Market Updates
Florida Keys Home Prices: 24.6% Rise vs. 3.4% Appreciation
Florida Keys median sale prices rose 24.6% in September 2026, while repeat-sale appreciation was 3.4%. Learn what the data means for buyers and sellers.
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Florida Keys Real Estate Blog
Welcome to the Conley Sales Group blog, where I share expert insights on Florida Keys real estate, waterfront lifestyle, local dining, fishing, and community life. Whether you are a first-time homebuyer, a seasoned investor, or just dreaming of Keys living, these articles will help you navigate the island real estate market with confidence.
Weekend Guide
Best Things to Do in the Florida Keys This Weekend, November 13-15, 2026
Discover the best things to do in the Florida Keys this weekend, November 13-15, 2026: the inaugural Key West Oyster Fest, fishing tournaments, live music, art walks, theater and waterfront adventures.
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Market Updates
Islamorada's Updated Development Plan: What Homebuyers Should Know
Learn how Islamorada's updated comprehensive plan could influence workforce housing, mixed-use development, neighborhood improvements and future real estate decisions.
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Weekend Guide
What To Do This Weekend in the Florida Keys: November 6-8, 2026
What to do in the Florida Keys November 6-8: Race World Offshore championship races in Key West, First Fridays on Fleming, Reef Relief's 40th, the Zonta 5K and more.
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Lifestyle
Shore Fishing in the Florida Keys: Best Spots and Tips
Discover the best shore-fishing spots in the Florida Keys, including designated fishing bridges, possible catches, license requirements and tips for anglers without a boat.
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Lifestyle
What New Hotels Are Coming to Key West in 2027?
Discover the planned Compass by Margaritaville Key West opening in early 2027, including its 106 rooms, pool upgrades, dining, location and transportation plans.
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Market Updates
Florida Keys Condo vs. Single-Family Inventory: October 2026
Compare Monroe County condo and single-family inventory in October 2026. Explore active listings, pending sales, prices and what the numbers mean for Florida Keys buyers and sellers.
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Weekend Guide
Florida Keys Weekend Guide: October 31-November 2, 2026
Plan your Florida Keys Halloween weekend with waterfront parties in Islamorada, Trop Rock'N Duval, Día de los Muertos and the opening of Race World Offshore in Key West.
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Market Updates
Florida Keys Real Estate Market Update: October 2026
Explore the latest Florida Keys real estate market update for October 2026, including home prices, inventory, price reductions and buyer opportunities.
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Lifestyle
Is the Florida Keys Worth Visiting? Travel Guide
Is the Florida Keys worth visiting? Compare Key Largo, Islamorada, Marathon, the Lower Keys and Key West for activities, beaches, dining and trip planning.
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Lifestyle
New Restaurants Opening in the Florida Keys in 2026
Discover the new restaurants opening in the Florida Keys in 2026, from Key West and Marathon to Key Largo and Islamorada.
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Lifestyle
Fantasy Fest Parade 2026: Key West Tips for First-Time Visitors
Planning to attend the Fantasy Fest Parade in Key West on October 24, 2026? Get tips on timing, parking, transportation, viewing spots and what to bring.
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Florida Keys Real Estate Market Fall 2026: What's Happening in Each Key?
Discover what's happening in the Florida Keys real estate market in fall 2026. Compare Islamorada, Key West, Key Largo, Marathon and the Lower Keys for prices, inventory and buyer opportunities.
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Lifestyle
October in the Florida Keys: A Food & Lifestyle Guide for 2026
October in the Florida Keys brings Taste the Keys prix-fixe dining, Fantasy Fest, REEF Fest, fishing tournaments, and island food and lifestyle events.
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Buyer Tips
Flood Insurance in the Florida Keys: What Buyers Need to Know
Flood insurance is one of the biggest questions for Florida Keys buyers. Learn about Monroe County flood zones, the 35% CRS discount, and pending maps.
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Why Florida Keys Market Reports Look Different (And What to Watch)
Realtor.com and MLS data show different pictures of the Florida Keys market. Here's why listing price, sold price, days on market and sale-to-list ratio tell different stories.
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Florida Keys Flood Maps 2026: What Buyers Need to Know Before Buying or Building
Can new Florida Keys flood maps change what you can build? Learn what Monroe County's preliminary flood maps could mean for vacant land, waterfront homes, construction, permits and insurance.
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Weekend Guide
Florida Keys Weekend Guide: October 24-26, 2026
What to do in the Florida Keys October 24-26: the Fantasy Fest parade in Key West, family Halloween events in Key Largo and Islamorada, a full-moon kayak tour in Big Pine, and the Hunter's Moon dinner at Little Palm Island.
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Weekend Guide
What To Do This Weekend in the Florida Keys: October 16-18, 2026
What to do in the Florida Keys October 16-18: Goombay Festival and Fantasy Fest, REEF Fest in Key Largo, fishing in Islamorada, Witches Paddle and more.
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Lifestyle
What To Do This Weekend in the Florida Keys: October 9-11, 2026
The 7 Mile Bridge Sunset Celebration anchors a Columbus Day weekend with the SOMO Half Marathon, Bike MS, the Rotary Fall Festival, and Taste the Keys.
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Buyer Tips
How Much Does It Really Cost to Live in the Florida Keys in 2026?
Cost of living in the Florida Keys 2026, island by island: housing, insurance, taxes, utilities, and realistic monthly budgets for renters and owners.
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Lifestyle
What To Do This Weekend in the Florida Keys (Oct 2-4, 2026)
Things to do this weekend in the Florida Keys (Oct 2-4, 2026): the Key West oktoBREWfest, the Old Highway 5K, Taste the Keys, and swordfishing.
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Florida Keys Market Update: September 2026
Florida Keys real estate market update for September 2026: median prices, inventory, days on market, and what the numbers mean for buyers and sellers.
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Weekend Guide
What To Do This Weekend in the Florida Keys: September 25-27, 2026
Things to do this weekend in the Florida Keys: the Take Stock in Children Backcountry Challenge in Key Largo, the Conch Scramble boat-golf tournament in Islamorada, and more.
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Lifestyle
Is the Florida Keys Worth Visiting? The Pros and Cons Nobody Tells You
An honest look at whether the Florida Keys are worth visiting, with the pros, the cons nobody tells you, and what to know before you go.
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Florida Keys Vacation-Rental Guide: Rules, Regulations, and Local Sights
Short-term rentals in Florida are public lodging: state license, local permits, taxes. Island-by-island rules plus a compliance checklist and local sights.
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Lifestyle
Stone Crab Season in the Florida Keys: When It Opens, Where to Eat, and How to Catch Them
Stone crab season in the Florida Keys opens October 15. The size and bag limits, the rules to know, and the best dockside and waterfront spots to enjoy fresh claws from Key Largo to Key West.
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Weekend Guide
What To Do This Weekend in the Florida Keys: September 11-13, 2026
Things to do this weekend in the Florida Keys: the Swim for Alligator Lighthouse, the America's 250 paddle parade at John Pennekamp, farmers markets, snorkeling, fishing, and sunset celebrations.
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Lifestyle
Is September a Good Time to Visit the Keys? An Honest Local Guide
September in the Florida Keys: warm water, fewer crowds, and softer prices, plus real hurricane-season trade-offs. An honest local guide from a Keys insider.
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Buyer Tips
Canal Homes Florida Keys: The Complete Buyer's Guide
Buying a canalfront property in the Florida Keys requires a unique strategy. Learn about water depth, seawall inspection, bridge clearances, and market tiers from Steve Conley.
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Buyer Tips
The Ultimate Guide to Waterfront Homes in the Florida Keys
Everything you need to know about buying waterfront homes in the Florida Keys. Canal-front, bayfront, oceanfront, insurance, ROGO, permits, and dockage factors explained.
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Weekend Guide
What To Do This Weekend in the Florida Keys: September 5-6, 2026
Things to do in the Florida Keys this Labor Day weekend: the Parrots & Margaritas 5K in Key West, Womenfest final days, open lobster season, and sunset celebrations.
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Weekend Guide
What To Do This Weekend in the Florida Keys: August 28-30, 2026
Things to do this weekend in the Florida Keys: the Marinelife Rally Key West on Saturday, live music at Key West Theater, snorkeling at John Pennekamp, diving the Spiegel Grove, the Islamorada Farmers Market, and backcountry fishing.
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Lifestyle
The Ultimate Florida Keys Best Beaches Guide
Discover the best beaches in the Florida Keys from Key Largo to Key West. A complete guide to sand, surf, and island vibes.
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Lifestyle
Best Seafood Markets and Fish Shacks in the Florida Keys: Where Locals Buy Fresh Catch
Discover the best seafood markets and fish shacks in the Florida Keys from Key Largo to Key West. Where locals buy fresh catch, stone crab, lobster, and grouper straight off the boat.
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Seller Tips
How to Price Your Florida Keys Home to Sell Fast in 2026
Pricing your Keys home right is the #1 factor in selling fast. Learn the 2026 market data, list-to-sale ratios, and segment-by-segment strategy from Steve Conley.
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Lifestyle
Best Fishing Charters in the Florida Keys: Your Complete Guide
Discover the best fishing charters in the Florida Keys from Key Largo to Marathon. Inshore, offshore, and backcountry fishing trips for all skill levels.
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Weekend Guide
What To Do This Weekend in the Florida Keys | August 14-16
Things to do this weekend in the Florida Keys: Rum Fest Key West runs through August 16, the Key Largo Triathlon is Sunday, live music at Lorelei in Islamorada, plus farmers markets, snorkeling, and sunset dining.
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Buyer Tips
5 Mistakes First-Time Buyers Make in the Florida Keys (And How to Avoid Them)
Avoid these common mistakes when buying your first home in the Florida Keys. Expert tips from licensed agent and inspector Steve Conley.
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Lifestyle
Best Happy Hours and Cocktail Bars in the Florida Keys: Key Largo to Marathon
Discover the best happy hours and cocktail bars in the Florida Keys from Key Largo to Marathon. Sunset spots, tiki bars, live music, and local favorites for after-work drinks.
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Lifestyle
Fitness and Healthy Living in the Florida Keys: Yoga, Gyms, Trails, and Fresh Dining
Your guide to fitness and healthy living in the Florida Keys: yoga studios, gyms, running trails, biking, healthy restaurants, and outdoor activities from Key Largo to Marathon.
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Lifestyle
Best Waterfront Restaurants in Key Largo: Where to Eat, Drink, and Watch the Sunset
Discover the best waterfront restaurants in Key Largo, Florida Keys. Fresh seafood, tiki bars, sunset views, and live music at the top Keys dining spots.
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Lifestyle
Parks and Outdoor Recreation in the Florida Keys: Trails, Beaches, and Nature Preserves
Your guide to parks and outdoor recreation in the Florida Keys: state parks, nature trails, beaches, and preserves from Key Largo to Marathon.
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Market Updates
Florida Keys Market Update: August 2026
Latest Florida Keys real estate market data for August 2026, including median prices, inventory trends, and what the numbers mean for buyers and sellers.
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Lifestyle
Boating Lifestyle in the Florida Keys: Marinas, Destinations, and Tips
Your complete guide to the boating lifestyle in the Florida Keys. Top marinas in Key Largo, Islamorada, and Marathon, boat ramps, destinations, and tips from a local agent.
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Lifestyle
Best Diving and Snorkeling in the Florida Keys: Spots for Every Skill Level
Discover the best diving and snorkeling spots in the Florida Keys for every skill level, from beginner reefs to advanced dives.
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Market Updates
Florida Keys Market Update: July 2026
Latest Florida Keys real estate market data for July 2026, including median prices, inventory trends, and what it means for buyers and sellers.
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Lifestyle
Florida Keys Lobster Mini Season 2026: What's New This Year
Latest news and updates on the 2026 Florida Keys Lobster Mini Season, including dates, regulations, and what to expect.
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Lifestyle
Paddleboarding and Kayaking in the Florida Keys: Best Spots and Tips
The best places to paddleboard and kayak in the Florida Keys from Key Largo to Marathon. Top spots, rental options, launch points, and tips from a local agent.
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Lifestyle
The Complete Guide to Waterfront Living in the Florida Keys: Canals, Open Water, and Docks
The complete guide to waterfront living in the Florida Keys. Canal homes, private docks, open-water access, and what to know before buying waterfront property.
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Lifestyle
Florida Keys Lobster Mini Season 2026: Dates, Rules, and Tips
Your complete guide to the 2026 Florida Keys Lobster Mini Season on July 29-30, including rules, best spots, and tips from Steve Conley.
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Lifestyle
Best Waterfront Dining in the Florida Keys: Key Largo to Marathon
The best waterfront dining in the Florida Keys from Key Largo to Marathon. Top restaurants in Islamorada, Tavernier, and Key Largo with fresh seafood and sunset views.
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Lifestyle
The Complete Guide to Fishing in the Florida Keys: Flats, Reef, and Offshore
The complete guide to fishing in the Florida Keys: flats, reef, and offshore. Top spots in Islamorada, Key Largo, and Marathon, with seasons, species, and charters.
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Market Updates
Florida Keys Market Report: Spring 2026
What is driving demand across Key Largo, Islamorada, and Marathon right now, and what the latest numbers mean for buyers and sellers.
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Buyer Tips
5 Things to Know Before Buying Waterfront in the Keys
Insurance, seawalls, permits, and other waterfront details that most buyers overlook until it is too late.
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Buyer Tips
Why Your Agent Should Be a Licensed Inspector, Too
How three licenses give my clients an edge that no other agent in the Keys can match.
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About the Author
Written by Steve Conley
With over 30 years of experience and more than $1.4 billion in career sales, Steve Conley is the Principal of the Conley Sales Group at COMPASS, serving the entire Florida Keys island chain from Key Largo to Key West.
What sets Steve apart is a rare combination: a Florida state contractor's license and a home inspector license alongside his real estate expertise. He evaluates properties with an unmatched insight that few agents can match, giving his clients a decisive edge in every transaction. License #3232648.
Thinking About Buying or Selling in the Florida Keys?
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