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

Introducing an exceptional Duplex with icome producing potential! Fully renovated this FULL duplex is located in the exclusive Key Colony Beach--the crown jewel of the Florida Keys. Located just off the Sadowski Causeway, this barrier island offers an enviable lifestyle with private beaches, breathtaking sunset views at Sunset Park, and premier access to fishing charters, marinas, and a nine-hole golf course. Key Colony Beach even has its own post office, making life here both convenient and luxurious. This well-maintained full duplex boasts a 75 ft. concrete dock with davits, a sparkling swimming pool, and a tiki hut bar that overlooks a wide, 90+ foot canal. Boating enthusiasts will appreciate the quick access to the ocean or bay through the nearby Vaca Cut channel. Enjoy serene water views from the expansive covered porch of the upper unit, which features 2 bedrooms, 2 bathrooms, and an open-concept living space perfect for entertaining. The lower unit is fully renovated, offering a modern white kitchen, 3 spacious bedrooms, 2 bathrooms, and a shaded lanai for outdoor relaxation. The large, fully fenced side yard is ideal for pets or boat trailer storage, with convenient access to the attached garage and ample parking for multiple vehicles. Built with solid concrete construction and topped with a newer metal roof (approx. 3 years old), this property is a true investment gem. Live in one unit and rent out the other, or maximize its potential as a highly sought-after vacation rental destination with weekly rental options in the heart of the Middle Keys.This duplex is also eligible to be subdivided into two separate parcels, offering flexible ownership opportunities. With nearby parks, beaches, and a golf course, its the perfect blend of relaxation and adventure in one of the most desirable locations in the Florida Keys.

Boot Key Harbor Property located on Sombrero Blvd. Property sits across from the Sombrero Golf Course. Attractive property for large boat(s) needing deep water access. Four (4) boat slips available for the multiple boat owners. Property has a 75 foot concrete seawall with both water and power access. Golf cart friendly neighborhood allowing easy accessibility to multiple attractions and walking distance to restaurants. Interior layout presents a First level studio with private bathroom and kitchen. Second level features two bedrooms, 1 full bathroom, a half bathroom and kitchen. Third level Penthouse studio with private bathroom and kitchen. Concrete Roof Top show casing views of Boot Key Harbor and Sombrero Golf Course. Outdoor shower and full bathroom for ground level convenience. Ground level storage area for extra belongings. The City of Marathon, Letter of Determination, on file stating that the property has Three (3) existing Market Rate Building Rights, under the Citys Land Development Regulations (LDRs). The rights are currently associated with an existing tri-plex.

The perfect combination of residential/ investment in the FL Keys. Reside in one and rent the other or rent both as long term or vacation rental for 7 night min with approved vacation license application. 75 concrete seawall, extended wooden dock and fish cleaning station. Ideally located with restaurant, retail and attractions nearby within walking distance. This is coastal charm & comfort with unparalleled possibilities for residential or investment opportunities. Nestled on a spacious 7,500 sq ft lot, this duplex property offers two individual apartments with 3bd/2ba in each unit. Enjoy tranquil breezes and beautiful views from the expansive east and west-facing balconies on each unit.Owner is Real Estate Agent DO NOT ENTER /BOTHER TENANTS FOR ANY REASON without a showing appointment

This waterfront legal duplex plus the adjacent lot is now for sale! Each side is 2 bedroom and 1 bath with an open floor plan. Both sides have terrazo floors and their own central air condition. Class A shutters and a metal roof for reasonable windstorm insurance. Located in Indian Waterways with access to the neighborhood boat ramp. The lot with the duplex is 10,560 sq. ft. This is a great opportunity to use as is or build a single family home and sell the other building right.

HUGE PRICE ADJUSTMENT - Now $2m. This is not a property to be missed! Prestigious Johnson Street LEGAL TRIPLEX, just four blocks from beach and the White Street Pier. Live your best lifein this wonderful neighborhood. Peaceful and quiet, it is only 3/4 mile to downtown Duval action. This property sits on an enormous corner (double) lot, walled in for privacy, it encompasses over 8600 square feet. Off-street parking for 5+ vehicles (no permit required), mature trees, lush grass and flowering shrubs abound. Two entry gates AND electronic gate for inside vehicle parking.This is a MONEY MAKER with a huge 1 bedroom home downstairs(space to create an additional bedroom), multiple living areas, Chefs kitchen with gas range, granite counters, SS appliances, breakfast bar, undercabinet lighting, soft close drawers. Enjoy views of the pool from every room. TWO 1-bedroom/1-bath apartments upstairs, approx 550-600 SF each. All units have been renovated and windows are impact rated. Each unit is separated for privacy and has their own access stairs and balcony plus grassy outside areas to enjoy. The crowning jewel of this property is the 16 x 32 foot heated, saltwater pool and spa with waterfalls. It is glorious and one of the largest Ive seen in town. An expansive side yard sits next to the pool offering plenty of room for outside play, pets and gatherings, perhaps even a pool house, outdoor kitchen & living! Come see for yourself why this home is so spectacular. It doesnt need a thing except you! Rent out all three units or rent out two and keep one for yourself! All of these units can be rented long term or by the month. This fabulous 2436 sf homewill be gone soon at this new price.

Romantic Venetian Bridge view and your own waterfront duplex in exclusive Duck Key. Live on one side and rent the other. Deep water dockage and quick access to the ocean by water. Each Side Features 2 Spacious Bedrooms and 2 Full Bathrooms. Beautifully Renovated Kitchens featuring: Custom Oak Cabinets, Marble Countertops, Custom Lighting, Stone Backsplash, Crown Molding, and Gorgeous Travertine Marble Flooring Throughout Both Sides. The Living Room area has an open floor plan with lots of nice custom features including Crown Molding, Plantation Shutters. Custom Built, Inground Heated Pool, LED Lighting. Brick Paver Decking. The large Tiki hut features a Summer Kitchen Built-In Grill. Tiki Hut also has a Dining Table and Chairs, Multiple Lounge Chairs, and Coffee tables. Beautifully Landscaped, Covered Parking, Room for Boat Trailers. Living your best life in the Keys on the water for $1.050M with income.

Amazing Sunsets await you from your back yard. This property features 2 homes that are completely seperate and are currently used as airbnbs with a great rental history There is over 75 feet of deep water dock space and a yacht basin for a 25 beam catamaran. Each home is a 2 bedroom 2 bath with office, storage or utility rooms downstairs that has a bathroom and can accommodate the occasional overflow house guests Pre-qualification/approval required before showing

Triplex investment property! Prime location only 1 block from the historic Key West seaport and 2 blocks from Duval St. The downstairs offers 2 units which include a 1/1 with kitchenette and a 1/1 with full kitchen. Enjoy the front porch facing Caroline St. or spend a lazy afternoon lounging by the dip pool in the backyard. Ascend the gorgeous wooden staircase to the upstairs unit which includes the 2nd and 3rd floors and has many features reminiscent of an old ship accented by beautifully detailed wood trim. This 2/3 unit includes hardwood floors, stained glass details, a loft/office, a front porch for relaxing, a small back porch overlooking the pool, and a unique widows walk where you can enjoy a bit of privacy in the treetops. The kitchen includes a built-in water filtration system, the master bedroom is a generous size, and youll find storage galore throughout the home with built-ins, nooks, and crannies. This historic home has high ceilings throughout, and the windows (except skylights) are hurricane rated. The owners currently live in the upstairs unit and use the first-floor units as monthly vacation rentals. Any of the units could be used as long-term rentals, or the property could potentially be converted into an up/down duplex or returned to its original configuration as a single-family home. Enjoy the close proximity to all the amenities this great location offers in Old Town. This historic gem is awaiting your vision.

Two Parcels Included!!! Welcome to 1320 6th Street, a fantastic investment opportunity in a prime midtown Key West location. This property features three private units, each offering great rental income potential. Your chance to make money and have a home in paradise.Enjoy the large inviting pool and well-maintained grounds, all just minutes from downtown Key West. Whether youre looking for a lucrative rental property or a versatile family compound, this unique property is a perfect choice. Dont miss your chance to own this gem in the heart of Key West! Prime Corner Lot enjoy the benefits of a corner lot with enhanced privacy and curb appeal.The property has ample parking and features a three-vehicle covered carport, along with additional off-street parking that can accommodate your boat or RV.The layout and landscaping provide a sense of seclusion, ensuring a comfortable living experience for tenants.This multi-family property is a rare find, combining practicality, privacy, and profitability. Dont miss out on this outstanding investment opportunity!

Unlock the potential of this exceptional multifamily complex nestled in the heart of Old Town Key West. With a total of six units offering a diverse mix of layouts, including three 1-bedroom/1-bathroom units, two 2-bedroom/1-bathroom units, and one 3-bedroom/1-bathroom unit, this property presents an unparalleled investment opportunity in one of the most coveted destinations in the Florida Keys. Dont miss your chance to seize this investment gem in the heart of Old Town Key West. Schedule a viewing today and make your mark on the vibrant landscape of Key West real estate!

A rare investment opportunity to own a residential mixed-use property located in the heart of Old Town Key West PLUS adjacent vacant lot. Property consists of 2 residential units upstairs (2BD/1BA + 1BD/1BA) & 4 commercial units downstairs, each with a 1/2 bath. All commercial tenants have long term leases in place. Renovated from 2016-2019 building features all hurricane rated impact doors & windows & is located in the X Flood Zone. White Street is the fastest growing corridor in Key West, acting as a border of Old Town & New Town Key West. Within a a short bike ride or walking distance to many of Key Wests popular restaurants, beaches, museums, hotels & B&Bs. This investment opportunity is not to be missed! Lots of possibilities - Live in one of the residential units and collect rent on the other 5 units, open your own business in one of the commercial units or rent out all 6 units! *Owner is a licensed Florida Realtor.

PRICED TO SELL. Discover Key West Quirk and versatility with this one-of-a-kind mid-century mansion/multi-family/cozy compound, i.e., whatever you decide to make of it. Whether you desire a primary residence with plenty of space for your guests, owner-tenant shared space, rental income, or a redevelopment opportunity with room to expand, the options are endless.Having previously received an award from Old Island Restoration of Key West, this home exhibits time period specific charm. The current owner has embraced the history of the house which was once home to a local artist and continued the appreciation of the propertys retro artistic flare. Upon entering your vibe will be transported back in time and every detail will tell a nostalgic story.The property comprises 3 units situated on an impressive nearly 12,000 square foot lot only 3 blocks from the beach. Each unit includes a separate entrance and private gated yard lined with tropical foliage. Additionally, there is a central courtyard that may be used as a common space. The main house consists of 4 bedrooms and 3.5 baths with a combo entertainment area that overlooks a massive green space and private luxurious heated pool. This allows the ultimate indoor-outdoor feel, and it is the ideal entertainment space for the bash of your choice. The lavish primary suite presents a grand garden view. The second unit offers 3 bedrooms, 2 baths and a tranquil outdoor shower. Exposed beams and skylights cast a pleasant hue on the living space.Lastly, the third unit encompasses 2 bedrooms and 2 baths with similar aesthetics and an expansive outdoor patio.With tons of storage space, youll have room for all your belongings and more. Enjoy the convenience of off-street parking and security of this concrete block home armored with impact windows and doors.Dont miss this rare chance to own a multi-functional piece of Key West history! Schedule a showing today to explore the limitless possibili

Prime TRANSIENT Development Opportunity on Stock Island. Just over a half acre, this property features 4 ROGO exempt units with a letter of understanding from the county for the intention to develop into 4 vacation rentals.Conveniently located just off US 1 on Maloney Avenue, a thoroughfare for the Stock Island that connects world renown marinas to local commerce including maritime amenities & activities, hospitality & tourism.There are currently has 3 income producing mobile homes on the property.

400 Aronovitz Lane is a contemporary island estate that redefines luxury and sophistication right in the heart of Old Town, Key West. Step through the grand entryway into a lounge that greets you with soaring 18 cathedral ceilings, a chic wet bar, elegant granite countertops, and top-notch amenities like a beverage cooler and ice maker. The open-concept living and dining areas are designed for seamless indoor-outdoor living, flowing effortlessly to multiple outdoor spaces. Imagine uninterrupted sight lines through expansive sliding glass doors, revealing a tropical poolside patio. This outdoor oasis features a Craig Reynolds-designed heated pool with a water feature, lush landscaping, ambient lighting, and a refreshing outdoor shower. The first-floor primary bedroom is a haven of relaxation, featuring a stunning en suite bathroom with luxurious marble finishes and an enclosed steam shower. The Chefs Kitchen boasts a large granite island, custom lighting, ample cabinetry, and high-end Sub-Zero and Thermador appliances. Upstairs, the second primary bedroom offers an en suite bathroom, wide plank hardwood floors, and sliding glass doors that open to a covered porch and outdoor shower. A cozy guest bedroom includes a beautiful bathroom with a soaking tub and access to a covered patio. Two additional downstairs guest suites, located just off the kitchen, each feature a sitting room, kitchen, washer/dryer, finished loft space, and a charming porch surrounded by lush landscaping for added privacy. This property is zoned for live-work (Historic Residential Office) and includes an ADA-compliant entrance. Located on a 5,891SF lot in the X-Flood Zone, and just a short walk or bike ride to the world-famous Duval Street, the islands finest restaurants and shopping, Truman Waterfront Park, and Fort Zachary Taylor Beach. 3+ off-street parking spaces! Dont miss out--schedule your private viewing today.

HUGE 7 bed / 7 bath established vacation rental! Welcome to 580 & 590 10th St. This canal front, two family home has a well established rental history. The home is a legal duplex with interior lockout so it can easily be used as a single family home or have the flexibility of a separate 5 bed/4 bath unit and a 2 bed/2 bath unit. In total there are 4 full ensuites and 3 guest rooms. You enter into a soaring 2 story foyer with sweeping staircase that leads to a spacious open living area with large dining areas, wet bar, eat-in kitchen and waterside balcony. Or, walk past the stairs into the lower 2 bedroom unit complete with open floor plan living area and kitchen. Enjoy updated Mediterranean styling throughout the property, impact windows and doors, balconies, poolside covered lanai, heated pool, hot tub, 2 car garage, off street parking, and 75 of dockage with easy access to both the Atlantic Ocean and the Gulf of Mexico. Call today for more information and schedule a private walk-through. The property is an active vacation rental and showings are limited to Saturdays during turnover.

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 before 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!

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.

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

EMPLOYEE HOUSING! INVESTORS! DEVELOPERS! CONDO CONVERSION! 1005 Flagler Ave. boasts a courtyard, garage, storage unit and coin operated laundry building. This prime property is being offered with 7 other properties and 3 vacant lots as a single package, including (first # below after address is # of bedrooms/# of bathrooms):1009 Flagler Ave. 4/4-- 1621 Josephine St. 8/4-- 1719/21 Josephine St. 8/4--1723/25 Josephine St. 8/4-- 1819 Atlantic Blvd. 8/4--1714 Bertha St. 8/4--1716 Bertha St. 8/4-- 1821 Atlantic Blvd. vacant lot--1823 Atlantic Blvd. vacant lot--Bertha St. vacant lot adjacent to 1714 Bertha St. ALL FOR A TOTAL OF 32 UNITS--57 bedrooms, and 33 bathrooms, totaling 25,393 sq ft of Floor Living Area. With 65,482 TOTAL LAND SQ FOOTAGE, including the 3 vacant lots.Buyer to verify building rights for vacant lots.Property Data Cards from the Monroe County Property Appraiser are uploaded to Documents.