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  1. School = Brookside
Details for 8501 Midnight Pass Road, Sarasota, FL 34242
Single Family
  1. Price: $29,995,000.00
  2. Price sqft: $1,712.92 / sqft
  3. Days On Market: 129
  4. Bedrooms: 6
  5. Baths: 10
  6. Garage / Parking Spaces: 7
  7. Bldg sqft: 17511
  8. Acreage: 2.78 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess
  13. Year Built: 2024
MLS#: A4638211
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Siesta Key
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: COLDWELL BANKER REALTY
  9. Provided through
  10. DMCA Notice
This extraordinary waterfront estate, set on nearly three acres of pristine Siesta Key bayfront, is a masterclass in architectural elegance and modern coastal living. Designed by Stofft Cooney Archite
Details for 4214 Higel Avenue, Sarasota, FL 34242
Single Family
  1. Price: $18,905,000.00
  2. Price sqft: $1,799.11 / sqft
  3. Days On Market: 93
  4. Bedrooms: 5
  5. Baths: 9
  6. Garage / Parking Spaces: 5
  7. Bldg sqft: 10508
  8. Acreage: 1.59 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BeachAccess,GulfAccess,OceanAccess
  13. Year Built: 2025
MLS#: A4646499
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Fidder Bayou
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: WILLIAM RAVEIS REAL ESTATE
  9. Provided through
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Pre Construction. To be built. Presenting an unparalleled opportunity to bring a world class waterfront estate to life. 4214 Higel Avenue is one of only 7 estates on this ultra exclusive stretch of Si
Details for 1423 & 1435 Hillview Drive, Sarasota, FL 34239
Single Family
  1. Price: $18,645,000.00
  2. Price sqft: $867.53 / sqft
  3. Days On Market: 24
  4. Bedrooms: 6
  5. Baths: 9
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 21492
  8. Acreage: 1.80 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess,GulfAccess
  13. Year Built: 2006
MLS#: A4653958
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34239
  4. Subdivision: Harbor Acres
  5. Elementary School: Southside Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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Welcome to a home that lives like a resort, set on two lots consisting of 1.8 lush, waterfront acres in Sarasotas premier neighborhood, Harbor Acres. Crafted for laid back luxury and everyday ease, th
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: 06/12/25
  5. Days On Market: 37
  6. Bedrooms: 4
  7. Baths: 6
  8. Garage / Parking Spaces: 9
  9. Bldg sqft: 18706
  10. Acreage: 1.40 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess,CanalAccess,GulfAccess,Lagoon
  15. 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
  6. Middle School: Brookside
  7. High School: Sarasota
  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 1610 Lodge Drive, Sarasota, FL 34239
Single Family
  1. Price: $11,900,000.00
  2. Price sqft: $881.48 / sqft
  3. Days On Market: 352
  4. Bedrooms: 5
  5. Baths: 8
  6. Garage / Parking Spaces: 8
  7. Bldg sqft: 13500
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess
  13. Year Built: 2024
MLS#: A4615836
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34239
  4. Subdivision: Cherokee Lodge
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: COLDWELL BANKER REALTY
  9. Provided through
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This stunning three story, coastal modern, single family waterfront home is the perfect blend of comfort and luxury located in the treasured Cherokee Park neighborhood. Nestled on a street adorned wit
Details for 1384 Harbor Drive, Sarasota, FL 34239
Single Family
  1. Price: $11,475,000.00
  2. Price sqft: $2,258.86 / sqft
  3. Days On Market: 38
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 6
  7. Bldg sqft: 5080
  8. Acreage: 0.46 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: BayAccess,GulfAccess
  13. Year Built: 1996
MLS#: A4652447
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34239
  4. Subdivision: Harbor Acres
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIERE PLUS REALTY COMPANY
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One or more photo(s) has been virtually staged. Under Construction. Opulent Bayfront Estate in Harbor Acres where timeless elegance meets modern resilience. Experience unparalleled luxury with this re
Details for 4214 Higel Avenue, Sarasota, FL 34242
Land
  1. Price: $9,825,000.00
  2. Days On Market: 93
  3. Acreage: 1.54 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: BeachAccess,GulfAccess,OceanAccess
  8. Year Built: Not Available
MLS#: A4646482
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Fidder Bayou
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: WILLIAM RAVEIS REAL ESTATE
  9. Provided through
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For the first time in 35 years, 4214 Higel Avenue is availableone of only 7 estates boasting a private beach on this ultra exclusive stretch of Siesta Key. Spanning approximately 1.6 acres with an unr
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: 410
  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
  9. Provided through
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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.
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: 147
  4. Bedrooms: 4
  5. Baths: 7
  6. Garage / Parking Spaces: 4
  7. Bldg sqft: 6983
  8. Acreage: 0.55 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: LakePrivileges
  13. Year Built: 2025
MLS#: A4637673
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Riverview
  8. Provided by: HB REALTY GROUP INC.
  9. Provided through
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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 3544 San Remo Terrace, Sarasota, FL 34239
Single Family
  1. Price: $6,900,000.00
  2. Price sqft: $706.82 / sqft
  3. Previous Price: $7,999,999
  4. Last Price Change: 06/26/25
  5. Days On Market: 415
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 5
  9. Bldg sqft: 9762
  10. Acreage: 0.98 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: BayAccess
  15. Year Built: 2009
MLS#: A4610057
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34239
  4. Subdivision: San Remo Estates
  5. Elementary School: Soutide
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: COLDWELL BANKER REALTY
  9. Provided through
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Crowning the esteemed West of Trail neighborhood of San Remo Estates, this grand 7,960 sq ft waterfront property, carefully positioned to capture only breathtaking views, epitomizes luxury waterfront