Searching on:
  1. Subdivision Like Siesta Isles
  2. Listing Status = Active
Details for 18230 Old Pelican Bay Dr, FORT MYERS BEACH, FL 33931
Single Family
  1. Price: $5,915,500.00
  2. Price sqft: $747.28 / sqft
  3. Previous Price: $6,495,500
  4. Last Price Change: 07/11/25
  5. Bedrooms: 4
  6. Baths: 6
  7. Garage / Parking Spaces: 4
  8. Bldg sqft: 7916
  9. Acreage: 0.22 acres
  10. Pool: Yes
  11. Spa/HotTub: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal Front, Rip Rap
  15. Year Built: 2026
MLS#: 224021055
  1. County: LEE
  2. City: FORT MYERS BEACH
  3. Zipcode: 33931
  4. Subdivision: Siesta Isles
  5. Provided by: C G Claussen Realty
  6. Naples Area Board of REALTORS®
  7. DMCA Notice
The Eden Model is a brand new floor plan being offered for the first time by Claussen Residential Communities. The well thought out flow of the home will give the new owners a very comfortable live st
Details for 5362 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $5,395,000.00
  2. Price sqft: $842.31 / sqft
  3. Previous Price: $5,495,000
  4. Last Price Change: 03/24/26
  5. Days On Market: 145
  6. Bedrooms: 3
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 6405
  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: 2023
MLS#: A4667008
  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: NCC PROPERTIES LLC
  9. mfrmls
  10. DMCA Notice
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 5569 Cape Leyte Drive, SARASOTA, FL 34242
Single Family
  1. Price: $4,495,000.00
  2. Price sqft: $885.71 / sqft
  3. Days On Market: 17
  4. Bedrooms: 5
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5075
  8. Acreage: 0.37 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2016
MLS#: A4685577
  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
LOCATION, LOCATION, LOCATION !!! One Block to the Crystal Sands of Siesta Key Beach the #1 Beach in the USA! Or spend the day on the Aqua waters with two boats on lifts out back, and 119' of front
Details for 814 Paradise Way, SARASOTA, FL 34242
Single Family
  1. Price: $2,100,000.00
  2. Price sqft: $665.40 / sqft
  3. Days On Market: 23
  4. Bedrooms: 4
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3156
  8. Acreage: 0.31 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Saltwater
  13. Year Built: 1962
MLS#: TB8483961
  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: COMMUNITY REALTY ASSOCIATES
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Exceptional Siesta Key waterfront residence offering a rare opportunity to own a turn key, move in ready 4 bedrooms and 2 bathrooms home in one of the islands most desirable and tranquil locations. Si
Details for 951 Contento St., SIESTA KEY, FL 34242
Single Family
  1. Price: $2,000,000.00
  2. Price sqft: $561.17 / sqft
  3. Days On Market: 18
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3564
  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: 1967
MLS#: A4684955
  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: PREMIER SOTHEBY'S INTERNATIONAL REALTY
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Deep boating water on the Grand Canal and Siesta Keys world famous beaches just minutes away, experience the best of island living. This beautifully renovated three bedroom, three bath waterfront resi
Details for 18484 Deep Passage Ln, FORT MYERS BEACH, FL 33931
Single Family
  1. Price: $1,795,000.00
  2. Price sqft: $464.30 / sqft
  3. Bedrooms: 4
  4. Baths: 4
  5. Garage / Parking Spaces: 2
  6. Bldg sqft: 3866
  7. Acreage: 0.26 acres
  8. Pool: Yes
  9. Spa/HotTub: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Basin, Bay, Canal Front, Mangrove, Navigable, Seawall
  13. Year Built: 1985
MLS#: 2026013857
  1. County: LEE
  2. City: FORT MYERS BEACH
  3. Zipcode: 33931
  4. Subdivision: Siesta Isles
  5. Provided by: Cypress Realty Inc.
  6. Provided through
  7. DMCA Notice
Experience the ultimate Southwest Florida lifestyle in this stunning 2 story Gulf access waterfront home in Siesta Islesa highly sought after boating community in Fort Myers Beach. Perfectly positione
Details for 5507 Contento Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,775,000.00
  2. Price sqft: $604.98 / sqft
  3. Days On Market: 37
  4. Bedrooms: 3
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 2934
  8. Acreage: 0.32 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Saltwater
  13. Year Built: 1969
MLS#: A4683288
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siesta Isles
  5. Elementary School: Phillippi Shores Elementary
  6. Middle School: Sarasota Middle
  7. High School: Sarasota High
  8. Provided by: PREFERRED SHORE LLC
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A BOATER'S DREAM! Welcome to your Siesta Key waterfront dream home on a third of an acre lot! Private dock with a 7,000lb boat lift on a wide part of the Grand Canal! Move right in and start enjoying
Details for 742 Edgemere, SIESTA KEY, FL 34242
Single Family
  1. Price: $1,750,000.00
  2. Price sqft: $1,203.58 / sqft
  3. Days On Market: 21
  4. Bedrooms: 3
  5. Baths: 2
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 1454
  8. Acreage: 0.37 acres
  9. Pool: No
  10. Waterfront: No
  11. Year Built: 1964
MLS#: W7883717
  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: LISTWITHFREEDOM.COM
  9. mfrmls
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Build or Renovate Discover an exceptional waterfront opportunity in the coveted Siesta Isles neighborhood on Siesta Key. Situated on an oversized lot at the intersection of two canals, this propert
Details for 5569 Contento Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,749,000.00
  2. Price sqft: $650.67 / sqft
  3. Previous Price: $2,099,000
  4. Last Price Change: 02/21/26
  5. Days On Market: 152
  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 Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: RE/MAX ALLIANCE GROUP
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  10. DMCA Notice
Siesta key ~ updated pricing with owner financing option ~ siesta isles neighborhood ~ 123' water frontage ~ close to siesta key beach ~ home updated throughout (inside outside) ~ oversized lot: 12,
Details for 5560 Shadow Lawn Drive, SARASOTA, FL 34242
Single Family
  1. Price: $1,549,000.00
  2. Price sqft: $511.22 / sqft
  3. Days On Market: 431
  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 Elementary
  6. Middle School: Brookside Middle
  7. High School: Sarasota High
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
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  10. DMCA Notice
Siesta Key Waterfront LivingPriced to Embrace the Island Lifestyle An inviting opportunity to enjoy relaxed waterfront living on Siesta Key, this beautifully maintained residence is ideally positio