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$2,450,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,341 Sq. Ft.

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Open House: 1:00 PM - 4:00 PM

Saturday 7/11 1:00 PM - 4:00 PM

4508 Woodside Road,Sarasota, FL 34242

4508 Woodside RoadSarasotaFL34242

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Welcome to one of Siesta Key's best deep-water boating opportunities, offering quick access to Sarasota Bay and open waters in less than approximately 3 minutes from your dock. Positioned on one of the island's deeper canals with 95 feet of water-frontage and a 75-foot dock, this exceptional property is ideal for boating enthusiasts seeking protected dockage, convenience to open water, and functionality for larger vessels. Designed with serious boaters in mind, the property features 200 amp electric service and four 50-amp dockside power services, creating enhanced marina-style functionality rarely found in residential waterfront homes. A 13.5 KW generator further supports seamless waterfront living. Originally introduced at $2,690,000 and now aggressively repositioned, this home presents one of the best values currently available for buyers prioritizing boating functionality, water access, and location. Inside, the home has been fully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept layout, and expansive sliding glass doors that create seamless indoor-outdoor living. The chef's kitchen includes custom cabinetry, premium appliances, gas cooktop, Viking hood system, and a temperature-controlled wine cellar. The spacious primary suite offers a private retreat with an oversized walk-in closet, spa-style bathroom, glass-enclosed shower, and direct outdoor shower access. A unique opportunity also exists to create a fourth bedroom or additional private suite within the current pergola lounge area, adding flexibility for guests or multigenerational living. Outdoor living is designed around the waterfront lifestyle, featuring a saltwater pool and spa, tropical landscaping, integrated lighting, retractable awning, outdoor wet bar, propane fire pit, and multiple entertaining spaces. Additional highlights include a 250-gallon propane tank, updated HVAC system, newer water heater with circulating system, epoxy-finished garage, hurricane protection features, and dry storage area with wine and whiskey display. With neighboring waterfront properties trading at substantial premiums for land value alone, this property represents an exceptional opportunity to own a move-in-ready waterfront home designed for both luxury living and serious boating. Luxury yacht also available separately  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: 5/22/2026
  • Added to Site: 194 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: 2,341
  • 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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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
$7,339
-8%
$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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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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