Sherry Rupp, Realtor

Sherry Rupp, Realtor Living in the Florida Keys is about more than real estate — it’s about lifestyle and community. I'm here to help you find where you belong!

I help buyers and sellers navigate the Keys market with local knowledge, smart strategy, and genuine care.

04/09/2026
03/31/2026
03/31/2026

Chickens run this island - and they’re high up in the pecking order. But how did Key West become so famous for its free-roaming roosters? 🐔

It started in the 1820s, when early settlers brought chickens to the island and sold them to residents. Over time, many were left to roam freely, and with no natural predators, their population steadily grew.

In 1986, Florida banned cockfighting, leading to the release of even more roosters. Then Hurricane Georges helped scatter them across the island, accelerating their spread.

Fast forward to today, and Key West’s chickens are as iconic as the conch shell and the Mile 0 sign - an unmistakable part of island life.

So if you see one strolling by, consider it a warm welcome from the locals! 🐓

03/04/2026

Mortgage rates fell to 5.98% on February 26, the lowest in over three years, prompting refinancing opportunities. Nearly 1.7 million homeowners are now "highly qualified" to refinance with savings of 75 basis points or more, while 4.1 million additional homeowners could also benefit. For those with sufficient equity and credit scores of 720 or higher, refinancing could provide meaningful monthly budget relief.

03/04/2026

If you’re planning a trip to Key West, don’t skip this spot! 🌴✨ Just a short ferry ride from Mallory Square, Latitudes on Sunset Key is one of those places that truly feels magical — the kind of experience you remember long after you’ve left the island. Whether it’s breakfast by the water or a sunset dinner on the sand, it’s always worth the reservation.

03/04/2026

The early bird gets the worm… 𝗼𝗿 𝗶𝗻 𝘁𝗵𝗶𝘀 𝗰𝗮𝘀𝗲, 𝘁𝗵𝗲 𝗺𝗮𝗿𝗴𝗮𝗿𝗶𝘁𝗮 🍹

Key West locals know to get here early when they hear about:
• Our award-winning margaritas & mojitos
• Delicious Key lime pie
• A refreshed raw bar
• Happy Hour from 4–6
• Indoor & outdoor seating

See you at Pepe’s 😉

03/04/2026

When You Book Online

08/20/2025

A Coastal Flood Statement is in effect for all the Florida Keys.

Tides are running almost a foot above predicted, resulting in: minor saltwater flooding of low elevation streets & lots, some storm drains overflowing, and some seawalls/docks being overtopped around the time of higher high tide. Boaters should also expect less clearance under fixed bridges with these higher tides.

Learn more about Coastal Flooding in the Florida Keys at weather.gov/key/coastal_flooding

See more stations along the east coast that may be experiencing coastal flooding as a result of Hurricane Erin at: https://tidesandcurrents.noaa.gov/inundationdb/index.html

Address

336 Duval Street
Key West, FL
33040

Website

Alerts

Be the first to know and let us send you an email when Sherry Rupp, Realtor posts news and promotions. Your email address will not be used for any other purpose, and you can unsubscribe at any time.

Contact The Business

Send a message to Sherry Rupp, Realtor:

Share

Category