156 Siesta Drive Sarasota, FL 34242

$1,649,000
5
Beds
3
Baths
0.25
Acres
2,901
SQFT
568
$/SQFT
$1,649,000
5
Beds
3
Baths
2,901   sf
$568 / sf
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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.

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.

  • Neighborhood
  • Type
  • Total Baths
  • County
    Sarasota
  • Area
    34242 - Sarasota/Crescent Beach/Siesta Key
  • Tax Amount
    $19,016
  • Status
    Active
  • Listing #
    A4661717
  • Built
    1977
  • Lot Size
    0.25
  • Listed on site
    294 days

Listed by:
Kw Coastal Living Iii

Source:
StellarMLS

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Property details

Community Features

  • No HOA
  • Rental Restrictions - 1 Week

Property Features

  • Sewer
  • Has Virtual Tour

Exterior features

  • Has garage
  • Garage Attached
  • Pool
  • Pool Below Ground

Interior Features

  • Central Air Conditioning
  • Laundry Hookup
  • Tile - Floors

Style

  • Multi Level

Financing

  • Cash
  • Conventional Financing
  • None

Property History

DateDays AgoEventNew Price
Nov 18, 20257 mos agoPrice decreased81,000 (5%)$1,649,000
Aug 13, 202510 mos agoNew on market$1,730,000
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