Price Range
$100,000
$200,000
$300,000
$400,000
$500,000
$600,000
$700,000
$800,000
$900,000
$1,000,000
$1,250,000
$1,500,000
$1,750,000
$2,000,000
$2,500,000
$3,000,000
$3,500,000
$4,000,000
$4,500,000
$5,000,000
$6,000,000
$7,000,000
$8,000,000
$9,000,000
$10,000,000
$12,000,000
$13,500,000
$15,000,000
$16,500,000
$18,000,000
$19,500,000
$21,000,000
$22,500,000
$24,000,000
$25,000,000
$100,000
$200,000
$300,000
$400,000
$500,000
$600,000
$700,000
$800,000
$900,000
$1,000,000
$1,250,000
$1,500,000
$1,750,000
$2,000,000
$2,500,000
$3,000,000
$3,500,000
$4,000,000
$4,500,000
$5,000,000
$6,000,000
$7,000,000
$8,000,000
$9,000,000
$10,000,000
$12,000,000
$13,500,000
$15,000,000
$16,500,000
$18,000,000
$19,500,000
$21,000,000
$22,500,000
$24,000,000
$25,000,000
Bedrooms
Bathrooms
Back to Search
109 Headlands Dr, Hilton Head Island, SC 29926
Overview
Location
Mortgage
Similar Homes
Related Blogs
109 Headlands Dr, Hilton Head Island, SC 29926
Sold for $993,500
3D Tour
109 Headlands Dr, Hilton Head Island, SC 29926
Sold for $993,500
Explore 3D Tour

109 Headlands Dr Hilton Head Island, SC 29926

$993,500

CLOSED
Beds
3
Baths
4
Sqft
2,300
Acres
0.3651
Year
1981
Close Date
May 5, 2025
Property Type
Residential
Sub Type
Single Family Residence
Per Square Foot
$432
Date Listed
Nov 2, 2026

Description of 109 Headlands Dr, Hilton Head Island, SC 29926

Listing details for 109 Headlands Dr, Hilton Head Island, SC 29926 : Perfеctiοn! Νeѕtlеd іn a lush, рrіvаte setting, this maѕterfullу redesigned retreat blends impeccable craftsmanship with sophisticated design. The open layout blends indoor comfort with outdoor serenity. Graced with natural light, enhancing the beauty of every detail. The chef’s kitchen is a showstopper, featuring high-end appliances, leathered-finished quartzite countertop, Uline beverage chiller, new Café oven & dishwasher, stylish cabinetry, and designer lighting. Luxury extends throughout with LVP flooring, plantation shutters, designer fans, and ensuite baths that radiate spa-like elegance. PLUS 3-car garage, fenced courtyard & HOT TUB!
View More
Listing Updated : 11-02-2026 at 7:52 AM EST

Keller Williams Realty | Sheri Nixon Team | Middleton Futures, LLC | 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”. © 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.

Show More
Listing Provided By

Collins Group, 843-341-6300, Collins Group Realty

Properties displayed may be listed or sold by various participants in the MLS

Source

Reside MLS, MLS#: 451059

What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$848K – $1.12M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$848K – $1.12M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Property History

DateEventPrice
5/5/2025
Sold
$993,500
$432/sqft
Source:Reside MLS #451059

Location of 109 Headlands Dr, Hilton Head Island, SC 29926

Streetview of 109 Headlands Dr, Hilton Head Island, SC 29926

Mortgage Calculator
Listing Price
Down Payment
Interest Rate

Schools Near 109 Headlands Dr, Hilton Head Island, SC 29926

What's this home worth?

National portals guess with an algorithm. We price it from actual closed sales on your street.

Your home value estimate
$848K – $1.12M
Exact number$2,845,000

Want an exact number? Use an Agent, not an algorithm.

Is this your home?

Claim it to unlock a private owner dashboard, track your equity, and get a free monthly value report.

Homes Similar to 109 Headlands Dr, Hilton Head Island, SC 29926

Sold Homes Similar to 109 Headlands Dr, Hilton Head Island, SC 29926

Related Blogs
How to Find Your Dream Home in Hilton Head Island: A Step-by-Step Buyer’s Guide
Aug 27, 2026 9 min read
How to Find Your Dream Home in Hilton Head Island: A Step-by-Step Buyer’s Guide

Buying a home on Hilton Head Island is an exciting opportunity. Whether you're looking for a permanent residence, a vacation home, a retirement property, or an investment, the island offers a wide variety of homes, neighborhoods, and lifestyles.But finding your dream home involves more than browsing beautiful listings and choosing the property you like most. You need to understand your budget, id

Hilton Head Island Real Estate Market Trends: What Buyers Should Know
Aug 27, 2026 8 min read
Hilton Head Island Real Estate Market Trends: What Buyers Should Know

Buying a home on Hilton Head Island is about more than finding a beautiful property near the beach. It's also about understanding the local real estate market, knowing how different property types behave, recognizing the costs of coastal homeownership, and determining when a property makes sense for your personal goals.Hilton Head Island has long attracted a diverse mix of buyers, including full-

Top Neighborhoods in Hilton Head Island for Families, Professionals & First-Time Home Buyers
Aug 27, 2026 9 min read
Top Neighborhoods in Hilton Head Island for Families, Professionals & First-Time Home Buyers

Finding the right neighborhood can be just as important as finding the right home. On Hilton Head Island, buyers have a wide range of communities to choose from, each offering a different combination of lifestyle, amenities, location, housing options, and overall atmosphere.For families, access to schools, parks, recreation, and everyday conveniences may be the top priority. Professionals may car

Things to Know Before Moving to Hilton Head Island: A Complete Relocation Guide
Aug 27, 2026 10 min read
Things to Know Before Moving to Hilton Head Island: A Complete Relocation Guide

Moving to a new community is a major decision, especially when you're considering a destination as distinctive as Hilton Head Island. Known for its beautiful beaches, outdoor lifestyle, golf courses, Lowcountry scenery, and relaxed atmosphere, Hilton Head Island attracts retirees, families, remote workers, and people looking for a change of pace.But before packing your bags and making the move, i

Homes for Sale by City

Hilton Head Island Homes for Sale (943)
Bluffton Homes for Sale (788)
Beaufort Homes for Sale (195)
All Cities

Popular Searches in Hilton Head Island, SC

Hilton Head Island Homes for Sale
Single Family Homes for Sale
Townhomes for Sale
Condos for Sale
Land for Sale
New Construction Homes for Sale
Luxury Homes for Sale
Pool Homes for Sale
55 Adult Community Homes for Sale
Primary Main Floor Homes for Sale
Waterfront Homes for Sale
Gated Community Homes for Sale
Golf Course Homes for Sale
Ranch Homes for Sale
Schools
Zip Codes

Communities in Hilton Head Island, SC

Outdoor Resort (55)
Hhbt Ocean Villas (39)
Rv Resort Yacht Cl (37)
Hh Resort/Four Seasons (35)
Moss Creek (17)
The Spa On Pr Sound (15)
Boatslip Wh (13)
Hhbs 1 (12)
Fiddlers Cove Villas (11)
Palmetto Hall Plantation (10)
The Gatherings (10)
Summer House (10)
Sandy Oaks Drive (9)
Breakers Villas (9)
Long Cove (9)
Hhbt/Admirals Row (8)
Brighton Bay Villas (8)
Marsh Side Villas (8)
Waterway Gardens (8)
The Greens Villas (7)
All Communities
HomeHilton Head IslandHeadlands
109 Headlands Dr, Hilton Head Island, SC 29926
@ Copyright 2026, AgentLoft.com - Powered by AgentLoft
Listings SitemapPrivacy Policy