Real Estate // 4 min Read

Tour This 24-Acre Private Estate in Palmetto Bluff’s Most Exclusive Enclave

Written by Palmetto Bluff

Tucked deep in the maritime forest and bordered by the headwaters of the May River, 11 Headwaters Road is one of the most private and secluded properties in Palmetto Bluff. Set on 24 acres within a gated enclave of just ten legacy estates, this seven-bedroom, eight-and-a-half-bath compound offers rare seclusion, exceptional craftsmanship, and generous spaces designed for gathering across generations.

Built for Generational Living

Designed by Wayne Windham and built by Johnson-Dulaney, the main house pairs scale with detail – reclaimed pine floors, a soaring great room with tabby fireplace, and a chef’s kitchen anchored by a quartz island and wine cellar. The first-floor primary suite features dual en suite baths, two walk-in closets, and private porch access. Upstairs, a guest suite and additional bedroom flank a quiet sitting room.

With a full apartment above the carriage house and a three-bedroom guest house nearby, the estate easily accommodates family holidays, summer weekends, and spontaneous gatherings. Each structure is surrounded by layered landscaping, native trees, and garden paths that lead to quiet pockets of stillness.

Outdoor Living That Flows Naturally

The outdoor experience at 11 Headwaters Road is designed for year-round use and complete immersion in the landscape. Three separate fire pits anchor gathering areas across the property, creating distinct zones for entertaining, relaxing, or retreating into nature. 

Wide screened porches extend the living space, while wooded trails and native landscaping lead to tucked-away seating areas throughout the property. A private owner’s dock on Lake Haynes invites morning paddles, afternoon fishing, or coffee at sunrise. Every detail was considered to create a home that lives as comfortably outside as it does in.

Club Life
‘Tis the Season for the Holiday Farmers Market at Palmetto Bluff

Sunday, December 14 | 9am to 1pmVillage GreenThe season’s most festive farmers market, the Holiday Farmers Market, comes to Wilson Village on Sunday, December 14, from 9am to 1pm. All are welcome to visit and experience the magic of holidays at the Bluff. The ...

Nov 2025

Real Estate
Tour This Light-Filled Lowcountry Retreat with a Modern Point of View

Tucked amid whispering pines and overlooking a tranquil water trail, 11 Lyonia Street is where Lowcountry charm meets modern artistry. The newly built residence redefines Southern living with a balance of craftsmanship and calm. This is a home that feels both ...

Nov 2025

Club Life
Home for the Holidays at Palmetto Bluff

The holiday season in the Lowcountry brings crisp air, oaks draped in twinkling lights, and laughter drifting from homes where families and friends gather once again. At Palmetto Bluff, the holidays are more than just a season; they’re a feeling of togethernes...

Nov 2025

Club Life
Introducing Anson Point at Palmetto Bluff: A New Legacy for Golf in the Lowcountry

https://vimeo.com/1071784239?share=copy&fl=sv&fe=ci We are excited to unveil the official brand identity for Palmetto Bluff’s newest chapter in golf, Anson Point. Designed by golf icons Bill Coore and Ben Crenshaw and set within more than 500 acre...

Nov 2025
palmetto bluff events

Club Life
Celebrate the 2025 Holiday Season at Palmetto Bluff Must-Do Holiday Events in the Lowcountry

Must-Do 2025 Holiday Events in the Lowcountry There’s no better way to embrace the magic of the holidays than spending them in the heart of the Lowcountry. With its sparkling waterways, moss-draped oaks, and warm coastal charm, Palmetto Bluff transforms into ...

Oct 2025

Culture
Behind the Bluff with Wilson Landing Marina Dockmaster: Rebecca McCorkendale

Rebecca’s Journey to Palmetto Bluff For Rebecca McCorkendale, life on the water isn’t just a career—it’s a calling that runs through generations. Growing up on Hog Island, nestled between Hilton Head and Bluffton, Rebecca was raised with salt air in her lungs...

Oct 2025
Palmetto Bluff homes for sale

Real Estate
Headwaters: The Height of Privacy and Lowcountry Living

Headwaters Community in Palmetto Bluff Tucked deep within Palmetto Bluff’s untouched maritime forest, Headwaters stands apart as the community’s most private and pristine enclave. With just ten family compounds spread across more than 600 acres of scenic mars...

Oct 2025

Club Life
Five Reasons for the Season: Why We Love Fall in the Lowcountry

The golden glow of the marshes, the crisp air, and the sense of calm after a busy summer season all make this time of year unforgettable. Whether you’re enjoying the Bluff or exploring the wider coastal region, here are five reasons why fall is when the Lowcou...

Oct 2025
palmetto bluff sales agent

Real Estate
Behind the Bluff with Sales Executive: David Johnson

David's Journey to Palmetto BluffBorn and raised in Lewisburg, West Virginia, David Johnson’s career path began with a moment of chance. While studying Finance and Economics at Marshall University, he walked into the Greenbrier Sporting Club’s real estate offi...

Sep 2025
palmetto bluff club

Club Life
An Inside Look at The Palmetto Bluff Club

Palmetto Bluff Club: Finding Your Perfect Fit  Tucked into the heart of the Lowcountry, Palmetto Bluff is a place where life unfolds at its finest pace—unhurried, connected, and deeply rooted in community. Membership here goes beyond access to world-class...

Sep 2025

CURIOUS ABOUT LIFE AT THE BLUFF?

Sign up for our newsletter

LIVE
Community Villages
Experience
Palmetto Bluff Club
On The Water
The Arts Initiative
Events
Conserve
About Us