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

Total Listings 87
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$1,995,000
Key Colony
Marina Subdivision   - MM: 54.00
4 Bed, 4 Baths, 2,329 SqFt Days Listed: 123
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Say hello to 242 Sadowski! Imagine waking up every morning in your own Florida Keys waterfront home, where you can head out for a fun day of fishing whenever your heart desires. This beautifully designed property, built in 2014, boasts 4 spacious bedrooms and 3 modern baths, providing ample room for family gatherings or hosting friends. There is over 2300 SF of living space and a nice open floor plan with tray ceilings in the living and dining area. Sliding glass doors run across the entire rear of the home and bring the beauty of the outdoors in. The kitchen is well appointed with an island and lots of cabinet space. A guest bedroom and bath is also conveniently on the first level, for grandparents or those with mobility issues. Upstairs, youll find the additional three bedrooms and the laundry room. Imagine waking up to beautiful water views from your private balcony, accessible from both the primary suite and one of the guest bedrooms--perfect for sipping your morning coffee or enjoying some quiet time with a good book. Step outside to your private oasis, complete with a sparkling pool, perfect for sun-soaked afternoons and evening swims under the stars. The generous 49 concrete dock with step down will accommodate one boat or two. The 2-car garage will store all of your boating gear. Currently operating as a successful vacation rental. Approx. $91K in gross income in 2024 and approx. $100K on the books to date for 2025. This means you can start generating income from day one, making it an ideal investment for those looking to blend leisure with financial opportunity. Picture yourself enjoying weekends with family, while also taking advantage of the lucrative vacation rental market, all in one incredible location. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance. 240 Sadowski, is also for sale, if you want to purchase the full duple

$1,995,000
Key Colony
Marina Subdivision   - MM: 54.00
4 Bed, 4 Baths, 2,329 SqFt Days Listed: 123
Half Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 49ft.Concrete

Welcome to 240 Sadowski! This exceptional two-story half duplex is designed for those who appreciate both luxury and comfort. Built in 2014, with 4 spacious bedrooms and 3 bathrooms, this residence offers ample space for families and guests alike. There is over 2300 SF of living space and a nice open floor plan with tray ceilings in the living and dining area. Sliding glass doors run across the entire rear of the home and bring the beauty of the outdoors in. The kitchen is well appointed with an island and lots of cabinet space. A guest bedroom and bath is also conveniently on the first level, for grandparents or those with mobility issues. Upstairs, youll find the additional three bedrooms and the laundry room. Imagine waking up to beautiful water views from your private balcony, accessible from both the primary suite and one of the guest bedrooms--perfect for sipping your morning coffee or enjoying some quiet time with a good book. For the avid fisherman, this home comes with a generous 49 concrete dock, giving you direct access to the sparkling waters of the Keys. The pool is the perfect place to relax after being out fishing all day, or for those that just want to lounge and work on their suntan. Your 2-car garage will come in handy for storing all your boating gear too. This property is currently a successful vacation rental, with bookings in place, so you can start generating income right away. Approx. $90K in gross income in 2024 and approx. $100K on the books to date for 2025. Key Colony Beach is a resort community in the middle Florida Keys with several restaurants, 9-hole golf course, sports courts and shopping within biking or walking distance. The adjoining property, 242 Sadowski, is also for sale, if you want to purchase the full duplex for extended family or additional rental income.

$1,999,999
Key West
Island City Subdivision   - MM: 2.00
4 Bed, 4 Baths, 1,408 SqFt Days Listed: 79
-9.05% ($199,001) 2 Price Changes : Last Change 36 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

Renovated, highest quality. New heated pool, ipe deck, new metal shingle roof, entire two bedroom is brand new. 6,254 square feet of land, corner lot, park your RV, add guest house, etc. Two on site parking spaces. Home was renovated to convert to single family, currently set up as two units, one two bedroom, two bath with large sleeping loft and a one bedroom, one bath, (two legal units). Both floor plans attached, as is and the proposed conversion to single family. Tennis courts across the street. Keep as is and rent one side or easily finish conversion to single family. Room for your RV on the very large fenced lot. Rented long term $8,500. Month. GLA does not include loft. Current owners are licensed Florida Realtors.

$2,000,000
Plantation Key
Indian Waterways   - MM: 89.00
4 Bed, 4 Baths, 1,500 SqFt Days Listed: 47
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: 33ft.

Exclusive opportunity to own this canal-front duplex and the adjacent vacant lot in Indian Waterways subdivision of Islamorada, FL. Each unit features two bedrooms, one bathroom, original custom Cherry and Pine kitchen cabinetry, and terrazzo floors. A connecting interior door allows the property to function easily as one expansive home or continue to be used as two separate living spaces. Boating enthusiasts will appreciate the 33-foot dock on a wide canal with direct access to the Florida Bay. The combined lots span 0.40 acres and are adorned with mature native plants and trees including Short Leaf Fig, Pigeon Plum, Mahogany, Locust Berry, and Crabwood -- creating a haven for birds and butterflies. Conveniently located near schools, Mariners hospital, grocery stores, shopping, entertainment, and Founders Park, which offers a swimming pool, bayfront beach, playground, pickle ball, tennis, and dog park. Whether youre seeking a primary residence, vacation home, investment, or redevelopment opportunity, this property invites you to live, work, and enjoy the tropical Florida Keys lifestyle.

$2,050,000
Key West
Moffats Subdivision   - MM: 2.00
5 Bed, 5 Baths, 2,007 SqFt Days Listed: 145
-26.65% ($745,000) 1 Price Change : Last Change 2 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

INVESTOR ALERT! Great opportunity to own a 3 unit building centrally located in Key West with off Street parking and plenty of room for a pool. The downstairs front unit is a 2BD/1BA, has an open floor plan with lots of windows allowing for plenty of natural light and a cute front porch. The upstairs unit is a 1BD/1BA and the rear third unit is another 2BD/1BA. The multi unit building sits on a nearly 4,000sf corner lot, consists of 2 structures and has just over 2,000sf of total living space. Located only a few blocks to Duval Street, the beaches, wonderful restaurants and many more of Key West attractions! Tenant occupied, minimum 24 Hour notice to show.

$2,095,000
Duck Key
Center Island   - MM: 61.00
4 Bed, 4 Baths, 2,108 SqFt Days Listed: 335
Duplex - Active - Waterfront Yes
Side of Island: Ocean - Dockage: 75ft.Concrete

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. B&BATVAI

$2,100,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
9 Bed, 9 Baths, 3,687 SqFt Days Listed: 12
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Triplex with Stunning Rent Roll ($187,200/year)- This income-producing triplex features three well-maintained units, each offering 3 bedrooms and 2 bathrooms. The front unit, originally larger than the rear units and spans one level--ideal for tenants seeking single-story living. The rear units are two-story layouts, with bedrooms and baths upstairs and kitchen/living areas on the main level. Units are rented for $7,700, $4,500, and $3,400 per month on long-term leases ($187,200/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

$2,175,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 1,760 SqFt Days Listed: 133
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

This home has not been sold in over 100 years! The property sits on the corner of world famous Millionaire Row and one of the last not to be renovated. Do not buy someone elses overpriced flip. Bring your imagination, contractor and bring this home back to its original beauty. The lot is almost 5000 SF and runs from Fleming St. to Stickeny Lane, where there is ample off-street parking. The 1890 Sanborn maps show an additional house on the property, that may be able to be rebuilt with permission from the city (buyers to verify). The home has plenty of the original Dade County pine waiting for restoration. Also featuring historic windows and double balconies. Currently the home is a legal duplex, each a 2 bedroom, 1 bath apartment. Buyers could retain the duplex or transform it into a stunning single family residence in the most sought after neighborhood in all of Key West.

$2,200,000
Key West
Old Town Unrecord   - MM: 1.00
4 Bed, 4 Baths, 2,080 SqFt Days Listed: 216
-2.22% ($50,000) 1 Price Change : Last Change 2 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Bay/Gulf - Dockage: None

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.

$2,399,000
Key West
Monroe Investement Co Subdivi   - MM: 2.00
6 Bed, 6 Baths, 2,570 SqFt Days Listed: 78
-0.04% ($1,000) 2 Price Changes : Last Change 5 Days Ago
Duplex - Active - Waterfront No
Side of Island: Median - Dockage: None

This mid-town multi-family home offers a remarkable living experience. Designed for comfort and privacy, it features 2 distinct apartments, each w/its own charm & functionality & it can become a 30 day vacation rental w/appropriate licensing. Downstairs: 2 spacious bedrooms & 2 well-appointed bathrooms. The Master has a walk-in closet system, a built-in office; the large Master bath a spacious shower. Open concept Living room/Kitchen features Pantry, quartz counter tops, built-in wine cooler, all overlooking the pool w/ water feature crafted by the renown Master Potter Jay Gogin. A guest suite w/private bath/entrance offers additional privacy & convenience. Upstairs: 3 bedroom/2 bath layout w/Master featuring built-in space saving mirrored closet & ensuite bath. French doors & balconies overlook the backyard foliage & pool. The 2nd remodeled bathroom services the 2 bedrooms, 1 of which is used as a media room. The open Living room/Kitchen has built-in wall shelves, w/ the Washer/dryer located in the hallway. The property is private; saltwater pool can be heated or chilled, it has unique bamboo fencing, & an elevated patio in front overlooking the street. Whole house Generac generator, large Rheem on-demand gas tankless water heater, metal roof, accordion storm shutters, & 3 off-street parking places round out this independent living experience.

$2,450,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
5 Bed, 5 Baths, 1,994 SqFt Days Listed: 296
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

$2,788,000
Key West
Old Town Unlisted   - MM: 1.00
6 Bed, 6 Baths, 3,876 SqFt Days Listed: 40
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

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!

$2,795,000
Key West
Gwynn Subdivision   - MM: 1.00
4 Bed, 4 Baths, 4,013 SqFt Days Listed: 61
-6.68% ($200,000) 1 Price Change : Last Change 2 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Prime Mixed-Use Investment Opportunity in Key West!Built in 2021 to current building codes, this exceptional four-unit commercial and residential compound is a rare find in the heart of Key West. A perfect 1031 Exchange candidate, this versatile property includes two licensed townhouse residences and two licensed commercial units, offering excellent income potential and flexibility.The commercial building, positioned street-side, is a two-story frame structure with high visibility on Truman Avenue. The ground floor offers approximately 1,112 square feet of open commercial space, while the second floor spans approximately 800 square feet and features a 30-foot-wide balcony overlooking Truman Avenue. An ADA-compliant elevator provides easy access to the second floor. Both levels include fully ADA-compliant restrooms, nine-foot-high ceilings, recessed lighting, ceiling fans, central air conditioning, washer and dryer hookups, and are pre-wired and plumbed for refrigerators and sinks. At the rear of the property, the residential portion consists of a two-story, common-wall duplex, with each unit offering approximately 1,015 square feet of living space. Designed for comfort and style, each unit features two bedrooms and two and a half bathrooms, vaulted ceilings in the upstairs bedrooms, spacious island kitchens, tile flooring, and private shaded rear decks. The property is thoughtfully designed with a beautifully landscaped common courtyard that separates the commercial and residential buildings, enhancing privacy and curb appeal. This turnkey mixed-use property presents a rare opportunity to own a high-quality, income-producing asset in one of Key Wests most desirable locations. Dont miss out on this exceptional investment! *Note: 3D Tour is only of the 2 residential units.*

$2,900,000
Key Largo
Tavernier Harbor   - MM: 92.00
2 Bed, 2 Baths, 776 SqFt Days Listed: 16
Duplex - Active - Waterfront Yes
Side of Island: Bay/Gulf - Dockage: Boat Ramp,Basin75ft.

Stunning Bayfront Opportunity with Western Sunset Views | TavernierPositioned on a prime waterfront lot with year-round western exposure, this one-of-a-kind Bayfront property captures spectacular sunset views and offers a unique combination of existing income potential and future luxury development. Once a full duplex, the northside half has been professionally demolished and comes with fully approved plans and permits for a 3,300 SqFt, 3BD / 4BA, three-story custom residence. The architectural plans feature over 2,000 SqFt of covered bayfront porches and an expansive rooftop deck, all designed to showcase the open water views and embrace the coastal lifestyle.The southside portion of the property features a CBS ground-level 2BD / 1BA home with 776 SqFt of living space, recently remodeled with new appliances and modern finishes. Currently functioning as a seasonal rental, this home offers immediate income potential with a 28-day minimum rental policy--perfect for offsetting costs while you build or for personal use as a charming waterfront getaway.Unmatched features, convenience, and accessibility include:Unobstructed sunset views year-round over the bayPlatform dock in place, ideal for daily water accessQuick access to both the Bay and Atlantic Ocean via Tavernier Creek--just one mile away- Year-round boating potential with excellent proximity to offshore and backcountry waters- Protected small-craft harborage, offering shelter during storms and peace of mind for boaters- Close to hotels, shopping mall, gym, schools, and family-friendly entertainment- Nearby full-service marina with bait & tackle shop and boat ramp- Ground-level home allows for easy access and mobility- Versatile Usage: Ideal for multi-generational living, long-term investment, or custom waterfront retreat.This is an unparalleled opportunity to own and create a luxurious waterfront sanctuary in one of the most coveted locations in the Florida Keys.

$2,999,999
Key West
Old Town Unlisted   - MM: 1.00
2 Bed, 2 Baths, 1,596 SqFt Days Listed: 104
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Heart of Old Town Key West. Very rare FULLY RENTED income producing mixed-use property. 2/2 residential, office plus a detached restaurant. Seller financing is available to immediately start your investment opportunity! Call now for your private showing.

$3,491,000
Key West
Key West Realty Cos Subdivisi   - MM: 3.00
16 Bed, 16 Baths, 6,000 SqFt Days Listed: 112
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

EMPLOYEE HOUSING, DEVELOPERS, CONDO CONVERSION! 1714 Bertha St and 1716 Bertha St are two fourplexes with 16 bedrooms and 8 baths, 8 units of 2/1 each, comprising 6,000 sq ft of Floor Living Area on 8,755 sq ft of land, offered with the vacant lot adjacent to 1714 Bertha St, a bonus 5,765 sq ft lot comprising a total of 14,529 sq ft of land. Both buildings have new metal roofs as of 2024. Property Data Cards can be found in Documents.

$3,750,000
Key West
Old Town Unrecord   - MM: 1.00
5 Bed, 5 Baths, 3,665 SqFt Days Listed: 300
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Zen Villa represents a rare opportunity in the heart of Old Town, Key West, comprised of three homes on a spacious 5,891 SF lot. The main residence at 400 Aronovitz Lane is a luxurious 3-bedroom, 4-bathroom contemporary island estate and an active vacation rental, while 621 and 623 Whitehead Street offer two charming 1-bedroom, 1-bathroom cottages, currently rented long-term.The main home redefines island elegance, welcoming you with an airy lounge boasting 18-foot cathedral ceilings, a chic wet bar with granite countertops, a beverage cooler, and an ice maker. The open-concept living and dining areas flow effortlessly into multiple outdoor spaces, creating the ultimate indoor-outdoor lifestyle. Expansive sliding glass doors open to a tropical poolside oasis designed by Craig Reynolds, featuring a heated pool with a tranquil water feature, lush landscaping, ambient lighting, and a refreshing outdoor shower.The first-floor primary suite is a serene retreat with a spa-like bathroom, marble finishes, and a steam shower. The chefs kitchen is a showstopper, equipped with a large granite island, Sub-Zero and Thermador appliances, and custom lighting. Upstairs, the second primary suite opens to a private covered porch with an outdoor shower. A cozy guest bedroom with a soaking tub provides direct access to a covered patio.Zoned Historic Residential Office (HRO) with an ADA-compliant entrance, this flexible property offers endless possibilities for live-work or investment use. Just steps from Duval Street, Truman Waterfront Park, and Fort Zachary Taylor Beach, the property is located in the coveted X-Flood Zone and features 3+ off-street parking spaces. Dont miss the chance to own a piece of paradise--schedule your private tour today!

$3,999,000
Key West
Old Town Unlisted   - MM: 1.00
7 Bed, 7 Baths, 3,015 SqFt Days Listed: 112
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

This is the entire four-unit Lighthouse View Condominium Association. It is currently four lucrative long-term rentals. Enter thru the electric gate to a bricked courtyard with parking for several cars and many bicycles and access to a covered carport. The main residence is secluded in the rear with its own private heated pool, hot tub and expansive garden with brick terrace. A free-standing two story building contains a great room, splendid kitchen and half bath downstairs. Above is a bright and breezy master suite with cathedral ceilings and skylight. In addition, there are two guest cottages, each with one bedroom, one bath and a pretty front porch. On the deck between the cottages is an outdoor wet bar and there is an outdoor shower by the pool. The other apartments are in a building at the front of the property. Downstairs are two one bedroom-one bath units. Upstairs is a glamorous two bedroom-one bath with a big, wonderful deck under the trees.

$4,399,000
Marathon
Sombrero Subdivision   - MM: 49.50
8 Bed, 8 Baths, 3,642 SqFt Days Listed: 137
Multi-Units - Active - Waterfront Yes
Side of Island: Ocean - Dockage: Davits500ft.

SELLER FINANCING available to qualified Buyer with Substantial down payment. Property consists of 2 adjacent parcels that includes 5 lots with 5 TBRs, No waiting to build as plans are already approved and Developer could break ground immediately which will greatly reduce carry cost. Approx. 500 ft of deep water frontage, new 45 dock on the southeast side of the property. Plans are for 3 Bedroom 2 Bath modular with 1680 Sq. Ft. each. Seller also owns Bay bottom 100 out. Located on direct open water of Boot Key Harbor. Multiple, deep water dock configurations available, Determination Letter on file. Boot Key Harbor offers great storm protection, five Restaurants, three Gas Docks and the deepest water in the Middle Keys. Bring big boats or multiple boats. Build five average size homes or two or three larger homes. Additional Building Rights can be transferred to other parcels located within the City of Marathon.

$4,711,100
Key West
Macros Subdivisiond   - MM: 2.00
9 Bed, 9 Baths, 8,004 SqFt Days Listed: 87
-12.76% ($688,899) 7 Price Changes : Last Change 4 Days Ago
Multi-Units - Active - Waterfront No
Side of Island: Median - Dockage: None

Motivated seller!10 Unit Apartment building with ground floor commercial. 9 one bedrooms with one studio apartment. 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.

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 04-22-2025.
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