Properties

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.

Features
: In Ground, Heated
: Central
: Central Air
: Electricity Connected, Cable Connected, Public, Sewer Connected, Water Connected
: Public Sewer
1
: Inside
: Open Floorplan, Cathedral Ceiling(s), Ceiling Fans(s), Primary Bedroom Main Floor, Eat-in Kitchen
: Tile, Luxury Vinyl
: Sliding Doors, Lighting, Sprinkler Metered
Appliances
: Dishwasher, Microwave, Range, Disposal, Refrigerator, Washer
Address Map
US
FL
Sarasota
Sarasota
34242
SIESTA
156
DRIVE
W83° 26' 33.3''
N27° 18' 6.9''
RSF1
34242 - Sarasota/Crescent Beach/Siesta Key
US 41 West on Siesta Dr to 156 Siesta Dr.
North
Additional Info
KW COASTAL LIVING III
Curt Ware
$0
$0
Additional Information
: Public
https://www.propertypanorama.com/instaview/stellar/A4661717
2025-08-13
: Three Or More
2
: Slab
: Wood Siding
4308
1
Financial
19016
Listing Information
281522955
281527443
Active
2025-08-14T10:52:22Z
Stellar
: None
2025-08-13T16:24:44Z

156 Siesta Dr, Sarasota, Florida 34242

Residential For Sale

5 Bedrooms
3 Bathrooms
2,901 Sqft
$1,730,000
Listing ID #A4661717
Basic Details
Listing Type : For Sale
Listing ID : A4661717
Price : $1,730,000
Bedrooms : 5
Bathrooms : 3
Square Footage : 2,901 Sqft
Year Built : 1977
Lot Size : 0.25 Acre
Full Bathrooms : 3
Listing Status : Active
Property Sub Type : Single Family Residence
Roof : Metal
Agent info
Bryan Rogers
Holiday Realty LLC
Holiday Realty LLC
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