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4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928
4 Middleton Pl, Hilton Head Island, SC 29928

4 Middleton Pl Hilton Head Island, SC 29928

$3,950,000

ACTIVE
Beds
3
Baths
3
Sqft
2,733
Acres
0.59
Year
1979
Days on Site
19 Days
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$1,445
Date Listed
Aug 28, 2026

Description of 4 Middleton Pl, Hilton Head Island, SC 29928

Listing details for 4 Middleton Pl, Hilton Head Island, SC 29928 : 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.
Listing Updated : 09-11-2026 at 10:46 PM EDT

Middleton Futures, LLC | Keller Williams | Sheri Nixon Team | We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. All area measurements and calculations are approximate and should be independently verified. Data may be subject to transcription and transmission errors. Accordingly, the data is provided on an “as is” “as available” basis only and may not reflect all real estate activity in the market”. © 2026 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

Listing Provided By

COAST Professionals III, 843-310-4998, COAST PROFESSIONALS III brokered eXp Realty

Source

Reside MLS, MLS#: 511980

Property History

DateEventPrice
9/11/2026
Price Change
$3,950,000
$1,445/sqft
Source:Reside MLS #511980
Home Worth Check

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