5A - 4 Middleton Place, Hilton Head Island, SC 29928
FRONT ELEVATION - 4 Middleton Place, Hilton Head Island, SC 29928
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Amen - Beach Club front - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Pool - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Beach Club - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Board walk - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Golf - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Tennis Courts etc - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - PB Courts - 4 Middleton Place, Hilton Head Island, SC 29928
Amen - Playground - 4 Middleton Place, Hilton Head Island, SC 29928
51 photos

$3,950,000

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
2.5
Living area
N/A
Year built
1979

About this home

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.

Highlights

Fireplace

Property details

MLS
Lowcountry Regional MLS (Beaufort-Jasper County REALTORS®)
MLS #
197640
Property type
Single Family Residence
Subdivision
Port Royal Plantation
Status
Active
Days on market
57
On market date
August 6, 2026
Stories
N/A
Total bathrooms
2.5
Garage spaces
N/A
Parking spaces
N/A
Lot size
0.59 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

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

Walkability

Blended score for Hilton Head Island's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

17
Very car-dependent
out of 100
EPA National Walkability Index
5.7 / 20 -- Least walkable
Google Places amenity density
0 / 100
Restaurants & cafes0
Grocery stores0
Parks0
Schools0
Transit stops0
Pharmacies0

Market position

How this listing compares to current activity in Hilton Head Island, from live MLS data.

On the market 57 days -- 75 fewer days than Hilton Head Island's current average of 132 days.
For reference, the median list price across 165 active listings in Hilton Head Island right now is $399,900.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$23,937/mo
$790,000 down
$3,160,000 loan
Principal & interest$20,496
Property tax (est.)$3,292
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 September 12, 2026.

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.