156 SIESTA DRIVE
SARASOTA, FL, 34242

Price$1,649,000
Beds5
Baths3
SqFt2,901

Status:Active
Property Type:Residential
School:
Situated in the sought-after Bay Isle community on Siesta Key, this exceptional three-level pool home combines the best of upscale coastal living with impressive rental performance. Designed to host gatherings of all sizes, it is perfectly suited as a primary residence, vacation escape, or income-producing property. In 2024, it brought in $132,419 in gross rental income, with 2025 projections at $120,681, showcasing its strong investment appeal.
Just a short stroll to Shell Beach and minutes from Siesta Key Village and the world-renowned Siesta Key Beach, the home offers unmatched access to award-winning white sand, vibrant dining, and boutique shopping. A complete renovation in 2019 transformed the property with a new metal roof, hurricane-impact windows, patio and garage doors, upgraded AC systems, and an oversized resurfaced lap pool with all-new equipment, including a heat pump. Over 50 Areca palms frame the lush tropical landscaping, providing beauty and privacy while remaining easy to maintain.

The outdoor living space rivals a private resort, featuring a sparkling pool, spacious patio, and tranquil surroundings ideal for lounging or entertaining. Inside, natural light fills the open floor plan, creating seamless flow to the outdoor areas and making it a true entertainer’s haven. Impeccably maintained and move-in ready, this Bay Isle residence offers a rare opportunity to enjoy the island lifestyle while benefiting from consistent rental income.


Listing provided by: KW COASTAL LIVING III, Curt Ware

Source: Stellar MLS, MLS#: A4661717

Price $1,649,000
Bedrooms 5
Full Baths 3
Half Baths 0
Total Baths 3
Lot Size Area 10966
Lot Size Area Units Square Feet
Acres 0.25
Property Type Residential
Sub type Single Family Residence
MLS Sub type Single Family Residence
Features Cathedral Ceiling(s), Ceiling Fan(s), Eating Space In Kitchen, Open Floorplan, Primary Bedroom Main Floor
Exterior Features Lighting, Sliding Doors, Sprinkler Metered
Year Built 1977
Subdivision SIESTA REV RESUB
Roof Metal
Heating Central
Foundation Slab
Laundry Features Inside
Pool features Heated, In Ground
Garage spaces 2
Directions US 41 West on Siesta Dr to 156 Siesta Dr.
County Sarasota
Latitude 27.301914
Longitude -82.55742
Market Area 34242 – Sarasota/Crescent Beach/Siesta Key
Address 156 SIESTA DRIVE, SARASOTA, FL 34242
Postal Code 34242
City SARASOTA
State FL
Country United States
Listing Office KW COASTAL LIVING III
Listing Office Phone 941-900-4151
Listing Agent Curt Ware
Listing Agent Phone 941-587-9122
Special listing conditions None
Ownership Fee Simple
Terms Cash, Conventional, Owner May Carry
Virtual Tour URL https://www.propertypanorama.com/instaview/stellar/A4661717
Days on market 196
MLS Status Active
Listing Date Aug 13, 2025
Listing Last Modified Feb 25, 2026
Tax ID 2019110035
Tax Year 2024
Tax Annual Amount 19016
MLS Area 34242 – Sarasota/Crescent Beach/Siesta Key
MLS # A4661717

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