Back to Search
4508 Woodside Rd, Sarasota, FL 34242
4508 Woodside Rd, Sarasota, FL 34242 3D Tour
4508 Woodside Rd, Sarasota, FL 34242 Explore 3D Tour
4508 Woodside Rd, Sarasota, FL 34242
4508 Woodside Rd, Sarasota, FL 34242
4508 Woodside Rd, Sarasota, FL 34242
4508 Woodside Rd, Sarasota, FL 34242

4508 Woodside Rd Sarasota, FL 34242

$2,495,000

ACTIVE
Beds
3
Baths
2
Sqft
2,238
Acres
0.26
Year
1969
Days on Site
117
Property Type
Residential
Sub Type
Single Family
Per Square Foot
$1,115
Date Listed
Dec 10, 2025

Description of 4508 Woodside Rd, Sarasota, FL 34242

Listing details for 4508 Woodside Rd, Sarasota, FL 34242 : Luxury Exclusive Living – Boaters’ Paradise Welcome to 4508 Woodside Rd., a true waterfront retreat on Siesta Key offering privacy, boating convenience, and refined coastal living. Positioned on one of the deepest canals on the island, this home delivers three-minute access to the Intracoastal and Sarasota Bay. With 97 feet of water frontage and a 75-foot new dock, this is a legitimate boater’s setup designed for ease, speed, and functionality. Step inside to a fully renovated interior featuring designer tile flooring throughout and an open-concept living space framed by massive sliding glass doors with uninterrupted views to the tropical outdoor living area. The chef-inspired kitchen showcases custom kitchen cabinetry and counters, a premium viking hood system and gas cooktop, updated appliances, and a temperature-controlled enclosed walk-in wine cellar that makes an immediate statement. The primary bedroom suite is its own private retreat, offering a spacious layout with large windows overlooking lush tropical landscaping and tranquil water views. Sliding doors provide direct access to the backyard for seamless indoor-outdoor living. The suite includes an oversized walk-in closet and a beautifully updated spa-style bathroom featuring a glass-wrapped indoor shower plus a private outdoor shower. The home is also equipped with a 250-gallon propane tank, supporting the property’s enhanced functionality and systems. Outdoors, the backyard lives like a private luxury resort. A stunning saltwater pool and spa are surrounded by lush, mature landscaping, integrated LED landscape lighting, and thoughtfully designed pavered hardscape. In addition to the pool and spa, a private therapeutic Jacuzzi is tucked into its own secluded setting, offering a quiet escape at the end of the day. A massive covered 18’ x 36’ pergola oasis anchors the outdoor living area, featuring large cooling fans, comfortable lounge seating, a propane fire pit, and space to watch TV while enjoying expansive water views. A 32-foot retractable awning adds flexibility and shade, making this outdoor environment functional year-round. Directly beneath the pergola, the outdoor wet bar with ability to add more and entertainment area make hosting effortless. As you walk toward the dock, you’ll pass the dedicated tiki bar area perfect for parties and entertaining, whether you’re heading out for a day on the boat or coming back in to grab a drink and unwind. The layout is intentionally designed for effortless waterfront living. Additional Property Features Include: Metal roof replaced in 2020 HVAC replaced four years ago Updated hot water heater with circulating system Backup generator 14.5 KW Flood shield barriers for perimeter openings Epoxy-finished garage flooring Updated interior and exterior paint Updated doors, trim, and baseboards Custom kitchen cabinetry and counters Updated appliances Front and rear privacy hedging and landscaping 550 double wall diesel tank for your boat with pump This property is priced to sell. Builders on Siesta Key are constructing similar-sized homes on comparable deep-water lots for $4M+ before adding docks, pools, generators, outdoor living features, and landscaping. The replacement cost of this lifestyle is unmatched. PLUS ALSO AVAILABLE FOR PURCHASE A LUXURY YACHT INQURE FOR MORE INFO.... The neighboring lot just sold for $1.94M. This home is effectively being offered at or near dirt value.
Listing Updated : 04-19-2026 at 4:03 PM EDT
Listing Provided By : Derek Edwards, 941-803-7522, KELLER WILLIAMS ON THE WATER S
Source :

Stellar MLS as distributed by MLS GRID, MLS#: MFRA4674684

Open Houses

25
Sat, April
1:00 PM - 4:00 PM
2
Sat, May
12:00 PM - 4:00 PM
Home Worth Check

Interested in 4508 Woodside Rd, Sarasota FL, 34242?

By proceeding, you consent to receive calls, texts and voicemails at the number you provided (may be recorded and may be autodialed and use prerecorded and artificial voices), and email, from Smith & Associates Real Estate about your inquiry and other home-related matters. Msg/data rates may apply. This consent applies even if you are on a do not call list and is not a condition of any purchase.

Location of 4508 Woodside Rd, Sarasota, FL 34242

Google Map
Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 4508 Woodside Rd, Sarasota, FL 34242

Homes Similar to 4508 Woodside Rd, Sarasota, FL 34242

Source Logo
Based on information submitted to the MLS GRID as of 2026-04-19 at 4:03 p.m. EDT. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information

HomeSarasotaSiestas Bayside Waterside Wood
Popular Cities

All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.

Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Listing data comes from My Florida Regional MLS DBA Stellar MLS.