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Florida Keys Commercial Real Estate for Sale in the Florida Keys

Total Listings 109
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$4,949,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 140
Industrial - Active - Waterfront No
Side of Island: Bay/Gulf - n/a

This exceptional property features 3 acres of pristine industrial upland, complemented by an additional 9 acres of bayfront land. The bayfront area includes plans for a 100 dock and two 30,000 lb boat lifts, which can be negotiated. The property boasts 150 feet of US1 frontage and is conveniently located north of the weigh station. The Village of Islamorada officially recognizes 1,972 square feet of non-residential floor area, one market-rate dwelling unit, and two affordable housing units on the property. The current zoning code permits the construction of over 30,000 square feet, based on 3.12 acres or 10,000 square feet per acre. Presently, there are four structures on the property. The seller is open to subdividing the land to meet the buyers needs. This is one of the few properties left in Monroe County with a wide range of potential uses, including residential. Seller financing is available for qualified buyers.

$4,995,000
Key West
Old Town Unlisted   - MM: 1.00
Bed, Baths, 8,750 SqFt Days Listed: 2262
+38.94% ($1,400,000) 1 Price Change : Last Change 758 Days Ago
Commercial - Active - Waterfront No
Side of Island: Bay/Gulf - n/a

Concrete building with loading dock in the Seaport District of Old Town Key West. Currently used as retail/warehouse/workshop downstairs (approx. 5,000 SF) and office/storage/apartment on 2nd floor (approx. 3,750 SF). 9 parking spaces in front and on side. Loading dock and side ramp into building. Building has generator, propane tanks and 3 Phase electric for all kinds of commercial use. Elevated above flood plane. A lot of opportunity in this HRCC 2 zone.

$5,195,000
Key West
Old Town Unlisted   - MM: 0.00
Bed, Baths, 2,695 SqFt Days Listed: 50
Commercial - Active - Waterfront No
Side of Island: N/A - n/a

EXTRAORDINARY RESTAURANT & BAR OPPORTUNITY! This historic and uniquely Key West indoor/outdoor restaurant and bar is in an ideal location in the heart of world-famous Duval Street. The current owners, sadly forced to sell due to personal health issues, have renovated the entire space and completed the grueling approval process that increased seating capacity and added significant value. The property, 2,695 SF of air-conditioned interior space with an additional 2,697 SF of usable shaded outdoor space, much of it covered, sits on a 4,470 SF tropically landscaped lot. The building has been transformed from the previous iconic French bakery, which was authorized for 71 seats and with only a beer and wine license, to a full service, all on one level, 128-seat destination restaurant, now with a 5COP Liquor License and full bar overlooking the electric energy of Duval Street. The renovation, led by one of Key Wests top architects and accomplished by one of Key Wests finest contractors, addressed all the major structural and maintenance issues and the result is simply stunning. The huge commercial kitchen is fully equipped and can easily service the 128 seats plus additional catering. All of the new tables, chairs, fixtures, equipment, professional landscaping, and lighting will convey with the sale. The current business and Bangkok Happy Bowl name, however, will NOT convey. This is an incredible turn-key opportunity as a new owner could begin serving cocktails and food the moment they walk away from the closing table! A full inventory and equipment list will be provided to qualified buyers.

$5,499,000
Key West
Blvd Professional   - MM: 3.00
Bed, Baths, 8,046 SqFt Days Listed: 682
-8.27% ($496,000) 1 Price Change : Last Change 449 Days Ago
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

One of a kind waterfront Medical Office Building in Key West on N. Roosevelt Blvd. Very visible 8,046 sf. CBS Building all ground level and in good condition. Great waterfront views overlooking Florida Bay and the Gulf of Mexico. Substantial renovations throughout ownership. Front of building has a covered mezzanine for loading. Interior divided up into medical lab offices, exam rooms, waiting room, full kitchen with appliances, 11 bathrooms and administrative offices all with central AC. Building sits on large 32,602 sf. lot has 155 of frontage and 42 parking spaces for ample parking for Doctors, employees and customers. Property has been divided up as a 6 unit condominium and condo docs are included. There is the potential for new buyer to sell off any unused space and recoup portion of the investment.Great location on the Blvd near all major shopping centers, many hotels and other office buildings. Only a mile and five minutes away for the local Hospital. Recent appraisal available to support asking price. Owners will also consider leasing the entire building, or at a min. lease approx. 5,000 sf. Asking rent is $38/sf. NNN. Contact list agent for details.

$5,725,000
Key West
Old Town Unlisted   - MM: 1.00
10 Bed, 10 Baths, 5,317 SqFt Days Listed: 227
-0.43% ($25,000) 1 Price Change : Last Change 2 Days Ago
Residential I - Active - Waterfront No
Side of Island: N/A - n/a

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.

$5,900,000
Key Largo
Port Largo   - MM: 100.00
Bed, Baths, SqFt Days Listed: 48
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Here is a rare opportunity of an Iconic Key Largo Property. This property is on the Oceanside of Downtown Key Largo with 500 ft of Deep water dockage that has direct ocean access. There is a 5,508 sq. ft. concrete building with concrete roof that is commercially zoned. Sale includes the commercial building, and over 62,000 sq. ft. of land that has gas and diesel tanks on the property and a pump to service boats. There is also a sewage pump out for boats . Currently 3 tenants are in place with active leases. Please DO NOT walk the property or bother the tenants.

$6,000,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
11 Bed, 11 Baths, SqFt Days Listed: 295
Misc Prop Rig - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

DEVELOPERS DREAM! 4 parcels on the water with 11 ROGOs, 240 of water frontage, 10,000 sq. ft. of bay bottom. The properties are located on both sides of Hilton Haven Road. Amazing opportunity, call for appointment, please do not disturb tenants. Listing agent must accompany parties.

$6,000,000
Key Largo
Unplatted Mm 97 107   - MM: 98.00
1 Bed, 1 Baths, 7,026 SqFt Days Listed: 2
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Once-in-a-Lifetime Opportunity: Own the Iconic Alabama Jacks in Key Largo!Step into the legacy of one of the most celebrated waterfront establishments in the USA. This legendary bar and restaurant, continually rated among the Best Bars & Restaurants in South Florida, Florida, and the nation, is ready for its next chapter. Located on Card Sound Road at the foot of the Card Sound Bridge, Alabama Jacks has been a beloved destination since the 1950s, renowned for its authentic charm, lively atmosphere, and world-famous conch fritters.Key Features:Rich History: Established in 1947 and operated by the current owner since 1981, this landmark has maintained its iconic status and rustic charm, drawing locals, tourists, and celebrities alike.Turnkey Package: Sale includes the business name, domain names, Facebook page, a thriving retail t-shirt business, proprietary recipes, and all furniture, fixtures, and equipment (FF&E).Prime Waterfront Property: Two parcels totaling 41,602 square feet (.95 acres) with over 360 linear feet of boat docks, direct boating access, and a private boat ramp (currently unused, offering potential for new revenue streams).Buildings & Infrastructure: Includes 2,297 sq. ft. of finished space, 4,729 sq. ft. of canopy space, and an apartment for onsite living or staff use. Also features a desalination system and a backup water truck with a tank.Long-Term Lease: Secure, 40-year lease with the U.S. Government running through 2041.Unparalleled LegacyAlabama Jacks is a true piece of Americana, beloved by generations and celebrated in publications and TV appearances by icons like Emeril Lagasse, Conde Nast, and Kathie Lee Gifford. Whether youre continuing its proud traditions or exploring new opportunities, this business is primed for success. Opportunity to Franchise the name and brand. Dont miss this chance to own a slice of Florida Keys history and elevate an already thriving landmark to its next level.NEW PHOTOS COMING SOON!

$6,290,000
Marathon
Marathon Heights   - MM: 50.50
13 Bed, 13 Baths, 4,461 SqFt Days Listed: 323
-9.82% ($685,000) 1 Price Change : Last Change 180 Days Ago
Commercial - Active - Waterfront No
Side of Island: Bay/Gulf - n/a

A rare and unique income producing Hotel in Marathon. Tropical Cottages is a boutique & profitable Mom and Pop Motel. Total of 11 valuable Transient Licenses, 13 Rooms plus office with kitchen & check in room. 9 buildings on the property, 8 adorable free standing cottages with new Victorian shingle roofs & the main building with 3 rooms in good condition. Each room has been tastefully and tropically renovated inside and out. Each room is unique & comes fully furnished. Most of the units have small kitchenettes including sink with microwave and refrigerator. All units have refrigerator & microwave. Additionally, there is a large Tiki Hut & Bar along with Food Truck with seating area. The Food Truck and Tiki Bar are leased for $6,000 per mos on a short term agreement. The Motel is managed by Owners . The hotel runs on auto-pilot. Online check-in available with a good housekeeping staff as back up. Most of the business is from repeat customers, plus online booking sites are all utilized.On site is a full laundry room with Commercial grade washers/dryers and storage rooms throughout. All housekeeping is done on site. Small, friendly & efficient staff has been there long term and willing to stay on with new owners. There are a total of 6 lots encompassing over 1/2 acre of land, total .56 Ac or 24,384 sf. Ample off street parking for guests. Zoning is GC and land use is recognized as Hotel/Motel. Bonus of Deeded waterfront access at the end of 61st St. which has a boat ramp and staging area for all types of watercrafts and sports. Same family ownership since 2010. Tropical Cottages was started back in the mid 1950s as a Fish camp and is one of the few remaining Mom & Pop Motels throughout the Florida Keys. Motel generates substantial Net income year after year to current owners. Sellers may consider Seller Financing to a qualified buyer and must have 40%-50% or more down payment. Terms to be negotiated.

$6,450,000
Key West
Old Town Unrecord   - MM: 1.00
7 Bed, 7 Baths, 3,475 SqFt Days Listed: 14
Commercial - Active - Waterfront No
Side of Island: Median - n/a

The Artist House is a well known established, successful guest house in the heart of old town Key West. It features 7 spacious transient guest room suites, a full kitchen, a beautiful reception room, a laundry, office and storage space. It has a special 5 COP historic hotel liquor license. Over the years, The Artist House has been featured in countless magazines, newspapers, television and media outlets as a favorite Key West destination and important Key West landmark. The beautiful Queen Ann structure, with its trademark lavender shutters and towering turret is located between Simonton and Duval Street. Guests are often found relaxing on the charming front porch or having breakfast in the garden by the pool among the orchids or under the shade of the palm trees. Each of the seven spacious suites offer extra sitting areas to relax and enjoy the comforts of the inn. Within steps of Duval Street, the location is perfect for walking and biking. In addition to the vibrant guest house business, The Artist House well known for its rich history, the distinctive architecture, the picture-perfect curb appeal, the art of Eugene Otto and the legendary Robert the Doll. Whatever one loves most about The Artist House, eveyone agrees its a special place and beloved by tourists and locals alike. This is an opportunity to own this excellent business and an iconic Key West property.

$6,500,000
Key West
Old Town Unlisted   - MM: 1.00
4 Bed, 4 Baths, 7,239 SqFt Days Listed: 154
Commercial - Contingent - Waterfront No
Side of Island: Ocean - n/a

Fantastic high traffic and high visibility corner location on iconic Duval Street. Rare mixed-use opportunity just blocks from the Southernmost Point & the Hemingway Home and Museum. Two prime commercial spaces with large windows fronting on Duval Street and luxury residential spaces above. Built in 1948 and recently renovated! First floor is currently configured with one large retail/cafe space and a second smaller retail space along with offices, storage space and three half baths. The second floor offers a beautiful 3 bedroom, 2 bath apartment plus lockout 1 bedroom/1 bath. Residential space offers large private balcony overlooking Duval,Street perfect for people watching and parade viewing. Third floor level could be additional living space and features a private deck with treetop views. Frontage on Duval Street 64 ft and Catherine St frontage is 81.5 ft. Sale includes 50% interest in the parking lot at the corner of Catherine Street and Thompson Lane providing 6 plus parking spaces. HRCC-3 Zoning is a transient receiver zone. Purchase a transient license for the upstairs apartment to maximize investment potential. Do not disturb tenants, shown by appt. only.

$6,500,000
Upper Matecumbe Key Islamorada
Ocean View   - MM: 82.50
2 Bed, 2 Baths, SqFt Days Listed: 136
Commercial - Active - Waterfront No
Side of Island: Median - n/a

7.7% Cap Rate at asking price! Prime income producing commercial property in the Heart of Islamorada! 100% tenant occupied with long term, TRUE NNN leases. 264 feet of frontage on Overseas Highway & 277 feet on the Old Hwy. Property offers 3 separate buildings. Building 1- Hardware store - retail use. Building 2- Boat Sales and service office with (2) 1 Bed / 1 Bathroom apartments on second floor. Building 3- Storage shed and workshop Total Gross Building Area: 9,124 Total Renovation and addition made in 2021, 2023. This property features ample parking with extensive open air boat storage.

$6,900,000
Key West
Old Town Unlisted   - MM: 1.00
8 Bed, 8 Baths, 8,472 SqFt Days Listed: 78
Commercial - Active - Waterfront No
Side of Island: Median - n/a

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.Dont miss the chance to own a piece of Key Wests past while shaping its future with this truly one-of-a-kind property.

$6,995,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.00
Bed, Baths, 3,995 SqFt Days Listed: 138
-6.73% ($505,000) 1 Price Change : Last Change 2 Days Ago
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Once in a lifetime investment in the heart of Islamorada. This exceptional property offers a wide range of potential uses as it includes two Village Center parcels stretching from Highway to Bay, currently featuring a spacious 3,995 sqft restaurant and bar with a coveted 5COP liquor license - no food quota.Village Center zoning allows for multiple use opportunities including, but not limited to, single family estate, multi family compound, luxury townhomes, vacation rentals, restaurants, marinas, wedding venue, general store with package sales, and much more.The property spans 30,415 sqft. It includes a Bayfront boat basin and deeded bay bottom. The boat basin provides dockage for up to 7 vessels and there is adequate depth for an additional 100 dock to be constructed.The Village of Islamorada officially recognizes three waterfront market-rate dwelling units . The three waterfront Transferable Development Rights (TDRs) can be utilized onsite, transferred to another location, or sold to a receiver site. The Village Center Zoning would allow up to 8 market-rate dwelling units to be developed on site for a new luxury townhome community, with the transfer in of additional TDRs.Whether youre looking to rehab a local iconic business, start a new business, redevelop the entire site, or create a spectacular residential estate, this unicorn property is perfectly located. ***Buyer to verify ALL information.***

$7,999,000
Key West
Old Town Unrecord   - MM: 1.00
11 Bed, 11 Baths, 3,034 SqFt Days Listed: 234
-5.89% ($501,000) 1 Price Change : Last Change 2 Days Ago
Residential I - Active - Waterfront No
Side of Island: Median - n/a

Exclusive opportunity to own one of the largest TRANSIENTLY licensed properties in Old Town Key West. 11 Br, 11Ba, 2 pools, 2 transient licenses, and off street parking for 4+ vehicles. The Watson House is Located centrally on Key Wests most iconic street and only 1 block off Duval street. The Grand Estate is comprised of a 7 Bedroom Mansion and a 4 bedroom Villa. Each home offering a private pool.The mansion was refitted by a local designer in July 2022, including fresh paint and new furniture. Upon entering the mansion you will be greeted with 12 foot soaring ceilings, 2 first floor guest rooms with bath, parlor, living room, dining room and kitchen. The kitchen opens up to a private pool with decking and lounge chairs. A large family style outdoor table is provided for dining al fresco. Heading back inside you will take the Victorian staircase to the second floor. On the second floor you will find 4 bedrooms with en suite baths. The front primary suite offers a private balcony overlooking Simonton Street. A secondary balcony is provided for the rear primary suite overlooking the pool. Take the spiral staircase to the third floor and you will discover a large third floor private suite. Bright and airy the suite provides a living room, wet bar and balcony overlooking the pool. All three floors can also be accessed by exterior and interior staircases. Going back into the parking area, you will take a side entrance to the villa. The villa was renovated to the studs in 2014 with modern and sleek finishes. The villa offers 4 bedrooms and 4 baths, full kitchen, living room, private pool and outdoor bar. The 2 transient licenses give versatility for the property to be rented as an 11 bedroom and 11 bath estate or rented separately as a 7br main house and 4br villa. There are few large estates in Key West, which gives way to its popularity and advance bookings.

$8,750,000
Key Colony
Stevens Subdivision   - MM: 53.50
Bed, Baths, SqFt Days Listed: 682
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Discover endless possibilities with this prime vacant land parcel nestled in the heart of the Florida Keys! Spanning 2.10+/- acres (approx. 91,650+/- SF) of land with an additional 1.9+/- acres (approx. 85,000+/- SF) of adjacent bay bottom, this captivating oceanfront property presents an idyllic setting for a luxurious estate or a multi-unit development with up to 27 units. The possibility also exists to sub-divide the lot into three parcels. Permit is currently in place to rebuild the pier. Key Colony Beach epitomizes tranquility and serenity. Its prime location offers sweeping views of the Atlantic Ocean and seamless access to some of the best fishing, boating, and diving in the world. This blank canvas awaits your vision to create a masterpiece within this enchanting seaside community.

$8,900,000
Plantation Key
Tropical Atlantic Shores   - MM: 90.00
2 Bed, 2 Baths, 10,714 SqFt Days Listed: 85
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Waterfront Trophy Investment Property & Marina located in the heart of Tavernier. Highly visible location with 250 ft. on Old Rd and Rt 1. Total of 4 parcels (Parcel ID #s-00436050, 00436680, 00436090, 004366700) with ample parking. The Landmark Restaurant waterfront building is 9,600 sq. ft. Over 713 ft. of seawall/dockage, and has approx. 22 deep water slips with direct access to the ocean. Includes 1,114 sqft single family 2 story CBS waterfront home. (103 Harbor Dr.)

$9,500,000
Stock Island
Robyn Subdivision   - MM: 5.00
Bed, Baths, SqFt Days Listed: 911
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

A rare opportunity to own a private island with 50 acres and only minutes from Key West. So many possibilities. Build your own Equestrian Estate, The Southernmost stables. This property would be an excellent place to host large events like concerts, weddings, farm to table / wine tastings, or possibly therapeutic programs or retreats. Beautiful beach areas. Easy to get to, as the island has access to the mainland via a 1/2 mile land bridge. The property is also located next to one of the largest mega yacht marinas and close to two upscale hotels. The owners used to run a small farm, bee keeping, music events, and kids summer camps on the island. One of the few places with untouched nature left in the Florida Keys. There are about a hundred hives and bee boxes throughout the island - thats up to three million bees. The property is 50 acres of mangrove forest, beach berms, hammocks, and trails which provide plenty of nectar and pollen. Mangrove honey is a special ocean honey from a dwindling habitat. I think having land and not ruining it is the most beautiful art that anybody could ever want to own. - Andy Warhol

$9,500,000
Key Largo
Southcliff Ests   - MM: 95.00
7 Bed, 7 Baths, 2,489 SqFt Days Listed: 2492
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Beautiful adjoining oceanfront gated estates available individually or together. Each parcel has a single family residence with vacation rental income potential and are zoned Suburban Commercial for development opportunities..*UPDATE: There are 50 TDRs (TREs) available, preliminarily reviewed by Monroe County and transferable to these parcels for higher development potential! This unique wooded acreage has a deep basin and channel for ocean access, with dolphin piling boat slips and boat ramp. Single Family Residences with ROGO exemptions for remodel/rebuild possibilities. Highest approval rate via Monroe County is for MIXED-USE COMMERCIAL development. (The 6.1 acre parcel may be sold together with contiguous 3.2 acre parcel@95325 Overseas Hwy, AK#1592986,RE#00483360 000000 13 62 38 PT TR 5&6 SOUTHCLIFF ESTS PB2-45 & PT GOV LOT 1 & ADJ BAY for grand total of 9.36 acres, includes 1137 sf 1970 2/1 cbs home, metal roof.) *Includes data for both parcels and for taxes. This is a duplicate listing. Broker part owner/family owned.

$9,750,000
Plantation Key
Treasure Harbor   - MM: 86.50
Bed, Baths, 1,069 SqFt Days Listed: 69
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Tranquil Old Keys style marina nestled on a rare 1 + acre Oceanside lot with many possible uses! Deep water protected harbor with 18 large boat slips that can handle 50+ ft. yachts. Approach depth approx. 6 ft.+ at high tide with clearly marked channel. Successful Boat Rental Business with 17 Boats included in the sale. Lucrative Vacation Rental Business with (10) Aqua Lodges and 1 houseboat also included. Water, New 30 Amp and 50 Amp electric at each slip. Fuel dock, concrete building w/office, ship store, workshop, and garage/storage. 2 Outdoor Showers, 2 Bath houses with indoor showers, stalls, and dressing area. New Waste / Pump Out Station, and fuel station. An additional separate concrete building used for storage on North side of property. Private marina, Must call for an appointment and sign an NDA/CA for more information.

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. Data last updated on 01-22-2025.
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