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  1. Zipcode = 34242
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Single Family
  1. Price: $13,900,000.00
  2. Price sqft: $1,557.42 / sqft
  3. Days On Market: 59
  4. Bedrooms: 6
  5. Baths: 8
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 8925
  8. Acreage: 0.64 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: GulfAccess,OceanAccess
  13. Year Built: 1980
MLS#: A4652708
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Tortoise Estates
  5. Provided by: KELLER WILLIAMS ISLAND LIFE REAL ESTATE
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Tucked at the end of a private cul de sac, beyond dual security gates and lush tropical landscaping, lies one of the Gulf Coasts most exclusive beachfront estatescrafted for those who value ultimate p
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6100 Midnight Pass Road 401
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Details for 6100 Midnight Pass Road 401, Sarasota, FL 34242
Condominium
  1. Price: $8,495,000.00
  2. Price sqft: $2,023.10 / sqft
  3. Days On Market: 157
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4199
  8. Acreage: 1.59 acres
  9. Pool: Yes
  10. Community Pool: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: GulfAccess,OceanAccess
  14. Year Built: 2019
MLS#: A4635255
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Halcyon Siesta Key
  5. Building: Halcyon Siesta Key
  6. Elementary School: Phillippi Shores
  7. Middle School: Brookside
  8. High School: Sarasota
  9. Provided by: THE SARASOTA REAL ESTATE COMP.
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A RARE MASTERPIECE ON SIESTA KEY Opportunities like this come once in a lifetime. Penthouse #401 at Halcyon Siesta Key is more than a residenceits a statement of luxury and exclusivity. Nestled in a
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3482 Flamingo Avenue
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Details for 3482 Flamingo Avenue, Sarasota, FL 34242
Single Family
  1. Price: $7,695,000.00
  2. Price sqft: $891.76 / sqft
  3. Days On Market: 347
  4. Bedrooms: 6
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 8629
  8. Acreage: 0.98 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bayou
  13. Year Built: 2019
MLS#: A4618500
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Bay Island
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: EXP REALTY LLC
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An elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dr
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4205 Higel Avenue
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Details for 4205 Higel Avenue, Sarasota, FL 34242
Single Family
  1. Price: $7,495,000.00
  2. Price sqft: $536.39 / sqft
  3. Previous Price: $8,000,000
  4. Last Price Change: 05/21/25
  5. Days On Market: 135
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 12
  9. Bldg sqft: 13973
  10. Acreage: 0.42 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess,BeachAccess
  15. Year Built: 2008
MLS#: A4642259
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Cocoanut Bayou
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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New price! Palm Beach meets Siesta Key, a waterfront masterpiece. A stunning Palladian villa with a modern twist, this gated waterfront estate on the protected deep waters of Cocoanut Bayou offers an
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3550 Flamingo Avenue
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Details for 3550 Flamingo Avenue, Sarasota, FL 34242
Single Family
  1. Price: $7,400,000.00
  2. Price sqft: $1,117.49 / sqft
  3. Days On Market: 425
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6622
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess
  13. Year Built: 2025
MLS#: A4610537
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Bay Island
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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READY FOR OCCUPANCY. CONSTRUCTION COMPLETED. LOWEST NEW CONSTRUCTION price on highly desirable North Siesta Key. Situated on 1/3 acre with 102 feet of wide canal waterfront and no bridges to the bay.
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5132 Jungle Plum Road
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Details for 5132 Jungle Plum Road, Sarasota, FL 34242
Single Family
  1. Price: $6,900,000.00
  2. Price sqft: $459.11 / sqft
  3. Days On Market: 61
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 10
  7. Bldg sqft: 15029
  8. Acreage: 0.52 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess,GulfAccess
  13. Year Built: 2008
MLS#: A4651663
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Hidden Harbor
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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Positioned along a deepwater canal in the private, tree lined enclave of Hidden Harbor on Siesta Key, this remarkable estate captures the essence of timeless coastal architecture and elevated Florida
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1204 Derby Lane
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Details for 1204 Derby Lane, Sarasota, FL 34242
Multi-Family
  1. Price: $6,499,500.00
  2. Price sqft: $660.72 / sqft
  3. Days On Market: 133
  4. Bedrooms: 10
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9837
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BeachAccess
  13. Year Built: 2017
MLS#: TB8356488
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Gulf View On Little Sarasota B
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: CHARLES RUTENBERG REALTY INC
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Welcome to an unparalleled luxury coastal retreat in the heart of SIESTA KEY, home to Tripadvisors #1 Beach in America! This turn key luxury vacation rental boasts a potential $966,192 in first year c
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1204 Derby Lane
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Details for 1204 Derby Lane, Sarasota, FL 34242
Single Family
  1. Price: $6,499,500.00
  2. Price sqft: $660.72 / sqft
  3. Days On Market: 34
  4. Bedrooms: 10
  5. Baths: 10
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9837
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BeachAccess
  13. Year Built: 2017
MLS#: TB8395700
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Gulf View On Little Sarasota B
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: CHARLES RUTENBERG REALTY INC
  9. Provided through
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Welcome to an unparalleled luxury coastal retreat in the heart of SIESTA KEY, home to Tripadvisors #1 Beach in America! This turn key luxury vacation rental boasts a potential $966,192 in first year c
Listing Details and 99 Additional Pictures
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544 Canal Road
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Details for 544 Canal Road, Sarasota, FL 34242
Multi-Family
  1. Price: $6,425,000.00
  2. Days On Market: 6
  3. Bedrooms: 8
  4. Baths: 8
  5. Acreage: 0.28 acres
  6. Pool: Yes
  7. Waterfront: No
  8. Year Built: 1948
MLS#: A4657990
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Sarasota Beach
  5. Provided by: COLDWELL BANKER REALTY
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SIESTA KEY INVESTMENT PROPERTY. Great location! Welcome to the Wildflower. Just steps from the #1 Beach in USA. Nestled within a tropical oasis, this charming 8 plex 4 ground level units and 4 second
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8440 Sanderling Road
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Details for 8440 Sanderling Road, Sarasota, FL 34242
Land
  1. Price: $6,000,000.00
  2. Days On Market: 108
  3. Acreage: 1.08 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: BeachAccess,GulfAccess,Lagoon
  8. Year Built: Not Available
MLS#: A4646191
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Sanderling Club
  5. Elementary School: Phillippi Shores
  6. Middle School: Sarasota
  7. High School: Riverview
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Discover an unparalleled opportunity to build your dream estate in one of Siesta Keys most exclusive and private Gulf front enclaves. Welcome to 8440 Sanderling Roadan extraordinary homesite located w
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