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Windsor Villas, Hilton Head Island Real Estate

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Windsor Villas, Hilton Head Island, SC Homes for Sale

Find the newest home listings in Windsor Villas, Hilton Head today! Located in the famous Palmetto Dunes Resort, Windsor Villas extend along the breathtaking beaches in Hilton Head Island. Flourishing gardens, lagoons, and tree lined walkways awaits you at Windsor Villa. This beautiful, one of a kind community, offers stunning homes, breathtaking views and private boardwalk to the beach. For more information on real estate for sale in Windsor Villas, Hilton Head 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 Windsor Villas, Hilton Head Island realty team is here to help navigate the Hilton Head Island real estate market.

Windsor Villas, Hilton Head, Real Estate Market

Windsor Villas, Hilton Head are a collection of Villa. Many of the homes in the community offer between two and five bedrooms and two and five bathrooms. The price of one of the villas in Windsor Villa starts in the mid to high $500K to $2M.

The homes generally range in size from approximately 1,000 square feet to 3,000 square feet of living space.  Many of the homes have been renovated to include granite counters, top-of-the-line appliances, a large balcony, screened-in porch, and open floor concepts. There are a select number of homes that have views of the ocean, pool or lagoon from any floor.

Windsor Villas, Hilton Head, Community Amenities

Windsor Villas, Hilton Head are dripping with luxury and comfort. Sip on your choice of beverage while you sit in one of the two oceanfront pools taking in the serene views of the Atlantic Ocean at the Palmetto Dunes Resort. The resort also offers the use of a hot tub, pools and a large sundeck. Stretch your legs as you stroll the boardwalk to the beach. There are also bike paths all around the Palmetto Dunes Community. 

A wide variety of restaurants are easily accessible. Whatever you are in the mood for you will be able to find at the Palmetto Dunes restaurants, grills or cafes.  Close by there are more choices at Shelter Cove Harbour and Mariana.  Throughout the year special events take place such as the Harbourfest and Music & Taste on the Harbour.  

Windsor Villas, Hilton Head, School Information

Windsor Villa falls under the jurisdiction of the Beaufort County School District. The school provides elementary, middle school, and high school education in addition to pre-K. The schools provide the children with a warm and welcoming learning environment as well as a number of exciting extracurricular activities and enrichment programs are available for students.

Schools near the Windsor Villas community 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 zoning, attendance, and enrollment eligibility. 

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Homes for sale in Windsor Villas, Hilton Head Island, SC

65 Ocean Lane Unit 103, Hilton Head Island image
65 Ocean Lane Unit 103, Hilton Head Island $2,195,000

Discover unbeatable value in this 4-bedroom, 4-bathroom oceanfront villa in the sought-after, private Palmetto Dunes community on Hilton Head Island. Impeccably maintaine...

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  • 4 Beds
  • 4 Baths
  • 2,130 SqFt.
  • HILTONHEAD-511268 MLS
Courtesy of Keller Williams Realty

Listing courtesy of Keller Williams Realty.

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57 Ocean Lane Unit 3305, Hilton Head Island image
57 Ocean Lane Unit 3305, Hilton Head Island $1,400,000

AN ABSOLUTE WINNER! This beautifully furnished oceanfront villa in Palmetto Dunes offers an exceptional combination of location, comfort, and rental performance, grossing...

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  • 2 Beds
  • 2 Baths
  • 1,442 SqFt.
  • HILTONHEAD-511444 MLS
Courtesy of Collins Group Realty

Listing courtesy of Collins Group Realty.

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57 Ocean Lane Unit 3401, Hilton Head Island image
57 Ocean Lane Unit 3401, Hilton Head Island $1,419,900

Your Hilton Head Island oceanfront escape awaits. Perched on the 4th floor within Windsor Court South, one of Palmetto Dunes' most sought-after oceanfront communities, th...

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  • 2 Beds
  • 2 Baths
  • 1,442 SqFt.
  • HILTONHEAD-510117 MLS
Courtesy of Compass Carolinas, LLC

Listing courtesy of Compass Carolinas, LLC.

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65 Ocean Lane Unit 501, Hilton Head Island image
65 Ocean Lane Unit 501, Hilton Head Island $1,399,000

501 Windsor Place, 5th Floor, oceanfront condo in Leamington. Designed in the colors of the sea, this lovely 2-bedroom/2-bath condo has an open floor plan with the kitc...

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  • 2 Beds
  • 2 Baths
  • 1,442 SqFt.
  • HILTONHEAD-508202 MLS
Courtesy of Schembra Real Estate Group

Listing courtesy of Schembra Real Estate Group.

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63 Ocean Lane Unit 2114, Hilton Head Island image
63 Ocean Lane Unit 2114, Hilton Head Island $750,000

This bright, open Windsor Place II villa puts you steps from the Atlantic in one of Hilton Head's most sought-after resort communities, Palmetto Dunes. The covered balcon...

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  • 1 Beds
  • 2 Baths
  • 1,019 SqFt.
  • HILTONHEAD-505595 MLS
Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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63 Ocean Lane Unit 2117, Hilton Head Island image
63 Ocean Lane Unit 2117, Hilton Head Island $2,399,000

Welcome to the largest 3-bedroom floor plan in Windsor II, a rare, top-tier offering showcasing unparalleled luxury. This coveted corner villa boasts a flowing, open desi...

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  • 3 Beds
  • 3 Baths
  • 2,005 SqFt.
  • HILTONHEAD-506789 MLS
Courtesy of Hilton Head Properties

Listing courtesy of Hilton Head Properties.

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65 Ocean Lane Unit 405, Hilton Head Island image
65 Ocean Lane Unit 405, Hilton Head Island $850,000

Rare 4th-floor oceanfront villa in Windsor Place I. Located within the private gates of Leamington in Palmetto Dunes, this 1 bedroom, 2 bath (1,019 sq.ft.) residence offe...

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  • 1 Beds
  • 2 Baths
  • 1,019 SqFt.
  • HILTONHEAD-504828 MLS
Courtesy of Engel & Volkers

Listing courtesy of Engel & Volkers.

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63 Ocean Lane Unit 2315, Hilton Head Island image
63 Ocean Lane Unit 2315, Hilton Head Island $785,000

Sought-after 1 BR | 2 BA Windsor Place II unit in Leamington offers stunning oceanfront views from the 3rdfloor. Enjoy your morning coffee overlooking beautiful sunrises ...

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  • 1 Beds
  • 2 Baths
  • 1,019 SqFt.
  • HILTONHEAD-503776 MLS
Courtesy of William Raveis - Carolina LLC

Listing courtesy of William Raveis - Carolina LLC.

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63 Ocean Lane Unit 2515, Hilton Head Island image
63 Ocean Lane Unit 2515, Hilton Head Island $850,000

Beautiful top-floor villa features an open floor plan with a refreshing tropical ambiance. The kitchen has been upgraded with elegant granite countertops and modern stain...

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  • 1 Beds
  • 2 Baths
  • 1,019 SqFt.
  • HILTONHEAD-453626 MLS
Courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty

Listing courtesy of Berkshire Hathaway HomeServices Hilton Head Bluffton Realty.

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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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5846 Guilford Place
Bluffton, SC 29910
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