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Allenwood, Hilton Head Island Real Estate

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Allenwood, Hilton Head Island, SC Homes for Sale

Find the newest home listings in Allenwood, Hilton Head Island today! Residents of Allenwood enjoy two acres of the surrounding lagoon, offering an unclouded sanctuary for homeowners and families within the private community. Homeowners enjoy the idyllic community that is situated close to pristine golf courses, upscale shopping, fine dining and sun drenched beaches. For more information on real estate for sale in Allenwood, Hilton Head Island, schedule a showing, call us today or send us an email. 

Gearing up to buy or sell a home soon in Hilton Head Island? Call Group DiNenna at 843-781-6700. Your neighborhood Allenwood, Hilton Head Island realty team is here to help navigate the Hilton Head Island real estate market.

Allenwood, Hilton Head Island, Real Estate Market

Located on the North end of Hilton Head Island, off Gum Tree Road, the Allenwood neighborhood by Village Park homes offers seven single-family, detached designed homes geared towards today's active lifestyle. The remarkable family friendly community provides a suburban lifestyle to its residents that can't be beaten. 

Allenwood’s modern and traditional homes in the community range from 1,397 square feet to 2,213 square feet, offering 3 to 4 bedrooms and 2 to 3 bathrooms. Many of the single family homes and townhomes in Allenwood include a car garage, open kitchen, dining and family rooms, luxury walk-in closets, and jack and jill bathrooms. Whether you're searching for your first home, your next home, or your retirement home, Allenwood covers any buyer's dream. 

Prices vary within the community, depending on house value, charm, and character. Homes can be found between the mid to upper $ 120K's and $290K. 

Allenwood, Hilton Head Island, Community Amenities

The amenities in the Allenwood neighborhood provide panoramic views and heated outdoor pools. Ideally located just minutes from the Allenwood community are Hilton Head Island's pristine beaches, the district's school cluster, Recreation Center, and North end shopping and markets. 

Traveling slightly further, the appeal of Bluffton city and the affluent culture of downtown Savannah, Georgia, makes it so you can enjoy all of the perks of coastal living. There are plenty of outdoor areas to enjoy surrounding the community, such as Bear Creek Golf Club offering 12 and 18 hole games, Palmetto Hall Golf Club, Golden Bear Golf Club, Green Shell Recreation Center featuring a playground, a half-court basketball court, picnic area, a nature trail, observation deck, and restrooms, and lastly Whooping Crane Pond. 

For business and commercial amenities, Allenwood is close to everything the island has to offer, including Hilton Heads Hospital, United States Postal Service,  Advanced Auto Part, Wal-Mart Super Center, and Carolina Transit are just some to name. The many world known restaurants and local dining establishments are located close, such as Burger King, Mcdonald's, Old Oyster Factory, Max Pour House, SkullCreek Dockside, and Old Fort Pub. 

Allenwood, Hilton Head, School Information 

The Allenwood community falls under a high class education district. The well rated area provides education for area students from pre-kindergarten through grade 12. There are a number of well rated schools that fall within the neighborhood. These schools include:

Hilton Head Elementary School

30 School Road, Hilton Head, South Carolina

Grade 1 - Grade 5

Student Enrollment: 888

Hilton Head Christian Academy 

55 Gardner Dr., Hilton Head, South Carolina

Kindergarten - Grade 12

Student Enrollment: 371

Hilton Head Middle School 

55 Willborn Rd., Hilton Head, South Carolina

Grade 6 - Grade 8

Student Enrollment: 1,018

Hilton Head Heritage Academy

11 New Orleans Rd., Hilton Head, S.C.

Grade 7 - Grade 12

Student Enrollment: 125

Hilton Head High School 

70 Wilborn Rd., Hilton Head, South Carolina

Grade 9 - Grade 12

Student Enrollment: 1,304

St. Francis Catholic School 

45 Beach City Rd., Hilton Head, S.C.

Pre Kindergarten - Grade 8

Student Enrollment: 211

*Disclaimer: Always check with your local school district to confirm enrollment and attendance eligibility. 

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Homes for sale in Allenwood, Hilton Head Island, SC

118 Ceasar Place, Hilton Head Island image
118 Ceasar Place, Hilton Head Island $659,899

Welcome to this beautiful 4-bedroom home with a spacious bonus room that can easily serve as a 5th bedroom, office, or media room, located in the desirable gated communit...

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  • 4 Beds
  • 4 Baths
  • 2,232 SqFt.
  • HILTONHEAD-510458 MLS
Courtesy of Maxey Blackstream Christie's International Real Estate

Listing courtesy of Maxey Blackstream Christie's International Real Estate.

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234 Ceasar Place, Hilton Head Island image
234 Ceasar Place, Hilton Head Island $569,500 ▼

This is the only 5-bedroom furnished home on Hilton Head Island under $600k. From the front door you are welcomed by a 2-story foyer pierced with tons of natural light. T...

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  • 5 Beds
  • 3 Baths
  • 2,461 SqFt.
  • HILTONHEAD-509834 MLS
Courtesy of Hilton Head Real Estate Partners

Listing courtesy of Hilton Head Real Estate Partners.

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285 Ceasar Place, Hilton Head Island image
285 Ceasar Place, Hilton Head Island $555,000 ▼

Welcome to 285 Ceasar Place, a beautifully maintained 4-bedroom, 3.5-bath townhome located on the desirable north end of the island, just minutes from top-rated schools, ...

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  • 4 Beds
  • 4 Baths
  • 2,042 SqFt.
  • HILTONHEAD-506353 MLS
Courtesy of COAST - Brokered by EXP Realty

Listing courtesy of COAST - Brokered by EXP Realty.

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209 Ceasar Place, Hilton Head Island image
209 Ceasar Place, Hilton Head Island $474,000 ▼

This beautifully updated 4-bedroom, 3.5-bath interior townhome offers space, style, and flexibility across three well-designed levels. The first floor features a private ...

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  • 4 Beds
  • 4 Baths
  • 1,936 SqFt.
  • HILTONHEAD-505806 MLS
Courtesy of Keller Williams

Listing courtesy of Keller Williams.

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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. © 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.

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HiltonHeadRealtySales.com / Group DiNenna:

Dino DiNenna
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Southern Lifestyle Properties
PO Box 7725
Hilton Head Island, SC 29938-7725
843.560.9310 Direct
843.781.6700 Team

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Southern Lifestyle Properties of SC, LLC
Licensed South Carolina Real Estate Agency
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5846 Guilford Place
Bluffton, SC 29910
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