Kissimmee Homes under $400,000

Kissimmee Homes under $400,000

Welcome to Kissimmee, Florida, a vibrant city that perfectly blends the magic of its theme parks with the charm of small-town living. Nestled just minutes from the world-renowned attractions of Walt Disney World and Universal Studios, Kissimmee is a haven for families, retirees, and anyone looking to enjoy the sunshine state. With its lush landscapes, scenic lakes, and an array of recreational activities, Kissimmee offers a lifestyle that’s both exciting and serene.

For those seeking their dream home without breaking the bank, Kissimmee is a treasure trove of opportunities. The real estate market here is thriving, with a fantastic selection of homes available for under $400,000. From cozy single-family homes to modern townhouses, there’s something for everyone. Imagine waking up in a charming abode, just a short drive from thrilling amusement parks, beautiful golf courses, and serene nature trails.

Kissimmee is not just about affordability; it’s also about community. The city boasts excellent schools, diverse dining options, and vibrant local events that foster a strong sense of belonging. Whether you’re enjoying a leisurely stroll along Lake Tohopekaliga or indulging in the local cuisine, life in Kissimmee is filled with delightful experiences.

If you’re ready to find your perfect home in this enchanting city, explore the options available under $400,000. Embrace the magic of Kissimmee, where your dream lifestyle awaits!

Newest Kissimmee Homes under $400,000

237 Dalton Drive, Kissimmee
$279,999
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Home in Poinciana Welcome to this brand-new, move-in-ready 3-bedroom, 2-bath single-family home in the established Poinciana community. With 1,320 heated square feet, the thoughtfully designed layout connects the living, dining, and kitchen areas—ideal for everyday living and entertaining. The home also features a two-car garage and generous outdoor space. Enjoy convenient access to neighborhood parks, playgrounds, walking trails, recreation centers, shopping, dining, schools, healthcare services, and everyday essentials. New retail, restaurants, and services continue to expand along the corridor, adding convenience to the area. Whether you’re looking for a place to call home or an investment opportunity, this property offers comfortable living in a growing Central Florida community. A buydown interest rate is available with a full price. Schedule your private showing today!

237 Dalton Drive, Kissimmee
1311 Carson Avenue, Kissimmee
$295,000
2 Beds ⋅ 1 Baths ⋅ C A Carsons Add SubDv. ⋅ 34744 Zip Code
Explore the possibilities this property offers for both EVERYDAY LIVING and POTENTIAL FUTURE COMMERCIAL USE. This 2-bedroom, 1-bath home features 1,103 square feet of living space on a 7,710-square-foot lot, with a bright living and dining area, a screened rear porch, and a fully fenced backyard with white vinyl fencing and mature shade trees. Buyers interested in commercial use should contact the City of Kissimmee Planning and Zoning Department to verify permitted business. Commercial use is subject to verification and approval and is not guaranteed. Bring your vision and discover the property's potential!

1311 Carson Avenue, Kissimmee
2308 Silver Palm Drive Unit 105, Kissimmee
$221,500
3 Beds ⋅ 2 Baths ⋅ Windsor Palms Condo Ph 10 SubDv. ⋅ 34747 Zip Code
PRICED TO SELL! FIRST-FLOOR CONDO WITH CONSERVATION VIEWS—JUST MINUTES FROM WALT DISNEY WORLD! Enjoy comfort, convenience, and a peaceful setting in this fully furnished 3-bedroom, 2-bath condo. Located on the first floor with beautiful conservation views, this inviting retreat offers an open-concept living and dining area with plenty of space to gather, relax, and make lasting memories. The versatile floor plan works beautifully as a double-primary setup, making it especially appealing for two families vacationing together. A spacious kitchen offers ample cabinetry and counter space, while the primary bedroom features a private bathroom and a generous walk-in closet. Set within a guard gated community, residents and guests can enjoy resort-style amenities including a swimming pool, tennis courts, playground, fitness center, jacuzzi, pool table, on-site convenience store, movie theater, and more. Internet, water, cable, and gym access are included. Conveniently located near major highways, shopping, dining, and Orlando’s top attractions, this condo is the perfect retreat for enjoying resort-style living. Schedule your private tour today!

2308 Silver Palm Drive Unit 105, Kissimmee
2788 Almaton Loop Unit 401, Kissimmee
$335,000
3 Beds ⋅ 2 Baths ⋅ Ventura At Windsor Hills Condo Ph 1 SubDv. ⋅ 34747 Zip Code
Schedule a showing today! Windsor Hills Resort! 3 Bed/ 2 bath, Fully Furniture. One of best resort Minutes to Disney. Located in the highly desirable gated community of Windsor Hills, only minutes from Central Florida`s World-renowned Walt Disney World theme parks and Universal Studios. Windsor Hills has everything you're looking for in a resort and world-class amenities including a lagoon-style community pool, water park, movie theater, bar, onsite convenience store, water slides, fitness center, game room, and much more. Quiet, gorgeous and space, Clubhouse with the lagoon style pool, water park , slides and an array of world-class amenities.... airbnb short rentals with high return.....great opportunity for investment, vacation home or residence

2788 Almaton Loop Unit 401, Kissimmee
8121 Fan Palm Way, Kissimmee
$399,000
4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 1b SubDv. ⋅ 34747 Zip Code
The best 4-bedroom, 2-bath pool home in the desirable 24-hour gated FULLY FURNISHED Windsor Palms Resort. Gorgeous 4 bedrooms and 2 bathrooms House, is fully equipped kitchen with appliances, as well as washer and dryer. Ideally located just minutes from Walt Disney World, near Disney's Animal Kingdom, and close to Margaritaville Resort Orlando. Residents also enjoy access to resort-style amenities, including a saltwater pool, hot tub, fitness center, game room, movie theater, sports courts, playground, BBQ areas, and scenic walking paths, The HOA included, cable and Internet and exterior maintenance. Located in a short-term rental-friendly community, this property offers flexibility for personal enjoyment or vacation home ownership. Enjoy exceptional resort amenities including a clubhouse with a spa, movie theater, cafe, fitness center, resort-style pool, tennis courts, sports courts, and 24-hour gated security. With easy access to Disney, shopping, dining, golf, and Orlando's top attractions, this is an outstanding opportunity to own in one of Central Florida's most popular resort communities.

8121 Fan Palm Way, Kissimmee
3081 Beach Palm Avenue, Kissimmee
$365,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Beautifully maintained 4-bedroom, 3-bath townhome located in the highly desirable, gated Paradise Palms Resort community. Built in 2012, this spacious two-story residence offers approximately 1,902 square feet of well-designed living space with an open-concept layout ideal for full-time living, vacation use, or investment. The home features ceramic tile and carpet flooring, a bright and airy living area, and a fully equipped kitchen with built-in oven, cooktop, dishwasher, microwave, refrigerator, washer, and dryer. The primary suite includes a built-in closet and private bath, while additional bedrooms are thoughtfully laid out to maximize comfort and flexibility. Interior highlights include central air, ceiling fans, public water and sewer, and fiber optic connectivity. Enjoy resort-style living with access to both private and community pools, including an in-ground pool with screened enclosure. Community amenities include a clubhouse, fitness center, playground, basketball courts, tennis courts, restaurant, walking paths, and 24-hour guard-gated security. HOA includes cable TV, internet, grounds maintenance, sewer, and access to all community amenities. Short-term rentals are allowed with a minimum lease period of 1–7 days, making this an excellent income-producing opportunity. Pets are allowed. Centrally located near major highways, shopping, dining, entertainment, and area attractions. Professionally managed community enhances the ownership experience.

3081 Beach Palm Avenue, Kissimmee
2217 Grand Cayman Court Unit 1232, Kissimmee
$190,000
2 Beds ⋅ 2 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code
Your Dream Investment in Kissimmee… with a Little Disney Magic! Looking for an investment that comes with sunshine, fun, and plenty of possibilities? This fully furnished 2-bedroom, 2-bathroom condo in beautiful Kissimmee might just be the one! Perfect for short-term rentals, this fully equipped apartment is ready to welcome guests. After all, who doesn’t love a vacation where the only thing missing is a pair of Mickey ears? Located just 20 minutes from Disney parks and only 5 minutes from shops, banks, supermarkets, and everyday essentials, this condo puts you right where you want to be. Close enough to the magic, but far enough away to escape the crowds! Inside, you'll find laminate flooring, a one-year-old A/C unit and fully furnished, so you can skip the furniture shopping and get straight to enjoying your investment. The secure, well-maintained gated community offers two sparkling pools, a gym, tennis courts and a playground. Your guests can relax by the pool, stay active, or recover from a full day of Disney adventures! Whether you're looking for a vacation rental, a long-term investment, or a place to call home when you're not busy making memories, this condo offers plenty of flexibility. So, if you've been dreaming of owning a little piece of Kissimmee, now might be the time to make it happen! Contact me today for more details or to schedule your private showing. This one could be gone faster than a Disney ride on a busy Saturday!

2217 Grand Cayman Court Unit 1232, Kissimmee
145 Alameda Drive, Kissimmee
$315,000
4 Beds ⋅ 3 Baths ⋅ Bvl Unit 3 SubDv. ⋅ 34743 Zip Code
Virtually Staged. Welcome to 145 Alameda Drive, located in the established Buenaventura Lakes community of Kissimmee! This single-story home offers 4 bedrooms, 3 bathrooms, and 1,832 square feet of living space, providing plenty of room for comfortable everyday living. Situated on an approximately 0.20-acre lot, the property features a spacious driveway, an attached garage, and a private pool, perfect for enjoying Florida's beautiful weather. With no HOA fees and a convenient location near shopping, dining, schools, and major roadways, this home offers an excellent opportunity for buyers looking for space, convenience, and value. Whether you're searching for your primary residence or an investment opportunity, this property deserves a closer look. Schedule your private showing today!

145 Alameda Drive, Kissimmee
4708 Windwood Drive, Kissimmee
$359,900
3 Beds ⋅ 2 Baths ⋅ Windward Cay Unit 1 SubDv. ⋅ 34746 Zip Code
Virtually Staged. Whether you are searching for a sun-drenched primary residence to raise your family or a high-performing asset for your real estate portfolio, this charming, move-in-ready pool home with 3bedrooms/2bathrooms/2car garage, delivers the best of both worlds. Nestled in the established and quiet community of Windward Cay, this property offers the ultimate blend of peace, privacy, and unbeatable proximity to Orlando’s world-class attractions. Tucked away just off US-192, you will enjoy a quiet neighborhood feel paired with prime Central Florida convenience. Best of all, a brand-new roof (October 2026) gives you immediate peace of mind. The home features a central, open-concept kitchen effortlessly connects the formal dining and living rooms on one side to a cozy family room and breakfast dinette on the other ;The spacious primary suite is positioned completely separate from the guest bedrooms for maximum privacy ; the home showcases a blend of low-maintenance ceramic tile in wet areas, cozy Berber carpet in the guest bedrooms, and durable luxury vinyl plank flooring throughout the main living areas and primary suite. The family room opens up to a fully screened, in-ground swimming pool and a securely fenced backyard—providing a private haven for pets, and the perfect setup for year-round entertaining and weekend barbecues. It is perfect as a primary residence, a seasonal getaway, or a high-demand, income-producing vacation home and only minutes from local schools, championship golf courses, premier shopping, dining, and major highways. You are just a short drive from Walt Disney World, Universal Studios, and SeaWorld, ensuring a premium lifestyle for residents and maximum occupancy for short-term guests.

4708 Windwood Drive, Kissimmee
2546 Davenport Circle, Kissimmee
$389,987
3 Beds ⋅ 2 Baths ⋅ Bay Pointe Ph 2 SubDv. ⋅ 34746 Zip Code
NEW ROOF! This beautifully renovated Kissimmee home features a screened-in backyard pool, creating an inviting space to enjoy the Florida lifestyle. Inside, the refreshed interior showcases updates throughout, providing a clean and welcoming atmosphere. The comfortable layout is designed to accommodate everyday living and entertaining. Natural light adds to the home's bright and inviting feel. Updated finishes contribute to the property's refreshed appearance while maintaining a warm and comfortable setting. The versatile living spaces can accommodate a variety of needs and lifestyles. Step outside to enjoy the screened-in pool, ideal for relaxing, cooling off, or spending time with family and friends. The screened enclosure creates a pleasant outdoor setting to enjoy throughout the year. Whether you are a first-time homebuyer, looking to downsize, or searching for an investment property, this home is worth a closer look. Conveniently located near shopping, dining, and everyday essentials, the property provides easy access to local amenities. Nearby major roadways make traveling throughout Central Florida more convenient. The Kissimmee area is known for its entertainment, recreational activities, and family-friendly attractions. Popular Orlando-area theme parks and destinations are also accessible from this location. Enjoy the combination of a refreshed interior, a new roof, and a private screened pool area. This property presents an appealing opportunity to enjoy comfortable living in a convenient Central Florida location. Schedule your private showing today!

2546 Davenport Circle, Kissimmee
1895 Cassidy Knoll Drive, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
MOVE-IN READY in KINDRED with HOA UNDER $11/MONTH! This 2019 single-story home offers 3 bedrooms, 2 baths and 1,676 sq ft in one of Kissimmee’s most sought-after communities. A bright, open-concept layout connects the living and dining areas to a kitchen with a large center island and breakfast bar, plenty of cabinet space and pendant lighting, ideal for everyday living and entertaining. The split-bedroom floor plan adds privacy, and the primary suite includes a spacious bath with dual sinks and a walk-in shower. Step out to the screened lanai overlooking a generous, fully fenced backyard with plenty of room to play, garden or relax. Other highlights include an interior laundry room, tile in the main traffic areas and a two-car garage. Kindred offers resort-style amenities: community pools, fitness centers, clubhouses, tennis courts, playgrounds, dog parks and walking trails, plus on-site elementary and middle schools. Minutes to Florida’s Turnpike, NeoCity, Lake Nona Medical City, shopping, dining and Central Florida’s world-famous attractions. Space, comfort, amenities and outstanding value. Schedule your private showing today!

1895 Cassidy Knoll Drive, Kissimmee
20 Dorset Drive, Kissimmee
$325,900
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Under Construction. Under Construction. $15,000 FLEX CASH PLUS CLOSING COSTS PAID when using our preferred lender—saving buyers thousands more at closing! Imagine coming home to a brand-new 4-bedroom, 2-bath home designed to make everyday life feel easier. The Adams Homes 1835A offers approximately 1,835 square feet, a 2-car garage, soaring ceilings, and a bright open-concept layout that brings the kitchen, dining area, and great room together. The flexible fourth bedroom can also serve as a home office, study, playroom, or guest room. The spacious kitchen island becomes the center of the home—perfect for morning coffee, quick meals, homework, and gathering with friends. The private primary suite creates a comfortable retreat at the end of the day, while the additional bedrooms provide room for family and guests. Builder and structural warranties provide added peace of mind, while the low HOA, community amenities, and no CDD help make this home an exceptional value. This home also receives $15,000 in Flex Cash that can be used to lower the interest rate and create even more savings. Closing costs are paid when using our preferred lender, saving buyers thousands more at closing. Only $1,000 down at contract. Visit the Adams Homes model at 303 Athabasca Place and discover how affordable brand-new living can feel at 20 Dorset Drive.

20 Dorset Drive, Kissimmee
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