Property Details
Price: $2,690,000
Sq Ft: 2,238
($1,202 per sqft)
Bedrooms: 3
Bathrooms: 2
City:Sarasota
County:Sarasota
Type:Single Family Reside
Development:Siestas Bayside Waterside Wood
Subdivision:Siestas Bayside Waterside Wood
Acres:0.26
Virtual Tour/Floorplan:
View
Year Built:1969
Listing Number:A4674684
Status Code:A-Active
Taxes:$7.00
Tax Year: 2025
Garage: 2
Furnishings: Unfurnished
Pets Allowed: Cats OK, Dogs OK, Yes
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Equipment:
Dishwasher
Electric Water Heater
Range
Range Hood
Refrigerator
Interior Features:
Ceiling Fans(s)
Open Floorplan
Primary Bedroom Main Floor
Thermostat
Walk-In Closet(s)
Exterior Features:
Awning(s)
Lighting
Other
Outdoor Shower
Sidewalk
Sliding Doors
View:
Trees/Woods
Water
Waterfront Description:
Canal - Saltwater
Financial Information:
Taxes: $7.00
Tax Year: 2025
Room Dimensions:
Laundry: Inside
School Information:
Elementary School: Phillippi Shores Elementary
Middle School: Brookside Middle
Junior High: Brookside Middle
High School: Sarasota High
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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....
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Additional Information:
MLS Area: 34242 - Sarasota/Crescent Beach/Siesta Key
Price per Square Feet: $1,201.97
Water: Public
Lot Desc.: Floodzone, In County, Key Lot, Landscaped, Level, Near Marina, Private, Paved
Construction: Stucco
Date Listed: 2025-12-11 00:38:09
Pool: Yes
Pool Type: Gunite, Heated, In Ground, Salt Water, Solar Cover
Private Spa: Yes
Furnished: Unfurnished
Parking: Circular Driveway, Driveway, Ground Level, Off Street
Garage Spaces: 2
Flooring: Tile
Roof: Metal
Heating: Central
Cooling: Central Air
Pets: Cats Ok, Dogs Ok, Yes
Sewer: Public Sewer
Map of 4508 Woodside Road, Sarasota, FL 34242
Listing Courtesy Of: Keller Williams On The Water S
derek.edwards1123@gmail.com