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For sale
  • $2,999,999

    2105 Sheepshead DR, NAPLES, FL 34102

    3beds
    2,009sqft
    : 
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    Single Family Residence
    Built in 1974
    0.32 Acres Lot
    $-- Zestimate®
    $1,493/sqft
    $-- HOA

    What's special

    Private poolThree en-suite bedroomsExpansive lanaiAbundant natural lightNew appliancesOpen-concept floor planOversized pie-shaped homesite
    WELCOME TO AN EXCEPTIONAL WATERFRONT OPPORTUNITY IN ROYAL HARBOR—WHERE MOVE-IN-READY COMFORT MEETS UNMATCHED FUTURE POTENTIAL. Perfectly positioned on an oversized pie-shaped homesite with approximately 115 feet of waterfrontage, this beautifully maintained residence offers DIRECT GULF ACCESS via Naples Bay and Gordon Pass, placing world-class boating just minutes from your private 48-foot dock. Offered at LOT VALUE, this property presents a rare opportunity to enjoy the home today while planning a custom waterfront estate in one of Naples' most sought-after boating communities. The existing residence features over 2,000 square feet under air, three en-suite bedrooms, an open-concept floor plan, updated bathrooms, new appliances, abundant natural light, and seamless indoor-outdoor living, all designed to embrace the waterfront lifestyle. Step outside to your private pool, expansive lanai, and generous backyard overlooking the tranquil canal—ideal for entertaining, relaxing, or simply watching boats cruise by. The oversized pie-shaped lot provides exceptional flexibility for future design while maximizing privacy and waterfrontage. Located just minutes from the white-sand beaches of the Gulf, Fifth Avenue South, Third Street South, and the City of Naples, you'll enjoy effortless access to award-winning dining, boutique shopping, arts, and entertainment, all while living in one of Naples' premier waterfront neighborhoods with NO HOA FEES. Whether you're searching for a move-in-ready waterfront retreat, a seasonal escape, or an extraordinary homesite to create your dream estate, this is a rare opportunity to own in Royal Harbor at land-value pricing and experience the very best of the Naples boating lifestyle.
    308 days
    |
    368
    |
    10
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Tiffany McQuaid 239-287-6308,

    Serhant-Naples,

    PJ Smith, LLC 239-300-3009,

    Serhant-Naples

    Source: SWFLMLS,MLS#: 225069719MLS LogoOriginating MLS: Naples

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 3
      Rooms
      • Room types: Family Room, Screened Lanai/Porch, 3 Bed
      Bedroom
      • Features: First Floor Bedroom, Split Bedrooms
      Dining room
      • Features: Dining - Family
      Kitchen
      • Features: Island
      Heating
      • Central
      Cooling
      • Ceiling Fan(s), Central Air
      Appliances
      • Included: Electric Cooktop, Dishwasher, Disposal, Dryer, Microwave, Refrigerator/Freezer, Washer
      • Laundry: Inside
      Features
      • French Doors, Smoke Detectors, Walk-In Closet(s), Family Room, Laundry in Residence, Screened Lanai/Porch
      • Flooring: Tile
      • Doors: French Doors, Impact Resistant Doors
      • Windows: Impact Resistant Windows, Shutters
      • Has fireplace: No
      Interior area
      • Total structure area: 2,427
      • Total interior livable area: 2,009 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Circular Driveway, Driveway, Attached
      • Attached garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Stories: 1
      • Patio & porch: Deck, Patio, Screened Lanai/Porch
      • Exterior features: Dock, Boat Slip
      • Has private pool: Yes
      • Pool features: In Ground, Concrete
      • Has view: Yes
      • View description: Bay
      • Has water view: Yes
      • Water view: Bay
      • Waterfront features: Bay
      • Frontage type: Bay/Harbor
      Lot
      • Size: 0.32 Acres
      • Features: Oversize
      Details
      • Parcel number: 18361000003

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Ranch
      • Property subtype: Single Family Residence
      Materials
      • Block, Stucco
      • Foundation: Concrete Block
      • Roof: Tile
      Condition
      • New construction: No
      • Year built: 1974

      Utilities & green energy

      • Water: Central

      Community & HOA

      Community
      • Features: Street Lights, Boating, Non-Gated
      • Security: Smoke Detector(s)
      • Subdivision: ROYAL HARBOR
      HOA
      • Has HOA: No
      • Amenities included: Internet Access, Streetlight
      Location
      • Region: Naples

      Financial & listing details

      • Price per square foot: $1,493/sqft
      • Tax assessed value: $2,903,141
      • Annual tax amount: $22,915
      • Date on market: 9/5/2025
      • Lease term: Buyer Finance/Cash

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        1/7/2026Price change$2,999,999-7.1%$1,493/sqft
        Source: SWFLMLS #225069719 Report a problem
        12/5/2025Price change$3,229,200-10%$1,607/sqft
        Source: SWFLMLS #225069719 Report a problem
        9/5/2025Listed for sale$3,588,000-24.6%$1,786/sqft
        Source: SWFLMLS #225069719 Report a problem
        4/29/2022Listing removed--
        Source: SWFLMLS #222022654 Report a problem
        3/25/2022Listed for sale$4,759,000-4.8%$2,369/sqft
        Source: SWFLMLS #222022654 Report a problem
        3/25/2022Listing removed--
        Source: SWFLMLS #222015072 Report a problem
        3/1/2022Listed for sale$4,997,500+244.9%$2,488/sqft
        Source: SWFLMLS #222015072 Report a problem
        10/23/2020Listing removed$4,500$2/sqft
        Source: Aadvisor Rentals Inc #220043843 Report a problem
        8/1/2020Listing removed$1,449,000$721/sqft
        Source: Gulf Breeze Real Estate LC #220018860 Report a problem
        7/3/2020Listed for rent$4,500$2/sqft
        Source: Aadvisor Rentals Inc #220041799 Report a problem
        6/3/2020Listed for sale$1,449,000$721/sqft
        Source: Gulf Breeze Real Estate LC #220018860 Report a problem
        4/27/2020Listing removed$1,449,000$721/sqft
        Source: Gulf Breeze Real Estate LC #220018860 Report a problem
        3/9/2020Listed for sale$1,449,000-3.3%$721/sqft
        Source: Gulf Breeze Real Estate LC #220018860 Report a problem
        11/6/2018Listing removed$4,500$2/sqft
        Source: Aadvisor Rentals, Inc. Report a problem
        6/17/2018Listed for rent$4,500$2/sqft
        Source: Florida Rental Ads Report a problem
        5/8/2017Listing removed$4,500$2/sqft
        Source: Aadvisor Rentals, Inc. Report a problem
        2/16/2017Listed for rent$4,500-2.2%$2/sqft
        Source: Aadvisor Rentals Inc #217013352 Report a problem
        5/25/2016Listing removed$4,600$2/sqft
        Source: Aadvisor Rentals Inc #216030643 Report a problem
        5/1/2016Listing removed$1,499,000$746/sqft
        Source: Gulf Breeze Real Estate LC #216013861 Report a problem
        3/28/2016Price change$1,499,000-13.3%$746/sqft
        Source: Gulf Breeze Real Estate LC #216013861 Report a problem
        3/15/2016Price change$1,729,000-1.1%$861/sqft
        Source: Gulf Breeze Real Estate LC #216013861 Report a problem
        2/21/2016Listed for sale$1,749,000+39.9%$871/sqft
        Source: Gulf Breeze Real Estate LC #216013861 Report a problem
        1/7/2016Sold$1,250,000+33%$622/sqft
        Source: Public Record Report a problem
        1/17/2014Sold$940,000-6%$468/sqft
        Source: Public Record Report a problem
        12/5/2013Price change$999,985-7.8%$498/sqft
        Source: Premiere Plus Realty, Co. #213511643 Report a problem
        9/5/2013Listed for sale$1,085,000-35.6%$540/sqft
        Source: Premiere Plus Realty, Co. #212028793 Report a problem
        3/7/2005Sold$1,685,000$839/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$23,473 +2.4%$2,100,490 +10%
        2024$22,916 +3.9%$1,909,536 +10%
        2023$22,051 +12.8%$1,735,942 +10%
        2022$19,546 +22.1%$1,578,129 +10%
        2021$16,004 +15.2%$1,434,663 +10%
        2020$13,892 -6.7%$1,304,239 -5.7%
        2019$14,893 +5.8%$1,383,683 +6.1%
        2018$14,073 $1,304,009 +10%
        2017$14,073 +1.1%$1,185,463 +10%
        2016$13,914 +19%$1,077,694 +13%
        2015$11,689 +10%$953,742 +16.2%
        2014$10,621 +14.6%$821,094 +0.9%
        2013$9,272 +6.4%$813,583 +8.3%
        2012$8,711 -1.5%$751,532 -1.1%
        2011$8,841 -8.7%$760,215 +10%
        2010$9,682 -37.5%$691,105 -19%
        2009$15,495 $852,762 -41.4%
        2008$15,495 -14.5%$1,454,983 -5%
        2007$18,123 +43.6%$1,531,684 +0.7%
        2006$12,618 $1,521,397 +51.7%
        2005$12,618 +12.4%$1,003,129 +13.7%
        2004$11,221 -7.3%$882,564 -5.2%
        2003$12,111 +0.2%$931,299 +1.4%
        2002$12,092 -38.5%$918,441 +26%
        2001$19,647 +505.4%$728,666
        2000$3,245 --
        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.

        Climate risks

        Neighborhood: Royal Harbor

        Getting around

        4 / 100
        Car-Dependent
        38 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: LAKE PARK ELEMENTARY
        • Middle: GULFVIEW MIDDLE SCHOOL
        • High: NAPLES HIGH SCHOOL

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

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