For Ted, Key West isn’t just where he lives—it’s who he is. After years of living and traveling around the world, he discovered that no place could match the island’s beauty, spirit, and sense of belonging. That’s why he chose to make it home.
Following a successful engineering career, Ted retired and turned his lifelong passion for real estate into his full-time focus. Today, he blends his love for homes with his love for the island, helping clients buy, sell, and reimagine spaces across the Keys.
Known to many as “Key West Ted,” he has become a familiar name across the island and online for his vibrant photography and genuine love of showcasing the Key West way of life. Through his lens, followers experience the charm, energy, and sense of community that make this island so special.
Community Involvement:
Sunrise Rotary Club Service Chair
Key West Art & Historical Society Board of Director
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.
Explore a curated selection of exclusive properties available in the Florida Keys, handpicked for their unique features and exceptional value.
Discover the true value of your home with a comprehensive, expert-backed property assessment tailored to your Key West neighborhood.
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.
From first-time buyers to seasoned investors, clients trust KeyWestTed to make their real estate journey seamless—and even fun.
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.
For Sale
$12,250,000
412 Frances Street, Key West, FL 33040
For Sale
$7,495,000
616 Eaton Street, Key West, FL 33040
For Sale
$4,650,000
1523 Patricia Street, Key West, FL 33040
For Sale
$3,700,000
33 Cypress Avenue, Key Haven, FL 33040
For Sale
$3,699,000
316 Southard Street, Key West, FL 33040
For Sale
$3,599,000
1020 Southard Street, Key West, FL 33040
For Sale
$3,325,000
1200-1206 White Street, Key West, FL 33040
For Sale
$2,250,000
1028-1030 Truman Avenue, Key West, FL 33040
For Sale
$2,250,000
1028-1030 Truman Avenue, Key West, FL 33040
For Sale
$2,249,000
1706 Seminary Street, Key West, FL 33040
For Sale
$1,995,000
1229 5Th Street, Key West, FL 33040
For Sale
$1,949,000
3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040
For Sale
$1,949,000
3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040
For Sale
$1,800,000
408 William Street, Key West, FL 33040
For Sale
$1,699,000
1515 Patricia Street, Key West, FL 33040
For Sale
$1,399,900
1317 Newton Street, Key West, FL 33040
For Sale
$1,347,000
247 Golf Club Drive, Key West, FL 33040
Active Under Contract
$1,249,000
2824 Patterson Avenue, Key West, FL 33040
For Sale
$1,249,000
709 Chapman Lane, Key West, FL 33040
Active Under Contract
$1,100,000
314 Southard Street, Key West, FL 33040
For Sale
$999,000
3841 N Roosevelt Boulevard Unit: 222, Key West, FL 33040
For Sale
$899,000
3841 N Roosevelt Boulevard Unit: 213, Key West, FL 33040
For Sale
$865,000
3705 Eagle Avenue, Key West, FL 33040
For Sale
$865,000
3711 Eagle Avenue, Key West, FL 33040
For Sale
$855,000
1206 White Street, Key West, FL 33040
For Sale
$810,000
1200 White Street, Key West, FL 33040
For Sale
$755,000
1202 White Street, Key West, FL 33040
For Sale
$679,000
1124 Catherine Street Unit: 202, Key West, FL 33040
For Sale
$584,000
3930 S 3930 Roosevelt Boulevard Unit: N302, Key West, FL 33040
For Sale
$550,000
3930 S Roosevelt Boulevard Unit: E104, Key West, FL 33040
For Sale
$479,000
1124 Catherine Street Unit: 201, Key West, FL 33040
For Sale
$450,000
1877-1875 107Th Street Gulf, Marathon, FL 33050
For Sale
$300,000
5555 College Road Unit: 9, Key West, FL 33040
For Sale
$4,595,000
1113 Stump Lane, Key West, FL 33040
For Sale
$4,250,000
1311 Grinnell Street, Key West, FL 33040
For Sale
$3,499,000
1114 Grinnell Street, Key West, FL 33040
For Sale
$2,495,000
1616 Atlantic Boulevard Unit: 15, Key West, FL 33040
For Sale
$2,400,000
1109 Stump Lane, Key West, FL 33040
For Sale
$2,249,000
1706 Seminary Street, Key West, FL 33040
For Sale
$2,095,000
905 Grinnell Street, Key West, FL 33040
Active Under Contract
$1,950,000
1311 Atlantic Drive, Key West, FL 33040
For Sale
$1,949,000
3841 N Roosevelt Boulevard Unit: 315, Key West, FL 33040
For Sale
$1,949,000
3841 N Roosevelt Boulevard Unit: 332, Key West, FL 33040
For Sale
$1,875,000
101 Front Street Unit: 23, Key West, FL 33040
For Sale
$1,700,000
1001 United Street Unit: B, Key West, FL 33040
For Sale
$1,699,000
720-726 Emma Street, Key West, FL 33040
For Sale
$1,299,000
1409 Truman Avenue, Key West, FL 33040
For Sale
$1,299,000
1409 Truman Avenue, Key West, FL 33040
For Sale
$1,249,900
532 Porter Lane, Key West, FL 33040
For Sale
$859,500
3705 Eagle Avenue, Key West, FL 33040
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.
$2,249,000
$1,347,000
$584,000
$550,000
Step into the best of island living with The Spottswood Team (TST)’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.
$12,250,000
$7,495,000
$3,700,000
$3,699,000
$3,599,000
$3,325,000
$1,995,000
$1,949,000
$1,949,000
$1,800,000
$1,699,000
$1,399,900
Key West is more than just an island—it’s a collection of vibrant, diverse neighborhoods, each with its own rhythm and charm.
Offers warm breezes, crystal-clear waters, and some of the best snorkeling, diving, and fishing on the planet.
Read MoreThis historic district still holds onto its roots with colorful shotgun-style homes and a vibrant cultural scene.
Read MoreBoasts a blend of Mediterranean-style estates, renovated conch homes, and luxurious waterfront properties.
Read MoreOffers plantation-style homes and tropical townhouses with porches, tin roofs, and white picket fences.
Read MoreOffers easy access to the beach, restaurants, grocery stores, and schools, all while maintaining a quiet, local feel.
Read MoreThe largest and most diverse part of Key West, home to most of the island’s year-round residents.
Read MoreAt the core of Old Town is a residential area filled with Victorian homes and charming cottages built by early shipbuilders.
Read MoreKnown for its wider streets, mature trees, and larger yards, it offers a peaceful setting that's ideal for full-time island living.
Read MoreA gated, upscale community named after President Harry Truman, the Truman Annex is manicured, peaceful, and ideal for walking or biking.
Read More-Hays & Jan Blinckman
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.
View my latest blog posts about real estate and much more below.
October 10, 2025
September 25, 2025
September 12, 2025
Ted Stewart I September 3, 2025
Ted Stewart I September 2, 2025
August 13, 2025
Ted Stewart I August 5, 2025
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Ted Stewart I June 15, 2025
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Ted Stewart I June 11, 2025
Ted Stewart I June 7, 2025
Ted Stewart I May 27, 2025
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July 17, 2023
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January 24, 2023
Ted didn’t just move to Key West—he embraced the lifestyle, fell in love with people, and never looked back. Drawn by the quality of life, the warmth of the community, and the freedom to be fully himself, he found more than just a new address—he found a new way of living.
Now he's here to help you discover your own piece of paradise and make the island life your reality.