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$4,250,000

4 Middleton Place, Hilton Head Island, SC 29928
Hilton Head Island, SC 29928
Listed by Elizabeth Acuff · COAST PROFESSIONALS Bk.eXp III
Bedrooms
3
Bathrooms
2.1
Living area
N/A
Year built
1979

About this home

This exceptional Oceanfront home Designed by internationally acclaimed architect Dean Winesett, whose work has been featured in *Architectural Digest* and *Southern Living*, is a remarkable expression of timeless Lowcountry architecture. Also featured in *Southern Living*, the home showcases Winesett's signature style and craftsmanship, exemplified in several of his most celebrated residences throughout Hilton Head Island and Bluffton. Nestled beneath magnificent live oaks and surrounded by mature, natural landscaping, this private oceanfront retreat offers sweeping beach views and an unparalleled sense of serenity. 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 just minutes from Hilton Head's renowned dining, golf, shopping, and amenities. The thoughtfully designed residence features 3 bedrooms and 2.5 baths, with the existing 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 seamlessly connect to the surrounding landscape. An expansive rear deck provides the perfect setting for entertaining, oyster roasts, or simply enjoying the ocean breeze and breathtaking coastal views. Offering ample room for expansion, this property presents a rare opportunity to personalize and enhance an already extraordinary oceanfront estate. As one of Hilton Head Island's most exclusive residential communities, Port Royal Plantation prohibits short-term rentals, preserving the privacy, tranquility, and exceptional quality of life that make this oceanfront enclave one of the island's most desirable addresses. Exclusive to Port Royal property owners and their guests, the community's exceptional private amenities further elevate the lifestyle. Residents enjoy an oceanfront Beach House with a swimming pool overlooking the Atlantic, tennis and pickleball courts, community gardens, leisure trails, and a host of recreational and social amenities that make Port Royal one of the island's premier private communities. A rare architectural legacy, an irreplaceable beachfront setting, world-class private amenities, and endless possibilities combine to create one of the finest opportunities currently available on Hilton Head Island.

Highlights

Fireplace

Property details

MLS #
197640
Property type
Single Family Residence
Subdivision
Port Royal Plantation
Status
Active
Days on market
18
On market date
August 6, 2026
Stories
N/A
Garage spaces
N/A
Lot size
0.59 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
Hilton Head Island Early Childhood Center
3.22 mi away · Grades -1-0
Zoned school (attendance boundary, 2015-16 data)
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
363
Student:teacher ratio
10.7:1
District
Beaufort 01
Middle
Hilton Head Island Middle
3.39 mi away · Grades 6-8
Zoned school (attendance boundary, 2015-16 data)
3.3
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Average (2025)
Enrollment
828
Student:teacher ratio
12.5:1
District
Beaufort 01
High
Hilton Head Island High
3.52 mi away · Grades 9-12
Zoned school (attendance boundary, 2015-16 data)
4.0
Local Score (state rating (2025) blended 70/30 with student-teacher ratio) -- not an official state rating
State rating: Good (2025)
Enrollment
1,343
Student:teacher ratio
14.8:1
District
Beaufort 01

Mortgage calculator

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Est. monthly payment
$25,744/mo
$850,000 down
$3,400,000 loan
Principal & interest$22,052
Property tax (est.)$3,542
Home insurance (est.)$150

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Data source: Listing information provided by Lowcountry Regional MLS (Beaufort-Jasper County REALTORS®) via Trestle/CoreLogic. Last updated 4 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.