Real Estate offering only, business and liquor license not included. Prime corner location with great visibility on Truman Ave. HNC -1 Zoning allows many Commercial Uses including Transient Residential, Hotels, Multi Family Residential, Single Family Residential, Business & Professional Offices, Parking Lots, Medical Services, Food Trucks and more. Restaurants are a Conditional use. There are Two parcels of real estate, 1000 and 1006 Truman Ave. total of 104.75' on Truman Ave and 113' Deep. 2024 County Just Market Values of the two real estate parcels is over $2.8 Million! The existing corner CBS building is 2,396 sf. with indoor bar, men's and women's restrooms, office & storage, plus drive through liquor store. The existing drive through may be grandfathered for another potential use. The current Bar business may also be considered grandfathered. Several major repairs include new AC unit, new Bar, all new water lines and plumbing upgrades. New roof to the corner building in 2022. There is an additional 1,588 sf. of covered outdoor Bar with outdoor entertainment area. Same absentee owners since 1998 and first time listed for sale without the business or liquor license.
Newly updated 600 sq. ft. office space with new flooring, new paint, and new lighting! Join the professional community at The Offices at Northside. This second floor office space features a large open reception area, a private office, private bath, and kitchenette area. Monthly rent includes electricity, water, and sewer. Plenty of off street parking for employees and customers, and has central AC. Act soon to pick out colors. Monthly rent is $3000 including power and water, no NNN charges.
South Florida Accounting & Tax Practice for Sale: Well-established practice operated by an accountant and assistant, ideal for an owner-operator or as an add-on acquisition for a larger firm seeking additional clients and recurring revenue. The practice prepares approximately 370 personal returns (1040s) and 49 corporate returns, along with various business tax filings, serving a loyal and long-standing client base. Current owners will assist with a smooth transition. Opportunities for growth include expanding bookkeeping and payroll services, offering advisory packages, increasing local and online marketing, and reengaging inactive clients. With very reasonable rent and efficient workflows in place, this is an affordable, turnkey practice with strong fundamentals and scalable upside.
Key West Jeep Adventures - Turnkey Tourism Business in ParadiseBusiness Overview:Key West Jeep Adventures is a thriving, turn-key adventure rental company located in the heart of Florida's most iconic island destination. Specializing in premium Jeep Wrangler rentals, this business offers tourists the ultimate way to explore the Florida Keys in style and comfort. With a strong brand presence, high customer satisfaction, and a fleet of well-maintained, island-ready vehicles, this is a rare opportunity to own a profitable lifestyle business in paradise.Highlights:Diverse Fleet: A mix of 2-door and 4-door Jeep Wranglers, many with convertible tops and custom island-themed wraps.Prime Location: Centrally located in Key West with high visibility and easy access for tourists arriving by plane, cruise, or car.Established Brand: Strong online presence, 5-star reviews, and a loyal customer base.Proven Profitability: Consistent year-over-year revenue growth with scalable operations.Turnkey Operation: Includes all vehicles, booking systems, website, marketing assets, and trained staff.Partnership Ready: Relationships with local hotels, resorts, and travel agencies already in place.Growth Potential:Opportunities abound to expand services into guided tours, mapped excursions, or additional rental offerings such as scooters, e-bikes, or paddleboards. With Key West's year-round tourism and growing demand for experiential travel, the sky's the limit.Ideal Buyer:Perfect for an entrepreneur seeking a lifestyle business, an investor looking for a high-margin tourism asset, or a strategic buyer in the travel or adventure rental space.PRICE: $1,950,000 BUSINESS OP, INVENTORY: $2,700,000 SOLD SEPERATLY
Prime Commercial Property in Iconic Key West - High Visibility & Versatility!This property offers a rare opportunity to own a substantial commercial footprint in one of Florida's most iconic destinations. Whether you're expanding a brand, launching a new concept, or investing in Key West's vibrant market, 3424 N Roosevelt Blvd is a strategic asset with flexible potential. Location Highlights include: Strategic Location - Located on Key West's main commercial corridor Proximity - 7 minutes (2.5 miles) to Key West International Airport Exceptional Visibility - High traffic exposure from both locals and tourists Surrounded by Amenities -Including hotels, restaurants, banks, shops, fitness centers, and grocery stores.Property Details Building Square Footage: 3,420 sq ft Building w/ Tiki: 7,491 sq ft Lot Square Footage: 36,002 sq ft Frontage: 155 feetCurrent Use Vehicle - Rentals Currently operates as a successful vehicle rental business. Service Department - Features a care center with six service bays.Business Opportunity sold separately, inquire with agent.
A rare opportunity to purchase one a transferable City of Key West Vendor's License. These licenses are limited in availability and allow the holder to engage in vendor operations as permitted under City of Key West regulations. Vendor licenses are not often available, making this an excellent opportunity for qualified buyers seeking to establish or expand a business within the city.
Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private entrance. A separate upstairs space--ideal as an office, art studio, or extension of the apartment--adds versatility for live/work use and also has its own entrance.Downstairs, the inviting storefront offers tile floors and a half bath, perfect for retail, gallery, or professional office space. The property is fully fenced in the back and includes 1,526 sq. ft. of interior space. Zoned HMDR (Historic Medium Density Residential), it supports multiple uses: single-family residence, business or professional office, or commercial retail.Originally renovated and expanded in 2007, the property features a metal roof, impact windows and doors, new central A/C downstairs, Mitsubishi mini-splits upstairs, three electric meters, Hardie Plank siding, and solid CBS construction below with frame above.This unique property captures the essence of the Key West lifestyle--a pied-a-terre, studio, and storefront all under one roof. Surrounded by popular restaurants, boutique hotels, and the Key West Express ferry, it enjoys strong foot traffic and high visibility.The upstairs apartment is deed-restricted through 2030.Business available separately: Art@830 Gallery & Studio, a thriving 19-year turnkey operation complete with inventory, custom cabinetry, and transition support to ensure continued success. A favorite destination for locals and visitors alike.Please do not disturb business or tenants.
This price includes the business. Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private entrance. A separate upstairs space--ideal as an office, art studio, or extension of the apartment--adds versatility for live/work use and also has its own entrance.Downstairs, the inviting storefront offers tile floors and a half bath, perfect for retail, gallery, or professional office space. The property is fully fenced in the back and includes 1,526 sq. ft. of interior space. Zoned HMDR (Historic Medium Density Residential), it supports multiple uses: single-family residence, business or professional office, or commercial retail.Originally renovated and expanded in 2007, the property features a metal roof, impact windows and doors, new central A/C downstairs, Mitsubishi mini-splits upstairs, three electric meters, Hardie Plank siding, and solid CBS construction below with frame above.This unique property captures the essence of the Key West lifestyle--a pied-a-terre, studio, and storefront all under one roof. Surrounded by popular restaurants, boutique hotels, and the Key West Express ferry, it enjoys strong foot traffic and high visibility.The upstairs apartment is deed-restricted through 2030.Business available separately: Art@830 Gallery & Studio, a thriving 19-year turnkey operation complete with inventory, custom cabinetry, and transition support to ensure continued success. A favorite destination for locals and visitors alike.Please do not disturb business or tenants.
Investors Alert! Legal Duplex in Old Town Key West. This property just had an Extreme Makeover. new roof, new siding, new kitchens, new bathrooms., new sub flooring in the back apartment, new impact windows. An opportunity to own a rental Property in Kew West with great income flow. With all the upgrades the rent will be increased. Downstairs lock out units; the back unit will rent for $2500 with a back yard exposure. The front unit rent for $2200. Projected income will be estimating $7800. per month. Never a problem renting in the past. Upstairs tenant in place. The yearly income $93,600 bring a 6.5 cap rate. Located across the street form Bay View Park. An Exceptional location and Opportunity. @ separate meters for electric and water. tenants pay their own utilities. All units will be ready to show from December 19th onwards. Updated photos and floorplan to follow ASAP.
Prime Old Town Mixed-Use Property - Live, Work, or Invest! Ideally situated in Old Town Key West, this Historic Residential Office (HRO) zoned property offers a rare opportunity for both residential and commercial use. Previously, home to a successful spa, it's perfectly suited for continuing as a business or transforming into a private residence. Filled with character, the space features stunning Dade County Pine walls, adding warmth and historic charm. The layout includes a one-bedroom apartment with a private rear entrance, making it ideal for someone who wants to run a business in the front while living on-site or creating an additional rental opportunity. One interesting piece of history was that this building was previously owned by a well known attorney here in Key West by the name of ''Helio Gomez''. He served as Judge from 1963 to 1977 and he was the attorney for the infamous John ''Bum'' Farto. Located just one block from Duval Street, two blocks from the Hemingway House, and steps from the courthouse, this property offers prime visibility and accessibility. Whether you're an entrepreneur looking for a turnkey business location, an investor seeking a valuable addition to your portfolio, or a homeowner ready to bring your vision to life, this space is full of possibilities. Don't miss this chance to own a piece of Key West history in an unbeatable location. Note: This property is currently configured as a commercial space but has the potential to expand to up to a total of four bedrooms, pending submission and approval of all applicable permits with the City. Any future development or expansion must comply with all relevant sections of the Land Development Regulations, including meeting the definition of a single-family home and avoiding any conflicts with the definitions or restrictions related to lockout units.
This large restaurant/bar in the heart of downtown Key West is presently rented for $18,000 NNN a month with over four years remaining on the lease. The location is excellent and the building has an effective rebuild date of 2005. Buy a piece of Key West that pays for itself. Call today.
1011 Truman Avenue is a versatile Old Town opportunity that can easily live like a spacious single-family residence while offering great flexibility for guests or multi-generational living. Currently configured as three legal units with one covered off-street parking space and located in the desirable X-Flood Zone, the property features a 795 sq. ft. ground-floor space with an industrial feel and half bath that could be reimagined as additional living, entertaining, or hobby space, plus a 416 sq. ft. one-bedroom with full bath and kitchenette hookups--ideal for an efficiency or guest suite. Upstairs, a stunning 720 sq. ft. one-bedroom, one-bath loft feels like a private primary retreat with open living and dining areas, a partitioned bedroom, beautiful master bath, full kitchen, and a private covered patio. Together, the spaces create a unique opportunity to design a large Old Town Key West residence with flexible layouts for guests, extended family, or live/work use.
Located in the heart of Old Town Key West and just steps from Duval Street, 402 Appelrouth Lane offers a rare investment opportunity in a premier X Flood Zone location. This mixed use property has income potential from residential and commercial units. With over 5000sqft of interior space this iconic structure showcases tall ceilings, historic architectural character and custom artistic details that give it Old Town Charm. Appelrouth Lane is known for strong foot traffic, established neighboring businesses and a desirable central location. just minutes from restaurants, galleries, shopping and Key West nightlife. Opportunities like this are exceptionally rare.
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. Current owner would like to enter into a lease back with the new investor, terms are negotiable.
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 Flagler Center III, a reimagined mixed-use commercial property located in the Key West's New Town district. A strategic rebuild and redesigning of this site is in well on it's way led by Flagler Center III Condominium Association. The project is currently seeking approval for its major development plan, signaling a fresh start for 14 commercial units and the 14 residential units on this building. Location Highlights Situated on Flagler Avenue, a major east-west artery in Key West High visibility and traffic counts from both locals and tourists Proximity to Poinciana Elementary, Key West High School, and residential neighborhoods Easy access to U.S. Route 1 and Key West International AirportProperty Features (Proposed) Ground-floor retail and office suites Upper-level residential Modernized infrastructure and hurricane-resilient design Ample parking and ADA-compliant access Landscaped outdoor areas (pending approval)Investment Potential Ideal for medical offices, retail, professional services, or co-working. Strong rental demand in Key West's limited commercial inventoryPerfect opportunity to customize the space to your specific needs
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.
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. 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.
Unique opportunity to acquire a commercial condominium in the heart of Old Town Key West. Unit C-4 at 600 Whitehead Street offers downtown convenience and flexible potential for future use. This investment opportunity presents a smooth transaction with full lender cooperation. An estoppel letter can be supplied for buyer assurance for a quick and easy closing.
Your opportunity to own a prime commercial condo in the heart of Old Town Key West. Situated on bustling Truman Avenue, this vibrant space is ideal for potential live work or establishing your business amongst a thriving mix of shops, restaurants, and historic landmarks. The condo boasts modern updates, including new flooring, fresh paint, and a renovated bathroom, providing a turnkey solution for your business needs. Embrace the island lifestyle and capitalize on the endless foot traffic - schedule your private viewing today!**HOA: $576/mo. includes building maintenance, insurance, and common area maintenance.
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.

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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.