There is no place quite like Key West. Perched at Mile Marker 0 at the southernmost tip of the continental United States, this four-by-two-mile island carries more history, personality, and cultural weight per square foot than almost anywhere in the country. From the Victorian mansions and classic Conch cottages of Old Town to the sailboat-studded waters of the Historic Seaport and the residential estates of New Town and the Casa Marina District, Key West offers a real estate market as layered and compelling as the city itself.
Key West luxury real estate spans a remarkable range of architectural styles and property types. Historic Old Town is famous for its landmark Conch-style and Victorian homes — wraparound porches, impact-resistant mahogany shutters, lush tropical gardens, and private pools tucked behind white picket fences. These properties are among the most sought-after in Florida, combining irreplaceable historic character with modern luxury renovations. Beyond Old Town, the Casa Marina neighborhood offers larger estate-style homes just steps from the Atlantic, while the Truman Annex community provides a gated enclave of Key West-style townhomes and single-family residences near the waterfront. For those seeking deep-water dock access, the Historic Seaport and adjacent neighborhoods offer direct marina access with some of the most spectacular Key West harbor views available.
Key West has been home to Ernest Hemingway, Tennessee Williams, Robert Frost, and John James Audubon — and that creative legacy lives on in every gallery, open-mic night, and literary festival the city hosts today. The island's cultural calendar is perpetually full: the Key West Literary Seminar, Fantasy Fest, Hemingway Days, and the world-famous Sunset Celebration at Mallory Square draw visitors from every corner of the globe. Duval Street — Key West's legendary main thoroughfare — offers a walkable parade of world-class restaurants, art galleries, boutique shops, and iconic bars that make city living here truly unlike anywhere else. This is a place where residents don't just live — they participate in a lifestyle that refuses to take itself too seriously.
Key West is one of Florida's most enduring vacation destinations, generating exceptional demand for short-term and vacation rental properties year-round. The city's global reputation, combined with its finite island geography and historic preservation requirements that limit new development, creates a supply-constrained market that has historically supported strong property value appreciation. Whether you are seeking a luxury primary residence, a high-performing vacation rental, or a landmark historic estate to restore and personalize, Key West's real estate market rewards buyers who recognize the irreplaceable value of owning a piece of this legendary city. With Florida's no state income tax advantage and robust visitor traffic throughout the year, the investment case for Key West luxury real estate has never been stronger.
Our team of Florida Keys luxury real estate specialists understands what makes Key West ownership uniquely complex and uniquely rewarding — from historic district review processes and flood elevation considerations to navigating the most competitive listing market in the Lower Keys. Browse available Key West luxury homes for sale below and let us guide you to the property that matches your vision of life at the end of the road.
25,824 people live in Key West, where the median age is 46.5 and the average individual income is $59,457. Data provided by the U.S. Census Bureau.
Total Population
Median Age
Population Density Population Density This is the number of people per square mile in a neighborhood.
Average individual Income
There's plenty to do around Key West, including shopping, dining, nightlife, parks, and more. Data provided by Walk Score and Yelp.
Explore popular things to do in the area, including Keys Fresh Seafood Market, The Cafe Viento, and Limes And Pies.
| Name | Category | Distance | Reviews |
Ratings by
Yelp
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|---|---|---|---|---|
| Dining | 2.71 miles | 6 reviews | 5/5 stars | |
| Dining | 1.73 miles | 7 reviews | 5/5 stars | |
| Dining | 1.62 miles | 5 reviews | 5/5 stars | |
| Shopping | 1.9 miles | 10 reviews | 5/5 stars | |
| Active | 2.42 miles | 22 reviews | 5/5 stars | |
| Active | 1.87 miles | 12 reviews | 5/5 stars | |
| Active | 0.74 miles | 5 reviews | 5/5 stars | |
| Active | 0.19 miles | 6 reviews | 5/5 stars | |
| Active | 3.11 miles | 8 reviews | 5/5 stars | |
| Active | 1.88 miles | 6 reviews | 5/5 stars | |
| Active | 1.58 miles | 7 reviews | 5/5 stars | |
| Active | 1.58 miles | 27 reviews | 5/5 stars | |
| Active | 0.82 miles | 8 reviews | 5/5 stars | |
| Active | 1.97 miles | 11 reviews | 5/5 stars | |
| Active | 0.23 miles | 21 reviews | 5/5 stars | |
| Active | 0.4 miles | 6 reviews | 5/5 stars | |
| Active | 1.57 miles | 65 reviews | 5/5 stars | |
| Beauty | 1.52 miles | 5 reviews | 5/5 stars | |
| Beauty | 0.76 miles | 8 reviews | 5/5 stars | |
| Beauty | 1.9 miles | 5 reviews | 5/5 stars | |
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Key West has 11,188 households, with an average household size of 2.21. Data provided by the U.S. Census Bureau. Here’s what the people living in Key West do for work — and how long it takes them to get there. Data provided by the U.S. Census Bureau. 25,824 people call Key West home. The population density is 4,612 and the largest age group is Data provided by the U.S. Census Bureau.
Total Population
Population Density Population Density This is the number of people per square mile in a neighborhood.
Median Age
Men vs Women
Population by Age Group
0-9 Years
10-17 Years
18-24 Years
25-64 Years
65-74 Years
75+ Years
Education Level
Total Households
Average Household Size
Average individual Income
Households with Children
With Children:
Without Children:
Marital Status
Blue vs White Collar Workers
Blue Collar:
White Collar:
