133,105

Osceola, FL Homes

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  • /32

    $685,000

    • 5 Beds
    • 5 Baths
    • 2,996 Sq Ft

    3028 Protagonist St, Kissimmee, FL 34746

    PRICE REDUCED. Beautiful and stylish fully furnished 5 bedroom, 5 bath, 2996 sq. ft. house with private pool and Jacuzzi located in the exclusive Cove at Storey Lake Resort gated community. Designed for entertainment and leisure time with high quality materials, the house features a spacious family room with dining area open to kitchen with center island and breakfast bar. Master suite and one

    Agent Photo

    Gladys Thayer

    REMAX PREMIER PROPERTIES

    (321) 850-3354

    3028 Protagonist St, Kissimmee, FL 34746
  • /22

    $2,400 per month

    • 3 Beds
    • 2.5 Baths
    • 1,603 Sq Ft
    • Townhouse for Rent

    2232 Centerra Loop, Kissimmee, FL 34741

    You'll fall in love with this beautiful 3 bedroom, 2 1/2 bath townhome! This home is full of natural light, neutral colors, granite counters, stainless appliances and updated lighting. The open kitchen and huge family room are perfect for entertaining. The bedrooms are spacious and the bathrooms are lovely. The master bathroom has double sinks and a walk-in shower. You'll find no carpet in this

    Agent Photo

    Shelley Davis

    REMI EMERSON RESIDENTIAL

    (321) 490-3307

    2232 Centerra Loop, Kissimmee, FL 34741
  • /2

    $210,000 Sold Jul 29, 2025

    • 1,427 Sq Ft
    • $147/SF
    • 64 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1990

    2650 Einwood Dr, Kissimmee, FL 34758

    A Wonderful Home Awaits in Broadmoor Community. New roof installed May 2025.Discover this stunning 2-bedroom, 2-bath home, where land is included in the price! Nestled within the sought-after Broadmoor community, this property offers over 1,400 square feet of living space and sits on a spacious 7,362 sq. ft. lot with picturesque natural views.As you arrive, you'll be welcomed by a

    Danny Mascarenhas MASCARENHAS REALTY INC

    2650 Einwood Dr, Kissimmee, FL 34758
    • /25

      Est $547,601 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 2,834 Sq Ft

      Unlisted Address

      Unlisted Address
  • /27

    $220,000

    • 2 Beds
    • 2.5 Baths
    • 1,265 Sq Ft

    2444 Summerfield Way Unit 1, Kissimmee, FL 34741

    Great starter for small family or investor looking for a rental property. This is a 2 bed 2 1/2 bath unit located to a walking distance from shopping and public transportation. New appliances are installed and the place is freshly painted. Roof was redone in 2019, AC is from 2021, Water heater is from 2021, New appliances (except fridge), New countertop and sink, New toilets, Pest control

    Agent Photo

    Mesner Belidor

    KELLER WILLIAMS LEGACY REALTY

    (321) 405-1775

    2444 Summerfield Way Unit 1, Kissimmee, FL 34741
  • /26

    $1,550 - $2,836 per month

    Origin at Shingle Creek

    1 - 3 Beds

    1375 Oak Haven Dr, Kissimmee, FL 34746

    Write a new origin story or continue a chapter that has already begun. At Origin, live fully and beautifully, surrounded by elevated amenities and sophisticated design features. With 1, 2 and 3 bedroom apartments - Its quite simply, the perfect setting to relax, recharge, and renew your outlook on life. Pure, effortless living in the heart of breathtaking natural surroundings in Kissimmee.

    1375 Oak Haven Dr, Kissimmee, FL 34746
  • /2

    $480,000 Sold Jul 29, 2025

    • 2,653 Sq Ft
    • $181/SF
    • 91 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2013

    4455 Indigo Sky Ln, Kissimmee, FL 34744

    One or more photo(s) has been virtually staged. Price improvement! Discover the perfect blend of comfort and style at 4455 Indigo Sky Ln, a spacious 4-bedroom, 2.5-bath home in the heart of Kissimmee, Florida, near Lake Nona. Offering 2,653 square feet of thoughtfully designed living space, this property features an open floor plan with a bright living area, a modern kitchen with generous cabinet

    Jonathan Adams CHARLES RUTENBERG REALTY ORLANDO

    4455 Indigo Sky Ln, Kissimmee, FL 34744
    • /14

      Est $344,074 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,690 Sq Ft

      2702 Big Timber Dr, Kissimmee, FL 34758

      2702 Big Timber Dr, Kissimmee, FL 34758
  • /43

    $390,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2 Baths
    • 2,348 Sq Ft

    2703 Gullane Ct, Kissimmee, FL 34746

    Former MODEL home at Eagle Lakes community built by Standard Pacific. This spacious home features 3 bedrms, 2 baths, 2 car garage - over 2,300 sq. ft. of living space. Enjoy the privacy of a cul-de-sac on an oversize lot (0.21 acre) with a completely fenced backyard. Upon entering you will be welcome by a spacious great room framed by a 4 column entry. The kitchen features stainless steel

    Agent Photo

    Alicia Lopez

    COLDWELL BANKER SOLOMON

    (321) 334-5017

    2703 Gullane Ct, Kissimmee, FL 34746
  • /15

    $1,985 per month

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • House for Rent

    1923 Bentley Blvd, Kissimmee, FL 34741

    NO SECURITY DEPOSIT REQUIRED FOR SELECTED QUALIFIED CANDIDATESCharming 3-bedroom, 2-bathroom villa located just minutes from Vine and John Young, with convenient access to public transportation. The property includes use of a community pool, offering a nice option for occasional relaxation.Please read our application and rental Requirements In order to qualify for this

    Carlos Rovira ROVIRA PROPERTY MANAGEMENT LLC

    1923 Bentley Blvd, Kissimmee, FL 34741
  • /2

    $350,000 Sold Jul 29, 2025

    • 1,848 Sq Ft
    • $189/SF
    • 28 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 2025

    4741 Cloister St, Kissimmee, FL 34758

    Under Construction. MLS#O6292208 REPRESENTATIVE PHOTOS ADDED. New Construction - June Completion! Welcome to the Cypress, a bright and airy home in Aden South at Westview. Designed for easy entertaining, the open kitchen, dining area, and gathering room flow seamlessly together, leading to a spacious covered lanai through sliding glass doors. The kitchen shines with a large prep-and-serve island,

    Michelle Campbell TAYLOR MORRISON REALTY OF FLORIDA INC

    4741 Cloister St, Kissimmee, FL 34758
    • /72

      Est $546,531 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,855 Sq Ft

      3551 Southern Cross Loop, Kissimmee, FL 34744

      3551 Southern Cross Loop, Kissimmee, FL 34744
  • /63

    $775,000

    • 5 Beds
    • 5.5 Baths
    • 1,908 Sq Ft

    8035 Knee Deep Rd, Kissimmee, FL 34747

    FUTURE BOOKINGS IN PLACE WILL TRANSFER CONTINUING WITH CURRENT MANAGEMENT COMPANY. POOL and SPA 5 bedroom 5.5 bath home FURNITURE INCLUDED Margaritaville . Just bring your swimsuit and step into paradise. This is a treasured cottage with its unique one of a kind furnishings that will elevate you to a tropical paradise upon entry.! Live in Paradise full time or rent when you are not here.. That's

    Agent Photo

    Deanna Meredith

    LUXE PROPERTIES LLC

    (321) 384-1544

    8035 Knee Deep Rd, Kissimmee, FL 34747
  • /27

    $1,185 - $1,323 per month

    The Teale

    Studio

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Kissimmee Studio ApartmentsLife CAN be a fairytale. All you need is a home close to everything Orlando has to offer, from Disney's family of resorts to the best shopping and dining around. A place like The Teale Apartments, where every resident gets the royal treatment.Our studio apartment homes in Kissimmee, FL, offer a low-maintenance, high-satisfaction lifestyle. All the utilities

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • /69

    $510,000 Sold Jul 29, 2025

    • 2,570 Sq Ft
    • $198/SF
    • 131 Days On Market
    • 5 Beds
    • 5 Baths
    • Built 2016

    301 Pendant Ct, Kissimmee, FL 34747

    Create unforgettable vacation experiences at 301 Pendant Court, a spectacular 5-bedroom, 5-bathroom fully furnished haven within the luxurious Encore at Reunion. This exceptional property transforms vacation dreams into reality, featuring a private pool and spa perfect for sun-drenched relaxation, while the converted garage delivers an epic Marvel-themed game room that will thrill guests of all

    James Donovan TEAM DONOVAN

    301 Pendant Ct, Kissimmee, FL 34747
    • /32

      Est $191,886 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 712 Sq Ft

      8807 Dunes Ct Unit 306, Kissimmee, FL 34747

      8807 Dunes Ct Unit 306, Kissimmee, FL 34747
  • /31

    $395,000

    • 3 Beds
    • 2 Baths
    • 1,766 Sq Ft

    170 Thornbury Dr, Kissimmee, FL 34744

    Agent Photo

    Alicia Lopez

    Coldwell Banker Solomon Real Estate Group, Inc.

    (321) 486-6765

    170 Thornbury Dr, Kissimmee, FL 34744
  • /21

    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    4509 Bluff Oak Loop, Kissimmee, FL 34746

    This beautiful home offers a great layout, granite countertops, ample storage, a dedicated laundry room, and a spacious two-car garage. Ideally located near shopping, dining, and major highways. Now scheduling showings.

    Leidy Medina LPT REALTY, LLC

    4509 Bluff Oak Loop, Kissimmee, FL 34746
  • /2

    $443,840 Sold Jul 29, 2025

    • 2,896 Sq Ft
    • $153/SF
    • 118 Days On Market
    • 5 Beds
    • 2.5 Baths
    • Built 2025

    4759 Golden Knight Blvd, Kissimmee, FL 34746

    Under Construction. The two-story Durham is the largest plan in this collection and features an open space living room, along with an airy flex space perfect for an office or den. There is a private owner’s suite on the first floor with a spa inspired owner bath and fabulous walk-in closet. Upstairs is a spacious loft for an extra common area, along with four comfortable bedrooms. At the front is

    Ben Goldstein LENNAR REALTY

    4759 Golden Knight Blvd, Kissimmee, FL 34746
    • /33

      Est $366,981 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,797 Sq Ft

      4686 Tribute Trail, Kissimmee, FL 34746

      4686 Tribute Trail, Kissimmee, FL 34746
  • /31

    $399,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,826 Sq Ft

    4014 Sunburst View Cir, Kissimmee, FL 34746

    Welcome to this CHARMING SINGLE-STORY HOME located within GATED COMMUNITY of ORANGE BRANCH BAY in KISSIMMEE, FL PARADISE! BUILT in 2006, this COZY yet SPACIOUS RESIDENCE - 2,826 sq ft - offers a DELIGHTFUL LIVING EXPERIENCE with ACCESS to the BEST of CENTRAL, EAST, and WEST FLORIDA'S ATTRACTIONS. Whether you're seeking the VIBRANT EXCITEMENT of NEARBY CITIES or the SERENE BEAUTY OF NATURE, this

    Agent Photo

    Daniela Mitchell

    RE/MAX Realty Team

    (321) 386-2148

    4014 Sunburst View Cir, Kissimmee, FL 34746
  • /38

    $1,450 - $2,882 per month

    The Allen

    1 - 3 Beds

    700 Aultman St, Kissimmee, FL 34741

    Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at The Allen allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban

    700 Aultman St, Kissimmee, FL 34741
  • /62

    $359,500 Sold Jul 29, 2025

    • 1,394 Sq Ft
    • $258/SF
    • 135 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2022

    3065 Caribbean Soul Dr, Kissimmee, FL 34747

    Indulge in the ultimate vacation lifestyle at this beautifully fully furnished, as-new 3-bedroom, 2.5-bathroom townhome in the sought-after Margaritaville Resort Orlando. Never before rented, this pristine property offers tranquil water views and the convenience of being steps away from a sparkling community pool. This exceptional townhome, ideal as a second home, investment opportunity or

    James Donovan TEAM DONOVAN

    3065 Caribbean Soul Dr, Kissimmee, FL 34747
    • /25

      Est $348,797 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,479 Sq Ft

      2282 Canyon Breeze Ave, Kissimmee, FL 34746

      2282 Canyon Breeze Ave, Kissimmee, FL 34746
  • /99

    $945,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,575 Sq Ft

    1110 Terralago Way, Kissimmee, FL 34746

    Under contract-accepting backup offers. Introducing a Rare Gem in Bellalago – OFFERING $30,000 IN INCENTIVES TO THE BUYER TO USE AS A POOL CREDIT OR CLOSING COSTS. Where Luxury Meets Lifestyle.Step into a life of elegance, comfort, and convenience with this stunning Rimini Model by Avatar Homes, built in 2014 and nestled at the end of a quiet cul-de-sac on one of Bellalago’s most

    Agent Photo

    Alexander Vazquez

    NONA LEGACY POWERED BY LA ROSA

    (321) 241-2508

    1110 Terralago Way, Kissimmee, FL 34746
  • /12

    $1,850 per month

    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft
    • Townhouse for Rent

    1949 Estancia Cir, Kissimmee, FL 34741

    2 Bedroom, 2 Baths Condo For Rent w/ 1 Car Garage in Kissimmee, FL; Range, Refrigerator, D/W, Disposal, Central Heat and A/C.

    Rick Sein REALSOURCE PROPERTY MANGNT LLC

    1949 Estancia Cir, Kissimmee, FL 34741
  • /2

    $295,000 Sold Jul 28, 2025

    • 1,321 Sq Ft
    • $223/SF
    • 6 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1984

    2563 Coral Ave, Kissimmee, FL 34741

    Welcome to this beautifully maintained 4 bedrooms, 2 bath home offering comfort, style, with a rare in-law suite and studio- perfect for multigenerational living, guests, or potential rental income. Nestled in the heart of Kissimmee! The main home boasts open concept living area, modern kitchen with stainless steel appliances, and tile flooring throughout plus two generously sized bedrooms and

    Stephanie Marrero GLOBALWIDE REALTY LLC

    2563 Coral Ave, Kissimmee, FL 34741
    • /48

      Est $383,739 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,184 Sq Ft

      4152 Key Colony Place, Kissimmee, FL 34746

      4152 Key Colony Place, Kissimmee, FL 34746
  • /99

    $499,900 Pending

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft

    3716 Paradiso Cir, Kissimmee, FL 34746

    Under contract-accepting backup offers. Welcome to 3716 Paradiso Circle, a beautifully maintained 3-bedroom, 3-bathroom home with a dedicated office and a versatile flex room that can easily serve as a fourth bedroom, second office, media room, or creative space. Located in the gated, resort-style community of Bellalago, this home offers the perfect combination of elegance, comfort, and

    Agent Photo

    Abraham Mendez

    NONA LEGACY POWERED BY LA ROSA

    (321) 485-7371

    3716 Paradiso Cir, Kissimmee, FL 34746
  • /98

    $1,785 - $2,658 per month

    Aston Square Apartments

    1 - 3 Beds

    1387 E Vine St, Kissimmee, FL 34744

    Experience modern living like never before at Aston Square. Our luxury apartments located in the highly desirable Kissimmee area offer keyless entry, custom designer closets, and chef-inspired kitchens that together, creates a luxury home that is yours to personalize.

    1387 E Vine St, Kissimmee, FL 34744
  • /2

    $393,290 Sold Jul 28, 2025

    • 1,843 Sq Ft
    • $213/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    2031 Forage Dr, Kissimmee, FL 34746

    Under Construction. The stunning Aspire is perfect for entertaining with an open-concept floorplan and lovely outdoor patio. Two secondary bedrooms are located off the foyer, and the luxurious owner’s suite is tucked into a private corner at the back of the home, complete with an en-suite bathroom and fabulous walk-in closet. Finishing off this masterpiece with a 3-car garage! These single-family

    Ben Goldstein LENNAR REALTY

    2031 Forage Dr, Kissimmee, FL 34746
    • /18

      Est $934,592 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,906 Sq Ft

      2300 Gunn Rd, Kissimmee, FL 34746

      2300 Gunn Rd, Kissimmee, FL 34746
  • /30

    $354,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    165 Citrine Loop, Kissimmee, FL 34758

    Short Sale. Welcome to this stunning property with 4 bedroom, 2-bathroom home features an open concept layout perfect for modern living. The spacious kitchen is a chef’s dream with stainless steel appliances, granite counte4rtops, a large island, and spacious pantry. The owner’s suite offers a peaceful retreat with a walk-in closet and shower. Enjoy the energy efficiency in mind, this home

    Agent Photo

    Maria Baez

    EMPIRE NETWORK REALTY

    (321) 449-2843

    165 Citrine Loop, Kissimmee, FL 34758
  • /24

    $2,395 per month

    • 3 Beds
    • 2 Baths
    • 1,676 Sq Ft
    • House for Rent

    1600 Park Side Ave, Kissimmee, FL 34744

    Beautiful 3BED/2BATH home in one of the most desirable NEW communities in Kissimmee: KINDRED. Energy Saving features and Smart Home connected. This beautiful home features a great kitchen with plenty of counter and cabinet space for extra storage, stainless steel appliances, a breakfast bar, a comfortable layout with good-sized bedrooms and bathrooms, 2 car garage, a spacious yard, and much more.

    Raul Aleman BAHIA INTERNATIONAL REALTY

    1600 Park Side Ave, Kissimmee, FL 34744
  • /2

    $450,000 Sold Jul 28, 2025

    • 2,296 Sq Ft
    • $196/SF
    • 18 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1991

    344 Blue Bayou Dr, Kissimmee, FL 34743

    One or more photo(s) has been virtually staged. Enjoy peaceful waterfront living in this 4-bedroom, 3-bathroom home in Cypress Lakes, offering 2,296 square feet of space and a layout that works for both everyday life and entertaining. Set on a quiet pond, the backyard is a true highlight featuring a heated inground pool, fountains in the front and back, and a screened-in lanai with pavers,

    Nancy Grabowski REDFIN CORPORATION

    344 Blue Bayou Dr, Kissimmee, FL 34743
    • /35

      Est $343,258 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,474 Sq Ft

      1015 Wood Cove, Kissimmee, FL 34743

      1015 Wood Cove, Kissimmee, FL 34743
  • /49

    $614,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,768 Sq Ft

    3427 Harborside Ct, Kissimmee, FL 34746

    Under contract-accepting backup offers. Welcome to 3427 Harborside Ct — a beautifully updated residence nestled on an oversized conservation lot with no rear neighbors and tranquil partial views of Lake Tohopekaliga. Located in the prestigious, guard-gated Bellalago community, this home offers the perfect blend of privacy, luxury, and natural beauty. This spacious home features 4 bedrooms, 3 full

    Agent Photo

    Mabel Vega Negron

    LA ROSA REALTY CW PROPERTIES L

    (321) 499-2098

    3427 Harborside Ct, Kissimmee, FL 34746
  • /33

    $1,535 - $3,300 per month

    Cypress Ridge

    1 - 3 Beds

    2540 Wensinger Way, Kissimmee, FL 34747

    A prime location thats central to world-class entertainment, convenience, and recreation, Cypress Ridge in Kissimmee is where you can comfortably unwind and calmly let worry drift away. Become immersed in its beautiful, natural surroundings while appreciating its refreshingly modern features and conveniences in our 1, 2 and 3 bedroom apartments. Theres an undeniable charm and allure about a place

    2540 Wensinger Way, Kissimmee, FL 34747
  • /2

    $295,000 Sold Jul 28, 2025

    • 1,631 Sq Ft
    • $181/SF
    • 42 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2008

    803 Shady Canyon Way, Kissimmee, FL 34759

    Beautifully maintained 3-bedroom, 2-bathroom single-family home located in the sought-after Mira Vista neighborhood of Solivita, a premier 55+ active lifestyle community in Kissimmee, Florida. This home offers 1,631 sq ft of living space on a 6,512 sq ft corner lot. Property Highlights: Open-Concept Layout, Features high ceilings, transom windows, crown molding, and chair rail detailing

    Liss Hernandez AGENT TRUST REALTY CORPORATION

    803 Shady Canyon Way, Kissimmee, FL 34759
    • /26

      Est $429,000 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,978 Sq Ft

      4764 Blue Diamond St, Kissimmee, FL 34746

      4764 Blue Diamond St, Kissimmee, FL 34746

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