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Mid Town Multifamily Homes & Duplexes for Sale

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  • /19

    $1,300,000

    • 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
  • /10

    $1,844,900

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

    1821 Harris Ave, Key West, FL 33040

    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.

    Kayley Arn Coldwell Banker Realty - Aventura

    1821 Harris Ave, Key West, FL 33040
  • /5

    $1,079,000

    • 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
  • /58

    $1,349,000

    • 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
  • /35

    $1,900,000

    • 4 Beds
    • 4 Baths
    • 2,157 Sq Ft

    1417 Ashby St, Key West, FL 33040

    This historic 4 unit property was at one time a single family home and could be converted back to same. Currently configured as 3 apartments in the main building, you'll find treasured Dade County Pine and hardwood floors throughout. In the downstairs apartment comprising the entire first floor there is Hansen & Bringle cabinetry, central A/C and it's own washer/dryer. Upstairs are 2 studio

    Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

    1417 Ashby St, Key West, FL 33040
  • /54

    $1,069,000

    • 4 Beds
    • 2 Baths
    • 1,785 Sq Ft

    2418 Patterson Ave, Key West, FL 33040

    Investment opportunity! This Duplex features a 3 bedroom and 1 bath main home with carport, separate addresses (Front & Rear) & utilities. The 1 bed/1 bath concrete block structure is 553 square feet, built in 1958 with its own driveway and side yard. There is a small shed for extra storage. The combined (under market) rentals are just over $4,500/month with leases in effect through June 2026 for

    Andrea Weitz Island Life Realty Experts

    2418 Patterson Ave, Key West, FL 33040
  • /9

    $4,505,550

    • 9 Beds
    • 11 Baths
    • 8,004 Sq Ft

    1812 Flagler Ave, Key West, FL 33040

    Motivated seller! Call today for the cash listing price!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.

    Bobby Coe RE/MAX Keys Connection (KW)

    1812 Flagler Ave, Key West, FL 33040
  • /72

    $2,294,700

    • 5 Beds
    • 3 Baths
    • 2,560 Sq Ft

    1626 Sirugo Ave, Key West, FL 33040

    This Key West resort-style home sounds like an absolute dream! It combines the perfect blend of luxury, functionality, and tropical charm. With almost 2,800 sq ft of living space, 5 bedrooms, and 3 baths, it's designed for both comfort and elegance. The fact that it's just steps from White Street Pier and the beach makes it an ideal location for those who love coastal living. Some standout

    Derek Epperly Keys Atlantic Realty

    1626 Sirugo Ave, Key West, FL 33040
  • /9

    $1,701,000

    • 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
  • /20

    $5,319,000

    • 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
  • /10

    $3,491,000

    • 16 Beds
    • 8 Baths
    • 6,000 Sq Ft

    1716 Bertha St, Key West, FL 33040

    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.

    Jeffrey Dunaway Key West Realty, LLC (KW)

    1716 Bertha St, Key West, FL 33040
  • /41

    $1,249,000

    • 4 Beds
    • 3 Baths
    • 1,740 Sq Ft

    1215 Bay St, Key West, FL 33040

    This charming four-bedroom, three-bathroom duplex is a rare find, nestled on a generous 7,500 sq. ft. lot that provides plenty of room for relaxation, gardening, or entertaining. Surrounded by lush foliage, the property offers a serene sense of privacy and seclusion, making it a perfect retreat. Centrally located, you'll enjoy easy access to shopping, dining, and the beach, with Old Town Key West

    Justyn Ewald Expert Realty LLC (HQ)

    1215 Bay St, Key West, FL 33040
  • /26

    $4,975,000

    • 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

    Damian Vantriglia Berkshire Hathaway HomeServices Knight & Gardner Realty

    901 Eisenhower Dr, Key West, FL 33040

Why Live in Mid Town

Mid Town in Key West is a neighborhood known for its quiet suburban character and midcentury modern architecture, with some newer contemporary homes. The area is popular for its proximity to Clarence S. Higgs Memorial Beach Park, which spans over 16 acres and includes the island’s only marine park accessible from the shore. Residents enjoy various things to do, such as swimming, snorkeling, and visiting the Key West Garden Club at the historic West Martello Tower. The park also features playgrounds, tennis and pickleball courts, and a fitness trail. Nearby, the Florida Keys Overseas Heritage Trail leads to Indigenous Park, a sanctuary with a wildlife rescue center and bocce ball courts. Bayview Park offers sports facilities and youth programs. White Street, a main commercial avenue, hosts a variety of businesses, including Mo’s Restaurant and Sandy’s Café, known for its award-winning Cuban sandwiches. Fausto’s Food Palace, the city’s oldest continually running business, is renowned for its gourmet market. Dining options extend to Salute! On The Beach, with views of beach volleyball courts. Monthly art strolls, such as Walk on White, and annual events like the Rotary Club’s Patriotic Party and Hemingway Days, add to the neighborhood’s vibrant community life. Mid Town is served by highly rated schools, including Poinciana Elementary and Key West High School, which offers dual enrollment opportunities. Private education options include Montessori schools and the Basilica School of Saint Mary Star of the Sea. The neighborhood is walkable, with bus services available for longer commutes. However, potential homeowners should be aware of the high risk for flooding and wind damage, necessitating flood insurance and adherence to FEMA’s 50% rule for renovations.

Home Trends in Mid Town, FL

Housing Trends

Median Sale Price
$385,000
Median Single Family Sale Price
$415,000
Median Townhouse Sale Price
$272,000
Median 2 Bedroom Sale Price
$242,000
Average Price Per Sq Ft
$251
Number of Homes for Sale
5
Last 12 months Home Sales
134
Months of Supply
0.40
Median List Price
$415,095
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
-13%
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