156 Siesta Drive, FL
Stellar MLS

$1,649,000

156 Siesta Drive

Sarasota, FL 34242

Listing updated: May 31, 2026 at 2:44 PM ET

Active
5
Beds
3
Baths
2,901
Sq Ft
0.25
Acres
1977
Built
Private pool$568/sqft360° tour
Single Family Residence

Property type

1977

Year built

10,966 sqft

Lot size

$568

Price / sq ft

No HOA

HOA dues

291

Days on market

2

Garage spaces

AE

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$8,338
Property taxes$1,585
Home insurance (est.)$756

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history291 days on market

  1. Status: Active
    Aug 13, 2025
  2. Listed$1,730,000
    Aug 13, 2025
  3. Price reduced$1,649,000

Facts & features

Property type
Residential
Sub type
Single Family Residence
Status
Active
Days on market
291
Subdivision
Siesta Rev Resub
County
Sarasota
Year built
1977
Living area
2,901 sq ft
Price/sq ft
$568
Building area
4,308 sq ft (Public Records)
Lot size
10,966 sq ft
Lot category
1/4 to less than 1/2
Flood zone
AE (12115C0141G)
Garage
2 spaces
Pool
Private pool
Annual taxes
$19,016 (2024)
Parcel #
2019110035
Zoning
RSF1
MLS #
A4661717

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Interior Details

Bedrooms
5
Full bathrooms
3
Flooring
Luxury Vinyl, Tile
Appliances
Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer
Interior features
Cathedral Ceiling(s), Ceiling Fans(s), Eat-in Kitchen, Open Floorplan, Primary Bedroom Main Floor
Laundry
Inside
Stories / Levels
Three Or More
Direction faces
North

Heating & Cooling

Heating
Central
Cooling
Central Air

Parking

Garage spaces
2
Attached garage
Yes

HOA & Financial

Total monthly fees
$0/mo
Total annual fees
$0
CDD
No
Min lease term
1 Week
Listing terms
Cash, Conventional, Owner Financing
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
No

Exterior & Construction

Exterior features
Lighting, Sliding Doors, Sprinkler Metered
Construction materials
Wood Siding
Roof
Metal
Foundation
Slab
Pool
Private pool
Road surface
Asphalt

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Cable Connected, Electricity Connected, Public, Sewer Connected, Water Connected

Room Details

RoomLevelDimensions
Family RoomSecond15x20
Living RoomSecond16x14
KitchenSecond14x17
LaundrySecond6x8
Primary BedroomSecond13x13
Primary BathroomSecond13x6
Bedroom 2Third10x13

Listing Details

Listing date
2025-08-11
On market date
2025-08-13
Original list price
$1,730,000
Occupant type
Tenant
MLS area
34242 - Sarasota/Crescent Beach/Siesta Key
Listing AOR
Sarasota - Manatee
Status changed
2025-08-13
Tax legal description
LOT 8 & PART OF LOT 7, RESUB OF BLK 29 OF REVISED PLAT OF SARASOTA BEING DESC AS COM AT NE CORNER OF LOT 1 RESUB OF BLK 29 OF REVISED PLAT OF SARASOTA TH N-64-16-07-W ALONG SLY R/W OF SIESTA

Flood risk

High riskFEMA Zone AEPanel 12115C0141G

FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

Directions

US 41 West on Siesta Dr to 156 Siesta Dr.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of May 31, 2026 at 2:44 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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