Kissimmee Homes For Sale & Real Estate - 3354 homes

Remarks: Turnkey short-term rental opportunity in the highly desirable gated community of Compass Bay! This fully furnished townhome offers a spacious open-concept layout, private garage, and low-maintenance living just minutes from Disney, shopping, and dining. Ideal for investors or second-home buyers, the property is already operating as a vacation rental with strong demand. Community features include a resort-style pool, playground, and beautifully maintained grounds. Schedule your showing in advance due to guest occupancy, this is a must-see investment opportunity!

Listing is courtesy of: LOCATION 3 INTERNATIONAL, LLC. (305-776-6222)

Listing Agent: Christianne Oropallo (305-776-6222)

Remarks: STOP THE PRESS!!!!! INVESTOR OPPORTUNITY – WELL RENTED THROUGH THE ONSITE RENTAL PROGRAM Located in the highly desirable resort corridor near Walt Disney World, this fully furnished 2-bedroom, 2-bath ground-floor corner condo in Embassy Suites by Hilton Orlando Sunset Walk presents an outstanding turnkey short-term rental investment with proven income potential. Featuring a wraparound patio, providing easy guest access with no stairs or elevators, a highly desirable feature for vacation renters and families. Ideally situated directly across from the fitness center and just steps from resort amenities, the location enhances guest convenience, walkability, and rental appeal. The corner-unit design also provides additional privacy and natural light, key factors that contribute to higher guest satisfaction and repeat bookings. Inside, the open-concept floor plan offers a fully equipped kitchen, spacious living and dining areas, and two generously sized bedrooms, making it ideal for family vacations and group stays. The condo is offered fully furnished, well maintained, and rental-ready, allowing for immediate income generation from day one. The property is also well rented through the onsite rental program, providing a true hands-off investment opportunity. With professional onsite management handling bookings, marketing, guest services, and maintenance, this property is ideal for investors seeking a low-maintenance, income-producing vacation rental in one of the strongest tourism markets in the world. Owners and guests enjoy access to resort-style amenities, including a large swimming pool, fitness center, on-site dining, and hotel services. The property is located less than half a mile from the vibrant Promenade at Sunset Walk, featuring over 25 restaurants, bars, live entertainment venues, retail shops, a movie theater, and year-round events and festivals, making it one of Central Florida’s most popular entertainment destinations for visitors. An exceptional opportunity to own a turnkey investment property near Disney in a high-demand vacation destination.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Nick Freeze (717-521-2520)

Remarks: Unlock a fantastic cash flow opportunity with this beautifully remodeled Condo Hotel studio, just minutes from Disney and all the best attractions Kissimmee has to offer! Step into a bright, fully furnished unit featuring one comfortable bed, a flat-screen TV, microwave, and mini-fridge. Perfectly turnkey and ready to go. Enjoy true hassle-free ownership with low HOA fees that include electricity, water, cable, and internet. Whether you're looking to self-manage Airbnb or take advantage of the on-site professional management team, flexibility is on your side. This unit is a smart addition to any investment portfolio and an ideal short-term rental near one of the world's top vacation destinations. Don't miss your chance to own a piece of the magic!

Listing is courtesy of: CENTURY 21 CARIOTI (407-573-2121)

Listing Agent: Lenise De Carvalho (407-466-7939)

Remarks: Under contract-accepting backup offers. Welcome to this stunning 5-bedroom, 4-bathroom home, perfectly situated on a generous 1/3-acre lot with no rear neighbors for added privacy. With a NEW roof, 2 NEW A/C units, and NEW laminate flooring, this home is truly move-in ready and built for comfortable, modern living. The first floor features a spacious living area just off the kitchen- ideal for gatherings and family time- as well as a breakfast nook and convenient access to a full bathroom that opens to the covered back porch. At the front of the home, you'll find a formal dining room and a versatile den or office space. The primary suite, tucked at the rear of the home for added privacy, includes sliding doors to the covered porch and a luxurious en-suite bathroom with dual sinks, a garden tub, and separate walk-in shower. Upstairs, you'll discover 4 additional bedrooms, 2 full bathrooms, and a large bonus room- perfect as a playroom, media room, or home gym. Don't miss your chance to own this beautifully updated home that combines space, functionality, and privacy in a prime location.

Listing is courtesy of: MORRIS WILLIAMS REALTY (888-326-3949)

Listing Agent: Becky Burke (352-536-4297)

Remarks: Virtually Staged. Welcome to 2 E Las Palmas Way, This property features 2-bedroom, 2-bathrooms ,a practical floor plan, comfortable living space, and low-maintenance ownership located in the Buenaventura area of Kissimmee. Just minutes from medical offices, restaurants, and shopping centers. A short drive to Valencia College – Osceola Campus, approximately 15 minutes from Orlando International Airport, and about 30 minutes from major attractions. This villa presents a strong opportunity for a first time buyer or an investor in the Kissimmee market.

Listing is courtesy of: ANCHOR REALTY FLORIDA (850-653-3333)

Listing Agent: Geraldo Mena (407-319-3103)

Remarks: Welcome to this charming home in Benita Park Kissimmee, Florida! Great for first-time home buyers. This property offers a perfect blend of comfort, convenience, and many possibilities. There are 3 good-sized bedrooms, plus a versatile 4th room ideal for another bedroom, office, or study space. Enjoy the convenience of an adjoining Jack & Jill bathroom, offering flexibility and privacy. Experience the comfort of an inviting layout designed for modern living. The home has vinyl wood finish flooring throughout the home, offering durability and aesthetic appeal. Enjoy the large yard (0.16 acre) with afternoon cookouts also providing ample space for various outdoor activities and entertainment. Enjoy the freedom and flexibility of homeownership without the constraints of an HOA. Benefit from the NEWER ROOF (2019), AC (10 yrs old) works great, updated electrical with Alumicons in the entire home, and plumbing systems also updated, updated kitchen and bathrooms, recently painted and windows replaced, ensuring peace of mind and efficiency. It is located in a desirable area of Kissimmee Benita Park which is close to all amenities, schools, attractions, shopping, dining, entertainment, and major highways for easy commuting less than 15 min to all major attractions (Disney, Universal, downtown Disney, and more. Don't miss the chance to make this inviting property your own and enjoy the convenience and comfort it has!

Listing is courtesy of: EXP REALTY LLC (888-883-8509)

Listing Agent: Richard Garzon (321-239-2273)

Remarks: Short terms rental. 4 bedrooms and 4.5 bath furnished townhome located in Summerville Resort gated community. Fantastic updates truly make this one of the best townhomes on the market today. Located in a very convenient location. This 2019 year-built home is perfect for a vacation rental or your own private getaway. The kitchen has been updated to include waterfall counter; stainless steel appliances; fresh pendant lighting. Open layout floor plan with the guest suit, half bath and spacious living and dining area on the first floor. The second floor offers 3 additional ensuites including the primary bedroom with a large closet, dural sinks, and soaking tub. The community features a pool, tennis court, playground and plenty of parking. Located just minutes from Walt Disney World, Celebration, and so much more. Luxury finishes and open floor plans designed to complement today's contemporary lifestyles. Call today to schedule your private tour!

Listing is courtesy of: FLORIDA REALTY INVESTMENTS (407-207-2220)

Listing Agent: Erin Fang (407-913-9581)

Remarks: Beautiful Corner Lot Home with Community Amenities Nearby* Welcome to this stunning corner lot home, perfectly situated across from community amenities and just 22 minutes from the airport. Enjoy the convenience of easy access to Florida's Turnpike, making travel a breeze. This spacious home features a spectacular floor plan designed for modern living: - *4 Bedrooms, 4 Bathrooms*: All bedrooms are thoughtfully placed on the first floor for easy accessibility. - *Second Floor Loft*: Includes an additional bathroom and offers the potential for conversion into a fifth bedroom, home office, or playroom. - *Modern Kitchen*: Equipped with luxury finishes and designed for both style and functionality. - *Luxury Features*: Includes electric blinds, a motorized screen porch, and state-of-the-art fixtures throughout. Eco-friendly solar panels are installed, offering significant savings on electricity costs while contributing to a sustainable lifestyle. Ideal for families and professionals alike, this home blends convenience, luxury, and modern amenities to create a perfect living environment. Don't miss out on this exceptional opportunity!

Listing is courtesy of: MY REALTY GROUP, LLC. (786-847-7421)

Listing Agent: Kerlin Torre Wesson (407-686-0130)

Remarks: Virtually Staged. Welcome to 2026 Cypress Bay Blvd—a fully renovated, move-in ready gem perfectly positioned for convenience and lifestyle! Located just 15 minutes to Orlando International Airport and only 20 minutes to Disney World, this home puts you right in the heart of it all. Enjoy endless shopping, dining, and entertainment just minutes from your doorstep. Inside, you’ll find a completely updated interior designed for modern living with inviting spaces filled with natural light—perfect for everyday comfort and entertaining alike. Whether you’re a homeowner or investor, this is an opportunity you don’t want to miss. Homes like this don’t last—schedule your showing the moment it hits the market!

Listing is courtesy of: MARVIEW INTERNATIONAL REALTY LLC (888-309-1588)

Listing Agent: Daniel Tecson, Pa (407-459-3023)

Remarks: Welcome to your dream Oasis at Windsor at Westside! This professionally decorated, fully furnished 6-bedroom, 4 1/2-bathroom retreat is located just steps from the resort’s clubhouse, placing world-class amenities right at your doorstep. Designed with luxury and comfort in mind, this home boasts two spacious primary suites—one on the main floor and another upstairs—offering ultimate flexibility for guests. You'll love the the open floor plan, upscale furniture, no carpet throughout the home (ideal for easy maintenance and higher booking potential), and a converted garage arcade room for endless family fun. Upstairs, the versatile loft space serves as a movie theater, game room, or a relaxing lounge area. Step outside to your private heated pool and spa, perfect for soaking up the Florida sun year-round. Windsor at Westside offers resort-style living with a 10,000 sq. ft. clubhouse, state-of-the-art fitness center, lazy river, splash area, Tiki Bar, Tu Casa Bar & Lounge, market and deli, arcade, sand volleyball, multipurpose courts, and a playground—everything your guests need for a memorable stay. Location is unbeatable—just minutes from Walt Disney World, 25 minutes away from Epic Universe theme park, and close to shopping, dining, grocery stores, and entertainment. Whether you’re looking for a top-performing short-term rental or a private vacation escape, this home has it all! Call us now for a private tour.

Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)

Listing Agent: Camila Riva (407-765-3656)

Remarks: SELLER MOTIVATED - CALL TO SEE IT TODAY It’s 5 O’clock right here in the world-renowned Margaritaville Resort Orlando! This FULLY FURNISHED spectacular, carpet-free luxury home features durable tile flooring and ceiling fans throughout, offering 4 generously sized bedrooms, each equipped with its own private en-suite bathroom. The kitchen opens seamlessly to the main living area, making it perfect for entertaining or vacation hosting. One of the bedrooms has a custom storage closet, setting this home apart from other resort 4 bedrooms. Enjoy the quintessential Florida lifestyle with front balcony access on both the second and third floors, offering incredible nightly views of the theme park fireworks. Located in a pet-friendly community, the monthly HOA covers high-speed internet, digital cable, phone, daily doorstep garbage pickup, professional landscaping, and pest control. The Fins UP Beach Club gives you access to enjoy full access to world-class resort amenities including 7 resort pools, a fitness center/gym, an internal resort shuttle, and free transportation shuttles directly to the local theme parks. This unique resort setup is highly walkable, situated just steps from Island H2O Water Park and Sunset Walk’s vibrant mix of restaurants, bars, live music, Target, and Ulta. Centrally located with lightning-fast access to Disney, Universal, SeaWorld, and Gatorland, this property is a premier choice for a primary residence, second home, or lucrative vacation investment.

Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)

Listing Agent: Nikki Felix (916-765-9564)

Remarks: Freshly painted interior and exterior. On the first floor, an airy kitchen with island dovetails with a cafe area and gathering room, while a room off the kitchen multitasks as a den or home office. An newly renovated staircase leads to a go-to space for making family memories. You will also find the rest of the bedrooms located on the upper level of the home, with the master bedroom located conveniently for privacy. The master bedroom offers an en-suite bathroom and a large closet, providing plenty of storage space. East Lake Preserve offers a welcoming community surrounded by preservation land and quick access to highly ranked schools. Enjoy unbeatable convenience with just a 10-minute drive to the Lake Nona VA Hospital, Orlando International Airport, and the new Lake Nona Target shopping center. PAID OFF SOLAR PANELS

Listing is courtesy of: KELLER WILLIAMS LEGACY REALTY (407-855-2222)

Listing Agent: Camilo Rojas (407-455-1512)

Remarks: Welcome home to 305 Medina Court — a well-maintained 3-bedroom, 2-bath single-story gem nestled in the sought-after Poinciana Village community of Kissimmee. At $275,000 with a recent price cut, this is an exceptional opportunity for first-time buyers ready to stop renting and start building equity. The split floor plan offers 1,948 sq ft of thoughtfully designed living space, featuring soaring cathedral ceilings and an oversized 27x14 living room that feels open and airy from the moment you walk in. Tile floors run throughout the main areas, keeping things clean and easy to maintain. The kitchen — complete with all appliances included — opens directly to an impressive 31x9 enclosed screened patio with its own ceiling fan, perfect for morning coffee or weekend entertaining no matter the weather. The primary suite provides a true retreat with a walk-in closet and a private bath, while two additional bedrooms with ceiling fans offer flexible space for guests, a home office, or a nursery. The attached 2-car garage handles both parking and laundry, keeping your living areas clutter-free. Step outside and enjoy one of the largest yards in the neighborhood — a 9,801 sq ft lot giving you room to garden, play, or simply relax. Community amenities include a fitness center, pool, and playground, all covered under a low $100/month HOA that also includes cable TV. Best of all, this home is eligible for FHA, VA, or Conventional financing — making it accessible no matter where you are in your homebuying journey. Move-in ready and priced to sell. Schedule your showing today.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: James Williams Iii, Pa (321-402-6261)

Remarks: Mins to Disney! Magical 3BR + FREE Waterpark | 200Mbps WiFi | Elevator Access | Walk to Pool The Experience Step into your family’s fairytale! Our beautifully updated 3BR/2BA condo in the prestigious Windsor Hills Resort is the closest you can get to the magic of Disney without staying on-property. Whether you’re exploring the Hundred Acre Wood in the living room or blasting off to infinity in our Toy Story suite, we’ve created a "Disney Bubble" designed for comfort, convenience, and zero stress. The Space – 4 Immersive Themed Worlds: Beauty & the Beast Primary Suite: A regal retreat for parents featuring a King bed, private en-suite bath, and Smart TV. Toy Story Adventure Room: "To infinity and beyond!" Features twin-over-full bunk beds—the ultimate home base for little rangers. Mickey & Minnie Classic Suite: A cheerful Queen bedroom celebrating the world’s most famous mice. Winnie the Pooh Living Space: Relax in a cozy, Hundred Acre Wood-inspired lounge with a 65" Smart TV for family movie nights. Covered Patio: The perfect spot to relax with a cold drink and enjoy the Florida breeze while the kids recharge for the next park day. High-Tech & Family-First Features: Blazing Fast 200+ Mbps WiFi: Seamless 4K streaming and lag-free video calls for remote work or gaming. Dual Elevator Access: We are on the 3rd floor skip the stairs! Perfect for strollers, groceries, and luggage. Walkable Location: One of the closest units to the Clubhouse. A short, easy stroll to the waterslides and pool! Baby Gear Included: Pack 'n Play and high chair provided at no extra cost. Resort Amenities (100% FREE Access): Lagoon Pool & Waterpark: Dueling waterslides, splash pad, and oversized hot tub. Entertainment: On-site movie theater, arcade, and kids' zone. Active Life: State-of-the-art fitness center, tennis, basketball, and sand volleyball. Essentials: On-site marketplace, ice cream shop, and 24/7 gated security. Fully Equipped Kitchen – Mickey Style: From quick park-bound breakfasts to late-night snacks, we have you covered: Coffee Bar (Keurig + Drip), Mickey waffle maker, toaster, and blender. Full-sized fridge with ice maker and dishwasher. In-unit Washer/Dryer (with starter pods!). Note: For food safety, we do not provide pantry items like salt, pepper, or spices. What’s Included (Stress-Free Starter Pack): We provide a starter pack of home essentials so you can settle in immediately: Toilet paper & paper towels Trash bags, dish pods, & hand soap Fresh linens & plush towels Need more? The on-site convenience store has your back! Guest Access: You will enjoy contactless check-in with a secure digital lock. You have full, private access to the entire condo.

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Andi Gamble (954-235-7723)

Remarks: First floor 3 bedroom 2 bathroom Condo in a versatile location! This property can be used as a primary residence, a vacation rental, or long term rental. The community is ideally located near all of Orlando's greatest attractions- just minutes from Old Town, Disney, Universal Studios, International Drive and all of the great shopping, restaurant and entertainment options in the area. With proximity to major highways such as Osceola Parkway, 417, and I-4, commuting to and from this property is no hassle. Come view this immaculate 3 bedroom and see all of the community amenities ideally situated literally a couple steps from the unit such as a pool, fitness center, playground, grills, and more.

Listing is courtesy of: REALSOURCE PROPERTY MANGNT LLC (407-298-9777)

Listing Agent: Cristina Burgos (407-361-7193)

Remarks: Welcome to one of the most desirable homesites in Trafalgar Village - Perfectly positioned on an oversized corner lot with conservation views behind, green space beside, and no direct front neighbors. This home offers a rare combination of privacy, open views, and natural beauty that is hard to find in today’s market. Built in 2017. This move-in ready 3-bedroom, 2-bath home features an open-concept layout with over 1,700 square feet of living space, soaring ceilings, abundant natural light, and a desirable split-bedroom floor plan designed for both comfort and functionality. The spacious kitchen opens seamlessly to the living and dining areas, making it ideal for entertaining or everyday living, while the screened rear lanai provides a wonderful place to relax and enjoy the peaceful conservation setting. The home includes a transferable solar lease — buyers benefit from reduced energy costs with no equipment purchase required. Residents enjoy access to Trafalgar Village’s resort-style amenities, including a clubhouse, pool and spa, fitness center, movie theater, game room, business center, sand volleyball court, playground, and beautifully maintained grounds. Whether you’re searching for a primary residence, vacation home, or investment opportunity, this property delivers the lifestyle, location, and setting buyers are looking for.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)

Listing Agent: Chase Mckeel (407-538-1094)

Remarks: Under contract-accepting backup offers. Welcome to this beautifully upgraded 3-bedroom, 2.5-bath two-story home located in the growing community of Poinciana. Designed with both comfort and functionality in mind, this home features a bright open-concept layout filled with natural light, creating a warm and inviting atmosphere for everyday living and entertaining. The updated kitchen is a standout feature, offering quartz countertops, a porcelain farmhouse sink, and a modern designer faucet, providing both style and practicality for cooking and gathering. The first floor showcases new flooring, while the upstairs guest bathroom has been refreshed with updated finishes, giving the home a clean and contemporary feel. Additional upgrades include a water softener and reverse osmosis filtration system, delivering purified drinking water directly from the kitchen. Step outside to enjoy the oversized backyard on over a quarter-acre lot, fully fenced and ideal for pets, outdoor gatherings, or creating your own backyard oasis. One of the most valuable features of this home is the fully paid-off solar panel system at closing, allowing the new owner to enjoy energy efficiency and potential savings on monthly electricity costs. Schedule your private showing today and experience everything this home has to offer.

Listing is courtesy of: G FIRST REALTY LLC (407-593-0100)

Listing Agent: Axel Colon (407-484-1493)

Remarks: Welcome to your next investment opportunity or Florida getaway in the heart of Kissimmee! Whether you're looking for a vacation home, income-producing property, long-term rental, or primary residence, this beautifully maintained 2-bedroom, 2-bath condominium offers the flexibility and location today's buyers are searching for. Ideally situated just 20 minutes from Walt Disney World and only minutes from shopping, dining, banks, grocery stores, and major roadways, you'll enjoy the convenience of being close to everything Central Florida has to offer. Inside, you'll find a bright and inviting floor plan featuring tile flooring throughout—no carpet—making maintenance and cleaning a breeze. The condo is allowing for a seamless transition whether you're planning to move in, rent it out, or continue generating income immediately. Located within a secure gated community, residents and guests enjoy an impressive array of resort-style amenities, including two sparkling swimming pools, a fitness center, tennis courts, basketball courts, and volleyball courts. The community's attractive amenities and prime location make it highly desirable for both long-term residents and vacation travelers alike. At the same time, its versatile layout and outstanding location make it equally appealing for those looking to enjoy the Florida lifestyle themselves. Opportunities like this don't come along often. Schedule your private showing today and discover why this Kissimmee condo is the perfect blend of location, convenience, lifestyle, and investment potential.

Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)

Listing Agent: Corey Smallman (407-744-2765)

Remarks: Under contract-accepting backup offers. Imagine coming home to a place where everyone has room to spread out, gather together, and create lasting memories. Nestled in the desirable Eagle Lake community, this beautifully maintained 4-bedroom home offers the perfect blend of comfort, functionality, and Florida living. From the moment you walk in, you’ll appreciate the spacious layout designed for both everyday living and entertaining. The kitchen overlooks the main gathering areas, creating a warm and inviting space where family and friends naturally come together. The generous primary suite provides a peaceful retreat, while the additional bedrooms provide flexibility for family, guests, a home office, or hobbies. Adding tremendous value and peace of mind, this home features a new roof, a new pool pump, and a whole-house water filtration system, providing comfort, convenience, and confidence for years to come. Whether you’re enjoying a quiet evening at home or hosting family gatherings, you’ll appreciate the care and thoughtful updates that have gone into this property. Conveniently located near shopping, dining, schools, major highways, Orlando International Airport, and Central Florida’s world-famous attractions, this home offers the lifestyle and location today’s buyers are searching for. This isn’t just a house—it’s the place where your next chapter begins. Schedule your private showing today and discover everything this exceptional home has to provide.

Listing is courtesy of: PROPERTIES IN TOWN (321-209-5191)

Listing Agent: Paola Cornejo (954-593-2519)

Remarks: Welcome to this charming townhome located in a small and very private community of only 6 townhomes. This well-maintained property features 2 spacious master bedrooms on the second floor, each with its own private bathroom, offering comfort and privacy. Great Owner occupy or Investment Property. The first floor offers a comfortable living area, a functional kitchen with all appliances included, and a convenient laundry closet with washer and dryer. Enjoy the covered front entrance and a private balcony off the master bedroom. Additional highlights include two assigned parking spaces located directly in front of the townhome and a brand NEW ROOF installed in 11/2025 for the entire building. Conveniently located near major roads including 417, Osceola Parkway, and I-92, with shopping, dining, and everyday conveniences just minutes away. Very low Association fees. By the way, how do you like the style and tone of the way I rewrite these descriptions? I can make them sound more luxury, modern, warm, investor-focused, or more MLS-professional depending on your audience.

Listing is courtesy of: REMAX PREMIER PROPERTIES (407-343-4245)

Listing Agent: Mayra Nieves (954-240-0962)