Kissimmee Homes under $250,000

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, just a stone's throw away from the world-renowned attractions of Orlando. Known for its sunny weather, friendly community, and rich cultural heritage, Kissimmee offers an ideal blend of suburban charm and urban convenience. With its picturesque parks, bustling shopping districts, and a variety of dining options, residents enjoy a lifestyle that is both relaxed and engaging.

For those seeking affordable housing options, Kissimmee is a hidden gem, boasting a range of homes priced under $250,000. This makes it an attractive destination for first-time homebuyers, families, and retirees alike. You can find charming single-family homes, cozy townhouses, and spacious condos, all offering the comfort and amenities you desire without breaking the bank. Many properties feature modern updates, beautiful landscaping, and access to community amenities such as pools and playgrounds.

Living in Kissimmee means more than just owning a home; it’s about embracing a lifestyle filled with adventure. With nearby attractions like Walt Disney World, Universal Studios, and the serene shores of Lake Tohopekaliga, your weekends will be filled with exploration and fun. Additionally, the city’s commitment to community events, festivals, and outdoor activities ensures there’s always something happening.

Discover the perfect home in Kissimmee today, where affordability meets opportunity, and a vibrant community awaits you!

Newest Kissimmee Homes under $250,000

435 Hunter Circle, Kissimmee — N/A $184,999

Welcome to this beautiful and comfortable 3-bedroom townhome in Poinciana, FL, ideally located in a quiet, well-maintained community just minutes from supermarkets, resta...

3 Beds
3 Baths
Coopersmith Village At Poinciana SubDv.
34758 Zip Code

1213 S Beach Circle, Kissimmee — 1213 $229,000

Welcome to this beautifully maintained 3 bedroom, 2.5 bath townhome in the desirable gated community of Fiesta Key. Situated on a peaceful lot with a serene water view, t...

3 Beds
3 Baths
Fiesta Key SubDv.
34746 Zip Code

1106 Spring Meadow Drive, Kissimmee image

1106 Spring Meadow Drive, Kissimmee — 1106 $189,900

A fresh start begins here! This beautifully updated 2-bedroom, 1.5-bath townhome in Kissimmee combines a NEW KITCHEN, NEW HVAC, and a ONE-CAR GARAGE with the added appeal...

2 Beds
2 Baths
Spring Meadow Ph 1 SubDv.
34741 Zip Code

2202 Key West Court Unit 633, Kissimmee image

2202 Key West Court Unit 633, Kissimmee — Buld. #6 $174,900

One or more photos are virtually staged for décor inspiration only; no structural changes are shown. INVESTOR OPPORTUNITY! This spacious 2-bedroom, 2-bath condo in Villas...

2 Beds
2 Baths
Villas Del Sol At Kissimmee Condo SubDv.
34741 Zip Code

261 Autumn Lane Unit 5, Kissimmee — Autumn Lane $240,000

SPACIOUS 3-BEDROOM, 3-FULL-BATH CONDO WITH ASSIGNED PARKING IN KISSIMMEE! Welcome to 261 Autumn Lane #5, offering 1,504 square feet of living space, three bedrooms, three...

3 Beds
3 Baths
Autumn Lane Twnhms Condo SubDv.
34743 Zip Code

4994 Town Terrace N, Kissimmee — 4994 $240,000

Virtually Staged. Start your mornings with coffee overlooking the pond and end your days relaxing on your screened rear lanai. This three bedroom, three full-bathroom tow...

3 Beds
3 Baths
Trafalgar Village Phase One SubDv.
34758 Zip Code

8810 Grand Palms Circle Unit B, Kissimmee image

8810 Grand Palms Circle Unit B, Kissimmee — 8810 $199,000

Location is the headline here. This second-floor 3-bedroom, 2-bath condo sits inside the Grand Palms community, less than 20 minutes from Walt Disney World Resort and Uni...

3 Beds
2 Baths
Grand Palms Condo 4 Ph 1 SubDv.
34747 Zip Code

1604 Columbia Arms Circle Unit 216, Kissimmee image

1604 Columbia Arms Circle Unit 216, Kissimmee — 1604 $226,000

Enjoy peaceful lake views from this spacious 3-bedroom, 2-bathroom condo located on the second floor of a gated community. The unit features brand-new carpet throughout a...

3 Beds
2 Baths
Columbia Arms Condo SubDv.
34741 Zip Code

9055 Treasure Trove Lane Unit 204, Kissimmee image

9055 Treasure Trove Lane Unit 204, Kissimmee — Ph 4 $249,000

Enjoy the best of Central Florida living just a short drive from Walt Disney World® Resort! Welcome to Caribe Cove, This spacious 3-bedroom, 2-bathroom condo offers a fle...

3 Beds
2 Baths
Caribe Cove Condo Ph 4 SubDv.
34747 Zip Code

2806 Osprey Cove Place Unit 201, Kissimmee image

2806 Osprey Cove Place Unit 201, Kissimmee $199,900

Take a look at this beautiful 3 bed, 2 bath, 2nd floor condo with spectacular panoramic views of Osprey Cove at the Oaks golf course. END UNIT in a desirable, GATED, GOLF...

3 Beds
2 Baths
Osprey Cove/Oaks Ph Ii SubDv.
34746 Zip Code

2203 Key West Court Unit 422, Kissimmee image

2203 Key West Court Unit 422, Kissimmee — 2292 $199,000

Welcome to your perfect Florida getaway or permanent paradise at Villas Del Sol at Kissimmee. Nestled in the heart of Kissimmee, this stunning two-bedroom, two-bathroom c...

2 Beds
2 Baths
Villas Del Sol At Kissimmee Condo SubDv.
34741 Zip Code

3002 Rio Grande Trail Unit 3002, Kissimmee image

3002 Rio Grande Trail Unit 3002, Kissimmee — 3002 $215,000

Prime Kissimmee Investment Opportunity – Dual Rental Flexibility! Discover the ultimate real estate asset at 3002 Rio Grande Trail #3002 in the highly desirable Shadow Ba...

3 Beds
2 Baths
Shadow Bay Villas SubDv.
34741 Zip Code