Price Reduced 8.92%

$2,450,000 ($1,046.56 per sqft)

Est. Mortgage $12,068/mo *

Quick Pre-Approval

Open House Schedule

05/23/2026
12:00 PM to 3:00 PM
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05/24/2026
1:00 PM to 4:00 PM
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05/30/2026
12:00 PM to 3:00 PM
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Price History

$2,690,000
12/10/2025

$2,590,000
2/2/2026

$2,495,000
2/18/2026

$2,450,000
3/13/2026


4508 WOODSIDE ROAD, Siesta Key, FL, 34242

4508 WOODSIDE ROAD, Siesta Key, FL, 34242

7 rooms

3 beds

2 Full baths

1969

2,341 sqft

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.


Status:

Active

Type:

Single-family residential

Furnished Remarks:

Unfurnished

Laundry Remarks:

Inside

Subdivision:

SIESTAS BAYSIDE WATERSIDE WOOD

Garage:

2-car Circular Driveway, Driveway, Ground Level, Off Street

Heating:

Central

Cooling:

Central Air

Acreage:

0.26

Est. Taxes:

$7,045

Construction

Stucco

Utilities

BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected

Lot Description:

FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private

View Description:

Trees/Woods, Water

Waterfront:

Yes

Elementary School:

Phillippi Shores Elementary

Middle School:

Brookside Middle

High School:

Sarasota High

Days on Market:

163

Pet Policy:

Cats OK, Dogs OK, Yes

Appliances:

Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator

Pool:

Gunite, Heated, In Ground, Salt Water, Solar Cover

Min Lease Term:

No Minimum

MLS #:

A4674684


Community Info

School Info

Walk Score

Yelp



Listing courtesy of KELLER WILLIAMS ON THE WATER S 941-803-7522