4 Middleton Place, Hilton Head Island, SC 29928

$3,950,000
3
BD
3
BA
2,733
SqFt

Show Photos

Verify your account to unlock exclusive photos, mortgage tools, and more.

List Price
$3,950,000
Status
ACTIVE
Price Change
▼ $300,000 1789198906
MLS#
HILTONHEAD-511980
Subtype
Residential
Style
Two Story
Architectural Style
Two Story
Year Built
1979
Bedrooms
3
Bathrooms
3
Full Baths
2
Half Baths
1
Living Area
2,733
Lot Size
25,700
Acres
0.59
Subdivision
Overlook Place
MLS Area Major
Port Royal

Property Description

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.

Additional Information

Amenities
Beach Rights, Basketball Court, Beach Access, Clubhouse, Fitness Center, Fire Pit, Garden Area, Picnic Area, Playground, Pickleball, Pool, Guard, Tennis Court(s), Trail(s)
Interior Features
Attic, Bookcases, Built-in Features, Ceiling Fan(s), Fireplace, Multiple Closets, Smooth Ceilings, Upper Level Primary, Window Treatments, Eat-in Kitchen
Exterior Features
Deck, Propane Tank - Owned, Porch, Propane Tank - Leased, Storage
Property Description
Two Story
Flooring
Tile, Wood
Appliances
Convection Oven, Double Oven, Dryer, Disposal, Microwave, Self Cleaning Oven, Stove, Warming Drawer, Washer
Heating
Central
Air Conditioning
Central Air
Exterior Construction
Stucco
Roof
Shake, Wood
Pool Type
Community
Parking Features
Driveway
View
Ocean

Courtesy of COAST PROFESSIONALS III brokered eXp Realty

Mortgage Calculator

Amount of Loan
Annual Interest Rate
%
Term of Loan
Years

Does not include any taxes or fees.
Please consult a financial professional.
Calculator source: Real Geeks

board logo

We do not attempt to independently verify the currency, completeness, accuracy or authenticity of the data contained herein. It 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.