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Details for 5965 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $38,450,000.00
  2. Price sqft: $1,195.40 / sqft
  3. Days On Market: 19
  4. Bedrooms: 11
  5. Baths: 17
  6. Garage / Parking Spaces: 7
  7. Bldg sqft: 32165
  8. Acreage: 1.64 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Beach Front,Gulf/Ocean
  14. Year Built: 2026
MLS#: A4681869
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Longboat Key
  5. Elementary School: Anna Maria
  6. Middle School: Martha B. King
  7. High School: Bayshore
  8. Provided by: DOUGLAS ELLIMAN
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Under Construction. Set on nearly two private Gulf front acres, this visionary estate is emerging as one of the most architecturally significant residences ever conceived on Longboat Key. Designed by
Details for 6610 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $22,000,000.00
  2. Price sqft: $2,258.73 / sqft
  3. Days On Market: 48
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 9740
  8. Acreage: 4.58 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Intracoastal Waterway
  13. Year Built: 2007
MLS#: A4681242
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Longboat Key
  5. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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Named the House of Columns by world renowned, award winning architect Carl Abbott, this palatial Bayfront estate stands as a singular expression of architectural distinction and craftsmanship. Encompa
Details for 1561 Gulf Of Mexico Drive 403, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $13,000,000.00
  2. Price sqft: $2,524.76 / sqft
  3. Previous Price: $13,250,000
  4. Last Price Change: 11/13/25
  5. Days On Market: 499
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5149
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Gulf/Ocean
  15. Year Built: 2024
MLS#: A4627926
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: St. Regis Longboat Key
  5. Building: St. Regis Longboat Key
  6. Provided by: MICHAEL SAUNDERS & COMPANY
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Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open concept floorplan designed for entertaining, complete w
Details for 1561 Gulf Of Mexico Drive 304, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $13,000,000.00
  2. Price sqft: $2,056.96 / sqft
  3. Days On Market: 14
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6320
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Gulf/Ocean
  13. Year Built: 2024
MLS#: A4685495
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: St. Regis Longboat Key
  5. Building: St. Regis Longboat Key
  6. Elementary School: Soutide
  7. Middle School: Booker
  8. High School: Sarasota
  9. Provided by: MICHAEL SAUNDERS & COMPANY
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Experience the pinnacle of coastal luxury in the highly sought after Armand building at The St. Regis Longboat Key, where breathtaking Gulf of Mexico views set the stage for an extraordinary living ex
Details for 6001 Gulf Of Mexico Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $10,995,000.00
  2. Price sqft: $799.29 / sqft
  3. Previous Price: $11,995,000
  4. Last Price Change: 02/07/26
  5. Days On Market: 168
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 13756
  10. Acreage: 0.95 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Gulf/Ocean
  16. Year Built: 2013
MLS#: A4667111
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Longboat Key
  5. Elementary School: Anna Maria
  6. Middle School: Martha B. King
  7. High School: Bayshore
  8. Provided by: COLDWELL BANKER REALTY
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A Gulf Front Masterpiece on Longboat Key! This stunning Gulf front estate is perfectly placed on nearly an acre of pristine Gulf front property along the shoreline on Longboat Key. With direct Gulf fr
Details for 4473 Gulf Of Mexico Drive 4473, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $10,900,000.00
  2. Price sqft: $1,458.39 / sqft
  3. Days On Market: 176
  4. Bedrooms: 8
  5. Baths: 8
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 7474
  8. Acreage: 0.56 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Gulf/Ocean
  13. Year Built: 1959
MLS#: A4666527
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Seaside Of Longboat
  5. Building: Seaside Of Longboat
  6. Elementary School: Anna Maria
  7. Middle School: Martha B. King
  8. High School: Bayshore
  9. Provided by: BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE
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Rare opportunity, two fully furnished TWIN residences (TWO UNITS BEING SOLD AS ONE 4473+4477 Gulf of Mexico Drive ). Directly on the pristine shores of Longboat Key! Combined 8 bedrooms, 8 Bathrooms.
Details for 2251 Gulf Of Mexico Drive 203, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $7,900,000.00
  2. Price sqft: $1,086.36 / sqft
  3. Days On Market: 104
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7272
  8. Acreage: 5.05 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Gulf/Ocean
  13. Year Built: 2016
MLS#: A4674713
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Aria Longboat Key
  5. Building: Aria Longboat Key
  6. Provided by: SVN COMMERCIAL ADVISORY GROUP
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Step into unparalleled elegance with this stunning 4 bedroom, 4.5 bathroom beachfront condo, where modern sophistication meets coastal serenity. This exclusive fully furnished residence boasts floor t
Details for 1581 Gulf Of Mexico Drive 406, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $6,750,000.00
  2. Price sqft: $2,081.41 / sqft
  3. Days On Market: 15
  4. Bedrooms: 2
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3243
  8. Acreage: 0.00 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Beach Front,Gulf/Ocean
  13. Year Built: 2024
MLS#: A4685503
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: St. Regis Longboat Key
  5. Building: St. Regis Longboat Key
  6. Elementary School: Soutide
  7. Middle School: Booker
  8. High School: Sarasota
  9. Provided by: MICHAEL SAUNDERS & COMPANY
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Perched above the shimmering shoreline, this exquisite two bedroom, two and a half bath residence at The St. Regis Longboat Key Resort offers breathtaking panoramic views of the turquoise waters of th
Details for 519 Rountree Drive, LONGBOAT KEY, FL 34228
Single Family
  1. Price: $6,488,000.00
  2. Price sqft: $1,011.54 / sqft
  3. Days On Market: 104
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6414
  8. Acreage: 0.22 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2025
MLS#: A4674266
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Longboat Key Estates
  5. Provided by: IRVING GROUP INC
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Built to last. 519 rountree is new construction built entirely of concrete block (cbs) across every levelunlike many barrier island homes that transition to wood frame construction above the flood ele
Details for 2251 Gulf Of Mexico Drive 301, LONGBOAT KEY, FL 34228
Condominium
  1. Price: $5,999,000.00
  2. Price sqft: $1,194.54 / sqft
  3. Previous Price: $6,250,000
  4. Last Price Change: 11/20/25
  5. Days On Market: 257
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 5022
  10. Acreage: 0.00 acres
  11. Pool: No
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Beach Front,Gulf/Ocean
  16. Year Built: 2016
MLS#: A4658325
  1. County: MANATEE
  2. City: LONGBOAT KEY
  3. Zipcode: 34228
  4. Subdivision: Aria Longboat Key
  5. Building: Aria Longboat Key
  6. Elementary School: Soutide
  7. Middle School: Booker
  8. High School: Booker
  9. Provided by: HOUSE MATCH
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One or more photo(s) has been virtually staged. Are you ready to discover your very own private Gulf Oasis? Step into a slice of paradise at your dream coastal retreat located in the esteemed Aria com