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$2,450,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,276 Sq. Ft.

Next open house:

Open House: 11:00 AM - 2:00 PM

Friday 5/8 11:00 AM - 2:00 PM

4508 Woodside Road,Sarasota, FL 34242

4508 Woodside RoadSarasotaFL34242

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Join us at 4508 Woodside Road on:

  • Open House: 1:30 PM - 4:00 PM

    Saturday 5/9 1:30 PM - 4:00 PM

    4508 Woodside Road,Sarasota, FL 34242
    4508 Woodside RoadSarasotaFL34242
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Luxury Waterfront Living Now Priced to Move Welcome to 4508 Woodside Rd, a true boater's paradise on Siesta Key offering privacy, deep-water access, and refined coastal living. Positioned on one of the island's deepest canals, this property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef's kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, newer water heater with circulating system, epoxy-finished garage, and hurricane protection features. Originally introduced at $2,690,000, the property has undergone multiple strategic price adjustments and is now positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (inquire for details).

Full Property Details for 4508 Woodside Rd

General

  • Price: $2,450,000
  • Taxes: $7,045 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4674684
  • Updated: 4/3/2026
  • Added to Site: 148 day(s) ago

Rental Information

  • Min. Lease: No Minimum

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
  • Appliances: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
  • Furnishings: Unfurnished
  • Flooring: Porcelain Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, Heated, In Ground, Salt Water, Solar Cover
  • Spa: Yes
  • Spa Description: Above Ground, Heated, In Ground
  • Security/Safety: Security System, Smoke Detector(s)

Exterior

  • Exterior Features: Awning(s), Irrigation System, Lighting, Other, Outdoor Shower, Sidewalk, Sliding Doors
  • Deck/Patio: Patio
  • Porch/Patio/Deck: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2
  • Parking Features: Circular Driveway, Driveway, Ground Level, Off Street

Location

  • Area: 34242 - Sarasota/Crescent Beach/Siesta Key
  • County: Sarasota
  • Development Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Subdivision: SIESTAS BAYSIDE WATERSIDE WOOD
  • Driving Directions: Head south on S Tamiami Trl toward Bougainvillea St, Turn right onto Siesta Dr, Continue onto Higel Ave, Continue straight to stay on Higel Ave, At the traffic circle, continue straight to stay on Higel Ave, Turn left onto Mangrove Point Rd, Turn right onto Woodside Rd, home will be on the right
  • Direction Faces: Northwest

School Information

  • Elementary School: Phillippi Shores Elementary
  • Middle School: Brookside Middle
  • High School: Sarasota High

Community

  • Community Name: 34242 - Sarasota/Crescent Beach/Siesta Key
  • Pet Restrictions: Verify all pet restrictions with the county

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water District: INTRACOASTAL AND SARASOTA BAY
  • Water: Public
  • Utility Description: BB/HS Internet Available, Cable TV Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected

Structural Information

  • Exterior Const.: Stucco
  • Roof: Metal
  • Stories/Levels: One
  • Square Feet: 2,276
  • Sq. Ft. Source: Owner
  • Year Built: 1969

Additional Structures

  • Other Structures: Other

Lot Features

  • Property View: Trees/Woods, Water
  • Lot Size (Acres): 0.26
  • Lot Size (Sq. Ft.): 11,400
  • Lot Size: 11400
  • Frontage: Street Paved
  • Street/Road Desc.: Paved

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Access: Yes
  • Water Access Desc: Canal - Saltwater
  • Water Front Name: INTRACOASTAL AND SARASOTA BAY
  • Water Front Desc.: Saltwater Canal

Financial Considerations

  • Tax Amount: $7,045.29
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: LOT 20 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B
  • Flood Zone Info: AE
  • APN: 79100024
  • Property ID: 79100024

Listed by Keller Williams On The Water S

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— 4508 Woodside Rd —

  • Keller Williams On The Water S

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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

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Schools serving 4508 Woodside Rd

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
6-82.2 mi
Sarasota High School
2155 Bahia Vista Street, Sarasota, FL 34239
9-123.2 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 4508 Woodside Rd Get Price Alerts and Save Property

Date
Details
Price
Change
Source
3/13/2026
Price Reduced
$2,450,000
-1.8%
MLS
2/18/2026
Price Reduced
$2,495,000
-3.67%
MLS
2/02/2026
Price Reduced
$2,590,000
-3.72%
MLS
12/10/2025
Listed
$2,690,000
529.98%
MLS
10/18/1999
Sold
$427,000
—
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 4508 Woodside Rd

Year
Property Taxes
Change
Tax Assessment
Change
2025
$6,558
-18%
$606,886
-9%
2024
$7,987
3%
$666,782
3%
2023
$7,731
4%
$647,361
4%
2022
$7,454
—
$621,918
3%
2021
$7,450
—
$603,804
3%
2021
$7,450
4%
$586,789
2%
2019
$7,155
2%
$573,596
2%
2018
$7,012
1%
$562,901
3%
2017
$6,951
—
$548,769
2%
2016
$6,926
-2%
$537,482
1%
2015
$7,057
—
$533,746
1%
2014
$7,032
—
$529,510
1%
2013
$7,032
—
$521,685
—
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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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Keller Williams On The Water S

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4508 Woodside Road, Sarasota, FL 34242 (MLS# A4674684) is a Single Family property with 3 bedrooms and 2 full bathrooms. 4508 Woodside Road is currently listed for $2,450,000 and was received on December 10, 2025. Want to learn more about 4508 Woodside Road? 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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