Florida Keys Multi-Family Homes for Sale in the Florida Keys

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.Now, for the fine print: the property is currently tenant-occupied, so please allow 48 hours notice for viewings (and you might not be able to see all units in one go). Savvy investors should 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 on the chance to turn your dreams into reality!

INVESTORS, DEVELOPERS, CONDO CONVERSION--1005 FLAGLER AVE AND 1009 FLAGLER AVE--Two fourplexes in the highly desirable Casa Marina neighborhood on 18,371 sq ft of land, with 7,193 sq ft of Floor Living Area, for a total of 10 bedrooms and 9 baths. 1005 Flagler is 4 units, 3 of which are 1/1, ground floor unit #1 is a 3/2 with a courtyard. Theres an on site coin laundry, as well as a garage and storage.1009 Flagler is 4 units, each a 1/1.Property Data Cards are found in Documents for each property.

PRIME OPPORTUNITY! 1819 Atlantic Blvd, 1719/21 Josephine St, 1723/25 Josephine St, 1821 Atlantic Blvd & 1823 Atlantic Blvd. EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 3 FOURPLEXES 12 units offering 9,000 sq ft of Floor Living Area, and 2 vacant lots for a total of 23,340 sq ft of land. All 12 units are each a 2/1, for a total of 24 bedrooms and 12 baths. Buyer to verify with the governing authorities building rights for the vacant lots. Property Data Cards for each parcel are found in documents.

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.

Two Transient Homes Now Available For Sale. Just one block off world-famous Duval Street, this rare property offers two homes - each 3 bedrooms, 3.5 baths and private pools. These have strong rental histories. These well-appointed residences blend island charm with modern comfort, featuring open-concept living areas, updated kitchens and private ensuite bedrooms. Thoughtfully designed for guest privacy and relaxation, each home includes its own outdoor lounging space and pool--perfect for cooling off after a day in the sun or enjoying a quiet evening under the palms.Whether youre looking for a investment opportunity, a vacation retreat with rental flexibility, or a mix of both, this unique setup delivers unmatched versatility just steps from the vibrant restaurants, galleries, and nightlife of Duval Street.

This unique property combines privacy, comfort, and the beauty of coastal living. With ample space for gatherings and adventures on the bay, youll fall in love with the charm and tranquility of this magnificent bayfront estate. Enjoy year round sunsets from this 2 acre estate on Florida Bay! This is perfect for an extended family or group of friends to enjoy. 3 dwellings on 2 separate parcels plus deeded baybottom make this a truly unique property. Gated for privacy, the driveway passes the Coral House, which is used as a licensed vacation rental. Continue towards the bay where the Cottage and Florida Bay House are nestled into the mature tropical landscaping. Florida Bay is straight ahead with a jetty into the Bay which is the perfect spot for sunning or stargazing. The boatramp next to the jetty is handy for launching kayaks and paddleboards to explore Florida Bay. Originally built in 1961, the Florida Bay House was expanded in the early 70s and has 3 bedrooms and 3 baths with the master suite upstairs. The Cottage was built in 1956 and is a quaint guest house. The Coral House has 4 bedrooms and 3 baths, was built in 1992 and is in the X flood zone. Dont miss the opportunity to own this slice of paradise! Contact us today to schedule your private tour and experience the magic of this beautiful bayfront property.

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. Shared coin laundry, 2 swimming pools, 3 private driveways. 2 parcels on US 1 are zoned Sub Urban Commercial, excellent rental history. Property spans from US 1 to the Atlantic Ocean. Owner is licensed Realtor. Please do not walk on the property without an appointment