$2,690,000

4508 WOODSIDE ROAD, Sarasota, FL 34242

  • 3 beds |
  • 2 baths |
  • 2,238 sqft
  • Property Icon Single-Family Home
  • Property Year Built Icon Built in 1969
  • Property Lot Size Icon0.26acre lot
  • Property Parking Icon 2 car garage
  • Property Price Per Square Feet Icon $1,202/sqft
  • Property List Date Icon Listed 5 days ago

Property Description

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....

Listing Status:
Active
Date Added:
December 10, 2025 at 06:00AM
Listing Office:
KELLER WILLIAMS ON THE WATER S : 941-803-7522
Listing Agent:
Derek Edwards : 941-929-3183
MLS ID:
A4674684
  • General: Ceiling Fans(s)Open FloorplanPrimary Bedroom Main FloorThermostatWalk-In Closet(s)
  • Appliances: DishwasherElectric Water HeaterRangeRange HoodRefrigerator
  • Laundry: Inside
  • Flooring: Tile
  • A/C: Central Air
  • Heating: Central
  • General: Awning(s)LightingOtherOutdoor ShowerSidewalkSliding DoorsAbove GroundHeatedIn Ground
  • Other Structures: OtherPatio
  • Pool: GuniteHeatedIn GroundSalt WaterSolar Cover
  • Parking: Circular DrivewayDrivewayGround LevelOff Street
  • Roofing: Metal
  • General: StuccoOneSlab
  • Road/Access: Paved
  • Originating MLS: Stellar MLS
  • County: Sarasota
  • Zoning: RSF2LOT 20 SIESTAS BAYSIDE WATERSIDE-WOOD UNIT B0079100024
  • View: Trees/WoodsWater
  • Utilities: BB/HS Internet AvailableCable AvailableElectricity ConnectedPropanePublicSewer ConnectedWater Connected
  • Water: Public
  • Sewer: Public Sewer
  • Source: Stellar MLS
  • Ownership: Fee Simple

This listing courtesy of Derek Edwards, KELLER WILLIAMS ON THE WATER S

Monthly Payment

$Est. Payment
  • Principal & Interest $
  • Property Taxes $
  • Home Insurance $
  • VA Funding Fee $

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Location

Schools Nearby

P

Phillippi Shores Elementary School

4747 S Tamiami Trl, Sarasota, FL, 34231

Grades PK-5

1.83 miles away

B

Brookside Middle School

3636 S Shade Ave, Sarasota, FL, 34239

Grades 6-8

2.19 miles away

S

Sarasota Virtual Instruction (Course Offerings)

1960 Landings Blvd, Sarasota, FL, 34231

Grades 9-12

1.67 miles away

Disclaimer: School and School District information courtesy of the National Center for Education Statistics (NCES). School boundaries may change. Proximity to listed schools does not guarantee enrollment eligibility. Contact the school district for more information and exact boundaries.

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