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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: 98
  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
  9. mfrmls
  10. DMCA Notice
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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951 Contento St.
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Details for 951 Contento St., SIESTA KEY, FL 34242
Single Family
  1. Price: $2,299,000.00
  2. Price sqft: $645.06 / sqft
  3. Previous Price: $1,790,000
  4. Last Price Change: 04/02/25
  5. Days On Market: 103
  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.
  9. mfrmls
  10. DMCA Notice
Under Construction: Nestled in one of Siesta Keys best kept secrets, The Coastal Haven is tucked away in the peaceful privacy of a relaxing cul de sacaway from the hustle and bustle, offering you an u
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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: 154
  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
  9. mfrmls
  10. DMCA Notice
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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5376 Shadow Lawn Drive
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Details for 5376 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,995,000.00
  2. Price sqft: $447.61 / sqft
  3. Days On Market: 109
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4457
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. 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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BRING ALL THE FAMILY MOVE IN READY! Florida living on this high & dry lot on Siesta Key. Your own private tropical deep water canal frontage. Large saltwater pool and spa, private screened courtyard
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1038 Contento Street
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Details for 1038 Contento Street, SARASOTA, FL 34242
Single Family
  1. Price: $1,725,000.00
  2. Price sqft: $576.15 / sqft
  3. Days On Market: 15
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2994
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Saltwater,Canal Front,Intracoastal Waterway
  13. Year Built: 1972
MLS#: A4650938
  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: SARASELLSSARASOTA.COM
  9. mfrmls
  10. DMCA Notice
Siesta Key Canal Front Home with 175 of sea wall on the Grand Canal in the desirable and quaint neighborhood of Siesta Isles. Ride your bike to the Village or the world famous Siesta Key Beach rated
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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: 05/02/25
  5. Days On Market: 119
  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
  9. mfrmls
  10. DMCA Notice
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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1014 Contento Street
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Details for 1014 Contento Street, SARASOTA, FL 34242
Single Family
  1. Price: $1,580,000.00
  2. Price sqft: $425.76 / sqft
  3. Previous Price: $1,700,000
  4. Last Price Change: 05/07/25
  5. Days On Market: 23
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3711
  10. Acreage: 0.31 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Saltwater
  15. Year Built: 1969
MLS#: A4650604
  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
  9. mfrmls
  10. DMCA Notice
Here's the opportunity you have been waiting for. Incredible floor plan with this concrete block home. Large bedrooms with three on one side and the owner's suite on the other. Large in home laundry,
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5502 Shadow Lawn Drive
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Details for 5502 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,399,000.00
  2. Price sqft: $310.61 / sqft
  3. Days On Market: 28
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4504
  8. Acreage: 0.33 acres
  9. Pool: No
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal Front
  13. Year Built: 1961
MLS#: A4649470
  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
  9. mfrmls
  10. DMCA Notice
Build your Dream Home or renovate the existing home on this Siesta Isles Canal Front lot just a short walk to the cool powdery quartz sands of Siesta Key. This 14,200 square foot lot boasts approximat
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5432 Cape Leyte Drive
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Details for 5432 Cape Leyte Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,295,000.00
  2. Price sqft: $595.68 / sqft
  3. Days On Market: 28
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2174
  8. Acreage: 0.34 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1974
MLS#: A4649500
  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
  9. mfrmls
  10. DMCA Notice
Grab your sunglasses and flip flops, because this charming Siesta Key retreat is just minutes from world famous Siesta Beach, the #1 beach in the USA! With powdery white sands and crystal clear, turqu
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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: 85
  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
  9. mfrmls
  10. DMCA Notice
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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