Searching on:
- Subdivision Like Siestas Bayside
- Listing Status = Active
Single Family
- Price: $5,500,000.00
- Price sqft: $916.67 / sqft
- Days On Market: 121
- Bedrooms: 5
- Baths: 6
- Garage / Parking Spaces: 3
- Bldg sqft: 6000
- Acreage: 0.26 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Saltwater
- Year Built: 2026
MLS#: A4672499
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside East
- Provided by: COMPASS FLORIDA LLC
- DMCA Notice
Description
- Pre Construction. To be built. Welcome to a world where every day feels like an escape to Paradise! This meticulously crafted 4,500 sq. ft. residence on Siesta Key blends contemporary architecture wit
Single Family
- Price: $4,799,000.00
- Price sqft: $871.91 / sqft
- Previous Price: $4,985,000
- Last Price Change: 01/07/26
- Days On Market: 845
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5504
- Acreage: 0.21 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Saltwater
- Year Built: 2024
MLS#: A4589732
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside East
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Riverview
- Provided by: HB REALTY GROUP INC.
- DMCA Notice
Description
- Newly Complete and Move in Ready! A luxury, Coastal Contemporary Home on Siesta Key. Welcome to your future coastal retreat, brought to life by Heritage Builders, an award winning custom home builder
Single Family
- Price: $3,000,000.00
- Price sqft: $581.85 / sqft
- Days On Market: 141
- Bedrooms: 5
- Baths: 5
- Garage / Parking Spaces: 2
- Bldg sqft: 5156
- Acreage: 0.37 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal Front
- Year Built: 1970
MLS#: A4670452
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Description
- Boaters Dream on Siesta Key! Experience the ultimate waterfront lifestyle in this beautifully renovated Siesta Key home, offering an extraordinary 268 feet of waterfront and immediate access to the In
Single Family
- Price: $2,450,000.00
- Price sqft: $894.16 / sqft
- Previous Price: $2,495,000
- Last Price Change: 03/14/26
- Days On Market: 100
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2740
- Acreage: 0.26 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Saltwater
- Year Built: 1969
MLS#: A4674684
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside Wood
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: KELLER WILLIAMS ON THE WATER S
- DMCA Notice
Description
- Luxury exclusive living boaters paradise welcome to 4508 woodside rd. , a true waterfront retreat on siesta key offering privacy, boating convenience, and refined coastal living. Positioned on one
Single Family
- Price: $1,575,000.00
- Price sqft: $437.87 / sqft
- Days On Market: 104
- Bedrooms: 4
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3597
- Acreage: 0.44 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1984
MLS#: A4673529
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Bayside Club 0
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: PREMIER SOTHEBY'S INTERNATIONAL REALTY
- DMCA Notice
Description
- A private tropical haven in the heart of Siesta Key, beautifully reimagined coastal retreat tucked away on nearly half an acre in one of Siesta Keys most coveted neighborhoods. This stunning four bedr
Single Family
- Price: $999,900.00
- Price sqft: $363.47 / sqft
- Previous Price: $1,150,000
- Last Price Change: 03/20/26
- Days On Market: 137
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 1
- Bldg sqft: 2751
- Acreage: 0.36 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1973
MLS#: A4670796
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside Sout
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Description
- Experience Coastal Living at its finest in this turnkey furnished, three bedroom, two bath retreat tucked away on a quiet cul de sac in a private community just minutes from the beach! This home featu
Single Family
- Price: $975,000.00
- Price sqft: $363.40 / sqft
- Previous Price: $1,000,000
- Last Price Change: 02/20/26
- Days On Market: 144
- Bedrooms: 4
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2683
- Acreage: 0.25 acres
- Pool: No
- Waterfront: No
- Year Built: 1971
MLS#: A4669940
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside East
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Description
- One or more photo(s) has been virtually staged. Nestled near the gentle waters of Roberts Bay, this enchanting Siesta Key home rests on a quiet cul de sac street where the only sounds are the whisper
Single Family
- Price: $960,000.00
- Price sqft: $435.57 / sqft
- Days On Market: 355
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2204
- Acreage: 0.20 acres
- Pool: No
- Waterfront: No
- Year Built: 1973
MLS#: A4646201
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside Sout
- Provided by: BERKSHIRE HATHAWAY HOMESERVICE
- DMCA Notice
Description
- Located in the heart of Siesta Key, this three bedroom, two bath home with a two car garage offers a rare opportunity to experience island living just one mile from Siesta Key Beachconsistently ranked
Single Family
- Price: $948,000.00
- Price sqft: $336.29 / sqft
- Previous Price: $949,000
- Last Price Change: 02/27/26
- Days On Market: 151
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2819
- Acreage: 0.42 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Lagoon,Pond
- Year Built: 1983
MLS#: A4668594
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Bayside Club 0
- Elementary School: Phillippi Shores
- Middle School: Brookside
- High School: Sarasota
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
Description
- Discover luxurious coastal living on tropical Siesta Key, #1 beach in the US and #4 in the world! Set on an elevated lot that sustained NO storm damage, includes a NEW TAMKO hurricane proof ROOF with
Rental
- Price: $5,525.00
- Price sqft: $2.04 / sqft
- Previous Price: $5,250
- Last Price Change: 02/24/26
- Days On Market: 439
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 2
- Bldg sqft: 2707
- Acreage: 0.18 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1972
MLS#: A4634095
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siestas Bayside Waterside Sout
- Provided by: TNG PROPERTY MANAGEMENT
- DMCA Notice
Description
- AVAILABLE after April 15, 2026! WOW! Enjoy a little slice of heaven on the World Famous Siesta Key! This beautifully renovated turnkey 3 bedroom 2 bath, heated pool home, is just a short distance to t
















