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4 Middleton Place

Hilton Head Island, SC 29928
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Bed 3

Bed

Bath 3

Bath

SqFt2,733

Sqft

Acres0.59

Acre(Lot)

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 minu tes 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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Detail Ic Property Details

Property Type : Residential

Price : $4,250,000

AD Id : 89150169

MLS Id : 511980

Beds : 3

Lot Size : 0.59 Acre

Living Area Size : 2,733

Year Built : 1979

County : Beaufort

Subdivision: Stonebrier

  • Map Map

Map

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Feature Features

  • Bedroom Information

    Total beds: 3

    Bathroom Information

    Total Baths: 3 Full Baths: 2 Half Baths: 1
  • Flooring Information

    Tile, Wood
  • Roofing Information

    Shake, Wood
  • Interior Features

    Eat-in Kitchen, Bookcases, Built-in Features, Ceiling Fan(s) Roof: Shake, Wood Appliances: Convection Oven, Double Oven, Dryer, Disposal, Microwave, Self Cleaning Oven, Warming Drawer, Washer Laundry Features: Laundry Room Window Features: Window Coverings, Window Treatments
  • Heating & Cooling

    Has Heating: Yes Heating: Central Has Cooling: Yes Cooling: Ceiling Fan(s), Central Air

  • Building Information

    Year Built: 1979 Building Area Total: 2733 Construction Materials: Stucco Stories: 2 Patio And Porch Features: Deck, Porch, Rear Porch, Front Porch Pool Features: Community Private Pool: No View: Ocean
  • Exterior Features

    Exterior Features: Storage

  • Lot Information

    Lot Dimensions: .59 Main Square Feet: 0.59 Acres

    Property Information

    Subdivision: OVERLOOK PLACE Source Property Type: Residential MLS Area Minor: Ocean Side Port Royal Drive Postal Code Plus 4: 3932 Zoning Description: Residential Property SubType: Single Family Residence Levels: Two Property Age: 47

  • Listing Price Information

    Listing Price: $4250000 Cash, Conventional

  • Tax Information

    Parcel Number: R510 005 000 0190 0000 Tax Lot: 8

  • Parking Information

    Driveway
    Homeowners Association Information
    Association Amenities: Tennis Court(s), Beach Rights, Basketball Court, Beach Access, Clubhouse, Fitness Center, Picnic Area, Playground, Pool, Trail(s) Community Features: Pool

  • Location Information

    WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
14 Salt Spray Lane, Hilton Head Island, SC, 29928 $2,500,000 4 5 3,508 3,508 SqFt
31 Ocean Point, Hilton Head Island, SC, 29928 $2,500,000 3 4 2,869 2,869 SqFt
20 N Port Royal Drive, Hilton Head Island, SC, 29928 $6,500,000 3 5 5,725 5,725 SqFt
3 Wagener Place, Hilton Head Island, SC, 29928 $5,999,000 5 5 4,563 4,563 SqFt
22 Doubloon Drive, Hilton Head Island, SC, 29928 $1,299,000 4 3 2,240 2,240 SqFt
108 S Port Royal Drive, Hilton Head Island, SC, 29928 $1,850,000 4 4 3,218 3,218 SqFt
21 Barnacle Road, Hilton Head Island, SC, 29928 $5,500,000 4 5 3,590 3,590 SqFt
6 Audubon Place, Hilton Head Island, SC, 29928 $949,000 3 2 1,804 1,804 SqFt
111 Fort Walker Drive, Hilton Head Island, SC, 29928 $2,395,000 4 5 4,250 4,250 SqFt
4 Robbers Row, Hilton Head Island, SC, 29928 $1,099,000 3 2 2,047 2,047 SqFt

©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”; and the REsides 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.

ByOwner last updated this listing 08/12/2026 @ 07:30

MLS: 511980 LISTED BY: COAST Professionals III, COAST PROFESSIONALS III brokered eXp Realty 888-440-2798 SOURCE: REsides (Hilton Head)

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