This well-maintained two-story CBS structure offers exceptional investment potential with four (4) tenant-occupied office suites, each privately rented and featuring a private half bath and approximately 364 sq.ft. of space. The first-floor units are individually metered and equipped with separate HVAC systems, while the upstairs suites share electricity and central AC. Renovated in 2019, the building boasts luxury commercial vinyl flooring, upgraded bathrooms, and a kitchenette addition in one of the second-floor suites. Total net leasable area is 2,045 sq.ft. Recent improvements include impact-resistant windows, Hardie board siding, and a new roof. Located in the professional hub of Offices at Northside, this property offers excellent visibility, convenient central access, and low-maintenance ownership. Includes Parking and is centrally located to all your business needs.Agent Remarks: HOA $1,626 per month. Covers exterior insurance and maintenance. At the current list price, a new owner could enjoy a 6.8% cap rate. Please email for P&L reports. 2 units are long term leases. 1 downstairs unit is month to month and one upstairs will be availabe for rent 6.1.2025 (tenant will leave earlier for the right replacement) Please contact Bernice Schafer for more detailsShow: 24 Hour Notice; Call List Agent; LA Must Accompany
Mundy the Pirate is a unique seafood source in the Florida Keys, 45 years in business. Mundy the Pirate Mobile Restaurant does local seafood delivery in Key West and Stock Island. Whole Conch, Jumbo Scallops, Hog Fish, Grouper, Mahi Grunts, Lobster, Stone Crab, Deep Water American Red Shrimp, Key West Pink Shrimp, Rock Shrimp, Conch Ceviche, Fish Ceviche, Pink Shrimp Ceviche, Smoked Fish, Smoke Fish Dip and more.. Mundy the Pirate Seafood also ships seafood! The mobile establishment features a menu filled with fresh seafood, including local catches, and offers a variety of dishes that reflect the flavors of the Florida Keys. Additionally, the mobility allows easy access to many special events, enhancing the lively ambiance typical of Keys outdoor dining. The pirate theme adds a fun, whimsical touch to the dining experience, making it popular among both tourists and locals. This thriving Business is being offered with all the licenses, 2018 truck, enclosed trailer with flat grill, deep fryers, fish boxes, equipment. Owner will consider training new owner and introduction to local seafood vendors. This rare turnkey operation in paradise can be yours.
Discover an income-producing opportunity with this fully renovated office. Located in Key West on Northside Drive, this two-story building offers an impressive blend of modern upgrades and versatile spaces, making it a perfect investment. The ground floor is an immaculate medical practice, complete with a bathroom and kitchenette. The second floor features a spacious office suite, a bathroom, and two additional units. With a net leasable area of 2,045 SF, this property offers excellent rental income potential. Recent updates include new metal roofing and impact-resistant windows and doors, enhancing durability and minimizing maintenance. Positioned in a busy area of town, it's surrounded by numerous Key West professional services with plenty of parking.
Here's your chance to acquire a substantial real estate package consisting of four parcels totaling approximately 30,000 square feet of land. The property includes two commercial units offering a combined 1,108 square feet--ideal for business use or tenant leasing. Also included are six residential units featuring 6 bedrooms and 6 bathrooms across 4,597 square feet of living space--well-suited for rental income or multi-family occupancy. An additional vacant lot provides room for potential expansion or new development. This is a solid investment opportunity with existing income and future growth potential. Please do not disturb tenants.
Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.
Rare Multi-Family Investment Opportunity in Old Town Key West. This unique property is comprised of nine units, including eight updated one-bedroom, one-bathroom units and one two-bedroom, one-bathroom unit. 3 buildings situated on a 8,042 SqFt lot. It offers an exceptional opportunity for employers seeking staff housing, investors interested in a 1031 Exchange, or those considering a condo conversion. Please note that advanced notice is required to arrange showings, and not all units may be available for viewing as they are currently rented.
*****Investors!!!!!******Eight (8%) Cap Rate. Fully Leased Office Condo to a very strong tenant with very little overhead. This is the easy investment you are looking for.3 private offices with a large conference room, nice lobby and kitchen area. Great professional building with a wonderful mix of owners and tenants. Professionally managed building. Great location with amazing signage on North Roosevelt Blvd, one of the busiest streets in all of Key West. There is also an ocean view, so you can remember where you are!Please do not go to unit without listing agent, must make an appointment to show. Call today!All owners are Florida Licensed Real Estate Brokers and listings agent is also an owner of this office/condo.
Introducing a prime investment opportunity at 718-720 Caroline Street, Key West, FL now offered at a 6.5% cap rate. This historic property boasts a 3,424 SF building with three commercial units, offering versatile retail or street retail spaces for savvy investors. Built in 1918 this meticulously-maintained property captures the essence of Key West's rich architectural heritage. With a current 100% occupancy rate, it presents a lucrative prospect for investors seeking a flourishing market with a strong tenant base. Don't miss the chance to own a piece of Key West's history and secure a profitable venture in this sought-after commercial district. Businesses not for sale, please do no disturb the businesses.
Valuable, Unrestricted 5 -COP Liquor License for sale! Valid for all of Monroe County including all municipalities. Subject to local zoning regulations. BEV5400004. These unrestricted COP liquor licenses rarely are available anywhere in the Keys due to the limited number of liquor licenses in Monroe County. Possible to use for full liquor Bar with no food restrictions, also retail Package Liquor Store. Buyer to pay all transfer fees at closing and application fees in advance. Viva's is alive and well. They are obtaining an SRS Liquor License
Prime commercial space available with 892sf centrally located in Old Town. Unit has hurricane rated windows and doors, features one assigned parking spot and is located in the X Flood Zone. The monthly condo fee for this unit is $468.48 and includes windstorm and liability insurance. Tenant in place, do not disturb business. Condo docs & survey in documents tab. 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.
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.
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. The monthly condo fee for this unit is $729.45 and includes windstorm and liability insurance. 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 Old 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.
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.
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 2025 County Appraised Value of the two real estate parcels is over $2.7Million. 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.
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!
Prime Commercial property for sale on Stock Island! Located on Laurel Ave, with convenient access to Overseas Hwy. Property sits behind the free-standing CVS at MM 5. County Zoning is Mixed Use (MU) with many Commercial and Residential uses possible. Located in an AE flood zone. Subject property consists of two 50' x 125' lots totaling 100' of frontage x 125' deep on Laurel Ave. Large lot has covered and outdoor work areas. There is a large, ground level, 5,258 sf. CBS building in fair condition on the property. New building may be considered. Adjoining properties both have newer built structures. Part of building is owner occupied and portion leased to Cycle shop for rental income.Occupational Licenses for Public Service Marine Repair, Towing & Salvage and Retail Sales and Auto Repair, Detailing, Towing & Rentals.Seller may consider Owner Financing to a Qualified buyer.
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.
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.

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Key West is located in Florida. Key West, Florida 33040has a population of 26,776. Key West 33040 is more family-centric than the surrounding county with 24.54% 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 33040 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 33040 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.