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 magical attractions of Orlando. Known for its sunny skies and warm hospitality, Kissimmee offers a unique blend of suburban charm and urban convenience, making it an ideal destination for families, retirees, and anyone seeking a slice of the Sunshine State.

Kissimmee is celebrated for its stunning natural landscapes, including beautiful parks, serene lakes, and a wealth of outdoor recreational opportunities. Residents can enjoy everything from hiking and fishing to boating and birdwatching, all while being surrounded by the picturesque beauty of Florida's wetlands and wildlife. The city is also rich in cultural experiences, featuring a variety of dining options, shopping centers, and entertainment venues that cater to all tastes.

For those looking to call Kissimmee home, the real estate market offers an enticing array of options, particularly for homes under $400,000. This price range opens the door to a myriad of charming properties, from cozy single-family homes to modern townhouses, all designed to meet the needs of diverse lifestyles. With affordable housing options, families can enjoy spacious backyards, community amenities, and proximity to excellent schools—all while being just minutes away from world-renowned attractions like Walt Disney World and Universal Studios.

Whether you're a first-time homebuyer or seeking a peaceful retreat, Kissimmee invites you to explore its welcoming neighborhoods and vibrant community life. Discover your dream home in this enchanting city today!

Newest Kissimmee Homes under $400,000

1881 Red Canyon Drive, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 1e SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful 3 bedroom, 2.5 bathroom townhouse in the desirable Kindred community of Kissimmee, offering comfortable living and resort-style amenities! Step inside to a spacious kitchen and family room combination, creating an inviting space for everyday living and entertaining. All three bedrooms are conveniently located upstairs, providing separation from the main living areas. Additional highlights include a rear-entry one-car garage and an alkaline water system included with the home. Living in Kindred means enjoying more than just a beautiful home! Residents have access to an impressive 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 enjoy staying active, spending time outdoors, or relaxing by the pool, there's something for everyone to enjoy. Location is another major advantage! Conveniently situated near the Florida Turnpike, SR 417, and SR 528, with shopping and dining just a short drive away. Orlando International Airport is approximately 25 minutes away, and Central Florida's world-famous theme parks and attractions are also within easy reach. With its spacious layout, one-car garage, included alkaline water system, and incredible community amenities, this townhouse offers the Florida lifestyle you've been looking for. Schedule your private showing today!

1881 Red Canyon Drive, Kissimmee
2501 Hassonite Street, Kissimmee
$290,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Spacious 3-bedroom, 2.5-bath townhouse for rent in the heart of Kissimmee. This well-maintained home offers a bright, comfortable interior with a functional layout that separates the living and private areas, giving everyone room to relax and gather. Unbeatable location: supermarkets and pharmacies are directly across the street, and major highways are minutes away for easy commutes to Orlando, the theme parks, shopping, dining, and employment centers. A move-in-ready rental with comfort and convenience in a central Kissimmee location. Schedule your showing today!From Florida’s Turnpike, take Exit 244 to US-192 E. Turn onto Amber Pointe Blvd, enter the gated community, then turn onto Hassonite St. Property is located at 2501 Hassonite St.

2501 Hassonite Street, Kissimmee
121 Lochness Lane, Kissimmee
$399,000
3 Beds ⋅ 2 Baths ⋅ Cypress Lakes Ph 3 SubDv. ⋅ 34743 Zip Code
Beautifully remodeled pool home with NO HOA! This 3-bedroom, 2-bath property also features a versatile bonus room, ideal for a home office, guest room, playroom, or additional flex space. Thoughtfully updated just two years ago, the home offers a modern open-concept kitchen, beautifully renovated bathrooms, and fresh interior and exterior paint. Major improvements include a NEW A/C installed in 2024 and a 2021 roof, offering added peace of mind for the next owner. The spacious living area flows effortlessly toward the fully fenced backyard, where your private pool creates the perfect setting for relaxing, entertaining, and enjoying the Florida lifestyle year-round. A bright breakfast nook filled with natural light adds to the home's warm and inviting feel. Conveniently located near shopping, dining, entertainment, and everyday essentials, this move-in-ready home combines comfort, flexibility, and valuable updates all with no HOA. Schedule your private showing today!

121 Lochness Lane, Kissimmee
3021 Sangria Street, Kissimmee
$380,900
3 Beds ⋅ 2 Baths ⋅ Villa Sol Village 4 Rep SubDv. ⋅ 34744 Zip Code
LOCATION, LOCATION, LOCATION! Welcome to this beautiful home in the highly desirable Villa Sol community, ideally situated in the heart of Kissimmee with convenient access to major highways, Orlando International Airport, shopping, dining, schools, and all that Central Florida has to offer. Enjoy resort-style community living with an impressive array of amenities, including a clubhouse, community pool, fitness center, tennis and basketball courts, playground, walking trails, and more. Even better, the HOA includes lawn care, internet, and cable—providing convenience and significant monthly savings while giving you more time to simply enjoy your home and the Florida lifestyle. Whether you’re looking for your primary residence or a Central Florida home in a convenient, amenity-rich community, this property offers an excellent combination of LOCATION, LIFESTYLE, and VALUE. Schedule your private showing today!

3021 Sangria Street, Kissimmee
1629 Bitteroot Street, Kissimmee
$310,000
3 Beds ⋅ 3 Baths ⋅ Kindred Ph 3b 3c & 3d SubDv. ⋅ 34744 Zip Code
Short Sale. Beautiful townhome in the desirable Kindred community! This home features an open floor plan with the kitchen flowing seamlessly into the dining and living areas. The kitchen offers stainless steel appliances, granite countertops, and a large center island. All bedrooms and the laundry room are conveniently located upstairs. The spacious primary suite includes an ensuite bathroom with a walk-in shower and large walk-in closet. Enjoy the Florida weather from the cozy screened-in back porch. Kindred offers resort-style amenities including a pool, fitness center, dog park, beach volleyball, soccer field, tennis courts, and more. Conveniently located near hospitals, shopping, supermarkets, restaurants, and everyday essentials.

1629 Bitteroot Street, Kissimmee
1700 Tohoqua Boulevard, Kissimmee
$398,000
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 6 SubDv. ⋅ 34744 Zip Code
SPACE, STYLE, LOCATION AND COMMUNITY AMENITIES—this home truly has it all. Schedule your private showing today and come experience 1700 Tohoqua Blvd for yourself! WELCOME HOME to 1700 Tohoqua Blvd, a beautifully designed 4-bedroom, 2.5-bath townhome offering approximately 2,000 square feet of comfortable and versatile living space in the highly desirable Tohoqua community of Kissimmee! Step inside and discover a spacious, thoughtfully designed floor plan featuring a generous family room, an inviting kitchen overlooking the patio, and plenty of space for both everyday living and entertaining. One of the home’s most desirable features is the FIRST-FLOOR PRIMARY SUITE, complete with a private bath and spacious walk-in closet—offering comfort, convenience, and privacy. Upstairs, you’ll find additional bedrooms along with a versatile FLEX/TECH SPACE that can easily serve as a home office, study area, media room, playroom, or additional lounge space. The home also includes a 2-CAR GARAGE and was built in 2022, giving buyers the appeal of newer construction without the wait. Tohoqua offers an exceptional lifestyle with resort-style community amenities including a swimming pool, clubhouse, fitness center, tennis and pickleball courts, playgrounds, parks, and scenic walking trails. Conveniently located in Kissimmee with access to shopping, dining, major roadways, schools, and everything Central Florida has to provide. SPACE, STYLE, LOCATION AND COMMUNITY AMENITIES—this home truly has it all. Schedule your private showing today and come experience 1700 Tohoqua Blvd for yourself!

1700 Tohoqua Boulevard, Kissimmee
1686 Park Side Avenue, Kissimmee
$339,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Short Sale. Exceptional opportunity in the highly sought-after master-planned community of Kindred (Phase 2)! Perfectly positioned for ultimate convenience, this property is just minutes away from major thoroughfares including US-192 and Florida's Turnpike, making your commute a breeze to NeoCity, Lake Nona Medical City, Orlando International Airport, and world-class theme parks. Residents enjoy incredible resort-style amenities, featuring multiple swimming pools, clubhouses, state-of-the-art fitness centers, sports courts, playgrounds, and scenic walking trails. Priced to sell quickly, this home presents a phenomenal chance for savvy buyers or investors looking to break into a thriving neighborhood at an unbeatable value. Opportunities like this do not last long—schedule your private tour today! Middle and Elementary schools are CROSS PRAIRIE K8 Se habla espanol y portugues

1686 Park Side Avenue, Kissimmee
91 Club Villas Lane, Kissimmee
$289,000
2 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr A SubDv. ⋅ 34744 Zip Code
Looking for a maintenance free home where peaceful golf course living meets everyday convenience? You've found it right here in the gated Club Villas community within Remington! Perfectly positioned on a cul-de-sac overlooking the Remington Golf Course, this charming 2-bedroom, 2-bathroom villa offers 1,306 heated square feet of comfortable living space and picturesque views extending across the fairway to a serene pond beyond. Step through the covered, enclosed front porch into a spacious open-concept living area, where the living room features soft carpet flooring and sliding glass doors leading to a second covered and enclosed porch—the perfect place to unwind while taking in the beautiful surroundings. The kitchen offers a bright, crisp aesthetic with white cabinetry, white and grey granite countertops, tile flooring, and an adjoining dining area. A cozy dinette framed by a bay window overlooks the golf course, creating an ideal spot for morning coffee, casual meals, or simply enjoying the view. Both bedrooms are generously sized, while the primary suite features a private en-suite bathroom and dual closets. Beyond the villa, residents enjoy the added privacy of a gated community tucked inside Remington, an active community centered around the Remington Golf Course. The location places you approximately one mile from the Florida Turnpike entrance and within close proximity to shopping, dining, medical facilities, and schools. The Saint Cloud Lakefront is also nearby, offering four miles of walking paths, a splash pad and playground, marina and fishing pier, along with waterfront dining at Crabby Bill’s. With golf course and water views, two enclosed porches, a cul-de-sac location, and convenient access to so many of the area’s amenities, this villa offers a lifestyle and location ready to welcome its new owners.

91 Club Villas Lane, Kissimmee
135 Oaxaca Lane, Kissimmee
$329,000
3 Beds ⋅ 2 Baths ⋅ Bvl Unit 3 SubDv. ⋅ 34743 Zip Code
Discover your new sanctuary in this comfortable 3-bedroom, 2-bathroom home, offering 1,631 square feet of well-appointed living space. Perfectly designed for comfort and convenience, this residence features a spacious fenced yard, ideal for outdoor activities and gatherings. The master suite is a true highlight, showcasing a beautiful stall shower. Enjoy easy-to-maintain laminate floors in all bedrooms for style and durability. The kitchen offers ample cabinet space for all your storage needs. The fully enclosed Florida room has heat and air conditioning. Additional features include ceiling fans in every room for year-round comfort and a 1-car garage. The Seller will replace the roof before closing. The home is conveniently located near shopping, restaurants, transportation, and expressways.

135 Oaxaca Lane, Kissimmee
2502 Crown Ridge Circle, Kissimmee
$375,000
4 Beds ⋅ 2 Baths ⋅ Remington Prcl H Ph 1 SubDv. ⋅ 34744 Zip Code
THIS 4 BED 2 BATH HOME IN THE GATED GOLF COMMUNITY OF REMINGTON IS LOOKING FOR A NEW OWNER. SITUATED IN A QUIET CIRCLE OF THE MAIN REMINGTOM BLVD THE HOUSE COMES WITH NO REAR NEIGHBOURS. THIS IS AN OPEN SPLIT FLOORPLAN WITH A LANAI AND FLORIDA ROOM TO THE REAR. THE HOUSE COMES WITH CERMAMIC TILE THROUGHOUT THE HOUSE TO HELP COOL AND FOR EASY CLEANING. THE CURRENT OWNER REPLACED THE HOTWATER TANK WITH A TANKLESS SYSTEM GIVING HOT WATER ON DEMAND THUS REDUCING YOUR ELECTRIC BILL. THE A/C HAS BEEN REPLACED WITH AN UPGRADED SYSTEM BOTH INSIDE AND OUT. THE DRIVE WAY IS ONE OF THE FEW ON THE ROAD WITH BRICK PAVERS WHICH ADDS TO THE CURB APPEAL. WITH A LITTLE TLC THIS HOUSE COULD BE A PALACE IN THE MAKING. SCHEDULE A VIEWING AND LET YOUR IMAGINATION RUN RIOT.

2502 Crown Ridge Circle, Kissimmee
1516 Kelby Road, Kissimmee
$289,900
3 Beds ⋅ 2 Baths ⋅ Shenandoah SubDv. ⋅ 34744 Zip Code
Welcome to 1516 Kelby Road in Kissimmee! This 3-bedroom, 1.5-bathroom single-family home offers approximately 1,321 square feet of living space on a 5,227-square-foot lot in the established Shenandoah community. The home features a functional layout, central air conditioning, ceiling fans and a combination of carpet, tile and laminate flooring. The property also offers a converted garage for additional flexible space and a paved road for convenient access. With no HOA, this home provides added flexibility for its next owner. Conveniently located near US-192, major roadways, shopping, dining and everyday conveniences. Schedule your showing today!

1516 Kelby Road, Kissimmee
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
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