Florida
Sarasota
156 SIESTA DRIVE

$1,730,000

156 SIESTA DRIVE, Sarasota, FL 34242

5 beds |
3 baths |
2,901 sqft

Single-Family Home
Built in 1977
0.25acre lot
2 car garage
$596/sqft
Listed 3 days ago

Property Description

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 Status:: Active
Date Added:: August 13, 2025 at 05:00AM
Listing Office:: KW COASTAL LIVING III : 941-900-4151
Listing Agent:: Curt Ware : 941-587-9122
MLS ID:: A4661717

General: Cathedral Ceiling(s)Ceiling Fan(s)Eating Space In KitchenOpen FloorplanPrimary Bedroom Main Floor
Appliances: DishwasherDisposalMicrowaveRangeRefrigeratorWasher
Laundry: Inside
Flooring: Luxury VinylTile
A/C: Central Air
Heating: Central

This listing courtesy of Curt Ware, KW COASTAL LIVING III

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

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Location

Schools Nearby

Southside Elementary School

1901 Webber St, Sarasota, FL, 34239

Grades PK-5

1.65 miles away

Brookside Middle School

3636 S Shade Ave, Sarasota, FL, 34239

Grades 6-8

1.98 miles away

Sarasota Virtual Instruction (Course Offerings)

1960 Landings Blvd, Sarasota, FL, 34231

Grades 9-12

2.20 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.