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Kissimmee, FL Multifamily Homes & Duplexes for Sale

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  • /34

    $554,900

    • 5 Beds
    • 3 Baths
    • 2,295 Sq Ft

    4424 Morris Dr, Kissimmee, FL 34744

    Price Reduction!!!! INVESTOR Opportunity! Two homes on a full 1-acre corner lot. VALUE IS IN THE LAND AND INCOME POTENTIAL. Cash or Private Money only. Located just off Boggy Creek in the sought-after Lake Nona area—minutes from Lake Nona, Medical City, and the Airport. No HOA, No CDD—live in one home and rent the other, rent them both, or tear them down and build your dream home! Currently on

    Agent Photo

    Rochelle Warriner

    UNITED REAL ESTATE PREFERRED

    (321) 483-2362

    4424 Morris Dr, Kissimmee, FL 34744
  • /48

    $504,990

    • 2,167 Sq Ft

    1264 Challenge Dr, Kissimmee, FL 34747

    Incredible price for a fully furnished corner-unit townhouse in the highly sought-after gated community of The Retreat at ChampionsGate! This income-producing property is actively operating as a successful VRBO with strong financial performance, excellent guest reviews, and consistent bookings — making it ideal for investors or vacation homeowners.Built in 2020, it features 5 spacious

    Agent Photo

    Alexa Monasterio Flores

    KELLER WILLIAMS ADVANTAGE 2 REALTY

    (321) 521-4963

    1264 Challenge Dr, Kissimmee, FL 34747
  • /9

    $280,000

    • 4 Beds
    • 3 Baths

    2270 San Vital Dr Unit 107, Kissimmee, FL 34741

    .

    Jorge Kupferman Miami Life Realty LLC

    2270 San Vital Dr Unit 107, Kissimmee, FL 34741
  • /47

    $1,320,000

    • 16 Beds
    • 12 Baths
    • 1,734 Sq Ft

    0 Summer Flowers Place, Kissimmee, FL 34746

    1031 EXCHANGE OPPORTUNITY FOR INVESTORS- Pristine 4-Unit Portfolio in Gated Community of Summer Flowers: Seize the moment to expand your investment portfolio with this rare exceptional opportunity includes four townhomes in one building, each featuring premium modern finishes, combines security, convenience, and the promise of substantial returns. Turnkey Investment:** Built in 2021, these units

    Roselin Diaz ELITE REALTY, LLC

    0 Summer Flowers Place, Kissimmee, FL 34746
  • /25

    $499,000

    • 6 Beds
    • 4 Baths
    • 1,240 Sq Ft

    1004 Embrun Ct Unit A&B, Kissimmee, FL 34759

    One or more photo(s) has been virtually staged. Duplex in Poinciana Village – Osceola County Great investment opportunity or multi-generational living! This well-maintained duplex features two units, each with 3 bedrooms, 2 bathrooms, and a 1-car garage. Each unit includes: All tile flooring throughout A spacious master bedroom with ensuite bathroom. An open-concept living area with an updated

    Elizabeth Santiago ALLEGIANT MANAGEMENT GROUP INC

    1004 Embrun Ct Unit A&B, Kissimmee, FL 34759
  • /48

    $495,000

    • 4 Beds
    • 4.5 Baths
    • 2,640 Sq Ft

    7535 Brooklyn Dr, Kissimmee, FL 34747

    Turn key ready Magic Village 2 story 4 bedroom 4.5 bath luxury townhome offering a multitude of amenities near Orlando's most popular attractions. Explore Universal Studios Florida, SeaWorld, and Walt Disney World Resort theme parks all within minutes away. This is the perfect vacation home or Airbnb investment property! Convenient to dining, shopping, and entertainment. The community offers a 24

    Chevon Eaton Chevon Eaton

    7535 Brooklyn Dr, Kissimmee, FL 34747
  • /34

    $495,000

    • 3,224 Sq Ft

    621 Bluebill Ln, Kissimmee, FL 34759

    Fantastic opportunity for investors or owner-occupants! This spacious 3,224 sq ft duplex features two identical units—each with 4 bedrooms, 2 bathrooms, a full kitchen, laundry room, and fenced backyard. Live in one side and rent the other, or rent both for strong cash flow. Built in 2006 with ceramic tile throughout, central AC, and updated appliances. Located in Poinciana’s Village 3, close to

    Patrizia Trotta Harrington KELLER WILLIAMS ADVANTAGE REALTY

    621 Bluebill Ln, Kissimmee, FL 34759
  • /6

    $495,000

    • 6 Beds
    • 4 Baths
    • 2,002 Sq Ft

    710 Leopard Ct Unit A-B, Kissimmee, FL 34759

    Excellent Investment Property Duplex, 2 Units. "Modern Style". OPEN and Spacious Floor Plan, 3 Bed 2 Bath ,on each side. Gorgeous Tile throughout, real wood cabinets, granite countertops.

    Monica Lopez COZY AMERICAN HOME FLORIDA INC

    710 Leopard Ct Unit A-B, Kissimmee, FL 34759
  • /71

    $325,000

    • 2 Beds
    • 2 Baths
    • 1,557 Sq Ft

    2042 Key Bay Trail, Kissimmee, FL 34747

    Enjoy this upscale, fun filled resort lifestyle at K. Hovnanian's FOUR SEASONS at ORLANDO'S 55+ private gated community located only 7-8 miles from the Disney Theme Parks. You will experience endless sunshine one beautiful day after day in this outdoor paradise. You will also love this "SANDPIPER" Villa (1583 sq. ft). Open concept kitchen (with beautiful white cabinets and quarts counter

    Sue Rinaldi VIVA ORLANDO REALTY INC.

    2042 Key Bay Trail, Kissimmee, FL 34747
  • /94

    $1,099,900

    • 9 Beds
    • 5 Baths
    • 3,994 Sq Ft

    2901 Protagonist St, Kissimmee, FL 34746

    Income Producing AirBnb StoreyLake2901. Over $111,000 ANNUAL gross rent income last year ***** 5 stars reviews vacation experience!MODERN home in GATED community by Disney Orlando, Florida. BEST one with water and woods view in the luxury row of Storey Lake, and corner lot with extra open parking spaces. Newer built 2022. Gorgeous 9 bedrooms, 5 full baths, POOL. 3,994 sqft+ brick paver

    Mary Wang FUTURE HOME REALTY INC

    2901 Protagonist St, Kissimmee, FL 34746
  • /66

    $399,999

    • 2 Beds
    • 2 Baths
    • 1,586 Sq Ft

    1650 Key Bay Trail, Kissimmee, FL 34747

    Four Seasons is a 55+ Gated Community right in the Disney Bubble. This home is a corner unit Sandpiper Villa with two bedrooms, two full baths and an office/third bedroom. Enjoy the screened in lanai with a private pool. Other features include a two car attached garage with epoxy painted floors, inside laundry room with a sink and a gas line extension on the lanai. Four Seasons clubhouse

    Sue Rinaldi VIVA ORLANDO REALTY INC.

    1650 Key Bay Trail, Kissimmee, FL 34747
  • /24

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,559 Sq Ft

    1895 Spring Shower Cir, Kissimmee, FL 34744

    EXCITING BUYER INCENTIVE: UP TO $5000 TOWARDS CLOSING COST OR RATE BUYDOWN**Welcome home to 1895 Spring Shower Circle where comfort meets charm. This well sought after 55+ neighborhood offers the perfect blend of modern living and timeless appeal. This inviting home greets you with a beautiful yard and a warm welcoming entrance. Step inside to discover a bright open concept layout filled with

    Claudette Banton Dennis EXP REALTY LLC

    1895 Spring Shower Cir, Kissimmee, FL 34744
  • /20

    $239,900

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft

    13 W Marbrisa Way, Kissimmee, FL 34743

    Seller will have brand new roof installed prior to closing! Pride of ownership shows in this affordable and upgraded single story,two-bedroom townhome. One of the nicest properties in the entire neighborhood and with a spectacular waterview from the rear enclosed and screened porch. If you are looking for a central, quiet and affordable neighborhood with a community pool and low HOA, you have

    Kelvis Melo THE EXPERTS TEAM REALTY INC

    13 W Marbrisa Way, Kissimmee, FL 34743
  • /45

    $370,000

    • 4 Beds
    • 4 Baths
    • 1,958 Sq Ft

    349 Caldbeck Way, Kissimmee, FL 34758

    Welcome to 349-351 Caldbeck Way, Kissimmee, FL 34758 — a full duplex offering nearly 2,000 sq ft of heated living space. Each side features 2 bedrooms, 2 bathrooms, a screened-in porch, and no rear neighbors with the Kissimmee River running behind the property deemed conservation land, providing extra privacy for tenants. Both A/C units were replaced just 3 years ago.The 351 Caldbeck side

    John Cunningham KELLER WILLIAMS CLASSIC

    349 Caldbeck Way, Kissimmee, FL 34758
  • /27

    $218,000

    • 3 Beds
    • 2 Baths
    • 1,249 Sq Ft

    180 Ocean Bluff Dr, Kissimmee, FL 34759

    Beautiful Gated Community with Abundant Amenities! 3-bedroom, 2-bath with covered lanai villa is perfectly situated on a lot with a pond view, offering privacy and tranquility. In the front, you'll find a basketball court and extra visitor parking, providing both convenience and recreation. The HOA included cable, internet, pool maintenance, lawn maintenance plus lots of amenities including

    Ulises Vargas Stambaugh Inc. Real Estate Firm

    180 Ocean Bluff Dr, Kissimmee, FL 34759
  • /33

    $17,975

    • 2 Beds
    • 2 Baths
    • 875 Sq Ft

    3001 Parkway Blvd Unit 210811, Kissimmee, FL 34747

    Luxury Vacation Village Resorts, Kissimmee Florida. (2) Bedrooms (2) Baths Timeshare unit Week 48. Very well maintained vacation resort. Very active community with loads of tourist attractions! Disney World, Bush Gardens, Epcot Center and the list goes on! The community also has a Golf Course! What else do you need to pull the trigger on this Gem!

    Carolyn Turner Premier Brokers International

    3001 Parkway Blvd Unit 210811, Kissimmee, FL 34747
  • /58

    $630,000

    • 1,267 Sq Ft

    3151 Sunset Walk Dr Unit 314, Kissimmee, FL 34747

    Fully Furnished Studio Condo for Sale in Margaritaville Resort. Located at 3151 Sunset Walk Dr #314, within the Margaritaville Resort in the heart of Kissimmee, FL, this fully furnished studio offers the perfect blend of convenience and luxury. This Condo-Tel is an ideal investment property for both vacation rentals and personal use.Featuring high-end finishes and modern amenities, this

    Ana Chirino CHIRINO REAL ESTATE

    3151 Sunset Walk Dr Unit 314, Kissimmee, FL 34747
  • /37

    $450,000

    • 6 Beds
    • 6 Baths
    • 3,232 Sq Ft

    790 Lucaya Dr, Kissimmee, FL 34758

    Each 3bed/2.5 bath unit includes a master bedroom conveniently located downstairs, with a thoughtful mix of carpet, tile, and laminate flooring throughout for easy maintenance. The properties also feature a single-car garage with washer/dryer hookups, offering tenants both convenience and practicality. Enjoy a screened patio upstairs and a covered patio downstairs—perfect for outdoor living and

    Kim Meredith-Hampton ENGEL & VOLKERS ST. PETE

    790 Lucaya Dr, Kissimmee, FL 34758
  • /39

    $450,000

    • 6 Beds
    • 6 Baths
    • 3,404 Sq Ft

    502 Imperial Place, Kissimmee, FL 34758

    Beautiful duplex with each side boasting a spacious 3 bedroom 2.5 bath unit! The kitchen has been remodeled and has recently had fresh paint on the interior and exterior. The unit offers 3 large rooms with plenty of space in the living room. This is a property that you do not want to miss as it won't last long! Screened patio upstairs and covered patio downstairs. Tenant occupied on

    Kim Meredith-Hampton ENGEL & VOLKERS ST. PETE

    502 Imperial Place, Kissimmee, FL 34758
  • /29

    $530,000

    • 6 Beds
    • 4 Baths
    • 3,322 Sq Ft

    754 Camel Ct, Kissimmee, FL 34759

    Check out this incredibly spacious duplex, one of the largest in town! It features 4 bedrooms and 2 bathrooms on each side and is situated on a quarter-acre lot. The interior boasts ceramic tile throughout, with ceiling fans in the master bedroom and living room. There’s also a covered lanai in the rear. Unit 754 Camel Ct is equipped with fairly new A/C, refrigerator, and stove. tenant is

    Christina Wong FLORIDA REALTY INVESTMENTS

    754 Camel Ct, Kissimmee, FL 34759
  • /23

    $520,000

    • 6 Beds
    • 4 Baths
    • 2,590 Sq Ft

    711 Mink Ct, Kissimmee, FL 34759

    ALREADY PRODUCING INCOME!! BOTH SIDES HAS ACTIVE RENTER!! This is the perfect opportunity to create generational wealth! This 2021 built Duplex contains two 3 bedroom with 2 bathroom units, each one is fully tiled and freshly painted. Stainless steel appliances and an open floor plan highlights comfortable living as well as great entering spaces. Double wide driveways provides more than enough

    Kenny Medina LPT REALTY, LLC

    711 Mink Ct, Kissimmee, FL 34759
  • /21

    $520,000

    • 6 Beds
    • 4 Baths
    • 3,120 Sq Ft

    649 Bluebill Ct Unit A & B, Kissimmee, FL 34759

    This is the perfect opportunity to create generational wealth! Live on one side and rent out the other :) This 2021 built Duplex contains two 3 bedroom with 2 bathroom units, each one is fully tiled and freshly painted. Stainless steel appliances and an open floor plan highlights comfortable living as well as great entering spaces. Double wide driveways provides more than enough space for

    Kenny Medina LPT REALTY, LLC

    649 Bluebill Ct Unit A & B, Kissimmee, FL 34759
  • /4

    $429,000

    • 6 Beds
    • 4 Baths
    • 2,623 Sq Ft

    738 Camel Ct, Kissimmee, FL 34759

    EXCELLENT INVESTMENT OPPORTUNITY, DUPLEX WITH RARE 3/2 ON BOTH SIDES. BOTH UNITS ARE CURRENTLY VACANT. OWNER IS HOLDING OFF ON RENTING THEM SO THE NEW OWNER CAN DECIDE. ESTIMATED MARKET RENT IS 1700.0 TO 1800.00 MONTH FOR EACH UNIT. ALSO AN OPPORTUNITY FOR NEW ONWER TO LIVE IN ONE SIDE AND RENT THE OTHER SIDE TO HELP PAY THE MORTGAGE, AND OBTAIN AN OWNER OCCUPIED MORTGAGE. GREAT AREA WITH

    William Shashaty REAL ESTATE LEADERS USA INC

    738 Camel Ct, Kissimmee, FL 34759
  • /48

    $399,000

    • 4 Beds
    • 4 Baths
    • 1,908 Sq Ft

    566 Imperial Place, Kissimmee, FL 34758

    Income property with a private pool on one side for the enjoyment of the future owner while renting the other side for opportunistic income.

    Jonadad Theodore THEODORE REALTY & ASSOCIATES LLC

    566 Imperial Place, Kissimmee, FL 34758
  • /58

    $749,000

    • 8 Beds
    • 7 Baths
    • 5,000 Sq Ft

    1801 Daniels St, Kissimmee, FL 34746

    A TOTAL OF 6 UNITS - The property was renovated inside and out within the the last 2 years to be a MULTI UNIT income producing property. The Main house has 3 bedroom 2 Bathrooms, THREE Efficiencies, and TWO One Bedrooms newly renovated apartments. All Units Have their own Entrance, Kitchen, Bathroom, Keyless Entry Keypad lock, and furnished. VERY LOW UTILITIES - Property is on a WELL and Septic,

    Steven Koleno BEYCOME OF FLORIDA LLC

    1801 Daniels St, Kissimmee, FL 34746
  • /18

    $429,000

    • 6 Beds
    • 4 Baths
    • 2,623 Sq Ft

    726 Camel Ct, Kissimmee, FL 34759

    Very nice income producing duplex. Each unit are 3 bedrooms and 2 full baths, Estimated market rent is 1800.00 for each unit. Both units are currenlty unoccipied. Opportunity for new onwer to obtain tenants at market rent, or perfect opportunity to live in one unit, and rent the other unit to help pay your mortgage. Good area, shopping, schools nearby. Call today to schedule a showing

    William Shashaty REAL ESTATE LEADERS USA INC

    726 Camel Ct, Kissimmee, FL 34759
  • /23

    $490,900

    • 5 Beds
    • 4 Baths
    • 2,512 Sq Ft

    371 Cocoa Ct, Kissimmee, FL 34758

    Well maintained Duplex with 5 bedrooms and 4 bathrooms, 2 separate living areas. On one side are 3 bedrooms with 2 bathrooms and 1 car garage. On the other side are 2 bedrooms with 2 bathrooms. Great for investors, 2 separate units, 2 living areas. You can live on one side and rent on the other side. This property has only one tax id. 1 single HOA and 1 home insurance. The property has a separate

    Nitin Kulkarni OLYMPUS EXECUTIVE REALTY INC

    371 Cocoa Ct, Kissimmee, FL 34758
  • /6

    $695,000 New Construction

    • 6 Beds
    • 4 Baths
    • 3,778 Sq Ft

    1308 Verona St Unit 1308 & 1310, Kissimmee, FL 34741

    Under Construction. Brand new construction 2 story duplex with 100% block frame structure in the beautiful City of Kissimmee! Rare investment opportunity in COK! NO HOA! NO CDD! NO FLOOD ZONE!Each unit features 1,889 sqft of living area with 3 bedrooms and 2.5 bathrooms. All bedrooms and full bathrooms are located upstairs with a convenient half bathroom on the 1st floor. The kitchens will

    Melanie Martinez MARTZ REALTY LLC

    1308 Verona St Unit 1308 & 1310, Kissimmee, FL 34741
  • /14

    $1,753,600 New Construction

    • 5,312 Sq Ft

    7438 Excitement Dr, Kissimmee, FL 34747

    The best all-around investment properties in The Orlando-Kissimee area**CURRENTLY UNDER CONSTRUCTION 102 new units** Enjoy a luxury lifestyle, Live, Vacation, and/or generate income in these fantastic, spacious, no residential or rental restrictions properties, for a limited time we will include an individual, enclosed, covered Garage and a very exclusive Lifetime membership to Reunion Resort

    Franz Pinzon EXP Realty LLC

    7438 Excitement Dr, Kissimmee, FL 34747
  • /13

    $1,753,600 New Construction

    • 12 Beds
    • 8 Baths
    • 5,312 Sq Ft

    7438 Excitement Dr Unit 4PLEX NOAH, Kissimmee, FL 34747

    One or more photo(s) has been virtually staged. Under Construction. The best all-around investment properties in The Orlando-Kissimee area**** 4PLEX CURRENTLY UNDER CONSTRUCTION ****, FEATURING 3BED, 2BATH PLUS DEN MODERN DESIGN UNITS, FANTASTIC EXPECTED RETURNS In a luxury lifestyle, Live, Vacation, filled with comfort, safety and entertainment in a great location, and/or generate income

    Franz Pinzon EXP REALTY LLC

    7438 Excitement Dr Unit 4PLEX NOAH, Kissimmee, FL 34747

Why Live in Kissimmee

Kissimmee combines theme park proximity with natural Florida adventures. Old Town Kissimmee captivates visitors with its classic car shows, unique shops, and family entertainment, while Boggy Creek Airboat Adventures and Wild Florida showcase the raw beauty of the Everglades headwaters. The city features diverse outdoor recreation at Shingle Creek Regional Park, where residents enjoy kayaking and hiking trails. Lake Tohopekaliga provides scenic fishing spots at Kissimmee Lakefront Park, and thrill-seekers can experience the world's tallest Skycoaster at Fun Spot Kissimmee.

The real estate landscape spans multiple price points across distinct neighborhoods. The median price for single-family homes in Storey Lake reaches $700,000, while North Kissimmee presents more affordable options at $326,000. Tapestry commands median single-family home prices of $474,800, and Downtown Kissimmee sits at $385,000. Condominiums provide entry-level options, with median prices of $157,000 for one-bedroom units and $225,000 for two-bedroom units.

Homeowners benefit from Florida's zero state income tax and an effective property tax rate of 0.79% in Osceola County, comparable to nearby Orlando at 0.78%. The combined sales tax rate stands at 6.95%. The education system includes the A-rated Professional & Technical High School in Remington, plus private options like Heritage Christian School and Osceola Christian Preparatory School, both rated A-minus. Johnson University Florida serves higher education needs. Commuters access Orlando via Interstate 4 and Florida's Turnpike, with LYNX bus service and SunRail providing public transit options. Downtown Orlando lies 22 miles north, while Orlando International Airport is a 20-minute drive away.

Home Trends in Kissimmee, FL

Housing Trends

Median Sale Price
$410,000
Median Single Family Sale Price
$449,990
Median Townhouse Sale Price
$360,000
Median 2 Bedroom Sale Price
$310,000
Median 1 Bedroom Sale Price
$630,000
Average Price Per Sq Ft
$219
Number of Homes for Sale
618
Last 12 months Home Sales
3,708
Months of Supply
2.00
Median List Price
$429,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
2%
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