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34 Gloucester RD, Hilton Head Island, SC 29928

$1,399,000

Sold on 11/25/2025

Single Family Home

$1,399,000

4 Beds 3.5 Baths 3,370 SqFt

34 Gloucester RD, Hilton Head Island, SC 29928

Welcome to this lovingly maintained 4-bedroom, 3.5-bath home located on almost an acre in the highly sought-after gated ...

Listed by Keller Williams Realty (322)

20 Calibogue Cay RD #APT 2608, Hilton Head Island, SC 29928

$1,280,000

Sold on 11/25/2025

Townhouse

$1,295,000

3 Beds 3.5 Baths 2,426 SqFt

20 Calibogue Cay RD #APT 2608, Hilton Head Island, SC 29928

Fantastic opportunity to own one of the best marsh view townhomes in Sea Pines. Quiet, cul de sac street. Large, open li...

Listed by Lighthouse Realty (207)

1.2%
312 Ceasar PL, Hilton Head Island, SC 29926

$467,000

Sold on 11/25/2025

Single Family Home

$489,000

3 Beds 2.5 Baths 1,744 SqFt

312 Ceasar PL, Hilton Head Island, SC 29926

You'll love this charming home with excellent curb appeal! It features an open floor plan, a large kitchen with an overs...

Listed by Keller Williams Realty (322)

4.5%
35 Wexford on the Grn, Hilton Head Island, SC 29928

$2,150,000

Sold on 11/25/2025

Townhouse

$2,200,000

5 Beds 5 Baths 4,200 SqFt

35 Wexford on the Grn, Hilton Head Island, SC 29928

Introducing 35 Wexford on the Green - a brand-new luxury townhome in Wexford, offering breathtaking views of the tidal m...

Listed by Charter One Realty (063)

2.3%
6 Mizzenmast CT, Hilton Head Island, SC 29928

$1,300,000

Sold on 11/25/2025

Townhouse

$1,399,000

3 Beds 3 Baths 2,012 SqFt

6 Mizzenmast CT, Hilton Head Island, SC 29928

Do not miss this stunning fee-simple townhome in the heart of Harbour Town! This beautifully completely remodeled 3-bedr...

Listed by COAST PROFESSIONALS II - Brokered by EXP Realty (901A)

7.1%
61 S Sea Pines DR, Hilton Head Island, SC 29928

$4,400,000

Sold on 11/24/2025

Single Family Home

$4,499,000

5 Beds 6 Baths 4,339 SqFt

61 S Sea Pines DR, Hilton Head Island, SC 29928

Just steps from the beach and a short stroll to South Beach Marina Village, this newer and elegant ocean-oriented reside...

Listed by Sea Pines Real Estate - Beach Club (507)

2.2%
15 Buttonbush LN, Hilton Head Island, SC 29926

$1,035,000

Sold on 11/24/2025

Single Family Home

$1,065,000

4 Beds 3.5 Baths 2,900 SqFt

15 Buttonbush LN, Hilton Head Island, SC 29926

Pristine, 9 years young residence with excellent curb appeal & sweeping lagoon views on quiet cul de sac street in ameni...

Listed by Charter One Realty (063D)

2.8%
37 Cat Brier LN, Hilton Head Island, SC 29926

$845,000

Sold on 11/24/2025

Single Family Home

$859,000

3 Beds 3.5 Baths 2,932 SqFt

37 Cat Brier LN, Hilton Head Island, SC 29926

Superb value on pristine, stylishly remodeled, golf view (#7 South Course) residence on quiet cul de sac street in priva...

Listed by Charter One Realty (063D)

1.6%
13 King Rail LN, Hilton Head Island, SC 29926

$770,000

Sold on 11/24/2025

Single Family Home

$795,000

3 Beds 2.5 Baths 2,352 SqFt

13 King Rail LN, Hilton Head Island, SC 29926

8th fairway vistas Oyster Reef Golf Course. 1-story home w/ three bedrooms & 2.5 baths. Vaulted ceilings in the living r...

Listed by Hilton Head Real Estate Partners (510)

3.1%
5 Stillwater LN, Hilton Head Island, SC 29926

$735,000

Sold on 11/24/2025

Single Family Home

$759,000

3 Beds 2.5 Baths 1,926 SqFt

5 Stillwater LN, Hilton Head Island, SC 29926

Tucked away in a private, low-traffic, HHP location, this ultra-gorgeous residence has been beautifully updated and live...

Listed by Collins Group Realty (291)

3.2%
17 Dewberry LN, Hilton Head Island, SC 29928

$860,000

Sold on 11/24/2025

Single Family Home

$950,000

3 Beds 2.5 Baths 2,088 SqFt

17 Dewberry LN, Hilton Head Island, SC 29928

Located on a quiet cul-de-sac in Greenwood Forest, 17 Dewberry offers 3 bedrooms and 2.5 baths in the heart of Sea Pines...

Listed by Sea Pines Real Estate - The Cottage Group, LLC (506)

9.5%
56 Leamington LN, Hilton Head Island, SC 29928

$2,300,000

Sold on 11/21/2025

Single Family Home

$2,495,000

5 Beds 5.5 Baths 5,100 SqFt

56 Leamington LN, Hilton Head Island, SC 29928

Southern Living meets Lowcountry beach life! This stunning 5BR/5.5BA home is tucked within a no short-term rental, ocean...

Listed by Hilton Head Properties (579)

7.8%
29 Pond DR, Hilton Head Island, SC 29926

$1,029,000

Sold on 11/21/2025

Single Family Home

$1,100,000

4 Beds 3.5 Baths 3,613 SqFt

29 Pond DR, Hilton Head Island, SC 29926

Sought-after opportunity in the private Golf Club neighborhood of Indigo Run - one of Hilton Head Island's most exclusiv...

Listed by Howard Hanna Allen Tate Hilton Head (543)

6.5%
360 Fort Howell DR, Hilton Head Island, SC 29926

$1,375,000

Sold on 11/21/2025

Single Family Home

$1,449,000

4 Beds 4.5 Baths 3,855 SqFt

360 Fort Howell DR, Hilton Head Island, SC 29926

Nestled in the peaceful back section of Palmetto Hall, this exquisite 4-bedroom, 4.5-bathroom home offers the perfect bl...

Listed by Charter One Realty (063)

5.1%
20 Governors RD #APT 2825, Hilton Head Island, SC 29928

$850,000

Sold on 11/21/2025

Townhouse

$870,000

2 Beds 2 Baths 1,477 SqFt

20 Governors RD #APT 2825, Hilton Head Island, SC 29928

2 Bdr/2 Ba all on one floor in the highly coveted Residents Club. with a 1 car carport and driveway with a large, secure...

Listed by Berkshire Hathaway HomeServices Hilton Head Bluffton Realty (106)

2.3%
29 Purple Martin LN, Hilton Head Island, SC 29926

$875,000

Sold on 11/20/2025

Single Family Home

$895,000

3 Beds 2 Baths 2,010 SqFt

29 Purple Martin LN, Hilton Head Island, SC 29926

Beautifully renovated home located on a quiet cul-de-sac with a tranquil lagoon view. Extensive renovations in 2021 crea...

Listed by Charter One Realty (063D)

2.2%
56 Royal Pointe DR, Hilton Head Island, SC 29926

$530,000

Sold on 11/20/2025

Single Family Home

$539,000

3 Beds 3 Baths 1,512 SqFt

56 Royal Pointe DR, Hilton Head Island, SC 29926

Located just a short stroll from the scenic marsh, this 3-bedroom, 2-bath home offers the perfect blend of Lowcountry ch...

Listed by Charter One Realty (063D)

1.7%
20 Edgewood DR, Hilton Head Island, SC 29926

$875,000

Sold on 11/20/2025

Single Family Home

$879,000

4 Beds 3 Baths 2,176 SqFt

20 Edgewood DR, Hilton Head Island, SC 29926

BEST DEAL ON A 4 BR HOME IN HHP!!!. This beautiful 4-bedroom, 3-bathroom home offers 2176 sq. ft. of elegant living spac...

Listed by Premier Properties of Hilton Head Island (654)

0.5%
3 Myrtle LN, Hilton Head Island, SC 29928

$2,450,000

Sold on 11/18/2025

Single Family Home

$2,600,000

7 Beds 6.5 Baths 4,027 SqFt

3 Myrtle LN, Hilton Head Island, SC 29928

Step into your own private paradise with this expansive backyard retreat, perfect for entertaining or unwinding in style...

Listed by HH Island Real Estate and Rentals (723)

5.8%
153 Mooring Buoy, Hilton Head Island, SC 29928

$2,000,000

Sold on 11/18/2025

Single Family Home

$1,995,000

3 Beds 3.5 Baths 2,852 SqFt

153 Mooring Buoy, Hilton Head Island, SC 29928

A rare opportunity in Palmetto Dunes-this 4th-row Lowcountry home offers timeless design, lagoon views, and endless pote...

Listed by Schembra Real Estate Group (069)

0.3%
3 Wax Myrtle LN, Hilton Head Island, SC 29926

$890,000

Sold on 11/17/2025

Single Family Home

$950,000

3 Beds 2.5 Baths 3,385 SqFt

3 Wax Myrtle LN, Hilton Head Island, SC 29926

Charming, spacious, superbly maintained/updated, custom built residence with sweeping golf views (#3 South Course) on qu...

Listed by Charter One Realty (063D)

6.3%
10 Foot Point RD, Hilton Head Island, SC 29928

$2,575,000

Sold on 11/17/2025

Single Family Home

$2,695,000

5 Beds 4 Baths 4,429 SqFt

10 Foot Point RD, Hilton Head Island, SC 29928

Experience unparalleled luxury at 10 Foot Point Road. Nestled on a private cul de sac in the prestigious Long Cove Club,...

Listed by COAST PROFESSIONALS Brokered by EXP Realty (901)

4.5%
112 Headlands DR, Hilton Head Island, SC 29926

$835,000

Sold on 11/17/2025

Single Family Home

$845,000

3 Beds 2 Baths 1,823 SqFt

112 Headlands DR, Hilton Head Island, SC 29926

Rare gem alert! This 3-bedroom, 2-bathroom ranch in Hilton Head Plantation has been cared for with perfectionist-level a...

Listed by RE/MAX Island Realty (521)

1.2%
16 Jib Sail CT, Hilton Head Island, SC 29928

$450,000

Sold on 11/17/2025

Townhouse

$470,000

3 Beds 3.5 Baths 1,646 SqFt

16 Jib Sail CT, Hilton Head Island, SC 29928

Outstanding opportunity to enjoy the best of island life for under $500k. The location can't be beat - just a quick wal...

Listed by Sea Pines Real Estate - Beach Club (507)

4.3%
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