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  1. Subdivision Like Siesta Isles
Details for 5362 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $5,649,000.00
  2. Price sqft: $881.97 / sqft
  3. Days On Market: 18
  4. Bedrooms: 3
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6405
  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: 2023
MLS#: A4667008
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: NCC PROPERTIES LLC
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Experience elevated coastal living in this award winning Marlin Model by Nutter Custom Construction, perfectly positioned on Siesta Keys coveted Grand Canal. Completed in 2023 and showcased as the bui
Details for 5624 Cape Leyte Drive, SARASOTA, FL 34242
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $751.76 / sqft
  3. Days On Market: 21
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3126
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1963
MLS#: A4670620
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: SARASOTA INTERNATIONAL REALTY
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Discover this newly upgraded coastal retreat ideally located just behind the iconic Siesta Key Beach, where crystal clear waters and powder soft sands are only a short walk away. View of the beach mai
Details for 5624 Cape Leyte Drive, Sarasota, FL 34242
Single Family
  1. Price: $2,350,000.00
  2. Price sqft: $751.76 / sqft
  3. Days On Market: 21
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3126
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1963
MLS#: A4670620
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: SARASOTA INTERNATIONAL REALTY
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Discover this newly upgraded coastal retreat ideally located just behind the iconic Siesta Key Beach, where crystal clear waters and powder soft sands are only a short walk away. View of the beach mai
Details for 5569 Contento Drive, SARASOTA, FL 34242
Single Family
  1. Price: $2,199,000.00
  2. Price sqft: $818.08 / sqft
  3. Previous Price: $2,459,000
  4. Last Price Change: 11/10/25
  5. Days On Market: 25
  6. Bedrooms: 2
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2688
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Canal - Saltwater
  16. Year Built: 1969
MLS#: A4670108
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: RE/MAX ALLIANCE GROUP
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New price ~ siesta key ~ siesta isles neighborhood ~ 123' water frontage ~ close to siesta key beach ~ home updated throughout (inside outside) ~ oversized lot: 12,000+ square feet ~ pool ~ two boat
Details for 951 Contento Street, SARASOTA, FL 34242
Single Family
  1. Price: $2,190,000.00
  2. Price sqft: $755.17 / sqft
  3. Days On Market: 3
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2900
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1967
MLS#: O6362034
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Provided by: BEYCOME OF FLORIDA LLC
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Incredible 2025 remodeled waterfront pool home on siesta key! Fantastic views of the large pool area and grand canal through wall of windows all along back of home. Good for entertaining with great ro
Details for 951 Contento Street, Sarasota, FL 34242
Single Family
  1. Price: $2,190,000.00
  2. Price sqft: $755.17 / sqft
  3. Days On Market: 4
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2900
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1967
MLS#: O6362034
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Provided by: BEYCOME OF FLORIDA LLC
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Incredible 2025 remodeled waterfront pool home on siesta key! Fantastic views of the large pool area and grand canal through wall of windows all along back of home. Good for entertaining with great ro
Details for 5560 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,695,000.00
  2. Price sqft: $559.41 / sqft
  3. Days On Market: 304
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3030
  8. Acreage: 0.33 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Saltwater
  13. Year Built: 1970
MLS#: A4636955
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  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
Details for 5502 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,295,000.00
  2. Price sqft: $287.52 / sqft
  3. Previous Price: $1,389,000
  4. Last Price Change: 09/27/25
  5. Days On Market: 214
  6. Bedrooms: 3
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 4504
  10. Acreage: 0.33 acres
  11. Pool: No
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal Front
  15. Year Built: 1961
MLS#: A4649470
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREFERRED SHORE LLC
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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
Details for 5432 Cape Leyte Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,199,000.00
  2. Price sqft: $551.52 / sqft
  3. Previous Price: $1,295,000
  4. Last Price Change: 10/01/25
  5. Days On Market: 213
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2174
  10. Acreage: 0.34 acres
  11. Pool: No
  12. Waterfront: No
  13. Year Built: 1974
MLS#: A4649500
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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New Price! 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 c
Details for 5587 Shadow Lawn Drive, SARASOTA, FL 34242
Land
  1. Price: $749,000.00
  2. Previous Price: $799,000
  3. Last Price Change: 11/07/25
  4. Days On Market: 145
  5. Acreage: 0.29 acres
  6. Pool: No
  7. Waterfront: No
  8. Year Built: Not Available
MLS#: A4657583
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: COLDWELL BANKER REALTY
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Nestled on picturesque Shadow Lawn Drive, this 12,800 square foot lot offers an exceptional canvas for your custom home. Framed by mature live oaks on the front left and back right corners, the proper