Kissimmee Homes under $500,000

Kissimmee Homes under $500,000

Welcome to Kissimmee, Florida – a vibrant city that perfectly balances the charm of small-town living with the excitement of nearby attractions. Nestled in Osceola County, Kissimmee is renowned for its picturesque landscapes, friendly community, and a plethora of recreational opportunities. With its close proximity to world-famous theme parks, including Walt Disney World and Universal Studios, Kissimmee is not only a dream destination for vacationers but also an ideal place for families looking to settle down.

If you’re in the market for a new home, you'll be delighted to discover that Kissimmee offers a variety of beautiful properties under $500,000. Whether you’re seeking a cozy single-family home, a modern townhouse, or a spacious condo, there’s something for everyone in this thriving real estate market. Many of these homes boast attractive features such as open floor plans, updated kitchens, and lush backyard spaces perfect for entertaining or relaxing after a long day.

Living in Kissimmee means enjoying a rich cultural scene, with an array of dining options, shopping centers, and outdoor activities right at your fingertips. Explore the scenic Lake Tohopekaliga, indulge in local cuisine, or take a leisurely stroll through the charming downtown area, filled with unique boutiques and art galleries.

With its affordable housing options and an unbeatable location, Kissimmee is an excellent choice for first-time homebuyers, families, and retirees alike. Come discover the magic of Kissimmee – your dream home awaits!

Newest Kissimmee Homes under $500,000

651 Elderwood Court, Kissimmee
$389,900
4 Beds ⋅ 3 Baths ⋅ Bvl Unit 7 3rd Add SubDv. ⋅ 34743 Zip Code
The property at 651 Elderwood Ct, Kissimmee, FL 34743 is a single-family home built in 1983, featuring 4 bedrooms and 3 bathrooms within a 1,812 sq ft layout. Situated in the Buena Ventura Lakes neighborhood, it offers convenient access to major highways like the Florida Turnpike and SR 417, facilitating easy commutes to Orlando International Airport, Walt Disney World, Universal Studios, and SeaWorld. Boggy Creek elementary & Parkway middle school are only minutes away from the property. This property also has a screened in Pool. Roof was recently replaced.

651 Elderwood Court, Kissimmee
1437 Tawny Ridge Road, Kissimmee
$414,900
4 Beds ⋅ 2 Baths ⋅ Kindred Ph 1fa SubDv. ⋅ 34744 Zip Code
SOLAR PANELS TO BE PAID OFF AT CLOSING BY SELLER + WHOLE-HOUSE WATER FILTRATION SYSTEM INCLUDED! Welcome to this spacious 4-bedroom, 2-bath single-story home in the desirable Kindred community. Designed for comfortable everyday living, the home features a bright open-concept floor plan, tile flooring throughout the main living areas, and a modern kitchen with stainless steel appliances, ample cabinetry, and generous space for cooking, gathering, and entertaining. A major added benefit: the solar panel system will be paid off by the seller at closing, allowing the buyer to enjoy the system without assuming the seller's solar loan. The home also includes a whole-house water filtration system. Property is currently listed for both sale and lease. Seller intends to proceed with whichever transaction is secured first. Please contact listing agent for current availability prior to submitting an proposal. Step outside to a fully fenced backyard offering privacy and plenty of space to relax, entertain, or enjoy the Florida lifestyle. Kindred offers resort-style amenities including community pools, fitness center, clubhouse, tennis and pickleball courts, playgrounds, dog park, and scenic walking trails. Conveniently located with easy access to the Florida Turnpike, Orlando International Airport, Lake Nona, shopping, dining, schools, major employment areas, and Central Florida attractions. A wonderful combination of space, energy-conscious features, outdoor privacy, and resort-style community living—ready for its next owner!

1437 Tawny Ridge Road, Kissimmee
1512 Fernmeadow Street, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Kindred Ph 2c & 2d SubDv. ⋅ 34744 Zip Code
Welcome to 1512 Fernmeadow Street in the desirable Kindred community. This nearly new DR Horton Jemison floorplan features an open layout with a bright great room, stainless steel appliances, an oversized walk-in pantry, and smart home features. The private primary suite offers an ensuite bath with double vanity and walk-in closet, while two additional bedrooms provide space for guests, an office, or flexible living. Kindred offers resort-style amenities including pools, clubhouses, a fitness center, playgrounds, sports fields, a dog park, picnic areas, and walking and biking trails. Conveniently located near US-192 and Florida’s Turnpike, with easy access to NeoCity, Lake Nona, Orlando International Airport, Disney, shopping, dining, and downtown Kissimmee. Enjoy low-maintenance living with great amenities and convenient access to everything Central Florida has to offer.

1512 Fernmeadow Street, Kissimmee
125 Pansy Court, Kissimmee
$485,000
4 Beds ⋅ 3 Baths ⋅ Bvl Unit 2 SubDv. ⋅ 34743 Zip Code
LOCATION, LOCATION, LOCATION! Beautifully updated 4-bedroom, 3-full-bath home with over 2,100 sq. ft. and THREE PRIMARY SUITES! Enjoy NO HOA, NO CDD, and NO FLOOD ZONE, with space for RV or boat parking, subject to local regulations. Conveniently located near Lake Nona, Orlando International Airport, and Walt Disney World. This spacious home has been extensively updated, including a new roof (2023), remodeled kitchen (2022) with stainless-steel appliances, new A/C (2025), new water heater 2026, water softener, front windows, garage door (2023), gutters, and updated bathroom sinks and primary bathtub (2023). The interior was freshly painted in January 2026. Enjoy additional outdoor storage with a new shed and a new vinyl backyard fence (2025), a second kitchen in the florida room. The versatile three-primary-suite layout is ideal for a large family, multi-generational living, guests, or those seeking additional private spaces. Furniture is available for separate purchase. With major updates already completed and a highly convenient Central Florida location, this home is ready for its next owner. Schedule your showing today!

125 Pansy Court, Kissimmee
1733 Felicity Lane, Kissimmee
$419,900
4 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 1 SubDv. ⋅ 34744 Zip Code
Welcome to 1733 Felicity Ln, a beautifully designed single-story Mattamy Homes residence located on a desirable corner lot in Tohoqua, one of Kissimmee’s sought-after master-planned communities. With approximately 2,740 total building sq ft, this home combines space, flexibility, energy-conscious features, and an excellent Central Florida location. The thoughtfully designed floor plan features 4 bedrooms and 3 full bathrooms, including a private guest suite configuration with its own full bath—an excellent option for overnight guests, multigenerational living, a private workspace, or added everyday flexibility. The open-concept kitchen, dining, and gathering areas create a natural flow for daily living and entertaining, while the extended screened lanai expands the living experience outdoors. A welcoming covered front porch and the additional privacy and presence of a corner lot further enhance the home’s appeal. Additional features include a solar energy system and whole-house water filtration system, adding practical value for buyers looking for efficiency-focused home features. The spacious layout, guest suite, outdoor living area, and corner-lot setting also make this property attractive to buyers and investors seeking a versatile single-family home in the growing Kissimmee–St. Cloud corridor. Tohoqua residents enjoy resort-style community amenities including a zero-entry pool, clubhouse, fitness center, playground, lighted tennis courts, basketball court, sidewalks, outdoor gathering areas, and an extensive network of walking and biking trails. The community also provides convenient access to Florida’s Turnpike, shopping, dining, NeoCity, Lake Nona, Orlando International Airport, and the many employment, recreation, and entertainment destinations throughout Central Florida. **The property has an existing mortgage that may be assumable by a qualified buyer, subject to lender approval, underwriting, existing loan terms, and all applicable requirements..** Discover the combination of space, location, lifestyle, and flexibility that makes 1733 Felicity Ln stand out. Schedule your private showing today and see how this home can fit your next chapter.

1733 Felicity Lane, Kissimmee
1112 Ocean Street, Kissimmee
$425,000
6 Beds ⋅ 4 Baths ⋅ Kissimmee Heights SubDv. ⋅ 34744 Zip Code
Exceptional Investment Opportunity! NO HOA! This turnkey investment offers immediate cash flow with excellent long-term appreciation potential. Both units are occupied by the great tenants; they stay there more than 5 years and would like to stay longer. 2 bedroom (the garage was upgraded to the 3rd bed) 2 bath, ceramic tile through the whole house with easy maintenance,2024 new roof…An outstanding opportunity to add a well-maintained, income-generating asset to your investment portfolio, offering stable rental income, a prime location, and excellent potential for future value appreciation in one of Florida's fastest-growing real estate markets.

1112 Ocean Street, Kissimmee
1852 Summer Serenity Drive, Kissimmee
$350,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 4a SubDv. ⋅ 34744 Zip Code
Short Sale. Welcome home to this 3 bedroom, 2.5 bathroom home located in the desirable Tohoqua community in Kissimmee! Offering a functional two story layout, beautiful pond views, and comfortable living spaces, this home is designed for both everyday living and entertaining. The main level features tile flooring throughout the living areas and an open, welcoming layout. The kitchen is equipped with granite countertops, stainless steel appliances, ample cabinet space, and a large pantry for additional storage. A convenient half bathroom is located downstairs for guests. Sliding glass doors extend the living space outdoors to a covered paver patio overlooking the pond, creating a relaxing spot to unwind and enjoy the peaceful water views. Upstairs, a landing at the top of the stairs provides additional space along with a convenient storage closet. All three bedrooms are located on the second floor, including the spacious primary suite featuring a walk in closet and an en suite bathroom with a dual sink vanity and stand up shower. The two additional bedrooms share the hall bathroom, which features a large vanity and tub/shower combination. An indoor laundry room with a utility sink is also conveniently located upstairs near the bedrooms. Additional features include a two car garage and a Rain Bird irrigation system. Located in the sought after Tohoqua community with convenient access to shopping, dining, schools, major roadways, and all that the Kissimmee area has to offer. Schedule your private showing today!

1852 Summer Serenity Drive, Kissimmee
145 Hidalgo Avenue, Kissimmee
$300,000
2 Beds ⋅ 2 Baths ⋅ Bvl Unit 3 1st Add SubDv. ⋅ 34743 Zip Code
Virtually Staged. MOVE-IN READY and wonderfully maintained, this 2-Bedroom, 2-Bath SINGLE-STORY HOME in Buena Ventura Lakes offers a comfortable layout, peaceful surroundings and a convenient Kissimmee location. Situated on a CORNER LOT WITH A POND VIEW, the home features a 1-car garage, OVERSIZED DRIVEWAY for additional parking and a spacious yard. With NO HOA, this property presents an appealing opportunity as a starter home, retirement residence or investment property. FRESH INTERIOR AND EXTERIOR PAINT (2026) creates a clean, refreshed feel from the moment you arrive. Step inside to a generous Living Room filled with NATURAL LIGHT and a welcoming sense of space. The Kitchen offers plenty of cabinetry and counter space along with STAINLESS STEEL APPLIANCES, making meal preparation easy while providing plenty of room for everyday living. A SUNNY EAT-IN DINING AREA features sliding glass doors that open to the SCREENED AND ENCLOSED BACK PORCH, creating a comfortable extension of the living space and an inviting spot to enjoy the peaceful backyard and pond view. Both Bedrooms feature WOOD-LOOK VINYL FLOORING and their own EN-SUITE BATHROOMS, providing privacy and convenience. The spacious Primary Bedroom includes sliding glass doors that open directly to the backyard, bringing in plenty of NATURAL LIGHT and creating EASY ACCESS to the outdoor space. Outside, the GENEROUS YARD offers plenty of room to garden, entertain, or simply enjoy the Florida sunshine, while the CORNER-LOT SETTING AND POND VIEW add to the home's sense of space and tranquility. An UPDATED AC (2017) provides added peace of mind, while the home's single-story design makes everyday living convenient and accessible. Buena Ventura Lakes and Downtown Kissimmee offer local dining, shops and COMMUNITY EVENTS, while nearby KISSIMMEE LAKEFRONT PARK provides scenic views of Lake Tohopekaliga, walking and biking paths, a fishing pier, playgrounds, splash pad and picnic areas. For more OUTDOOR RECREATION, the Kissimmee Loop Trail's 10-mile route takes you through the heart of Kissimmee, connecting neighborhoods, parks and historic landmarks. With its CORNER LOT, POND VIEW, SPACIOUS YARD, and NO HOA, this Buena Ventura Lakes home OFFERS VERSATILITY for first-time buyers, those looking to simplify or investors seeking a property with strong everyday appeal. Come see this inviting home and discover the possibilities for yourself!

145 Hidalgo Avenue, Kissimmee
2578 Autumn Peace Drive, Kissimmee
$469,500
3 Beds ⋅ 2 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code
Welcome to this beautiful single-family home in the desirable Tohoqua community, built by Pulte in 2022. This modern home offers 3 bedrooms, 2 bathrooms, and a versatile flex room that can be used as a home office, den, playroom, or additional living space. The home features a modern look and thoughtfully designed layout, with an open-concept living area that creates a comfortable flow for everyday living and entertaining. Step outside to enjoy the fenced backyard and screened-in lanai, providing a comfortable outdoor space to relax, enjoy the Florida weather, or entertain guests. Built with modern construction and contemporary design, this home provides the benefits of newer construction in a desirable community. Tohoqua offers a variety of amenities and a convenient location with easy access to shopping, dining, major roads, and the surrounding Central Florida area. Don't miss the opportunity to make this beautiful home your own!

2578 Autumn Peace Drive, Kissimmee
2612 Waterline Street, Kissimmee
$439,900
4 Beds ⋅ 3 Baths ⋅ Saratoga Park Ph 4b SubDv. ⋅ 34743 Zip Code
This home offers a modern, spacious setup with an oversized loft area upstairs, a primary bedroom downstairs, and all remaining bedrooms upstairs. Use the loft as a media room, home office, playroom, gym, or all of the above. It's flexible space that adapts as your needs change. The spacious bedrooms give everyone room to spread out, with plenty of space for furniture, storage, and comfortable everyday living. A whole-home water softener was added just six months ago, buy this home today!

2612 Waterline Street, Kissimmee
104 Tampico Lane, Kissimmee
$340,000
3 Beds ⋅ 2 Baths ⋅ Buenaventura Lakes Unit 03 SubDv. ⋅ 34743 Zip Code
Don't miss the opportunity to own this property in the heart of Kissimmee. Enjoy the pool all year long. The current owners did some improvements on this home, including, but not limited to, new roof, new a/c, new kitchen cabinets, upgraded the master bathroom. etc.

104 Tampico Lane, Kissimmee
4580 Gadwall Drive, Kissimmee
$355,000
3 Beds ⋅ 2 Baths ⋅ Osprey Ridge SubDv. ⋅ 34744 Zip Code
Welcome to 4580 Gadwall Dr, a beautifully maintained 3-bedroom, 2-bathroom single-story home in the desirable Osprey Ridge community of Kissimmee! Built in 2018, this 1,651-square-foot home is a functional open layout, spacious living areas, a well-appointed kitchen with granite countertops, and a comfortable primary suite featuring a generous bedroom and walk-in closet. The home also offers a 2-car garage, interior laundry room, and a layout designed for easy everyday living. The private primary suite provides a comfortable retreat, while two additional bedrooms provide flexibility for family, guests, a home office, or personal space. All bedrooms are beautifully tiled. A 2-car garage provides convenient parking and additional storage. Beyond the home, enjoy the convenience of a location that puts you close to everything Central Florida provides. Osprey Ridge is located near Boggy Creek Road and Narcoossee Road, providing convenient access to SR 417 and the Florida Turnpike. Lake Nona’s restaurants, shopping, Medical City and major medical facilities are just minutes away, while Orlando International Airport is also conveniently accessible. Nearby recreational opportunities include East Lake Tohopekaliga, local parks, trails and the Austin-Tindall Regional Sports Complex. Move-in ready, well located, and offering the space and functionality today’s buyers are looking for — don’t miss your opportunity to make 4580 Gadwall Dr your new home! This home is priced well below market so it will go fast!

4580 Gadwall Drive, Kissimmee
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