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  1. Subdivision Like Siestas Bayside
4544 Woodside Road
New Construction
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Details for 4544 Woodside Road, SARASOTA, FL 34242
Single Family
  1. Price: $5,399,000.00
  2. Price sqft: $1,018.68 / sqft
  3. Days On Market: 395
  4. Bedrooms: 4
  5. Baths: 6
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 5300
  8. Acreage: 0.26 acres
  9. Pool: Yes
  10. Spa/HotTub: Yes
  11. Waterfront: Yes
  12. Wateraccess: Yes
  13. Waterfront Type: Canal - Saltwater
  14. Year Built: 2025
MLS#: A4611217
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside Wood
  5. Provided by: RE/MAX ALLIANCE GROUP
  6. mfrmls
  7. DMCA Notice
Under Construction. Welcome to your dream home on Siesta Key! This home, crafted by the esteemed custom home builder Maglich Homes, boasts over 4,000 square feet of luxurious living space with an open
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558 Venice Lane
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New Construction
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Details for 558 Venice Lane, SARASOTA, FL 34242
Single Family
  1. Price: $4,985,000.00
  2. Price sqft: $904.72 / sqft
  3. Days On Market: 579
  4. Bedrooms: 4
  5. Baths: 5
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 5510
  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: 2024
MLS#: A4589732
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside East
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Riverview
  8. Provided by: HB REALTY GROUP INC.
  9. mfrmls
  10. DMCA Notice
Under Construction. Award winning custom home builder Heritage Builders Welcomes you to this stunning coastal contemporary home located in Siesta Key. This two level waterfront property offers the bes
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603 Tremont St
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New Construction
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Details for 603 Tremont St, SARASOTA, FL 34242
Single Family
  1. Price: $4,299,000.00
  2. Price sqft: $794.93 / sqft
  3. Previous Price: $4,249,000
  4. Last Price Change: 06/10/25
  5. Days On Market: 120
  6. Bedrooms: 4
  7. Baths: 5
  8. Garage / Parking Spaces: 3
  9. Bldg sqft: 5408
  10. Acreage: 0.35 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2025
MLS#: A4642301
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Watersidewood
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: THE STUTZMAN REALTY GROUP, LLC
  9. mfrmls
  10. DMCA Notice
Perfectly positioned in the heart of Siesta Key, this masterfully crafted new construction estate by M&J Pham Development epitomizes modern luxury and architectural brilliance, offering 3,996 square f
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616 Mangrove Point Road
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New Construction
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Details for 616 Mangrove Point Road, SIESTA KEY, FL 34242
Single Family
  1. Price: $3,367,000.00
  2. Price sqft: $849.82 / sqft
  3. Days On Market: 170
  4. Bedrooms: 3
  5. Baths: 4
  6. Garage / Parking Spaces: 3
  7. Bldg sqft: 3962
  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: 2026
MLS#: A4632296
  1. County: SARASOTA
  2. City: SIESTA KEY
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside Wood
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: GRECO REAL ESTATE
  9. mfrmls
  10. DMCA Notice
Pre Construction. To be built. Island retreat meets waterfront luxury in this custom built masterpiece by renowned builder Allegra Homes. Situated in an exclusive Siesta Key location, this "Laurie Coa
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940 Siesta Key Place
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Details for 940 Siesta Key Place, SARASOTA, FL 34242
Single Family
  1. Price: $2,200,000.00
  2. Price sqft: $465.61 / sqft
  3. Days On Market: 128
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 4725
  8. Acreage: 0.34 acres
  9. Pool: Yes
  10. Waterfront: Yes
  11. Wateraccess: Yes
  12. Waterfront Type: Canal - Freshwater
  13. Year Built: 1970
MLS#: A4640876
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: COLDWELL BANKER REALTY
  9. mfrmls
  10. DMCA Notice
Exclusive Waterfront Estate on North Siesta Key. Discover an unparalleled waterfront retreat on the highly coveted North Siesta Key, where luxury and tranquility converge. This extraordinary property
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940 Siesta Key Place Place
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Details for 940 Siesta Key Place Place, SARASOTA, FL 34242
Land
  1. Price: $2,200,000.00
  2. Days On Market: 49
  3. Acreage: 0.34 acres
  4. Pool: No
  5. Waterfront: Yes
  6. Wateraccess: Yes
  7. Waterfront Type: Canal - Brackish
  8. Year Built: Not Available
MLS#: A4652224
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside
  5. Provided by: COLDWELL BANKER REALTY
  6. mfrmls
  7. DMCA Notice
Paradise in North Siesta Key! Discover one of the islands hidden gems a rarely available 15,000+ SF waterfront parcel boasting 316+ feet of canal frontage in one of Siesta Keys most coveted neighbor
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868 Siesta Key Circle
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Details for 868 Siesta Key Circle, SARASOTA, FL 34242
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $599.94 / sqft
  3. Previous Price: $2,050,000
  4. Last Price Change: 06/21/25
  5. Days On Market: 47
  6. Bedrooms: 3
  7. Baths: 3
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3292
  10. Acreage: 0.25 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Saltwater
  15. Year Built: 1972
MLS#: A4652247
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: WILLIAM RAVEIS REAL ESTATE
  9. mfrmls
  10. DMCA Notice
PRICE IMPROVEMENT... This island style, ranch waterfront home offers an incredible opportunity to renovate and make it your own. While it did take on water during Hurricanes Helene and Milton, it boas
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577 Venice Lane
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Details for 577 Venice Lane, SARASOTA, FL 34242
Single Family
  1. Price: $1,975,000.00
  2. Price sqft: $544.08 / sqft
  3. Previous Price: $1,995,000
  4. Last Price Change: 05/28/25
  5. Days On Market: 246
  6. Bedrooms: 4
  7. Baths: 4
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 3630
  10. Acreage: 0.23 acres
  11. Pool: Yes
  12. Spa/HotTub: Yes
  13. Waterfront: No
  14. Year Built: 2021
MLS#: A4626411
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside East
  5. Provided by: WILLIAM RAVEIS REAL ESTATE
  6. mfrmls
  7. DMCA Notice
NEW, NEW,NEW COMPLETED 2021! New Price! Hands down the absolute lowest priced, best value, new construction home on Siesta Key! Why consider spending money on a wet remediated home, or a 40 year old
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749 Tropical Circle
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Details for 749 Tropical Circle, SARASOTA, FL 34242
Single Family
  1. Price: $1,675,000.00
  2. Price sqft: $465.67 / sqft
  3. Days On Market: 106
  4. Bedrooms: 4
  5. Baths: 3
  6. Garage / Parking Spaces: 2
  7. Bldg sqft: 3597
  8. Acreage: 0.44 acres
  9. Pool: Yes
  10. Waterfront: No
  11. Year Built: 1984
MLS#: A4644675
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Bayside Club 0
  5. Elementary School: Phillippi Shores
  6. Middle School: Brookside
  7. High School: Sarasota
  8. Provided by: PREMIER SOTHEBYS INTL REALTY
  9. mfrmls
  10. DMCA Notice
Siesta Key sanctuary, a coastal retreat with modern luxury. Discover a private tropical paradise in this contemporary, renovated four bedroom, 2.5 bath pool home, ideally on nearly half an acre in one
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572 Commonwealth Lane
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Reduced
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Details for 572 Commonwealth Lane, SARASOTA, FL 34242
Single Family
  1. Price: $1,550,000.00
  2. Price sqft: $543.86 / sqft
  3. Previous Price: $1,695,000
  4. Last Price Change: 06/24/25
  5. Days On Market: 37
  6. Bedrooms: 3
  7. Baths: 2
  8. Garage / Parking Spaces: 2
  9. Bldg sqft: 2850
  10. Acreage: 0.28 acres
  11. Pool: Yes
  12. Waterfront: Yes
  13. Wateraccess: Yes
  14. Waterfront Type: Canal - Saltwater,Canal Front
  15. Year Built: 1972
MLS#: A4653553
  1. County: SARASOTA
  2. City: SARASOTA
  3. Zipcode: 34242
  4. Subdivision: Siestas Bayside Waterside East
  5. Provided by: KELLER WILLIAMS ON THE WATER S
  6. mfrmls
  7. DMCA Notice
Incredible views!..... Incredible island location!.... Incredible indoor/outdoor living!.... Turnkey furnished & located on a quiet cul de sac street along the grand canal with long water views..... Y
Listing Details and 63 Additional Pictures
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