Lowcountry Listings by Jen

09/17/2026

📍 New Listing 📍 Take a look at this fantastic new property that just hit the market located at 141 Lamotte Drive F1 in Hilton Head Island. Reach out here or at (843) 384-1685 for more information

Jennifer Simoneaux Windley
Broker-in-Charge
Lowcountry Live Oak Realty
843-384-1685

Welcome to 141 Lamotte Drive, Villa F1-an updated first-floor villa offering comfort, convenience, and easy Hilton Head Island living. This two-bedroom, two-bath residence features a desirable split-bedroom floor plan, refreshed paint, luxury vinyl plank flooring, upgraded bathrooms, and a modern...

09/10/2026

UNDER CONTRACT | 135 Wicklow Drive 🏡

Take a look inside this exceptional Hampton Hall home that is officially UNDER CONTRACT!

Custom built in 2017 and beautifully maintained, 135 Wicklow sits on an incredible lagoon and golf-view homesite and offers the kind of quality and thoughtful details that truly stand out.

From the beautiful kitchen and coffered great room to the covered outdoor living space overlooking the water and fairway, this home was something special.

I’ve had such a great time working with these sellers, and now they're trading Lowcountry life for a completely different adventure — mountain living, acreage and the great outdoors! ⛰️🌲

I’m excited for them as they begin this next chapter and grateful they trusted me to help get them there. ❤️

Another Lowcountry dream one step closer.

09/10/2026

UNDER CONTRACT — BEFORE IT EVER WENT ACTIVE! 🏡🎉

218 Hulston Landing in Cypress Ridge is officially under contract — while still in the Listing Delay/Coming Soon period of MLS.

This one is special for a lot of reasons. Originally built as a model home for the neighborhood, it started with some wonderful upgrades — and my sellers took it so much further.

Over the years, they added thoughtful custom touches throughout: a custom butler’s pantry and walk-in pantry, custom lighting, oak-tread stairs, shiplap fireplace, custom primary closet, library/primary sitting area, powered outdoor shed, 220V outlet for EV charging…and so much more.

But the best part of this home has been the family who lived here. ❤️

I’ve truly enjoyed working with these sellers. A new job is taking their family away from the Lowcountry and on to their next adventure, and I couldn’t be happier for them.

Congratulations to my sellers — and to the lucky buyers who recognized just how special this home is!

Another Lowcountry dream one step closer. 🌳

09/09/2026

UNDER CONTRACT | 135 Wicklow Drive 🏡

This one is a little bittersweet! I’ve had such a great time working with the sellers of this beautiful Hampton Hall home, and I’m so happy to see them moving on to an exciting new chapter.

They’re trading Lowcountry living for mountain views, more acreage, and plenty of outdoor adventure — a very different kind of lifestyle, but one that sounds pretty amazing! ⛰️🌲

I’m grateful they trusted me to help them with this part of their journey, and I wish them nothing but happiness as they head toward their next adventure.

In the meantime, 135 Wicklow Drive is officially UNDER CONTRACT! 🎉

Another Lowcountry dream one step closer. 💚

09/07/2026

📍 Reduced Price 📍 This recently reduced home at 4 Big Oak Street in Hilton Head Island won't last long, so, don't wait to set up a showing! Reach out here or at (843) 384-1685 for more information!

Jennifer Simoneaux Windley
Broker-in-Charge
Lowcountry Live Oak Realty
843-384-1685

The Old Ferry Keeper's coastal cottage is ready for its next chapter. Beautiful deep-water views from the primary bedroom or front porch. Located in Buckingham Landing, 4 Big Oak offers a Hilton Head address, nearly half an acre, and no HOA restrictions. This newly renovated 4-BR, 4-BA home featu...

09/02/2026

📍 New Listing 📍 Take a look at this fantastic new property that just hit the market located at 218 Hulston Landing Road in Bluffton. Reach out here or at (843) 384-1685 for more information

Jennifer Simoneaux Windley
Broker-in-Charge
Lowcountry Live Oak Realty
843-384-1685

Imagine the delight of living in a perpetual vacation, where everyday feels like a luxurious escape. Picture yourself indulging in the immense pleasure of a state-of-the-art fitness center, a resort-style swimming pool, a lazy river where you can lazily drift along, and even indoor pickleball cou...

09/01/2026

📍 New Listing 📍 Take a look at this fantastic new property that just hit the market located at 11 Tillinghast Circle in Bluffton. Reach out here or at (843) 384-1685 for more information

Jennifer Simoneaux Windley
Broker-in-Charge
Lowcountry Live Oak Realty
843-384-1685

Discover a rare opportunity to own a full acre in Bluffton-complete with a beautiful home, an expansive backyard, and golf cart access to Old Town. Soaring ceilings and abundant natural light create an open, welcoming atmosphere throughout the home. The thoughtfully designed floor plan features a...

08/26/2026

🏝️ **One Hilton Head condo. TWO potential rental spaces. 👀**

Welcome to **10 Lemoyne Ave #101 at Ocean Walk** — a beautifully updated, turnkey 2BR/2BA villa with a flexible **lockout design and separate entrances**, allowing it to function as one spacious condo or two independent rental spaces. 🔑🔑

And the location? Just a short walk to the **beach + Coligny Plaza.** 🌊🚲

✨ 2 Bedrooms | 2 Bathrooms
🏡 1,210 sq. ft.
🔑 Flexible lockout floor plan
🍹 Second kitchenette
🌴 Ground-floor walkout + larger private patio
🛋️ Fully furnished & turnkey
🏊 Indoor heated pool + hot tub
☀️ Outdoor pool
🏖️ Walk to the beach & Coligny
💰 Investment, second home — or both

**Offered at $499,000**

📍 10 Lemoyne Ave #101 | Hilton Head Island, SC

DM me for details, rental information or a private showing. 📲

08/25/2026

✨ **JUST LISTED | 4 Big Oak St | Hilton Head Island** 🌊

A Lowcountry cottage with a story to tell. 🤍

Known as the **Old Ferry Keeper’s coastal cottage**, this beautifully renovated home pairs historic Lowcountry character with fresh, elevated finishes — all overlooking the deep waters of Skull Creek. 🌴⛵️

🏡 4 Bedrooms | 4.5 Baths
🌊 Beautiful water views
✨ Newly renovated throughout
👨‍🍳 Chef’s kitchen with marble + quartz
🪵 White oak hardwood floors
🚗 4-car garage + bonus storage/hobby space
🌴 Nearly ½ acre
🚫 No HOA or POA
🚤 Neighborhood boat landing nearby
📍 Hilton Head Island address

Morning coffee on the porch, boats passing by, and a setting that feels unmistakably Lowcountry. ☕️🌊

**4 Big Oak Street is ready for its next chapter.** 🗝️

📲 Message me for details or a private showing.