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For sale
  • $2,690,000

    4508 Woodside Rd, Sarasota, FL 34242

    3beds
    2,238sqft
    : 
    Single Family Residence
    Built in 1969
    0.26 Acres Lot
    $-- Zestimate®
    $1,202/sqft
    $-- HOA

    What's special

    Fully renovated interiorPrivate outdoor showerBeautifully updated spa-style bathroomUpdated appliancesPropane fire pitEpoxy-finished garage flooringOpen-concept living space
    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....
    13 days
    |
    438
    |
    31
    |

    Likely to sell faster than

    Zillow last checked: 8 hours ago

    Listing updated: December 17, 2025 at 02:19pm

    Listing Provided by:

    Derek Edwards 941-929-3183,

    KELLER WILLIAMS ON THE WATER S 941-803-7522

    Source: Stellar MLS,MLS#: A4674684MLS LogoOriginating MLS: Sarasota - Manatee

    Tour with a local agent

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Primary bedroom
    • Features: En Suite Bathroom, Walk-In Closet(s)
    • Level: First
    Bedroom 2
    • Features: Built-in Closet
    • Level: First
    Bedroom 3
    • Features: Built-in Closet
    • Level: First
    Primary bathroom
    • Level: First
    Balcony porch lanai
    • Level: First
    Kitchen
    • Level: First
    Living room
    • Level: First
    Heating
    • Central
    Cooling
    • Central Air
    Appliances
    • Included: Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
    • Laundry: Inside
    Features
    • Ceiling Fan(s), Open Floorplan, Primary Bedroom Main Floor, Thermostat, Walk-In Closet(s)
    • Flooring: Porcelain Tile
    • Doors: Outdoor Shower, Sliding Doors
    • Has fireplace: No
    Interior area
    • Total structure area: 2,740
    • Total interior livable area: 2,238 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 2
    • Parking features: Circular Driveway, Driveway, Ground Level, Off Street
    • Attached garage spaces: 2
    • Has uncovered spaces: Yes
    Features
    • Levels: One
    • Stories: 1
    • Patio & porch: Patio
    • Exterior features: Awning(s), Irrigation System, Lighting, Other, Outdoor Shower, Sidewalk
    • Has private pool: Yes
    • Pool features: Gunite, Heated, In Ground, Salt Water, Solar Cover
    • Has spa: Yes
    • Spa features: Above Ground, Heated, In Ground
    • Has view: Yes
    • View description: Trees/Woods, Water, Canal
    • Has water view: Yes
    • Water view: Water,Canal
    • Waterfront features: Canal - Saltwater, Saltwater Canal Access
    • Body of water: INTRACOASTAL AND SARASOTA BAY
    Lot
    • Size: 0.26 Acres
    • Features: FloodZone, In County, Key Lot, Landscaped, Level, Near Marina, Private
    • Residential vegetation: Trees/Landscaped
    Details
    • Additional structures: Other
    • Parcel number: 0079100024
    • Zoning: RSF2
    • Special conditions: None

    Construction

    Type & style
    • Home type: SingleFamily
    • Property subtype: Single Family Residence
    Materials
    • Stucco
    • Foundation: Slab
    • Roof: Metal
    Condition
    • Completed
    • New construction: No
    • Year built: 1969

    Utilities & green energy

    • Sewer: Public Sewer
    • Water: Public
    • Utilities for property: BB/HS Internet Available, Cable Available, Electricity Connected, Propane, Public, Sewer Connected, Water Connected

    Community & HOA

    Community
    • Security: Security System, Smoke Detector(s)
    • Subdivision: SIESTAS BAYSIDE WATERSIDE WOOD
    HOA
    • Has HOA: No
    • Pet fee: $0 monthly
    Location
    • Region: Sarasota

    Financial & listing details

    • Price per square foot: $1,202/sqft
    • Tax assessed value: $1,162,900
    • Annual tax amount: $7,045
    • Date on market: 12/10/2025
    • Cumulative days on market: 14 days
    • Listing terms: Cash,Conventional
    • Ownership: Fee Simple
    • Total actual rent: 0
    • Electric utility on property: Yes
    • Road surface type: Paved
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    Estimated market value

    Not available

    Estimated sales range

    Not available

    Not available

    Price history

    Price history
    DateEventPrice
    12/11/2025Listed for sale$2,690,000+3.5%$1,202/sqft
    Source: Stellar MLS #A4674684 Report a problem
    12/9/2025Listing removed--
    Source: Owner Report a problem
    11/4/2025Listed for sale$2,600,000+147.6%$1,162/sqft
    Source: Owner Report a problem
    5/1/2009Listing removed$1,050,000$469/sqft
    Source: Listhub #A3906112 Report a problem
    4/11/2009Listed for sale$1,050,000+145.9%$469/sqft
    Source: Listhub #A3906112 Report a problem

    Public tax history

    Public tax history
    YearProperty taxesTax assessment
    2025-- $606,886 -9%
    2024$7,987 +3.3%$666,782 +3%
    2023$7,731 +3.7%$647,361 +4.1%

    Find assessor info on the county website

    BuyAbility℠ payment

    Est. payment
    $17,198/mo
    Principal & interest
    $13409
    Property taxes
    $2847
    Home insurance
    $942

      Climate risks

      Neighborhood: 34242

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Phillippi Shores Elementary
      • Middle: Brookside Middle
      • High: Sarasota High

      Source: Stellar MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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