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  1. Subdivision Like Siesta Isles
Details for 5569 Cape Leyte Drive, Sarasota, FL 34242
Single Family
  1. Price: $4,999,777.00
  2. Price sqft: $985.18 / sqft
  3. Days On Market: 10
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5075
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess,GulfAccess
  13. Year Built: 2016
MLS#: A4656098
  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: MICHAEL SAUNDERS & COMPANY
  9. Provided through
  10. DMCA Notice
LOCATION, LOCATION, LOCATION !!! Live like a Lottery Winner on the Crystal Sands & Aqua Waters of Siesta Key. Literally, You can walk one block to be with the playful dolphins at the #1 Beach in the
Details for 1031 Contento Street, Sarasota, FL 34242
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $670.24 / sqft
  3. Days On Market: 2
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2611
  8. Acreage: 0.25 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: CanalAccess
  13. Year Built: 1971
MLS#: A4657190
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles Unit 8
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
  9. Provided through
  10. DMCA Notice
Designer Waterfront Retreat on Siesta Key. Welcome to your dream coastal getaway! Tucked away on a quiet cul de sac just moments from the world renowned powdery quartz sands of Siesta Beach, this impe
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: 54
  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: CanalAccess,CanalFront,IntracoastalAccess
  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. Provided through
  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
Details for 5581 Shadow Lawn Drive, Sarasota, FL 34242
Single Family
  1. Price: $1,695,000.00
  2. Price sqft: $511.31 / sqft
  3. Days On Market: 30
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3315
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1963
MLS#: A4653589
  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: MICHAEL SAUNDERS & COMPANY
  9. Provided through
  10. DMCA Notice
Your Siesta Key dream starts right here! This spectacular, fully renovated 4 bedroom, 3 bath home in the highly sought after Siesta Isles community is the total packagemodern, stylish, move in ready,
Details for 5572 Shadow Lawn Drive, Sarasota, FL 34242
Single Family
  1. Price: $1,200,000.00
  2. Price sqft: $482.51 / sqft
  3. Days On Market: 9
  4. Bedrooms: 3
  5. Baths: 2
  6. Bldg sqft: 2487
  7. Acreage: 0.32 acres
  8. Pool: No
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: CanalAccess,GulfAccess
  12. Year Built: 1963
MLS#: A4656346
  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
  9. Provided through
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Estate sale! Waterfront property half a mile to siesta beach. Welcome to 5572 shadow lawn drive on siesta key. This 3 bedroom, 2 bath home sits on a 14,300 sq. Ft. Lot, has a private dock and feature
Details for 5223 Shadow Lawn Drive, Sarasota, FL 34242
Single Family
  1. Price: $875,000.00
  2. Price sqft: $599.73 / sqft
  3. Previous Price: $995,000
  4. Last Price Change: 05/31/25
  5. Days On Market: 34
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 1
  9. Bldg sqft: 1459
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1967
MLS#: A4653522
  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: REAL BROKER, LLC
  9. Provided through
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One or more photo(s) has been virtually staged. Elegant Siesta Key Retreat Now Offered at $875,000 Discover an unbeatable opportunity at 5223 Shadow Lawn Dr a stylish 3 bedroom, 2 bath Siesta Isl
Details for 5369 Shadow Lawn Drive, Sarasota, FL 34242
Single Family
  1. Price: $795,000.00
  2. Price sqft: $403.55 / sqft
  3. Days On Market: 11
  4. Bedrooms: 2
  5. Baths: 2
  6. Garage / Parking Spaces: 1
  7. Bldg sqft: 1970
  8. Acreage: 0.28 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1961
MLS#: N6139320
  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: ACCARDI & ASSOCIATES REAL ESTA
  9. Provided through
  10. DMCA Notice
Discover a rare opportunity to own a piece of Siesta Key history with this early Ruth Richmond designed single family home, ideally situated on a spacious high and dry 12,000 sq ft lot surrounded by
Details for 5577 Contento Drive, Sarasota, FL 34242
Rental
  1. Price: $5,000.00
  2. Price sqft: $2.39 / sqft
  3. Days On Market: 439
  4. Bedrooms: 2
  5. Baths: 2
  6. Bldg sqft: 2089
  7. Acreage: 0.26 acres
  8. Pool: Yes
  9. Waterfront: Yes
  10. Wateraccess: Yes
  11. Waterfront Type: CanalAccess
  12. Year Built: 1969
MLS#: A4607468
  1. County: SARASOTA
  2. City: Sarasota
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Provided by: ASCENDIA REAL ESTATE
  6. Provided through
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Check out this COMPLETELY REMODELED canal front pool home on Siesta Key! Picture this: you roll out of bed and grab your coffee, take two steps out of the sliding glass doors, and enjoy it by the salt