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$3,100,000

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 4 Full Baths
  • 2 Partial Baths
  • 3,727 Sq. Ft.
  • Updated 6 days ago
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Welcome to 1537 Siesta Drive-an exceptional custom coastal contemporary residence ideally positioned between Downtown Sarasota and world-renowned Siesta Key Beach. Built in 2023, this stunning luxury home offers 4 bedrooms, 4 full baths, 2 half baths, a dedicated office, and over 3,700 square feet of thoughtfully designed living space. From the moment you enter, you're greeted by soaring ceilings, rich hardwood flooring, and an open-concept floor plan flooded with natural light. The chef's kitchen is a showpiece, featuring premium appliances, designer finishes, a wine refrigerator, and seamless flow into the expansive great room-perfect for both entertaining and everyday living. The first-floor primary suite is a private retreat, complete with spa-inspired bath, oversized walk-in closet, and outdoor access. Upstairs, additional ensuite bedrooms and private balconies offer elevated comfort with peekaboo Sarasota Bay views. Step outside to your resort-style backyard oasis featuring a heated saltwater pool, outdoor kitchen, putting green, expansive covered lanai for dining and lounging, and lush tropical landscaping-all designed for effortless Florida living. Additional highlights include a 3-car garage, metal roof, impact windows/doors, and a premier West of Trail location just minutes from Southside Village, downtown dining, marinas, and the beaches. Located within city limits, this home has operated as a successful short and long-term rental. Financials are available upon request. Luxury, location, and lifestyle converge at this remarkable Sarasota residence.

Full Property Details for 1537 Siesta Dr

General

  • Price: $3,100,000
  • Taxes: $31,403 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4692775
  • Updated: 5/7/2026
  • Added to Site: 7 day(s) ago

Rental Information

  • Min. Lease: 1 Week

Interior

  • Number of Rooms: 5
  • Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Living Room/Dining Room Combo, Primary Bedroom Main Floor, Wet Bar
  • Appliances: Convection Oven, Cooktop, Dishwasher, Dryer, Ice Maker, Microwave, Range Hood, Refrigerator, Washer, Wine Refrigerator
  • Furnishings: Negotiable
  • Flooring: Carpet, Engineered Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 6
  • Full Bathrooms: 4
  • Half Bathrooms: 2

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, Irrigation System, Outdoor Grill, Outdoor Kitchen, Private Mailbox, Rain Gutters, Sliding Doors

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 3
  • Covered Spaces: 3

Location

  • Area: 34239 - Sarasota/Pinecraft
  • County: Sarasota
  • Development Name: 34239 - Sarasota/Pinecraft
  • Subdivision: SUNSET BAY SUB
  • Driving Directions: West on Siesta Dr. Home is on the right, just before the bridge
  • Direction Faces: South

School Information

  • Elementary School: Southside Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34239 - Sarasota/Pinecraft

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric, Natural Gas

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: Electricity Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Metal
  • Stories/Levels: Two
  • Square Feet: 3,727
  • Sq. Ft. Source: Public Records
  • Year Built: 2023

Lot Features

  • Lot Size (Acres): 0.29
  • Lot Size (Sq. Ft.): 12,432
  • Lot Size: 12432
  • Street/Road Desc.: Brick

Financial Considerations

  • Tax Amount: $31,403.71
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: ELY 80 FT OF LOT 4, SUNSET BAY
  • Flood Zone Info: X500*
  • APN: 2039110030
  • Property ID: 2039110030

Listed by Compass Florida Llc

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Listing agent

— 1537 Siesta Dr —

  • Compass Florida Llc

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1537 Siesta Dr

School District:Sarasota County School District
NameGradesDistance
Southside Elementary School, Sarasota, FL
1901 Webber Street, Sarasota, FL 34239
PK-50.6 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-80.9 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-121.7 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1537 Siesta Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/06/2026
Listed
$3,100,000
9.73%
MLS
1/05/2024
Sold
$2,825,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1537 Siesta Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$35,435
—
$2,062,200
-13%
2024
$35,435
381%
$2,373,100
376%
2023
$7,362
33%
$498,100
32%
2021
$5,552
-20%
$378,200
-19%
2022
$6,946
25%
$465,400
32%
2021
$5,552
24%
$352,200
26%
2019
$4,481
-6%
$279,400
-5%
2018
$4,776
5%
$293,405
—
2017
$4,533
-1%
$294,100
-8%
2016
$4,584
14%
$319,400
45%
2015
$4,018
17%
$220,440
10%
2014
$3,423
-23%
$200,400
-13%
2013
$4,436
—
$229,900
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Compass Florida Llc

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1537 Siesta Drive, Sarasota, FL 34239 (MLS# A4692775) is a Single Family property with 4 bedrooms, 4 full bathrooms and 2 partial bathrooms. 1537 Siesta Drive is currently listed for $3,100,000 and was received on May 06, 2026. Want to learn more about 1537 Siesta Drive? Do you have questions about finding other Single Family real estate for sale in Sarasota? You can browse all Sarasota real estate or contact a Coldwell Banker agent to request more information.

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