21,917) + Taxes in 2025 ($579)


    Taxes:$6,949

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 415 L AMBIANCE DR #A701, LONGBOAT KEY, FL 34228

    $6,750,00072 Days on yellowkey   MLS ID: A4685660

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

    For Sale A4685660 - 415 L AMBIANCE DR #A701, LONGBOAT KEY, FL 34228 91 photos

    Bed: 3   Bath: 4.0   Gar: 2
    Liv Area Sq Ft: 3380
       Built: 1992   Tax: $46,611 (2025)
    Community: L Ambiance 1
    Condo


    Estimated Monthly Payment: $40,870 (change assumption)
    Mortgage ($36,985) + Taxes in 2025 ($3,884)


    Taxes:$46,611

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 545 SANCTUARY DR #B204, LONGBOAT KEY, FL 34228

    $2,799,000216 Days on yellowkey   MLS ID: A4667288

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

    For Sale A4667288 - 545 SANCTUARY DR #B204, LONGBOAT KEY, FL 34228 61 photos

    Bed: 3   Bath: 3.0   Gar: 2
    Liv Area Sq Ft: 3115
       Built: 1991   Tax: $19,659 (2025)
    Community: Sanctuary Iii
    Spa: Yes

    Condo


    Estimated Monthly Payment: $16,975 (change assumption)
    Mortgage ($15,337) + Taxes in 2025 ($1,638)


    Taxes:$19,659

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 527 SUTTON PL, LONGBOAT KEY, FL 34228

    $349,000138 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


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

    $699,000569 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


  • 554 SPANISH DR S, LONGBOAT KEY, FL 34228

    $435,00055 Days on yellowkey   MLS ID: A4688632

    For Sale A4688632 - 554 SPANISH DR S, LONGBOAT KEY, FL 34228 72 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1326
       Built: 1971   Tax: $2,179 (2025)
    Community: Spanish Main Yacht Club Condo
    Condo


    Estimated Monthly Payment: $2,565 (change assumption)
    Mortgage ($2,384) + Taxes in 2025 ($182)


    Taxes:$2,179

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2025

    Middle School: Martha B. King Middle


  • 909 SPANISH DR N, LONGBOAT KEY, FL 34228

    $650,00076 Days on yellowkey   MLS ID: A4684728

    For Sale A4684728 - 909 SPANISH DR N, LONGBOAT KEY, FL 34228 68 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1300
       Built: 1969   Tax: $5,107 (2024)
    Community: Spanish Main Yacht Club
    Spa: No

    Condo


    Estimated Monthly Payment: $3,987 (change assumption)
    Mortgage ($3,562) + Taxes in 2024 ($426)


    Taxes:$5,107

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


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

    $699,000148 Days on yellowkey   MLS ID: A4676041

    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: $4,429 (change assumption)
    Mortgage ($3,830) + Taxes in 2025 ($599)


    Taxes:$7,183

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 225 SANDS POINT RD #6201, LONGBOAT KEY, FL 34228

    $790,000148 Days on yellowkey   MLS ID: A4676042

    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: $4,937 (change assumption)
    Mortgage ($4,329) + Taxes in 2025 ($609)


    Taxes:$7,304

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 3408 FAIR OAKS LN, LONGBOAT KEY, FL 34228

    $2,595,000218 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 #B-08, LONGBOAT KEY, FL 34228

    $425,00030 Days on yellowkey   MLS ID: A4691499

    For Sale A4691499 - 2600 HARBOURSIDE DR #B-08, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Monthly Fee: $574
       Tax: $4,370 (2025)
    Community: Longboat Key Moorings
    Dock-Rackominium


    Estimated Monthly Payment: $3,267 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($364)


    Taxes:$4,370

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL 34228

    $425,00030 Days on yellowkey   MLS ID: A4691498

    For Sale A4691498 - 2600 HARBOURSIDE DR #B-06, LONGBOAT KEY, FL 34228 19 photos

    Bed:    Bath: 0.0
    Built: 1985

    Monthly Fee: $574
       Tax: $4,193 (2025)
    Community: Bay Isles
    Dock-Rackominium


    Estimated Monthly Payment: $3,252 (change assumption)
    Mortgage ($2,329) + Fees ($574) + Taxes in 2025 ($349)


    Taxes:$4,193

    Elementary School: Southside Elementary

    High School: Booker High

    Tax Year: 2025

    Middle School: Booker Middle


  • 4440 EXETER DR #106, LONGBOAT KEY, FL 34228

    $649,00089 Days on yellowkey   MLS ID: D6146366

    For Sale D6146366 - 4440 EXETER DR #106, LONGBOAT KEY, FL 34228 26 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1376
       Built: 1970   Tax: $9,714 (2024)
    Community: Longboat Harbour
    Condo


    Estimated Monthly Payment: $4,366 (change assumption)
    Mortgage ($3,556) + Taxes in 2024 ($810)


    Taxes:$9,714

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228

    $470,000173 Days on yellowkey   MLS ID: A4674307

    For Sale A4674307 - 4370 CHATHAM DR #104, LONGBOAT KEY, FL 34228 39 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1072
       Built: 1969   Tax: $5,334 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $3,020 (change assumption)
    Mortgage ($2,575) + Taxes in 2024 ($445)


    Taxes:$5,334

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 501 NORTON ST, LONGBOAT KEY, FL 34228

    $2,995,00084 Days on yellowkey   MLS ID: A4683196

    REDUCED by $255,000 (7.8%) on 04/22/2026

    For Sale A4683196 - 501 NORTON ST, LONGBOAT KEY, FL 34228 68 photos

    Bed: 5   Bath: 3.0   Gar: 3
    Liv Area Sq Ft: 3042
       Built: 1994   Tax: $25,276 (2025)
    Community: Sleepy Lagoon Park 2
    Spa: Yes

    Single Family


    Estimated Monthly Payment: $18,517 (change assumption)
    Mortgage ($16,411) + Taxes in 2025 ($2,106)


    Taxes:$25,276

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None


  • 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228

    $1,395,000121 Days on yellowkey   MLS ID: A4679674

    For Sale A4679674 - 1485 GULF OF MEXICO DR #303, LONGBOAT KEY, FL 34228 44 photos

    Bed: 2   Bath: 2.5
    Liv Area Sq Ft: 1569
       Built: 1981   Tax: $11,880 (2025)
    Community: Players Club I
    Spa: Yes

    Condo


    Estimated Monthly Payment: $8,634 (change assumption)
    Mortgage ($7,644) + Taxes in 2025 ($990)


    Taxes:$11,880

    Elementary School: Southside Elementary

    High School: None

    Tax Year: 2025

    Middle School: None


  • 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228

    $338,900131 Days on yellowkey   MLS ID: A4678390

    For Sale A4678390 - 4360 CHATHAM DR #305, LONGBOAT KEY, FL 34228 69 photos

    Bed: 1   Bath: 1.0
    Liv Area Sq Ft: 747
       Built: 1969   Tax: $4,654 (2024)
    Community: Longboat Harbour
    Spa: No

    Condo


    Estimated Monthly Payment: $2,245 (change assumption)
    Mortgage ($1,857) + Taxes in 2024 ($388)


    Taxes:$4,654

    Elementary School: None

    High School: None

    Tax Year: 2024

    Middle School: None


  • 509 SPANISH DR N, LONGBOAT KEY, FL 34228

    $369,00044 Days on yellowkey   MLS ID: N6143864

    For Sale N6143864 - 509 SPANISH DR N, LONGBOAT KEY, FL 34228 34 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1357
       Built: 1967   Tax: $6,955 (2024)
    Community: Spanish Main Yacht Club Condo
    Villa


    Estimated Monthly Payment: $2,601 (change assumption)
    Mortgage ($2,022) + Taxes in 2024 ($580)


    Taxes:$6,955

    Elementary School: Anna Maria Elementary

    High School: Bayshore High

    Tax Year: 2024

    Middle School: Martha B. King Middle


  • 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228

    $320,00038 Days on yellowkey   MLS ID: A4690206

    0 Days Off yellowkey (back on 4/25/2026)

    For Sale A4690206 - 3806 GULF OF MEXICO DR #C312, LONGBOAT KEY, FL 34228 7 photos

    Bed: 2   Bath: 2.0
    Liv Area Sq Ft: 1062
       Built: 1970   Tax: $3,659 (2025)
    Community: Beach Harbor Club
    Condo


    Estimated Monthly Payment: $2,058 (change assumption)
    Mortgage ($1,753) + Taxes in 2025 ($305)


    Taxes:$3,659

    Elementary School: None

    High School: None

    Tax Year: 2025

    Middle School: None




Why Bother Searching Elsewhere for Longboat Key Homes for Sale and Other Real Estate?

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.