Price Reduced 8.92%

$2,450,000 ($1,076.45 per sqft)

Est. Mortgage $11,909/mo *

Quick Pre-Approval

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

2,276 sqft

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 property provides quick access to the Intracoastal and Sarasota Bay, with 95 feet of waterfront and a 75-foot dock designed for serious boating. Inside, the home features a fully renovated interior with designer tile flooring, an open-concept layout, and expansive sliding glass doors that seamlessly connect indoor and outdoor living. The chef’s kitchen is equipped with custom cabinetry, a Viking hood system, gas cooktop, and premium appliances, while a temperature-controlled wine cellar adds a true luxury touch. The primary suite is a private retreat with a spacious layout, oversized walk-in closet, and a spa-style bathroom featuring a glass-enclosed shower and outdoor shower access. Every detail has been thoughtfully designed for comfort and functionality. Step outside to your own private resort complete with a saltwater pool and spa, lush landscaping, integrated lighting, and a covered pergola with outdoor lounge space, propane fire pit, and TV viewing area. A retractable awning and outdoor wet bar enhance the space, making it ideal for entertaining year-round. Additional highlights include a 250-gallon propane tank, 14.5 KW generator, updated HVAC, 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 positioned to sell, presenting one of the best waterfront opportunities on Siesta Key. With nearby properties trading at significant premiums for land value alone, this offering delivers exceptional value for both end-users and investors. Also available: luxury yacht (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

Elementary School:

Phillippi Shores Elementary

Middle School:

Brookside Middle

High School:

Sarasota High

Days on Market:

115

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