Kissimmee Homes under $400,000

Kissimmee Homes under $400,000

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 warm climate, friendly community, and rich cultural heritage, Kissimmee offers the perfect blend of suburban charm and urban convenience. With its picturesque parks, scenic lakes, and a variety of recreational activities, residents can enjoy a lifestyle filled with outdoor adventures and family-friendly entertainment.

Kissimmee is not just a vacation destination; it’s a place to call home. The real estate market here is thriving, particularly for those seeking affordable options. With numerous homes available under $400,000, this area is ideal for first-time buyers, families, and investors alike. From cozy single-family homes to modern townhouses, there’s something to suit every taste and budget.

Imagine waking up in a charming neighborhood with tree-lined streets, where community spirit thrives. Enjoy weekends exploring local farmers' markets, indulging in delicious cuisine at diverse restaurants, or spending quality time at nearby attractions like the beautiful Lake Tohopekaliga. With easy access to major highways, commuting to Orlando and beyond is a breeze.

Kissimmee is more than just a place to live; it’s a community where memories are made. Whether you’re looking for your first home or an investment property, the options available under $400,000 make it an exciting time to explore what Kissimmee has to offer. Discover your dream home today in this enchanting city!

Newest Kissimmee Homes under $400,000

2136 Mallard Creek Circle, Kissimmee
$389,900
4 Beds ⋅ 2 Baths ⋅ Mallard Creek SubDv. ⋅ 34743 Zip Code
SHORT-TERM RENTALS ALLOWED | ACTIVE AIRBNB | PRIVATE POOL & SPA! Discover this 4-bedroom, 2-bathroom single-story home offering 1,677 square feet of heated living space and 2,242 square feet under roof. Whether you’re seeking a primary residence, a personal vacation retreat, or a property to continue operating as a short-term rental, this Kissimmee home brings together inviting interiors and spacious outdoor living. Vaulted ceilings, recessed lighting, and wood-look flooring create a bright, welcoming atmosphere. The living room showcases a striking wood-slat accent wall, while sliding glass doors connect the interior to the covered lanai and screened pool area. The kitchen features blue-gray cabinetry, contrasting black hardware, light-colored countertops, and a breakfast bar with a waterfall-style edge. A sunny breakfast nook framed by bay windows complements the separate dining area, providing plenty of space to gather. The primary bathroom offers a dual-sink vanity, soaking tub, and separate shower. The secondary bathroom features a glass-enclosed shower with marble-look tile and contemporary black fixtures. An indoor laundry room adds everyday convenience, and the two-car garage is currently arranged as a game room with billiards and table tennis. Step outside to enjoy your private pool and raised spa within an expansive screened enclosure. The generous pool deck provides space for lounging, while the covered lanai offers a shaded setting for outdoor dining and relaxing. Enjoy a Central Florida location that puts Walt Disney World, Universal Orlando Resort, SeaWorld, and the Orlando area’s shopping, restaurants, and entertainment within reach. Spend the day exploring the attractions, then return to your own poolside retreat. Schedule your private showing today!

2136 Mallard Creek Circle, Kissimmee
2711 Summer Retreat Lane, Kissimmee
$349,990
3 Beds ⋅ 2 Baths ⋅ Tohoqua Ph 5a SubDv. ⋅ 34744 Zip Code
Discover the perfect blend of comfort, style, and effortless living in this beautifully upgraded 3-bedroom, 2-bath villa **located in one of Kissimmee’s desirable communities. Featuring 1,579 square feet of thoughtfully designed living space, this move-in-ready home offers a modern open-concept layout with elegant finishes and a relaxed, resort-inspired lifestyle. From the moment you arrive, you’ll appreciate the charming curb appeal, featuring a paver driveway, beautifully maintained landscaping, and a welcoming covered entrance. Step inside to discover a bright and spacious interior filled with natural light, complemented by tile flooring in the entire home, upgraded lighting, and plantation shutters all throughout. The open kitchen seamlessly connects to the dining and living spaces, making it ideal for entertaining guests or enjoying everyday moments with family. The thoughtfully designed split-bedroom floor plan provides added privacy, while the separate room offers flexibility for remote work, a home library, or a personal hobby space. The spacious primary suite features a walk-in closet and a well-appointed en-suite bathroom designed with comfort and convenience in mind. Enjoy Florida living at its best in the covered lanai and fenced in backyard creating the perfect outdoor retreat for relaxing mornings, evening gatherings, or entertaining friends. Additional features include a two-car garage, dedicated indoor laundry room, and easy, low-maintenance living that allows you to spend more time enjoying the things you love. Ideally situated near Lake Nona, Medical City, Orlando International Airport, SR-417, Florida’s Turnpike, and Osceola Parkway, this home offers convenient access to shopping, dining, entertainment, and Orlando’s world-famous attractions.

2711 Summer Retreat Lane, Kissimmee
2655 Ann Avenue, Kissimmee
$350,000
3 Beds ⋅ 2 Baths ⋅ Emerald Lake Colony Unit 01 SubDv. ⋅ 34744 Zip Code
NO HOA! Welcome to 2655 Ann Avenue, a 3-bedroom, 2-bath home offering 1,542 square feet of living space on a spacious, nearly quarter-acre lot in Kissimmee. Mature palm trees add to the home's Florida charm, while the interior features TWO separate living areas and TWO dining spaces, offering flexibility for everyday living and entertaining. The split-bedroom floor plan provides added privacy, and the attached two-car garage offers convenient parking and storage. Outside, the generously sized fenced backyard provides plenty of space for pets, outdoor activities, or future improvements. Located in an established neighborhood with NO HOA or CDD fees, this property offers convenient access to Neptune Middle School, shopping, dining, and major roadways. Whether you're searching for a primary residence or an investment property, 2655 Ann Avenue offers a practical layout, generous lot size, and plenty of potential!

2655 Ann Avenue, Kissimmee
2481 Winchester Boulevard, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Remington Pointe SubDv. ⋅ 34743 Zip Code
Just fully renovated! This 3-bedroom, 2-bath home in Remington Pointe has been repiped throughout the entire home and updated with a new roof, new HVAC, new water heater, and new floors. The renovated kitchen features cabinetry, quartz countertops, stainless appliances, and a large island open to the living areas. Both baths are updated with tile and gold fixtures. Enjoy Florida living in the screened private pool with pool deck. 1,023 sq ft of living space, 2-car attached garage, on a 0.18-acre lot. Set in a vibrant neighborhood close to Lake Nona West, with many restaurants and amenities nearby. $5,000 in closing assistance available with our preferred lender. Move-in ready — bring nothing but your furniture!

2481 Winchester Boulevard, Kissimmee
1450 Amanda Road, Kissimmee
$329,000
4 Beds ⋅ 3 Baths ⋅ Mill Run Unit 8 SubDv. ⋅ 34744 Zip Code
Priced to sell! 4/2.5/2 plus screen enclosed pool and NO HOA. Needs minor repairs. Cash only. Highest and best offers accepted until 6:00pm Tuesday 11/3/26.

1450 Amanda Road, Kissimmee
2622 Hunley Loop, Kissimmee
$394,999
4 Beds ⋅ 2 Baths ⋅ Eagle Bay Ph 1 SubDv. ⋅ 34743 Zip Code
NEW ROOF IN 2025, HVAC REPLACED IN 2019, AND LOW HOA! Welcome to 2622 Hunley Loop, a beautifully maintained 4-bedroom, 2-bathroom home in Kissimmee’s Eagle Bay community. Lovingly cared for and occupied by its original owners since purchase, this inviting home reflects pride of ownership throughout. High ceilings, abundant natural light, and tile flooring create a bright, welcoming interior. Separate living and dining areas, a comfortable family room, and a breakfast nook offer flexible spaces for everyday living and entertaining. The kitchen features granite countertops, stainless steel appliances, ample cabinetry, and a breakfast bar overlooking the family room. The spacious primary bedroom includes a private adjoining bathroom, while three additional bedrooms provide space for guests, hobbies, or a home office. Sliding glass doors open to a fenced backyard, and a two-car garage adds convenience. Enjoy a community pool, volleyball court, and playgrounds with a low HOA fee of just $37 per month. Everyday essentials are close by, including Walmart, Publix, Walgreens, a Wawa gas station at the nearby corner, and a variety of restaurants. Orlando International Airport is approximately 20 minutes away, depending on traffic. With major updates already completed, beautifully maintained interiors, and a convenient location, this home is ready for its next chapter. Contact your Realtor today to schedule a private showing and discover everything this Eagle Bay home has to offer!

2622 Hunley Loop, Kissimmee
107 Iguala Drive, Kissimmee
$390,000
4 Beds ⋅ 2 Baths ⋅ Bvl Unit 3 SubDv. ⋅ 34743 Zip Code
Fully renovated and move-in ready! Welcome to this beautiful updated home in the heart of Kissimmee with NO HOA - offering both freedom and flexibility. This property has been thoughfully remodeled with modern finishes throughout, creating a stylish and comfortable living space. From the updated interiors to the inviting layout, every detail has been designed to enhanced everyday living. Enjoy a spacious backyard perfect for entertaining, relaxing, or storing your outdoor toys, complete with a convenient storage shed for extra space and organization. Ideally located near major highways, shopping, dining, and Central Florida attactions, this home is perfect as a primary residence, vacation gateway, or investment oportunity. Don't miss your chance to own a beautifully upgraded home with no HOA restrictions.

107 Iguala Drive, Kissimmee
866 Marisa Lane, Kissimmee
$375,000
4 Beds ⋅ 2 Baths ⋅ Legacy Park Ph 2 SubDv. ⋅ 34744 Zip Code
Welcome to 866 Marisa Lane! This 3-bedroom, 2-bath home is located in the desirable gated community of Legacy Park in Kissimmee. Enjoy community amenities including a pool and playground. Conveniently located near shopping, dining, schools, major highways, and Florida’s Turnpike, offering easy access to Orlando and Central Florida attractions.

866 Marisa Lane, Kissimmee
299 Magical Way, Kissimmee
$400,000
4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code
GREAT OPPORTUNITY in the gated community of Magic Landings! This charming 4-bedroom, 3-bathroom home features a PRIVATE POOL, screened lanai, and 2-car garage. The spacious layout includes TWO MASTER SUITES with direct pool access, a generous kitchen with island and breakfast nook, and a separate laundry room. Enjoy the flexibility of a RESIDENTIAL OR VACATION HOME in a community designed for both residential living and vacation stays. Perfect for a primary residence, second home, or investment opportunity, subject to community rules. Conveniently located in Kissimmee, with easy access to shopping, dining, and major attractions. ENJOY THE FLORIDA LIFESTYLE!

299 Magical Way, Kissimmee
2119 Southbury Drive, Kissimmee
$344,490
3 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. Introducing the Dahlia interior unit townhome, a new construction home that seamlessly combines luxury and convenience. This modern townhome features 3 bedrooms, 2 full bathrooms, a powder room, and a 2-car rear-facing garage, all complemented by our Move-In Ready appliance and window blinds package. The first floor is designed with entertaining in mind, offering an open-concept kitchen, café, and gathering room that flow together effortlessly. The chef-inspired kitchen is a highlight, featuring a large center island, a spacious storage pantry, Tilden White cabinetry, a decorative tile backsplash, quartz countertops, and stainless-steel appliances, including a refrigerator and vented microwave. The first-floor powder room adds an extra layer of convenience for guests. The entire first floor, including the kitchen, café, gathering room, and powder room, is finished with elegant Shaw wood-look luxury vinyl plank for both style and easy maintenance. At the end of the day, escape to your private sanctuary on the second floor, complete with a cozy loft designed for relaxation. Also located on the second floor, the Owner’s Suite offers a spacious walk-in closet and a luxurious en suite bathroom with a double-sink, quartz-topped vanity and a glass-enclosed shower. Two additional bedrooms, a secondary bathroom, and a linen closet for added storage are located on the opposite side of the floor, ensuring privacy and plenty of space. Soft, stain-resistant Shaw brand carpet adds comfort to the stairs and bedrooms, creating a cozy atmosphere throughout. In the bathrooms and laundry room, you’ll find beautiful tile. With thoughtful design, high-end finishes, and a focus on everyday convenience, the Dahlia townhome is a perfect blend of style and practicality, offering a truly elevated living experience.

2119 Southbury Drive, Kissimmee
1557 Wyman Circle, Kissimmee
$325,920
3 Beds ⋅ 2 Baths ⋅ Oak Hollow Ph 4 SubDv. ⋅ 34744 Zip Code
Welcome Home - Room to Roam and Space to Grow! Welcome to 1455 Wyman Circle in Kissimmee! This inviting 3-bedroom, 2-bath, Split layout with comfortable living space & room to make it your own. Home has been repiped 2025, Roof replaced 2020. This three-bedroom design provides flexibility for everyday living. Kitchen has been updated Kitchen, as well as the kitchen & both bathrooms. As you step outside to discover one of the property’s highlights: an oversized backyard with fruit trees and a storage shed, offering plenty of possibilities for gardening, entertaining, or enjoying the Florida sunshine. With space inside and out, this home is full of potential for its next owner. Conveniently located in Kissimmee near shopping, dining, and everyday essentials. Do not miss your opportunity to get into this mature community—schedule your showing today!

1557 Wyman Circle, Kissimmee
1515 Southbury Drive, Kissimmee
$325,990
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 2a SubDv. ⋅ 34744 Zip Code
Welcome to this inviting 3-bedroom, 2.5-bathroom townhome in the desirable Kindred community of Kissimmee, where comfortable living meets resort-style amenities (All the furniture is negotiable). The spacious kitchen opens to the family room, creating a welcoming setting for everyday living and entertaining. All three bedrooms are located upstairs, providing separation from the main living areas. Additional features include a rear-entry one-car garage and an alkaline water system included with the home. Kindred residents enjoy an extensive selection of amenities, including three swimming pools, three fitness centers, tennis and volleyball courts, a soccer field, a dog park, and approximately five miles of trails for walking, jogging, and biking. Whether you prefer outdoor recreation, an active routine, or relaxing by the pool, the community offers plenty of opportunities to enjoy your surroundings. Conveniently located near the Florida Turnpike, SR 417, and SR 528, the property provides access to shopping, dining, and destinations throughout Central Florida. Orlando International Airport is approximately 25 minutes away, and the area's renowned theme parks and attractions are within easy reach. With its functional layout, one-car garage, included alkaline water system, and extensive community amenities, this townhome offers an excellent opportunity to enjoy the Florida lifestyle. Schedule your private showing today!

1515 Southbury Drive, Kissimmee
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