To schedule a showing of 156 Siesta Drive, Sarasota, Florida, Call David Shippey at 863-521-4517 TODAY!

$1,649,000 Reduced -$81,000
156 Siesta Drive
Sarasota, FL 34242
  • 5Beds
  • 3.00Total Baths
  • 3 Full, 0 HalfBaths
  • 2,901SqFt
  • 1977Year Built
  • 0.25Acres
  • MLS# A4661717
  • Residential
  • SingleFamilyResidence
  • Active

  • Approx Time on Market10 months,
  • Area34242 - Sarasota/crescent Beach/siesta Key
  • CountySarasota
  • Subdivision Siesta Rev Resub

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 entertainers 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.



Agriculture / Farm

Association Fees / Info

Bathroom Info

Total Baths:  3.00

Fullbaths:  3

Building Info

Roof:  Metal

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Heated, InGround

Pool Private:  Yes

Exterior Features:  SprinklerIrrigation, Lighting

Fees / Restrictions

Financial

Original Price:  $1,730,000

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  LuxuryVinyl, Tile

Levels:  ThreeOrMore

Laundry Features:  Inside

Interior Features:  CeilingFans, CathedralCeilings, EatInKitchen, MainLevelPrimary, OpenFloorplan

Appliances:  Dishwasher, Disposal, Microwave, Range, Refrigerator, Washer

Lot Info

Direction Remarks:  US 41 West on Siesta Dr to 156 Siesta Dr.

Lot Size Units:  Acres

Lot Size Acres:  0.25

Lot Sqft:  10,966

Misc

Other

Equipment:  IrrigationEquipment

Special Conditions:  None

Other Rooms Info

Property Info

Section:  36

Class Type:  SingleFamilyResidence

Property Sub Type:  SingleFamilyResidence

Construction Materials:  WoodSiding

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  7

Sqft Info

Sqft:  2,901

Bulding Area Sqft:  4,308

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,024

Tax Lot:  8

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

Tax Block:  29

Tax Annual Amount:  19016

Tax Book Number:  1-48

Unit Info

Utilities / Hvac

Heating:  Central

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  CableConnected, ElectricityConnected, MunicipalUtilities, SewerConnected, WaterConnected

Waterfront / Water

Directions

US 41 West on Siesta Dr to 156 Siesta Dr.

This listing courtesy of Kw Coastal Living Iii 

Mortgage Calculator

%
$
%
Dollars per $1000
$
Approximate Monthly Payment 0.0
Price & Status History (on davidshippey.com since Wed, Aug 13th 2025)
  • Original Price: $1,730,000
  • Current Price: $1,649,000
  • Price Reduced: $81,000
Date ChangedFromTo
11/18/2025$1,730,000 $1,649,000 Reduced by $81,000

Broker Reciprocity The information being provided by © 2026 My Florida Regional MLS DBA Stellar MLS is for the consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing. Any information relating to real estate for sale referenced on this web site comes from the Internet Data Exchange (IDX) program of the My Florida Regional MLS DBA Stellar MLS. XCELLENCE is not a Multiple Listing Service (MLS), nor does it offer MLS access. This website is a service of XCELLENCE, a broker participant of My Florida Regional MLS DBA Stellar MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. MLS IDX data last updated on 06-14-2026 9:29 AM EST.

Any images related to data from the MLS is the sole property of the MLS and not the responsibility of the owner of this website. This real estate website and IDX data is hosted by IDX data is Powered & Hosted by Dynamic IDX, LLC Real Estate Web Solutions

If you have any questions on 156 Siesta Drive, Sarasota, Florida, please call David Shippey at 863-521-4517.


MLS# A4661717 located at 156 Siesta Drive, Sarasota, Florida is brought to you by David Shippey REALTOR®

156 Siesta Drive, Sarasota, Florida has 5 Beds, 3 Full Bath, and 0 Half Bath.
The MLS Number for 156 Siesta Drive, Sarasota, Florida is A4661717.
The price for 156 Siesta Drive, Sarasota, Florida is $1,649,000.
The status of 156 Siesta Drive, Sarasota, Florida is Active.
The subdivision of 156 Siesta Drive, Sarasota, Florida is Siesta Rev Resub.
The home located at 156 Siesta Drive, Sarasota, Florida was built in 2026.