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Florida Keys Commercial Real Estate for Sale in the Florida Keys

Total Listings 141
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$4,577,700
Key West
Macros Subdivisiond   - MM: 2.00
9 Bed, 9 Baths, 8,004 SqFt Days Listed: 142
-15.23% ($822,299) 17 Price Changes : Last Change 2 Days Ago
Residential I - Active - Waterfront No
Side of Island: N/A - n/a

Motivated Seller!10 Unit Apartment building with ground floor commercial. The ground floor is currently being used as a laundromat, that has an office and two large storage areas. 24 parking spaces are on this property.

$4,750,000
Big Pine Key
Tropic Island Ranch   - MM: 30.50
Bed, Baths, 720 SqFt Days Listed: 511
Commercial - Active - Waterfront No
Side of Island: Bay/Gulf - n/a

Just under 4 Acres in the Lower Florida Keys with potential for 80 affordable housing units plus commercial spaces. Located in Big Pine Key, Florida, just 30 miles north of Key West. Align with the Livable CommuniKeys Master Plan for Big Pine Key. Seller is willing to advise Buyer on the plan to develop.

$4,900,000
Key Largo
Unplatted Mm 97 107   - MM: 98.00
1 Bed, 1 Baths, 7,026 SqFt Days Listed: 147
-18.33% ($1,100,000) 1 Price Change : Last Change 2 Days Ago
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: New & Secure, 20-year lease with the U.S. Government renewed in 2021 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.

$4,949,000
Upper Matecumbe Key Islamorada
Misc Upper Matacumbe   - MM: 82.00
2 Bed, 2 Baths, 1,080 SqFt Days Listed: 285
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.

$4,975,000
Key West
Benj Alburys Subdivisiond   - MM: 2.00
6 Bed, 6 Baths, 3,788 SqFt Days Listed: 122
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Ahoy, dreamers and visionaries! Step into the pages of Key West history with this captivating 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 stones throw from Bayview Park and Tennis Courts, and just a bike ride away from some of the islands 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. Dont miss out, schedule your private showing today!

$4,995,000
Key West
Old Town Unlisted   - MM: 1.00
Bed, Baths, 8,750 SqFt Days Listed: 2407
+38.94% ($1,400,000) 1 Price Change : Last Change 789 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.

$5,000,000
Key Largo
Monroe Park   - MM: 112.50
Bed, Baths, 224 SqFt Days Listed: 137
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

This Oceanside Marina presents an unparalleled investment and boating opportunity in the heart of the Florida Keys. With 650 feet of deep-water dockage, a 7-foot control depth, and an on-site boat ramp, this marina accommodates a wide range of vessels, making it the perfect gateway to world-class fishing, diving, and cruising destinations. Conveniently located just a short drive from Miami and Homestead and only minutes from Ocean Reef and Key Largos vibrant attractions, this property offers both seclusion and accessibility. The marina features 16 separately deeded boat slips, providing an excellent opportunity for individual ownership or rental income, along with ample boat and trailer parking, to meet diverse needs. Additionally, the property includes seven RV pads, offering a unique opportunity for extended waterfront stays, further enhancing its income-generating potential. Combining deeded slips, RV accommodations, a boat ramp, and premium dockage, this marina is a rare find in one of the most desirable coastal locations. Whether youre an investor seeking high-yield waterfront real estate or a boating enthusiast looking for the ultimate homeport, this exceptional property delivers endless possibilities.

$5,300,000
Key Largo
Misc Subdivision Mm 97 107   - MM: 98.00
Bed, Baths, 4,680 SqFt Days Listed: 104
Commercial - Active - Waterfront No
Side of Island: Ocean - n/a

Prime Commercial Property Opportunity in Key Largo - Just 1 Hour from Miami!This Property presents an exceptional opportunity for business owners looking to expand. Boasting 321 feet of frontage along US1, the only highway linking the Florida Keys, it offers unmatched visibility in downtown Key Largo-one the most sought-after commercial locations in the region.Key Features:* 1.2 - acre corner lot with high traffic exposure and future development potential.* Fully fenced with three new gates (South Gate is 20ft, Middle gate is 24ft, North gate is 40ft) for enhanced security and accessibility.* Renovated two-story building offering 4,680 sq. ft. of retail space, currently used for RV sales and service.* Prime location.Interior Highlights:* Tile Floors throughout.* Custom-made desks and ample storage space.* Two half-bathrooms.Additional Features:* Large paint booth.* RV/Car lift.* 1,000- gallon propane tank.Whether youre looking to expand and existing business or establish a new venture, this high-visibility, high-traffic property provides endless possibilities. Dont miss out on this rare investment opportunity in the Florida Keys!Owner is willing to consider a long term lease.

$5,500,000
Key Largo
Port Largo   - MM: 100.00
Bed, Baths, SqFt Days Listed: 193
-6.78% ($400,000) 1 Price Change : Last Change 2 Days Ago
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.

$5,500,000
Marathon
Fat Deer Key   - MM: 53.00
Bed, Baths, 6,128 SqFt Days Listed: 92
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

RARE 100 of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200 HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an ACTIVE Conditional Use PERMIT for 10 unit and 4 affordable staff group home units, price INCLUDES 6 MARKET RATE TBRs. MIXED USE ZONING has many commercial-residential possibilities...for example: could go to 10 market rate units on site, or higher density with affordable housing, or boutique HOTEL if you bring transient rights, etc. Includes a two-story raised CBS 6,128 SQ FT building that could be used in so many different ways, includes 2,340 SQ FT of extra outdoor porches. BEST LOCATION near Vaca Cut for easy Ocean-Bay access, easy airport access, SHORT-TERM RENTAL FRIENDLY! Contact Peter and Ewa Schwarz 305-394-5171 for more info and a private viewing of this amazing opportunity to get into THE KEYS LIFESTYLE...live, work, business, family compound...you can do it all right here on the water!

$5,700,000
Lower Matecumbe
Mat Sandy Beach   - MM: 75.00
11 Bed, 11 Baths, 6,071 SqFt Days Listed: 74
+9.62% ($500,000) 1 Price Change : Last Change 32 Days Ago
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Rare and unique opportunity encompassing a 6,000 sq ft structure with 7 Residential units, 2 Mixed Use units, Helicopter pad and a total of 100 of commercial waterfront on Lower Matecumbe, formerly Sandy Cove Marina. Commercial Fishing Zoning district.

$5,725,000
Key West
Old Town Unlisted   - MM: 1.00
10 Bed, 10 Baths, 5,317 SqFt Days Listed: 372
-0.43% ($25,000) 1 Price Change : Last Change 221 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 West
Old Town Unlisted   - MM: 1.00
8 Bed, 8 Baths, 8,472 SqFt Days Listed: 223
-14.49% ($1,000,000) 2 Price Changes : Last Change 2 Days Ago
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.

$6,000,000
Key West
Hilton Haven Sec 2 A   - MM: 2.00
11 Bed, 11 Baths, SqFt Days Listed: 440
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.

$6,100,000
Marathon
Driftwood Estates   - MM: 54.00
4 Bed, 4 Baths, SqFt Days Listed: 27
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Unlock the full potential of the Florida Keys commercial market with this offering of a rare combined set of parcels including Lot 2 & Lot 3 on Overseas Highway, and an additional parcel of ~3.0 acres of submerged bay bottom located in the heart of Marathon. These adjacent parcels and bay bottom present a unique opportunity for developers, investors, or end-users seeking high-traffic frontage, open-water access, and bay bottom rights.Property is zone Mixed Use Commercial (MU-C). Currently has two concrete dwellings on-site with 4 building rights, deep water access, and dockage. Direct open water with panoramic views and potential for dock development, boating, or a water sport business.Ideal for possible hotel/motel, retail, restaurant, marina, or mixed-use commercial ventures (subject to city approval). High visibility corridor daily on US-1/Overseas Highway. Benefit from strong foot traffic and year-round visitors. Ownership of the bay bottom opens unique possibilities for water-related commercial activity. Rare opportunity to acquire two contiguous parcels with waterfront, bay bottom rights, four dwelling rights and highway presence. Whether youre envisioning a boutique resort, a landmark restaurant on the water, or a marine-focused business, this combined site offers everything you need - land, location, and lifestyle.

$6,290,000
Marathon
Marathon Heights   - MM: 50.50
13 Bed, 13 Baths, 4,461 SqFt Days Listed: 468
-9.82% ($685,000) 1 Price Change : Last Change 230 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.

$6,500,000
Marathon
Coco Plum Beach   - MM: 54.50
Bed, Baths, 5,439 SqFt Days Listed: 39
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Exceptional commercial waterfront opportunity in the heart of Marathon. This prime commercial property consists of five contiguous lots totaling approximately 30,000 square feet, with 300 on Coco Plum Dr and 300 feet of waterfront. The property includes 18 boat slips with a control depth of approximately 5 feet, offering outstanding maritime access and functionality.Zoned MU-M (Multi-Use Maritime), this versatile zoning allows for a broad range of uses including maritime industry operations such as fishing equipment sales and service, seafood processing, marine-related manufacturing, and boat storage. Additional permitted uses include retail, restaurant, affordable housing, and residential development, making this a uniquely flexible investment property.Parcel IDs include: 00362930, 00363940, 00362950, 00362960, and 00362970. The seller will provide a complete list of all personal property included in the sale, including major furniture, fixtures, and equipment. This is a rare opportunity to acquire a substantial, high-exposure commercial property with extensive waterfront and mixed-use potential in one of the most desirable areas of the Florida Keys.

$6,500,000
Key West
Old Town Unrecord   - MM: 1.00
Bed, Baths, 7,854 SqFt Days Listed: 99
Commercial - Active - Waterfront No
Side of Island: N/A - n/a

Prime Trophy Investment Property in the heart of Duval St. The Coach Retail Building on the 500 block of Duval St. is a once in a lifetime opportunity! Property has been in the same family ownership since the 1940s. Tapestry aka Coach is a very strong, long term NNN retail tenant. Coach is preparing for a major and expensive upgrade and renovation to their store this summer 2025, all at their expense. Coach retail store occupies the entire ground floor with 51 of Duval St. frontage and a total of approx. 3,937 sf. Coach has been a great tenant in the building since 1998 and have a long term, NNN lease that was recently extended through January 31, 2033 with additional 3 year Option to extend until 2036.Upstairs are 6 professional offices and is completely rented. 2nd floor is 3,937 sf. with 6 individual offices. Upstairs tenants are on gross leases & each has own electric meter. Also a storage room & individual Men & Womans bathrooms. Combined all tenants provide consistent income with minimal owner management.Valuable large parking lot in rear is 518 Bahama St. Room for 10 + cars plus dumpster and loading area. Both lots total 9,068 sf. 2 story concrete Building is in excellent condition and well maintained.Extensive list of Building repairs and recent renovations available includ. new impact resistant doors and windows & awning replaced on entire first floor storefront, rebuilt rear stairwell, recoat roof, and stormwater disposal well in lot plus many others. Property sits in the 500 Block of Duval St. and sits on high ground in an X flood zone. Thousands of tourists and locals walk by & drive by daily. Neighboring business include Margaritaville, Banana Republic, Kilwins Fudge, Jack Flats, Gap, CVS & Walgreens, San Carlos Institute and more. Perfect investment for a1031 Exchange and/ or long term investor.

$6,900,000
Marathon
Misc Marathon East O   - MM: 52.00
Bed, Baths, SqFt Days Listed: 120
-1.43% ($100,000) 1 Price Change : Last Change 24 Days Ago
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Seller is calling for offers...Attention Developers!!!....Direct oceanfront development opportunity located in the Economic Opportunity Zone in the Middle Keys. 1.67 acres with concrete seawall in place for (5) 30 dock spaces and (5) 30-40 T-Docks are in permitting. Development agreement in place with the City of Marathon for (10) single family villas with (10) building entitlements in hand to start building today. Villas are concrete construction, four bedroom, there and a half bathrooms, 2,643 sf under air, impact windows/doors, metal roofs, open porches, roof top deck, elevator, private pools and assigned docks. This property features a protected boat basin with six lots and four oceanfront point lots with direct open ocean views and access. This rare, oceanfront parcel would make a fabulous private multi-family compound or build (10) vacation rental income producing villas and take advantage of the tax benefits from the EOZ.

$6,995,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.00
Bed, Baths, 3,995 SqFt Days Listed: 283
-6.73% ($505,000) 1 Price Change : Last Change 156 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. Includes a Bayfront boat basin, providing 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.***

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 06-16-2025.
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