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Meet Ted Stewart

From Passion to Profession

Key West is a place where people come to be happy and to simply be themselves. With the opportunity to live and travel all over the world, Ted always compared each place to Key West, which is why Ted chose to call Key West home.

Real estate has played a role all through Ted’s life. What started off as a hobby quickly transformed into his everyday life. Now as a multistate real estate agent, coupled with an engineering degree, Ted will tell you he is living the dream. Buying, selling, designing, or renovating his personal or a client’s home is now his everyday life.

Explore My Services

Ted offers a full range of personalized services including buying, selling, investment consulting, renovation advising, and design insight—so you can move forward with confidence and style.

Buy a Home

Buy a Home

Explore a curated selection of exclusive properties available in the Florida Keys, handpicked for their unique features and exceptional value.

View Properties
Sell a Home

Sell a Home

Discover the true value of your home with a comprehensive, expert-backed property assessment tailored to your Key West neighborhood.

Home Valuation
Let’s Connect

Let’s Connect

I’m blessed that paradise is my everyday life—and it could be yours too! Whether you’re buying, selling, or just exploring, let’s connect. You Should Be Here.

Let's Connect

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.

"I’ve had a top notch experience with Ted as my agent. He works hard and does it with enthusiasm. He is fantastic with communication and constantly kept me in touch with how the progress of our transaction was progressing. He helped me with negotiating with saved me thousands of dollars. He also connected me with support and service people for before settlement like home inspectors, insurance agents etc who were all very good and has connected me with people to help service my property after settlement such as pool service, landscaping, etc. As a remote buyer, he even stopped by my house to move deliveries inside. I can’t say enough about Ted and highly recommend his services!"
"I’ve had a top notch experience with Ted as my agent. He works hard and does it with enthusiasm. He is fantastic with communication and constantly kept me in touch with how the progress of our transaction was progressing. He helped me with negotiating with saved me thousands of dollars. He also connected me with support and service people for before settlement like home inspectors, insurance agents etc who were all very good and has connected me with people to help service my property after settlement such as pool service, landscaping, etc. As a remote buyer, he even stopped by my house to move deliveries inside. I can’t say enough about Ted and highly recommend his services!"
Michael S.
"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."
Anonymous
"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.

Explore the Best of Key West Real Estate

Step into the best of island living with KeyWestTed’s curated selection of standout properties. Whether you’re searching for a charming conch cottage, a sleek modern retreat, or a fixer-upper with endless potential, each listing reflects the unique character and lifestyle that make Key West one of a kind.

  • 1010 Truman Avenue For Sale

    $2,490,000

    1010 Truman Avenue, Key West, FL 33040

    • 3 Baths
    • 5,016 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.
  • 3930 S 3930 Roosevelt Boulevard Unit: N302 For Sale

    $619,000

    3930 S 3930 Roosevelt Boulevard Unit: N302, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,075 Sq.Ft.
  • 412 Frances Street For Sale

    $12,750,000

    412 Frances Street, Key West, FL 33040

    • 15 Beds
    • 18 Baths
    • 5,731 Sq.Ft.
  • 419 Amelia Street For Sale

    $11,750,000

    419 Amelia Street, Key West, FL 33040

    • 15 Beds
    • 16 Baths
    • 7,616 Sq.Ft.
  • 616 Eaton Street For Sale

    $7,950,000

    616 Eaton Street, Key West, FL 33040

    • 5 Beds
    • 7 Baths
    • 4,000 Sq.Ft.
  • 906 Johnson Street For Sale

    $5,750,000

    906 Johnson Street, Key West, FL 33040

    • 6 Beds
    • 6 Baths
    • 3,751 Sq.Ft.
  • 1523 Patricia Street For Sale

    $4,950,000

    1523 Patricia Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 3,154 Sq.Ft.
  • 1113 Stump Lane For Sale

    $4,950,000

    1113 Stump Lane, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,985 Sq.Ft.
  • 813 Thomas Street For Sale

    $4,250,000

    813 Thomas Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 2,249 Sq.Ft.
  • 1311 Grinnell Street For Sale

    $4,250,000

    1311 Grinnell Street, Key West, FL 33040

    • 5 Beds
    • 7 Baths
    • 2,681 Sq.Ft.
  • 810 Eisenhower Drive For Sale

    $4,200,000

    810 Eisenhower Drive, Key West, FL 33040

    • 4 Beds
    • 5 Baths
    • 2,177 Sq.Ft.
  • 316 Southard Street For Sale

    $3,999,000

    316 Southard Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,532 Sq.Ft.
  • 1020 Southard Street For Sale

    $3,675,000

    1020 Southard Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 2,438 Sq.Ft.
  • 1006 Seminary Street For Sale

    $3,275,000

    1006 Seminary Street, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 3,049 Sq.Ft.
  • 1414 Angela Street For Sale

    $3,249,999

    1414 Angela Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,033 Sq.Ft.
  • 1307 Laird Street For Sale

    $3,000,000

    1307 Laird Street, Key West, FL 33040

    • 4 Beds
    • 4 Baths
    • 2,276 Sq.Ft.
  • 1616 Atlantic Boulevard Unit: 15 For Sale

    $2,695,000

    1616 Atlantic Boulevard Unit: 15, Key West, FL 33040

    • 4 Beds
    • 6 Baths
    • 3,118 Sq.Ft.
  • 710 Ashe Street Unit: Front and Back For Sale

    $2,600,000

    710 Ashe Street Unit: Front and Back, Key West, FL 33040

    • 5 Beds
    • 3 Baths
    • 2,303 Sq.Ft.
  • 1028-1030 Truman Avenue For Sale

    $2,595,000

    1028-1030 Truman Avenue, Key West, FL 33040

    • 4 Beds
    • 8 Baths
    • 4,013 Sq.Ft.
  • 1028-1030 Truman Avenue For Sale

    $2,595,000

    1028-1030 Truman Avenue, Key West, FL 33040

    • 4 Beds
    • 8 Baths
    • 4,013 Sq.Ft.
  • 1701 Patricia Street For Sale

    $2,525,000

    1701 Patricia Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,309 Sq.Ft.
  • 1109 Stump Lane For Sale

    $2,500,000

    1109 Stump Lane, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,724 Sq.Ft.
  • 1011 South Street Active Under Contract

    $2,495,000

    1011 South Street, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 2,361 Sq.Ft.
  • 1116 Elgin Lane For Sale

    $2,350,000

    1116 Elgin Lane, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,516 Sq.Ft.
  • 905 Grinnell Street For Sale

    $2,300,000

    905 Grinnell Street, Key West, FL 33040

    • 8 Beds
    • 4 Baths
    • 3,383 Sq.Ft.
  • 506 Frances Street For Sale

    $2,300,000

    506 Frances Street, Key West, FL 33040

    • 6 Beds
    • 4 Baths
    • 2,671 Sq.Ft.
  • 408 William Street For Sale

    $2,095,000

    408 William Street, Key West, FL 33040

    • 4 Beds
    • 3 Baths
    • 1,943 Sq.Ft.
  • 913 Watson Street For Sale

    $2,095,000

    913 Watson Street, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,133 Sq.Ft.
  • 1229 5Th Street For Sale

    $1,995,000

    1229 5Th Street, Key West, FL 33040

    • 6 Beds
    • 3 Baths
    • 3,197 Sq.Ft.
  • 101 Front Street Unit: 23 For Sale

    $1,975,000

    101 Front Street Unit: 23, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,216 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 315 For Sale

    $1,949,000

    3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,357 Sq.Ft.
  • 3841 N Roosevelt Boulevard Unit: 332 For Sale

    $1,949,000

    3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040

    • 2 Beds
    • 3 Baths
    • 1,357 Sq.Ft.
  • 1319 Newton Street Active Under Contract

    $1,724,000

    1319 Newton Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,512 Sq.Ft.
  • 1415 United Street For Sale

    $1,599,900

    1415 United Street, Key West, FL 33040

    • 5 Beds
    • 3 Baths
    • 2,007 Sq.Ft.
  • 1415 United Street For Sale

    $1,599,900

    1415 United Street, Key West, FL 33040

    • 5 Beds
    • 3 Baths
    • 2,007 Sq.Ft.
  • 1414 Leon Street Active Under Contract

    $1,595,000

    1414 Leon Street, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,936 Sq.Ft.
  • 1122 Margaret Street For Sale

    $1,499,000

    1122 Margaret Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,148 Sq.Ft.
  • 1122 Margaret Street For Sale

    $1,499,000

    1122 Margaret Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,148 Sq.Ft.
  • 1409 Truman Avenue For Sale

    $1,399,000

    1409 Truman Avenue, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,932 Sq.Ft.
  • 1409 Truman Avenue For Sale

    $1,399,000

    1409 Truman Avenue, Key West, FL 33040

    • 3 Beds
    • 4 Baths
    • 1,932 Sq.Ft.
  • 314 Southard Street For Sale

    $1,300,000

    314 Southard Street, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,451 Sq.Ft.
  • 709 Chapman Lane For Sale

    $1,299,999

    709 Chapman Lane, Key West, FL 33040

    • 3 Beds
    • 2 Baths
    • 1,109 Sq.Ft.
  • 1120 Stump Lane For Sale

    $1,299,000

    1120 Stump Lane, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 952 Sq.Ft.
  • 1412 Johnson Street For Sale

    $1,270,000

    1412 Johnson Street, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 1,777 Sq.Ft.
  • 1412 Johnson Street For Sale

    $1,270,000

    1412 Johnson Street, Key West, FL 33040

    • 4 Beds
    • 2 Baths
    • 1,777 Sq.Ft.
  • 532 Porter Lane For Sale

    $1,249,900

    532 Porter Lane, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 960 Sq.Ft.
  • 626 A Fleming Street Unit: A For Sale

    $1,199,000

    626 A Fleming Street Unit: A, Key West, FL 33040

    • 3 Beds
    • 3 Baths
    • 1,260 Sq.Ft.
  • 921 Angela Street For Sale

    $1,125,000

    921 Angela Street, Key West, FL 33040

    • 2 Beds
    • 2 Baths
    • 1,092 Sq.Ft.
View All

Ted Stewart's Exclusive Listings

Explore Ted Stewart’s exclusive listings—each one thoughtfully prepared, meticulously maintained, and treated with the same care as if it were his own. These standout properties have been given the attention they deserve and are ready for the next lucky owner to make them their own slice of Key West paradise.

Explore the Best of Key West Real Estate

Step into the best of island living with KeyWestTed’s curated selection of standout properties. Whether you’re searching for a charming conch cottage, a sleek modern retreat, or a fixer-upper with endless potential, each listing reflects the unique character and lifestyle that make Key West one of a kind.

Discover the Best Neighborhoods

Key West is more than just an island—it’s a collection of vibrant, diverse neighborhoods, each with its own rhythm and charm.

  • Key West
  • Bahama Village
  • Casa Marina
  • Key Haven
  • Key West Golf Club Development
  • Midtown
  • New Town
  • Old Town
  • The Meadows
  • Truman Annex
  • Key West

    Explore Key West

    Offers warm breezes, crystal-clear waters, and some of the best snorkeling, diving, and fishing on the planet.

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  • Bahama Village

    Explore Bahama Village

    This historic district still holds onto its roots with colorful shotgun-style homes and a vibrant cultural scene.

    Read More
  • Casa Marina

    Explore Casa Marina

    Boasts a blend of Mediterranean-style estates, renovated conch homes, and luxurious waterfront properties.

    Read More
  • Key Haven

    Explore Key Haven

    Read More
  • Key West Golf Club Development

    Explore Key West Golf Club Development

    Offers plantation-style homes and tropical townhouses with porches, tin roofs, and white picket fences.

    Read More
  • Midtown

    Explore Midtown

    Offers easy access to the beach, restaurants, grocery stores, and schools, all while maintaining a quiet, local feel.

    Read More
  • New Town

    Explore New Town

    The largest and most diverse part of Key West, home to most of the island’s year-round residents.

    Read More
  • Old Town

    Explore Old Town

    At the core of Old Town is a residential area filled with Victorian homes and charming cottages built by early shipbuilders.

    Read More
  • The Meadows

    Explore The Meadows

    Known for its wider streets, mature trees, and larger yards, it offers a peaceful setting that's ideal for full-time island living.

    Read More
  • Truman Annex

    Explore Truman Annex

    A gated, upscale community named after President Harry Truman, the Truman Annex is manicured, peaceful, and ideal for walking or biking.

    Read More
Property Valuation

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As a buyer and seller, Ted Stewart, Real Estate Agent, 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.

-Hays & Jan Blinckman

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Explore Buyer’s & Seller’s Guides

Navigating the Key West real estate market can feel like an adventure, but with the right guidance, it’s a smooth and rewarding journey. Whether you're buying your dream home or selling your island property, Ted Stewart’s comprehensive guides provide the expert advice you need to make informed decisions every step of the way.

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The Best in Luxury Homes, Design & Living, Curated for You