Kissimmee Homes For Sale & Real Estate - 3381 homes

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)

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: Virtually Staged. Welcome to this charming home on a huge cul-de-sac lot featuring great curb appeal and a two-car garage. Inside, you'll find a thoughtfully designed layout with an open family room and a separate dining area, creating inviting spaces for both everyday living and entertaining. The kitchen includes a convenient pantry closet and an adjacent eating area, along with a breakfast bar, perfect for casual meals and gatherings. The primary suite offers a relaxing retreat with a bathroom featuring a separate tub and shower. A unique highlight of the home is the sunroom connected to both the primary bedroom and family room, providing a bright and versatile space to enjoy year-round. Luxury vinyl and tile flooring run throughout the main areas, with carpet in the bedrooms for added comfort. Step outside to enjoy the open backyard with plenty of room to relax and personalize. This home is move-in ready, so schedule your tour today!

Listing is courtesy of: HOMESMART (407-476-0461)

Listing Agent: Cheryl Kypreos (214-271-9400)

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: Located in the guard-gated, resort-style community of Bellalago, this 3-bedroom, 2.5-bath townhome offers low-maintenance living with access to exceptional amenities. This end-unit features water views, an open-concept layout, and all bedrooms plus the laundry room conveniently located upstairs. The main level features tile flooring throughout and includes a spacious living room with sliding glass doors leading to the backyard, a large eat-in kitchen with an oversized island, spacious pantry, and half bathroom. Residents enjoy the true Florida lifestyle with direct access to Lake Tohopekaliga, resort-style pools, fitness centers, walking trails, playgrounds, tennis courts, and basketball courts. Conveniently located near shopping and dining at The Loop, major highways, and approximately 30 minutes from Walt Disney World and Universal Orlando.

Listing is courtesy of: SERHANT (786-296-8626)

Listing Agent: Nia Medina (612-388-0431)

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)