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  1. School = Riverview High
  2. Listing Status = Active
Details for 1401 Kenilworth Street, SARASOTA, FL 34231
Single Family
  1. Price: $7,950,000.00
  2. Price sqft: $1,190.48 / sqft
  3. Days On Market: 105
  4. Bedrooms: 4
  5. Baths: 4
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 6678
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Bay/Harbor
  13. Year Built: 2024
MLS#: A4676504
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Landings
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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This 2024 custom built residence by Sweet Sparkman is located in Oyster Bay Landings,the only gated neighborhood in Oyster Bay Estates, offering a distinctive collection of highly desirable features i
Details for 1521 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $5,980,000.00
  2. Price sqft: $856.37 / sqft
  3. Previous Price: $6,290,000
  4. Last Price Change: 04/26/26
  5. Days On Market: 450
  6. Bedrooms: 4
  7. Baths: 7
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 6983
  10. Acreage: 0.55 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Lake Front
  16. Year Built: 2025
MLS#: A4637673
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: HB REALTY GROUP INC.
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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 West of Trail lakefro
Details for 6722 Hawkins Road, SARASOTA, FL 34241
Single Family
  1. Price: $5,695,000.00
  2. Price sqft: $629.49 / sqft
  3. Previous Price: $5,875,000
  4. Last Price Change: 04/26/26
  5. Days On Market: 146
  6. Bedrooms: 5
  7. Baths: 7
  8. Garage / Parking Spaces: 4
  9. Bldg sqft: 9047
  10. Acreage: 6.80 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 2018
MLS#: A4667142
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34241
  4. Elementary School: Lakeview Elementary
  5. Middle School: Sarasota Middle
  6. High School: Riverview High
  7. Provided by: GENEROUS PROPERTY
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**exquisite, custom built (2018) estate situated on 6. 80 acres offers the utmost in luxury living and entertaining** behind the private, iron gate entrance, you will find a magnificent residence with
Details for 1421 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $4,695,000.00
  2. Price sqft: $1,043.33 / sqft
  3. Days On Market: 137
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4500
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2021
MLS#: A4674749
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: COLDWELL BANKER REALTY
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Perfectly positioned on a spacious, private lot in the prestigious and highly sought after Oyster Bay Estates community, the residence embodies exceptional design, architectural intention, and refined
Details for 558 Venice Lane, SARASOTA, FL 34242
Single Family
  1. Price: $4,649,900.00
  2. Price sqft: $844.82 / sqft
  3. Days On Market: 18
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5504
  8. Acreage: 0.21 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2025
MLS#: A4689132
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside East
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: COMPASS FLORIDA LLC
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Newly completed and move in ready, this Coastal Contemporary waterfront residence on Siesta Key by award winning Heritage Builders offers 4,132 sq ft with 5 bedrooms, 4.5 baths, a private study, loft,
Details for 1815 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $4,500,000.00
  2. Price sqft: $730.05 / sqft
  3. Days On Market: 12
  4. Bedrooms: 5
  5. Baths: 5
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6164
  8. Acreage: 0.35 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2023
MLS#: A4690123
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Sarasota Middle
  7. High School: Riverview High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Experience refined modern living in this Oyster Bay Estates, stunning five bedroom, four and a half bath residence thoughtfully designed and custom built with exceptional craftsmanship, elevated finis
Details for 5800 Tidewood Avenue, SARASOTA, FL 34231
Single Family
  1. Price: $3,149,000.00
  2. Price sqft: $434.35 / sqft
  3. Previous Price: $3,245,000
  4. Last Price Change: 04/26/26
  5. Days On Market: 222
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 7250
  10. Acreage: 0.55 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: Yes
  14. Wateraccess: Yes
  15. Waterfront Type: Intracoastal Waterway
  16. Year Built: 2000
MLS#: A4664806
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Baywood Colony Westport Sec 2
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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Welcome to The Retreat at Tidewood, a boaters paradise nestled in one of Sarasotas most desirable and secluded waterfront communities. Imagine living just minutes from downtown, fine dining, and shopp
Details for 2110 Michele Drive, SARASOTA, FL 34231
Single Family
  1. Price: $2,549,000.00
  2. Price sqft: $337.53 / sqft
  3. Days On Market: 306
  4. Bedrooms: 5
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 7552
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2025
MLS#: A4657130
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Monticello
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Brookside Middle
  7. High School: Riverview High
  8. Provided by: FLORIDA HOME TEAM LLC
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New custom luxury home for sale in Sarasota Florida located on Coquina Island. This high end Sarasota luxury estate features a private in law suite, resort style pool and spa, outdoor kitchen, and ove
Details for 1511 Lake Shore Drive, SARASOTA, FL 34231
Single Family
  1. Price: $2,349,000.00
  2. Price sqft: $530.73 / sqft
  3. Previous Price: $2,399,000
  4. Last Price Change: 04/26/26
  5. Days On Market: 139
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 4426
  10. Acreage: 0.47 acres
  11. Pool: Yes
  12. Waterfront: No
  13. Year Built: 1997
MLS#: A4674572
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34231
  4. Subdivision: Oyster Bay Estates
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Booker Middle
  7. High School: Riverview High
  8. Provided by: MS REALTY MICKEY SCHWEITZER & ASSOCIATES LLC
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This Oyster Bay residence with well known address of North Lakeshore Dr..West of trail perfect location..close to Siesta Key and the activities and also near the renowned Field Club. The grand entranc
Details for 9296 Starry Night Avenue, SARASOTA, FL 34241
Single Family
  1. Price: $2,200,000.00
  2. Price sqft: $341.09 / sqft
  3. Days On Market: 64
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 6450
  8. Acreage: 0.30 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: No
  12. Year Built: 2022
MLS#: A4683429
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34241
  4. Subdivision: Skye Ranch
  5. Elementary School: K 8 At Clark And Lorriane
  6. Middle School: Sarasota Middle
  7. High School: Riverview High
  8. Provided by: MICHAEL SAUNDERS & COMPANY
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Experience elevated living in the highly sought after Skye Ranch community of Sarasota. Perfectly positioned on Starry Night Avenue, this expanded Beacon Model offers an impressive 4,877 square feet u