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4 Middleton Place

Hilton Head Island, SC 29928
  • $3,950,000
  • STATUS: Active
  • ON SITE: 38 Days
  • MLS #: 511980
Price Reduced
UPDATED: 61 min ago
$3,950,000
  • 3
    BEDS
  • 0.59
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 2,733
    SQFT
  • $1,445
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1979
County:
Area:

School Ratings & Info

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.

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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 2026-09-13T14:58:11.467.
www.collinsgrouprealty.com/homes/179814227
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4 Middleton Place Hilton Head Island, SC 29928

  • Price: $3,950,000
  • Status: Active
  • On Site: 38 Days
  • Updated: 61 min ago
  • MLS #: 511980
3
Beds
2
Baths
1
½ Baths
0.59
Acres
2,733
SQFT
$1,445
$/SQFT
1979
Built
Neighborhood:
Overlook Place
County:
Beaufort
Area:
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.
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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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 2026-09-13T14:58:11.467.
 
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Collins Group Realty
852 William Hilton Parkway, Suite 2B
Hilton Head Island SC, 29928