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For sale
  • Price cut: $300K (9/12)
    $3,950,000

    4 Middleton Place, Hilton Head Island, SC 29928

    3beds
    2,733sqft
    : 
    $25,092/mo
    Get pre-qualified
    Single Family Residence
    Built in 1979
    0.59 Acres Lot
    $-- Zestimate®
    $1,445/sqft
    $-- HOA

    What's special

    Oceanfront livingSweeping ocean viewsBreathtaking coastal viewsWide-plank pine floorsMagnificent live oaks
    Reimagine oceanfront living on one of Hilton Head Island's most exceptional beachfront properties. Set beneath magnificent live oaks and surrounded by mature natural landscaping, this private retreat offers sweeping ocean views, ample room for expansion, and the rare opportunity to renovate, enhance, or create a new coastal estate tailored to your vision. Ideally positioned in the most coveted section of Port Royal Plantation, the property enjoys a peaceful setting away from the island's resort corridor while remaining minutes from renowned dining, golf, shopping, and amenities. The expansive rear deck is perfectly suited for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. The existing residence offers 3 bedrooms and 2.5 baths, with the half bath easily converted back to its original full-bath configuration. Wide-plank pine floors, a beautifully renovated chef's kitchen, and walls of glass create warm, inviting interiors that connect seamlessly with the surrounding landscape. Adding to the property's distinction is its remarkable architectural history. Designed by internationally acclaimed architect Dean Winesett, whose work has appeared in *Architectural Digest* and *Southern Living*, the home was also featured in *Southern Living* and reflects his signature Lowcountry style and craftsmanship. Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that define this exclusive oceanfront community. Private amenities reserved for property owners and their guests include an oceanfront Beach House and swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and an array of recreational and social offerings. An irreplaceable beachfront setting, celebrated architectural legacy, exceptional private amenities, and endless possibilities combine to create one of the most compelling oceanfront opportunities currently available on Hilton Head Island.
    67 days
    611
    23

    Zillow last checked:

    Listing updated:

    Listed by:

    COAST Professionals III 843-310-4998,

    COAST PROFESSIONALS III brokered eXp Realty

    Source: REsides, Inc.,MLS#: 511980MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Primary bedroom
      • Level: Second
      Heating
      • Central
      Cooling
      • Central Air
      Appliances
      • Included: Convection Oven, Double Oven, Dryer, Disposal, Microwave, Self Cleaning Oven, Stove, Warming Drawer, Washer
      Features
      • Attic, Bookcases, Built-in Features, Ceiling Fan(s), Fireplace, Multiple Closets, Smooth Ceilings, Upper Level Primary, Window Treatments, Eat-in Kitchen
      • Flooring: Tile, Wood
      • Windows: Other, Window Treatments
      Interior area
      • Total interior livable area: 2,733 sqft
      Video & virtual tour

      Property

      Parking
      • Parking features: Driveway
      Features
      • Stories: 2
      • Patio & porch: Rear Porch, Deck, Front Porch
      • Exterior features: Deck, Propane Tank - Owned, Porch, Propane Tank - Leased, Storage
      • Pool features: Community
      • Has view: Yes
      • View description: Ocean
      • Has water view: Yes
      • Water view: Ocean
      Lot
      • Size: 0.59 Acres
      • Features: 1/2 to 1 Acre Lot
      Details
      • Parcel number: R51000500001900000
      • Special conditions: None

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Two Story
      • Property subtype: Single Family Residence
      Materials
      • Stucco
      • Roof: Shake,Wood
      Condition
      • Year built: 1979
      Details
      • Builder model: Custom

      Utilities & green energy

      • Water: Public

      Community & HOA

      Community
      • Subdivision: Overlook Place
      HOA
      • Amenities included: Beach Rights, Basketball Court, Beach Access, Clubhouse, Fitness Center, Fire Pit, Garden Area, Picnic Area, Playground, Pickleball, Pool, Guard, Tennis Court(s), Trail(s)
      Location
      • Region: Hilton Head Island

      Financial & listing details

      • Price per square foot: $1,445/sqft
      • Tax assessed value: $2,315,400
      • Annual tax amount: $8,577
      • Date on market: 8/5/2026
      • Listing terms: Cash,Conventional

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        9/12/2026Price change$3,950,000-7.1%$1,445/sqft
        Source: Lowcountry Regional MLS #197640 Report a problem
        8/5/2026Listed for sale$4,250,000$1,555/sqft
        Source: REsides, Inc. #511980 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$8,577 -0.9%$67,090
        2024$8,653 +0.3%$67,090
        2023$8,631 +8.7%$67,090 +15%
        2022$7,940 -3.4%$58,340
        2021$8,216 $58,340
        2020-- $58,340
        2019$7,600 +2.2%$58,340
        2018$7,439 -10%$58,340 +15%
        2017$8,270 $50,730
        2016$8,270 $50,730
        2015$8,270 $50,730
        2014$8,270 $50,730
        2013$8,270 $50,730
        2010$8,270 +4.4%--
        2009$7,921 +4.3%--
        2008$7,598 +6.5%$65,508
        2007$7,136 -22.5%$65,508 +26%
        2005$9,210 -22.2%$52,006 -23%
        2004$11,834 +49.4%$67,508 +107.1%
        2003$7,921 $32,600
        2001-- --
        2000-- $815,000
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: Port Royal

        Getting around

        0 / 100
        Car-Dependent
        36 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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