Osceola, FL Homes

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  /10

  $464,990 New Construction

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

  1938 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
• 

  

  

  /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

  $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
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  /2

  Est $365,340 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
• 

  

  

  /14

  $399,001 New Construction

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

  2542 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
• 

  

  /24

  $2,245 per month

  • 3 Beds
  • 2.5 Baths
  • 1,848 Sq Ft
  • House for Rent

  2152 Cross Prairie Pkwy, 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 $2389.90. That covers your base rent, $2245.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  2152 Cross Prairie Pkwy, Kissimmee, FL 34744
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  /2

  $479,990 Sold Jul 21, 2025

  • 2,139 Sq Ft
  • $224/SF
  • 14 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  1869 Clear Sky Dr, Kissimmee, FL 34744

  Under Construction. Why not replace that cluttered & dated home with a modern classic that is built to last. The magnificent Eastham is an open plan dream home with four bedrooms, three bathrooms, and a two-car garage. You will love the welcoming foyer that greets all guests. There is an impressive kitchen that overlooks the spacious dining room and family room. Enjoy your morning coffee on the

  Ben Goldstein LENNAR REALTY

  1869 Clear Sky Dr, Kissimmee, FL 34744
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  /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

  $400,030 New Construction

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

  1832 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
• 

  

  /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
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  /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
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  /44

  Est $386,015 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
• 

  

  /23

  $556,018 New Construction

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

  Freedom, 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
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  /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
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  /2

  $409,990 Sold Jul 18, 2025

  • 2,023 Sq Ft
  • $203/SF
  • 8 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2025

  2462 Peace of Mind Ave, 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

  2462 Peace of Mind Ave, Kissimmee, FL 34744
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  /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
• 

  

  /21

  $553,432 New Construction

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

  Miramar II, 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
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  /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
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  /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
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  /60

  Est $423,903 Not Listed For Sale

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

  1798 Hideout St, Kissimmee, FL 34744

  1798 Hideout St, Kissimmee, FL 34744
• 

  

  /24

  $492,516 New Construction

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

  Sierra, 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
• 

  

  /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 $713,990 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

  $418,528 New Construction

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

  Landcaster, 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 modern kitchen and family room. Ideal for outdoor living and entertaining is an open walkway which extends into the lanai. On the second floor are all three bedrooms, including the tranquil owner’s suite with an adjoining bathroom and walk-in closet.

  Lennar

  Landcaster, Kissimmee, FL 34744
• 

  

  /23

  $2,350 per month

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

  1856 Cross Prairie Pkwy, Kissimmee, FL 34744

  Welcome to 1856 Cross Prairie Parkway, Kissimmee, FL 34744 — a spacious and stylish 3-bedroom, 2.5-bathroom townhouse offering 1,693 sq. ft. of comfortable living space in a vibrant and growing community. Property Highlights:3 spacious bedrooms, including a primary suite with walk-in closet, 2.5 modern bathrooms with quality finishes, Open-concept living/dining area – perfect for entertaining,

  Rosa Vazquez HOMEVEST REALTY

  1856 Cross Prairie Pkwy, Kissimmee, 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
• 

  

  /13

  Est $465,940 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
• 

  

  /26

  $463,953 New Construction

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

  Cascade, 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

  $2,875 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
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  /49

  Est $343,510 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
• 

  

  /17

  $533,846 New Construction

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

  Simmitano, Kissimmee, FL 34744

  This new two-story home is a family-friendly haven. The first floor features an open design seamlessly connecting the modern kitchen with the dining room and family room, which provides direct access to the lanai. The owner’s suite is conveniently situated on this floor along with three secondary bedrooms. An upstairs bonus room adds shared living space.

  Lennar

  Simmitano, Kissimmee, FL 34744
• 

  

  /36

  $2,800 per month

  • 4 Beds
  • 3 Baths
  • 2,500 Sq Ft
  • Property for Rent

  1762 Blissful Dr, Kissimmee, FL 34744

  Stunning 4-bedroom, 3-bathroom single-family home for rent in the sought-after community of Tohoqua in Kissimmee. Built in 2021, this modern home offers a spacious and functional layout, including a beautiful dedicated office with glass doors and a welcoming kitchen and living room combo living area—perfect for both entertaining and everyday living. Step outside to a screened lanai overlooking a

  Juan Musseb FLORIDA RELOCATION R.E

  1762 Blissful 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
• 

  

  /45

  Est $348,819 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
• 

  

  /18

  $433,360 New Construction

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

  Autumn, 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
• 

  

  /20

  $2,665 per month

  • 3 Beds
  • 2 Baths
  • 2,212 Sq Ft
  • House for Rent

  903 Anchorage Ln, 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 $2809.90. That covers your base rent, $2665.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

  903 Anchorage Ln, 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
• 

  /2

  Est $414,667 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

Showing Results 81 - 120, Page 3 of 18