$1,419,453Average Value$1,003Average Price per Sq Ft285Homes For Sale
Beaches and booming nightlife at the southernmost tip of Florida
Key West is the southernmost city in the continental United States. Sitting at mile 0 of historic U.S. Route 1, this iconic Florida locale is often referred to as “The end of the road.” With a booming tourism industry and nightlife scene, this small island community may feel tightly packed with crowds on sunny summer evenings, but longtime residents appreciate the community’s know-your-neighbor attitude all year round. Compared to mainland cities, Key West is relatively isolated, so something as simple as a trip to Walmart may involve a ferry ride or a 100-mile drive on an overseas highway. As a result, those living full-time on the island become very close and tend to rely on one another. “In so many ways, it’s difficult to live here,” says longtime resident and Key West poet laureate Emily Schulten Weekley. “It’s even hard for trees to put down roots on a coral island. The remoteness is challenging, but it’s a magical place, and the people here work hard for it because they love it so much.”
Not too many but you can find beaches in Key West mostly on the East side of the island.
Sloppy Joe`s is a staple to the Key West nightlife.
This is the Southernmost point that millions of tourists visit each year in Key West.
Beautiful blue ocean will surround your life when you live in Key West.
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Key West relies on tourism and local businesses
Tourism and food services are the leading industries in Key West, and a strong military and marine science presence rounds out the economy. Employment opportunities are spread across the Florida Keys. Weekley works on Stock Island next door as an English professor. Her school, the College of the Florida Keys, attracts students studying marine biology and those interested in renewable energy. “We do a lot of research on wind, water and solar energy because of our location,” Weekley says.
Fishing is another major player in the local economy. While folks may see cruise ships more often, fishing vessels dot the horizon whenever a storm rolls through. Shrimp boats are on the water, too; however, the city’s shrimp industry isn’t what it was during the historic Florida Pink Gold Rush, which ended around 1980. Businesses in Key West are locally focused, with only a few national big box and grocery chains. Many stores are family-owned, like Fausto's Food Palace, which was originally run out of a house when cigar roller Fausto Castillo started it in 1926. Weekley is married to Castillo’s great-grandson, and the family continues their forefather’s legacy of bringing Cuban staples and delicacies to Key West’s close-knit Cuban community.
Cuban Cafe is part of the lifestyle in Key West.
Local businesses are important to the community life in Key West.
Tourists gathering to watch the sunset every night from the Malloy Square in Key West.
There is a great Farmers Market every Thursday in Key West where you can see the locals.
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Old Town's famous strip and waterfront plaza
The hottest restaurants and bars are in the historic Old Town district, focused around its signature strip, Duval Street, and waterfront plaza, Mallory Square. Many tourists come out to play at the square, unloading from cruise ships like clockwork each winter. Visitors and locals alike enjoy the plaza’s nightly Sunset Celebration series, with live musicians, stunt performers and local vendors. Wandering between jugglers, storytellers and food stands, attendees get a sense of the Keys DIY arts scene under what Weekley calls “an endless pink sky.”
The vacation vibes trickle down Duval Street and the surrounding Old Town blocks. This corner of the island is famous for its nightlife, featuring dozens of eclectic bars like the landmark Green Parrot, popular for its underground shows. Cuban eateries and coffee shops are all over, but Key West’s main culinary star is seafood. Locally sourced fish is commonly featured at both fast-casual and upscale establishments. As for where to find the best key lime pie, there are several contenders, but very few customers are sorry after trying a slice from Blue Heaven. The unique restaurant features open-air seating and a quirky feel, thanks in part to the cocky roosters strutting their stuff for scraps. “I’ve heard a lot of stories about why we have wild chickens on the island,” Weekley says. “The main theory is that there used to be a cockfighting industry – if you can even call it that. My husband said that someone told him they were forgotten pets, like our iguanas. I don’t know the truth, but I know people like that cockfighting story.”
Blue Heaven Restaurant has a charming courtyard patio that visitors enjoy very much.
Waterfront plaza where tourist gathering to enjoy the sunset in Key West.
The famous Duval Street where most of the action happening during night time in Key West.
Popular spots like the famous Margaritaville Store from Jimmy Buffet.
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Fort Zachary Taylor Historic State Park
Although some beaches here can feel more rocky than sandy, Smathers Beach offers traditional stretches of white sand. Locals can visit Fort Zachary Taylor Historic State Park to enjoy biking, hiking trails, and scenic fields alongside the crystal blue sea. Snorkeling, sunbathing and fishing are all popular seaside hobbies, though wildlife enthusiasts may opt to kayak through mangroves or visit one of the island’s nature preserves to see all the native species. Key West Butterfly & Nature Conservatory features a range of foliage and butterfly species unique to the area. “There are so many amazing tropical flowering plants that smell so good,” Weekley says. “And there’s a real sweetness when things bloom – like sweet almond bushes or jasmine.”
The Beach at Zackery Taylor Historic State Park is a great place to cool off.
Palm trees will provide shade by the ocean in the Zackery State Park.
There are great hiking trails in the Zachary Taylor State Park that you can enjoy.
There is an active marine life that you can see and be part of if you are adventurous.
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Historic conch houses and multimillion-dollar estates in Old Town
Homes in Key West span from small beach cottages to multimillion-dollar waterfront estates, with a median price of $1.4 million for single-family dwellings. While newly built homes pop up now and then, limited available land on the island means that most homes here were built between 1920 and 1980. Old Town is both the face and heart of Key West. So here, 1930s two-bedroom conch houses needing a little TLC start close to $700,000. Old Town’s larger move-in-ready properties can cost as much as $9 million for a historic mansion or even more for a rare waterfront find.
Whether located within the island’s sought-after X-flood zone or a section with lower elevations like Mid Town, flood insurance is highly recommended. Hurricane season ranges from the start of June to the end of November, during which residents of Key West exercise caution as the island is vulnerable to coastal storms.
Key West style conch homes are part of the streetscapes on the island.
Gated multi million dollar homes with private pools and large gardens are very beautiful.
You can find beachfront condominiums also if you prefer that lifestyle.
Colorful homes will dominate the market in Key West.
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Island transit at the tip of U.S. Route 1
Transit to mainland Florida from Key West can be tricky. U.S. Route 1 is the only road that can access the mainland, more than 100 miles across the rest of the Florida Keys and landing on the coast south of Miami. Key West International Airport and the Key West Ferry, which connects to Fort Myers Beach, present alternatives to driving. For travel within the island, the Workforce Express bus line runs east to west and can take passengers to nearby military outposts, while the Duval Loop runs in a circle around Key West’s shopping and dining district.
The famous zero mile marker for US 1 Road that starts from Old Town Key West.
The bus services are frequent and reliable in Key West.
Key West International Airport is providing daily flights to Miami.
US 1 Road is peacefully leading out the way from Key West and connecting the islands.
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The Monroe County School District
Local kids are zoned for Monroe County School District, which is rated B-plus overall by Niche. Schools serving every grade level are located on the island, so students don’t need to cross to nearby islands for their education. The island’s location in the Atlantic makes it a prime spot for studying marine sciences, whether at the College of the Florida Keyes or Sigsbee Charter School. Sigsbee, graded A-minus, is a local standout with specialized marine sciences education for grades K-8.
Horace O`Bryant School is offering great education to the students.
Key West High School is the largest school complex on the island.
The Basilica School is a semi private establishment with great reputation.
The College of the Florida Keys have many marine related subject to study and practice.
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Crime rates in comparison to mainland Florida
Although crime rates in Key West are higher than the national average, with 4.9 violent crimes per 1,000 residents against the national average of 3.8, the island reports lower crime rates than mainland Florida cities like Miami Beach or Orlando, which report violent crime rates of 10.6 and 8.2 per 1,000 residents. Against a national average of 19.54, Key West reports a property crime rate of 23.5.
Written By
Micaela Willoughby
Photography Contributed By
Gabor Kovacs
Video By
Maurice McNeil
Interested in learning more about homes in this area?
Reach out to
Darrin Smith,
an experienced agent in this area.
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On average, homes in Key West, FL sell after 115 days on the market compared to the national average of 57 days. The median sale price for homes in Key West, FL over the last 12 months is $1,150,000, up 9% from the median home sale price over the previous 12 months.
Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental Opportunity SELLER CREDIT NOW OFFERED WITH QUALIFIED OFFER FOR NEW DOORS AND WINDOWSStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key
Some homes are renovated. This one was restored - with the kind of patience and reverence that only comes once in a generation. 1230 South Street is a five-bedroom, five-and-a-half-bath estate that stands apart not simply for what it has, but for what it represents: a masterwork of historical accuracy and modern luxury, executed without compromise. Original Dade County Pine runs throughout the
Discover the rare opportunity to own a premier developer's unit in one of Key West's most desirable waterfront communities. Perfectly positioned just across the street from world-famous Smathers Beach, this spacious 3-bedroom, 2-bath condo blends coastal luxury with unbeatable island convenience.Inside, expansive living spaces open to large windows and glass doors showcasing ocean views and
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a
Welcome to your dream coastal retreat, where breathtaking Gulf and Marina views await from this desirable 3rd-floor lock door unit - where 2 units can be combined into one or separate. Nestled within a secure, gated community, this resort-style property offers exceptional amenities, one unassigned parking space, a sauna, fitness center, and the on-site Pirates Cove Café--everything you need for a
Penthouse Top Floor End Unit B51 Experience premium waterfront ownership with this deeded timeshare in the highly coveted building at the Galleon Resort. This unit offers one of the most beautiful Key West Sunsets in the resort.The residence boasts windows for abundant natural light and a balcony that maximizes the breathtaking waterfront setting. Enjoy front-row views as Coast Guard vessels
Experience premium waterfront ownership with this deeded timeshare in the highly coveted Building C at the Galleon Resort1 This PENTHOUSE, end-corner unit offers one of the most desirable locations in the resort, featuring unobstructed, straight-on views of the Gulf of Mexico. The residence boasts soaring vaulted ceilings, additional windows for abundant natural light, and multiple balconies that
Rare WATERFRONT home on the island of Key West, an incredible value priced well below the last comparable sale. Tucked behind the gates of the exclusive Gulf View Pointe community, a rare opportunity awaits to own a waterfront townhome in Key West. This three-bedroom, three-full-bath residence offers the luxury of a private pool and includes a dedicated carport. As you step through the front
PentHouse! What an incredible opportunity to own this fabulous penthouse at the Galleon Resort. Enjoy this deeded week 32 and celebrate Lobster Week and the Rum Festival yearly with the rest of Key West. The Penthouse boasts expansive, straight-on views of the Gulf of Mexico, Pool and hot tub, the private beach, and the Tiki Bar, where a local guitarist performs nearly every day or night. There
Escape to Sunset Key, a private island sanctuary where refined elegance meets effortless tranquility. Just a four-minute ferry ride--operating 24 hours a day--from the vibrant charm in the heart of downtown Key West, this serene enclave offers the rare balance of seclusion and accessibility, keeping the energy of Old Town within effortless reach at any hour. This exquisite three-bedroom,
Some addresses offer more than a place to stay, they offer a lifestyle. This brand-new Old Town studio is one of them: a refined pied-à-terre in the heart of Key West's Historic District, designed for those who appreciate effortless luxury. Completely reimagined from the ground up, the space blends clean, modern lines with warm, natural finishes. Wide-plank white oak floors, a bright, airy
Welcome to 1120 Stump Lane, a beautifully renovated 2-bedroom, 2-bath retreat tucked away on a highly desirable and quiet lane in the heart of Old Town Key West. This turnkey home offers true peace of mind, with major updates completed in recent years, including a new roof, plumbing, air conditioning systems, and electrical. Impact windows and doors further enhance comfort and security. From the
Welcome to 60 Golf Club Drive, Key West, FL - A Fully Furnished Tropical Retreat with Private Pool and Turnkey Rental Opportunity SELLER CREDIT NOW OFFERED WITH QUALIFIED OFFER FOR NEW DOORS AND WINDOWSStep into island living at its finest in this beautifully appointed 3-bedroom, 2.5-bath home with well appointed den / office (could function as 4th bedroom) located in the sought-after Key
Key West Oasis - A Tropical Compound Steps from the Sea. House, Pool & Guest Retreat located near by Casa Marina and steps from Old Town. Welcome to your own private tropical compound just blocks from the beach, tennis and pickleball courts, and the iconic White Street Pier where you're perfectly positioned for sunrise strolls, sunset views, and everything in between. Nestled on a lush corner lot
Waterfront opportunity on laid-back Geiger Key! Enjoy the 'Key West' address at a mere fraction of the cost. This property offers 52 ft. concrete dockage and seawall along a clean, turquoise swimming canal w/easy access to open water. Ready for your skiff, kayaks, or paddleboards! Investment is calling, speaking directly to the cash buyer seeking a true FL Keys lifestyle--boating, outdoor living,
Available April 1st 2026.Stunning open water views from this beautiful oceanfront home. You can enjoy quiet mornings and spectacular sunsets.The home features 2 bedrooms 2 bathrooms and the main bedroom has a king and an en-suite. The guest bedroom is furnished with a queen size bed. Second bathroom can be accessed from the main living/kitchen area, as well as from the guest bedroom hallway. Pets
Welcome to The Quarry, a residential community in Key West, FL featuring one, two, and three bedroom apartments. Spacious layouts welcome you home, along with exceptional service and an ideal location close to shopping, dining and entertainment.
Ocean Walk apartments are located on the peaceful Atlantic side of the island, nestled among lush natural vegetation, just steps away from the beach. Ideally located just minutes from the best dining, shopping and entertainment Key West has to offer, Ocean Walk Apartment Homes boast spacious one, two, and three bedroom apartments, spectacular views, and first-rate amenities. Each recently
2 bedroom 2 bath that can be rented furnished or unfurnished. The building is located just across from Smathers Beach and a short ride away from shopping or entertainment. There are several amenities this building offers like the Oceanfront heated pool, hot tub, BBQ areas, gym, tennis courts and assigned covered parking with guest parking. Call today to schedule your tour.
Welcome to your Key West paradise at 1124 Eaton Street! Located in the heart of Old Town, this charming 2-bedroom, 2.5-bath home offers the perfect launchpad for your Key West adventure. Enjoy the luxury of a private off-street patio ideal for entertaining or a quiet retreat. Forget the hassle of parking with your own private parking space. Just a short walk to the Seaport, you'll have easy
Discover your place in the heart of Key West's most historic and vibrant neighborhood. The Lofts at Bahama Village offers affordable housing options designed for locals, where homeownership and rental opportunities meet the warmth of a close-knit community.Live steps away from iconic Key West landmarks, while enjoying the charm and cultural heritage that make Bahama Village truly one of a
Fully furnished 1 bedroom, 1 bathroom townhome in Bahama Village. Close to beaches and park. Walking distance to Duval Street. Fully fenced and private entrance. Monthly rent includes utilities. One small pet allowed.
The advertised rate of $18,964/month is the lowest available price, based on a 30 day(s) stay with a move-in date of August 3, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be
AVAILABLE MAY 1st. Lease at $2975 per month for a yearly lease. Renovated detached pool view cottage with stainless range and fridge/freezer close to vibrant White St with its cafes and restaurants, gourmet food stores, galleries and yoga studios. A short walk or bike ride to the beaches and the heart of Old Town, the Historic Seaport and Duval Street.....The compound has a large pool shared with
Property Id: 2388877Annual Lease. Option to renew excellent Key West location along Smathers Beach. UnfurnishedSpacious 3 Bedroom, 2 Bath at Las Salinas overlooking community pool, private balcony. Washer/dryer in units. Stainless appliances, several upgrades: new HVAC unit, fresh paint, solid wood cabinets, granite countertops, custom Container Store Elfa closets and tankless
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