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!
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.
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
10.5 Acre +/- Vacant Commercial Zoned ( C-2 ) Site on US #1 on Rockland Key , Bayside as you enter Key West. Approx. 1000 ft of Frontage on US #1 with 6.559 AC +/- of Upland filled from 5 ft to 9 ft elevation. $1,500,000 Price is Per Upland Acre. Existing billboard lease. Contact List agent for full package
Unique opportunity to own a office condo located on the 4th floor of the Kennedy Center. Unit 400 approximately 2337sq.ft., with an oversized top floor terrace overlooking Key West's New Town area & canopy, shared with unit 402. Unit 400 is Bank Owned and is divided into 5 private offices w/ large bull-pen area, reception, storage, and kitchenette. Shared restroom facilities on each floor, also included in monthly condo dues: water, electric, bldg. maint. & insurance.
Office Condo for Sale, centrally located in New Town on the 3rd floor of the Kennedy Center. This Professional Building caters to a diversity of innovative businesses and entrepreneurs in a friendly business environment. Unit 307/305B is approximately 2058sq.ft. with 2 entrances, open floor plan with many workspace options, kitchenette, full bathroom, waiting area, private balcony. This building offers adequate off-street parking, elevators, and public restrooms on each floor. Included in the monthly Assoc Dues: water, electric, building maint, building insurance.
Office Condo for Sale, centrally located in New Town on the 3rd floor of the Kennedy Center. This Professional Building caters to a diversity of innovative businesses and entrepreneurs in a friendly business environment. Unit 303 is approximately 1475sq.ft. with 6 private offices, large conference room, oversized waiting room/ workspace, and kitchenette. This building offers adequate off-street parking, elevators, and public restrooms on each floor. Included in the monthly Assoc Dues: water, electric, building maint, building insurance.
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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.
