Luxurious modern waterfront estate in the Florida Keys with a classic motor boat parked at its private dock on a bright sunny day

Your Keys Expert
Inside and Out.

From world-class fishing to spectacular bayfront sunsets, I live the Keys lifestyle and help others do the same. Three decades of local expertise, $1.4 billion in career sales.

Free Guides

Start With the Right Guide

Get the free guides that walk you through buying or selling in the Florida Keys step by step.

Services

What I Do for Buyers and Sellers

From your first search to your Keys closing, here's how I help.

Home Buying Services

Guided home buying across the Keys, from first search to closing table.

Home Selling Services

Strategic pricing, marketing, and negotiation to sell your Keys home for top dollar.

Waterfront Property Sales

Specialized representation for canal, bayfront, and oceanfront properties.

Luxury Home Sales

Expert guidance for high-end waterfront and luxury properties.

Vacation Home Sales

Unmatched expertise in vacation home sales for second-home buyers.

Real Estate Investing

Real estate investment guidance for income properties and long-term growth.

See All Services

Explore everything I offer on the services page.

30+
Years of Experience
$1.4B+
Career Sales
112
Miles of Island Chain
3
Professional Licenses
Steve Conley, Principal of the Conley Sales Group at COMPASS, in the Florida Keys
About Steve

Three licenses. One agent who sees what others miss.


With deep roots in the Florida Keys community and over 30 years of experience, Steve built the Conley Sales Group to deliver results no matter the price range. From world-class fishing and boating to spectacular bayfront sunsets, he lives the Keys lifestyle and helps others do the same.

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.

Read My Story

What I Do

Full-Service Keys Real Estate

Luxury Buyers

Waterfront estates, bayfront retreats, and island properties across the Upper and Middle Keys. Expert guidance from search to close.

Waterfront Sellers

Strategic marketing and pricing for waterfront properties. Deep knowledge of waterfront valuations and buyer expectations.

Relocation to the Keys

Making the move to island life? I handle every detail from market orientation to closing, so your transition is seamless.

Property Evaluation

Rare combination of real estate expertise with a Florida state contractor's license and home inspector license. Unmatched property insight.


Stunning golden hour sunset over a peaceful yacht harbor and sport fishing marina in the Florida Keys
Waterfront Expertise

Every island, every waterfront, every neighborhood.

From Key Largo to Key West, I know the unique character of every Keys community. Let me help you find the right fit.

Let's Talk

Reviews

What Clients Say

From smooth closings to lightning-fast sales, here's what clients say about working with Steve in the Florida Keys.

We were thoroughly impressed with the exceptional level of service provided by Steve Conley.
Josh Jankowski
Google Review
Steve provided great communication to ensure a smooth process and keep the closing on track and closing on time. Thank you for everything!
Kelly Swenson
Google Review
Was a pleasure to work with. Steve made the transaction smooth with his knowledge and expertise. He was always available by phone or email. Would highly recommend.
Patty K
Google Review
Steve and his son are consummate professionals. A lightning quick sale and amazing communication throughout the process.
Will Townsend
Google Review
Steve is a fantastic real estate agent for your real estate needs in the Florida Keys. Steve helped us find exactly the home we were looking for and made the buying process as pain-free as possible. Steve has amazing connections and his referrals helped us navigate the home buying process in the Keys end to end. Can't recommend Steve highly enough!
Chas Jeffries
Google Review
Featured Blog Posts

Market Insights & Keys Living

Expert tips, market reports, and local guides from Steve Conley, your Keys real estate authority.

View All Posts
Aerial view of a Florida Keys canal neighborhood with a mix of waterfront stilt homes and larger estates with private docks along turquoise water
Market Updates
November 13

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.

Key West Historic Seaport waterfront at golden hour with wooden docks, sailboats, waterfront restaurants and palm trees
Weekend Guide
November 11

Best Things to Do in the Florida Keys This Weekend, November 13-15, 2026

Key West Oyster Fest, fishing tournaments in Islamorada and Sugarloaf, live music, art walks and waterfront adventures for November 13-15.

Aerial view of Islamorada along the Overseas Highway in the Florida Keys, showing low-rise waterfront buildings, palm trees, a highway bridge and turquoise bay water
Market Updates
November 11

Islamorada's Updated Development Plan: What Homebuyers Should Know

How Islamorada's updated comprehensive plan could influence workforce housing, mixed-use development, neighborhood improvements and future real estate decisions.

Tropical waterfront powerboat in the Florida Keys
Weekend Guide
November 6

What To Do This Weekend in the Florida Keys: November 6-8, 2026

Race World Offshore championship races in Key West, First Fridays on Fleming, Reef Relief's 40th, the Zonta 5K and more for the weekend of November 6-8.

A weathered concrete fishing bridge catwalk over clear turquoise Florida Keys water, with a rod and reel leaning against the railing in golden early-morning light
Lifestyle
November 6

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.

A bright, clean editorial travel photograph of the Florida Keys
Lifestyle
November 5

What New Hotels Are Coming to Key West in 2027?

The planned Compass by Margaritaville Key West is slated to open in early 2027 with 106 rooms, a refreshed pool, new dining and transportation connections.

Comparison of Florida Keys waterfront condominiums and single-family homes
Market Updates
November 3

Florida Keys Condo vs. Single-Family Inventory: October 2026

Monroe County's October 28 snapshot shows 173 active condos versus 735 single-family homes, with very different competition in each segment.

Aerial view of the Florida Keys coastline at golden hour with turquoise waters, scattered islands, palm trees and boats at marinas under a warm sunset sky
Weekend Guide
October 31

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.

Aerial view of the Florida Keys island chain on a clear morning, turquoise water, a long highway bridge, and waterfront homes with docks along a canal
Market Updates
October 30

Florida Keys Real Estate Market Update: October 2026

Home prices remain up 8.5% year over year, but new listings are outpacing contracts and sellers are cutting asking prices. A full look at the October Florida Keys market.

The Overseas Highway crossing a long low bridge through the Florida Keys with turquoise water on both sides under a bright blue sky
Lifestyle
October 29

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.

Outdoor restaurant terrace in the Florida Keys with string lights and waterfront views at dusk
Lifestyle
October 29

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.

Colorful Fantasy Fest parade float and costumed marchers approaching down Duval Street in Key West at dusk, with warm festival lights strung overhead between palm trees and pastel conch houses
Lifestyle
October 26

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.

Aerial view of the Florida Keys island chain on a clear morning, turquoise water, a long highway bridge, and waterfront homes with docks along a canal
Market Updates
October 26

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.

Waterfront restaurant patio at sunset with white umbrellas and boats docked at the pier in the Florida Keys
Lifestyle
October 23

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.

Elevated Florida Keys stilt home raised on pilings above turquoise water with palm trees along the shoreline
Buyer Tips
October 21

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.

Aerial view of the Florida Keys island chain with turquoise water and a long highway bridge, illustrating the hyper-local Monroe County housing market
Market Updates
October 19

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.

Elevated Florida Keys stilt home raised on pilings above turquoise water with palm trees along the shoreline
Buyer Tips
October 16

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.

Festive Key West street at dusk strung with warm festival lights, palm trees and Halloween decorations before the Fantasy Fest parade weekend
Weekend Guide
October 14

Florida Keys Weekend Guide: October 24-26, 2026

The Fantasy Fest parade, family Halloween events, a full-moon kayak tour and the Hunter's Moon dinner at Little Palm Island: Oct 24-26, 2026.

Golden hour sunset over a peaceful yacht harbor and sport fishing marina in the Florida Keys
Weekend Guide
October 14

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.

Florida Keys sunset at the Old Seven Mile Bridge in Marathon
Lifestyle
October 9

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.

Aerial view of stilt-style waterfront homes lining a deep turquoise canal in the Florida Keys, with private docks, palm trees, and open water beyond
Market Updates
September 27

Is Buying a Florida Keys Home a Good Investment in 2026?

Buying a Florida Keys home as an investment in 2026: median prices, rental rules, insurance, mortgage rates, and what to check before you buy.

Elevated stilt home in the Florida Keys with a screened porch beside clear turquoise water, a private dock, and palm trees at golden hour
Buyer Tips
September 27

Cost of Living in the Florida Keys in 2026: A Full Breakdown

Cost of living in the Florida Keys 2026, island by island: housing, insurance, taxes, utilities, and realistic monthly budgets for renters and owners.

Bright turquoise Florida Keys shoreline with a weathered wooden dock and palm trees on a sunny early October morning
Lifestyle
September 23

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.

Aerial view of the Florida Keys island chain on a clear September morning, turquoise water, a highway bridge, and waterfront homes with docks
Market Updates
September 23

Florida Keys Market Update: September 2026

Median prices, inventory, days on market, and what the latest Florida Keys numbers mean for buyers and sellers.

Elevated coastal Keys home with a screened porch and a wooden dock over clear turquoise water at golden hour
Lifestyle
September 18

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.

Community Spotlight

This Week's Featured Business

All Spotlights
White sportfishing charter boat tied to a floating dock at an Islamorada marina with fishing rods in the holders and clear turquoise water on a bright blue-sky day
Private Fishing Charters · Marine Services · Offshore Sportfishing

Sea Horse Private Charters: Islamorada's 5-Star Fishing Charter at Whale Harbor Marina

Located at Whale Harbor Marina in Islamorada at Mile Marker 83.4, Sea Horse runs private offshore charters with a 5.0-star Google rating from more than 1,100 reviews. Captain Richard Rodriguez and his crew know the wrecks, humps, and ledges that hold sailfish, mahi-mahi, wahoo, and tuna just a few miles from the marina.

5.0 stars (1,190 reviews)
Read the Full Spotlight

Frequently Asked Questions

What areas of the Florida Keys does Steve Conley serve?

Steve Conley serves the entire 112-mile Florida Keys island chain, from Key Largo to Key West, with a focus on Key Largo, Tavernier, and Islamorada. He also represents properties in Marathon, Big Pine Key, and the Lower Keys. The Conley Sales Group at COMPASS operates the exclusive COMPASS office in the Keys, located at 90144 Overseas Hwy #1 in Tavernier. Explore each community through our interactive Florida Keys map or visit the individual community guides for Key Largo, Tavernier, Islamorada, Marathon, Big Pine Key, and the Lower Keys.

What makes Steve Conley different from other Florida Keys real estate agents?

Steve Conley holds three professional licenses: a Florida Real Estate Sales Associate license, a Florida State Certified Contractor license, and a Florida Home Inspector license (#3232648). This rare combination means he evaluates properties from every angle, spotting structural issues, renovation opportunities, and valuation details that most agents miss entirely. With over 30 years of experience and more than $1.4 billion in career sales, he brings unmatched insight to every transaction. Learn more on the About page.

What services does the Conley Sales Group offer?

The Conley Sales Group offers comprehensive real estate services including luxury home buying and selling, waterfront property expertise, relocation assistance for new Keys residents, and property evaluation with contractor-level inspection insight. Whether you are buying a waterfront estate, selling a bayfront cottage, or relocating to island life, Steve provides personalized guidance backed by COMPASS resources. Read the buying guide and selling guide for detailed walkthroughs of each process.

How do I get started buying or selling property in the Florida Keys?

Getting started is simple. Contact Steve Conley through the contact page or call (305) 393-5859 for a free consultation. For buyers, explore the buying guide to understand the process, including financing, insurance considerations, and what to look for in waterfront properties. For sellers, the selling guide covers staging, pricing strategy, and marketing your property.

What is the current Florida Keys real estate market like?

The Florida Keys real estate market varies by community and price range. Waterfront properties in Islamorada and Key Largo continue to command premium prices, while the Lower Keys offer more space and privacy for the price. The Florida Keys Market Report provides up-to-date data on price trends, days on market, and inventory across the island chain. For the latest analysis, read the Keys Market Update 2026 blog post for a detailed breakdown of current conditions.

Consultations

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Skip the back and forth and pick a time that works for you. Reserve your one-on-one consultation with Steve right here.

Free Guides

Get the Inside Edge on Keys Real Estate

Download my complimentary guides and learn what every buyer and seller in the Florida Keys should know before making a move.