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  1. Subdivision Like Siesta Isles
927 Contento Street
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Details for 927 Contento Street, SARASOTA, FL 34242
Single Family
  1. Price: $3,995,000.00
  2. Price sqft: $734.38 / sqft
  3. Days On Market: 56
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5440
  8. Acreage: 0.27 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2024
MLS#: A4640177
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: PREFERRED SHORE LLC
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Under Construction. Under Construction. Tidewater Builders presents this custom, luxury waterfront property on Siesta Key's Grand Canal. With easy access to the Gulf of Mexico and just one bridge to t
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5376 Shadow Lawn Drive
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Details for 5376 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $527.26 / sqft
  3. Previous Price: $2,500,000
  4. Last Price Change: 03/28/25
  5. Days On Market: 66
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4457
  10. Acreage: 0.32 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Saltwater
  16. Year Built: 1964
MLS#: A4634690
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: BERKSHIRE HATHAWAY HOMESERVICE
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MOVE IN READY! Florida living on Siesta Key. Located in Siesta Isles, a community with 4 miles of canal front saltwater waterways with access to Roberts Bay, the Intracoastal, and the Gulf of Mexico.
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5576 Contento Drive
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Details for 5576 Contento Drive, SARASOTA, FL 34242
Single Family
  1. Price: $2,200,000.00
  2. Price sqft: $671.96 / sqft
  3. Days On Market: 112
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3274
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Saltwater
  13. Year Built: 1968
MLS#: A4632863
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  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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Experience exceptional island living at 5576 Contento Drive, Siesta Key, Florida. Nestled at the end of the cul de sac, the home has sweeping canal views with 200 feet of water frontage, offering a co
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951 Contento St.
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Details for 951 Contento St., SIESTA KEY, FL 34242
Single Family
  1. Price: $1,790,000.00
  2. Price sqft: $502.25 / sqft
  3. Previous Price: $1,899,000
  4. Last Price Change: 03/28/25
  5. Days On Market: 61
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3564
  10. Acreage: 0.27 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Brackish,Canal Front
  16. Year Built: 1967
MLS#: A4639209
  1. County: SARASOTA
  2. City: SIESTA KEY
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: COLDWELL BANKER SARASOTA CENT.
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Under Construction: Located in the exclusive Siesta Isles community, "The Coastal Haven" is a prime property on Siesta Key, offering significant waterfront and large pool. The seller has signed a cont
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5560 Shadow Lawn Drive
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Details for 5560 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,695,000.00
  2. Price sqft: $559.41 / sqft
  3. Previous Price: $1,895,000
  4. Last Price Change: 03/31/25
  5. Days On Market: 76
  6. Bedrooms: 4
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3030
  10. Acreage: 0.33 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Saltwater
  15. Year Built: 1970
MLS#: A4636955
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  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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New price! Discover the epitome of coastal living with this stunning waterfront home on Siesta Key, steps from the world famous white sands of Siesta Beach and the aqua waters of the Gulf of Mexico. O
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5402 Shadow Lawn Drive
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Details for 5402 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,350,000.00
  2. Price sqft: $511.95 / sqft
  3. Previous Price: $1,475,000
  4. Last Price Change: 03/27/25
  5. Days On Market: 66
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 2637
  10. Acreage: 0.32 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Saltwater
  15. Year Built: 1962
MLS#: A4634695
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: BERKSHIRE HATHAWAY HOMESERVICE
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Enjoy true Florida living on Siesta Key in beautiful Siesta Isles. This one level home offers nearly 1900 sf of living space set on a 104' wide deep water canal lot with access to Roberts Bay, the Int
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5525 Shadow Lawn Drive
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Details for 5525 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,195,000.00
  2. Price sqft: $419.00 / sqft
  3. Days On Market: 43
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2852
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1964
MLS#: A4642030
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  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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With just a short distance to the #1 Rated beach in the US, Siesta Key, this location is perfect for an Island lifestyle. Located in the desirable Siesta Isles community on a large lot with over 13,00
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5353 Shadow Lawn Drive
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Details for 5353 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,095,000.00
  2. Price sqft: $393.89 / sqft
  3. Previous Price: $1,195,000
  4. Last Price Change: 03/13/25
  5. Days On Market: 86
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2780
  10. Acreage: 0.30 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1960
MLS#: A4635480
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: IRONGATE REALTY INC
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With NO WATER DAMAGE OR WATER INTRUSION, you can have peace of mind that you are getting a MOVE IN READY piece of tranquility on the beautiful, world renown island of Siesta Key. Being offered Turnkey
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5519 Azure Way
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Details for 5519 Azure Way, SARASOTA, FL 34242
Rental
  1. Price: $12,000.00
  2. Price sqft: $3.13 / sqft
  3. Previous Price: $10,000
  4. Last Price Change: 03/22/23
  5. Bedrooms: 4
  6. Baths: 3
  7. Garage / Parking Spaces: 1
  8. Bldg sqft: 3833
  9. Acreage: 0.37 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: No
  13. Year Built: 1968
MLS#: A3984202
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Provided by: JENNETTE PROPERTIES, INC.
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Sprawling 4 bed. plus Waterfront/Pool/Spa home is only 4 min. to World famous Siesta Key Beach!!!Tucked away on the little "island "of Azure Way you are afforded privacy with water views . Perfect for
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5557 Shadow Lawn Drive
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Details for 5557 Shadow Lawn Drive, SARASOTA, FL 34242
Rental
  1. Price: $9,000.00
  2. Price sqft: $3.27 / sqft
  3. Days On Market: 623
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2752
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1964
MLS#: A4577748
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Southside Elementary
  6. Middle School: Sarasota Middle
  7. High School: Sarasota High
  8. Provided by: RENT SARASOTA
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Want to be able to walk three blocks to Siesta Key beach? Vacation here and you can! This private 3 bedroom 2 1/2 bathroom pool home is warm and inviting and lushly landscaped. There is large screen
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Tropic Shores Realty - Crystal River
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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on April 9, 2025 @ 12:00 am
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