7,420

Osceola, FL Homes

Section Image
  • /58

    $515,000

    • 4 Beds
    • 3.5 Baths
    • 2,851 Sq Ft

    1882 Rustic Falls Dr, Kissimmee, FL 34744

    Priced over $50,000 LESS than new construction!Seller offering a 2/1 Rate Buydown valued up to $10,000 or use it toward closing costs—your choice!Welcome to this stunning multi-generational home in the highly sought-after Kindred community of Kissimmee. This home is a rare find—offering both exceptional space and unbeatable value.Built in 2017 by DR Horton,

    Nick Carroll REAL BROKER, LLC

    1882 Rustic Falls Dr, 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

    $355,000 Sold Jul 25, 2025

    • 1,683 Sq Ft
    • $211/SF
    • 28 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2007

    2447 Hassonite St, Kissimmee, FL 34744

    Stunning Fully Updated 3-Bed, 3-Bath Townhome in a Prime Location! Beautifully renovated townhome that perfectly blends modern elegance with everyday comfort—just minutes from Orlando International Airport. Step into a sleek and stylish kitchen equipped with stainless steel appliances, contemporary cabinetry, quartz countertops, and a bright eat-in area—ideal for both casual meals and

    Eduardo Lopez EXP REALTY LLC

    2447 Hassonite St, Kissimmee, FL 34744
    • /2

      Est $349,402 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      1637 Bitterroot St, Kissimmee, FL 34744

      1637 Bitterroot St, Kissimmee, FL 34744
  • /14

    $402,990 New Construction

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

    1844 Bright Sky Dr, Kissimmee, FL 34744

    This new two-story home showcases a pleasing, contemporary design. The first floor features a large entry and an open floorplan among the modern kitchen, tranquil dining room and inviting family room. The laundry room is located by the kitchen, and a lanai is tucked beside the family room. Upstairs, three bedrooms including a lavish owner’s suite provide restful retreats for family members and

    Lennar

    Autumn, Kissimmee, FL 34744
  • /47

    $1,435 - $3,169 per month

    Verano

    1 - 3 Beds

    2200 Villa Verano Way, Kissimmee, FL 34744

    Modern comfort welcomes you to Verano apartments in Kissimmee, FL. Select from an assortment of one, two and three bedroom apartment layouts, each designed with your well-being in mind. A Whirlpool flat top range and side-by-side refrigerator compliments our spacious kitchens. Step into style in our living rooms accented with a ceiling fan and hardwood-inspired plank flooring. For your

    2200 Villa Verano Way, Kissimmee, FL 34744
  • /2

    $397,889 Sold Jul 24, 2025

    • 2,000 Sq Ft
    • $199/SF
    • 8 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2025

    1845 Fulfillment Dr, Kissimmee, FL 34744

    Under Construction. The Montara has the WOW-Factor! This trendsetting townhome covers two stories and includes four bedrooms, two and a half bathrooms and a two-car garage. Families will love the ample living space provided by the large family room and tech space located off the second floor. The lovely master suite is located on the ground floor, it has a private bathroom and a roomy walk-in

    Ben Goldstein LENNAR REALTY

    1845 Fulfillment Dr, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft

      1627 Bitterroot St, Kissimmee, FL 34744

      1627 Bitterroot St, Kissimmee, FL 34744
  • /20

    $462,990 New Construction

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

    2426 Peace of Mind Ave, 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.

    Lennar

    Sierra, 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

    $510,000 Sold Jul 24, 2025

    • 3,291 Sq Ft
    • $155/SF
    • 10 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2025

    1851 Blissful Dr, Kissimmee, FL 34744

    Under Construction. Is it time to move out of your apartment sized home? This abundantly spacious masterpiece covers two stories and includes five bedrooms, three bathrooms and a three-car garage. Families will love the ample living space provided by the huge family room and bonus space located off the foyer. The kitchen features a breakfast nook and overlooks the covered patio. There is also an

    Ben Goldstein LENNAR REALTY

    1851 Blissful Dr, Kissimmee, FL 34744
    • /34

      Not Listed For Sale

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

      2583 Winter Calm Ln, Kissimmee, FL 34744

      2583 Winter Calm Ln, Kissimmee, FL 34744
  • /22

    $454,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft

    1868 Bright Sky Dr, Kissimmee, FL 34744

    This new two-story home design combines comfort and elegance. It features a large first-floor foyer and family room right inside the entry, plus a dining room for memorable meals, a kitchen for inspired cooks, a bedroom ideal for overnight visitors and a lanai for outdoor living. Upstairs are two secondary bedrooms and the lavish owner’s suite with a full-sized bathroom.

    Lennar

    Cascade, Kissimmee, FL 34744
  • /20

    $2,310 per month

    • 4 Beds
    • 3 Baths
    • 2,023 Sq Ft
    • House for Rent

    1890 Good Neighbor Lp, 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 $2454.90. That covers your base rent, $2310.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1890 Good Neighbor Lp, Kissimmee, FL 34744
  • /2

    $469,990 Sold Jul 24, 2025

    • 2,082 Sq Ft
    • $226/SF
    • 45 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    1863 Clear Sky Dr, Kissimmee, FL 34744

    Under Construction. The Bourne checks all your boxes. This exceptional three-bedroom, two bathroom home features a welcoming front porch and a two car garage. The open fully equipped kitchen overlooks the combination dining and family rooms. The luxurious owner bedroom includes a spa-inspired owner bath, with separate bathtub and shower as well as his and her sinks. Upgraded features include: 42"

    Ben Goldstein LENNAR REALTY

    1863 Clear Sky Dr, Kissimmee, FL 34744
    • /2

      Not Listed For Sale

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

      1580 Bitterroot St, Kissimmee, FL 34744

      1580 Bitterroot St, Kissimmee, FL 34744
  • /23

    $421,990 New Construction

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

    2541 Cotton Candy Alley, Kissimmee, FL 34744

    This spacious two-story townhome is an entertainer’s dream, showcasing an open walkway and patio that provides endless opportunities for outdoor fun. On the first floor is an open living space, along with the owner’s suite with a spa-inspired bathroom. Upstairs are all three secondary bedrooms and a convenient tech area.

    Lennar

    Montara, 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

    $310,000 Sold Jul 24, 2025

    • 1,559 Sq Ft
    • $199/SF
    • 130 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2023

    1892 Spring Shower Cir, Kissimmee, FL 34744

    Corner lot - Great location near to all shopping area and few miles from turnpike. Welcome to 1892 Spring Shower Circle, a charming single-family villa nestled in a gated community in Kissimmee, Florida. This brand-new residence offers 1,579 square feet of thoughtfully designed living space, featuring 2 bedrooms, 2 bathrooms, and a versatile den with double doors for privacy that can serve as a

    Salma Qureshi LPT REALTY, LLC

    1892 Spring Shower Cir, Kissimmee, FL 34744
    • /2

      Est $471,535 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,236 Sq Ft

      1713 Petiole Place, Kissimmee, FL 34744

      1713 Petiole Place, Kissimmee, FL 34744
  • /14

    $396,440 New Construction

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

    2652 Peace of Mind Ave, Kissimmee, FL 34744

    This new two-story home showcases a pleasing, contemporary design. The first floor features a large entry and an open floorplan among the modern kitchen, tranquil dining room and inviting family room. The laundry room is located by the kitchen, and a lanai is tucked beside the family room. Upstairs, three bedrooms including a lavish owner’s suite provide restful retreats for family members and

    Lennar

    Autumn, Kissimmee, FL 34744
  • /35

    $1,305 - $1,655 per month

    Academy Village Apartments

    1 - 2 Beds

    2304-2400 Academy Cir, Kissimmee, FL 34744

    Nestled off the main thoroughfare, Academy Village presents an apartment community tucked away from the metropolitan hustle, yet convenient to great shopping areas, dinning, major employers and transportation. We have spacious one and two bedroom floor plans that offers care free living along with all the amenities you deserve. Professionally Managed by Cagan Management Group, Inc. Academy

    2304-2400 Academy Cir, Kissimmee, FL 34744
  • /2

    $399,990 Sold Jul 23, 2025

    • 1,795 Sq Ft
    • $223/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    2454 Peace of Mind Ave, Kissimmee, FL 34744

    Under Construction. Welcome to the stunning & welcoming Autumn, that includes three bedrooms, two and a half baths, with a two-car garage. This is a modern classic two-story home with a detached rear load garage. The kitchen has a large island, fabulous panty and opens to the elegant dining room and spacious family room. There is a laundry room with washer and dryer and a half bathroom on the

    Ben Goldstein LENNAR REALTY

    2454 Peace of Mind Ave, Kissimmee, FL 34744
    • /2

      Est $385,772 Not Listed For Sale

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

      1815 Brush Creek Rd, Kissimmee, FL 34744

      1815 Brush Creek Rd, Kissimmee, FL 34744
  • /20

    $527,269 New Construction

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

    1888 Clear Sky Dr, 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.

    Lennar

    Freedom, 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

    $423,270 Sold Jul 23, 2025

    • 2,088 Sq Ft
    • $203/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    1949 Spring Shower Cir, Kissimmee, FL 34744

    Under Construction. 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

    Adrienne Escott PULTE REALTY OF NORTH FLORIDA LLC

    1949 Spring Shower Cir, Kissimmee, FL 34744
    • /2

      Est $383,225 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft

      1819 Brush Creek Rd, Kissimmee, FL 34744

      1819 Brush Creek Rd, Kissimmee, FL 34744
  • /15

    $391,990 New Construction

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

    2585 Cotton Candy Alley, Kissimmee, FL 34744

    This spacious two-story townhome features a formal dining room and living room at the front of the home, followed by the open kitchen and family room. Ideal for outdoor living and entertaining is an open walkway and patio. On the second floor are all three bedrooms.

    Lennar

    Landcaster, Kissimmee, FL 34744
  • /27

    $2,096 - $3,371 per month

    Kinsman Pointe

    3 - 5 Beds

    2151 Ranch, Kissimmee, FL 34744

    Welcome to Kinsman Pointe, a new rental community in sunny Kissimmee, FL. Choose from 3-, 4-, and 5-bedroom pet-friendly homes, all move-in ready with stainless steel appliances, granite countertops, and attached garages. Enjoy walking trails and a convenient location near the Florida Turnpike, offering a quick commute to Orlando and major attractions like Walt Disney World and Universal Studios.

    2151 Ranch, Kissimmee, FL 34744
  • /2

    $386,000 Sold Jul 22, 2025

    • 1,338 Sq Ft
    • $288/SF
    • 36 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1973

    1190 Pecan St, Kissimmee, FL 34744

    Sellers Motivated! Come live in this perfect haven featuring 3 bedrooms, 2 baths, pool, with bonus room comprising 2 rooms that can be repurposed as 2 added bedrooms, entertainment areas, or in-law suites with two entry point to bonus room. The neighborhood offers blend of old and new homes and is known for its serenity. This move-in ready home has no association fees, neighborhood boat ramp to

    Maria Estella Da Silva DA SILVA REALTY GROUP LLC

    1190 Pecan St, Kissimmee, FL 34744
    • /2

      Est $441,311 Not Listed For Sale

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

      1793 Bull Hill Rd, Kissimmee, FL 34744

      1793 Bull Hill Rd, Kissimmee, FL 34744
  • /10

    $459,087 New Construction

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

    1901 Blissful Dr, Kissimmee, FL 34744

    This new home is conveniently laid out on a single floor. It features an open kitchen, a family room that flows seamlessly into the dining room and opens out to the covered patio plus a versatile flex space. Two secondary bedrooms and an owner’s suite with a bathroom featuring a separate tub and shower offer restful retreats for family members or guests.

    Lennar

    Bourne II, 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

    $424,810 Sold Jul 22, 2025

    • 1,981 Sq Ft
    • $214/SF
    • 54 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2025

    2737 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

    2737 Serenity Meadow Dr, Kissimmee, FL 34744
    • /2

      Est $387,320 Not Listed For Sale

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

      1780 Bull Hill Rd, Kissimmee, FL 34744

      1780 Bull Hill Rd, Kissimmee, FL 34744
  • /19

    $490,432 New Construction

    • 5 Beds
    • 3 Baths
    • 2,571 Sq Ft

    1872 Blissful Dr, Kissimmee, FL 34744

    This spacious two-story home with a welcoming front porch features a convenient flex space, an open living space and a covered patio for outdoor entertaining. Ideal for overnight guests is a first-floor bedroom. Upstairs is a bonus room for an extra common area, the owner’s suite with a spa-inspired bathroom and three more bedrooms.

    Lennar

    Miramar II, Kissimmee, FL 34744
  • /35

    $1,200 - $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

    $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
    • /46

      Est $382,244 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,504 Sq Ft

      1800 Bull Hill Rd, Kissimmee, FL 34744

      1800 Bull Hill Rd, Kissimmee, FL 34744

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