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  1. School = Brookside Middle
Details for 3799 Flamingo Avenue, SARASOTA, FL 34242
Single Family
  1. Price: $18,900,000.00
  2. Price sqft: $1,010.37 / sqft
  3. Days On Market: 22
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 9
  7. Bldg sqft: 18706
  8. Acreage: 1.40 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bay/Harbor,Canal - Saltwater,Lagoon
  14. 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: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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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 1521 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $6,998,000.00
  2. Price sqft: $1,002.15 / sqft
  3. Days On Market: 131
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6983
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: A4637673
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: HB REALTY GROUP INC.
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Under Construction. The Windemere II is an extraordinary luxury custom home meticulously crafted by Heritage Builders. This coastal contemporary residence with clean lines is situated on a very rare W
Details for 7647 Sanderling Road, SARASOTA, FL 34242
Single Family
  1. Price: $5,300,000.00
  2. Price sqft: $1,023.56 / sqft
  3. Days On Market: 16
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5178
  8. Acreage: 0.93 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Bayou,Lagoon
  14. Year Built: 1961
MLS#: A4653020
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Sanderling Club
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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An architectural masterpiece reimagined for those with a passion for modernist living. The Ness House, named for its original owners who worked with architect Tim Seibert on a 1971 renovation, was ori
Details for 558 Venice Lane, SARASOTA, FL 34242
Single Family
  1. Price: $4,985,000.00
  2. Price sqft: $904.72 / sqft
  3. Days On Market: 565
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5510
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2024
MLS#: A4589732
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside East
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: HB REALTY GROUP INC.
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Under Construction. Award winning custom home builder Heritage Builders Welcomes you to this stunning coastal contemporary home located in Siesta Key. This two level waterfront property offers the bes
Details for 603 Tremont St, SARASOTA, FL 34242
Single Family
  1. Price: $4,299,000.00
  2. Price sqft: $794.93 / sqft
  3. Previous Price: $4,249,000
  4. Last Price Change: 06/07/25
  5. Days On Market: 106
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5408
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2025
MLS#: A4642301
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Watersidewood
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: THE STUTZMAN REALTY GROUP, LLC
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Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by M&J Pham Development epitomizes modern luxury and architectural brilliance, offering 3,996 square f
Details for 5169 Sandy Shore Avenue, SARASOTA, FL 34242
Single Family
  1. Price: $3,288,000.00
  2. Price sqft: $702.87 / sqft
  3. Previous Price: $3,290,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 107
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4678
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Saltwater
  16. Year Built: 2015
MLS#: A4641428
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Sara Sands
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: WATERSIDE REALTY LLC
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One or more photo(s) has been virtually staged. Live in paradise: siesta key private residence welcome to your own slice of paradisean elevated, key weststyle home where mornings begin with dolphin
Details for 8855 Midnight Pass Road, SARASOTA, FL 34242
Single Family
  1. Price: $2,995,000.00
  2. Price sqft: $323.54 / sqft
  3. Previous Price: $3,495,000
  4. Last Price Change: 06/11/25
  5. Days On Market: 185
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9257
  10. Acreage: 0.53 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2000
MLS#: A4632077
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Tortoise Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: EXP REALTY LLC
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Seller financing available. Huge price improvement! Offering unparalleled privacy and tranquility, this extraordinary Siesta Key estate is a testament to both luxury and resilience. Spanning double lo
Details for 126-128 Avenida Veneccia, SARASOTA, FL 34242
Single Family
  1. Price: $2,850,000.00
  2. Price sqft: $411.91 / sqft
  3. Previous Price: $2,950,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 127
  6. Bedrooms: 5
  7. Baths: 4
  8. Garage / Parking Spaces: 6
  9. Bldg sqft: 6919
  10. Acreage: 0.13 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1982
MLS#: A4638643
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Mira Mar Beach
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: COLDWELL BANKER REALTY
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Charming Coastal Retreat. Nestled just steps from the vibrant Siesta Key Village and the world renowned Siesta Key Beach, this rustic coastal getaway offers an unparalleled location with limitless pos
Details for 1610 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $2,099,000.00
  2. Price sqft: $631.66 / sqft
  3. Previous Price: $2,195,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 89
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3323
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 1964
MLS#: A4643197
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Nestled among towering oaks and mature landscaping sits this mid century modern home. On an oversized lot with a pavered circular driveway, a fully fenced yard that is perfect for pets, and a side ent
Details for 1214 Sea Plume Way, SARASOTA, FL 34242
Single Family
  1. Price: $1,999,000.00
  2. Price sqft: $296.10 / sqft
  3. Previous Price: $2,395,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 183
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 6751
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Saltwater
  16. Year Built: 1980
MLS#: A4632298
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Mangroves Sub The
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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This South Siesta Key Village spacious island home offers over 3,600 interior square feet, a beautiful and inviting south facing screened lanai with heated pool, separate covered patio deck with jacuz