Homes for Sale Near Osceola High School in Kissimmee - 154 homes

Remarks: Beautiful two-bedroom, two-bathroom apartment, completely remodeled. This unit is on the 3rd floor of The Villas del Sol Condo community.The building and complex have been completely renovated; gated community with resort style amenities, like swimming pools, Playground, fitness center and Tennis courts. The property can be used as long term or short term rental! Located near major highways for easy access to Central Florida attractions.

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

Listing Agent: Carlos Villamil (407-340-0042)

Remarks: UNFURNISHED!!! Welcome to your dream home in a resort-style community! This beautiful, brand-new 3-bedroom, 2-bathroom residence is move-in ready and fully equipped for comfort and style with brand-new appliances. Enjoy a modern open-concept layout with new stainless steel appliances, elegant finishes, and more—all thoughtfully selected for luxury and functionality. Located in a sought-after community with resort-style amenities including a sparkling pool, fitness center, clubhouse, and more, this home offers the perfect blend of relaxation and convenience. Whether you’re looking for a primary residence, vacation getaway, or investment property, this turnkey home is a rare find. Don’t miss the opportunity to own this fully furnished gem—schedule your private showing today!

Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)

Listing Agent: Idejair Pereira (407-373-3976)

Remarks: NO HOA. NO CDD!!!! Prime Kissimmee location—this is the kind of opportunity buyers and investors are actively looking for. This 3-bedroom, 2-bath home offers a flexible layout with expanded living space from an enclosed rear porch, giving you the ability to design and personalize the home to your own vision. Key improvements include an A/C system under 5 years old, an upgraded 200-amp electrical panel, a metal roof (2007), and a replumbed water line completed in 2005. Additional features include dual meters, front-yard irrigation, gutters, and a storage shed. Location is everything, and this property delivers—just minutes from US-192, Kissimmee Airport, shopping centers, restaurants, and world-renowned attractions like Disney. This high-demand area continues to attract both homeowners and investors due to its convenience and accessibility. A great opportunity to secure a property in a growing area with no additional community fees and strong long-term potential.

Listing is courtesy of: LA ROSA REALTY KISSIMMEE (407-930-3530)

Listing Agent: Carmen Sousa Erazo (401-323-3577)

Remarks: This 1-bedroom, 1-bathroom condo is in excellent condition and features, perfect for relaxing at home. The open layout and well-kept interiors make it move-in ready and easy to personalize. The kitchen includes appliances in perfect condition. Located in a convenient area of Kissimmee, you’re just minutes from schools, shopping centers, restaurants, hospitals, pharmacies, banks, and local stores. The community is well-organized and professionally managed, keeping common areas maintained and ensuring a smooth living experience. This condo offers the perfect combination of comfort, convenience, and practicality—ideal for anyone looking for a move-in ready home in a great location. An appointment must be scheduled at least 24 hours in advance. There is an administrative fee payable to the association that the new owner must pay ($750). The HOA fee includes sewer, trash, and pest control. THE SELLER IS WILLING TO FINANCE $70,000 FOR THE BUYER AT AN INTEREST RATE OF FIVE FOR A TEN-YEAR MORTGAGE, BUT IT MUST BE THE FIRST MORTGAGE. NOT A SECOND ONE. FIRST MORTGAGE, SAME CONDITION AS A BANK.

Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)

Listing Agent: Marianna Spinelli (786-447-1655)

Remarks: Welcome! Enjoy no rear neighbors forever, and a low-key HOA, with this well-appointed home, which offers five spacious bedrooms, four and a half bathrooms, and exceptional flexibility for family living, hosting guests, or creating dedicated work and relaxation spaces. The open floor plan boasts 4,964 square feet, with high ceilings, a gourmet kitchen with premium finishes, and multiple living areas designed for comfort and entertaining. A dedicated theater room can easily serve as a sixth bedroom, while the oversized 3-car garage provides ample storage. Each bedroom offers versatile options for family, home offices, or guest quarters, and generous square footage creates a natural balance between shared spaces and private retreats. Nestled on a 0.54-acre lot in a small, private gated community, this property combines privacy and convenience—located near shopping, lakefront parks, quality schools, SunRail, and minutes from charming downtown Kissimmee. Schedule your private tour today!

Listing is courtesy of: BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY (407-203-0007)

Listing Agent: Joseph Doher (407-203-0007)

Remarks: Best value in the city of Kissimmee! CASH ONLY. This upgraded 3-bedroom, 1-bath home is one of the most affordable properties in the entire zip code—an incredible opportunity you don’t want to miss. Move-in ready with recent improvements, this property offers the added benefit of NO HOA, providing freedom and flexibility for homeowners and investors alike. Ideally located in Kissimmee, just approximately 20 minutes from Orlando International Airport and 25 minutes from Walt Disney World. Enjoy easy access to major roadways, including US-192, John Young Parkway, Osceola Parkway, and Florida’s Turnpike, making commuting a breeze. Conveniently close to shopping, dining, and schools. Perfect for first-time buyers or investors looking for strong value in a high-demand area!

Listing is courtesy of: FLORIDA LAKES REALTY (407-593-9087)

Listing Agent: Tatiana Diaz (407-593-9087)

Remarks: Welcome to this spacious beautifully maintained 3-bedroom, 2-bath condo located on the second floor in the desirable Flora Ridge community. Step inside to discover a bright open-concept living and dining area filled with natural light, perfect for both relaxing and entertaining. The kitchen offers ample cabinet space and a functional layout that flows seamlessly into the main living area. The split-bedroom floor plan provides privacy, with a comfortable primary suite that includes a walk-in closet and an en-suite. Step outside to your private screened-in balcony an ideal spot to enjoy your morning coffee or unwind in the evening while taking in peaceful surroundings. Additional highlights include in-unit laundry room, generous storage, community amenities and access to your unit with a building elevator. Conveniently located approximately 1 mile away from shopping, dining, major highways, and local attractions, this condo offers both comfort and convenience in a gated community setting. Measurements are an approximate.

Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)

Listing Agent: Nereida Padilla (617-304-1798)

Remarks: LOCATION! CONVENIENCE! SECURITY! Move-in ready and updated 4-bedroom, 3-bath townhouse in Venetian Bay Villages is ideal as a primary home, vacation retreat, or income-producing investment. The spacious layout features a first-floor master suite with a jetted tub, updated kitchen and baths, and a 2018 roof. Enjoy 24/7 guard-gated security and resort-style amenities, including 4 pools, fitness center, spa, clubhouse, theater, game room, playgrounds, tennis, basketball, volleyball, and BBQ areas. Perfectly located just minutes from Disney, Universal, shopping, dining, and major highways, this turnkey property offers unmatched comfort, convenience, and value. Property is being sold fully furnished. Zoned for short-term rental, perfect as an Airbnb investment or primary residence.

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

Listing Agent: Evelyn Lopez Correa (787-475-2292)

Remarks: Welcome to this 3-bedroom, 2-bathroom home located in a gated community in the heart of Kissimmee, Florida, just minutes from The Loop, a popular shopping, dining, and entertainment destination. Enjoy convenient access to Walt Disney World (approximately 25 minutes) as well as Universal Orlando and Central Florida’s world-famous theme parks. This move-in ready home features a desirable split floor plan with spacious living areas and thoughtful updates throughout. Inside all appliances are brand new. Brand new floor. You will find fresh exterior and interior paint, and a refreshed front door that give the home a clean and welcoming feel. The layout offers generously sized bedrooms, along with a kitchen and family room combination that creates a comfortable space for gathering and entertaining. A formal living and dining area provides additional flexibility and can easily function as a home office, flex space, additional living area, or hobby room. Other Residents of this gated Kissimmee community enjoy access to neighborhood amenities including a community pool, playground, and clubhouse, adding to the convenience and lifestyle this location offers. With easy access to shopping, dining, major roadways, and Central Florida attractions, this Kissimmee home offers comfort, convenience, and the opportunity to make it your own. LOW HOA. Call to schedule your private showing!

Listing is courtesy of: PROFILES INTERNATIONAL REALTY (321-297-8161)

Listing Agent: Ekramul Chowdhury (407-360-8991)

Remarks: Price to Sell! Beautiful second-floor condo with elevator access located in a desirable gated community. This spacious unit features 3 bedrooms and 2 bathrooms with a split floor plan for added privacy. Enjoy a bright living and dining area that opens to a private balcony through elegant French doors, perfect for relaxing or entertaining. Residents enjoy the amenities, including a pool , walking trails, and a pet-friendly environment. Prime location!!! Walking distance to shopping, dining, entertainment, theaters, and schools, with easy access to major highways.

Listing is courtesy of: ORIGINAL REALTY LLC (407-414-2102)

Listing Agent: Martha Espinel (407-414-2102)

Remarks: Seize the chance to explore this inviting townhome, ready for you to move in and make it your own. Featuring two spacious bedrooms and a versatile loft, this area can easily be transformed into a third bedroom, a productive home office, or a cozy family room—tailored to fit your lifestyle. Recent upgrades, including a brand-new roof finished in January 2025 and plush carpeting installed in November, offer peace of mind and comfort. Situated in an ideal location, you’ll find yourself just moments away from bustling shopping centers and The Loop, a lively hub filled with popular restaurants and major retailers like BJ's, JC Penney, Ross, Rooms To Go, and Hobby Lobby. Beyond the conveniences of daily living, the townhome’s proximity to Orlando’s renowned attractions—such as Disney World, SeaWorld, Universal Studios, and Orlando International Airport—ensures endless entertainment and travel possibilities right at your doorstep. Be sure to put this exceptional home at the top of your viewing list—it’s an opportunity you won’t want to miss!

Listing is courtesy of: FLORIDA PROPERTY HOMES (407-728-4650)

Listing Agent: Luis Cabrera (407-728-4650)

Remarks: Short Sale. FOR SALE - SHORT SALE - 4 Bedroom/ 2 Bath 2400 sq.ft. Single Family Home on a quiet street in the community of Poinciana. The home is spacious and offers an open floor plan. WI-FI is included in the HOA fees. The Living Room, Dining Room and Kitchen combo are ideal for entertaining. The kitchen has an island which is perfect for serving food or sitting around to eat a snack. The range, range hood, and dishwasher come with the home. The Primary Bedroom is generously sized with a well-equipped Primary Bathroom. The home features several storage closets and an inside laundry room. The home comes with solar panels and an unfinished pool. Poinciana is located on the outskirts of Kissimmee and Orlando and provides many activities for today's family. The Poinciana Community Park has playgrounds, picnic tables, sports fields and offers seasonal festivities and outdoor movie nights. The Poinciana Library offers reading programs, story time for minors, workshops for the adults, and events for all ages. For nature lovers, Poinciana is home to the Disney Wilderness Preserve which is a 12,000 acre preserve with hiking trails and areas to see Florida's native birds and flowers. Let's not forget this home is only a half hour from DISNEYWORLD!

Listing is courtesy of: COLDWELL BANKER REALTY (863-294-7541)

Listing Agent: Linda Andre (863-294-7541)

Remarks: Updated first-floor condo offering 2 bedrooms and 2 bathrooms with bright white walls and no carpet throughout—creating a clean, modern feel from the moment you walk in. The open kitchen features a convenient breakfast bar, separate dining area, and a spacious pantry for added storage. A split floor plan provides privacy, with generously sized bedrooms and updated bathrooms that include custom sink spouts and upgraded bathtubs. Step outside to your screened-in patio—perfect for enjoying Florida living year-round without the bugs. Washer and dryer hookups are available, just bring your own units! This move-in ready home is located in the desirable Arbors of Sendera community, where residents enjoy amenities including a pool, fitness center, clubhouse, and playground. Ideally situated off Columbia Ave and Hoagland Blvd in Kissimmee, you’ll love the convenience of being close proximity to shopping, dining, schools, and public transportation, with easy access to major highways. Just minutes from The Loop and a short drive to Orlando. Don’t miss your opportunity to make this beautifully updated condo your next home!

Listing is courtesy of: ACKLEY LEGACY PROPERTIES, LLC (407-730-3555)

Listing Agent: Kristen Chowdhury (407-721-3829)

Remarks: This beautifully updated first-floor condominium is located in the secure, gated community of Flora Ridge and features a spacious, open floor plan designed for comfortable living. The main living areas—including the living room, dining room, kitchen, and bathrooms—are finished with durable ceramic tile, while the primary bedroom boasts elegant porcelain tile flooring and the second and third bedrooms feature warm laminate floors. The primary bathroom has been thoughtfully upgraded with a granite-topped vanity and an ADA-accessible shower. Ceiling fans have been installed throughout the home, The kitchen comes fully equipped with a microwave, refrigerator, dishwasher, and stove. Enjoy outdoor relaxation on the enclosed screened porch, and take advantage of the prime location within walking distance to The Loop Mall and Publix, as well as easy access to Disney theme parks. All measurements are approximate and should be independently verified.

Listing is courtesy of: PREFERRED REAL ESTATE BROKERS (407-440-4900)

Listing Agent: Steve Glose (407-616-7286)

Remarks: **WATERFRONT** If you're looking for an open-floor plan move-in ready home with a waterfront view, you've found it. Located in the heart of Hunter's Creek less than 5 minutes from The Loop Town Center, this home is ready to meet its new owners. Highlights: Three spacious bedrooms with walk-in California style closets, high ceilings, tons of windows and natural light, long entry corridor, gourmet kitchen with tiled mosaic floors, formal dining area PLUS a breakfast nook area, and a screened-in front porch and rear porch. Laundry room features custom built-in cabinets for extra storage and washer/dryer is also included. Major appliances: Roof (2020) AC (2019). Home is also equipped with wired security cameras, an irrigation system, and rain gutters. But let's be honest, the real selling point is that WATER VIEW. Talk about peace and serenity! Enjoy resort-style community amenities such as a community pool, clubhouse, fitness center, tennis courts, and walking trails. You'll never be bored! HOA covers your lawn maintenance and let's not forget, the community is gated and private. Located close to shopping plazas, restaurants, entertainment, medical facilities and highways, everything you could ever want is within a mile radius. Bonus: Disney is only 10 minutes away!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Angie Kollcaku (407-454-4078)

Remarks: PRICE REDUCTION! SELLER MOTIVATED! Welcome to Woodland Creek. This beautifully maintained 4-bedroom, 2.5-bath home offering space, comfort, and modern upgrades throughout. A versatile first-floor bonus room provides the perfect option for a fifth bedroom, home office, gym, or playroom, while the main living area is ideal for entertaining and family gatherings. The updated kitchen features quartz countertops, stainless steel appliances, and two walk-in pantry closets, delivering exceptional storage and functionality. A nearby laundry room and enclosed porch add everyday convenience and additional living space. Upstairs, all four bedrooms are generously sized, each capable of accommodating king-size beds. The spacious primary suite includes dual sinks, a soaking tub, separate shower, and two walk-in closets. A second-floor loft offers additional flexible space for a family room, office, or study area. Enjoy the large backyard with mature trees, patio space, and plenty of room for outdoor entertaining. Major updates include roof (2021), two Carrier A/C units (2023 & 2024), exterior paint (2024), bathroom upgrades (2024), kitchen updates (2020), vinyl fencing, and LVP flooring. Conveniently located near shopping, dining, Florida Turnpike, Osceola Parkway, and major theme parks. Property is also approved for short-term rental.

Listing is courtesy of: RE/MAX PRIME PROPERTIES (407-347-4512)

Listing Agent: Roland Barcenilla (407-480-6438)

Remarks: INVESTORS OPPORTUNITY !!!! TENANT OCCUPIED. Fully remodeled, this inviting single-family home at 709 S Dillingham Ave in Kissimmee is designed for comfort and flexibility. The thoughtfully updated interior offers modern finishes throughout, creating a fresh and welcoming feel from the moment you arrive. Ideal for multi-generational living, the home includes a private mother-in-law suite with 2 bedrooms and 1 bathroom, perfect for extended family or guests while still maintaining privacy. Centrally located near downtown Kissimmee, shopping, dining, schools, and major roadways. Enjoy peace of mind with a beautifully updated home ready for its next chapter. A wonderful opportunity to settle into a space where everyone feels at home. Buyer to verify all measurements and information.

Listing is courtesy of: GPS PROPERTY GROUP INC. (407-439-2527)

Listing Agent: Abel Jimenez (407-452-4119)

Remarks: Dream townhome alert! This gorgeous 4BR/3BA (including 2 ensuites) unit in San Vitorino Cir, Kissimmee offers 1,470 sq ft of bright, open living space perfect for entertaining and relaxing. With a recently remodeled owner's suite and a recently replaced AC unit and boiler. Enjoy your morning coffee on the small patio / varanda, and experience the comfort of move-in ready Florida living. The community features 3 sparkling pools, a full clubhouse, and plenty of amenities for fun and fitness. Prime location near highways, shopping, dining, and schools— don’t wait, your new home awaits!

Listing is courtesy of: DEBRASSI REALTY LLC (407-446-1343)

Listing Agent: Marcela Andrade Drummond (407-752-2323)

Remarks: SELLER MOTIVATED - PRICE TO SELL - GREAT OPPORTUNITY STUNNING FULLY RENOVATED 3 BEDROOM POOL HOME – PRIME LOCATION IN KISSIMMEE Welcome to this beautifully upgraded 3-bedroom, 1 bonus room, 2-bathroom home located and a spot available with possibility to build a one more bathroom. This property has been completely renovated with high-end finishes throughout and offers the perfect blend of elegance, comfort, and Florida lifestyle living. Fully renovated interior. Premium, first-line flooring throughout. Sophisticated wood panel accent walls. Designer-decorated bedrooms. Completely remodeled kitchen with modern finishes. Updated bathrooms with contemporary style. Extended driveway for additional parking Private heated pool with spa. Outdoor gourmet area perfect for entertaining. Beautiful pond water view with a colonial-style architectural details. Gated community for added security. The open floor plan creates a bright and welcoming atmosphere, ideal for both primary residence, vacation home, or investment property. The backyard is a true retreat, featuring a heated pool and spa overlooking a peaceful pond view — perfect for relaxing evenings or entertaining guests. This home shows pride of ownership and attention to detail in every corner. The bedroom furniture has been removed; the summer kitchen needs to be finished, and the refrigerator was removed because it was broken. Seller is highly motivated and priced to sell. Excellent opportunity in one of Kissimmee’s most sought-after areas, close to major highways, shopping, dining, and attractions.

Listing is courtesy of: WRA BUSINESS & REAL ESTATE (407-512-1008)

Listing Agent: Francisco Tatagiba Junior (386-517-3488)

Remarks: Welcome to 1813 Admiral Court, a charming and classy classic brick home tucked away on a quiet dead-end road near beautiful West Lake Tohopekaliga. Surrounded by mature oak canopies and nestled in a peaceful setting, this property offers timeless curb appeal and a location that is hard to beat. Inside, you’ll find a well-designed split floor plan with comfortable living spaces perfect for everyday living and entertaining. The updated kitchen opens to the family room, creating a warm and inviting heart of the home. A quaint Florida room adds extra living space and is the perfect spot to relax and enjoy the serene backyard views. This home has been thoughtfully updated with a new roof (2020), HVAC system (2021), water heater (2021), remodeled kitchen and bathrooms (2024), bathroom addition (2024), new appliances (2024), new fence to the back property line (2025), and new gutters, downspouts, and leaf guard system (2026). Step outside to a fully fenced backyard offering privacy, space to play, entertain, or garden. Combining timeless style, modern upgrades, and a tranquil setting, this exceptional home is truly move-in ready. Schedule your private showing today!

Listing is courtesy of: CREEGAN GROUP (407-622-1111)

Listing Agent: Christopher Colagiacomo (407-402-0263)