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  1. School = Phillippi Shores Elementary
Details for 8250 Sanderling Road, SARASOTA, FL 34242
Single Family
  1. Price: $18,900,000.00
  2. Price sqft: $1,247.85 / sqft
  3. Days On Market: 59
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 15146
  8. Acreage: 1.56 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Beach Front,Gulf/Ocean,Lagoon
  14. Year Built: 2000
MLS#: A4660281
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Sanderling Club Siesta Key
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: DOUGLAS ELLIMAN
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Positioned on the white sands of Siesta Key, 8250 Sanderling Road is more than a residence; it is a bold statement in modern architecture, masterfully envisioned by renowned architect Guy Peterson, FA
Details for 3799 Flamingo Avenue, SARASOTA, FL 34242
Single Family
  1. Price: $18,500,000.00
  2. Price sqft: $988.99 / sqft
  3. Previous Price: $18,900,000
  4. Last Price Change: 09/03/25
  5. Days On Market: 136
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 9
  9. Bldg sqft: 18706
  10. Acreage: 1.40 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Bay/Harbor,Canal - Saltwater,Lagoon
  16. Year Built: 2016
MLS#: A4653658
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Key Bay Island
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: DOUGLAS ELLIMAN
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Relax and take in the positive energy of Lotus style living in this one of a kind Balinese inspired resort compound on north end of the world famous Siesta Key. Nothing is needed to begin your Zen jou
Details for 4315 Mangrove Place, SARASOTA, FL 34242
Single Family
  1. Price: $15,950,000.00
  2. Price sqft: $1,486.90 / sqft
  3. Days On Market: 80
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 10727
  8. Acreage: 0.61 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor
  14. Year Built: 2005
MLS#: A4659292
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: South Cocoanut Bayou
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: DOUGLAS ELLIMAN
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Private Island, Gated Home, Private access to deeded beach! Experience the epitome of exclusivity with unheard of waterfront views, unmatched privacy, and breathtaking, expensive vistas from your o
Details for 26 Sandy Hook Road N, Sarasota, FL 34242
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $1,063.26 / sqft
  3. Days On Market: 4
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 11192
  8. Acreage: 0.99 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BeachAccess,GulfAccess
  13. Year Built: 2003
MLS#: A4667015
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Sandy Hook
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Welcome to this extraordinary Gulf front estate located in one of Siesta Keys most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey reside
Details for 26 Sandy Hook Road N, SARASOTA, FL 34242
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $1,063.26 / sqft
  3. Days On Market: 3
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 11192
  8. Acreage: 0.99 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Beach Front
  14. Year Built: 2003
MLS#: A4667015
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Sandy Hook
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Welcome to this extraordinary Gulf front estate located in one of Siesta Keys most exclusive enclaves. Situated on a full acre in the private Sandy Hook community, this fully renovated, turnkey reside
Details for 8155 Midnight Pass Road, Sarasota, FL 34242
Single Family
  1. Price: $9,500,000.00
  2. Price sqft: $1,023.93 / sqft
  3. Days On Market: 172
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9278
  8. Acreage: 0.86 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess,IntracoastalAccess
  13. Year Built: 1986
MLS#: A4648030
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Mira Mar Sub
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key a breathtaking bayside coastal estate that artfully blends modern innovation
Details for 8155 Midnight Pass Road, SARASOTA, FL 34242
Single Family
  1. Price: $9,500,000.00
  2. Price sqft: $1,023.93 / sqft
  3. Days On Market: 171
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 9278
  8. Acreage: 0.86 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor,Intracoastal Waterway
  14. Year Built: 1986
MLS#: A4648030
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Mira Mar Sub
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Welcome to one of the most impeccably reimagined residences at 8155 Midnight Pass on the quiet southern end of Siesta Key a breathtaking bayside coastal estate that artfully blends modern innovation
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. Previous Price: $8,950,000
  4. Last Price Change: 07/31/25
  5. Days On Market: 240
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4199
  10. Acreage: 1.59 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Gulf/Ocean
  15. 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 Elementary
  7. Middle School: Brookside Middle
  8. High School: Sarasota High
  9. Provided by: THE SARASOTA REAL ESTATE COMP.
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A Once in a Lifetime Offering! Introducing Penthouse #401 at Halcyon Siesta Keyan extraordinary coastal sanctuary where architectural brilliance meets unparalleled exclusivity. This is not just a resi
Details for 3930 Red Rock Way, SARASOTA, FL 34231
Single Family
  1. Price: $7,750,000.00
  2. Price sqft: $941.56 / sqft
  3. Days On Market: 6
  4. Bedrooms: 5
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 8231
  8. Acreage: 0.70 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor
  14. Year Built: 1966
MLS#: A4665829
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Red Rock Terrace
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Sarasota Middle
  7. High School: Riverview High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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A testament to timeless elegance and the tropical charm of coastal living, securely situated at or above base flood elevation. This exceptional Bayfront estate rests on nearly one acre, boasting 180 f
Details for 8585 Midnight Pass Road, SARASOTA, FL 34242
Single Family
  1. Price: $7,390,000.00
  2. Price sqft: $604.50 / sqft
  3. Days On Market: 67
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 10
  7. Bldg sqft: 12225
  8. Acreage: 1.59 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor
  14. Year Built: 2002
MLS#: A4660258
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Elementary School: Phillippi Shores Elementary
  5. Middle School: Brookside Middle
  6. High School: Sarasota High
  7. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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A private legacy estate on Siesta Key. Behind a private gate and walled perimeter on one of Siesta Keys largest residential parcels, this majestic waterfront estate offers a rare opportunity to own a