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Monroe County FL Multifamily Homes & Duplexes for Sale

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  • /102

    $2,949,000

    • 6 Beds
    • 4 Baths
    • 3,392 Sq Ft

    420 11th St, Key Colony, FL 33051

    Welcome to your waterfront retreat in the heart of Key Colony Beach. Perfectly positioned on a deep-water canal with 75' of concrete dockage, this spacious 6-Bed, 4-Bath residence offers the ideal blend of island living, boating convenience, and exceptional investment potential. Designed to comfortably accommodate family and guests, the property features a unique floor plan with a 4-Bedroom,

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    420 11th St, Key Colony, FL 33051
  • /11

    $3,350

    • 2 Beds
    • 1 Bath

    1614 Dennis St Unit B, Key West, FL 33040

    Newtown annual rental is now available to RENT! 2 bed 1 bath large deck! Convenient location near Key West Highs and just a short ride to down town. Can be rented ASAP, comes with washer and dryer fro your unit! First Month and security deposit to get started. Tenant pays utilities.

    Agent Photo

    Matthew Sheehan

    Ocean Sotheby's International Realty

    1614 Dennis St Unit B, Key West, FL 33040
  • /13

    $1,400,000

    • 10 Beds
    • 5 Baths
    • 2,536 Sq Ft

    206 12th Street Gulf, Marathon, FL 33050

    THIS UNIQUE WATERFRONT PROPERTY HAS5 units on the property and all are long term rentals. There are 5 BUILDING RIGHTS that come with this property (please ask Listing Agents for details.

    Agent Photo

    Lynn Goodwin

    Coldwell Banker Schmitt Real Estate Co.

    206 12th Street Gulf, Marathon, FL 33050
  • /27

    $987,500

    • 4 Beds
    • 2 Baths
    • 1,536 Sq Ft

    3962 No Name Rd, Big Pine Key, FL 33043

    Waterfront DUPLEX ~ CBS Construction 4BD/2BA with 2BD|1BA on each side. Property features, excellent boating access, full 70' concrete seawall, covered porch for both units, tile flooring, accordion shutters, separate utility/laundry rooms on each side, 2 central AC units and 2 electric meters. Newer metal roof within 2 years. Fenced yard with room to park your boat trailer. Great investment

    Agent Photo

    Stacy Shahan

    Island Real Estate Company Florida Keys

    3962 No Name Rd, Big Pine Key, FL 33043
  • /16

    $9,888,000

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    1430 Vernon Ave, Key West, FL 33040

    Fabulous Find on the Atlantic Side of Key West! Welcome to a truly unique opportunity in the heart of Key West. As the last and only remaining undeveloped property in the Historic Commercial Tourist District (HCT zone), this listing presents a rare and final chance to create something extraordinary. Imagine waking up to breathtaking, unobstructed ocean and beach views every day. Seabirds passing

    Agent Photo

    Irina Pytlik

    Keys Top Realty LLC

    1430 Vernon Ave, Key West, FL 33040
  • /65

    $3,899,000

    • 4 Beds
    • 2 Baths
    • 1,647 Sq Ft

    65620 Overseas Hwy, Layton, FL 33001

    Rarely does a Florida Keys property offer the combination of proven vacation rental income, transient rental zoning, private beachfront, and future development flexibility found at the historic Long Key Fish Camp. Situated at the southern tip of Long Key, this income-producing oceanfront property boasts 221 feet of private white sand beach, unobstructed Atlantic Ocean views, and both sunrise and

    TEAM Walters Gloria, Rachel and Michae Ocean Sotheby's International Realty

    65620 Overseas Hwy, Layton, FL 33001
  • /67

    $3,549,000

    $2M PRICE DROP
    • 10 Beds
    • 9 Baths
    • 6,128 Sq Ft

    14 125th Street Gulf, Marathon, FL 33050

    Live and/or work in this RARE 100' of waterfront re-development opportunity with DEEP WATER DOCKAGE APPROVED! 200' HIGHWAY FRONTAGE! Huge 74,890 SQ FT site with an approved Conditional Use PERMIT for 10 unit and 4 affordable staff group home units. 6 TBR's are available to add on, more are available. No TDR's required for pure commercial use! This MIXED USE ZONING has many commercial-residential

    Peter Schwarz-Top Producer LoKation Real Estate - Pompano Beach

    14 125th Street Gulf, Marathon, FL 33050
  • /63

    $1,725,000

    $25K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,016 Sq Ft

    668 & 670 89th Street Ocean, Marathon, FL 33050

    Magnificent legal duplex in the vibrant heart of the Florida Keys, offering highly sought-after 7-day rental flexibility--an exceptional advantage for investors and homeowners alike. Elevated on stilts, this impressive property features two spacious bedrooms and two full bathrooms on each side, creating the perfect setup for extended families, dual living, or maximizing rental income. Ideally

    Frank Griffiths Lokation Real Estate

    668 & 670 89th Street Ocean, Marathon, FL 33050
  • /110

    $2,750,000

    • 4 Beds
    • 6 Baths
    • 2,485 Sq Ft

    139 Marina Ave, Key Largo, FL 33037

    Resort-style living just got better! Turnkey waterfront living in prestigious Port Largo. This rare turnkey property offers a legally permitted duplex with ocean views, exceptional flexibility, and strong income potential in one of Key Largo's most desirable waterfront communities. The residence features two side-by-side townhomes, each with 2 bedrooms and 2.5 bathrooms, for a total of 4

    Carlos Lorenzo American Caribbean Real Estate, Christie's International Real Estate

    139 Marina Ave, Key Largo, FL 33037
  • /18

    $999,000

    $51K PRICE DROP
    • 6 Beds
    • 2 Baths
    • 1,694 Sq Ft

    1916 Seidenberg Ave, Key West, FL 33040

    Duplex with Solid Income - $91,800/YearThis income-producing duplex offers two spacious units, each featuring 3 bedrooms and 1 bathroom--an ideal setup for steady, long-term rental demand. Currently leased at $3,850 and $3,800 per month, the property delivers a strong annual income of $91,800.Situated on a 4,400 sq. ft. lot in a desirable location near the coast, this property is just a

    Monika Rydzak eXp Realty LLC KW Branch

    1916 Seidenberg Ave, Key West, FL 33040
  • /31

    $1,560,000

    $20K PRICE DROP
    • 2 Beds
    • 4 Baths
    • 1,092 Sq Ft

    709 Olivia St, Key West, FL 33040

    Legal duplex in the heart of Old Town Key West offering flexibility for investors or owner-occupants alike. Each residence features a private entrance, in-unit laundry, electric meter, and thoughtful renovations that make the property truly turn-key.Classic Key West character shines throughout with vaulted ceilings, exposed beams, skylights, and beautiful wood floors creating a bright and airy

    Corey Breingan RE Florida Homes

    709 Olivia St, Key West, FL 33040
  • /17

    $3,000

    • 3 Beds
    • 2.5 Baths

    265 15th Street Ocean Unit B, Marathon, FL 33050

    Agustin Cantens Luxe International Realty

    265 15th Street Ocean Unit B, Marathon, FL 33050
  • /12

    $1,600

    • 1 Bath
    • 5,248 Sq Ft

    91865 Overseas Hwy Unit 207, Tavernier, FL 33070

    Discover luxury Keys living in this fully furnished Studio Apartment located at Mile Marker 91.8 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, and premium appliances, this spacious apartment offers a turnkey lifestyle with comfort and style throughout. Conveniently situated just minutes from grocery stores, fitness centers, Tavernier

    Kevin Cornell Cornell Commercial Real Estate, Inc.

    91865 Overseas Hwy Unit 207, Tavernier, FL 33070
  • /15

    $5,500

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    218 Whitehead St Unit Apartment, Key West, FL 33040

    Rare opportunity to lease a spacious 1,407-square-foot second-floor apartment in the heart of Old Town Key West. This 3-bedroom, 2-bath residence features an expansive open-concept floor plan, generous living and dining areas, and two private balconies overlooking one of the city's most iconic intersections. Filled with natural light and offering ample space for comfortable living, the apartment

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    218 Whitehead St Unit Apartment, Key West, FL 33040
  • /6

    $849,000

    $100K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,501 Sq Ft

    1432 Eliza St, Key West, FL 33040

    EXCELLENT OPPORTUNITY! EXCELLENT LOCATION! This duplex offers several terrific options for the buyer -- from building a brand new home in a prime location to a top to bottom renovation project. In either case, you could choose to make it your own, or make it an income producing investment by living in one side and renting out the other or even renovating it to sell. Additionally, this property

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1432 Eliza St, Key West, FL 33040
  • /14

    $500,000

    $200K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,302 Sq Ft

    329 63rd Court Gulf, Marathon, FL 33050

    'United States Bankruptcy Auction. The Listing Price is for MLS Purposes only. Actual Price will be determined at Auction. Now Accepting Pre-Auction Stalking Horse Bids. The Stalking Horse Bid Deadline is Monday, July 27, 2026, at 5:00 PM EDT' Excellent opportunity to own a two-story duplex in the heart of Marathon. Each unit offers 1 bedroom and 1 bathroom, situated on a generous 10,591 SF lot.

    Iliana Abella Compass Florida - Miami Beach

    329 63rd Court Gulf, Marathon, FL 33050
  • /75

    $2,845,000

    $805K PRICE DROP
    • 7 Beds
    • 7 Baths
    • 4,478 Sq Ft

    580 & 590 10th St, Key Colony, FL 33051

    Exceptional canal-front opportunity with proven income potential. This expansive 7-bedroom, 7-bath residence offers outstanding flexibility as a legal duplex with an interior lockout, allowing it to function seamlessly as a large single-family home or as two separate living spaces. The configuration includes a generous 5BR/4BA main residence paired with a private 2BR/2BA guest wing, topped off by

    Nate Bartlett Berkshire Hathaway HomeServices Keys Real Estate

    580 & 590 10th St, Key Colony, FL 33051
  • /18

    $799,711

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,446 Sq Ft

    331 Avenue F, Key West, FL 33040

    Versatile single-family home featuring a private in-law suite, currently configured as two separate 2-bedroom, 1-bath units--ideal for multi-generational living or income potential. Each unit offers its own outdoor space, granite countertops, central A/C, and tile flooring throughout. Property also includes convenient off-street parking. Assumable Mortgage with aprox $473k with an interest rate

    Dasha Ray Conch Realty LLC (KW)

    331 Avenue F, Key West, FL 33040
  • /4

    $639,000

    $41K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    746 50th Street Gulf, Marathon, FL 33050

    INCOME PRODUCING! Unlock the potential of this rare Marathon property located in the desirable Vaca Village neighborhood. Situated on a 5,158-square-foot lot, this duplex currently features two separate 1-bedroom, 1-bath residences, providing immediate income-producing potential while offering outstanding future upside. Whether you're seeking rental income, a redevelopment project, or the

    Chuck Mack EXIT Realty Paradise

    746 50th Street Gulf, Marathon, FL 33050
  • /20

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    29678 Enterprise Ave, Big Pine Key, FL 33043

    Discover an outstanding opportunity in Big Pine Key with this canal-front, stilted duplex featuring two spacious 2 bedroom 1 bath residences and deep-water boating access. This is an exceptional boater's duplex in Pine Channel Estates where you can enjoy income and lifestyle in one place. Enjoy 75 feet of concrete dockage with a convenient step-down and retaining wall, all situated on a clean,

    Thomas Carden Keys to the Coast Real Estate LLC

    29678 Enterprise Ave, Big Pine Key, FL 33043
  • /44

    $1,875,000

    • 4 Beds
    • 4 Baths
    • 2,544 Sq Ft

    126 N Indies Dr, Marathon, FL 33050

    Rare canal-front duplex on Duck Key's prestigious Indies Canal with 70 feet of new composite dockage, sweeping canal views, and deep-water access to both the Gulf and Atlantic. New roof, new AC, and precast concrete construction throughout -- this is a solid, storm-ready build with significant insurance advantages over at-grade alternatives and no deferred maintenance surprises. Two

    Brenner Scheel Casey Florida Keys Real Estate Group

    126 N Indies Dr, Marathon, FL 33050
  • /61

    $2,899,000

    • 2,409 Sq Ft

    127 121 Monroe Dr Unit 13, Islamorada, FL 33070

    Exceptional investment and lifestyle opportunity in the heart of Plantation Key. This offering includes a triplex income property together with the adjacent multifamily lot, giving you both immediate rental income and room to grow. In Islamorada, it's rare to find side-by-side multifamily parcels in such a convenient, desirable neighborhood. This CBS triplex is 2,409 sq ft on a 7,500 sq ft lot,

    127 121 Monroe Dr Unit 13, Islamorada, FL 33070
  • /64

    $2,500,000

    • 8 Beds
    • 4 Baths
    • 1,504 Sq Ft

    1409 Whalton St, Key West, FL 33040

    Discover an exceptional investment opportunity in the heart of the Florida Keys! Situated on a spacious lot just 3 minutes from the beach and world-famous Duval Street, this unique multi-unit property offers versatility, comfort, and island-style living at its finest. The main residence features 5 bedrooms and 3 bathrooms across 2,432 total s/f, designed for both relaxation and entertaining.

    Felipe Carmona Carmona Realty Group, LLC

    1409 Whalton St, Key West, FL 33040
  • /6

    $680,000

    • 3,794 Sq Ft

    978 Gibraltar Rd, Key Largo, FL 33037

    Simon Gedz Charles Rutenberg Realty FTL

    978 Gibraltar Rd, Key Largo, FL 33037
  • /9

    $825,000

    • 2 Beds
    • 2 Baths
    • 1,464 Sq Ft

    3711 Eagle Ave, Key West, FL 33040

    Prime redevelopment opportunity in the coveted upper section of Eagle Avenue, now offered with owner financing. This legal duplex is situated on one of the most desirable blocks in Key West, within a well-established residential neighborhood, presenting a compelling opportunity for investors, builders, or end users looking to create value.The main house is ready for a full renovation, offering a

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /68

    $1,849,000

    $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,540 Sq Ft

    330 4th St, Key Largo, FL 33037

    WATERFRONT BEAUTIFULLY RENOVATED DUPLEX 330-340, 2BR 2BA Upper Level, 1BR 1.5BA Lower Level, both with Full Kitchens, in Key Colony Beach, a NO HOA Municipality, on Marathon Island MM53. New 15K lbs. Boat Lift 2022, 60 Ft Deep Water Dock, Extra Wide Canal, Multiple Electrical Outlets, 3 Fresh Water Spigots. House is equipped with Surge Protection, and a Transfer Switch for a portable generator.

    Daniel Cloud Water Vista Realty, Inc.

    330 4th St, Key Largo, FL 33037
  • /30

    $1,325,000

    • 2 Beds
    • 2 Baths
    • 875 Sq Ft

    1126 Grinnell St, Key West, FL 33040

    Tucked into the heart of Old Town Key West, this beautifully renovated duplex offers two distinct 1-bedroom, 1-bath residences, each finished with a refined European style kitchen. Clean lines, quality cabinetry, and thoughtful detailing give both sides a fresh, elevated feel while preserving the easygoing island character that makes Old Town so sought after.Each unit lives comfortably and

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    1126 Grinnell St, Key West, FL 33040
  • /68

    $1,700,000

    • 4 Beds
    • 4 Baths
    • 2,040 Sq Ft

    261 - 271 9th St, Key Colony, FL 33051

    A rare opportunity to own a beautifully maintained piece of paradise in highly desirable Key Colony Beach; owned by the same family for more than 40 years. Offered as a full duplex for $1,700,000 or purchase just one half (271 9th Street - $838,000 or 261 9th - $875,000). This property delivers exceptional dockage, timeless updates, and the certainty of a well cared for home. Located on a

    Karen Raspe, PA Ocean Sotheby's International

    261 - 271 9th St, Key Colony, FL 33051
  • /39

    $1,050,000

    • 4 Beds
    • 3 Baths
    • 1,950 Sq Ft

    162 Jo-Jean Way, Tavernier, FL 33070

    Old Florida charm meets modern comfort in this unique multi residence property on a rare 10 ,000 sq ft lot in historic Tavernier. The main home is approximately 1600 sq ft and renovated in 2021, offers three bedrooms, two baths with an open floor plan in the living room kitchen, dining area. Warm wood flooring in the living areas and abundant windows create the ''conch cottage'' character

    Krissy Carnahan Paradise Florida Keys Real Estate, a Luxury Brand

    162 Jo-Jean Way, Tavernier, FL 33070
  • /58

    $2,799,000

    $301K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,047 Sq Ft

    901 46th St, Marathon, FL 33050

    Two homes on open water for the price of one! Over 18,000 square foot lot, bay bottom, two building rights. Wake up to endless Gulf views and fall asleep to breathtaking sunsets at this rare waterfront estate.Tucked away at the end of a quiet road, this unique multi-family property sits directly on the Gulf, offering unmatched privacy, open water views, and direct boating access. Whether

    Bonnie Sanderson Florida Keys Real Estate Group

    901 46th St, Marathon, FL 33050
  • /18

    $1,354,000

    $85K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,904 Sq Ft

    1612 Laird St, Key West, FL 33040

    This Residential Duplex can be purchased alone or with adjacent property located at 1610 Laird. Street. Owner financing possible. Long term rentals are in place with great payment history and income. Leases must convey at closing. Front unit consists of two bedrooms and one bathroom, living room, dining area, covered patio, full size kitchen along with off street parking and washer. The second

    Roberta Mira Sunshine State Realty Services

    1612 Laird St, Key West, FL 33040
  • /4

    $765,000

    $10K PRICE DROP
    • 1,824 Sq Ft

    145 Casa Court Dr, Tavernier, FL 33070

    Seller is motivated, make an offer,Welcome to this 1,824 square foot duplex located in Adobe Casa Court in Tavernier, Florida. This single-story property offers practical living space across one floor, making it convenient and accessible. Situated in the Adobe Casa Court community, this duplex presents an opportunity for investors or those seeking a straightforward residential property in the

    Simon Gedz Charles Rutenberg Realty FTL

    145 Casa Court Dr, Tavernier, FL 33070
  • /45

    $1,300,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,854 Sq Ft

    574 & 576 99th Street Ocean, Marathon, FL 33050

    Beautifully renovated and fully turnkey duplex located on a deep-water canal in the heart of Marathon. This rare income-producing property features two spacious 2BD/2BA units, each offering approximately 927 sq. ft. of updated coastal living with impact windows and doors, granite countertops, stainless steel appliances, tile flooring throughout, and covered parking. Renovated in 2018, the

    Alexia Mann Seafarer Realty LLC

    574 & 576 99th Street Ocean, Marathon, FL 33050
  • /11

    $2,250

    • 1 Bed
    • 1 Bath

    91865 Overseas Hwy Unit 107, Tavernier, FL 33070

    Discover luxury Keys living in this fully furnished 1-bedroom, 1-bathroom residence located at Mile Marker 91.5 Oceanside in the heart of Tavernier. Thoughtfully renovated with high-end finishes, designer furnishings, premium appliances, and modern décor throughout, this spacious turnkey apartment offers the perfect blend of comfort, style, and convenience. Ideally situated just minutes from

    Kevin Cornell Cornell Commercial Real Estate, Inc.

    91865 Overseas Hwy Unit 107, Tavernier, FL 33070
  • /13

    $1,650

    • 1 Bath
    • 450 Sq Ft

    103365 Overseas Hwy Unit C, Key Largo, FL 33037

    End Unit C Newly Remodeled Studio Apartment featuring all Brand New Black Appliances. Conveniently located close to shopping, schools, restaurants, and more. Move -In Ready.

    Tracey Petrusha Venture Realty Group

    103365 Overseas Hwy Unit C, Key Largo, FL 33037
  • /57

    $1,750,000

    $100K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 1,920 Sq Ft

    281 & 291 10th St, Key Colony, FL 33051

    Income producing rental! Fantastic opportunity to own a full duplex in desirable Key Colony Beach. This active vacation rental property offers excellent income potential along with the perfect Florida Keys waterfront lifestyle. Both units feature updated kitchens and bathrooms, thoughtfully designed floor plans with bedrooms connected to the living areas by hallways, and private laundry for each

    AIMEE KORNETTI Coldwell Banker Schmitt Real Estate Co.

    281 & 291 10th St, Key Colony, FL 33051
  • /14

    $500,000

    $200K PRICE DROP
    • 1,302 Sq Ft

    329 63rd Court Gulf Unit Gulf, Marathon, FL 33050

    Excellent opportunity to own a two-story duplex in the heart of Marathon. Each unit offers 1 bedroom and 1 bathroom, situated on a generous 10,591 SF lot. Ideal for redevelopment, expansion, or construction of a larger duplex, subject to local approvals. Prime location near popular restaurants, Sombrero Beach, Marathon Sandbar, Florida Keys Marathon Airport, and Curry Hammock State Park. A

    Lamar Fisher Fisher Real Estate Services

    329 63rd Court Gulf Unit Gulf, Marathon, FL 33050
  • /41

    $714,900

    • 4 Beds
    • 2 Baths
    • 1,541 Sq Ft

    220 W Indies Rd, Tavernier, FL 33070

    FANTASTIC INVESTMENT OPPORTUNITY Newly renovated FULL DUPLEX! 2/1 on each side. Tenants in place in both units.Stainless appliances, laminate flooring and solid surface countertops round out this functional & welcoming space! Nice yard space on both units! Great location within walking distance to Harry Harris Park, where you'll find a boat ramp, playground and more for days filled with fun for

    Jamie Caudill Lokation Real Estate

    220 W Indies Rd, Tavernier, FL 33070
  • /30

    $1,299,999

    $179K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    1306 Virginia St, Key West, FL 33040

    LEGAL DUPLEX with INVESTMENT OPPORTUNITY.Located in the Old Town Key West neighborhood in the X Flood zone, this historic property presents many opportunities. Increase the square footage and/or covert to a single family home. Bring your creativity to this historic charmer.Currently set up as a Legal Duplex with 2 bedrooms/1 bath downstairs, and 1 bedroom/ 1 bath upstairs with separate

    Joyce Craul Expert Realty LLC (HQ)

    1306 Virginia St, Key West, FL 33040
  • /5

    $2,800

    • 2 Beds
    • 1 Bath

    6630 Maloney Ave Unit 7D, Key West, FL 33040

    Ernie Cruz Berkshire Hathaway HomeServices Knight & Gardner Realty

    6630 Maloney Ave Unit 7D, Key West, FL 33040

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