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$2,349,000

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 2,341 Sq. Ft.
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WHY SPEND 30-45 MINUTES IDLING THROUGH CANALS WHEN YOU CAN REACH SARASOTA BAY IN LESS THAN 3 MINUTES? Offering exceptional open-water access on Siesta Key under $2.4 million, this waterfront residence delivers approximately 95 feet of waterfront, a 75-foot dock and protected deep-water dockage designed for the serious boating enthusiast. For buyers who prioritize time on the water, this location is difficult to replicate. From your backyard, reach Sarasota Bay in less than three minutes ideal for offshore fishing, cruising the Intracoastal, island hopping or sunset runs without the lengthy canal commute. Boater highlights include approximately 95 feet of waterfront, a 75-foot dock, 200-amp dock service, four 50-amp shore-power connections, protected deep-water dockage and near-immediate access to open water. Inside, the home has been thoughtfully renovated with a clean coastal-modern design featuring designer tile flooring, an open-concept floor plan, Viking appliances, custom cabinetry and expansive waterfront views. Spacious living and entertaining areas flow naturally from the kitchen to the outdoor spaces. The private primary suite offers an oversized walk-in closet, spa-inspired bathroom, glass-enclosed shower and direct outdoor access. An additional flexible space provides options for a fourth bedroom, private guest suite, office or media room. Outdoor living is centered around the waterfront lifestyle with a saltwater pool and spa, refreshed tropical landscaping, integrated lighting, retractable awning, propane fire pit, outdoor shower and multiple seating and entertaining areas overlooking the canal. Additional features include a 13.5 kW generator, hurricane protection, an epoxy-finished garage, updated HVAC system, newer water heater with circulation system, 250-gallon propane tank and valuable dry-storage space. Originally introduced at $2,690,000 and now offered at $2,395,000, this property represents a compelling opportunity for buyers seeking the combination that matters most to serious boaters: DEEP WATER, PROTECTED DOCKAGE AND EXCEPTIONALLY FAST ACCESS TO SARASOTA BAY paired with the Siesta Key lifestyle. Luxury yacht available separately.

Full Property Details for 4508 Woodside Rd

General

  • Price: $2,349,000
  • Taxes: $7,045 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: A4674684
  • Updated: 9/7/2026
  • Added to Site: 293 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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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
8/31/2026
Price Reduced
$2,349,000
-1.92%
MLS
7/23/2026
Price Reduced
$2,395,000
-2.24%
MLS
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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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 $2,349,000 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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