Skip main navigation
For sale
    • Price cut: $145K (6/28)
    $2,650,000

    5303 HIDDEN HARBOR ROAD, SARASOTA, FL 34242

    3beds
    3,201sqft
    : 
    $17,473/mo
    Get pre-qualified
    Single Family Residence
    Built in 1971
    0.55 Acres Lot
    $-- Zestimate®
    $828/sqft
    $333/mo HOA

    What's special

    Waterfront lotsRestored original fixturesNatural seawall of mangrovesStone countersOver half acre lotWater viewsPest control misting system
    Now is your opportunity to own this waterfront tropical oasis on Siesta Key in the highly sought after exclusive community of Hidden Harbor. Comprised of just 36 homes, Hidden Harbor located on the North end of Siesta Key, is one of the most unique developments in Sarasota with its tropical landscaping reminiscent of old Florida. Most known for its waterfront lots and brick paver streets shaded by a magnificent canopy of lush greenery. This home has been beautifully reimagined to showcase its contemporary design and is situated on over half acre lot enjoying 119’ of deep-water canal front, making this a boater’s dream. The dock spans almost 40 feet and features a 10,000lb boat lift (installed in 2020) and has both electric and water supplies. No bridges to obstruct your journey out to Roberts Bay, which is just a turn of a corner away. The home features a new metal roof (2023), 4 new HVAC units that includes a garage unit (2024), and new hurricane impact sliders and windows (2021). On the inside you will find a floor plan that is flooded with natural light thanks to large sliders and tall architectural style windows that truly bring the Florida landscape inside. The first floor has all new luxury flooring and woodwork, including new solid core doors. The kitchen was recently renovated with European style cabinetry, stone counters, and a luxury Fisher & Paykel appliance package including range hood and induction cooktop. The two light-filled bedrooms on the East side of the home both feature access to outdoor spaces and walk-in closets. The shared bathroom, which also acts as a pool bath with its door to the outside, was renovated with a new seamless glass shower, European style vanity with LED mirror, and all new fixtures and hardware. Throughout the home, you will find restored original fixtures keeping with the home’s integrity. The primary suite dominates the second floor with a loft area, a light filled bedroom that enjoys the cross breeze when both walls of sliding windows are open, and a custom installed closet. There is an updated en-suite bathroom with another seamless glass shower and floating vanity with new upgraded fixtures. Outside the yard is truly a Florida paradise with fire pit area, stunning tropical landscaping with professionally installed low voltage lighting system, pest control misting system, and an impressive heated pool that was resurfaced and upgraded with a travertine deck. This property offers extreme privacy, architectural character and significance, and water views, all within one of the most unique neighborhoods on Siesta Key. The Hidden Harbor canal offers deep water for your boat or sailboat. Enjoy true island life, whether you find yourself relaxing by your pool, boating, fishing, kayaking, and even paddle-boarding all from your property. There is a natural seawall of mangroves, and the riprap was installed by the reputable Duncan Seawall. The world-famous Siesta Key Beach is just a short 1.5-mile bike ride, golf cart ride, or leisurely walk away. Enjoy local restaurants, boutiques, and live music at the island's lively Siesta Village. Close to the mainland and downtown Sarasota, this is a prime location for island living. If you are looking for your own piece of paradise, and a property that is truly unique, set up a private tour today!
    166 days
    |
    392
    |
    25
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Walter Shepherd 941-445-2455,

    COLDWELL BANKER REALTY 941-493-1000

    Source: Stellar MLS,MLS#: N6143036MLS LogoOriginating MLS: Venice

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Rooms
      • Room types: Family Room, Utility Room, Loft
      Primary bedroom
      • Features: Ceiling Fan(s), Dual Sinks, En Suite Bathroom, Shower No Tub, Water Closet/Priv Toilet, Walk-In Closet(s)
      • Level: Second
      • Area: 294 Square Feet
      • Dimensions: 14x21
      Bedroom 2
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Bedroom 3
      • Features: Ceiling Fan(s), Walk-In Closet(s)
      • Level: First
      • Area: 225 Square Feet
      • Dimensions: 15x15
      Dining room
      • Level: First
      • Area: 221 Square Feet
      • Dimensions: 13x17
      Family room
      • Features: Bar
      • Level: First
      • Area: 304 Square Feet
      • Dimensions: 16x19
      Kitchen
      • Level: First
      • Area: 132 Square Feet
      • Dimensions: 11x12
      Living room
      • Level: First
      • Area: 378 Square Feet
      • Dimensions: 18x21
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Oven, Cooktop, Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Range Hood, Refrigerator, Washer
      • Laundry: Electric Dryer Hookup, Inside, Laundry Room
      Features
      • Cathedral Ceiling(s), Ceiling Fan(s), Dry Bar, High Ceilings, Kitchen/Family Room Combo, PrimaryBedroom Upstairs, Solid Surface Counters, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
      • Flooring: Luxury Vinyl
      • Doors: Sliding Doors
      • Windows: Window Treatments
      • Has fireplace: Yes
      • Fireplace features: Living Room, Wood Burning
      Interior area
      • Total structure area: 3,854
      • Total interior livable area: 3,201 sqft
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Driveway, Garage Door Opener, Garage Faces Side, Oversized
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      • Details: Garage Dimensions: 31x24
      Features
      • Levels: Two
      • Stories: 2
      • Patio & porch: Front Porch, Patio
      • Exterior features: Irrigation System, Lighting, Private Yard, Rain Gutters
      • Has private pool: Yes
      • Pool features: Deck, Gunite, Heated, In Ground, Lighting
      • Spa features: Heated, In Ground
      • Has view: Yes
      • View description: Water, Canal
      • Has water view: Yes
      • Water view: Water,Canal
      • Waterfront features: Canal Front, Gulf/Ocean Front, Waterfront, Canal - Saltwater, Saltwater Canal Access, Bridges - No Fixed Bridges, Fishing Pier, Lift, No Wake Zone, Riprap, Seawall
      • Body of water: HIDDEN HARBOR CANAL
      Lot
      • Size: 0.55 Acres
      • Features: In County, Irregular Lot, Landscaped, Private, Street Dead-End
      • Residential vegetation: Mature Landscaping, Oak Trees, Trees/Landscaped
      Details
      • Parcel number: 0082010006
      • Zoning: RE2
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Contemporary
      • Property subtype: Single Family Residence
      Materials
      • HardiPlank Type, Wood Frame, Wood Siding
      • Foundation: Slab
      • Roof: Metal
      Condition
      • New construction: No
      • Year built: 1971

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      • Utilities for property: Cable Connected, Electricity Connected, Phone Available, Public, Sewer Connected, Sprinkler Meter, Underground Utilities, Water Connected

      Community & HOA

      Community
      • Features: Canal Front, Gulf/Ocean Front, Waterfront, Buyer Approval Required, Deed Restrictions, Golf Carts OK
      • Security: Security Lights, Security System, Security System Owned, Smoke Detector(s)
      • Pet fee: $0 monthly
      • Subdivision: HIDDEN HARBOR
      HOA
      • Has HOA: Yes
      • Services included: Private Road
      • HOA fee: $333 monthly
      • HOA name: David Pilkey
      • HOA phone: 941-228-7816
      Location
      • Region: Sarasota

      Financial & listing details

      • Price per square foot: $828/sqft
      • Tax assessed value: $2,056,900
      • Annual tax amount: $24,081
      • Date on market: 2/20/2026
      • Cumulative days on market: 167 days
      • Listing terms: Cash,Conventional
      • Ownership: Fee Simple
      • Total actual rent: 0
      • Electric utility on property: Yes
      • Road surface type: Brick

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        6/28/2026Price change$2,650,000-5.2%$828/sqft
        Source: Stellar MLS #N6143036 Report a problem
        3/10/2026Price change$2,795,000-6.7%$873/sqft
        Source: Stellar MLS #N6143036 Report a problem
        2/20/2026Listed for sale$2,995,000+8.9%$936/sqft
        Source: Stellar MLS #N6143036 Report a problem
        10/12/2021Sold$2,750,000+4%$859/sqft
        Source: Public Record Report a problem
        8/29/2021Pending sale$2,645,000+193.9%$826/sqft
        Source: Stellar MLS #A4507776 Report a problem
        6/9/2020Sold$900,000-18.2%$281/sqft
        Source: Public Record Report a problem
        5/18/2020Pending sale$1,100,000$344/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        5/8/2020Price change$1,100,000-5.1%$344/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        5/3/2020Listed for sale$1,159,000$362/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        4/21/2020Pending sale$1,159,000$362/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        3/9/2020Price change$1,159,000-3.3%$362/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        1/8/2020Price change$1,199,000-4.8%$375/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        7/12/2019Price change$1,259,000-3.1%$393/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        4/22/2019Price change$1,299,000-7.1%$406/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        2/26/2019Price change$1,399,000-6.7%$437/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        1/24/2019Price change$1,499,000-6.3%$468/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        12/10/2018Listed for sale$1,599,000+6.7%$500/sqft
        Source: Michael Saunders & Company - Licensed Real Estate Broker #A4421223 Report a problem
        1/29/2018Listing removed$1,499,000$468/sqft
        Source: DEAR REALTY #A4188873 Report a problem
        12/5/2017Price change$1,499,000-11.8%$468/sqft
        Source: DEAR REALTY #A4188873 Report a problem
        8/22/2017Price change$1,699,000-5.6%$531/sqft
        Source: DEAR REALTY #A4188873 Report a problem
        6/12/2017Listed for sale$1,800,000+5.9%$562/sqft
        Source: DEAR REALTY #A4188912 Report a problem
        3/11/2016Listing removed$1,700,000$531/sqft
        Source: Owner Report a problem
        2/25/2016Listed for sale$1,700,000$531/sqft
        Source: Owner Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$24,081 -8.2%$2,056,900 -8.3%
        2024$26,232 -2.2%$2,241,900 -1.8%
        2023$26,812 +2%$2,283,407 +3%
        2022$26,280 +108.7%$2,216,900 +125.9%
        2021$12,594 +22.8%$981,500 +26.8%
        2020$10,259 -23.8%$773,900 -25.4%
        2019$13,457 $1,036,800 +74.5%
        2018$13,457 +79.5%$594,268 +2.1%
        2017$7,496 -1.9%$582,045 -44.7%
        2016$7,642 $1,052,600 +6.8%
        2015$7,642 +0.3%$985,200 +78.1%
        2014$7,616 0%$553,317
        2013$7,617 +2.7%$553,317 +1.7%
        2012$7,416 +4.6%$544,068 +3%
        2011$7,087 -1.3%$528,221 +1.5%
        2010$7,178 +10.1%$520,415 +2.7%
        2009$6,520 $506,733 +0.1%
        2008$6,520 +0.2%$506,227 +3%
        2007$6,508 $491,483 +2.5%
        2006-- $479,496 +3.2%
        2005-- $464,830 +3%
        2004$6,833 -1.2%$451,291 +1.9%
        2003$6,913 +2.3%$442,876 +2.4%
        2002$6,754 +7.5%$432,496 +1.6%
        2001$6,285 +2.6%$425,685 +3%
        2000$6,125 $413,286
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
        See how much you could borrow to make a competitive offer.
        Get pre-qualified

        Climate risks

        Neighborhood: 34242

        Getting around

        3 / 100
        Car-Dependent
        11 / 100
        Minimal Transit
        44 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

        A local agent can set up tours, give advice and negotiate with sellers.

        A local lender can help you make sure your offer is ready when you are.

        Browse local experts

        Similar homes

              Nearby cities

              Nearby zip codes

              Other Siesta Key Topics

                Search
                Updates
                Favorites
                Plan
                Inbox