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For sale
  • Price cut: $45K (3/13)
    $2,450,000

    4508 Woodside Rd, Sarasota, FL 34242

    3beds
    2,276sqft
    : 
    Single Family Residence
    Built in 1969
    0.26 Acres Lot
    $-- Zestimate®
    $1,076/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 95 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.
    97 days
    |
    1,160
    |
    38
    |

    Zillow last checked: 7 hours ago

    Listing updated: March 14, 2026 at 11:10am

    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: 2,276 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: $1,076/sqft
      • Tax assessed value: $1,162,900
      • Annual tax amount: $7,045
      • Date on market: 12/10/2025
      • Cumulative days on market: 98 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
        3/13/2026Price change$2,450,000-1.8%$1,076/sqft
        Source: Stellar MLS #A4674684 Report a problem
        2/19/2026Price change$2,495,000-3.7%$1,096/sqft
        Source: Stellar MLS #A4674684 Report a problem
        2/2/2026Price change$2,590,000-3.7%$1,138/sqft
        Source: Stellar MLS #A4674684 Report a problem
        12/11/2025Listed for sale$2,690,000+3.5%$1,182/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%$1,142/sqft
        Source: Owner Report a problem
        5/1/2009Listing removed$1,050,000$461/sqft
        Source: Listhub #A3906112 Report a problem
        4/11/2009Listed for sale$1,050,000+145.9%$461/sqft
        Source: Listhub #A3906112 Report a problem
        10/18/1999Sold$427,000$188/sqft
        Source: Public Record 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%
        2022$7,454 +0.1%$621,918 +3%
        2021$7,450 +0.9%$603,804 +2.9%
        2020$7,380 +3.1%$586,789 +2.3%
        2019$7,155 $573,596 +1.9%
        2018$7,155 +2%$562,901 +2.6%
        2017$7,012 -0.6%$548,769 -21.9%
        2016$7,057 $702,400 -1.2%
        2015$7,057 $710,700 +36.2%
        2014$7,057 +0.4%$521,685
        2013$7,032 +3.2%$521,685 +2.1%
        2012$6,815 +4.2%$510,858 +2.5%
        2011$6,541 -2.7%$498,600 +0%
        2010$6,724 -0.3%$498,500 -7.2%
        2009$6,745 $536,976 +0.1%
        2008$6,745 +0.3%$536,440 +3%
        2007$6,725 $520,816 +2.5%
        2006-- $508,113 +3%
        2005-- $493,314 +3%
        2004$7,092 -1.2%$478,946 +1.9%
        2003$7,178 +3.1%$470,016 +2.4%
        2002$6,959 +1.3%$459,000 +0.7%
        2001$6,868 +33.2%$455,600 +37.1%
        2000$5,156 $332,300

        Find assessor info on the county website

        BuyAbility℠ payment

        Est. payment
        $14,625/mo
        Principal & interest
        $12032
        Property taxes
        $2593
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          Climate risks

          Neighborhood: 34242

          Getting around

          6 / 100
          Car-Dependent
          0 / 100
          No Nearby Transit
          46 / 100
          Somewhat Bikeable

          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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