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Florida Keys Commercial Real Estate for Sale in the Florida Keys

Total Listings 136
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$9,500,000
Key Largo
Southcliff Ests   - MM: 95.00
7 Bed, 7 Baths, 2,489 SqFt Days Listed: 2615
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: 192
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Very Profitable Marina & Unique Resort in Islamorada, FL. 2024 NET Income reported over $1 Million/yr.!! Offered at over 10% Cap rate at Asking Price.Manager on site handles responsibilities with oversight from the absentee owner. Rare 1+ Acre Oceanside Lot with many uses possible. Deep water protected harbor with 18 large boat slips that can accommodate 50+ ft. yachts. Approach depth approximately 6 ft.+ at high tide with a 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. Features include water, new 30 Amp and 50 Amp electric at each slip, fuel dock, concrete building with 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 the North side of the property. Private marina, must call for an appointment and sign an NDA/CA for more information.

$11,000,000
Marathon
Coco Plum   - MM: 54.60
18 Bed, 18 Baths, SqFt Days Listed: 6
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Welcome to an unparalleled collection of THREE designer residences on one of the most exclusive waterfront parcels in the Florida Keys. Located just steps from Coco Plum Beach and the Atlantic Ocean, this rare investment opportunity is the ultimate blend of luxury, lifestyle, and income potential.Professional Designed and built by DAsign Source in 2019, each residence is a testament to timeless architecture, sophisticated interiors, and exceptional craftsmanship.Each of the three homes spans off 4,066 square feet and features 6 spacious bedrooms and 6.5 bathrooms with custom millwork and designer fixtures. The interiors are professionally furnished with a curated blend of comfort and elegance, complemented by expansive ceiling heights, open-concept living areas and balconies throughout. Designed with privacy in mind, each home includes its own private pool, tiki hut, and a dock offering deepwater and direct ocean access.Impact windows and doors provide storm security and peace of mind, while each home offers three (3) air conditioning units to ensures optimal climate control on each level. Boating an abundance of storage on each level, an oversized laundry room, walk in pantry and en- suite accompanying each room. Whether you envision a serene family compound, a luxury short-term rental business, or an exclusive corporate retreat, this property offers incredible versatility and value.Zoned for weekly rentals, the income potential is substantial, making this one of the most attractive investment opportunities in the Florida Keys. With seller financing available up to 50% of the purchase price, acquiring this rare trophy property is as strategic as it is luxurious.

$11,750,000
Key West
Old Town Unlisted   - MM: 1.00
15 Bed, 15 Baths, SqFt Days Listed: 126
Commercial - Active - Waterfront No
Side of Island: Median - n/a

Located in picturesque Old Town of Key West, just steps from lively Duval Street, Douglas House is a captivating guest house ensemble. Spanning across five interconnected lots, with dual street access from both Amelia and Virginia Streets, this property is a remarkable collection of 15 licensed transient accommodations and a historic 5-COP liquor license + a parking lot. Douglas House, a cherished Inn, stands out for its perfect balance of accessibility and affordability, coupled with its recent renovations, ensuring it remains in pristine condition. At its heart lies a beautifully designed pool and bar area, enveloped by lush, tropical greenery, offering a tranquil oasis amidst the vibrancy of Key West. The guest house presents a variety of lodging options, from cozy queen rooms to expansive suites equipped with bars and kitchens, all featuring a modern decor. Many of these suites offer the added luxury of private porches or balconies, overlooking the garden and pool. Guests are treated to an array of amenities including a refreshing swimming pool, a charming bar area, off-street parking, and relaxing garden spaces with winding brick paths. Complimentary Wi-Fi and tea & coffee service add to the comfort of the stay. Moreover, the Douglas House is within a short stroll of Key Wests renowned attractions such as the Ernest Hemingway House, Southernmost Point Monument, and Sunset Pier at Mallory Square, not to mention the array of galleries, eateries, bars, and shops nearby. INCLUDED in the offering is a valuable parking lot at corner of Amelia St at 1108 Whitehead St., for added income.

$12,500,000
Marathon
Casa Manana Shores   - MM: 50.50
6 Bed, 6 Baths, 10,852 SqFt Days Listed: 328
-13.79% ($2,000,000) 2 Price Changes : Last Change 2 Days Ago
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Casa Manana Shores, located in the heart of Marathon, is a developers dream or a private owners potential paradise. This secured gulf front estate offers 3.86 acres of land and is surrounded by an eight foot concrete wall with three gated entrances. The property boasts approximately 540 linear feet of Highway frontage and 695 linear feet of water frontage. It offers 218 feet of concrete dockage, including a cut-in protected boat slip. There is even room for a helicopter landing pad. This unique property is zoned mixed-use commercial and comes with one commercial transferable building right. It is currently a private residence with a separate garage and workshop. The 10,852 square foot mansion is solid concrete construction with concrete pilings and copper pipes. It has ten bedrooms, six and a half bathrooms, and a sauna, game room and great room. Repairs are needed, and the interior needs substantial updating. An attached partially screened enclosure holds an impressive 12 ft deep swimming pool that measures 25 x 50 ft. The garage/workshop is a separate structure with two rooms with mini split air conditioning. The existing structures could be demolished for those with a vision, leaving you with a 3.86 acre blank canvas in the center of town. Its versatile designation offers multiple possibilities for residential and/or commercial use. Over the years it has previously housed a motel with a marina, a 19-unit trailer park, and a restaurant. This property lends itself to a variety of development or rehabilitation possibilites to create the vision of your dreams!

$12,750,000
Key West
Old Town Unlisted   - MM: 1.00
15 Bed, 15 Baths, SqFt Days Listed: 56
Commercial - Active - Waterfront No
Side of Island: Median - n/a

Heron House Court presents a unique chance to own a boutique guesthouse in the heart of Old Town Key West. This historic gem has been well maintained through the years & offers 15 deluxe rooms (14 licensed transient rentals).The relaxed atmosphere, with its private porches and multiple decked lounging areas throughout creates a wonderful ambiance.Steeped in history, Heron House Court circa 1900, was originally built to house the workers of Flaglers famous overseas Railway & is listed on the national register of historic places.Perfectly situated just a short stroll from Duval Streets world-class dining, shopping, and nightlife, as well as the Historic Seaport boardwalk, this island retreat attracts a steady stream of visitors year-round. The island-style setting, lush tropical gardens, expansive covered porches, and serene heated pool, create an unforgettable Key West experience.Sold fully furnished and turnkey, this well-established business includes all equipment, booking software, and a proven rental history, ensuring a smooth ownership transition. Heron House Court is a rare and wonderful opportunity to own in one of the most sought-after locations in Key West with unlimited potential.

$12,900,000
Key West
Old Town Unrecord   - MM: 1.00
Bed, Baths, 10,305 SqFt Days Listed: 265
-6.26% ($860,750) 1 Price Change : Last Change 35 Days Ago
Commercial - Contingent - Waterfront No
Side of Island: Median - n/a

The Paradise Inn, with its subtle luxury and Bahamian charm, is situated in the center ofOld Town Key West only a short walk or bicycle ride from the shops at Mallory Square, Duval Street, The Ernest Hemingway Home, and The Key West Butterfly Conservatory. The Hotel features an upscale amenity base including spacious gardens filled with exotic flora, a fountain-fed pool, jacuzzi, complimentary breakfast, daily wine & cheese happy hour, and 24-hour coffee. Ownership also owns a two-story building next to Paradise, on 817 Simonton Street, where there is a fully renovated 2BR/1BA apartment, with private balcony, and washer and dryer on the second floor. On the first floor thereis a commercial space that is currently leased out as a SPA. There are also six parking spaces at this Property.

$13,965,000
Ramrod Key
Breezeswept Beach Estates   - MM: 27.50
Bed, Baths, SqFt Days Listed: 114
Commercial - Kick-out - Waterfront Yes
Side of Island: Ocean - n/a

Discover a prime investment opportunity with this unique commercial property located on 1.67 acres along the scenic Overseas Highway of the Florida Keys. This site features an impressive 470 of highway frontage and sits on a 40 wide canal, providing excellent boating access and approximately 17 boat slips along the seawall. Transferable quota Liquor License was recently appraised at $800,000. This license would allow for an onsite Liquor Store as well. There are 25 Transient Licenses Transient Licenses were recently appraised at $200,000 each for a total of $5,000,000.Currently this business is operating as the Looe Key Reef Resort, this multifaceted, profitable business includes a dive shop, motel, swimming pool, snorkel and dive charter business offering dive instruction and trips to the Looe Key sanctuary, a large tiki bar, kitchen and restaurant, and onsite food truck. Development Potential: The existing motel presents an excellent opportunity for conversion into affordable/workforce housing, allowing for the strategic relocation of the 25 transferable transient licenses within unincorporated Monroe County. This flexibility opens doors for various development scenarios, catering to diverse market needs. Offers a strategic advantage with the ability to transfer transient licenses to another location within 14 miles noting that the receiving site may not be required to adhere to affordable housing requirements, enhancing the potential for development or redevelop the current property. With its prime location, extensive licenses, and existing business operations, this property stands out as a lucrative investment opportunity in the heart of Floridas beautiful Keys. Dont miss your chance to capitalize on this rare offering.Buyer to verify all information.

$13,995,000
Cudjoe Key
Sacarma   - MM: 21.00
31 Bed, 31 Baths, SqFt Days Listed: 174
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

Located on Cudjoe Key, only 20 miles from Key West. Transient use property, over 3.5 acres, 15 units (15 ROGO exemptions) over 300 feet of water frontage, boat basin, 3 concrete docks, one wooden dock, boat ramp. Excellent rental history, shared coin laundry, 2 swimming pools. 2 parcels on US 1 are zoned Sub Urban Commercial, 3 private driveways. Property spans from US 1 to the Atlantic Ocean. Owner is licensed Realtor. Please do not walk on the property without an appointment. Seller is licensed Realtor

$14,950,000
Key West
Old Town Unrecord   - MM: 1.00
Bed, Baths, 12,101 SqFt Days Listed: 265
-14.50% ($2,535,000) 2 Price Changes : Last Change 117 Days Ago
Commercial - Active - Waterfront No
Side of Island: Median - n/a

Located just a block from Duval Street, Cabana Inn is hidden amongst shady trees to create a tranquil paradise. The historic conch estate, with cottages that were meticulously converted into a comfortable Key West hotel, features modern designs throughout the interior and exterior.Featuring 24 rooms that can accommodate one to five people, the Cabana Inn offers ten room types. Hotel amenities include lush interior courtyards, a refreshing lagoon style pool, a spacious in-ground Jacuzzi, and a large sun-yard with treetop walkways.

$14,990,000
Ramrod Key
Ramrod Shores Marina   - MM: 27.00
Bed, Baths, SqFt Days Listed: 312
Commercial - Active - Waterfront Yes
Side of Island: Ocean - n/a

North Niles at Ramrod Key: Premier Real Estate Development Opportunity in the Florida KeysLocated in the Florida Keys on Overseas Highway, Ramrod Key was named after a ship named Ramrod, which was wrecked on a reef south of the island in the early nineteenth century. Positioned at mile marker 26, North Niles at Ramrod Key is just 24 miles from Key West Airport.This prime property features over 1.5 miles of water frontage and is the largest single connected piece of land available in the Keys at 186 acres. It boasts the tallest bridge clearance from Key West to Marathon at 38 feet and the deepest boat basin at over 20 feet. With direct access to the Atlantic Ocean and Niles Channel, and over one mile of water frontage, this site is ideal for marine activities. Additionally, it offers almost half a mile of frontage on Overseas Highway, enhancing its visibility and accessibility.Zoning & Entitlements-Comprehensive zoning and entitlement due diligence has been completed for North Niles at Ramrod Key. The county has provided a Letter of Understanding (LOU) that outlines a path for developing 93,000 square feet of floor area and up to 9 homes, with the first Rate of Growth Ordinance (ROGO) already approved.The lots include a mix of habitats and zoning types, all of which have been documented and surveyed. Environmental studies and surveys are complete, confirming the lands suitability for development. Although the property includes more dwelling units than can be built due to clearing limitations, there is sufficient usable land. With dedication, additional ROGO points can be gained, expediting further development awards. Potential tax benefits from dedication or conservation easements add to the financial appeal of this investment.North Niles at Ramrod Key is the largest available developable tract in the Florida Keys, presenting a unique and exceptional opportunity for development in this sought-after region.

$15,000,000
Key Largo
Misc Subdivision Mm 97 107   - MM: 0.00
23 Bed, 23 Baths, SqFt Days Listed: 44
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Opportunities like this are few and far between. Nestled on nearly 3 acres stretching from Overseas Highway to the sparkling waters of Florida Bay, this 21-room boutique hotel is a true hidden gem in the heart of Key Largo. Zoned Suburban Commercial and family-owned and operated for 35 years, this is one of the rarest bayfront hospitality offerings available in the Upper Keys.The property boasts direct bay access with dockage, a private beach, concrete boat ramp, concrete pool, outdoor grilling area, and multiple tiki huts--set against postcard-perfect sunset views. 11 of the rooms have been fully renovated with coastal modern kitchens, elegant bathroom tile, and furniture, while the remaining rooms have been freshly painted, furnished, and decorated income-producing - offering immediate rental income with room to elevate and expand.Walkable to fine dining, boutique shopping, and local attractions--yet entirely serene--this is more than a property; its a rare piece of paradise ready to become the next iconic destination in the Keys. With ample space for redevelopment and additional value-add opportunities, this is a rare find for investors or hoteliers seeking a turn-key operation with major upside potential. Dont miss your chance to own a piece of paradise in one of the most desirable destinations in the Florida Keys.NO SIGN ON PROPERTY. PLEASE CALL FOR SHOWINGS AND DO NOT WALK PROPERTY WITHOUT LISTING AGENT.

$19,550,000
Key West
Old Town Unlisted   - MM: 1.00
Bed, Baths, 4,166 SqFt Days Listed: 265
-8.86% ($1,900,000) 2 Price Changes : Last Change 5 Days Ago
Commercial - Active - Waterfront No
Side of Island: Median - n/a

Located on the northside of Old Town only two blocks from the historic Key West Port,NYAH is walking distance from the main strip of bars and restaurants on Duval andproximate to historical landmarks such as the Southernmost Point, Ernest HemingwayHome, Key West Butterfly Conservatory, and Mallory Square. The Property is designed for hosting group travelers offering both private and shared guestrooms. Private Rooms can accommodate groups of up to six people and each guest is provided their own bed, locker, and set of towels. Guestroom amenities include en-suite bathrooms, private lockers, and personal charging docks. Home to three outdoorpools, NYAH is in possession of a bar license and serves drinks from the front desk. NYAH also features an office space which can be converted into a 3-bedroom transient unit. As the Property holds 36 transient licenses, no additional ROGO is needed.

$20,350,000
Key West
Old Town Unrecord   - MM: 1.00
Bed, Baths, 4,788 SqFt Days Listed: 265
-22.25% ($5,825,000) 2 Price Changes : Last Change 5 Days Ago
Commercial - Active - Waterfront No
Side of Island: Median - n/a

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.

$21,000,000
Key Largo
Tarpon Acres   - MM: 102.00
3 Bed, 3 Baths, 1,120 SqFt Days Listed: 19
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

Waterfront 103 Unit RV/ Mobile Home Park in Key Largo! A rare find anywhere in the Florida Keys or even all of South Florida. Same family ownership since 1996. The Bayside Site encompasses 6.15 Acres Uplands and includes 29 wet boat slips. County recognizes 53 Residential Dwelling Units (48 MH & 5 Attached), plus 50 Transient Residential Dwelling Units from 50 RV lots. 98 Units are currently online. The owners only own one MH, the others are all tenant owned.URM Zoning allows possible commercial redevelopment including Vacation Rentals & Marinas or remain affordable & sell and transfer entitlements. Baybottom lease with State of FL. Site plans are in place for options to redevelop the uplands. One plan design lays out 33 RV pads and 29 Mobile Homes, 62 units total. The Balance of recognized but unused entitlements may be sold off. Another redevelopment calls for 35 Single Family Homes and 63 Hotel Bungalow Suites. Both plans include Clubhouse, Restaurant, lazy river plus two additional pools, coffee shop and souvenir shop as matter of right without going through the County major development process.

$23,000,000
Upper Matecumbe Key Islamorada
Strattons   - MM: 82.50
Bed, Baths, SqFt Days Listed: 105
Commercial - Active - Waterfront Yes
Side of Island: Bay/Gulf - n/a

The Pulse of Islamorada ... Iconic Islamorada Restaurant & Cabana Bar available for Sale, Real Estate and Business included. Spanning over 1,000 feet of bayfront and 500 ft of Highway frontage, where the locals & visitors come from near & far to watch nightly sunsets over the bay, enjoy food & libations, and listen to live bands daily. This property includes over 5 acres of real estate (survey available), full service bar with 5 Cop liquor license, 250 seat outdoor restaurant, private party & tournament hosting area. New parking lot, lighting, & drainage completed in 2020 with plenty of parking to expand the business. Concrete building built in 2015/2016 for gift shop, bathrooms, laundry, prep kitchen, storage, and more. In addition, property includes main kitchen, special event tiki bar, dockage, beach, boat ramp, and more. Sale includes 4 on site building rights & 2 boat slips in the Islamorada Yacht Basin located adjacent to property. Room for expansion.Voted Best Sunset year after year. Additional information and financials available upon request. NDA and POF required. Contact Listing Agent .All information to be verified by Buyer/Buyers Agent.

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 05-25-2025.
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