Kissimmee Homes For Sale & Real Estate - 3396 homes

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: 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: 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: 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: 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: 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)

Remarks: Under contract-accepting backup offers. POOL HOME WITH WATER VIEW! Welcome to 2629 Star Lake View Drive, a beautifully maintained and fully furnished 4-bedroom, 3-bath home offering exceptional flexibility for homeowners and investors alike. Whether you’re seeking a primary residence, vacation home, or income-producing property, this turnkey and well-equipped home is ready for immediate enjoyment. The spacious open floor plan features volume ceilings, generous living and dining areas, and a bright kitchen overlooking the great room, creating an ideal setting for entertaining family and guests. The primary suite includes a walk-in closet and private bath, creating a comfortable retreat. Step outside to the screened pool and covered lanai overlooking a tranquil pond, providing the perfect setting to relax and enjoy Florida living year-round. Offered fully furnished and thoughtfully equipped, this property presents an outstanding opportunity for those looking for a move-in-ready home or a vacation rental investment. Located in a community that permits short-term rentals, the home is conveniently situated near local parks, playgrounds, recreational facilities, golf courses, shopping, dining, and major roadways. Enjoy easy access to Walt Disney World, Margaritaville Resort Orlando, Sunset Walk, ChampionsGate, and all of Central Florida’s world-class attractions and entertainment. With its desirable location, private pool, scenic water views, and flexible use options, this property offers a rare combination of lifestyle, convenience, and investment potential.

Listing is courtesy of: IMAGINE GLOBAL (407-603-1411)

Listing Agent: Christina Daugherty (407-921-9025)

Remarks: Excellent investment opportunity in the growing Poinciana area of Kissimmee. This new construction duplex built in 2023 offers modern design, strong rental income potential, and long-term investment value. The property features two spacious units with a total of 6 bedrooms and 4 bathrooms, offering approximately 2,461 sq ft of heated living space. Each unit is designed with functional layouts, contemporary finishes, and durable materials including concrete block construction, tile flooring, and modern systems, providing both comfort and low maintenance. Currently, each unit rents for $1,700 monthly, generating approximately $3,400 in monthly income or $40,800 in gross annual rental income, making this property an attractive option for investors seeking steady cash flow. Situated on a 9,600 sq ft lot in Poinciana Village, the property is located in a residential community within Osceola County, close to schools, shopping, parks, and major roadways connecting to Kissimmee and the greater Orlando area. This duplex is ideal for investors looking to expand their rental portfolio or for owner-occupants interested in living in one unit while generating income from the other. A great opportunity to own an income-producing property in one of Central Florida’s growing residential areas.

Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)

Listing Agent: Claudia Mancilla (305-331-1152)

Remarks: Short Sale. Short Sale. Take advantage of this great opportunity in the OVERLOOK RESERVE community. This home is a 1 story home with 1,859 sqft of elegant living space, featuring 4 spacious bedrooms with 2 full bathrooms. As you walk into an open concept floor plan with Vaulted Ceiling and open Kitchen/Dining and Family Room works well for family and friends gathering.42" cabinets and granite countertops throughout. Backyard is very private as is fence in all around the patio to enjoy your afternoon strolls and your private BBQ with family and friends. Just 5 Minutes from Valencia college, Aprx 25-30 minutes to all major attractions, and Orlando Airport. Don’t miss out on this great opportunity for a 1st time buyers primary residence. Schedule your private showing today and experience this great opportunity for yourself!.

Listing is courtesy of: VYLLA HOME (813-947-7996)

Listing Agent: Manny Duran, Jr (407-334-8893)

Remarks: Virtually Staged. Positioned on an expansive 0.45-acre lot with no HOA in Kissimmee, this custom-built residence delivers space, privacy, and elevated finishes rarely found at this price point. Inside, the architecture is clean and intentional, highlighted by soaring ceilings, crown molding, and a seamless open layout designed for both everyday living and entertaining. At the center of the home is a fully upgraded chef’s kitchen, featuring premium granite countertops, custom cabinetry, and high-end built-in appliances including a double oven and integrated refrigerator, complemented by a functional butler’s pantry for added storage and prep space. The main living areas flow effortlessly, creating a bright and inviting environment with strong indoor-outdoor connectivity. The first-floor primary suite is designed for privacy and scale, offering a spacious layout, including an attached sitting room that can be customized to fit your needs and lifestyle, large walk-in closet, and a well-appointed bath with a soaking tub, oversized shower, and dual vanities. A dedicated front flex space provides versatility as a home office, study, or additional living area. Upstairs, three additional bedrooms are thoughtfully positioned along with two full bathrooms, including an en-suite located on the second floor, offering flexibility for multi-generational living or guest accommodations. The outdoor space is equally impressive, anchored by a large screened-in patio with elevated ceilings, ideal for year-round use. Beyond, the oversized backyard offers ample room to design a custom pool or outdoor retreat, all without the restrictions of an HOA. Located in a highly accessible area of Kissimmee, this home is just minutes from major roadways including the Florida Turnpike and 417, providing easy access to Lake Nona’s Medical City and NeoCity, a growing hub for technology and innovation. You’re approximately 25 minutes to Orlando International Airport, 30–35 minutes to Walt Disney World and major attractions, and about 20–25 minutes to Downtown Orlando. Everyday conveniences are close by with Publix, Walmart, The Loop shopping center, restaurants, and schools all within a short drive. For weekend getaways, Florida’s east coast beaches are roughly 60–75 minutes away. **UPGRADES LIST AVAILABLE UPON REQUEST**

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

Listing Agent: Veronica Figueroa (407-519-3980)

Remarks: Built in 1987, Don't miss out on this great opportunity! Charming Two-story Single-family home, located on a corner lot and in an established community of Kissimmee with NO HOA called: Buenaventura Lakes Briarwood Village subdivision. The home sits on an oversized lot and boasts a split floor plan with 3 Bedrooms/2.5 Bathrooms; with the master bedroom, master bath, and a half bath on the first floor and 2 bedrooms and 1 bath on the second floor; Vaulted ceilings, a family room, living room, dining room and kitchen with eat-in space area and 2 car garage. This home is in a great location near major highways, shopping, restaurants, and schools. Minutes away from all theme parks. Schedule a private tour now!! ROOF INSTALLED MAY 2022

Listing is courtesy of: VITAL REALTY GROUP INC (407-944-1833)

Listing Agent: Maria Genao Santos (407-552-6355)

Remarks: Welcome to this well maintained and fully furnished 4-bedroom, 2-bathroom pool home offering the perfect blend of comfort, space, and Florida lifestyle. Situated on a desirable waterfront homesite with tranquil pond views, this spacious residence features soaring vaulted ceilings, abundant natural light, and an open-concept floor plan designed for effortless everyday living and entertaining. The well-appointed kitchen overlooks the main living and dining areas, creating a welcoming gathering space for family and guests alike. The split-bedroom layout provides privacy for the primary suite, while three additional bedrooms offer flexibility for family, visitors, or a home office. An addedd bonus is the addition of a new roof in 2022. Step outside to your private screened pool and covered lanai, where you can relax, entertain, and enjoy peaceful water views year-round. The converted garage game room, complete with pool table, adds even more appeal and entertainment value for owners and guests. Being offered fully furnished, this property presents an exceptional opportunity as a short-term vacation rental, Airbnb investment, long-term rental property, second home, or full-time primary residence. Its versatile layout, resort-style amenities, and turnkey condition make it ready for immediate enjoyment or income generation from day one. Conveniently located near world-famous attractions, shopping, dining, golf, and major transportation routes, this move-in-ready waterfront pool home offers the flexibility, lifestyle, and investment potential that Central Florida buyers are seeking.

Listing is courtesy of: THE AGENCY FL (407-335-4119)

Listing Agent: Andy Neal (407-619-3517)

Remarks: WELCOME TO 1911 VERONA STREET!!! Step back in time with this charming 1925 home full of character and opportunity! Situated on TWO lots totaling approximately .62 acres, this unique property offers endless possibilities for homeowners, investors, or builders alike. Inside, you’ll find beautiful original built-ins in both the living room and dining room that showcase the timeless craftsmanship of the era. The home features 3 bedrooms, 1 bathroom, a welcoming front porch, and a detached garage. Important updates have already been completed, including a newer roof (2023), updated electrical panel (2009), and plumbing approximately 2020. While the home does need TLC, the potential is undeniable. Restore and preserve its historic charm or explore redevelopment opportunities. If the house and garage are removed, the property may allow up to 3 maybe 4 buildable lots with a variance from the City. Whether you’re looking for a renovation project, investment property, or future development opportunity, this property is truly one-of-a-kind with endless potential! House is close to public transportation, schools and the YMCA across the street. Just minutes from the Kissimmee Airport and downtown Kissimmee.

Listing is courtesy of: GOODWIN REALTY & ASSOCIATES, INC (407-846-2787)

Listing Agent: Carolee Goodwin-Blackmore (407-908-6042)