Kissimmee Homes under $250,000

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 magical attractions of Orlando. Known for its warm climate and friendly atmosphere, Kissimmee offers a unique blend of suburban charm and urban convenience, making it an ideal place for families, retirees, and everyone in between.

One of the most appealing aspects of Kissimmee is its diverse real estate market, particularly for those seeking homes under $250,000. This price range opens the door to a variety of options, from cozy single-family homes to charming townhouses, perfect for first-time buyers or those looking to downsize. With a range of properties available, you can find a home that suits your lifestyle without breaking the bank.

Living in Kissimmee means enjoying easy access to a plethora of recreational activities. Spend your weekends exploring the picturesque lakes and parks, or take a short drive to the world-renowned theme parks that attract millions of visitors each year. The city also boasts a rich cultural scene, with local festivals, farmer’s markets, and diverse dining options that reflect the area's multicultural heritage.

Whether you are looking for a starter home or an investment property, Kissimmee offers an array of affordable real estate options that are sure to meet your needs. Discover the charm of this enchanting city and make it your home today—your perfect property awaits!

Newest Kissimmee Homes under $250,000

261 Autumn Lane Unit 5, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Autumn Lane Twnhms Condo SubDv. ⋅ 34743 Zip Code
3 BEDROOM, 3 FULL BATH KISSIMMEE CONDO WITH TWO EN-SUITE BEDROOMS, 2025 ROOF, 2022 A/C & ASSIGNED PARKING! Welcome to 261 Autumn Lane #5, a two-story, townhome-style condo in the Buenaventura Lakes (BVL) area of Kissimmee, FL 34743, offering 1,504 sq ft of living space and a floor plan that is hard to find at this size. DUAL EN-SUITE LAYOUT: Two of the three bedrooms have their own private full bathroom, giving you the feel of two primary suites. A third bedroom and third full bath complete the split-bedroom layout. This is an ideal setup for multi-generational living, a guest suite, a roommate floor plan, or a dedicated home office. BIG-TICKET UPDATES ALREADY DONE: NEW ROOF (2025) and replaced A/C (2022), two of the most expensive items a buyer worries about. Built in 2007, with assigned parking included. LOCATION, LOCATION: Set in Osceola County, minutes from Osceola Parkway, Florida's Turnpike and SR 417, with an easy commute to Orlando International Airport (MCO), Lake Nona and Medical City, and the greater Orlando area. Central Florida's theme parks and attractions are within easy reach. Everyday shopping is close by, including ALDI, Walmart Neighborhood Market, The Loop, and plenty of restaurants and services. Whether you are a first-time home buyer, downsizing, relocating to Central Florida, or looking for low-maintenance condo living near Orlando, this 3 bed / 3 bath Kissimmee condo delivers space, privacy and value. Schedule your private showing today! HOA covers building insurance, exterior maintenance and grounds maintenance for low-maintenance condo living.

261 Autumn Lane Unit 5, Kissimmee
302 Cervantes Drive, Kissimmee
$237,000
2 Beds ⋅ 3 Baths ⋅ Rio Hills Twnhs SubDv. ⋅ 34743 Zip Code
Welcome to 302 Cervantes Drive! This well-located 2-bedroom, 2.5-bath townhome offers approximately 1,120 square feet of comfortable living space in the Rio Hills Townhouses community. The functional two-story floor plan features the main living areas downstairs, a convenient half bath for guests, and both bedrooms upstairs for added privacy. The spacious kitchen offers plenty of storage, including a large pantry, and the home also features central A/C and an interior laundry with washer and dryer. Enjoy the convenience of community amenities, including a pool, while being ideally situated near shopping, dining, schools, major roadways, Orlando International Airport, and Central Florida attractions. A new roof was completed in 2026, adding even more value and peace of mind. Whether you’re looking for a primary residence or an investment opportunity, this Kissimmee townhome is ready for its next owner. Schedule your private showing today!

302 Cervantes Drive, Kissimmee
2729 Camper Avenue, Kissimmee
$75,000
2 Beds ⋅ 2 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Welcome to this charming, fully furnished mobile home located in Mill Creek RV Community! Ideally positioned near the community pool and recreation area, this home offers comfort, convenience and a relaxed Florida lifestyle. It may be suitable as a personal getaway, short-term rental or long-term rental, subject to community approval and rental guidelines. Conveniently located near shopping, dining, major roadways and Central Florida attractions. The home is being sold furnished and is ready for its next owner. Land is leased and not included in the sale. Water included with the land lease. Financing available to those who qualify.

2729 Camper Avenue, Kissimmee
2815 Bay Avenue, Kissimmee
$195,000
2 Beds ⋅ 2 Baths ⋅ Marydia SubDv. ⋅ 34744 Zip Code
Experience peaceful living in this spacious 2-bedroom, 2-bathroom home offering approximately 1,740 square feet of heated living space. Situated on a generous 0.44-acre lot—approximately 19,166 square feet—this property provides plenty of room, privacy, and flexibility to enjoy the outdoors. Best of all, there is no HOA, giving you the freedom to make the property your own. The home also features a carport, an enclosed garage offering additional parking or storage space, and an enclosed back porch perfect for relaxing, entertaining, or enjoying the surrounding views year-round. With comfortable living areas, abundant outdoor space, and the charm of a quieter country lifestyle, this property offers endless possibilities. Schedule your private showing today and discover everything this home has!

2815 Bay Avenue, Kissimmee
Kissimmee
$229,000
3 Beds ⋅ 2 Baths ⋅ Marydia SubDv. ⋅ 34744 Zip Code
Cozy fixer upper ready for new owners. Quiet neighborhood. Great bones. Newer roof. Don't wait to see this one or it will be gone.

Kissimmee
1807 Michigan Avenue Unit B, Kissimmee
$145,000
2 Beds ⋅ 2 Baths ⋅ Essex Park Villas Condo SubDv. ⋅ 34744 Zip Code
**First Floor** Discover comfort, convenience, and investment potential in this well-maintained 2-bedroom, 2-bath home offering 1,118 square feet of living space near NeoCity and Valencia College. The spacious interior features generously sized bedrooms and ceramic title flooring throughout. The kitchen is both stylish and functional with an open floor plan. Conveniently located near shopping, schools, and public transportation, this property is an excellent choice for a primary residence or an investment with strong potential for passive income and long-term equity growth. Don’t miss this opportunity to own in a desirable and growing area!

1807 Michigan Avenue Unit B, Kissimmee
322 Cervantes Drive, Kissimmee
$216,000
2 Beds ⋅ 2 Baths ⋅ Rio Hills Twnhs SubDv. ⋅ 34743 Zip Code
Beautiful 2-Bedroom Townhome in Gated Kissimmee Community Welcome home to this charming two story townhome in Kissimmee, Florida, offering comfort, convenience, and a great community lifestyle. This well designed home features 2 bedrooms and 1.5 bathrooms, with a full bathroom conveniently located upstairs and a half bathroom downstairs for guests. The main level offers a welcoming open concept floor plan, connecting the kitchen and dining area to create a comfortable space for everyday living and entertaining. The home comes fully equipped with all appliances, making it move in ready. Enjoy tile flooring throughout the downstairs and carpet upstairs, providing a cozy feel in the bedrooms. Located within a gated community with a private community pool, residents can enjoy added privacy and a relaxing outdoor amenity. Clubhouse also available for private events. Whether you’re looking for a primary residence, a vacation home, or an investment opportunity, this Kissimmee townhome is a wonderful opportunity to enjoy the Central Florida lifestyle. Features include: - 2 bedrooms - 1.5 bathrooms - Two story townhome - Gated community - Private community pool - All appliances included - Open kitchen and dining area - Tile flooring downstairs - Carpet upstairs - Convenient Kissimmee location - Move in ready Schedule your private showing today.

322 Cervantes Drive, Kissimmee
84 Lakepointe Circle, Kissimmee
$240,000
2 Beds ⋅ 2 Baths ⋅ Bvl Lakepointe Twnhms SubDv. ⋅ 34743 Zip Code
Experience effortless Florida living in this beautifully refreshed 2-bedroom, 2-bath townhome tucked inside the heart of Kissimmee. Designed for comfort and style, this residence showcases vaulted ceilings that elevate the living space and create an airy, open feel. The well-appointed kitchen offers abundant cabinetry and a convenient pass-through window overlooking the living and dining areas—perfect for entertaining or everyday ease. Step outside to the screened-in patio, an ideal spot for morning coffee or evening relaxation. A one-car garage adds valuable storage and functionality. Townhomes with this blend of charm, convenience, and location are in high demand— make this Kissimmee gem yours before it’s gone.

84 Lakepointe Circle, Kissimmee
49 Pine Island Circle, Kissimmee
$250,000
3 Beds ⋅ 2 Baths ⋅ Pine Island Villas At Bvl SubDv. ⋅ 34743 Zip Code
Welcome home, perfectly situated in the quiet, established community of Pine Island Villas in Kissimmee! ASSUMABLE LOAN AVAILABLE WITH AN AVERAGE INTEREST RATE 5%. Unbeatable location meets everyday convenience in this charming home. Positioned just off Buenaventura Boulevard with quick access to Osceola Parkway and Florida’s Turnpike, commuting across Central Florida is a breeze. Enjoy the convenience of being just minutes from local shopping plazas, dining options, top-rated medical centers, and essential services, all while remaining a short drive from Central Florida’s world-famous attractions and Orlando International Airport. Upgrades on this home are: Roof 2015 by HOA, HVAC unit 2018, Water Heater 2025, French doors and Sliding doors on 2021, exhaust vent 2023. Designed for easy, low-maintenance living, this property features a functional, light-filled layout ideal for a primary residence or a long-term investment. Don't miss this opportunity to enjoy comfort, connectivity, and peace of mind in a wonderful Kissimmee neighborhood. Schedule your private tour today!

49 Pine Island Circle, Kissimmee
26 Las Palmas Way Unit 1, Kissimmee
$224,999
2 Beds ⋅ 2 Baths ⋅ Las Palmas Villas SubDv. ⋅ 34743 Zip Code
Discover this well-maintained 2-bedroom, 2-bathdroom block-construction villa offering 960 sq ft of bright, single-level living on a 0.04acre corner lot with a BRAND-NEW roof just installed in 2026! Enjoy a private covered & enclosed rear porch perfect for morning coffee, sliding doors to the patio, and low maintenance living with community pool and sidewalks. With paved asphalt streets and assigned parking, and a prime Kissimmee location minutes to shopping, dining, schools & 192, this move -in ready home is perfect for first time buyers, investors, or those seeking Florida convenience. . Don't miss this incredible opportunity schedule your private showing today!

26 Las Palmas Way Unit 1, Kissimmee
2358 Old Dixie Highway, Kissimmee
$190,000
2 Beds ⋅ 1 Baths ⋅ Colonial Estates SubDv. ⋅ 34744 Zip Code
Investor opportunity! Great location in downtown Kissimmee. Situated on a generously sized lot with mature trees and a long driveway. Conveniently located just minutes from Downtown Kissimmee, Lakefront Park, shopping, dining, schools, SunRail, and major roadways including Florida's Turnpike and US-192, the property also provides easy access to Walt Disney World, Universal Orlando, Orlando International Airport, and other Central Florida attractions. With strong investment potential in a rapidly growing area, **Also available For Sale Property next door MLS# O6430485

2358 Old Dixie Highway, Kissimmee
202 Eden Lane Unit B, Kissimmee
$214,900
2 Beds ⋅ 3 Baths ⋅ Bvl Gold Coast Twnhms Unrec SubDv. ⋅ 34743 Zip Code
Short Sale. SHORT SALE! SHORT SALE! Beautifully maintained 2-bedroom, 2.5-bath townhome located in the desirable Buena Ventura Lakes area of Kissimmee. Offering approximately 1,088 square feet of living space, this two-story residence features a functional floor plan with an open living and dining area, abundant natural light, and a spacious kitchen with ample cabinet and countertop space. The first floor includes a convenient half bathroom, while both upstairs bedrooms feature their own private en-suite bathrooms, providing added comfort and privacy. One of the bedrooms also offers access to a private balcony. Recent improvements include updated interior finishes, making this home move-in ready. Enjoy a private covered rear patio, inside laundry area, central air conditioning, and low-maintenance living. Conveniently located just minutes from Florida's Turnpike, Osceola Parkway, Orlando International Airport, Lake Nona Medical City, shopping, restaurants, schools, and major attractions. This property offers an excellent opportunity for first-time buyers, primary residents, or investors seeking a centrally located home. Don't miss the opportunity to own this well-maintained property in one of Kissimmee's most convenient locations. Schedule your private showing today

202 Eden Lane Unit B, Kissimmee
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