Established and licensed ASA Sailing School with a fully equipped 30' sailboat, complete course materials, and a strong local reputation. Ideal for a licensed Captain and ASA Instructor or for someone ready to quickly obtain the necessary credentials and start teaching in paradise.
This property presents an outstanding investment opportunity or an ideal space for a restaurant owner. Located in the heart of Key West's bustling commercial corridor, it offers high visibility and prime foot traffic. The property consists of two commercial condos that have been seamlessly combined. Together, they form a spacious 1,592 SqFt. restaurant space. With seating capacity for 100 guests, it provides ample room for dining and events. Situated in Duval Square, this is a rare chance to own a well-positioned property in a vibrant area.
Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! Priced at less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime Old Town location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes 7). Presently being used as: one 2-bedroom unit, three 1-bedroom units and 2 studio units. All with separate exterior entrances. Convenient location is close to many Old Town attractions including world famous Duval St. Perfect for employee housing or income producing multi-unit property. Advanced notice required before showings and don't expect to see all six of the units at once. Please do NOT disturb tenants. This is a duplicate entry.
Look at this Deep Sea Sport Fishing Charter Business with Rare Slip Lease Key West, FLOwn a fully operational and highly respected fishing charter business in the heart of Key West. Located on the iconic Historic Charter Boat Row, this long-standing business comes with a rare and valuable commercial boat slip lease, making it one of the most desirable opportunities in the area.This business includes a 1971 AMF Concord 46.8' sport fishing vessel, recently surveyed and ready for action. Powered by twin Cummins 6CTA 8.3L supercharged 450hp diesel inboards, the boat is equipped for serious offshore trips and overnight adventures to the Dry Tortugas. A Kubota diesel generator powers onboard systems, and the vessel is outfitted with a brand-new Garmin GPSMAP(r) 943xsv 9-inch high-resolution touchscreen chartplotter. Additional gear includes new outriggers, two downriggers with drop balls, an electric deep drop reel, and a premium tackle setup featuring three Penn International 50s and four Shimano Tiagras (two 20s and two 30s). Onboard features include a live well, bait freezer, ice machine, dock box, and ample storage for extended trips.Included in the sale are two reserved marina parking spots for you and your guests--an extremely valuable perk in Key West. Also transferring with the business are two well-established, high-traffic websites (keywestfishingviking.com and captainmagnus.com), two active Facebook pages, a YouTube channel, and a business phone number that has remained unchanged for over 25 years. A loyal customer database is included, featuring contact information from years of repeat clients, along with a steady stream of new bookings driven by a strong online presence and five-star reviews.This is one of the oldest and most respected sport fishing charters in Key West, known for professional service and an unforgettable experience on the water. If you've dreamed of owning a lifestyle business in paradise, now's your chance.
Prime Commercial Condo in Duval Square!Located in the heart of Old Town Key West, this versatile and well-priced commercial condo in Duval Square is ready for your vision. Ideal for retail, office, or other approved use. Surrounded by a vibrant mix of shops, dining, and services, this high-visibility space offers customer parking in the Duval Square lot plus one gated, covered space in the secure garage. Other features are a private bathroom, two large picture windows, and storage room, too. Just steps from world-famous Duval Street, this is a rare opportunity to customize your own space in one of Key West's most desirable commercial locations. Business is not for sale and not included.
A Rare Investment Opportunity in the Heart of Old Town Key West. NIGHTLY RENTALS ALLOWED. Introducing The Watson House--one of the largest and most versatile TRANSIENTLY licensed estates in Key West. Situated just one block off Duval Street on iconic Simonton Street, this 11-bedroom, 11-bath compound spans two distinct residences: a stately 7-bedroom mansion and a sleek, modern 4-bedroom villa--each with its own private pool.Zoned with two transient licenses and off-street parking for 4+ vehicles, this exceptional property offers unmatched flexibility for luxury rentals or private use.The grand mansion was reimagined in July 2022 by a local designer, featuring fresh paint, stylish new furnishings, and 12-foot soaring ceilings. The main level includes two guest rooms with baths, formal living and dining rooms, a parlor, and a well-appointed kitchen that opens to the pool deck and outdoor dining area.Upstairs, four en suite bedrooms include two primary suites with private balconies--one overlooking Simonton Street, the other with views of the pool. A spacious third-floor suite, accessed via an interior or exterior staircase, offers a private living room, wet bar, and yet another balcony retreat.The villa, renovated to the studs in 2014, offers a clean, contemporary design with 4 bedrooms, 4 baths, full kitchen, living area, private pool, and outdoor bar--perfect for entertaining.Whether you choose to rent the estate in its entirety or as two separate homes, The Watson House is a rare asset in Key West's luxury rental market--highly sought-after and consistently booked well in advance.
Prime commercial space available with over 1,300 sq. ft. centrally located in Old Town. Unit is an end unit and has hurricane rated windows and doors, features one assigned parking spot and is located in the X Flood Zone. Tenant in place is to not be disturbed. *Seller is a licensed Florida realtor.
Significantly reduced price as a sales incentive package of 2 profitable CBD/THC stores on Duval Street, Key West. Operating for 3 and 2 years. Prime location with heavy foot traffic from tourists and locals. Avg. monthly revenue ~$100,000, net profit ~$36,000, combined rent ~$24,850. Sale includes ~$30,000 in inventory, valid licenses (HAMP + Food Permit), and annual leases with open renewal options. Full transition support provided. Asking price: $799,500. A rare opportunity to own a high-margin retail package in Florida’s top tourist zone with immediate income potential.
Significantly reduced price as a sales incentive For Sale: Profitable CBD/THC Retail Store – ON Duval St, Key West Turnkey high-margin business in prime tourist location. 3 years of proven success. Strong cash flow, loyal customer base from local and tourist traffic. Avg annual net profit: $216K. Includes equipment, licenses & inventory (~$30K). Owner provides training/support. Asking $399K (2x earnings). Option: Add 2nd location—both stores for $799K. Rare chance to own a profitable, ready-to-run business in Key West’s top commercial zone.
Significantly reduced price as a sales incentive CBD/THC Retail Store for sale – ON Duval St, Key West Turnkey high-margin business in prime tourist location. 3 years of proven success. Strong cash flow, loyal customer base from local and tourist traffic. Avg annual net profit: $216K. Includes equipment, licenses & inventory (~$30K). Owner provides training/support. Asking $349K (2x earnings). Option: Add 2nd location—both stores for $649K. Rare chance to own a profitable, ready-to-run business in Key West’s top commercial zone.
Completely remodeled from top to bottom, this turnkey restaurant in the heart of Old Town Key West offers a rare opportunity to own a fully updated and licensed 150-seat dining destination. Every inch of the property has been thoughtfully renovated, including brand-new electrical, plumbing, HVAC, flooring, lighting, and fixtures, creating a fresh, modern space that still captures the charm and character of historic Key West. The layout features expansive indoor-outdoor dining areas, a stylish full-service bar, and newly designed restrooms, all tailored for comfort, ambiance, and efficient flow. The commercial-grade kitchen is fully equipped with state-of-the-art appliances, ample prep space, and storage, making it ideal for high-volume service across a wide range of culinary concepts. Adding to its versatility, the property also includes a beautifully updated 1-bedroom, 1-bathroom apartment upstairs--perfect for on-site living, staff housing, or additional rental income.
Boutique commercial, ground floor office condo for sale in Old Town at Seafoam Condominiums. Only one of two Commercial units in the building. This 665 sf. office is turnkey and perfect for Professionals looking for a small office to own vs. paying rent every month. Great location and close to everything in town either by walking or biking. Exterior has several large pane windows for natural light inside. To enter off the sidewalk there are a set of gorgeous, hand made mahogany french doors. Also, there is an interior side door for private access. Interior has 12' ceilings and the layout includes front seating area with a receptionist window, administrators office and private office in rear. Half bath is ADA compliant. This unit has been totally renovated and ready to move in. Renovations include new Brazilian cherry wood floors & keystone flooring in the bathroom. upgraded electric and lighting, freshly painted, Central AC and wireless Security system. Seafoam building has coded entrance, atrium hallways and large in-ground concrete pool exclusively for Condo owners and guests. HOA fee of $1,286/mos. includes insurances and reserves. Includes Liability, Wind and Flood insurance. Building has never flooded and in X flood zone. Building is up to date with SIRS and milestone inspections. Additional $587/mos. special assessment for windstorm insurance. Same owner since 2008.
Well-established, highly profitable landscape maintenance business available in the Lower Keys with immediate earning potential for the right buyer. The business services 17 loyal, premier residential clients primarily in Key West, the Casa Marina neighborhood, and Key Haven neighborhood. Sale includes all essentials needed for continued success, including Stihl battery powered maintenance equipment and 2023 Ford F-150.Full, detailed list of equipment and previous years financial information available to a qualified buyer with a signed Confidentiality Agreement. Buyer may consider some Seller financing; substantial down payment required. BUSINESS ONLY. No Real Estate.
Heron House Court presents a unique chance to own a boutique guesthouse in the heart of Old Town Key West. This historic gem has been well maintained through the years & offers 15 deluxe rooms (14 licensed transient rentals).The relaxed atmosphere, with its private porches and multiple decked lounging areas throughout creates a wonderful ambiance.Steeped in history, Heron House Court circa 1900, was originally built to house the workers of Flagler's famous overseas Railway & is listed on the national register of historic places.Perfectly situated just a short stroll from Duval Street's world-class dining, shopping, and nightlife, as well as the Historic Seaport boardwalk, this island retreat attracts a steady stream of visitors year-round. The island-style setting, lush tropical gardens, expansive covered porches, and serene heated pool, create an unforgettable Key West experience.Sold fully furnished and turnkey, this well-established business includes all equipment, booking software, and a proven rental history, ensuring a smooth ownership transition. Heron House Court is a rare and wonderful opportunity to own in one of the most sought-after locations in Key West with unlimited potential.
Newly formed commercial condo now available for sale on White Street in X Flood Zone! This 1,169sf 1st floor corner unit has been extensively updated and renovated with hurricane rated impact windows & doors and comes with 1 assigned parking spot. The monthly condo fee for this unit is $614.37 and includes windstorm and liability insurance. Condo docs & survey in documents tab. Tenant in place, please do not disturb business. HNC-1 zoning uses include professional offices, retail sales & services, specialty shops, restaurants. *3 other commercial condos also available. **Seller is a licensed Florida realtor.
Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Don't miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!
Buy a Bar & Liquor Store in Key West! Dons' Place is the opportunity to purchase an Iconic and Landmark Indoor and Outdoor Bar & a Liquor Store with a Drive Through! This package is rarely available in Key West or anywhere in the Keys. Big bonus is that is includes a very valuable, full, unrestricted & transferrable 5-COP Liquor License that includes Tobacco & Retail Beverage with no food requirement! BEV 5400161.Monroe County Liquor Licenses are valued well over $1 Million and 2024 County Just Market Values of the two real estate parcels is over $2.8 Million. Total Asset value alone is over $3.8 Million, not including business value.Two parcels of land total 11,836 sf. at corner of Truman & Grinnell Streets.The Indoor Bar and adjoining Liquor Store are in the main corner, CBS 2,396 sf. building along with men's and women's restrooms, office & storage. The building also operates maybe the only drive through, pick up window for Beer, Wine and Liquor left in the Keys! Several major repairs include new AC unit, new Bar, all new water lines and plumbing upgrades. New roof in 2022. There is an existing backup propane Generac Generator with automatic transfer not working. All Furniture, Fixtures and Equipment included.Outside is another 1,588 sf. covered outdoor Bar for entertaining, weddings, special events and parties. There is bar and table seating and a separate small office/storage building. The Bar and Liquor store are popular with both tourists and locals. The business is family managed with absentee owners and a few long time employees. Current Bar hours are 7am until 4am, 7 days per week. The Bar and Liquor Store are a money making operation with so many opportunities for growth for a new owner. Currently there is no food service on site, only pre-packaged snacks sold, but HNC -1 Zoning allows many commercial and residential uses & likely Food Trucks for added income.Same absentee owners since 1998 and first time listed for sale.
Rare Duval Street two-story building lease opportunity located in the heart of Key West's tourism district. Ideal for a first class build out, this free-span concrete structure offers 6,230 sq. ft. with 10' ceilings, 35' of street frontage, and a second-floor balcony overlooking Duval Street, perfect for redevelopment. Located steps from Sloppy Joe's, Rick's, Irish Kevin's, and Hog's Breath and other top retailers and restaurants. This high-visibility location benefits from thousands of tourists and cruise ship passengers passing by daily. Don't miss this prime opportunity in the heart of Key West! Triple net fees and sales tax are in addition to the base rent quoted.
Dreamers and visionaries! Step into the pages of Key West lore with this enchanting waterfront property, whispering tales of Old Town charm from its perch on the edge of paradise. Built prior to 1912, and lovingly held by the same family for over a century, this sprawling 15,609 square foot lot, zoned General Commercial, awaits your masterpiece. Picture a bustling restaurant serving up fresh seafood and island vibes, a charming boutique hotel nestled amidst tropical gardens, or a tranquil marina where sailboats sway in the gentle breeze. The possibilities are as endless as the ocean views. This unique property boasts a legal five-unit multi-family configuration, including a historic main house and a separate cottage. The main house features four units with a total of 5 bedrooms and 4 bathrooms, perfect for accommodating guests or creating a vibrant community. Meanwhile, the charming cottage, with its 2 bedrooms and 1 bathroom, offers a private oasis for rest and relaxation. Nestled beside Garrison Bight, a stone's throw from Bayview Park and Tennis Courts, and just a bike ride away from some of the island's most stunning beaches and attractions, this location is a true Key West treasure. The property is currently tenant-occupied; please allow 48 hours notice for viewings (and you might not be able to see all units in one go). Buyers to verify restoration and development rights to unlock the full potential of this historic gem. Ready to set sail on a new adventure? This once-in-a-lifetime Key West investment is calling your name. Don't miss out, schedule your private showing today!
Step into ownership of a unique and thriving fish spa located in bustling Key West, Florida. This highly-rated business offers clients a one-of-a-kind relaxation experience, combining innovative fish spa therapy with a luxurious pampering process. With advanced filtration systems, a loyal customer base, and a stellar 4.9-star reputation, this spa stands out as a local favorite among both residents and tourists.With room to expand services and capitalize on growing wellness trends, this turnkey operation is perfect for a passionate entrepreneur looking to dive into the beauty and wellness industry. The prime location, established operations, and real growth potential make this an opportunity you don't want to miss. Contact us today to learn more and make this exceptional business yours! Seller Financing Possible.
Step into Key West history with this remarkable property, available for the first time in generations! Located just a block from world-famous Duval Street and across from the Federal Courthouse, this property at 314 Simonton Street offers a unique blend of historic charm and modern potential. Originally a hotel with a Ford dealership on the ground floor, this three-level building is steeped in heritage. Even the legendary Ernest Hemingway chose it as his base, staying here for a month while awaiting delivery of his car in 1928. Currently set up and legally recognized as 8 units, an atrium, garage, and a pool, this property provides an unmatched opportunity for someone who loves trophy properties. Whether you envision a grand single-family estate or multi-unit living combined with commercial space on the lower level, the possibilities are endless.Don't miss the chance to own a piece of Key West's past while shaping its future with this truly one-of-a-kind property.
New Town Professional Space available in excellent location on Flagler Ave. Front glass entrance opens up to a large open space comprising of approximately 3877SF with a private bathroom, off street parking, and a rear entrance on Riviera Dr.
Located on the northside of Old Town only two blocks from the historic Key West Port,NYAH is walking distance from the main strip of bars and restaurants on Duval andproximate to historical landmarks such as the Southernmost Point, Ernest HemingwayHome, Key West Butterfly Conservatory, and Mallory Square. The Property is designed for hosting group travelers offering both private and shared guestrooms. Private Rooms can accommodate groups of up to six people and each guest is provided their own bed, locker, and set of towels. Guestroom amenities include en-suite bathrooms, private lockers, and personal charging docks. Home to three outdoorpools, NYAH is in possession of a bar license and serves drinks from the front desk. NYAH also features an office space which can be converted into a 3-bedroom transient unit. As the Property holds 36 transient licenses, no additional ROGO is needed.
Located at 521 United Street, the Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory. With much of the old cigar factory features restored, the award-winning transformation allowed the old Key West designs to live on throughout a modern-day establishment. The Southernmost Inn offers 38 newly renovated rooms featuring modern interiors with a classic neo-colonial design. All guestrooms feature en-suite bathrooms, flat screen TVs, and colonial wooden blinds. The Boutique also boasts a gorgeous outdoor common area with lush gardens, two pools, one jacuzzi, a bar (currently closed), and a relaxing dining area.
Development Opportunity. (4) townhouse unit complex situated on a heavily landscaped 10,000 sq ft parcel. Comprised of (2) side by side duplexes legally subdivided as ( 4 ) individual, 750 sq ft (under air) licensed units, with (4) separate legal descriptions, parcel numbers, insurance policies, & utilities meters. At one time, there were four individual loans on each of the units as well.**** The only common area is the roof over each duplex, the shared wall between the units and walkways between, and on either side of each of the (2) duplexes. **** Each unit has its own laundry room addition directly off the kitchens with separate exterior screen doors - - (4) pairs of new washers & dryers. Current below market rents for each 2 bedroom, 1 bathroom unit runs between $2,225 to $2,900 with the lower rents soon to be increased.***** Always operated as a successful rental property, the units were never sold off, which is definitely the Highest and Best use of the complex. Added value would be to install a lap pool/ patio area in the 100' wide back yard as a common use amenity. 2nd option - would be to provide a private pool area for each of the rear (2) units, giving each one half of the large rear yard, greatly increasing their sale value. Mature landscaping that has been well maintained surrounds the property and separates the units. Other valuable amenities are the over sized covered front porches with high open beamed ceilings offering additional square footage - and - valuable on site parking for 10 cars. The property has been continually well maintained - painted, new air conditioners & water heaters replaced when needed and blinds & curtain rods on all windows. All roof screws were replaced & new ones added to code standards. ***** Under ''Documents Tab'', see the survey with legal descriptions for each unit, floor & site plan & aerial photo. (4) Windstorm, Flood, Fire & Liability policies in place. Call for additional information. Realtor owned
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Key West is located in Florida. Key West, Florida has a population of 26,776. Key West is more family-centric than the surrounding county with 23.73% of the households containing married families with children. The county average for households married with children is 20.65%.
The median household income in Key West, Florida is $75,638. The median household income for the surrounding county is $73,153 compared to the national median of $69,021. The median age of people living in Key West is 44.2 years.
The average high temperature in July is 89.4 degrees, with an average low temperature in January of 63.6 degrees. The average rainfall is approximately 43.8 inches per year, with 0 inches of snow per year.
