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Hilton Head Luxury Waterfront Home Search

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Hilton Head Island Luxury Waterfront Homes

Newest Listing Appear First

185 Mooring Buoy, Hilton Head Island image
185 Mooring Buoy, Hilton Head Island $1,695,000

Lovely cul-de-sac home is only 4 rows from the white sand beaches of HHI & located on the 11-mile lagoon. Formal Living & Dining Rooms w/high, tray ceilings. Kitchen w/is...

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  • 3 Beds
  • 3 Baths
  • 2,255 SqFt.
  • HILTONHEAD-434572 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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4 Sailstock Point, Hilton Head Island image
4 Sailstock Point, Hilton Head Island $1,900,000

Enchant your senses in this inviting waterfront home. Marvel at its generously sized, naturally lit rooms and beautiful architectural details. Your guests come together i...

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  • 4 Beds
  • 5 Baths
  • 4,600 SqFt.
  • HILTONHEAD-433485 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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20 Bateau Road, Hilton Head Island image
20 Bateau Road, Hilton Head Island $1,790,000

You will love this 6-BR home located on charming Bateau Road! Over 4.200 HSF incl. foyer entry, formal dining. living room/breakfast/kitchen combo. Huge bonus room. Upsta...

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  • 6 Beds
  • 6 Baths
  • 4,299 SqFt.
  • HILTONHEAD-433199 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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2 Pendergrass Court, Hilton Head Island image
2 Pendergrass Court, Hilton Head Island $2,050,000

NEW HIGH-END CONSTRUCTION completed in late 2022! This ultra-impressive residence has been carefully designed & crafted resulting in an absolute beauty, a block from the ...

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  • 3 Beds
  • 4 Baths
  • 3,400 SqFt.
  • HILTONHEAD-433304 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

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32 Bradley Circle, Hilton Head Island image
32 Bradley Circle, Hilton Head Island $3,395,000

Almost Brand New! 9 Bedrooms, Multiple Masters, Penthouse Party Room, Elevator to all Floors! Designer-finished and fully equipped and furnished with custom furniture. Ve...

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  • 9 Beds
  • 9 Baths
  • 5,962 SqFt.
  • HILTONHEAD-431515 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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2 Princeton Circle, Hilton Head Island image
2 Princeton Circle, Hilton Head Island $1,525,000

Beautifully renovated home in Port Royal within walking distance of the beach! Scandinavian inspired interior gives a light and airy feel to the open floor plan. Features...

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  • 3 Beds
  • 4 Baths
  • 2,244 SqFt.
  • HILTONHEAD-432706 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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209 Fort Howell Drive, Hilton Head Island image
209 Fort Howell Drive, Hilton Head Island $1,495,000

Dreamy Southern living defines this renovated 4BR home perched on a cul-de-sac overlooking the golf course of Palmetto Hall. Over the last few years, it was transformed i...

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  • 4 Beds
  • 5 Baths
  • 4,959 SqFt.
  • HILTONHEAD-433067 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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1 Wexford Drive, Hilton Head Island image
1 Wexford Drive, Hilton Head Island $1,799,000

Renovated traditional home in the desirable Wexford community with a stunning gourmet kitchen featuring custom cabinetry, marble countertops & backsplash, luxurious islan...

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  • 4 Beds
  • 5 Baths
  • 4,057 SqFt.
  • HILTONHEAD-433076 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty

Listing courtesy of Daniel Ravenel Sotheby's International Realty.

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7 Buckfield Lane, Hilton Head Island image
7 Buckfield Lane, Hilton Head Island $1,595,000

Located in the coveted Long Cove Club on Hilton Head Island, "Longview"is a meticulously renovated waterview dream home. One floor living allows for easy enjoyment of thi...

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  • 4 Beds
  • 3 Baths
  • 2,913 SqFt.
  • HILTONHEAD-433042 MLS
Courtesy of May River Realty

Listing courtesy of May River Realty.

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24 Bradley Circle, Hilton Head Island image
24 Bradley Circle, Hilton Head Island $4,995,000

Amazing and rare opportunity to own this 2 Row, 10 Bedroom, 10 Full Bath Luxury Showcase Home. Amazing ocean views, plus tidal creek views, plus marsh views too! The pent...

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  • 10 Beds
  • 12 Baths
  • 7,266 SqFt.
  • HILTONHEAD-432967 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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4 Herring Gull Lane, Hilton Head Island image
4 Herring Gull Lane, Hilton Head Island $2,250,000

Welcome to the beach! Gaze at expansive Sound and Ocean views, walk out to your private seashore - take a dip, bring a chair, and stick your toes in the sand. This amazin...

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  • 3 Beds
  • 4 Baths
  • 3,580 SqFt.
  • HILTONHEAD-432366 MLS
Courtesy of Carolina Realty Group

Listing courtesy of Carolina Realty Group.

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8 Ridgewood Lane, Hilton Head Island image
8 Ridgewood Lane, Hilton Head Island $2,299,000 ▼

Recent & BEAUTIFUL remodel, meticulously cared for, on a near 1/2 acre lot with long fairway and lagoon views on the 14th of Heron Point in the coveted Sea Pines Resort. ...

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  • 4 Beds
  • 5 Baths
  • 3,528 SqFt.
  • HILTONHEAD-432277 MLS
Courtesy of Sea Pines Real Estate - Beach Club

Listing courtesy of Sea Pines Real Estate - Beach Club.

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22 Plumbridge Ln, Hilton Head Island image
22 Plumbridge Ln, Hilton Head Island $3,900,000

Welcome to one of the finest harbor homes in Wexford! Fabulous architectural design, beautifully built with quality throughout, well appointed, and nicely maintained. Thi...

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  • 5 Beds
  • 7 Baths
  • 7,572 SqFt.
  • HILTONHEAD-432287 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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63 S Port Royal Drive, Hilton Head Island image
63 S Port Royal Drive, Hilton Head Island $1,289,000 ▼

Beautifully Renovated Beach Retreat in Port Royal, HHI located in close proximity to the New Beach Club. Situated on of a kind wrap-around lagoon lot w/views from nearly ...

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  • 3 Beds
  • 3 Baths
  • 1,899 SqFt.
  • HILTONHEAD-432301 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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8 Nighthawk Street, Hilton Head Island image
8 Nighthawk Street, Hilton Head Island $3,200,000 ▼

Second Row Ocean with an ocean view. Newly renovated 6 bedroom, 6.5 bath, 6 balconies, 2 master bedrooms! Wake to the sun rising out of the Atlantic, 110 steps to the b...

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  • 6 Beds
  • 7 Baths
  • 3,600 SqFt.
  • HILTONHEAD-432214 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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2 Everglade Place, Hilton Head Island image
2 Everglade Place, Hilton Head Island $1,400,000 ▼

Registered as a National Wildlife Habitat, this meticulously maintained home sits on 1.3 acres of pure tranquility. Every room in this carefully designed, newly renovated...

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  • 4 Beds
  • 3 Baths
  • 3,630 SqFt.
  • HILTONHEAD-431962 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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30 Oyster Shell Lane, Hilton Head Island image
30 Oyster Shell Lane, Hilton Head Island $4,950,000 ▼

Perhaps the finest residence recently offered on Hilton Head Island. Perched on a 20-foot bluff overlooking Port Royal Sound to the Atlantic Ocean, the unobstructed view...

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  • 5 Beds
  • 8 Baths
  • 8,525 SqFt.
  • HILTONHEAD-431574 MLS
Courtesy of Carolina Realty Group

Listing courtesy of Carolina Realty Group.

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16 Brassie Ct, Hilton Head Island image
16 Brassie Ct, Hilton Head Island $2,350,000 ▼

Welcome to this stunning Leamington home! This 4 BR 4.5 BA home with 4080 sq ft is situated in Leamington’s gorgeous 11 mile lagoon for boating & kayaking with a bulkhead...

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  • 4 Beds
  • 5 Baths
  • 4,080 SqFt.
  • HILTONHEAD-431627 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

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8 Curlew Road, Hilton Head Island image
8 Curlew Road, Hilton Head Island $3,195,000 ▼

This home could just be the best built and have the best second row ocean views in North Forest Beach and perhaps the Island! This spacious 7 BR 6.5 BA home is situated o...

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  • 7 Beds
  • 7 Baths
  • 5,462 SqFt.
  • HILTONHEAD-431595 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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22 Red Maple Road, Hilton Head Island image
22 Red Maple Road, Hilton Head Island $1,600,000

Charming beach cottage - 10 min bike ride or short walk to the Beach Club on designated bike trail at end of the cul de sac. Best value for full size lot, terrific golf/l...

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  • 3 Beds
  • 4 Baths
  • 2,690 SqFt.
  • HILTONHEAD-431060 MLS
Courtesy of Sea Pines Real Estate - The Cottage Group, LLC

Listing courtesy of Sea Pines Real Estate - The Cottage Group, LLC.

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49 Planters Row, Hilton Head Island image
49 Planters Row, Hilton Head Island $2,750,000 ▼

Spectacular one-of-a-kind property and location. 3rd row Ocean plus 180-degree lagoon view. Custom built, First time offered for sale. 4,500 heated square feet. Heart Pin...

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  • 4 Beds
  • 5 Baths
  • 4,500 SqFt.
  • HILTONHEAD-430900 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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118 Sandcastle Court, Hilton Head Island image
118 Sandcastle Court, Hilton Head Island $1,599,000 ▼

RENTAL MARKET DREAM! This furnished 4BD/4.5BA three-story home w/ underneath 2-car garage has it all! With multiple primary suites, this home sleeps 14 while maintaining ...

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  • 4 Beds
  • 5 Baths
  • 2,487 SqFt.
  • HILTONHEAD-430698 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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22 Pelican Watch Way, Hilton Head Island image
22 Pelican Watch Way, Hilton Head Island $2,445,000 ▼

Beautiful 2015 custom built Stringer Construction French Chateau style home offers tons of privacy on .79 acre. Enjoy expansive deep water views of Port Royal Sound in t...

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  • 4 Beds
  • 5 Baths
  • 4,586 SqFt.
  • HILTONHEAD-429988 MLS
Courtesy of Weichert Realtors Coastal Properties

Listing courtesy of Weichert Realtors Coastal Properties.

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Hilton Head Island image
Hilton Head Island $2,500,000

Jaw dropping views of the marsh from front and back of the home with ocean in the backdrop to delight. The house is in the Ocean area of Singleton Beach. 4 Bedroom hous...

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  • 4 Beds
  • 4 Baths
  • 2,544 SqFt.
  • HILTONHEAD-428147 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

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36 Plumbridge Circle, Hilton Head Island image
36 Plumbridge Circle, Hilton Head Island $4,395,000 ▼

This Wexford harbour front home with a private 70 ft boat slip, waterfall pool and hot tub exudes exquisite details and craftsmanship throughout and features custom wood ...

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  • 5 Beds
  • 9 Baths
  • 6,389 SqFt.
  • HILTONHEAD-429240 MLS
Courtesy of Daniel Ravenel Sotheby's International Realty-

Listing courtesy of Daniel Ravenel Sotheby's International Realty-.

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29 Bridgetown Road, Hilton Head Island image
29 Bridgetown Road, Hilton Head Island $2,695,000 ▼

Newly renovated home in Wexford overlooking the harbour! This elegant waterfront home features 5 bedroom/6 bath, a den with a wet bar, updated bathrooms, tile, and hardwo...

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  • 5 Beds
  • 6 Baths
  • 5,472 SqFt.
  • HILTONHEAD-427884 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

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1 Seaside Sparrow Road, Hilton Head Island image
1 Seaside Sparrow Road, Hilton Head Island $3,999,000

Here is a quintessential Sea Pines beach home. Large (.4 acre) lovely 4th row lot, off highly desired South Beach Lane, with long views across Sprunt Pond. Newly painted ...

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  • 7 Beds
  • 7 Baths
  • 5,264 SqFt.
  • HILTONHEAD-429147 MLS
Courtesy of Sea Pines Real Estate South Beach

Listing courtesy of Sea Pines Real Estate South Beach.

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13 Full Sweep, Hilton Head Island image
13 Full Sweep, Hilton Head Island $3,600,000

Stunning new construction located in Palmetto Dunes.This 6BD/6.5BA is designed for optimum living with tranquil lagoon views. This incredible floor plan features 2 first ...

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  • 6 Beds
  • 7 Baths
  • 4,003 SqFt.
  • HILTONHEAD-429069 MLS
Courtesy of COAST PROFESSIONALS Brokered by EXP Realty

Listing courtesy of COAST PROFESSIONALS Brokered by EXP Realty.

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2 Marsh Drive, Hilton Head Island image
2 Marsh Drive, Hilton Head Island $4,500,000

Fabulous New Home - under construction. Currently only new home for sale in Sea Pines. 6 bedrooms, 6 1/2 baths & 3 car garage. Fabulous pool and outdoor living space. L...

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  • 6 Beds
  • 7 Baths
  • 6,100 SqFt.
  • HILTONHEAD-428810 MLS
Courtesy of Charter One Realty

Listing courtesy of Charter One Realty.

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54 Sandcastle Court, Hilton Head Island image
54 Sandcastle Court, Hilton Head Island $1,990,000

Folly Field Rental Machine! Gated community with a 9 minute walk to the beach! This 3,682 square foot custom built home has 5 bedrooms, 5.5 baths, a gourmet kitchen, gran...

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  • 5 Beds
  • 6 Baths
  • 3,682 SqFt.
  • HILTONHEAD-424544 MLS
Courtesy of RE/MAX Island Realty .

Listing courtesy of RE/MAX Island Realty ..

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116 Dune Lane, Hilton Head Island image
116 Dune Lane, Hilton Head Island $2,249,000 ▼

Wow! You wont believe the transformation this 2nd row home in North Forest Beach has gone through! Along with beautiful ocean views, newly resurfaced pool, freshly painte...

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  • 4 Beds
  • 4 Baths
  • 2,564 SqFt.
  • HILTONHEAD-428362 MLS
Courtesy of HH Island Real Estate and Rentals

Listing courtesy of HH Island Real Estate and Rentals.

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2 Seaside Sparrow Road, Hilton Head Island image
2 Seaside Sparrow Road, Hilton Head Island $4,055,000 ▼

Huge Price Improvement on this Sea Pines stunner! 4th Row Oceanside. Sunset views over Sprunt Pond from private pool & spa with spacious patio area and covered porch. Fea...

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  • 6 Beds
  • 7 Baths
  • 4,650 SqFt.
  • HILTONHEAD-424167 MLS
Courtesy of Carolina Realty Group

Listing courtesy of Carolina Realty Group.

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11 Corine Lane, Hilton Head Island image
11 Corine Lane, Hilton Head Island $2,250,000

Sunny, bright & meticulously maintained 5 bed, 5 1/2 bath -walk to Singleton Beach! Rooftop Trex deck w/sneak peak of the Ocean & mini kitchen. Open floor plan with Coffe...

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  • 5 Beds
  • 6 Baths
  • 3,522 SqFt.
  • HILTONHEAD-423960 MLS
Courtesy of EXP Realty LLC

Listing courtesy of EXP Realty LLC.

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4 Gadwall Road, Hilton Head Island image
4 Gadwall Road, Hilton Head Island $3,850,000

LOCATION! LOCATION! LOCATION! Living life in the Low Country only minutes away from our nationally recognized beach is the ULTIMATE experience! This custom built second r...

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  • 4 Beds
  • 5 Baths
  • 3,100 SqFt.
  • HILTONHEAD-425495 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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5 Alder Lane, Hilton Head Island image
5 Alder Lane, Hilton Head Island $3,790,000 ▼

One of just a few Oceanfront homes for sale on HH! This 4003 sq ft, 6 BR, 5 BA home is a rental machine and perfect for any occasion! Recently remodeled and beautifully d...

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  • 6 Beds
  • 5 Baths
  • 4,003 SqFt.
  • HILTONHEAD-425738 MLS
Courtesy of Charter One Realty C

Listing courtesy of Charter One Realty C.

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77 William Hilton Parkway, Hilton Head Island image
77 William Hilton Parkway, Hilton Head Island $1,000,000

Incredible opportunity to own a home on one of the most beautiful pieces of land on the “Gateway” to Hilton Head Island. The home sits across the road from the Crazy Crab...

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  • 3 Beds
  • 2 Baths
  • 2,500 SqFt.
  • HILTONHEAD-418360 MLS
Courtesy of Weichert Realtors Coastal Properties

Listing courtesy of Weichert Realtors Coastal Properties.

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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. © 2023 REsides, Inc. All rights reserved. Certain information contained herein is derived from information, which is the licensed property of, and copyrighted by, REsides, Inc.

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Hilton Head Island, South Carolina

(843) 422-8954

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