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Multifamily Homes & Duplexes for Sale in 33040

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  • /26

    $950,000

    • 2 Beds
    • 2 Baths
    • 1,552 Sq Ft

    3707 Paula Ave, Key West, FL 33040

    Opportunities like this don't come around often. Discover the perfect blend of an income-producing legal duplex and the privacy of a beautifully renovated primary home in New Town, Key West.The primary home offers 2 bedrooms and 2 baths, featuring many upscale touches throughout, including a gorgeous, renovated gourmet kitchen ideal for entertaining or everyday living. The very spacious primary

    Agent Photo

    Cardenas & Krug Team

    Ocean Sotheby's International Realty

    (786) 675-5912

    3707 Paula Ave, Key West, FL 33040
  • /37

    $3,700,000

    • 5 Beds
    • 6 Baths
    • 3,666 Sq Ft

    400 Aronovitz Ln, Key West, FL 33040

    Discover a rare investment and lifestyle opportunity at 'Zen Villa,' a prestigious compound anchored in the coveted X-Flood Zone of Old Town, Key West. Spanning a spacious 5,891 SF lot, this unique offering encompasses three distinct residences: the luxurious main estate at 400 Aronovitz Lane and two charming, income-generating cottages at 621 and 623 Whitehead Street.The main residence is a

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 699-6375

    400 Aronovitz Ln, Key West, FL 33040
  • /26

    $4,750,000

    • 6 Beds
    • 5 Baths
    • 3,788 Sq Ft

    901 Eisenhower Dr, Key West, FL 33040

    FULL TRANSIENT RECEIVER ZONE! 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

    Agent Photo

    Damian Vantriglia

    Berkshire Hathaway HomeServices Knight & Gardner Realty

    (786) 463-0989

    901 Eisenhower Dr, Key West, FL 33040
  • /19

    $2,095,000

    • 8 Beds
    • 4 Baths
    • 3,383 Sq Ft

    905 Grinnell St, Key West, FL 33040

    Located in the heart of Key West's Historic District, 905 Grinnell Street is a distinctive multi-unit property that blends architectural character with strong investment performance. Originally built as a church, the structure has been thoughtfully converted into four residential units totaling 3,383 square feet. Each unit is individually metered and currently leased, offering a stable and

    Team Kaufelt Truman & Co. (KW)

    905 Grinnell St, Key West, FL 33040
  • /20

    $4,920,000

    • 24 Beds
    • 12 Baths
    • 9,000 Sq Ft

    1819 Atlantic Blvd, Key West, FL 33040

    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

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1819 Atlantic Blvd, Key West, FL 33040
  • /15

    $4,580,000

    • 10 Beds
    • 9 Baths
    • 7,193 Sq Ft

    1005 Flagler Ave, Key West, FL 33040

    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. There's an on site coin laundry, as well as a garage and

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1005 Flagler Ave, Key West, FL 33040
  • /49

    $1,999,990 Open Sun 12PM - 3PM

    • 4 Beds
    • 2 Baths
    • 2,016 Sq Ft

    1022 Fleming St, Key West, FL 33040

    Invest in Key West with this legal Duplex! Step into a piece of Key West history with this fully renovated, light-filled historic home in the heart of Old Town. Blending old-world charm with modern updates, this property offers easy living and generates income. Whether you're looking for a smart investment, a vacation getaway, or a new primary residence, this property is ready for you. Live in

    Ellen Gvili Ocean Sotheby's International Realty

    1022 Fleming St, Key West, FL 33040
  • /58

    $1,199,000

    • 4 Beds
    • 3 Baths
    • 2,664 Sq Ft

    1409 4th St, Key West, FL 33040

    Don't miss this rare opportunity to own a legal duplex on a spacious 10,000 SqFt corner lot! The main residence, solid CBS construction, offers 2 bedrooms, 2 bathrooms, and a generous 2,004 SqFt of living space. The open-concept layout features a large living room, a well-appointed kitchen with an adjoining dining area, and plenty of natural light. There's also a garage, laundry room, and

    Keys Team Bryant and Kat Expert Realty LLC (HQ)

    1409 4th St, Key West, FL 33040
  • /47

    $2,999,999

    • 2 Beds
    • 4 Baths
    • 1,596 Sq Ft

    405 Petronia St, Key West, FL 33040

    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.

    Bobby Coe RE/MAX Keys Connection (KW)

    405 Petronia St, Key West, FL 33040
  • /4

    $1,150,000 Open House 1/04

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    1018 Georgia St, Key West, FL 33040

    Investors Alert! Legal Duplex in Old Town Key West. This property just had an Extreme Makeover. new roof, new siding, new kitchens, new bathrooms., new sub flooring in the back apartment, new impact windows . An opportunity to own a rental Property in Kew West with great income flow. With all the upgrades the rent will be increased. Downstairs lock out units; the back unit will rent for $2500

    Diana Fiddes Coldwell Banker Schmitt Key Largo

    1018 Georgia St, Key West, FL 33040
  • /34

    $1,995,000

    • 4 Beds
    • 3 Baths
    • 1,783 Sq Ft

    1516 17th Terrace, Key West, FL 33040

    Duplex Listing in Sunrise Shores! Discover this stunning corner property situated on a spacious lot exceeding 13,000 sq ft. The main residence boasts over 1,750 sq ft of living space, complemented by a detached guest cottage of 640 sq ft. This well-maintained property has been lovingly cared for by the owners.Main Home Features:Three Bedrooms and Two BathroomsThoughtful layout featuring:A

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1516 17th Terrace, Key West, FL 33040
  • /25

    $1,449,000

    • 4 Beds
    • 3 Baths
    • 1,767 Sq Ft

    1527 von Phister St, Key West, FL 33040

    Centrally located in the heart of Key West, this beautifully restored traditional Conch-style home offers two legal units and exceptional versatility.The first-floor residence features two bedrooms and two bathrooms, a charming covered front porch, and thoughtfully updated interiors that maintain authentic island character. Upstairs, a bright and airy two-bedroom, one-bath home enjoys its own

    Key West Luxury Finders Preferred Properties (KW)

    1527 von Phister St, Key West, FL 33040
  • /40

    $3,300,000

    • 5 Beds
    • 6 Baths
    • 3,568 Sq Ft

    6 Egret Ln, Key West, FL 33040

    All Offers Welcome, Motivated Seller Looking to Relocate.This multifamily duplex-style home with a bonus suite has been gotten nothing but upgrades with each unit offering its own private living space, entrance, kitchen, laundry, and A/CKey Features: Waterfront Living: Over 80' of concrete seawall with an 8,000 lb boat lift provides easy access to the open water and Geiger Key Marina--perfect for

    Paul LaRochelle Century 21 Circle - Key West

    6 Egret Ln, Key West, FL 33040
  • /10

    $1,824,900

    • 9 Beds
    • 7 Baths
    • 3,687 Sq Ft

    1821 Harris Ave, Key West, FL 33040

    Triplex with Stunning Rent Roll ($172,800/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.

    Kayley Arn Coldwell Banker Realty - Aventura

    1821 Harris Ave, Key West, FL 33040
  • /88

    $5,950,000

    • 6 Beds
    • 8 Baths
    • 4,094 Sq Ft

    723 Eaton St, Key West, FL 33040

    Private Old Town Compound | 723 Eaton Street | $5,950,000Step off Eaton Street and into your own tropical hideaway 🌴Tucked behind lush, gated landscaping in the heart of Old Town, 723 Eaton Street is a rare three-residence compound just steps from the Historic Seaport and a quick stroll to Fausto's. This is island living done right--private, stylish, and effortless.At the center is a

    Kirksten Irick Preferred Properties (KW)

    723 Eaton St, Key West, FL 33040
  • /6

    $11,888,000

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

    1430 Vernon Ave Unit 1-2, 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

    Irina Pytlik Keys Top Realty LLC

    1430 Vernon Ave Unit 1-2, Key West, FL 33040
  • /19

    $1,259,999

    • 6 Beds
    • 5 Baths
    • 2,102 Sq Ft

    2007 Flagler Ave, Key West, FL 33040

    Discover a smart investment opportunity and a relaxed lifestyle right in Key West's Midtown. This actively leased duplex is ideally located, just steps from Key West High School and close to beaches, restaurants and postcard-worthy sunsets. With two spacious units, the property generates a robust monthly income of $9000, totaling approximately $108,000 annually.Whether you're an investor looking

    Stephanie Wise Keller Williams Key West Compass Realty

    2007 Flagler Ave, Key West, FL 33040
  • /33

    $1,575,000

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    1612 Washington St, Key West, FL 33040

    DUPLEX! Discover this newly listed, stunningly renovated home with a pool in Mid Town West! This midcentury modern gem is located in the heart of Key West, just a short bike ride from Old Town, pickleball courts, beach, dining, and more.Currently set up as two separate units, this property offers numerous options. It can serve as a primary residence with rental income, accommodate

    Bascom Grooms Bascom Grooms Real Estate (KW)

    1612 Washington St, Key West, FL 33040
  • /12

    $859,500

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

    3711 Eagle Ave, Key West, FL 33040

    Located on the very desirable upper end of Eagle Avenue, this duplex offers a compelling opportunity in one of Key West's most sought-after residential neighborhoods. The main house is a full renovation project, ideal for those looking to customize or redevelop. A build-back letter from the City of Key West is in place, preserving the ability to rebuild and reimagine the property to suit your

    Terri Spottswood Truman & Co. (KW)

    3711 Eagle Ave, Key West, FL 33040
  • /36

    $2,788,000

    • 10 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    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.

    Richard Haskins Buy The Keys

    912 Pohalski St, Key West, FL 33040
  • /42

    $1,299,000

    • 3 Beds
    • 4 Baths
    • 1,932 Sq Ft

    1409 Truman Ave, Key West, FL 33040

    This home offers a unique opportunity for flexible living or investment! Currently configured as a single-family residence, it has been approved by the City of Key West to be reverted back to a Multi-family, allowing for up to 4 units. Easily convert the home back to two studios with bath, 1 bedroom 1 bath and a 2 bedroom 1 bath. Welcome to 1409 Truman Avenue, a stunning Key West Eyebrow home

    Michael Sorah Truman & Co. (KW)

    1409 Truman Ave, Key West, FL 33040
  • /10

    $1,699,000

    • 8 Beds
    • 10 Baths
    • 2,432 Sq Ft

    720 Emma St, Key West, FL 33040

    Unique opportunity for a creative buyer to own this 3 residential unit property. Would be a great for business owner looking for employee housing. Update all 3 homes for a family compound. Currently setup as roommate style living with a gross income of $15,000. a month. Don't miss this great location in Bahama Village steps from the Truman Waterfront, Ft. Zach beach, restaurants, galleries, shops

    Wendy Zintsmaster Truman & Co. (KW)

    720 Emma St, Key West, FL 33040
  • /32

    $5,500,000

    • 8 Beds
    • 11 Baths
    • 8,472 Sq Ft

    314 Simonton St, Key West, FL 33040

    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

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    314 Simonton St, Key West, FL 33040
  • /91

    $3,995,000

    • 7 Beds
    • 7.5 Baths
    • 3,015 Sq Ft

    919 Thomas St, Key West, FL 33040

    Charming Multifamily Compound in Historic Key West, Florida. Discover the allure of old historic Key West with this exceptional multifamily compound, perfectly situated in a vibrant neighborhood. This property offers a unique blend of charm and modern comfort, making it an ideal investment or family retreat. The compound consists of 4 units, each exuding the distinctive character of Key West

    Richard Lively Coldwell Banker Schmitt Real Estate Co. (KW)

    919 Thomas St, Key West, FL 33040
  • /5

    $1,068,000

    • 6 Beds
    • 2 Baths
    • 1,694 Sq Ft

    1916 Seidenberg Ave, Key West, FL 33040

    Duplex with Solid Rent Roll ($91,800/year) - This income-producing duplex features 2 well-maintained units, each offering 3 bedrooms and 1 bathrooms. Units are rented for $3,850 and $3,800 per month on long-term leases ($91,800/year). Perfectly positioned near the coast and only a short ride from the energy of downtown.

    Kayley Arn Coldwell Banker Realty - Aventura

    1916 Seidenberg Ave, Key West, FL 33040
  • /7

    $999,999

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft

    620 White St, Key West, FL 33040

    This legal duplex offers fantastic potential with two separate units. The front unit is a 2-bedroom, 1-bath home and a rear unit is a 1-bedroom, 1-bath unit. The property features an in-ground pool and is ideally laid out for investment or owner-occupancy with rental income. While some work has been done, the entire property is in need of finishing renovations-- perfect for a buyer ready to

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    620 White St, Key West, FL 33040
  • /39

    $1,480,000

    • 5 Beds
    • 3 Baths
    • 1,898 Sq Ft

    1707 George St, Key West, FL 33040

    Escape to your own tropical paradise in Key West with this stunning turnkey family home and guest cottage, perfectly designed for relaxed island living or a savvy investment opportunity. Tucked behind private off-street parking, the lushly landscaped and fully fenced yard sets the tone for this serene retreat. The single-story ranch-style main home has been completely renovated and offers four

    Dawn McComish Lokation Real Estate

    1707 George St, Key West, FL 33040
  • /34

    $1,995,000

    • 1 Bed
    • 3 Baths
    • 1,526 Sq Ft

    830 Caroline St, Key West, FL 33040

    Endless possibilities await with this mixed-use building perfectly positioned in the heart of Old Town's Historic Seaport neighborhood. This rare property blends residential and commercial flexibility in one of Key West's most sought-after locations.The second floor features a stylish studio apartment with two lofts, wood floors, a full bath, vaulted ceilings, peekaboo water views, and a private

    Solaris Gregory Expert Realty LLC (HQ)

    830 Caroline St, Key West, FL 33040
  • /38

    $5,850,000

    • 6 Beds
    • 8 Baths
    • 3,010 Sq Ft

    421-423 Simonton St, Key West, FL 33040

    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

    Will Langley Berkshire Hathaway HomeServices Knight & Gardner Realty

    421-423 Simonton St, Key West, FL 33040
  • /13

    $1,899,000

    • 7 Beds
    • 6 Baths
    • 2,790 Sq Ft

    909 Grinnell St, Key West, FL 33040

    Rare opportunity to acquire SEVEN units in the X-Flood Zone in Old Town Key West. That's correct, seven market rate units! That's less than $272K per unit! Recent changes to IRS tax code (such as accelerated depreciation) can benefit RE Investors - ask your tax expert. Prime location, just 1/2 block from cemetery and 1/2 block off Truman Ave. Currently configured as 6 units (but City recognizes

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    909 Grinnell St, Key West, FL 33040
  • /37

    $1,399,000

    • 5 Beds
    • 4 Baths
    • 2,146 Sq Ft

    1224 Flagler Ave, Key West, FL 33040

    Step onto the grounds of 1224 Flagler Avenue and discover a versatile property brimming with possibility. This legal duplex with an additional private mother in-law suite offers flexible living arrangements and exceptional rental income potential. It's an ideal opportunity for investors, multi-generational households or anyone seeking both comfort and return. Unit B, on the right, is a stylishly

    Terri Spottswood Truman & Co. (KW)

    1224 Flagler Ave, Key West, FL 33040
  • /84

    $2,975,000

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    529 Simonton St, Key West, FL 33040

    X Flood Zone 13ft above sea-level! Gorgeous CONCH home in the ultimate Old Town location - only one block from Duval, in a neighborhood lined with historic homes! Live in the heart of Old Town where charming architecture, iconic streetscapes, and Key West's finest restaurants and shops are right outside your door. This beautifully restored 1889 Conch home has been completely renovated in 2022 to

    Lisa Swanson The Agency Florida Keys

    529 Simonton St, Key West, FL 33040
  • /21

    $1,625,000

    • 2 Beds
    • 3 Baths
    • 1,959 Sq Ft

    1011 Truman Ave, Key West, FL 33040

    1011 Truman Avenue is a stylish mixed-use property located in the heart of Old Town, Key West. The building includes three legal units with one covered off street parking space and sits in the desirable X-Flood Zone. The ground floor features a 795 sq. ft. professional office space with an industrial feel and a half bath, along with a 416 sq. ft. one-bedroom unit that includes a full bathroom and

    Claude Gardner Berkshire Hathaway HomeServices Knight & Gardner Realty

    1011 Truman Ave, Key West, FL 33040
  • /9

    $1,625,000

    • 8 Beds
    • 4 Baths
    • 3,200 Sq Ft

    1621 Josephine St, Key West, FL 33040

    Prime 2 duplexes, each a 2/1 up & 2/1 down for a total of 8 bedrooms, 4 baths. Each unit has a generous covered porch extending the living area to the outdoors. Behind and between the 2 buildings is vacant land, room for a pool or outdoor storage, etc. Off-street parking for 4 cars. There's a lovely specimen Buttonwood tree at the entry to the property. A good investment for owner occupancy and

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1621 Josephine St, Key West, FL 33040
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