Kissimmee Homes under $400,000

Kissimmee Homes under $400,000

Welcome to Kissimmee, Florida—a vibrant city nestled in the heart of Osceola County, where sunshine and charm come together to create an ideal living environment. Known for its proximity to the world-renowned attractions of Orlando, Kissimmee offers a delightful blend of suburban tranquility and exhilarating entertainment. With its picturesque lakes, lush parks, and a rich history, Kissimmee is not just a destination; it’s a community that welcomes you with open arms.

For those seeking a home in this enchanting city, you’ll be pleased to discover a variety of options under $400,000. Whether you are a first-time homebuyer, a growing family, or looking to invest, Kissimmee offers a diverse selection of properties that cater to every lifestyle and budget. From cozy single-family homes to modern townhouses, you’ll find spaces that are not only affordable but also brimming with potential.

Imagine waking up to the warm Florida sun, enjoying a morning coffee on your patio, and spending weekends exploring the nearby parks or indulging in the local dining scene. With easy access to major highways, commuting to Orlando or enjoying a day at the theme parks is a breeze. Additionally, the community spirit in Kissimmee is palpable, with events and activities that foster a strong sense of belonging.

Explore the charm of Kissimmee and discover how you can make this vibrant city your home. With homes available under $400,000, your dream of living in this sunny paradise is closer than you think!

Newest Kissimmee Homes under $400,000

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
2200 San Vittorino Circle Unit 108, Kissimmee
$199,000
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 2 SubDv. ⋅ 34741 Zip Code
Minutes to Disney, Fully Furnished 4bed 3bath townhouse, quiet, gorgeous and space, totally updated on 2019….easy to rent $1850 around per month, or use as airbnb short rentals with high return…..great opportunity for investment, vacation home or residence…. 4 swimming pools, Large Clubhouse, Spa, Gym, Tennis Courts, basketball,volleyball court & movie theatre and business center, 24 hours serious gated guard community.... Conveniently located near shopping, restaurants, and Central Florida tourist attractions.( Finished, furniture included, thousands future bookings is free to transfer to new owner)

2200 San Vittorino Circle Unit 108, Kissimmee
2431 Peace Circle, Kissimmee
$384,900
3 Beds ⋅ 2 Baths ⋅ Allamanda Grace At Crescent Lakes SubDv. ⋅ 34758 Zip Code
Turnkey waterfront pool home just 12 miles from Disney, fully furnished with beautiful sunset water views from the bedroom, kitchen, and screened poolside lanai. This three-bedroom, two-bath home is located in the peaceful Crescent Lakes community and has a two-car garage. Recent updates include a beautifully refinished pool deck with a fresh waterproof coating, pool resurfaced approximately two years ago, pool heater approximately two and a half years old, updated kitchen cabinets, countertops and appliances approximately three years old, refreshed bathrooms, and interior paint approximately one year old. The water heater is approximately one year old, the insulated garage door approximately three years old, the roof approximately eight years old, and the AC approximately seven years old. The home has an established Airbnb history with a 4.9-star rating and over 100 five-star reviews. Projected 2026 gross rental revenue exceeds $40,000, and approximately half of 2027 is already booked, subject to verification. Furniture and vacation rental essentials are included. Crescent Lakes offers parks, playgrounds, tennis and basketball courts, and scenic water features. Please verify all financial figures, future booking arrangements, property details and community fees before publishing; Airbnb reservations are not guaranteed to transfer to a buyer. Thank you, DanTurnkey waterfront pool home just 12 miles from Disney, fully furnished with beautiful sunset water views from the bedroom, kitchen, and screened poolside lanai. This three-bedroom, two-bath home is located in the peaceful Crescent Lakes community and has a two-car garage. Recent updates include a beautifully refinished pool deck with a fresh waterproof coating, pool resurfaced approximately two years ago, pool heater approximately two and a half years old, updated kitchen cabinets, countertops and appliances approximately three years old, refreshed bathrooms, and interior paint approximately one year old. The water heater is approximately one year old, the insulated garage door approximately three years old, the roof approximately eight years old, and the AC approximately seven years old. The home has an established Airbnb history with a 4.9-star rating and over 100 five-star reviews. Projected 2026 gross rental revenue exceeds $40,000, and approximately half of 2027 is already booked, subject to verification. Furniture and vacation rental essentials are included. Crescent Lakes offers parks, playgrounds, tennis and basketball courts, and scenic water features. Please verify all financial figures, future booking arrangements, property details and community fees before publishing; Airbnb reservations are not guaranteed to transfer to a buyer.

2431 Peace Circle, Kissimmee
5533 Isla Saona Drive, Kissimmee
$341,467
4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: Appliances Included | Premium View. New Construction - Ready Now! Welcome to the Goldfinch at 5533 Isla Saona Drive in Westview! The open-concept kitchen, dining area, and great room create a bright space that is ideal for everyday living. A spacious kitchen island, walk-in pantry, and seamless flow to the covered lanai make gathering with family and friends effortless. The private primary suite is tucked away at the rear of the home and features a generous walk-in closet and well-appointed bath. Three secondary bedrooms provide flexibility for guests, a home office, while the centrally located laundry room and two-car garage add convenience. Welcome to Westview! Here, you can wake up to fresh morning air and the natural sounds of the outdoors in a thoughtfully planned community. You are surrounded by protected wetlands, forested uplands, ponds, open space, and miles of trails that invite you to explore right outside your door. Westview is ideally located near Poinciana Parkway in Kissimmee, Florida, placing you close to Lake Toho, Kissimmee Lakefront Park, Old Town, Walt Disney World, and more. This is a neighborhood where nature, convenience, and everyday adventure come together. Additional Highlights Include: washer, dryer, refrigerator, blinds and garage door opener. Virtually staged photos are for representative purposes only. MLS#

5533 Isla Saona Drive, Kissimmee
937 Louvre Court, Kissimmee
$275,000
4 Beds ⋅ 3 Baths ⋅ Poinciana Village 5 Nbhd 1 SubDv. ⋅ 34759 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed, plus receive 1% back from the seller’s preferred lender! Welcome home to this beautifully updated property at 937 Louvre Court in Kissimmee! Featuring thoughtful upgrades, abundant natural light, and versatile living spaces, this home offers comfort, functionality, and plenty of appeal. The kitchen remodel is scheduled to be completed prior to closing, including waterproof vinyl flooring that combines durability with a modern look. Refreshed bathrooms with walk-in showers, laminate flooring throughout the home, and fresh interior and exterior paint contribute to its updated feel. Additional improvements include an upgraded primary bedroom closet, impact-resistant windows on approximately half of the home, hurricane windows at the rear, and additional upper-wall windows that invite even more natural light inside. A skylight further enhances the bright and welcoming atmosphere throughout the day. The primary suite features a private office or sitting room, offering a flexible space for working from home, reading, or relaxing. An in-law suite provides additional versatility and can serve as a guest room with a sitting area, making it ideal for accommodating visitors or creating a separate retreat. The dining room also includes a designated space for a future wet bar, presenting an excellent opportunity to customize the area for entertaining. Step outside to the fully fenced backyard, offering privacy and space to enjoy outdoor activities, gatherings, or quiet evenings at home. Residents also enjoy an impressive selection of community amenities, including an Olympic-sized swimming pool, a separate pool for children and families, and an outdoor fitness park equipped with exercise equipment, pull-up bars, and benches. Sports enthusiasts will appreciate the community football and baseball fields. Adding to the convenience, cable and internet are included in the HOA. The property is conveniently located within approximately three miles of major shopping destinations, a hospital, and emergency services, including a fire department. Nearby schools, including an elementary school within walking distance, add to the location's appeal. Nature lovers will appreciate the proximity to the Walt Disney Wilderness Preserve, offering opportunities to explore and enjoy the surrounding natural beauty. With its planned kitchen remodel, waterproof vinyl kitchen flooring, numerous updates, abundant natural light, flexible living arrangements, private backyard, and desirable community amenities, this property presents an excellent opportunity to enjoy comfortable and convenient living in Kissimmee!

937 Louvre Court, Kissimmee
2910 Castaway Lane, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully appointed 3-bedroom, 3-bathroom villa in the highly desirable Margaritaville Resort Orlando, just minutes from Walt Disney World! Offering a sought-after floor plan, peaceful views of lush green space, and a prime location just a short stroll from the neighborhood pool, this charming villa perfectly combines comfort, style, and the relaxed Florida lifestyle. Step inside to discover a bright and airy interior featuring soaring ceilings, abundant natural light, and an inviting open-concept design ideal for both everyday living and entertaining. Expansive sliding glass doors seamlessly connect the spacious living and dining areas to a private outdoor patio, creating the perfect setting to unwind and enjoy Florida's beautiful weather. Thoughtfully selected finishes include elegant wood-look tile flooring, quartz countertops, beautiful wood staircases, and a stylish kitchen that opens effortlessly to the main living space. A private owner's closet offers additional convenience and secure storage. Whether you're searching for a full-time residence, a personal vacation getaway, or an income-producing investment, this versatile villa offers exceptional possibilities. The property is currently not enrolled in a rental program, yet short-term vacation rentals are permitted, giving future owners the flexibility to enjoy the property personally or take advantage of its vacation rental potential. Beyond the villa, discover the vibrant tropical atmosphere and exceptional amenities of Margaritaville Resort Orlando, one of Central Florida's most popular resort destinations. Inspired by the laid-back charm of island living, this gated community offers beautifully landscaped grounds, multiple resort-style swimming pools, restaurants, bars, a fitness center, a full-service spa, and scenic walking trails. Residents and guests can also enjoy nearby Sunset Walk, a lively entertainment district featuring an impressive selection of dining, shopping, live music, and year-round events. Island H2O Water Park adds another exciting recreational option just moments away. With beautifully maintained common areas, exterior and lawn maintenance services, and 24-hour gated security, ownership offers the convenience of a low-maintenance resort lifestyle. Ideally located near Walt Disney World, Universal Orlando, championship golf courses, premier shopping, and countless dining and entertainment destinations, this property presents a wonderful opportunity to own a piece of paradise in the heart of Central Florida.

2910 Castaway Lane, Kissimmee
5515 Isla Saona Drive, Kissimmee
$345,214
4 Beds ⋅ 2 Baths ⋅ Westview SubDv. ⋅ 34758 Zip Code
What's Special: No Rear Neighbors | Appliances Included. New Construction - Ready Now! Welcome to the Goldfinch at 5515 Isla Saona Drive in Westview! This single-story home combines comfort and convenience with an open-concept layout perfect for everyday living. The kitchen features a large island, pantry, and included refrigerator, flowing seamlessly into the dining area and spacious great room. A covered lanai extends the living space outdoors, creating the perfect spot to relax. Privately situated at the rear of the home, the primary suite offers a spacious bathroom and walk-in closet. Three secondary bedrooms and an additional full bathroom provide flexibility for guests or a home office. Completing the home are a two-car garage, laundry room with included washer and dryer, and whole-house blinds for added move-in-ready convenience. Take exit 58 to Champions Gate Blvd/Osceola Polk Line Rd in Four Corners. Keep left at the fork, follow signs for Poinciana/Kissimmee. Continue 1 mile and then turn right onto Lake Wilson Rd. In 2 miles, turn left onto Ronald Regan Blvd and continue onto Poinciana Pkwy for 7 miles. Turn right onto Cypress Pkwy and the Westview entrance will be ahead on the right. Follow signs to Aden South and turn left onto Loggia Ln and continue to the model sales center. Additional Highlights Include: extended LVP flooring throughout main level and 1/2 HP garage door opener. Virtually staged photos are for representative purposes only. MLS#O6453903

5515 Isla Saona Drive, 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
1726 Brassie Court, Kissimmee
$365,000
3 Beds ⋅ 2 Baths ⋅ Shingle Creek Reserve At The Oaks Ph 6 SubDv. ⋅ 34746 Zip Code
Virtually Staged. ***INVESTOR SPECIAL*** SELLER MOTIVATED*** Welcome to 1726 Brassie Ct Kissimmee. Your Oasis in Shingle Creek Reserve at The Oaks This stunning 3-Bedroom 2-Bathroom home with an extra-long driveway located in Shingle Creek Reserve community offers the perfect blend of luxury, comfort and convenience. This home has been impeccably well maintained and features Spacious Open floor plan, the heart of the expansive, open concept living area and the gourmet kitchen, perfect for entertaining and family gatherings. The kitchen features upgraded 42" cabinets and a large Granite Island that provides ample space for meal preparation and casual dining. Easy maintenance with ceramic tile flooring throughout Kitchen, dining room and living room. This beautiful home conveniently located minutes from The Loop shopping center, dining and entertainment options with easy access to John Young Pkwy and major highway US-192& Florida Turnpike. Exterior and Community Highlights: Conservation Backyard: Enjoy the tranquility and privacy of a conservation backyard, offering beautiful natural views and a peaceful retreat. Quiet Location: Nestled away from the hustle and bustle of traffic, this home provides a serene and peaceful environment. Boater's Paradise: Shingle Creek Reserve is a dream come true for boating enthusiasts. The community offers a boat ramp and lift, providing direct access to Shingle Creek, which connects to the renowned Lake Toho. Boat and RV Lot: Conveniently store your boat or RV within the neighborhood in the designated lot. Golf Community: Enjoy access to a championship golf course within The Oaks, perfect for golf enthusiasts of all skill levels. The Oaks Golf Club is known for its challenging layout and well-maintained greens. Shingle Creek Reserve at The Oaks is master-planned community that offers residents a resort-style lifestyle. In addition to the boating and golf amenities, residents enjoy basketball court, playground and walking trails. Don't miss your chance to own this exceptional property - schedule your tour today!

1726 Brassie Court, Kissimmee
1066 Park Ridge Circle, Kissimmee
$240,000
3 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort Villas Ph 2 SubDv. ⋅ 34746 Zip Code
MOTIVATED SELLER – BRING YOUR BEST OFFER! Welcome to a turnkey 3-bedroom, 2.5-bathroom vacation villa offering 1,291 heated sq. ft. in the highly sought-after, 24-hour guard-gated Lake Berkley Resort. Offered fully furnished and professionally decorated, this home is already performing as a proven income producer within an established Short-Term Rental program, so you can start earning from day one. Pride of ownership shows throughout. The home has been meticulously maintained, and the HOA recently replaced the roof, a major upgrade that means lower future costs and real peace of mind for the next owner. The smart, functional floor plan comfortably accommodates groups with three bedrooms and two and a half baths, maximizing guest comfort, rental appeal and repeat bookings. Location is everything, and this one delivers: just minutes from Walt Disney World, Universal Orlando, and Kissimmee’s best dining and shopping. Guests and owners enjoy resort-style amenities without the upkeep of a private pool, including a grand clubhouse, heated community pool, fitness center, tennis courts, sand volleyball, and a scenic fishing pier on the private lake. Please note: HOA rules limit leases to a maximum of 4 months of occupancy, and pets are permitted for homeowners only, preserving the resort’s high standards and peaceful atmosphere. Due to strong rental occupancy, showings are subject to vacancy and require advance notice. Call today to schedule and submit your offer before this opportunity is gone!

1066 Park Ridge Circle, Kissimmee
8105 Coconut Palm Way Unit 303, Kissimmee
$215,000
3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Welcome to 8105 Coconut Palm Way, Unit 303, an outstanding opportunity to own a fully furnished 3 bedroom condo in the highly sought after Windsor Palms Resort community at an incredibly affordable price. Located on the third floor with beautiful views, this well maintained condo offers exceptional flexibility as a vacation home, Airbnb, long term rental, or full time residence. One of the biggest advantages of this property is that it is being sold fully furnished, allowing the next owner to enjoy a nearly turnkey vacation home or rental property without the added expense of purchasing furniture. Whether you're looking for your own Florida getaway, an income producing investment, or an affordable primary residence, this condo offers tremendous value. Inside, you'll find a spacious split bedroom floor plan that provides additional privacy for owners and guests while offering flexibility for different rental arrangements. The property has been well maintained and features a newer HVAC system along with a brand new washer and dryer, helping reduce some of the immediate expenses associated with purchasing a property. What truly sets Windsor Palms apart is the incredible collection of amenities and services included through the HOA. Residents and guests enjoy 24 hour staffed gated security, cable, internet, pest control, a beautiful resort style swimming pool with massive water slides, a fantastic fitness center, a huge video arcade, movie theater, concierge services, bar and grill, and an onsite convenience store. Outdoor recreation is equally impressive, with tennis courts, a sand volleyball court, basketball courts, parks, and playgrounds. The location is another major advantage. Windsor Palms is conveniently situated near Walt Disney World and Central Florida's world famous attractions, with countless restaurants, shopping destinations, entertainment options, and major highways just a short drive away. This makes the property especially appealing to vacationers while also providing everyday convenience for full time residents. Unlike communities that restrict how owners can use their properties, Windsor Palms offers the flexibility of short term vacation rentals, long term rentals, or owner occupancy, allowing you to choose the option that best fits your lifestyle and investment goals, subject to applicable community requirements. With its attractive price, fully furnished interior, desirable third floor location, split bedroom layout, newer HVAC system, brand new laundry appliances, and access to an impressive lineup of resort amenities, 8105 Coconut Palm Way, Unit 303 offers an exceptional opportunity to own in one of the area's most established vacation resort communities. If you've been searching for an affordable, move in ready property near Disney with outstanding amenities and multiple ownership possibilities, this condo deserves your attention.

8105 Coconut Palm Way Unit 303, Kissimmee
3770 S Fruitloop Circle, Kissimmee
$350,000
4 Beds ⋅ 1 Baths ⋅ Country Estates Unit 2 SubDv. ⋅ 34741 Zip Code
INVESTOR ALERT! TWO HOMES, ONE PROPERTY, DOUBLE THE INCOME POTENTIAL! An incredible investment opportunity awaits at 3770 South Fruitland Circle in Kissimmee, Florida! Whether you're looking to launch your real estate investment portfolio or expand your existing rental holdings, this unique offering delivers TWO single-family homes being sold together as ONE property, with immediate rental income and additional income potential! HOME #1 – ALREADY GENERATING INCOME! Built in 2015, this 1,050-square-foot home features 3 bedrooms and 1 full bathroom and is currently tenant-occupied, generating $1,500 per month in rental income! Enjoy the advantage of an established tenant and income from day one. HOME #2 – UPDATED AND READY FOR ITS NEXT TENANT! Built in 1988, this 1,100-square-foot, concrete-block home offers 4 bedrooms and 1 full bathroom. Recent improvements include NEW appliances, NEW A/C, NEW flooring, a NEW kitchen, fresh interior and exterior paint, and NEW stucco! With an estimated rental potential of $2,000 per month, this second residence offers an exciting opportunity to maximize your investment. THE NUMBERS SPEAK FOR THEMSELVES! Together, these two homes offer the potential to generate approximately $3,500 per month or $42,000 annually in gross rental income, based on current rent and projected rental income for the second home. 2 HOMES. SEVEN BEDROOMS.2 INCOME STREAMS. ONE SMART INVESTMENT! Opportunities like this are ideal for investors seeking multiple rental income streams under one property purchase. Why invest in just one home when you can own 2? DON'T LET THIS INVESTMENT OPPORTUNITY PASS YOU BY! Schedule your private showing today and explore the possibilities of adding this income-producing property to your portfolio. PLEASE NOTE: A minimum of 24-hour advance notice is required for showings due to the tenant occupying Home #1. Contact the listing agent today for additional details and to schedule your appointment!

3770 S Fruitloop Circle, Kissimmee
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