Search

Leave a Message

Thank you for your message. I will be in touch with you shortly.

Explore Our Properties

About Ted

Meet Ted

Ted Stewart | SL3548861

 

More Than a Real Estate Agent: Ted Stewart Lives the Life He Sells

Known as “Key West Ted,” this nickname reflects Ted Stewart’s commitment to helping people live their best lives—starting with the right home. From engineering to social media influencer, flipping fixer-uppers to matching clients with their dream properties, Ted’s path to real estate was anything but conventional—but his commitment to helping others find their next chapter couldn’t be more clear.

Default Image

Early Beginnings: Where Passion Took Root

Growing up, Ted was the kid who always said, “why not?” instead of “why.” Whether it was sports, race cars, or academic challenges, he dove into everything with curiosity and heart. But it was sales that truly shaped his professional core—from selling knives and Christmas trees to engineering sales and running his own business. Through it all, Ted learned that rejection builds resilience and saw true value where others might not.

Real estate ran through his veins long before it became his title. His weekends were spent hands-on with his parents, flipping homes and learning the trade one hammer swing at a time. That family foundation planted the seeds for what would become a remarkable career.

Default Image

Career Pivots and Big Dreams

Everything changed the day Ted met Loren at a wedding in St. Augustine, Florida. An engineer like him—with a shared love for travel, cars, and creativity—Loren didn’t just become his partner in life, but in vision. Together, they began transforming rundown properties into architectural love letters, with each project more daring than the last. Their hobby of renovating properties became a lifestyle, spanning from condemned Florida properties to a hurricane-damaged gem in New Jersey.

Among their proudest projects? An 1820s farmhouse, lovingly restored into a “Rustic Romantic” retreat with over 8,600 square feet of charm on 7 acres. Once condemned, it went on to host weddings, music videos, and magical gatherings—a symbol of what’s possible with passion and patience.

Default Image

Reinvention in The Keys

When 2020 reshaped the world, it also reshaped Ted and Loren’s next chapter. Trading their farmhouse for new horizons, they explored living abroad—from Thailand to Italy—but ultimately followed their hearts to Key West.

There, they embraced yet another “project with potential.” Their current home features a Category 5 hurricane-tested thatch roof, handcrafted Moroccan lighting, African woodwork, a 14-foot vertical plant wall, and a stone tub carved in Bali. It’s not just a home—it’s a living, breathing statement of bold design and inspired living.

Default Image

Today’s Chapter: Living His Best Life - And Helping Others Find Theirs

Ted’s transition into full-time real estate was inevitable, but it’s been nothing short of remarkable. Now with Truman & Company, he works alongside some of the best agents in the Keys, combining his hands-on experience, renovation know-how, and authentic care to every client and every deal.

Whether you’re looking for a luxury hideaway, a family home, or a fixer-upper full of promise, Ted approaches every deal with care, insight, and his signature joy. He doesn't just find people homes—he helps them discover places where their best lives can begin.

Real Stories from Real Clients

From first-time buyers to seasoned investors, clients trust KeyWestTed to make their real estate journey seamless—and even fun.

"We purchased our new home in Key West in January. Ted was our broker for the purchase and was amazing! He not only facilitated the purchase from afar but also handled getting all of the appropriate accounts transferred and in our name as well. Ted even met the Comcast technician to get that up and running. Without Ted, we would have had to fly back and forth just to get all of this done. His local knowledge is invaluable and he connected us with a landscaper, cleaning company, insurance broker, etc. He thought of everything!"
"We purchased our new home in Key West in January. Ted was our broker for the purchase and was amazing! He not only facilitated the purchase from afar but also handled getting all of the appropriate accounts transferred and in our name as well. Ted even met the Comcast technician to get that up and running. Without Ted, we would have had to fly back and forth just to get all of this done. His local knowledge is invaluable and he connected us with a landscaper, cleaning company, insurance broker, etc. He thought of everything!"
Tim & Keri H.
"Ted thank you so much for all of your help, we have never had a Realtor that has been so available for all our crazy questions and so helpful with getting us ready for the new home. You are the best!"
"Ted thank you so much for all of your help, we have never had a Realtor that has been so available for all our crazy questions and so helpful with getting us ready for the new home. You are the best!"
Laura R.
"We searched endlessly for a home. I’m not sure how but Ted kept an incredible attitude and made sure I never settled! I know own the home I have always wanted. Forever thankful to him!"
"We searched endlessly for a home. I’m not sure how but Ted kept an incredible attitude and made sure I never settled! I know own the home I have always wanted. Forever thankful to him!"
Tony B.
"As a buyer and seller, Ted Stewart, Realtor, is a Key West asset. His professionalism, attention to detail and enthusiasm goes above and beyond. He made a potentially difficult process not only easy but exciting, as it should be. With Team Kaufelt, Ted Stewart fulfilled our Key West dream."
"As a buyer and seller, Ted Stewart, Realtor, is a Key West asset. His professionalism, attention to detail and enthusiasm goes above and beyond. He made a potentially difficult process not only easy but exciting, as it should be. With Team Kaufelt, Ted Stewart fulfilled our Key West dream."
Hays B.
"Ted did an outstanding job assisting us with the purchase of our Key West home. If it wasn’t for Ted’s patience and expertise of the Key West area, our needs with regard to the type of home, as well as the market, we definitely would not be owning a home there today. From start to finish Ted listened to our needs and wants and was able to find us our perfect home. He took the time to show us different areas, price points as well as pros and cons of living in each area we looked at. Ted was always available via phone, returning calls promptly. He consistently went above and beyond every time we came into town and made sure he had several showings available. Ted has gone above and beyond, not only from purchasing and closing on the house, but finding the right people to maintain our property. We highly recommend Ted to anyone interested in purchasing a property in the Florida Keys, you will definitely not be disappointed."
"Ted did an outstanding job assisting us with the purchase of our Key West home. If it wasn’t for Ted’s patience and expertise of the Key West area, our needs with regard to the type of home, as well as the market, we definitely would not be owning a home there today. From start to finish Ted listened to our needs and wants and was able to find us our perfect home. He took the time to show us different areas, price points as well as pros and cons of living in each area we looked at. Ted was always available via phone, returning calls promptly. He consistently went above and beyond every time we came into town and made sure he had several showings available. Ted has gone above and beyond, not only from purchasing and closing on the house, but finding the right people to maintain our property. We highly recommend Ted to anyone interested in purchasing a property in the Florida Keys, you will definitely not be disappointed."
John & Mary A.
"We had a fantastic experience with Ted Stewart as our realtor. He was incredibly responsive, very detail oriented and got our home listed and sold very quickly. Selling a home can be stressful but Ted’s positive outlook and professionalism made the process painless."
"We had a fantastic experience with Ted Stewart as our realtor. He was incredibly responsive, very detail oriented and got our home listed and sold very quickly. Selling a home can be stressful but Ted’s positive outlook and professionalism made the process painless."
Amy & John H.
"Ted not only helped me sell my house but buy one too! While selling, he made sure to learn all the details of my house that made it special, dropped everything he was doing if someone wanted a showing, and came up with great advertising ideas! He made sure closing went as smooth as it could, and taught me the process so I knew what to expect. When that was wrapped up, he also helped me find my dream home. He listened to everything I wanted and helped me visualize a homes true potential (even if I couldn’t see it at first) so that my new home would turn into my dream home."
"Ted not only helped me sell my house but buy one too! While selling, he made sure to learn all the details of my house that made it special, dropped everything he was doing if someone wanted a showing, and came up with great advertising ideas! He made sure closing went as smooth as it could, and taught me the process so I knew what to expect. When that was wrapped up, he also helped me find my dream home. He listened to everything I wanted and helped me visualize a homes true potential (even if I couldn’t see it at first) so that my new home would turn into my dream home."
Buyer
"Ted was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in the state of Florida and we are very happy with the customer service we received from him and his team. From minor things like rides to the airport to specific details pertaining to closing the deal, everything was smooth. Thank you Ted and your team for a great transaction. Looking forward to doing our next commercial and or residential deal with in the future!"
"Ted was professional, very responsive, and was always a step ahead. Old Town Fitness was the first business we bought in the state of Florida and we are very happy with the customer service we received from him and his team. From minor things like rides to the airport to specific details pertaining to closing the deal, everything was smooth. Thank you Ted and your team for a great transaction. Looking forward to doing our next commercial and or residential deal with in the future!"
John M.
"Ted was an amazing host! Not only nice and generous, he really took the time to listen to our wishes in Key West and gave us the best recommandations to enjoy the island as a local too. His spots for lunch, dinner and other suggestions couldn’t be better – they were the best places we’ve tried during our trip. Also, you won’t need to question your self too long during your stay, Ted has an answer for all your interrogations about the housing or the visiting part of the trip. Thanks so much!"
"Ted was an amazing host! Not only nice and generous, he really took the time to listen to our wishes in Key West and gave us the best recommandations to enjoy the island as a local too. His spots for lunch, dinner and other suggestions couldn’t be better – they were the best places we’ve tried during our trip. Also, you won’t need to question your self too long during your stay, Ted has an answer for all your interrogations about the housing or the visiting part of the trip. Thanks so much!"
Margaux R.
"Ted was Great! he is a excellent communicator. Being far away from your second house is difficult enough but during a hurricane can be very stressful. During hurricane Ian, Ted was on the phone with me and gave me updates all the time. After the storm he went to check on our house. We will keep using his services and I highly recommend him."
"Ted was Great! he is a excellent communicator. Being far away from your second house is difficult enough but during a hurricane can be very stressful. During hurricane Ian, Ted was on the phone with me and gave me updates all the time. After the storm he went to check on our house. We will keep using his services and I highly recommend him."
Filip P.

Why Choose KeyWestTed?

1
Over 30,000 Social Media Followers
2
Maximum Exposure for Your Property
3
Strong Community Network Community
4
Drone Footage & Virtual Tours
5
Local Insights & Stunning Visuals to Showcase Your Property
6
Ai-Powered Marketing — Reaching the Right Buyers, Faster

Trusted Expertise: See Ted’s Recent Sales

Discover a showcase of Ted’s recent sales—each one a testament to his deep understanding of the Key West market. From charming conch cottages to sleek modern retreats and hidden gems with endless potential, Ted’s expertise ensures that every transaction aligns with his clients' desires, capturing their dreams while embracing the island’s unique character and lifestyle. Let Ted's experience turn your Key West real estate dreams into reality.

  • 24 Floral Ave Sold

    $3,600,000

    24 Floral Avenue, Key Haven, FL 33040

    • 5 Beds
    • 5 Baths
    • 4,480 Sq.Ft.
  • 1214 Von Phister St Sold

    $2,425,000

    1214 Von Phister Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,140 Sq.Ft.
  • 1511 South Street For Sale

    $2,399,999

    1511 South Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 1,790 Sq.Ft.
  • 1706 Seminary Street For Sale

    $2,299,000

    1706 Seminary Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,938 Sq.Ft.
  • 1220 Von Phister St Sold

    $2,250,000

    1220 Von Phister Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,064 Sq.Ft.
  • 1309 Royal St Sold

    $2,225,000

    1309 Royal Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,600 Sq.Ft.
  • 1516 Laird St Sold

    $2,200,000

    1516 Laird Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,916 Sq.Ft.
  • 611 Grinnell St Unit 1 Sold

    $1,651,000

    611 Grinnell Street Unit 1, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,518 Sq.Ft.
  • 1010 Truman Ave Sold

    $1,650,000

    1010 Truman Avenue, Key West, FL 33040

    • 2 Baths
    • 5,016 Sq.Ft.
  • 247 Golf Club Dr Sold

    $1,300,000

    247 Golf Club Drive, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,600 Sq.Ft.
  • 1116 Truman Ave Unit C Sold

    $1,100,000

    1116 Truman Avenue Unit C, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,056 Sq.Ft.
  • 1116 Truman Ave Unit B Sold

    $995,000

    1116 Truman Avenue Unit B, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 759 Sq.Ft.
  • 206-3 Southard St Sold

    $840,000

    206-3 Southard Street, Key West, FL 33040

    • 2 Beds
    • 1 Bath
    • 646 Sq.Ft.
  • 916 Pohalski St Sold

    $800,000

    916 Pohalski Street, Key West, FL 33040

    • 1 Bath
    • 1,256 Sq.Ft.
  • 1116 Truman Ave Unit A Sold

    $799,000

    1116 Truman Avenue Unit A, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 953 Sq.Ft.
  • 218 Golf Club Dr Sold

    $620,000

    218 Golf Club Drive, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,120 Sq.Ft.
  • 27732 Astrangia Ave Sold

    $550,000

    27732 Astrangia Avenue, Little Torch Key, FL 33042

    • 2 Beds
    • 2 Baths
    • 1,092 Sq.Ft.
  • 11 Father Tony Way Sold

    $510,000

    11 Father Tony Way, Big Pine Key, FL 33043

    • 3 Beds
    • 2 Baths
    • 986 Sq.Ft.
View All

Start Your Home Search

Search Homes

Follow Me On Instagram