A simple black and white line drawing of a landscape with a hill, a small circle representing the sun or moon, and a wavy line indicating the ground or water.

Welcome to Island to Hill Realty

Real estate, done the right way.

Real estate the way it should be — transparent, informed, and always on your side.

Let's find your next move

CHAPEL HILL | PITTSBORO | DURHAM | RALEIGH |

A Welcome from

Someone who takes it seriously.

You deserve someone who knows the market, understands the contracts, and genuinely cares about where you land. Someone who is patient, detail-oriented, and never in a rush to push you toward a decision that isn't right for you.

I serve buyers, sellers, and relocators all across the Triangle — and having made the move to North Carolina myself, I know firsthand what it means to navigate an unfamiliar market and find a place you're proud to call home.

Let's find your next move

A woman in a sleeveless black dress and high heels sitting on a chair with one leg crossed over the other, smiling. She has short hair and is wearing hoop earrings and a necklace. She is positioned against a white wall with rectangular paneling.

Hi,I’m‍ ‍

Claire Jackson

I'm Claire Jackson, a licensed real estate broker, active CPA, and the founder of Island to the Hill Realty. I spent more than ten years in public accounting, and the values I built there, doing the right thing, finding the answers, and showing up for the people who trust you, are the same ones I bring to every transaction.

From the island I was born on to the rolling hills of North Carolina, my journey has taken me across continents. Jamaica. The UK. Florida. Tennessee. North Carolina. I know what it feels like to start over somewhere new, and to want to get the decision right.

Hi,I’m Claire Jackson

I'm Claire Jackson, a licensed real estate broker, active CPA, and the founder of Island to the Hill Realty. I spent more than ten years in public accounting, and the values I built there, doing the right thing, finding the answers, and showing up for the people who trust you, are the same ones I bring to every transaction.

From the island I was born on to the rolling hills of North Carolina, my journey has taken me across continents. Jamaica. The UK. Florida. Tennessee. North Carolina. I know what it feels like to start over somewhere new, and to want to get the decision right.

my story

Guidance for every kind of move.

01

Buy

01

Buy

Whether you're purchasing new construction or resale, I'll guide you through every step—from your first showing to closing day—with the market knowledge and personal attention you deserve.

START YOUR SEARCH →

02

Sell

02

Sell

Ready to list? I'll help you price strategically, market effectively, and negotiate confidently so you walk away with the best possible outcome.

GET YOUR HOME'S VALUE →

03

Relocate

03

Relocate

Moving to North Carolina from out of state? I know exactly how to help you find the right home, neighborhood, and community—even from a distance.

PLAN YOUR MOVE →

"Claire helped my new wife and me find the perfect home”

“One that works for us and for my children and grandchildren when they visit. She was responsive, professional, and a true advocate throughout the entire process. Even during some challenging moments, she never missed a beat. She also negotiated a leaseback on our sale that made the whole transition so much smoother. Claire started as our realtor and became a lifelong friend."
— GREG
"Truly a consultative realtor that did not pressure us into making decisions."

“Claire presented us with the research and we were comfortable with our decisions. It was very comforting having a realtor that we could trust"
— JOHN