$2,450,000.00
4508 WOODSIDE ROAD, SARASOTA, FL - 34242
3 beds
2.0 baths
2,341 sqft
$2,450,000.00
4508 WOODSIDE ROAD, SARASOTA, FL - 34242
Jessica Giraldo
$2,450,000.00
3 beds
2.0 baths
2,341 sqft
4508 WOODSIDE ROAD, SARASOTA, FL - 34242
For Sale
Photo 1
  • Built in 1969
  • 2 garage spaces
  • $1,046.56/sqft
  • Lot size: 11,400 sqft
  • 182 days on market

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.

  • 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
  • County: Sarasota
  • Geo subdivision: SIESTAS BAYSIDE WATERSIDE WOOD

Nearby Schools

Phillippi Shores Elementary

Brookside Middle

Sarasota High

Features

Financial

Let's get in touch!

Jessica Giraldo

Jessica Giraldo

Realtor®

See also

For Sale
1659 DEVONSHIRE LANE, SARASOTA, FL - 34236
$2,495,000.00
4 bds
3.5 ba
2,754 sqft
1659 DEVONSHIRE LANE, SARASOTA, FL - 34236
For Sale
2424 ASHTON ROAD, SARASOTA, FL - 34231
$2,442,500.00
3 bds
3.0 ba
2,872 sqft
2424 ASHTON ROAD, SARASOTA, FL - 34231
For Sale
2232 GROVE STREET, SARASOTA, FL - 34239
$2,350,000.00
4 bds
5.0 ba
3,800 sqft
2232 GROVE STREET, SARASOTA, FL - 34239
Stellar MLS
  • Source: Stellar MLS
  • MLS #: A4674684
Listing updated: June 8, 2026 at 10:56PM
Listing provided by: Derek Edwards, KELLER WILLIAMS ON THE WATER S
Last checked 1 day ago
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