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$2,499,000 Sale Pending

  • For Sale
  • Pending
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,943 Sq. Ft.
  • Updated 10 days ago
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Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Experience the ultimate in coastal living with this two-story residence in the highly desirable Bay Island Shores on the world-renowned Siesta Key. Located in a prime waterfront setting, this all-concrete block home boasts a new tile roof in 2016 and offers unparalleled access to deep water and sailboat-friendly waters, making it the perfect haven for boating enthusiasts. The property, set on over a .35-acre lot, is nestled in a protected basin and features a newer dock with composite decking, complete with two boat lifts (12,000 and 4,500 pounds), installed in 2018-truly a boater's paradise.The home's elevated design places all living spaces on the second floor, ensuring captivating water views and privacy. A secure, walled gated entrance leads to a spacious garage area of nearly 3,000 square feet, offering abundant storage for vehicles, watercraft, outdoor equipment, just off the pool and spa. With room for multiple cars, golf carts, motorcycles, and kayaks, this area can also be transformed into a game room, home theater, fitness space, or sauna-catering to a variety of lifestyles and interests.Perfectly suited for both relaxation and entertaining, the home features high ceilings, crown molding, an elevator, and expansive living areas that flow effortlessly into the outdoors. A wraparound balcony, accessible from nearly every room, allows you to enjoy the island breeze and scenic surroundings, while multiple indoor and outdoor spaces provide plenty of room to host family and friends.Located on the desirable north end of Siesta Key, this property is just moments from the renowned Siesta Key Beach and the vibrant downtown Sarasota area. Additionally, being within the city of Sarasota, the property offers the flexibility of weekly rentals, making it an excellent investment opportunity. This exceptional home combines the best of island living with modern amenities-your coastal dream awaits.

Full Property Details for 508 Siesta Dr

General

  • Price: $2,499,000
  • Taxes: $10,051 (2023)
  • Status: Pending
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4632039
  • Updated: 1/6/2026
  • Added to Site: 401 day(s) ago

Rental Information

  • Min. Lease: 1 Week

Interior

  • Number of Rooms: 14
  • Interior Features: Built-in Features, Ceiling Fan(s), Crown Molding, Elevator, High Ceilings, Kitchen and Family Room Combination, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Walk-In Closet(s), Window Treatments
  • Fireplace: Yes
  • Fireplace(s): Gas
  • Appliances: Built-In Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Refrigerator, Washer
  • Furnishings: Furnished
  • Flooring: Tile, Hardwood

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside, Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Deck, Gunite, In Ground, Screen Enclosure
  • Spa: Yes
  • Spa Description: Heated, In Ground

Exterior

  • Exterior Features: Balcony, Irrigation System, Private Mailbox, Rain Gutters, Sidewalk, Sliding Doors, Storage
  • Deck/Patio: Deck, Rear Porch, Screened
  • Porch/Patio/Deck: Deck, Rear Porch, Screened

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 4
  • Covered Spaces: 4

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: BAY ISLAND SHORES
  • Driving Directions: US41 + Siesta Drive - Head West over the "north" Siesta Bridge. The home will be located on the left side of the road just before Flamingo..
  • Direction Faces: Northwest

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Community Features: None

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Public, Water Connected

Structural Information

  • Exterior Const.: Block, Stucco
  • Roof: Tile
  • Stories/Levels: Two
  • Square Feet: 2,943
  • Sq. Ft. Source: Public Records
  • Year Built: 1994

Lot Features

  • Property View: Water
  • Lot Size (Acres): 0.35
  • Lot Size (Sq. Ft.): 15,067
  • Lot Size: 15067
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Bay/Harbor, Canal - Saltwater, Gulf/Ocean, Gulf/Ocean to Bay, Intracoastal Waterway
  • Water Extras: Yes
  • Water Front Desc.: Canal Front

Financial Considerations

  • Tax Amount: $10,051
  • Tax Year: 2023

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 24 BAY ISLAND SHORES UNIT 1
  • Flood Zone Info: AE
  • APN: 2019100010
  • Property ID: 2019100010

Listed by Premier Sothebys Intl Realty

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Listing agent

— 508 Siesta Dr —

  • Premier Sothebys Intl Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 508 Siesta Dr

School District:Sarasota County School District
NameGradesDistance
Phillippi Shores Elementary School
4747 South Tamiami Trail, Sarasota, FL 34231
PK-51.9 mi
Brookside Middle School
3636 South Shade Avenue, Sarasota, FL 34239
6-81.8 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-122.3 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 508 Siesta Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/12/2025
Price Reduced
$2,499,000
-9.13%
MLS
4/17/2025
Price Reduced
$2,750,000
-6.78%
MLS
2/10/2025
Price Reduced
$2,950,000
-7.81%
MLS
12/11/2024
Listed
$3,200,000
—
MLS
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 508 Siesta Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$37,809
264%
$2,540,700
267%
2024
$10,385
3%
$692,796
3%
2023
$10,051
3%
$672,617
6%
2021
$9,803
—
$634,006
-3%
2022
$9,836
—
$653,026
4%
2021
$9,803
2%
$625,252
2%
2019
$9,654
3%
$611,195
3%
2018
$9,401
1%
$593,741
2%
2017
$9,294
5%
$581,529
6%
2016
$8,893
-1%
$546,077
1%
2015
$9,022
—
$542,281
1%
2014
$9,012
—
$537,977
1%
2013
$8,993
—
$530,027
—
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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NMLS#: 1598647

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Listed by Premier Sothebys Intl Realty

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508 Siesta Drive, Sarasota, FL 34242 (MLS# A4632039) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 508 Siesta Drive is currently listed for $2,499,000 and was received on December 11, 2024. Want to learn more about 508 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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