4508 WOODSIDE ROAD, Sarasota, FL 34242

• 3 beds |
• 2 baths |
• 2,276 sqft

Property Description

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 exceptional waterfront property provides quick access to the Intracoastal Waterway and Sarasota Bay, featuring 95 feet of waterfrontage and a 75-foot dock designed for serious boating enthusiasts. Inside, the home showcases a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly blend indoor and outdoor living. The chef’s kitchen is thoughtfully designed with custom cabinetry, premium appliances, a Viking hood system, gas cooktop, and a temperature-controlled wine cellar that adds a true luxury touch. The primary suite serves as a private retreat with a spacious layout, oversized walk-in closet, and spa-inspired bathroom featuring a glass-enclosed shower and direct outdoor shower access. In addition, the home offers the flexibility and potential to create a fourth bedroom or an additional main-suite-style retreat in the current pergola lounge area, complete with space for its own private bathroom an incredible opportunity for multigenerational living, guest accommodations, or added long-term value. Step outside to your own private resort-style oasis featuring a saltwater pool and spa, lush tropical landscaping, integrated lighting, and an expansive outdoor entertaining area. The covered pergola currently serves as a luxury outdoor lounge with a propane fire pit and TV viewing space, while a retractable awning and outdoor wet bar make entertaining effortless year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC system, 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 aggressively positioned to sell, presenting one of the best waterfront opportunities currently available on Siesta Key. With nearby properties trading at substantial premiums for land value alone, this offering delivers exceptional value for both end-users and investors alike. Luxury yacht also available separately inquire for details.

Listing Status:

Active

Date Added:

December 10, 2025

Data Last Updated:

May 13, 2026 at 7:21AM

Listing Office:

KELLER WILLIAMS ON THE WATER S : 941-803-7522

Listing Agent:

Derek Edwards : 941-929-3183

MLS ID:

A4674684

Interior

• General: Ceiling Fans(s)Open FloorplanPrimary Bedroom Main FloorThermostatWalk-In Closet(s)
• Appliances: DishwasherElectric Water HeaterRangeRange HoodRefrigerator
• Laundry: Inside
• Flooring: Tile
• A/C: Central Air
• Heating: Central

Exterior

• General: Awning(s)LightingOtherOutdoor ShowerSidewalkSliding DoorsAbove GroundHeatedIn Ground
• Other Structures: OtherPatio
• Pool: GuniteHeatedIn GroundSalt WaterSolar Cover
• Parking: Circular DrivewayDrivewayGround LevelOff Street

Construction

• Roofing: Metal
• General: StuccoOneSlab

Location

• Road/Access: Paved
• Originating MLS: Stellar MLS
• County: Sarasota

Lot

• Zoning: RSF2LOT 20 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B0079100024
• View: Trees/WoodsWater

Utilities

• Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedPropanePublicSewer ConnectedWater Connected
• Water: Public
• Sewer: Public Sewer

Financial

• Source: Stellar MLS
• Ownership: Fee Simple