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- School = Phillippi Shores Elementary
Single Family
- Price: $7,695,000.00
- Price sqft: $891.76 / sqft
- Days On Market: 344
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 3
- Bldg sqft: 8629
- Acreage: 0.98 acres
- Pool: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bayou
- Year Built: 2019
MLS#: A4618500
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Bay Island
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: EXP REALTY LLC
- DMCA Notice
An elegant, private entrance shaded by regal palms and vibrant bougainvillea guides you toward something extraordinary. As the wrought iron gate closes behind you, fervent anticipation builds. Your dr
Multi-Family
- Price: $6,499,500.00
- Price sqft: $660.72 / sqft
- Days On Market: 130
- Bedrooms: 10
- Baths: 10
- Garage / Parking Spaces: 4
- Bldg sqft: 9837
- Acreage: 0.25 acres
- Pool: Yes
- Waterfront: No
- Year Built: 2017
MLS#: TB8356488
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Gulf View On Little Sarasota B
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: CHARLES RUTENBERG REALTY INC
- DMCA Notice
Welcome to an unparalleled luxury coastal retreat in the heart of SIESTA KEY, home to Tripadvisors #1 Beach in America! This turn key luxury vacation rental boasts a potential $966,192 in first year c
Single Family
- Price: $5,995,000.00
- Price sqft: $497.97 / sqft
- Days On Market: 178
- Bedrooms: 6
- Baths: 7
- Garage / Parking Spaces: 10
- Bldg sqft: 12039
- Acreage: 0.37 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bayou
- Year Built: 2008
MLS#: A4634385
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Roberts Point 2
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: KELLER WILLIAMS ON THE WATER S
- DMCA Notice
Situated on the coveted North end of Siesta Key, this waterfront retreat offers a perfect blend of luxury, elegance, and tranquility with breathtaking views of South Coconut Bayou and direct access to
Single Family
- Price: $2,995,000.00
- Price sqft: $323.54 / sqft
- Days On Market: 212
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 4
- Bldg sqft: 9257
- Acreage: 0.53 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2000
MLS#: A4632077
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Tortoise Estates
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: EXP REALTY LLC
- DMCA Notice
Seller financing available. Huge price improvement! Offering unparalleled privacy and tranquility, this extraordinary Siesta Key estate is a testament to both luxury and resilience. Spanning double lo
Single Family
- Price: $2,700,000.00
- Price sqft: $547.56 / sqft
- Days On Market: 10
- Bedrooms: 4
- Baths: 5
- Garage / Parking Spaces: 3
- Bldg sqft: 4931
- Acreage: 0.25 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 2017
MLS#: A4657245
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34231
- Subdivision: Johnson Estates
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Riverview High
- Provided by: COLDWELL BANKER REALTY
- DMCA Notice
One or more photo(s) has been virtually staged. Welcome to The Islamoradaa 2017 built coastal contemporary residence by Heritage Builders, ideally located in the highly sought after Oyster Bay neighbo
Single Family
- Price: $1,998,000.00
- Price sqft: $661.37 / sqft
- Days On Market: 148
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 1
- Bldg sqft: 3021
- Acreage: 0.26 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Bayou,Canal - Saltwater,Lagoon
- Year Built: 1955
MLS#: A4637567
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Bay Island
- Elementary School: Phillippi Shores Elementary
- Middle School: Sarasota Middle
- High School: Sarasota High
- Provided by: FINE PROPERTIES
- DMCA Notice
Highly motivated sellers! Bring all offers to rebuild your dream home in the exclusive community of bay island nestled on the barrier island of siesta key! Remodel, rebuild or bring a development oppo
Single Family
- Price: $1,995,000.00
- Price sqft: $600.36 / sqft
- Previous Price: $2,099,000
- Last Price Change: 07/09/25
- Days On Market: 116
- Bedrooms: 3
- Baths: 3
- Garage / Parking Spaces: 2
- Bldg sqft: 3323
- Acreage: 0.35 acres
- Pool: Yes
- Spa/HotTub: Yes
- Waterfront: No
- Year Built: 1964
MLS#: A4643197
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34231
- Subdivision: Oyster Bay Estates
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Riverview High
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
Nestled among towering oaks and mature landscaping sits this mid century modern home. On an oversized lot with a pavered circular driveway, a fully fenced yard that is perfect for pets, and a side ent
Single Family
- Price: $1,895,000.00
- Price sqft: $656.62 / sqft
- Days On Market: 8
- Bedrooms: 4
- Baths: 3
- Bldg sqft: 2886
- Acreage: 0.25 acres
- Pool: Yes
- Waterfront: No
- Year Built: 1957
MLS#: A4657940
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Siesta Beach
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: PREFERRED SHORE LLC
- DMCA Notice
Own a Rare Piece of Sarasota's Architectural History on Siesta Key!
Step into timeless design and architectural significance with this rare mid century modern masterpiece, situated on a private dou
Condominium
- Price: $1,795,000.00
- Price sqft: $594.77 / sqft
- Days On Market: 90
- Bedrooms: 2
- Baths: 4
- Garage / Parking Spaces: 3
- Bldg sqft: 3018
- Acreage: 0.87 acres
- Pool: No
- Waterfront: No
- Year Built: 1981
MLS#: A4645315
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34242
- Subdivision: Tiffany Sands
- Building: Tiffany Sands
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Sarasota High
- Provided by: MICHAEL SAUNDERS & COMPANY
- DMCA Notice
A beachfront home for the price of a condo. 540 Beach Road on Siesta Key is a three story standalone Gulf front residence with private beach access and breathtaking views directly on famed Siesta Key
Single Family
- Price: $1,775,000.00
- Price sqft: $453.15 / sqft
- Days On Market: 105
- Bedrooms: 3
- Baths: 2
- Garage / Parking Spaces: 4
- Bldg sqft: 3917
- Acreage: 0.29 acres
- Pool: No
- Waterfront: Yes
- Wateraccess: Yes
- Waterfront Type: Canal - Saltwater
- Year Built: 1975
MLS#: D6141596
- County: SARASOTA
- City: SARASOTA
- Zipcode: 34231
- Subdivision: Aqualane Estates 3rd
- Elementary School: Phillippi Shores Elementary
- Middle School: Brookside Middle
- High School: Riverview High
- Provided by: MICHAEL SAUNDERS & CO. - BOCA
- DMCA Notice
Seller will consider all reasonable offers. Nestled in the heart of a boaters paradise, this stunning three bedroom, two bathroom home sits west of trail on the highly sought after aqualane canal, off

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Listings provided courtesy of The Hernando County Association of Realtors MLS.
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Datafeed Last updated on July 12, 2025 @ 12:00 am
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