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4 Middleton Place

Hilton Head Island, SC 29928
  • $4,250,000
  • STATUS: Active
  • ON SITE: 13 Days
  • MLS #: 511980
UPDATED: 33 min ago
$4,250,000
  • 3
    BEDS
  • 0.59
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,733
    SQFT
  • $1,555
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1979
County:
Area:

School Ratings & Info

Description

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.

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REsides, Inc logo 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. Data last updated 2026-08-19T16:58:15.36.
www.sherinixonteam.com/homes/179814227
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4 Middleton Place Hilton Head Island, SC 29928

  • Price: $4,250,000
  • Status: Active
  • On Site: 13 Days
  • Updated: 33 min ago
  • MLS #: 511980
3
Beds
2
Baths
1
½ Baths
0.59
Acres
2,733
SQFT
$1,555
$/SQFT
1979
Built
Neighborhood:
Overlook Place
County:
Beaufort
Area:
Port Royal
Property Description
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.
Exterior Features

Architectural Style Two Story Construction Materials Stucco Exterior Features Deck Propane Tank - Owned Porch Propane Tank - Leased Storage Parking Features Driveway Patio And Porch Features Rear Porch Deck Front Porch Pool Features Community Roof Shake Wood View Ocean View YN Yes

Interior Features

Appliances Convection Oven Double Oven Dryer Disposal Microwave Self Cleaning Oven Stove Warming Drawer Washer Cooling Central Air Cooling YN Yes Flooring Tile Wood Furnished Unfurnished Heating Central Interior Features Attic Bookcases Built-in Features Ceiling Fan(s) Fireplace Multiple Closets Smooth Ceilings Upper Level Primary Window Treatments Eat-in Kitchen Rooms Living Room Library Laundry Kitchen Eat-in Kitchen Dining Room Primary Bedroom (Second Level) Den Window Features Other Window Treatments

Property Features

Association 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) Builder Model Custom Listing Terms Cash Conventional Lot Features 1 /2 to 1 Acre Lot Property Sub Type Single Family Residence Property Sub Type Additional Single Family Residence Special Listing Conditions None Water Source Public

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Listing provided courtesy by COAST PROFESSIONALS III brokered eXp Realty: 888-440-2798.


REsides, Inc logo 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. Data last updated 2026-08-19T16:58:15.36.
 
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The Sheri Nixon Team | Keller Williams
8 Lafayette Place, Suite 203
Hiton Head Island SC, 29926