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156 Siesta Dr

Sarasota FL 34242

5
3
2
4308 sq. ft.
10966 sq. ft.
Single-Family
Currently for sale - view listing

Overview

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.

Features

5 bedrooms
3 bathrooms
2 carspaces
2 garage spaces
4308 sq. ft. floor area
10966 sq. ft. lot size
Single-Family

Property history for 156 Siesta Dr

2021
Sold
$1,595,000
09 Nov 2021 by Larisa Trexler, of RE/MAX ALLIANCE GROUP
2018
Sold
$620,000
19 Dec 2018 by Gigi Kuster, of MICHAEL SAUNDERS & COMPANY
2006
Rented
Undisclosed
29 Aug 2006 by STRINGER MANAGEMENT INC

Happy sellers in Sarasota

89%
89% of sellers in Sarasota reported that their sale price either exceeded or met their price expectations.

Sarasota stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 14 reviews in Sarasota over the last 12 months.

Local market activity for 5 bedroom single-family properties in Sarasota

In the last 12 months, 18 five-bedroom single-family properties similar to 156 Siesta Dr, have been sold.

This represents a 28% decrease in five-bedroom single-family properties sales when compared to the previous 12 months.

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