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Matthew Sheehan

Ocean Sotheby's International Realty
82 Closed Sales
$98.2M Total Value
$80K - $9.5M Price Range
$1.2M Average Price
Prior 5 years

About Matthew

Matt Sheehan | Key West Real Estate Broker

Born and raised in New England, Matt Sheehan brings a unique blend of Northeast work ethic and laid-back island expertise to the Key West real estate market. After relocating to Key West over 20 years ago, Matt has become deeply rooted in the community and offers clients insider knowledge of the Key West, Florida real estate market, from beachfront homes and luxury properties to investment opportunities throughout the Florida Keys.

Before transitioning into real estate, Matt spent 15 years in Key West’s thriving restaurant industry, working in some of the island’s most well-known establishments. This experience shaped his exceptional customer service skills, attention to detail, and ability to navigate fast-paced, high-pressure environments—qualities that now make him a trusted and responsive real estate advisor for buyers and sellers in Key West.

Today, Matt is known for his dedication, market expertise, and client-first approach. Whether you’re searching for a Key West waterfront home, vacation property, or planning to sell your Florida Keys real estate, Matt provides clear guidance, strong communication, and local insight every step of the way. His goal is simple: to make your real estate experience smooth, successful, and stress-free.

Outside of real estate, Matt fully embraces the Key West lifestyle—spending time on the water, enjoying the local art and music scene, and staying active in the community through volunteer work. He believes there’s nothing better than enjoying a frozen mango on a sandbar with the sun on your face—a perfect reminder of why so many people choose to call Key West home.

Looking to buy or sell in Key West? Connect with Matt Sheehan today for expert guidance and personalized service in the Florida Keys real estate market.
Home Types: House, MultiFamily, Condo, Townhouse, Commercial, Lot/Land, Manufactured
Years of Experience: 9

Transaction History

Seller Deals

Total Deals 8
Total Value $9,329,000
Average Sale Price $1,166,125
Price Range $600K - $2.2M

Buyer Deals

Total Deals 7
Total Value $16,456,250
Average Sale Price $2,350,893
Price Range $80K - $9.5M

Production Over Time

1 Year View by Quarter

Seller Deals

Total Deals 18
Total Value $21,652,500
Average Sale Price $1,202,917
Price Range $435K - $4.4M

Buyer Deals

Total Deals 13
Total Value $25,457,250
Average Sale Price $1,958,250
Price Range $80K - $9.5M

Production Over Time

2 Year View by Quarter

Seller Deals

Total Deals 24
Total Value $26,365,000
Average Sale Price $1,098,542
Price Range $435K - $4.4M

Buyer Deals

Total Deals 58
Total Value $71,807,150
Average Sale Price $1,238,054
Price Range $80K - $9.5M

Matthew's Listings and Deals

Agent License: Florida #3400684
Agent Photo

Matthew Sheehan