7,447

Osceola, FL Homes

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  • /24

    $492,516 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,522 Sq Ft

    Sierra Plan at Tohoqua - Cottages Collection, Kissimmee, FL 34744

    This new two-story home is a family-friendly haven with a first-floor dining room for memorable meals, a kitchen for inspired cooks and a family room for great gatherings. A patio is accessed through the family room and the owner’s suite, which is situated on this floor for added privacy. Upstairs are a versatile loft, three secondary bedrooms and a conveniently located laundry room.

    Builder Photo

    Lennar

    Builder

    2396 Volunteer Ave Unit 36037777, Kissimmee, FL 34744
  • /31

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • House for Rent

    1696 Badger Creek Rd, Kissimmee, FL 34744

    Brand-new single-family home for rent in the desirable Kindred community in Kissimmee, featuring 1,504 sq. ft. of living space with 3 bedrooms, 2 full bathrooms, and a 2-car garage. This never-lived-in home offers an open-concept layout with luxury vinyl plank flooring in main areas, plush carpet in bedrooms, 8’8” ceilings, a modern kitchen with stainless steel appliances (range, microwave,

    Silvia Beltran NONA LEGACY POWERED BY LA ROSA

    1696 Badger Creek Rd, Kissimmee, FL 34744
  • /2

    $365,000 Sold Jul 22, 2025

    • 1,622 Sq Ft
    • $225/SF
    • 98 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2020

    1932 Red Canyon Dr, Kindred, FL 34744

    Back on market! Buyer decided not to continue due to unexpected events, so this property is back for you! Welcome to your dream home in the charming, centrally located town of Kindred, Florida! Built in 2020, this stunning property offers modern comfort and peace of mind, knowing that your home will be fully functional and in great condition for years to come. And with Disney only 30 minutes

    Uriel Ruiz RUIZ REAL ESTATE LLC

    1932 Red Canyon Dr, Kindred, FL 34744
    • /2

      Est $357,038 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,816 Sq Ft

      1777 Mccoy Ln, Kissimmee, FL 34744

      1777 Mccoy Ln, Kissimmee, FL 34744
  • /23

    $556,018 New Construction

    • 4 Beds
    • 3 Baths
    • 2,109 Sq Ft

    Freedom Plan at Tohoqua - Estates Collection, Kissimmee, FL 34744

    A Next Gen single-story plan, this spacious home features an attached private suite with its own separate entrance, living room, kitchenette, bedroom and bathroom. In the main home is an open living space, study, total of three bedrooms and a covered patio. The owner’s suite is tucked away in the back of the home and provides a private full-sized bathroom.

    Builder Photo

    Lennar

    Builder

    2396 Volunteer Ave Unit 36037781, Kissimmee, FL 34744
  • /35

    $1,175 - $1,916 per month

    Heritage Park

    1 - 4 Beds

    302 Parkland Cir, Kissimmee, FL 34744

    Innovative, affordable and stylish! Heritage Park Apartments in Kissimmee, FL is comprised of three story mid-rise and carriage homes located on Parkland Circle, just off-US 192, east of Downtown Kissimmee. With easy access to Florida's Turnpike, Osceola Parkway and John Young Parkway, find yourself just minutes from the Silver Spurs Arena, The Crosslands Shopping Center, The Loop West Shopping

    302 Parkland Cir, Kissimmee, FL 34744
  • /2

    $580,000 Sold Jul 21, 2025

    • 2,787 Sq Ft
    • $208/SF
    • 24 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2025

    1970 Walnut Creek Dr, Kissimmee, FL 34744

    Under Construction. Step into the Camden at Kindred, one of our floorplans featuring a seamless blend of modern design and functionality.This all-concrete block constructed, one-story multi-gen layout with luxury vinyl plank flooring offers two homes under one roof. As you enter the foyer you are greeted with two guest bedrooms that share an en suite bathroom with a double vanity. Making

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1970 Walnut Creek Dr, Kissimmee, FL 34744
    • /2

      Est $451,827 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft

      1718 Bull Hill Rd, Kissimmee, FL 34744

      1718 Bull Hill Rd, Kissimmee, FL 34744
  • /14

    $461,589 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1861 Fulfillment Dr, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    1861 Fulfillment Dr, Kissimmee, FL 34744
  • /40

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 2,076 Sq Ft
    • House for Rent

    2612 Summer Clouds Way, Kissimmee, FL 34744

    Fantastic 3 Bedroom, 2 Bath Home with Gorgeous Water Views and Resort Style Amenities!This beautiful home features a stunning gourmet kitchen with elegant stone countertops and high-endappliances, seamlessly opening to a spacious family room, perfect for relaxing or entertaining. Enjoythree generously sized bedrooms with ample closet space and two well-appointed baths.Take in

    Amine Berrada ATLAS BLUE REALTY INC

    2612 Summer Clouds Way, Kissimmee, FL 34744
  • /2

    $385,990 Sold Jul 18, 2025

    • 1,816 Sq Ft
    • $213/SF
    • 17 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    1566 Dalehurst Ln, Kissimmee, FL 34744

    Under Construction. Welcome to a charming Sandhill townhome in Kindred, offering comfort and modern convenience. Features include 1,816 sq ft, 3 bedrooms, 2.5 baths, a garage, loft space, and smart home technology. The open layout includes a bright living area, gourmet kitchen with quartz countertops, and dining space with luxury vinyl flooring. Upstairs, find spacious bedrooms and a versatile

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    1566 Dalehurst Ln, Kissimmee, FL 34744
    • /44

      Est $387,481 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,614 Sq Ft

      1804 Bull Hill Rd, Kissimmee, FL 34744

      1804 Bull Hill Rd, Kissimmee, FL 34744
  • /20

    $544,490 New Construction

    • 4 Beds
    • 3 Baths
    • 2,109 Sq Ft

    1843 Bright Sky Dr, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    1843 Bright Sky Dr, Kissimmee, FL 34744
  • /20

    $2,685 per month

    • 4 Beds
    • 3 Baths
    • 2,207 Sq Ft
    • House for Rent

    2617 Autumn Peace Dr, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2829.90. That covers your base rent, $2685.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2617 Autumn Peace Dr, Kissimmee, FL 34744
  • /2

    $417,030 Sold Jul 18, 2025

    • 1,943 Sq Ft
    • $215/SF
    • 59 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2025

    2749 Serenity Meadow Dr, Kissimmee, FL 34744

    Get ready for the next best chapter of your life in this highly anticipated 55+ gated neighborhood! Enjoy private indoor and outdoor amenity centers exclusively reserved for Active Adults with a resort-style pool, sports courts, fire pits, dog park, fitness center and more. With miles of outdoor fitness trails, a clubhouse with meeting rooms and for social events, and a Village Center with

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    2749 Serenity Meadow Dr, Kissimmee, FL 34744
    • /2

      Est $352,580 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,579 Sq Ft

      2750 Summer Retreat Ln, Kissimmee, FL 34744

      2750 Summer Retreat Ln, Kissimmee, FL 34744
  • /15

    $397,528 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,755 Sq Ft

    1857 Fulfillment Dr, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    1857 Fulfillment Dr, Kissimmee, FL 34744
  • /21

    $2,550 per month

    • 3 Beds
    • 2.5 Baths
    • 1,814 Sq Ft
    • Townhouse for Rent

    2015 King Ranch St, Kindred, FL 34744

    Beautiful and modern townhome for rent in the Kindred community, located in Kissimmee, Florida. This property, built in 2023, offers 3 bedrooms, 2.5 bathrooms, and a spacious living room. The open-concept kitchen features cabinetry, quartz countertops, and stainless steel appliances, seamlessly integrating with a spacious living room that opens to a covered terrace and a private backyard with no

    Lisbeth Gil Perez, Sr AGENT TRUST REALTY CORPORATION

    2015 King Ranch St, Kindred, FL 34744
  • /2

    $418,990 Sold Jul 17, 2025

    • 2,023 Sq Ft
    • $207/SF
    • 1 Day On Market
    • 4 Beds
    • 3 Baths
    • Built 2025

    1888 Bright Sky Dr, Kissimmee, FL 34744

    Under Construction. Step into your comfort zone with the dazzling Cascade open floorplan, that includes four bedrooms, three bathrooms, with a two-car garage. This is an earthy & elegant two-story home with a detached rear load garage. The kitchen has a generous island, fabulous panty and opens to the elegant dining room, perfect for sunny brunches and memorable meals! The family room is perfect

    Ben Goldstein LENNAR REALTY

    1888 Bright Sky Dr, Kissimmee, FL 34744
    • /60

      Est $420,177 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,828 Sq Ft

      1798 Hideout St, Kissimmee, FL 34744

      1798 Hideout St, Kissimmee, FL 34744
  • /11

    $524,246 New Construction

    • 4 Beds
    • 3 Baths
    • 2,139 Sq Ft

    2465 Peace of Mind Ave, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    2465 Peace of Mind Ave, Kissimmee, FL 34744
  • /20

    $2,875 per month

    • 5 Beds
    • 3 Baths
    • 2,615 Sq Ft
    • House for Rent

    2747 Clear Night Ave, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $3019.90. That covers your base rent, $2875.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2747 Clear Night Ave, Kissimmee, FL 34744
  • /2

    $440,000 Sold Jul 17, 2025

    • 2,056 Sq Ft
    • $214/SF
    • 66 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 2003

    2289 Jessica Ln, Kissimmee, FL 34744

    Location, Location, Location! Income Potential & Multi-Generational Living Awaits in Your Florida Dream Home!Discover the perfect blend of comfort, style, and space in this exceptional 4-bedroom, 3-bathroom family home nestled on a sprawling nearly quarter-acre lot! This unique property also features a desirable NEXT GEN SUITE, offering fantastic potential for rental income or comfortable

    Karina Garate EXP REALTY LLC

    2289 Jessica Ln, Kissimmee, FL 34744
    • /2

      Est $667,002 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,482 Sq Ft

      1581 Twelve Oaks Cir, Kissimmee, FL 34744

      1581 Twelve Oaks Cir, Kissimmee, FL 34744
  • /20

    $457,075 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,522 Sq Ft

    2501 Spring Tune Alley, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    2501 Spring Tune Alley, Kissimmee, FL 34744
  • /29

    $2,850 per month

    • 4 Beds
    • 3 Baths
    • 2,139 Sq Ft
    • House for Rent

    1876 Clear Sky Dr, Kissimmee, FL 34744

    Located in the beautiful city of Kissimmee, this single-story home features a welcoming foyer and an open-concept layout that seamlessly connects the dining room, kitchen, and family room — all leading to a covered patio perfect for outdoor entertaining or relaxing.The home offers four bedrooms, including a spacious owner’s suite complete with a luxurious bathroom and a generously sized

    Mariela Miliani, PA FUSILIER MANAGEMENT GROUP

    1876 Clear Sky Dr, Kissimmee, FL 34744
  • /2

    $495,000 Sold Jul 16, 2025

    • 1,811 Sq Ft
    • $273/SF
    • 45 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1984

    1558 Regal Oak Dr, Kissimmee, FL 34744

    Homestead living in the quaint Regal Oak Shores neighborhood with lake-access minutes away! Beautifully updated and move-in ready, this spacious 4-BEDROOM, 3-FULL BATH, POOL home features a bright open layout, modern finishes throughout, and a private in-law suite—ideal for guests or multi-generational living. Enjoy outdoor living with a screened-in sparkling pool and plenty of patio space to

    Taryn Riley REAL BROKER, LLC

    1558 Regal Oak Dr, Kissimmee, FL 34744
    • /13

      Est $469,501 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,056 Sq Ft

      1962 Spring Shower Cir, Kissimmee, FL 34744

      1962 Spring Shower Cir, Kissimmee, FL 34744
  • /11

    $478,537 New Construction

    • 3 Beds
    • 2 Baths
    • 2,082 Sq Ft

    2513 Peace of Mind Ave, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    2513 Peace of Mind Ave, Kissimmee, FL 34744
  • /20

    $2,295 per month

    • 3 Beds
    • 2.5 Baths
    • 1,906 Sq Ft
    • House for Rent

    1887 Tohoqua Blvd, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2439.90. That covers your base rent, $2295.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1887 Tohoqua Blvd, Kissimmee, FL 34744
  • /2

    $415,000 Sold Jul 16, 2025

    • 1,870 Sq Ft
    • $222/SF
    • 198 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1988

    1855 Cavalier Ct, Kissimmee, FL 34744

    Price improvement! Now $424,900 – Motivated seller! – This well-maintained pool home offers space, updates, and a prime location. Built in 1988 and nestled in a quiet neighborhood, the property features a beautiful private pool with a covered deck, perfect for relaxing or entertaining. A long driveway and two-car garage provide ample parking, and the partially fenced backyard adds privacy along

    Wilfredo Fonseca G FIRST REALTY LLC

    1855 Cavalier Ct, Kissimmee, FL 34744
    • /49

      Est $350,085 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,624 Sq Ft

      1525 Southbury Dr, Kissimmee, FL 34744

      1525 Southbury Dr, Kissimmee, FL 34744
  • /14

    $421,790 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,795 Sq Ft

    2485 Spring Tune Alley, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    2485 Spring Tune Alley, Kissimmee, FL 34744
  • /4

    $1,700 per month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    2506 Relaxing Ln, Kissimmee, FL 34744

    Really cute 1 bedroom apartment with gorgeous shaker style cabinets, a dishwasher refrigerator and its own washer and dryer as well. This one wont last long. please call to set up an appointment.

    Maurice&Carolina Rogers LPT REALTY, LLC

    2506 Relaxing Ln, Kissimmee, FL 34744
  • /2

    $390,000 Sold Jul 15, 2025

    • 1,536 Sq Ft
    • $254/SF
    • 14 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    1594 Frances St, Kissimmee, FL 34744

    Welcome to this beautifully maintained 3-bedroom, 2-bathroom pool home located in the highly desirable Emerald Lake Colony community of Kissimmee. Offering a perfect blend of comfort, space, and convenience, this home features an open and airy floor plan with a cozy wood burning fireplace as the centerpiece of the family room. This well maintained concrete block home has stood the test of time.

    Mary Clevenger WEICHERT REALTORS HALLMARK PRO

    1594 Frances St, Kissimmee, FL 34744
    • /45

      Est $339,492 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,640 Sq Ft

      1769 Mccoy Ln, Kissimmee, FL 34744

      1769 Mccoy Ln, Kissimmee, FL 34744
  • /15

    $520,246 New Construction

    • 4 Beds
    • 4 Baths
    • 2,795 Sq Ft

    1855 Bright Sky Dr, Kissimmee, FL 34744

    Builder Photo

    Lennar

    Builder

    1855 Bright Sky Dr, Kissimmee, FL 34744
  • /20

    $2,445 per month

    • 4 Beds
    • 3 Baths
    • 2,037 Sq Ft
    • House for Rent

    2334 Southbury Dr, Kissimmee, FL 34744

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2589.90. That covers your base rent, $2445.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    2334 Southbury Dr, Kissimmee, FL 34744
  • /2

    $300,000 Sold Jul 14, 2025

    • 1,848 Sq Ft
    • $162/SF
    • 37 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1961

    930 Aultman Rd, Kissimmee, FL 34744

    You must see this beautiful piece of property in the sought after community of Cypress Shores. Over half an acre with a driveway on both Aultman Road and Shore Drive, this property offers plenty of room for all of your outdoor toys! Detached 2 car garage as well as other covered parking and a carport that has been enclosed, as well as a storage shed. There is a private boat ramp for the

    Kevin Waldbieser ALL STAR PROPERTIES OF CENTRAL

    930 Aultman Rd, Kissimmee, FL 34744
    • /2

      Est $416,000 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,670 Sq Ft

      1951 Spring Shower Cir, Kissimmee, FL 34744

      1951 Spring Shower Cir, Kissimmee, FL 34744

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