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January 2026 Calendar of Events
January 1 Local Residents Ride Free New Year's Eve Chicken Drop - Street Closure Notice Waterfront Playhouse – What the Constitution Means to Me (Spotlight Series) Pole Vault in Paradise January 2 Local Residents Ride Free Scott Kirby- 35 Years of Songs & Stories w/ Noah Robertson @Key West Theater Pole Vault in Paradise Key West Literary Seminar January 3 Local Residents Ride Free Scott Kirby- 35 Years of Songs & Stories w/ Noah Robertson @Key West Theater Run for Paradise -

Krystal Thomas
Jan 53 min read


Florida Homestead Exemption: What New Homeowners Need to File by March 1
If you purchased a home in Florida recently or relocated to the Florida Keys January is one of the most important months to take action as a homeowner. The Florida Homestead Exemption can significantly reduce your property taxes, but only if you file on time. The deadline to apply is March 1, and missing it can cost you thousands over time. This guide explains what the Homestead Exemption is, who qualifies, how to file, and why it’s especially important for new homeowners

Krystal Thomas
Jan 53 min read


New Year, New Home: Why January Is One of the Best Times to Buy in Key West
When most people think of buying real estate in Key West, spring often steals the spotlight. But savvy buyers know that January can be one of the smartest and most strategic times to purchase a home in the Keys. The new year brings fresh opportunities, motivated sellers, and a calmer market environment before peak season competition heats up. Here’s why January deserves a closer look if you’re considering buying in Key West. Motivated Sellers Set the Stage Sellers who list i

Krystal Thomas
Jan 52 min read


Snowbird Season Is Here: How January Shapes Life in Key West
January in Key West marks the return of a familiar rhythm. As winter settles in elsewhere, the island comes alive with seasonal residents, full calendars, and a renewed buzz that locals know well snowbird season has officially arrived. For buyers considering life in Key West, January offers an authentic preview of what living here during peak season really feels like. A Shift in Energy Across the Island The pace of Key West changes in January. Streets feel livelier, restaura

Krystal Thomas
Jan 52 min read


10 Local Businesses to Support This Holiday Season
Celebrate Community, Connection, and the Key West Spirit The holidays in Key West aren’t just about sunshine, twinkling lights, and island cheer they’re about community. Supporting local businesses keeps our island vibrant, creative, and uniquely “us.” From family-owned shops to beloved restaurants and talented local makers, these small businesses are the heartbeat of paradise. At ShineGroup, we believe in giving back, uplifting our neighbors, and keeping our dollars right he

Krystal Thomas
Nov 28, 20252 min read


Should You Buy or Sell During the Holidays? The Truth About the December Market in Key West
The Truth About the December Market in Key West Key West in December is pure magic — twinkling lights on palm trees, warm ocean breezes, and a festive energy that makes the island come alive. While many assume the real estate market slows down for the holidays, that’s one of the biggest myths around . In reality, December can be one of the smartest times to make a move in paradise. 🎁 Myth #1: “Nobody Buys Homes During the Holidays” Truth: The people who shop for homes

Krystal Thomas
Nov 28, 20252 min read


Giving Back in the Keys: How ShineGroup Spreads Sunshine All Year Long
Celebrating Community, Compassion & Connection in Key West Here in Key West, community isn’t just a word it’s a way of life. We show up for one another, lend a hand when it’s needed, and keep our island strong through small acts of kindness that add up in big ways. At ShineGroup, giving back isn’t reserved for the holidays. It’s who we are, all year long. From serving our neighbors through Shoveling Sunshine to supporting Rotary Club initiatives and partnering with belo

Krystal Thomas
Nov 28, 20252 min read


How to Maximize Your Investment Property for the Winter Rental Season
When temperatures dip up north, Key West heats up and so does the rental market. Every winter, snowbirds flock to the island for months of sunshine, salt air, and that laid-back island pace.If you own an investment property here, now’s the time to make sure it’s ready to shine. Here’s how to attract quality renters, maximize income, and keep your property in top shape all season long. 1. Nail Your Pricing Strategy Winter is peak season in Key West, but it’s also competitive.

Krystal Thomas
Nov 28, 20252 min read


Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events
This winter Key West is lighting up the island with holiday magic tropical style. December in paradise is filled with sparkling lights, waterfront celebrations, festive tours, and that unmistakable Key West charm that makes the season feel extra special. Check out Krystal's 2025 guide highlights the must-see events that bring the island to life. Share it with friends, clients, and visitors looking to experience the joy of the holidays Key West style. Key West Lighted Boat Par

Krystal Thomas
Nov 28, 20252 min read


Why the Holidays Hit Different in Key West
Because in paradise, the season doesn’t just sparkle it shines . There’s something undeniably magical about the holidays in Key West. While the rest of the country slips into scarves and snow boots, we’re stringing lights across porches lined with palms, gathering for outdoor dinners under breezy December skies, and watching Santa cruise into town on a boat instead of a sleigh. Longtime locals & snowbirds know that the holidays here just hit different . Here’s why. 1. Twink

Krystal Thomas
Nov 28, 20252 min read


Year-End Financial Tips for Florida Homeowners
Hey there Florida Homeowners! As the year starts winding down and the ocean breeze gets just a tiny bit cooler (you know, like 78° instead of 82°), it’s the perfect time to take a look at your home finances before the calendar flips. A few smart moves now can save you some serious cash next year. Grab an iced tea or maybe a mojito and let’s dive in. 1. Check Your Homestead Exemption If your Florida home is your primary residence , you could be eligible for the Homestea

Krystal Thomas
Nov 28, 20252 min read


Monroe County Real Estate Forecast 2026
Expert commentary + data-driven predictions from ShineGroup — what Keys buyers, sellers, and investors need to know next year. Key takeaways up front Prices are cooling but remain high — Monroe County’s median home price sits well over $900K–$1.2M depending on the dataset, and the market is showing signs of normalization after pandemic-era highs. Inventory and days-on-market are rising, giving buyers more options and bargaining power in many segments. Short-term rental (S

Krystal Thomas
Nov 28, 20253 min read


December Calendar of Events
Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events December 1 World Aids Day Memorial December 2 Remarcable Tabletop Christras Tree & Wreath Auction December 3 December 4 Mac Mcanally @Key West Theater Key West Artisan Market December 5 Mac Mcanally @Key West Theater First Friday on Fleming Montessori United 5K Run/Walk Wesley House Family Services Holiday Village and Belighted Bike Ride December 6 Key West Hometown Ho

Krystal Thomas
Nov 28, 20252 min read


Holiday Magic in Paradise: Your 2025 Guide to Key West’s Festive Events
Because palm trees look even better wrapped in twinkle lights. The holidays hit different down here in Key West instead of snowflakes, we get salt air; instead of fireplaces, we gather by the water. But trust us, the island knows exactly how to bring the festive spirit, island-style! Lighted Boat Parade – December 14, 2025 Nothing says “Florida Christmas” quite like a parade of boats decked out in twinkling lights, wreaths, and inflatable flamingos. The Key West Lighte

Krystal Thomas
Nov 19, 20252 min read


Why Locals Love November in Key West
Ask anyone who calls Key West home, and they’ll tell you November is pure magic. The summer heat has softened, the skies stay brilliantly blue, and a light breeze rolls in that makes every bike ride, beach walk, and evening on the porch feel just right. It’s the kind of weather that reminds you why you fell in love with island life in the first place. This is the locals’ season , the calm before the holiday rush, when the streets are lively but never too crowded, and you c

Krystal Thomas
Nov 6, 20251 min read


Florida Homestead Exemption: Deadlines and Benefits for 2025
If you bought a home in the Florida Keys this year, now’s the time to get ready for one of the biggest homeowner perks the Florida Homestead Exemption. This benefit can save you thousands on your property taxes each year, but only if you file on time! What Is the Homestead Exemption? The Florida Homestead Exemption reduces the taxable value of your primary residence by up to $50,000, potentially lowering your annual property tax bill. It also caps how much your assessed valu

Krystal Thomas
Nov 4, 20252 min read


Monroe County Property Assessments: What to Know Before Year-End
If you own property in Monroe County (the Florida Keys), here’s a friendly breakdown of how assessments, tax bills, and appeals work and what you should do as the year winds down. How Property Assessments Work The sets assessed values for real property as of January 1 each year. They apply exemptions (like the homestead exemption) and classifications that can reduce the taxable value. Once values are set and taxing authorities decide their millage (tax) rates, the tax roll is

Krystal Thomas
Nov 4, 20252 min read


Why November Is the Perfect Time to List Your Key West Home
If you’ve been thinking about selling your Key West home, November might just be your secret weapon month. While many sellers wait until after the holidays, the smart ones know pre-season timing is everything here in paradise. 🌞 1. Pre-Season Buyers Are Already Here Snowbirds are arriving, investors are scouting, and seasonal visitors are falling in love with island life all over again. Many are ready to buy now, before peak season competition and rental bookings make it ha

Krystal Thomas
Nov 4, 20251 min read


Understanding Flood Insurance in the Florida Keys
If you own a home (or plan to buy one) in the Florida Keys, flood insurance is more than a box to check; it’s a key part of living smart on the island. With FEMA updates, new flood maps, and evolving insurance rates, understanding how it all fits together can save you money and stress. Here’s what homeowners should know heading into the new year. FEMA Updates & Flood Zones FEMA’s flood maps, known as Flood Insurance Rate Maps (FIRMs), outline which areas are at higher risk

Krystal Thomas
Nov 4, 20252 min read


Thanksgiving in Paradise: Best Local Spots for Dinner (or Takeout!) in Key West
Here are some top spots in Key West to enjoy Thanksgiving dinner (or takeout!) ranging from relaxed to upscale perfect for a holiday meal or sharing with friends and clients of the ShineGroup. 1. Cafe Marquesa An elegant choice in Old Town — they’re known for a refined Thanksgiving menu featuring roasted turkey, creative sides, and a cozy historic atmosphere. Why ShineGroup loves it : Ideal for clients or guests seeking a high-end, memorable holiday meal. 2. Conch Republic S

Krystal Thomas
Nov 4, 20251 min read
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