Key West Sisters
Trust in the local, born, and raised in the Florida Keys? Angela McChesney and Jenny Sterling Realtors are experts. Buying or selling? Need property management or supervision? Key West, Lower Keys, Big Coppit Key, Key Haven, Bay Point, Sugarloaf Key, Cudjoe Key, Summerland Key, Ramrod Key, Little Torch Key, Big Pine Key, Marathon Florida
07/01/2026
✨ Our biggest first half of the year yet... and it’s all because of the incredible people who trusted us to be part of their journey. 💙
Here’s what the first half of 2026 looked like for the Key West Sisters Team:
🏡 Helped 23 local first-time homebuyers purchase homes and begin building their futures.
🔑 Assisted 4 local families in selling their homes and upgrading to their next chapter in Key West.
🏠 Placed and managed 15 long-term tenants in well-maintained homes across our island.
💰 $43,044,750 in closed sales in 2026.
🏛️ Had the privilege of bringing an old friend and a new friend together to buy and sell one of Old Town’s iconic buildings.
🌎 Connected 4 buyers with trusted real estate professionals in other cities to help them purchase investment properties.
📍 $21,494,199 in active listings and we’re just getting started.
But if you ask us, the numbers are only part of the story.
The moments we’ll remember are handing keys to 14 local first-time homeowners who now have the security and pride of a place to truly call their own. Hearing our lifelong friends share the excitement of buying a home for their daughter as she begins the same college journey we once took ourselves. Watching the incredible response from our community as a beloved Old Town property begins its next chapter. And walking through a beautifully upgraded home with clients who worked so hard to make their dream a reality—seeing the joy on their faces reminded us why we love what we do.
Real estate has never just been about buying and selling homes. It’s about people, families, milestones, friendships, and building a life in a place we all love.
To every client, friend, neighbor, and referral partner—thank you for allowing us to be part of your story. We can’t wait to see what the second half of 2026 brings.
❤️ Angela, Jenny & the Key West Sisters Team
06/18/2026
🏠🌴 Key West’s Iconic Shotgun Houses 🌴🏠
Did you know some of Key West’s most recognizable homes are called shotgun houses? These narrow, colorful cottages became popular during the island’s cigar boom and provided practical, affordable housing for generations of Key West families.
✨ Features include:
• Long, narrow floor plans
• Charming front porches
• Bright tropical colors
• Designs that maximize airflow in the Florida heat
Today, these historic homes remain an important part of Key West’s unique architectural character and island heritage.
📖 Want to learn more about the history and architecture of Key West’s shotgun houses? Visit our latest blog at KeyWestSisters.com!
👇 What’s your favorite style of historic Key West home?
🌴🏠✨
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520 Southard Street
Key West, FL
33040